Pyrrolopyrimidine derivatives

专利摘要:
The invention provides pyrrolo[3,2-d]pyrimidinederivatives represented by formula (I), and theirmedically acceptable salts. The compounds of theinvention exhibit GSK-3 inhibiting activity and aretherefore expected to be useful as therapeutic orprophylactic agents for conditions in which GSK-3 isimplicated, such as diabetes, diabetes complications,Alzheimer's disease, neurodegenerative diseases, manicdepression, traumatic encephalopathy, alopecia,inflammatory diseases, cancer and immune deficiency.
公开号:EP1477489A1
申请号:EP03707008
申请日:2003-02-24
公开日:2004-11-17
发明作者:Kenichiro Teijin Ltd. KATAOKA；Tomomi Teijin Limited KOSUGI；Toshihiro Teijin Limited ISHII；Takahiro Teijin Limited TAKEUCHI；Takaharu Teijin Limited TSUTSUMI；Akira Teijin Limited NAKANO；Gen Teijin Limited UNOKI；Masanori Teijin Limited YAMAMOTO；Yuri Teijin Limited SAKAI
申请人:Teijin Ltd；
IPC主号:A61P-17

专利说明:
[0001] The present invention relates to novelpyrrolopyrimidine derivatives for medical use havingGlycogen Synthase Kinase 3 (GSK-3) inhibiting activity.More specifically, it relates to novel pyrrolo[3,2-d]pyrimidinederivatives which are useful as therapeuticand/or prophylactic agents for diseases in which GSK-3activity has been implicated, particularly impairedglucose tolerance, type I diabetes, type 2 diabetes,diabetes complications (retinopathy, nephropathy,neuropathy, large artery impairment, etc.), Alzheimer'sdisease, neurodegenerative diseases (AIDS encephalopathy,Huntington's disease, Parkinson's disease, amyotrophiclateral sclerosis, disseminated sclerosis, etc.), bipolaraffective disorder (manic depression), traumaticencephalopathy/spinal injury, epilepsy, obesity,atherosclerosis, hypertension, polycystic ovariandisease, syndrome X, alopecia, inflammatory diseases(deformant arthritis, rheumatism, atopic dermatitis,psoriasis, ulcerative colitis, Crohn's disease, sepsis,generalized inflammation, etc.), cancer, immunedeficiency and the like. Background Art
[0002] GSK-3 is a serine/threonine kinase, for which twoisoforms, α and β, have been identified and found to becoded for by separate genes (see non-patent document 1).Both of the GSK-3 isoforms adopt a monomer structure andare homeostatically activated in resting cells. GSK-3was first identified as a kinase which inhibits activityof glycogen synthases by direct phosphorylation (see non-patentdocument 2). It is thought that stimulation byinsulin leads to inactivation of GSK-3, thereby permitting activation of glycogen synthases and alsoeliciting insulin functions such as glucose transport.GSK-3 is further known to be inactivated by growthfactors such as IGF-1 and FGF, via signals from receptortyrosine kinases (see non-patent documents 3, 4, 5).
[0003] GSK-3 inhibitors are useful in the treatment ofvarious diseases associated with GSK-3 activation. Inaddition, since GSK-3 inhibitors mimic activation ofgrowth factor signaling pathways, they are also of use intreatment of diseases associated with inactivation ofthese signaling pathways. Several diseases for whichGSK-3 inhibitors are believed to be effective aredescribed below.
[0004] Type I diabetes is caused by autoimmune destructionof the β cells, or insulin-producing cells, of thepancreas, leading to insulin deficiency. Type I diabetespatients therefore require daily insulin injections forlife support. Current insulin therapy, however, has notbeen successful in achieving the strict control ofglucose levels accomplished by normal β cells. Type Idiabetes therefore often leads to diabetes complicationssuch as retinopathy, nephropathy, neuropathy and largeartery impairment.
[0005] Type II diabetes is a multifactorial disorderwherein hyperglycemia is produced due to insulinresistance in the liver, skeletal muscle and fattytissue, as well as insufficient secretion of insulin bythe pancreas. This condition also results in numerousdiabetes complications such as retinopathy, nephropathy,neuropathy and large artery impairment. Skeletal muscleis the major tissue involved in insulin-mediated glucoseuptake, and the glucose taken up into the cells is eithermetabolized through the glycolytic pathway/TCA cycle orstored as glycogen. Glycogen storage in the skeletalmuscle is an extremely important function for glucosehomeostasis, but in type II diabetes patients the glycogen storage volume in skeletal muscle is reduced.GSK-3 acts to inhibit glycogen storage in peripheraltissue by phosphorylating glycogen synthase, and to lowerinsulin reactivity, leading to increased blood glucoselevels.
[0006] According to a recent report, accelerated expressionof GSK-3 is seen in the skeletal muscle of type IIdiabetes patients and an inverse correlation has beenfound between skeletal muscle GSK-3α activity andinsulin function (see non-patent document 6). Also,overexpression of GSK-3β and active GSK-3β mutants (S9A,S9E) in HEK-293 cells suppresses glycogen synthaseactivity (see non-patent document 7). Reduction ininsulin function has been observed when GSK-3β isoverexpressed in CHO cells expressing insulin receptorand insulin receptor substrate 1 (IRS-1) (see non-patentdocument 8). A recent study using C57BL/6J mice prone toobese diabetes has demonstrated a connection betweenaccelerated GSK-3 activity and progression of insulinresistance/type II diabetes (see non-patent document 9).
[0007] Lithium salts are already known as inhibitors ofGSK-3 activity (see non-patent document 10). Treatmentusing lithium salts is reported to lower glucose levelsin both type I and type II diabetes patients and togenerally improve their condition (see non-patentdocument 11). However, lithium salts have also beenreported to exhibit various effects on molecular targetsother than GSK-3.
[0008] In consideration of the above, it is expected thatGSK-3 inhibitors can serve as effective drug agents foramelioration of impaired glucose tolerance, type Idiabetes, type II diabetes, and their relatedcomplications.
[0009] A link has also been suggested between GSK-3 andprogression of Alzheimer's disease. Alzheimer's diseaseis characterized by formation of senile plaques in the brain from arnyloid β peptide deposits, and subsequentformation of neurofibrillary changes. Theseneurofibrillary changes result in the deaths of largenumbers of neurons, and lead to the symptom of dementia.GSK-3 is believed to contribute to abnormalphosphorylation of Tau protein, which is connected withneurofibrillary changes, during the course of the disease(see non-patent document 12). It has also been reportedthat GSK-3 inhibitors prevent neuronal death (see non-patentdocument 13). These findings suggest thatapplication of GSK-3 inhibitors for Alzheimer's diseasemay slow progression of the condition. While treatmentmethods currently exist which employ agents forsymptomatic therapy of Alzheimer's disease (see non-patentdocument 14), no agents are known that preventneuronal death and slow progression of the condition. Itis therefore expected that GSK-3 inhibitors can serve aseffective drug agents for amelioration of Alzheimer'sdementia.
[0010] GSK-3 inhibitors have been reported to suppressneuronal death, and especially neuronal death due toglutamate-mediated hyperexcitation (see non-patentdocuments 15 and 16). This suggests the possibility thatGSK-3 inhibitors may be useful for treatment of bipolaraffective disorder (manic depression), epilepsy and ahost of neurodegenerative disorders and neural diseases.As neurodegenerative disorders there may be mentionedAlzheimer's disease described above, as well as AIDSencephalopathy, Huntington's disease, Parkinson'sdisease, amyotrophic lateral sclerosis, disseminatedsclerosis, Pick's disease, progressive supranuclearpalsy, and the like. Glutamate-mediated hyperexcitationis believed to be a cause of brain disorders in suchconditions as cerebral apoplexy (cerebral infarction,encephalorrhagia, subarachnoid hemorrhage), traumaticencephalopathy/spinal injury, bacterial/viral infectionand the like, and GSK-3 inhibitors are therefore expected to be useful against these conditions as well. All ofthese disorders are accompanied by death of neurons, andat the current time no drug exists that can effectivelysuppress such neuronal death. It is therefore believedthat GSK-3 inhibitors can serve as effective drug agentsfor amelioration of various forms of neurodegenerativedisorders, bipolar affective disorder (manic depression),epilepsy, cerebral apoplexy, traumaticencephalopathy/spinal injury, and the like.
[0011] In vitro research has also been reported indicatingthat Wint10B strongly suppresses differentiation ofpreadipocytes to mature adipocytes (see non-patentdocument 17). GSK-3 specific inhibitors mimic theWint10B signal in adipose cells, and particularlystabilize free cytosolic β-catenin to block induction ofc/EBPα and PPARγ, thereby inhibiting adipogenesis (seenon-patent document 18). These findings have led toexpectations for GSK-3 inhibitors as effective agents fortreatment of obesity.
[0012] β-Catenin is known as a biological substrate of GSK-3.β-Catenin is phosphorylated by GSK-3 and undergoesproteosome-dependent degradation (see non-patent document19). Since transient β-catenin stabilization is thoughtto play a role in hair development (see non-patentdocument 20), this suggests that GSK-3 inhibitors mayserve as effective drug agents for alopecia.
[0013] In addition, research on fibroblasts from GSK-3βknockout mice has raised the possibility that GSK-3βupregulates activity of transcription factor NFκ-B. (seenon-patent document 21). NFκ-B is responsible for cellresponse to a large number of inflammatory stimuli. Itis therefore believed that GSK-3 inhibitors may, throughdownregulation of NFκ-B activity, serve as effective drugagents for treatment of inflammatory conditions such as deformant arthritis, rheumatism, atopic dermatitis,psoriasis, ulcerative colitis, Crohn's disease, sepsis,generalized inflammatory reaction syndrome, and the like.
[0014] The transcription factor NF-AT is dephosphorylatedby calcineurin, resulting in a reinforced immune response(see non-patent document 22). GSK-3 insteadphosphorylates NF-AT and exports it out of the nucleus,thereby working in a direction to suppress expression ofearly immune response genes. These findings suggest thatGSK-3 inhibitors may serve as effective drug agentspromoting immune activation for cancer immunotherapy andthe like.
[0015] As substances previously known to have GSK-3inhibiting activity there have been reportedhymenialdisine derivatives (see non-patent document 23and patent document 1), maleinimide derivatives (see non-patentdocument 24), Paullone derivatives (see non-patentdocument 25 and patent document 2), purine derivatives(see patent document 3), pyrimidine and pyridinederivatives (see patent document 4), hydroxyflavonederivatives (see patent document 5), pyrimidonederivatives (see patent documents 6, 7, 8, 9, 10, 11, 12and 13), pyrrole-2,5-dione derivatives (see patentdocuments 14 and 15), diamino-1,2,4-triazolecarboxylicacid derivatives (see patent document 16), pyrazinederivatives (see patent document 17), bicyclic inhibitors(see patent document 18), indirubin derivatives (seepatent document 19), carboxamide derivatives (see patentdocument 20), peptide inhibitors (see patent document21), 2,4-diaminothiazole derivatives (see patent document22), thiadiazolidinedione derivatives (see patentdocument 23) and aromatic amide derivatives (see patentdocument 24). Non-patent document 1: Trends Biochem. Sci., 1991,Vol.16, p.177. Non-patent document 2: Eur. J. Biochem., 1980, Vol.107, p.519. Non-patent document 3: Biochem. J. (UK), 1993, Vol.294,p.625. Non-patent document 4: Biochem. J. (UK), 1994, Vol.303,p.21. Non-patent document 5: Biochem. J. (UK), 1994, Vol.303,p.27. Non-patent document 6: Diabetes USA, 2000, Vol.49, p.263. Non-patent document 7: Proc. Natl. Acad. Sci. USA, 1996,Vol.93, p.10228. Non-patent document 8: Proc. Natl. Acad. Sci. USA, 1997,Vol.94, P.9660. Non-patent document 9: Diabetes USA, 1999, Vol.48,p.1662. Non-patent document 10: Proc. Natl. Acad. Sci. USA, 1996,Vol.93, p.8455. Non-patent document 11: Biol. Trace Elements Res., 1997,Vol.60, p.131. Non-patent document 12: Acta Neuropathol., 2002, Vol.103,p.91. Non-patent document 13: J. Neurochem., 2001, Vol.77,p.94. Non-patent document 14: Expert Opin. Pharmacother., 1999,Vol.1, p.121. Non-patent document 15: Proc. Natl. Acad. Sci. USA, 1998,Vol.95, p.2642. Non-patent document 16: J. Neurochem., 2001, Vol.77,p.94. Non-patent document 17: Science, 2000, Vol.289, p.950. Non-patent document 18: J. Biol. Chem, 2002, Vol.277,p.30998. Non-patent document 19: EMBO J., 1998, Vol.17, p.1371. Non-patent document 20: Cell, 1998, Vol.95, p.605. Non-patent document 21: Nature, 2000, Vol.406, p.86. Non-patent document 22: Science, 1997, Vol.275, p.1930. Non-patent document 23: Chemistry & Biology, 2000, Vol.7,p.51. Non-patent document 24: Chemistry & Biology, 2000, Vol.7,p.793. Non-patent document 25: Eur. J. Biochem., 2000, Vol.267,p.5983. Patent document 1: WO01/41768 pamphlet Patent document 2: WO01/60374 pamphlet Patent document 3: WO98/16528 pamphlet Patent document 4: WO99/65897 pamphlet Patent document 5: WO00/17184 pamphlet Patent document 6: WO00/18758 pamphlet Patent document 7: WO01/70683 pamphlet Patent document 8: WO01/70729 pamphlet Patent document 9: WO01/70728 pamphlet Patent document 10: WO01/70727 pamphlet Patent document 11: WO01/70727 pamphlet Patent document 12: WO01/70726 pamphlet Patent document 13: WO01/70725 pamphlet Patent document 14: WO00/21927 pamphlet Patent document 15: WO01/74771 pamphlet Patent document 16: WO01/09106 pamphlet Patent document 17: WO01/44206 pamphlet Patent document 18: WO01/44246 pamphlet Patent document 19: WO01/37819 pamphlet Patent document 20: WO01/42224 pamphlet Patent document 21: WO01/49709 pamphlet Patent document 22: WO01/56567 pamphlet Patent document 23: WO01/85685 pamphlet Patent document 24: WO01/81345 pamphlet
[0016] It is an object of the present invention to provideclinically useful novel compounds with selective andpowerful inhibiting action against GSK-3. Disclosure of the Invention
[0017] As a result of much diligent research directedtoward achieving the object stated above, the presentinventors have completed the present invention upondiscovering that the novel pyrrolo[3,2-d]pyrimidine derivatives represented by formula (I) below and theirmedically acceptable salts exhibit excellent GSK-3inhibiting activity.
[0018] In other words, the present invention provides(1) A pyrrolo[3,2-d]pyrimidine derivatives represented bythe following formula (I), and their medically acceptablesalts.
[0019] The above is with the proviso that among thecombinations of A¹, A², G¹, A³, A⁴ and G², when A¹ is asingle bond, A², G¹, A³ and A⁴ are all single bonds, thatamong the combinations of A¹, A², G¹, A³, A⁴ and G², whenA¹ is not a single bond and G¹ and A³ are both singlebonds, the combination including A² and A⁴ is A¹-C(=O)-C(=O)-G²or A¹-C(=O)NR¹⁰¹-O-G², and that among thecombinations of G¹, A³, A⁴ and G², when A³ represents a C_1-6aliphatic hydrocarbon group having G¹ and A⁴ bonded onthe same or different carbon atoms and G² represents asubstituted or unsubstituted C_1-10 aliphatic hydrocarbongroup, A⁴ is not a single bond.
[0020] A⁵ represents a single bond, or a group binding thecarbon atom of the pyrrole ring to which A⁵ is bonded and R² in the form of R²-NR²⁰¹-pyrrole ring carbon (where R²⁰¹represents hydrogen or a C_1-4 aliphatic hydrocarbongroup).
[0021] R² represents one group selected from among thefollowing 1) to 6): 1) Hydrogen. 2) Fluorine, chlorine, bromine or iodine. 3) A substituted or unsubstituted C_1-10 aliphatichydrocarbon group. (As substituents there may bementioned one or more selected from the group consistingof fluorine, chlorine, bromine, iodine, hydroxyl,optionally substituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9aralkoxy, C_2-7 acyloxy, oxo, C_1-6 alkylsulfonyloxy,optionally substituted C_2-7 acyl, carboxyl, C_2-7alkoxycarbonyl, carbamoyl, optionally substituted C_2-7alkylcarbamoyl, amino, optionally substituted C_1-6alkylamino, optionally substituted C_2-7 acylamino, C_2-8alkoxycarbonylamino, C_1-6 alkylsulfonylamino, cyano,nitro, C_1-6 alkylthio, C_1-6 alkylsulfinyl, C_1-6alkylsulfonyl, sulfamoyl, C_1-6 alkylaminosulfonyl, sulfo,optionally substituted C_3-6 alicyclic hydrocarbons,optionally substituted C_1-6 aliphatic hydrocarbons,optionally substituted C_6-14 aromatic hydrocarbons andoptionally substituted heterocyclic groups (having in thering 1 to 4 atoms selected from the group consisting ofoxygen, nitrogen and sulfur).) 4) A substituted or unsubstituted C_3-8 alicyclichydrocarbon group. (As substituents there may bementioned one or more selected from the group consistingof fluorine, chlorine, bromine, iodine, hydroxyl,optionally substituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9aralkoxy, C_2-7 acyloxy, oxo, C_1-6 alkylsulfonyloxy,optionally substituted C_2-7 acyl, carboxyl, C_2-7alkoxycarbonyl, carbamoyl, optionally substituted C_2-7alkylcarbamoyl, amino, optionally substituted C_1-6alkylamino, optionally substituted C_2-7 acylamino, C_2-8alkoxycarbonylamino, C_1-6 alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6 alkylsulfinyl, C_1-6alkylsulfonyl, sulfamoyl, C_1-6 alkylaminosulfonyl, sulfo,optionally substituted C_3-6 alicyclic hydrocarbons,optionally substituted C_1-6 aliphatic hydrocarbons,optionally substituted C_6-14 aromatic hydrocarbons andoptionally substituted heterocyclic groups (having in thering 1 to 4 atoms selected from the group consisting ofoxygen, nitrogen and sulfur).) 5) A substituted or unsubstituted C_6-14 aromatichydrocarbon group. (As substituents there may bementioned one or more selected from the group consistingof fluorine, chlorine, bromine, iodine, hydroxyl,optionally substituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9aralkoxy, C_2-7 acyloxy, oxo, C_1-6 alkylsulfonyloxy,optionally substituted C_2-7 acyl, carboxyl, C_2-7alkoxycarbonyl, carbamoyl, optionally substituted C_2-7alkylcarbamoyl, amino, optionally substituted C_1-6alkylamino, optionally substituted C_2-7 acylamino, C_2-8alkoxycarbonylamino, C_1-6 alkylsulfonylamino, cyano,nitro, C_1-6 alkylthio, C_1-6 alkylsulfinyl, C_1-6alkylsulfonyl, sulfamoyl, C_1-6 alkylaminosulfonyl, sulfo,optionally substituted C_3-6 alicyclic hydrocarbons,optionally substituted C_1-6 aliphatic hydrocarbons,optionally substituted C_6-14 aromatic hydrocarbons andoptionally substituted heterocyclic groups (having in thering 1 to 4 atoms selected from the group consisting ofoxygen, nitrogen and sulfur).) 6) A substituted or unsubstituted heterocyclic grouphaving in the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur. (Assubstituents there may be mentioned one or more selectedfrom the group consisting of fluorine, chlorine, bromine,iodine, hydroxyl, optionally substituted C_1-7 alkoxy, C_6-10aryloxy, C_7-9 aralkoxy, C_2-7 acyloxy, oxo, C_1-6alkylsulfonyloxy, optionally substituted C_2-7 acyl,carboxyl, C_2-7 alkoxycarbonyl, carbamoyl, optionallysubstituted C_2-7 alkylcarbamoyl, amino, optionally substituted C_1-6 alkylamino, optionally substituted C_2-7acylamino, C_2-8 alkoxycarbonylamino, C_1-6alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6alkylsulfinyl, C_1-6 alkylsulfonyl, sulfamoyl, C_1-6alkylaminosulfonyl, sulfo, optionally substituted C_3-6alicyclic hydrocarbons, optionally substituted C_1-6aliphatic hydrocarbons, optionally substituted C_6-14aromatic hydrocarbons and optionally substitutedheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur).)
[0022] The above is with the proviso that among thecombinations of R² and A⁵, when R² is fluorine, chlorine,bromine or iodine, A⁵ is a single bond.]. (2) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to (1), wherein X is anoxygen atom. (3) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to (1), wherein X is asulfur atom. (4) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(3), wherein A¹ is -(CH₂)₂-. (5) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(3), wherein A¹ is -(CH₂)₃-. (6) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-O-G¹. (7) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-OC(=O)-G¹. (8) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-NR¹⁰⁴-G¹. (9) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹ bond in the form of A¹-NR¹⁰⁵C(=O)-G¹. (10) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-NR¹⁰⁶S(=O)₂-G¹. (11) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-NR¹⁰⁷C(=O)O-G¹. (12) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-NR¹⁰⁸C(=O)NR¹⁰⁹-G¹. (13) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=O)-G¹. (14) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=O)O-G¹. (15) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=O)NR¹⁰¹-G¹. (16) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=S)NR¹⁰²-G¹. (17) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=NR¹⁰³)-G¹. (18) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-NR¹¹⁰C(=S)-G¹. (19) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-NR¹¹¹C(=S)NR¹¹²-G¹. (20) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-S-G¹. (21) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-S(=O)-G¹. (22) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-S(=O)₂-G¹. (23) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-S(=O)₂NR¹¹³-G¹. (24) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-NH-G¹ (25) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-NHC(=O)-G¹. (26) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-NHS(=O)₂-G¹. (27) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-NHC(=O)O-G¹. (28) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-NHC(=O)NH-G¹. (29) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=O)NH-G¹. (30) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=S)NH-G¹. (31) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=NH)-G¹. (32) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-NHC(=S)-G¹. (33) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to (5), wherein A¹-A²-G¹ bond in the form of A¹-S(=O)₂NH-G¹. (34) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A² is a single bond. (35) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is a single bond. (36) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is a substituted or unsubstituted C_6-14aromatic hydrocarbon group. (37) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is a substituted or unsubstituted C_3-8alicyclic hydrocarbon group. (38) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is a substituted or unsubstitutedheterocyclic group having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms. (39) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is an unsubstituted C_6-14 aromatichydrocarbon group. (40) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is an unsubstituted C_3-8 alicyclichydrocarbon group. (41) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is an unsubstituted heterocyclic grouphaving in the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur atoms. (42) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is a substituted C_6-14 aromatic hydrocarbon group. (43) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is a substituted C_3-8 alicyclichydrocarbon group. (44) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is a substituted heterocyclic grouphaving in the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur atoms. (45) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is an unsubstituted aromaticheterocyclic group having in the ring 1 or 2 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms. (46) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is a substituted aromatic heterocyclicgroup having in the ring 1 or 2 atoms selected from thegroup consisting of oxygen, nitrogen and sulfur atoms. (47) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent unsubstituted furan,unsubstituted pyrrole, unsubstituted pyrrolidine,unsubstituted thiophene, unsubstituted oxazole,unsubstituted thiazole, unsubstituted isooxazole,unsubstituted isothiazole, unsubstituted pyrazole,unsubstituted imidazole, unsubstituted pyridine,unsubstituted pyrimidine, unsubstituted pyrazine,unsubstituted benzothiophene, unsubstituted benzofuran,unsubstituted benzimidazole, unsubstituted indole,unsubstituted quinoline, unsubstituted isoquinoline,unsubstituted quinazoline, unsubstituted purine,unsubstituted phthalazine, unsubstituted cinnoline,unsubstituted 1,8-naphthylidine or unsubstitutedpteridine. (48) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent substituted furan,substituted pyrrole, substituted pyrrolidine, substitutedthiophene, substituted oxazole, substituted thiazole,substituted isooxazole, substituted isothiazole,substituted pyrazole, substituted imidazole, substitutedpyridine, substituted pyrimidine, substituted pyrazine,substituted benzothiophene, substituted benzofuran,substituted benzimidazole, substituted indole,substituted quinoline, substituted isoquinoline,substituted quinazoline, substituted purine, substitutedphthalazine, substituted cinnoline, substituted 1,8-naphthylidineor substituted pteridine. (49) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent substituted benzene. (50) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent unsubstituted benzene. (51) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent substituted thiophene. (52) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent unsubstituted thiophene. (53) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent substituted pyridine. (54) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent unsubstituted pyridine. (55) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent substituted furan. (56) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to (34), wherein G¹ is divalent unsubstituted furan. (57) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent substituted pyrrole. (58) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent unsubstituted pyrrole. (59) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent substituted thiazole. (60) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent unsubstituted thiazole. (61) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent substituted isooxazole. (62) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent unsubstituted isooxazole. (63) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent substituted pyrazole. (64) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent unsubstituted pyrazole. (65) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent substituted pyrimidine. (66) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent unsubstituted pyrimidine. (67) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent substituted quinazoline. (68) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (6) to(34), wherein G¹ is divalent unsubstituted quinazoline. (69) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=O)-G¹, andG¹ is divalent unsubstituted pyrrolidine, piperidine,morpholine, thiomorpholine, homopiperidine,homopiperazine, 1,2,3,6-tetrahydropyridine or piperazine,bonded to A¹-C(=O) through the nitrogen atom. (70) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=O)-G¹, andG¹ is divalent substituted pyrrolidine, piperidine,morpholine, thiomorpholine, homopiperidine,homopiperazine, 1,2,3,6-tetrahydropyridine or piperazine,bonded to A¹-C(=O) through the nitrogen atom. (71) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=O)-G¹, andG¹ is divalent substituted piperidine, bonded to A¹-C(=O)through the nitrogen atom. (72) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=O)-G¹, andG¹ is divalent unsubstituted piperidine, bonded to A¹-C(=O)through the nitrogen atom. (73) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=O)-G¹, andG¹ is divalent substituted piperazine, bonded to A¹-C(=O)through the nitrogen atom. (74) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(5), wherein A¹-A²-G¹ bond in the form of A¹-C(=O)-G¹, andG¹ is divalent unsubstituted piperazine, bonded to A¹-C(=O)through the nitrogen atom. (75) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (35) to(74), wherein A³ is a single bond. (76) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (35) to(74), wherein A³ is -CH₂-. (77) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (35) to(74), wherein A³ is -(CH₂)₂-. (78) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (35) to(74), wherein A³ is -(CH₂)₃-. (79) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (75) to(78), wherein A⁴ is a single bond. (80) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (75) to(78), wherein A³-A⁴-G² bond in the form of A³-C(=O)O-G². (81) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (75) to(78), wherein A³-A⁴-G² bond in the form of A³-C(=O)-G². (82) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (75) to(78), wherein A³-A⁴-G² bond in the form of A³-C(=O)NR¹²¹-G². (83) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (75) to78, wherein A³-A⁴-G² bond in the form of A³-O-G². (84) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (75) to(78), wherein A³-A⁴-G² bond in the form of A³-NR¹²⁴-G². (85) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (75) to(78), wherein A³-A⁴-G² bond in the form of A³-NR¹²⁵C(=O)-G². (86) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (75) to(78), wherein A³-A⁴-G² bond in the form of A³-NR¹²⁶S(=O)₂-G². (87) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (75) to(78), wherein A³-A⁴-G² bond in the form of A³-NR¹²⁷C(=O)O-G². (88) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (75) to(78), wherein A³-A⁴-G² bond in the form of A³-NR¹²⁸C(=O)NR¹²⁹-G². (89) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (79) to(88), wherein G² is a hydrogen atom. (90) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (79) to(88), wherein G² is a substituted or unsubstituted C_1-10aliphatic hydrocarbon group. (91) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (79) to(88), wherein G² is a substituted or unsubstituted C_3-8alicyclic hydrocarbon group. (92) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (79) to(88), wherein G² is a substituted or unsubstituted C_6-14aromatic hydrocarbon group. (93) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (79) to(88), wherein G² is a substituted or unsubstitutedheterocyclic group having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms. (94) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (36) to(74), wherein -A³-A⁴-G² collectively represent hydrogen. (95) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (36) to(93), wherein -A³-A⁴-G² collectively represent a groupother than hydrogen. (96) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to (1) or any one of(75) to (94), wherein X is sulfur, A¹ is-(CH₂)₂-, A¹-A²-G¹ bond in the form of A¹-NHC(=O)-G¹, and G¹ is substituted divalent benzene. (97) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to (1) or any one of(75) to (93), wherein X is sulfur, A¹ is-(CH₂)₂-, A¹-A²-G¹ bond in the form of A¹-NHC(=O)-G¹, G¹ isunsubstituted divalent benzene, and A³-A⁴-G² arecollectively a group other than hydrogen. (98) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to (1) or any one of(75) to (94), wherein X is sulfur, A¹ is-(CH₂)₂-, A¹-A²-G¹ bond in the form of A¹-NHC(=O)-G¹, and G¹is a divalent monocyclic or bicyclic C_2-9 aromaticheterocyclic group having in the ring 1 to 3 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms. (99) A pyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to (1) or any one of(75) to (94), wherein X is sulfur, A¹ is-(CH₂)₂-, A¹-A²-G¹ bond in the form of A¹-NHC(=O)-G¹, and G¹is a substituted divalent monocyclic or bicyclic C_2-9aromatic heterocyclic group having in the ring 1 to 3atoms selected from the group consisting of oxygen,nitrogen and sulfur atoms. (100) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (1) or anyone of (75) to (93), wherein X is sulfur, A¹ is -(CH₂)₂-,A¹-A²-G¹ bond in the form of A¹-NHC(=O)-G¹, and G¹ is anunsubstituted divalent monocyclic or bicyclic C_2-9aromatic heterocyclic group having in the ring 1 to 3atoms selected from the group consisting of oxygen,nitrogen and sulfur atoms, and A³-A⁴-G² are collectively agroup other than hydrogen. (101) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (1) or anyone of (75) to (94), wherein X is sulfur, A¹ is-(CH₂)₂-, A¹-A²-G¹ bond in the form of A¹-NH-G¹, and G¹ issubstituted divalent benzene. (102) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (1) or anyone of (75) to (93), wherein X is sulfur, A¹ is-(CH₂)₂-, A¹-A²-G¹ bond in the form of A¹-NH-G¹, G¹ isunsubstituted divalent benzene, and A³-A⁴-G² arecollectively a group other than hydrogen. (103) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (1) or anyone of (75) to (94), wherein X is sulfur, A¹ is-(CH₂)₂-, A¹-A²-G¹ bond in the form of A¹-NH-G¹, and G¹ is asubstituted divalent monocyclic or bicyclic C_2-9 aromaticheterocyclic group having in the ring 1 to 3 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms. (104) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (1) or anyone of (75) to (93), wherein X is sulfur, A¹ is-(CH₂)₂-, A¹-A²-G¹ bond in the form of A¹-NH-G¹, and G¹ isan unsubstituted divalent monocyclic or bicyclic C_2-9aromatic heterocyclic group having in the ring 1 to 3atoms selected from the group consisting of oxygen,nitrogen and sulfur atoms, and A³-A⁴-G² are collectively agroup other than hydrogen. (105) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (1) or anyone of (75) to (94), wherein X is sulfur, A¹ is-(CH₂)₂-, A¹-A²-G¹ bond in the form of A¹-C(=O)-G¹, G¹ is adivalent monocyclic C_2-9 heterocyclic group having in thering 1 or 2 atoms selected from the group consisting ofoxygen, nitrogen and sulfur atoms, and G¹ is bonded toA¹-C(=O)- through a nitrogen atom. (106) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (1) or anyone of (75) to (94), wherein X is sulfur, A¹ is -(CH₂)₂-,A¹-A²-G¹ bond in the form of A¹-C(=O)-G¹, G¹ is asubstituted divalent monocyclic C_2-9 heterocyclic grouphaving in the ring 1 or 2 atoms selected from the group consisting of oxygen, nitrogen and sulfur atoms, and G¹is bonded to A¹-C(=O)- through a nitrogen atom. (107) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (1) or anyone of (75) to (93), wherein X is sulfur, A¹ is -(CH₂)₂-,A¹-A²-G¹ bond in the form of A¹-C(=O)-G¹, G¹ is anunsubstituted divalent monocyclic C_2-9 heterocyclic grouphaving in the ring 1 or 2 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur, G¹ is bondedto A¹-C(=O)- through a nitrogen atom, and A³-A⁴-G² arecollectively a group other than hydrogen. (108) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to any one of(1) to (107), wherein A⁵ is a single bond. (109) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to any one of(1) to (107), wherein A⁵ is a group binding the carbonatom of the pyrrole ring to which A⁵ is bonded and R² inthe form of R²-NR²⁰¹-pyrrole ring carbon. (110) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (109),wherein R² is a hydrogen atom. (111) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (108),wherein R² is fluorine, chlorine, bromine or iodine. (112) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (108) or(109), wherein R² is a substituted or unsubstituted C_1-10aliphatic hydrocarbon group. (113) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (108) or(109), wherein R² is a substituted or unsubstituted C_3-8aliphatic hydrocarbon group. (114) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (108) or(109), wherein R² is a substituted or unsubstituted C_6-14aromatic hydrocarbon group. (115) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to (108) or(109), wherein R² is a substituted or unsubstitutedheterocyclic group having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms. (116) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to any one of(1) to (107), wherein R²-A⁵- is substituted orunsubstituted isopropylamino, substituted orunsubstituted cyclopropylamino, substituted orunsubstituted cyclopentylamino, substituted orunsubstituted dimethylamino, substituted or unsubstitutedN-methyl-ethylamino, substituted or unsubstituted N-methyl-2-propenylamino,substituted or unsubstituted N-methyl-2-propynylamino,substituted or unsubstituted 1-pyrrolidinyl,substituted or unsubstituted 1-piperazinyl,substituted or unsubstituted 1-piperidino, substituted orunsubstituted 1-morpholino or substituted orunsubstituted 1-homopiperidinyl. (117) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to any one of(1) to (107), wherein R²-A⁵- is substituted orunsubstituted cyclopropyl, substituted or unsubstitutedphenyl, substituted or unsubstituted furyl, substitutedor unsubstituted thienyl, substituted or unsubstitutedpyrrolyl, substituted or unsubstituted pyrazolyl,substituted or unsubstituted oxazolyl, substituted orunsubstituted isooxazolyl, substituted or unsubstitutedthiazolyl, substituted or unsubstituted isothiazolyl,substituted or unsubstituted imidazolyl, substituted orunsubstituted pyridyl, substituted or unsubstitutedpyrazinyl, substituted or unsubstituted pyrimidinyl,substituted or unsubstituted pyridazinyl, substituted orunsubstituted benzofuranyl or substituted orunsubstituted benzothiophenyl. (118) A pyrrolo[3,2-d]pyrimidine derivative or a medically acceptable salt thereof according to any one of(1) to (107), wherein R²-A⁵- is substituted orunsubstituted 2-furyl, substituted or unsubstituted 2-thienyl,substituted or unsubstituted 2-pyrrolyl,substituted or unsubstituted 2-imidazolyl, substituted orunsubstituted 5-imidazolyl, substituted or unsubstituted2-oxazolyl, substituted or unsubstituted 5-oxazolyl,substituted or unsubstituted 5-isooxazolyl, substitutedor unsubstituted 2-thiazolyl, substituted orunsubstituted 5-thiazolyl, substituted or unsubstituted5-isothiazolyl, substituted or unsubstituted 3-isothiazolyl,substituted or unsubstituted 2-pyridyl,substituted or unsubstituted 2-pyrimidinyl, substitutedor unsubstituted 2-benzofuranyl or substituted orunsubstituted 2-benzothiophenyl. (119) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to any one of(1) to (107), wherein R²-A⁵- is substituted orunsubstituted 2-furyl, substituted or unsubstituted 2-thienylor substituted or unsubstituted 2-pyrrolyl. (120) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to any one of(1) to (107), wherein R²-A⁵- is 3-methyl(2-furyl), 3-chloro(2-furyl),3-methyl(2-thienyl), 3-chloro(2-thienyl)or 1-methylpyrrol-2-yl. (121) A pyrrolo[3,2-d]pyrimidine derivative or amedically acceptable salt thereof according to any one of(1) to (107), wherein A⁵ is a group binding the carbonatom of the pyrrole ring to which A⁵ is bonded and R² inthe form of R²-NR²⁰¹-pyrrole ring carbon, and R² is asubstituted or unsubstituted heterocyclic group having inthe ring 1 to 4 atoms selected from the group consistingof oxygen, nitrogen and sulfur atoms. (122) A pharmaceutical composition comprising apyrrolo[3,2-d]pyrimidine derivative or a medicallyacceptable salt thereof according to any one of (1) to(121), and a pharmaceutically acceptable carrier. (123) A GSK-3 inhibitor comprising a pyrrolo[3,2-d]pyrimidinederivative or a medically acceptable saltthereof according to any one of (1) to (121). (124) A therapeutic or prophylactic agent for a GSK-3associated disease, comprising a pyrrolo[3,2-d]pyrimidinederivative or a medically acceptable salt thereofaccording to any one of (1) to (121). (125) A therapeutic or prophylactic agent according to(124), wherein said GSK-3 associated disease is selectedfrom the group consisting of diabetes, diabetescomplications, Alzheimer's disease, neurodegenerativediseases, manic depression, traumatic encephalopathy,alopecia, inflammatory diseases, cancer and immunedeficiency. (126) A pyrrolo[3,2-d]pyrimidine derivative representedby formula (II):
[0023] In formula (I) above, X represents an oxygen orsulfur atom. That is, the pyrrolo[3,2-d]pyrimidinederivatives of formula (I) above comprise thepyrrolo[3,2-d]pyrimidine derivatives represented by thefollowing formula (Ia):
[0024] In formula (I) above, A¹ represents a single bond ora C_1-6 aliphatic hydrocarbon group with the bondednitrogen atom and A² being bonded on the same ordifferent carbon atoms of A¹. As examples of C_1-6aliphatic hydrocarbon groups for A¹ there may bementioned methane, ethane, propane, butane, 2-methylpropane,pentane, 2-methylbutane, 2,2-dimethylpropane,hexane, 2-methylpentane, 3-methylpentane,2,2-dimethylbutane, 2,3-dimethylbutane and2,2,3-trimethylpropane. As examples of C_1-6 aliphatichydrocarbon groups with the bonded nitrogen atom and A²being bonded on the same or different carbon atoms of A¹,there may be mentioned -CH₂-, -(CH₂)₂-, -(CH₂)₃-, -(CH₂)₄-,-(CH₂)₅-, -(CH₂)₆-, -CH(CH₃)-, -CH(CH₃)CH₂-,-CH(CH₃)CH(CH₃)-, -C(CH₃)₂CH₂-, -CH(CH₃)(CH₂)₂-,-CH₂CH(CH₃)CH₂-, -CH(CH₃)CH(CH₃)CH₂-, -CH(CH₃)CH₂CH(CH₃)-,-CH₂C(CH₃)₂CH₂-,-CH(CH₃)C(CH₃)₂CH₂-, -CH(CH₂CH₃)(CH₂)₂-, -CH₂CH(CH₂CH₃)CH₂-,-CH(CH₂CH₃)CH(CH₃)CH₂-, -CH(CH₃)CH(CH₂CH₃)CH₂-,-CH(CH₂CH₃)CH₂CH(CH₃)-, -CH(CH₃)(CH₂)₃-, -CH₂CH(CH₃)(CH₂)₂-,-CH(CH₃)CH(CH₃)(CH₂)₂-, -CH(CH₃)CH₂CH(CH₃)CH₂-,-CH₂CH(CH₃)CH(CH₃)CH₂-, -CH₂C(CH₃)₂(CH₂)₂-,-CH(CH₃)C(CH₃)₂(CH₂)₂-, -CH(CH₂CH₃)(CH₂)₃-,-CH₂CH(CH₂CH₃)(CH₂)₂-, -CH(CH₃)(CH₂)₄-,-CH₂CH(CH₃)(CH₂)₃- and -(CH₂)₂CH(CH₃)(CH₂)₂-. Preferred among these are -CH₂-, -(CH₂)₂-, -(CH₂)₃-, -(CH₂)₄-,-CH(CH₃)CH₂-,-CH(CH₃)CH(CH₃)-, -CH(CH₃)(CH₂)₂-, -CH₂CH(CH₃)CH₂- and- CH(CH₃)CH(CH₃)CH₂-, with -(CH₂)₂- and -(CH₂)₃- being morepreferred and -(CH₂)₂- being especially preferred for A¹.
[0025] A² in formula (I) above represents a single bond, ora group binding A¹ and G¹ in the form of A¹-C(=O)-G¹, A¹-C(=O)O-G¹,A¹-C(=O)NR¹⁰¹-G¹, A¹-C(=S)NR¹⁰²-G¹, A¹-C(=NR¹⁰³)-G¹,A¹-O-G¹, A¹-OC(=O)-G¹, A¹-NR¹⁰⁴-G¹, A¹-NR¹⁰⁵C(=O)-G¹, A¹-NR¹⁰⁶S(=O)₂-G¹,A¹-NR¹⁰⁷C(=O)O-G¹, A¹-NR¹⁰⁸C(=O)NR¹⁰⁹-G¹, A¹-NR¹¹⁰C(=S)-G¹,A¹-NR¹¹¹C(=S)NR¹¹²-G¹, A¹-S-G¹, A¹-S(=O)-G¹, A¹-S(=O)₂-G¹or A¹-S(=O)₂NR¹¹³-G¹ (where R¹⁰¹-R¹¹³ eachindependently represent hydrogen or a C_1-4 aliphatichydrocarbon group). As examples of C_1-4 aliphatichydrocarbon groups for R¹⁰¹ when A¹ and G¹ are bonded inthe form of A¹-C(=O)NR¹⁰¹-G¹, there may be mentionedmethyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl,t-butyl, 2-propenyl, 2-butenyl, 3-butenyl, 2-propynyl,2-butynyl and 3-butynyl. The C_1-4 aliphatichydrocarbon group may be optionally substituted with oneor more substituent selected from the group consisting offluorine, chlorine, bromine, iodine, hydroxyl, methoxy,ethoxy, oxo, cyano, carboxyl, carbamoyl, amino, sulfo andphenyl. As preferred examples of R¹⁰¹ there may bementioned hydrogen, methyl, ethyl and propyl, withhydrogen being particularly preferred. As examples ofC_1-4 aliphatic hydrocarbon groups for R¹⁰² when A¹ and G¹are in the form of A¹-C(=S)NR¹⁰²-G¹, there may be mentionedthe same ones as mentioned above for R¹⁰¹. As preferredexamples of R¹⁰² there may be mentioned hydrogen, methyl,ethyl and propyl, with hydrogen being particularlypreferred. As examples of C_1-4 aliphatic hydrocarbongroups for R¹⁰³ when A¹ and G¹ are in the form of A¹-C(=NR¹⁰³)-G¹,there may be mentioned the same ones asmentioned above for R¹⁰¹. As preferred examples of R¹⁰³there may be mentioned hydrogen, methyl, ethyl andpropyl, with hydrogen being particularly preferred. As examples of C_1-4 aliphatic hydrocarbon groups for R¹⁰⁴ whenA¹ and G¹ are in the form of A¹-NR¹⁰⁴-G¹, there may bementioned the same ones as mentioned above for R¹⁰¹. Aspreferred examples of R¹⁰⁴ there may be mentionedhydrogen, methyl, ethyl and propyl, with hydrogen beingparticularly preferred. As examples of C_1-4 aliphatichydrocarbon groups for R¹⁰⁵ when A¹ and G¹ are in the formof A¹-NR¹⁰⁵C(=O)-G¹, there may be mentioned the same onesas mentioned above for R¹⁰¹. As preferred examples of R¹⁰⁵there may be mentioned hydrogen, methyl, ethyl andpropyl, with hydrogen being particularly preferred. Asexamples of C_1-4 aliphatic hydrocarbon groups for R¹⁰⁶ whenA¹ and G¹ are in the form of A¹-NR¹⁰⁶S(=O)₂-G¹, there may bementioned the same ones as mentioned above for R¹⁰¹. Aspreferred examples of R¹⁰⁶ there may be mentionedhydrogen, methyl, ethyl and propyl, with hydrogen beingparticularly preferred. As examples of C_1-4 aliphatichydrocarbon groups for R¹⁰⁷ when A¹ and G¹ are in the formof A¹-NR¹⁰⁷C(=O)O-G¹, there may be mentioned the same onesas mentioned above for R¹⁰¹. As preferred examples of R¹⁰⁷there may be mentioned hydrogen, methyl, ethyl andpropyl, with hydrogen being particularly preferred. Asexamples of C_1-4 aliphatic hydrocarbon groups for R¹⁰⁸ andR¹⁰⁹ when A¹ and G¹ are in the form of A¹-NR¹⁰⁸C(=O)NR¹⁰⁹-G¹,there may be mentioned the same ones as mentioned abovefor R¹⁰¹. As preferred examples of R¹⁰⁸ and R¹⁰⁹ there maybe mentioned hydrogen, methyl, ethyl and propyl, withhydrogen being particularly preferred. As examples ofC_1-4 aliphatic hydrocarbon groups for R¹¹⁰ when A¹ and G¹are in the form of A¹-NR¹¹⁰C(=S)-G¹, there may be mentionedthe same ones as mentioned above for R¹⁰¹. As preferredexamples of R¹¹⁰ there may be mentioned hydrogen, methyl,ethyl and propyl, with hydrogen being particularlypreferred. As examples of C_1-4 aliphatic hydrocarbongroups for R¹¹¹ and R¹¹² when A¹ and G¹ are in the form ofA¹-NR¹¹¹C(=S)NR¹¹²-G¹, there may be mentioned the same onesas mentioned above for R¹⁰¹. As preferred examples of R¹¹¹ and R¹¹² there may be mentioned hydrogen, methyl, ethyland propyl, with hydrogen being particularly preferred.As examples of C_1-4 aliphatic hydrocarbon groups for R¹¹³when A¹ and G¹ are in the form of A¹-S(=O)₂NR¹¹³-G¹, theremay be mentioned the same ones as mentioned above forR¹⁰¹. As preferred examples of R¹¹³ there may be mentionedhydrogen, methyl, ethyl and propyl, with hydrogen beingparticularly preferred. As preferred examples of A²there may be mentioned groups such that A¹ and G¹ arebonded in the form of A¹-C(=O)-G¹, A¹-C(=O)NR¹⁰¹-G¹, A¹-O-G¹,A¹-NR¹⁰⁴-G¹, A¹-NR¹⁰⁵C(=O)-G¹, A¹-NR¹⁰⁸C(=O)NR¹⁰⁹-G¹, A¹-NR¹¹⁰C(=S)-G¹and A¹-NR¹¹¹C(=S)NR¹¹²-G¹, with A¹-C(=O)-G¹, A¹-C(=O)NR¹⁰¹-G¹,A¹-NR¹⁰⁴-G¹, A¹-NR¹⁰⁵C(=O)-G¹ and A¹-NR¹¹⁰C(=S)-G¹being particularly preferred (wherein R¹⁰¹, R¹⁰⁴, R¹⁰⁵,R¹⁰⁸, R¹⁰⁹, R¹¹⁰, R¹¹¹ and R¹¹² have the same definitions asabove). As even more preferred groups among these theremay be mentioned those such that A¹ and G¹ are bonded inthe form of A¹-C(=O)-G¹, A¹-NHC(=O)-G¹ and A¹-NH-G¹. Thesebonding forms mentioned as preferred and more preferredexamples of A² are even more preferably combined with astructure of formula (I) above wherein X is sulfur and A¹is -(CH₂)₂-.
[0026] In formula (I), A³ represents a single bond, or a C_1-6aliphatic hydrocarbon group having G¹ and A⁴ bonded onthe same or different carbon atoms. As examples of C_1-6aliphatic hydrocarbon groups for A³ there may bementioned the same ones as mentioned above for A¹, aswell as -CH=CH-, -C(CH₃)=CH-,-C(CH₃)=C(CH₃)-, -C(CH₂CH₃)=CH-, -C(CH₂CH₃)=C(CH₃)-,-C(CH₂CH₃)=C(CH₂CH₃)-, -C(CH₂CH₂CH₃)=CH-,-C(CH₂CH₂CH₃)=C(CH₃)-,-CH=CHCH₂-, -C(CH₃)=CHCH₂-, -CH=C(CH₃)CH₂-, -CH=CHCH(CH₃)-,-C(CH₃)=C(CH₃)CH₂-, -C(CH₃)=CHCH(CH₃)-,-C(CH₃)=C(CH₃)CH(CH₃)-,-C(CH₃)=CHC(CH₃)₂-, -C(CH₂CH₃)=CHCH₂-, -CH=C(CH₂CH₃)CH₂-,-CH=CHCH(CH₂CH₃)-, -C(CH₂CH₃)=C(CH₃)CH₂-,-C(CH₂CH₃)=CHCH(CH₃)-, -C(CH₃)=C(CH₂CH₃)CH₂-, -CH=C(CH₂CH₃)CH(CH₃)-, -CH=CHCH(CH₂CH₃)-,-C(CH₃)=CHCH(CH₂CH₃)-, -CH=C(CH₃)CH(CH₂CH₃)-, -CH=CH(CH₂)₂-,-C(CH₃)=CH(CH₂)₂-, -CH=C(CH₃)(CH₂)₂-, -CH=CHC(CH₃)CH₂-,-CH=CHCH₂CH(CH₃)-, -C(CH₃)=C(CH₃)(CH₂)₂-,-C(CH₃)=CHCH(CH₃)CH₂-, -C(CH₃)=CHCH₂CH(CH₃)-, -CH₂CH=CHCH₂-,-CH(CH₃)CH=CHCH₂-,-CH₂C(CH₃)=CHCH₂-, -CH(CH₃)C(CH₃)=CHCH₂-,-CH(CH₃)CH=CHCH(CH₃)-, -CH(CH₃)CH=C(CH₃)CH₂-,-CH₂C(CH₃)=C(CH₃)CH₂-, -CH(CH₂CH₃)CH=CHCH₂- and-CH₂C(CH₂CH₃)=CHCH₂-. As preferred examples of A³ there maybe mentioned a single bond, -CH₂-, -(CH₂)₂-, -(CH₂)₃-,-(CH₂)₄-, -CH(CH₃)CH₂-, -CH(CH₃)CH(CH₃)-, -CH(CH₃)(CH₂)₂-,-CH=CH- and-CH=CHCH₂-. As particularly preferred groups there maybe mentioned a single bond, -CH₂-, -(CH₂)₂- and -(CH₂)₃-.
[0027] In formula (I), A⁴ represents a single bond or agroup binding A³ and G² in the form of A³-C(=O)-G², A³-C(=O)O-G²,A³-C(=O)NR¹²¹-G², A³-C(=S)NR¹²²-G², A³-C(=NR¹²³)-G²,A³-O-G², A³-OC(=O)-G², A³-NR¹²⁴-G², A³-NR¹²⁵C(=O)-G², A³-NR¹²⁶S(=O)₂-G²,A³-NR¹²⁷C(=O)O-G², A³-NR¹²⁸C(=O)NR¹²⁹-G², A³-NR¹³⁰C(=S)-G²,A³-NR¹³¹C(=S)NR¹³²-G², A³-S-G², A³-S(=O)-G², A³-S(=O)₂-G²,A³-S(=O)₂NR¹³³-G² (where R¹²¹-R¹³³ eachindependently represent hydrogen or a C_1-4 aliphatichydrocarbon group), or A³-S(=O)₂O-G². As examples of C_1-4aliphatic hydrocarbon groups for R¹²¹ when A³ and G² arebonded in the form of A³-C(=O)NR¹²¹-G², there may bementioned the same ones as mentioned above for R¹⁰¹ in A².As preferred examples of R¹²¹ there may be mentionedhydrogen, methyl, ethyl and propyl, with hydrogen beingparticularly preferred. As examples of C_1-4 aliphatichydrocarbon groups for R¹²² when A³ and G² are bonded inthe form of A³-C(=S)NR¹²²-G², there may be mentioned thesame ones as mentioned above for R¹⁰¹ in A². As preferredexamples of R¹²² there may be mentioned hydrogen, methyl,ethyl and propyl, with hydrogen being particularlypreferred. As examples of C_1-4 aliphatic hydrocarbongroups for R¹²³ when A³ and G² are bonded in the form of A³-C(=NR¹²³)-G², there may be mentioned the same ones asmentioned above for R¹⁰¹ in A². As preferred examples ofR¹²³ there may be mentioned hydrogen, methyl, ethyl andpropyl, with hydrogen being particularly preferred. Asexamples of C_1-4 aliphatic hydrocarbon groups for R¹²⁴ whenA³ and G² are bonded in the form of A³-NR¹²⁴-G², there maybe mentioned the same ones as mentioned above for R¹⁰¹ inA². As preferred examples of R¹²⁴ there may be mentionedhydrogen, methyl, ethyl and propyl, with hydrogen beingparticularly preferred. As examples of C_1-4 aliphatichydrocarbon groups for R¹²⁵ when A³ and G² are bonded inthe form of A³-NR¹²⁵C(=O)-G², there may be mentioned thesame ones as mentioned above for R¹⁰¹ in A². As preferredexamples of R¹²⁵ there may be mentioned hydrogen, methyl,ethyl and propyl, with hydrogen being particularlypreferred. As examples of C_1-4 aliphatic hydrocarbongroups for R¹²⁶ when A³ and G² are bonded in the form ofA³-NR¹²⁶S(=O)₂-G², there may be mentioned the same ones asmentioned above for R¹⁰¹ in A². As preferred examples ofR¹²⁶ there may be mentioned hydrogen, methyl, ethyl andpropyl, with hydrogen being particularly preferred. Asexamples of C_1-4 aliphatic hydrocarbon groups for R¹²⁷ whenA³ and G² are bonded in the form of A³-NR¹²⁷C(=O)O-G²,there may be mentioned the same ones as mentioned abovefor R¹⁰¹ in A². As preferred examples of R¹²⁷ there may bementioned hydrogen, methyl, ethyl and propyl, withhydrogen being particularly preferred. As examples ofC_1-4 aliphatic hydrocarbon groups for R¹²⁸ and R¹²⁹ when A³and G² are bonded in the form of A³-NR¹²⁸C(=O)NR¹²⁹-G²,there may be mentioned the same ones as mentioned abovefor R¹⁰¹ in A². As preferred examples of R¹²⁸ and R¹²⁹ theremay be mentioned hydrogen, methyl, ethyl and propyl, withhydrogen being particularly preferred. As examples ofC_1-4 aliphatic hydrocarbon groups for R¹³⁰ when A³ and G²are bonded in the form of A³-NR¹³⁰C(=S)-G², there may bementioned the same ones as mentioned above for R¹⁰¹ in A².As preferred examples of R¹³⁰ there may be mentioned hydrogen, methyl, ethyl and propyl, with hydrogen beingparticularly preferred. As examples of C_1-4 aliphatichydrocarbon groups for R¹³¹ and R¹³² when A³ and G² arebonded in the form of A³-NR¹³¹C(=S)NR¹³²-G², there may bementioned the same ones as mentioned above for R¹⁰¹ in A².As preferred examples of R¹³¹ and R¹³² there may bementioned hydrogen, methyl, ethyl and propyl, withhydrogen being particularly preferred. As examples ofC_1-4 aliphatic hydrocarbon groups for R¹³³ when A³ and G²are bonded in the form of A³-S(=O)₂NR¹³³-G², there may bementioned the same ones as mentioned above for R¹⁰¹ in A².As preferred examples of R¹³³ there may be mentionedhydrogen, methyl, ethyl and propyl, with hydrogen beingparticularly preferred. As preferred groups for A⁴ theremay be mentioned a single bond, and groups such that A³and G² are bonded in the form of A³-C(=O)-G², A³-C(=O)O-G²,A³-C(=O)NR¹²¹-G², A³-O-G², A³-NR¹²⁴-G², A³-NR¹²⁵C(=O)-G², A³-S(=O)₂-G²and A³-S(=O)₂O-G² (wherein R¹²¹, R¹²⁴ and R¹²⁵ areas defined above).
[0028] In formula (I) above, G¹ represents one groupselected from among the following 1) to 4): 1) A single bond. 2) A substituted or unsubstituted C_3-8 alicyclichydrocarbon group. (As substituents there may bementioned one or more selected from the group consistingof fluorine, chlorine, bromine, iodine, hydroxyl,optionally substituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9aralkoxy, C_2-7 acyloxy, oxo, C_1-6 alkylsulfonyloxy,optionally substituted C_2-7 acyl, carboxyl, C_2-7alkoxycarbonyl, carbamoyl, optionally substituted C_2-7alkylcarbamoyl, amino, optionally substituted C_1-6alkylamino, optionally substituted C_2-7 acylamino, C_2-8alkoxycarbonylamino, C_1-6 alkylsulfonylamino, cyano,nitro, C_1-6 alkylthio, C_1-6 alkylsulfinyl, C_1-6alkylsulfonyl, sulfamoyl, C_1-6 alkylaminosulfonyl, sulfo,optionally substituted C_3-6 alicyclic hydrocarbons andoptionally substituted C_1-6 aliphatic hydrocarbons.) 3) A substituted or unsubstituted C_6-14 aromatichydrocarbon group. (As substituents there may bementioned one or more selected from the group consistingof fluorine, chlorine, bromine, iodine, hydroxyl,optionally substituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9aralkoxy, C_2-7 acyloxy, oxo, C_1-6 alkylsulfonyloxy,optionally substituted C_2-7 acyl, carboxyl, C_2-7alkoxycarbonyl, carbamoyl, optionally substituted C_2-7alkylcarbamoyl, amino, optionally substituted C_1-6alkylamino, optionally substituted C_2-7 acylamino, C_2-8alkoxycarbonylamino, C_1-6 alkylsulfonylamino, cyano,nitro, C_1-6 alkylthio, C_1-6 alkylsulfinyl, C_1-6alkylsulfonyl, sulfamoyl, C_1-6 alkylaminosulfonyl, sulfo,optionally substituted C_3-6 alicyclic hydrocarbons andoptionally substituted C_1-6 aliphatic hydrocarbons.) 4) A substituted or unsubstituted heterocyclic grouphaving in the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur. (Assubstituents there may be mentioned one or more selectedfrom the group consisting of fluorine, chlorine, bromine,iodine, hydroxyl, optionally substituted C_1-7 alkoxy, C_6-10aryloxy, C_7-9 aralkoxy, C_2-7 acyloxy, oxo, C_1-6alkylsulfonyloxy, optionally substituted C_2-7 acyl,carboxyl, C_2-7 alkoxycarbonyl, carbamoyl, optionallysubstituted C_2-7 alkylcarbamoyl, amino, optionallysubstituted C_1-6 alkylamino, optionally substituted C_2-7acylamino, C_2-8 alkoxycarbonylamino, C_1-6alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6alkylsulfinyl, C_1-6 alkylsulfonyl, sulfamoyl, C_1-6alkylaminosulfonyl, sulfo, optionally substituted C_3-6alicyclic hydrocarbons and optionally substituted C_1-6aliphatic hydrocarbons.)
[0029] As examples of preferred C_3-8 alicyclic hydrocarbongroups when G¹ in formula (I) is a substituted orunsubstituted C_3-8 alicyclic hydrocarbon group, there maybe mentioned divalent groups such as cyclopropane,cyclobutane, cyclopentane, cyclopentene, cyclohexane, cyclohexene, cycloheptane, cycloheptene, cyclooctane,bicyclo[2.2.1]heptane, bicyclo[2.2.1]heptene,bicyclo[3.1.1]heptane and bicyclo[2.2.2]octane. Aspreferred C_3-8 alicyclic hydrocarbon groups for G¹ theremay be mentioned divalent C_3-6 monocyclic alicyclichydrocarbon groups such as cyclopropane, cyclopentane andcyclohexane.
[0030] As substituents for the substituted C_3-8 alicyclichydrocarbon groups for G¹ there may be mentionedfluorine, chlorine, bromine, iodine, hydroxyl, C_1-7 alkoxygroups composed of linear or branched alkyl or cycloalkylgroups and oxy groups, such as methoxy, ethoxy, propoxy,isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy,pentyloxy, isopentyloxy, neopentyloxy, t-pentyloxy,hexyloxy, isohexyloxy, 2-methylpentyloxy, 1-ethylbutoxy,cyclopropyloxy, cyclobutyloxy, cyclopentyloxy,cyclohexyloxy, cyclopropylmethyloxy, cyclopropylethyloxy,cyclopentylmethyloxy and cyclohexylmethyloxy; C_6-10aryloxy groups such as phenoxy, 1-naphthoxy and 2-naphthoxy;C_7-9 aralkoxy groups such as benzyloxy, α-phenethyloxy,β-phenethyloxy and phenylpropyloxy; C_2-7acyloxy groups such as acetoxy, propionyloxy, butyryloxy,isobutyryloxy, valeryloxy, isovaleryloxy, pivaloyloxy andhexanoyloxy; oxo; C_1-6 alkylsulfonyloxy groups composed oflinear or branched alkyl and sulfonyloxy groups, such asmethylsulfonyloxy, ethylsulfonyloxy, propylsulfonyloxy,butylsulfonyloxy and t-butylsulfonyloxy; C_2-7 acyl groupssuch as acetyl, propionyl, butyryl, isobutyryl, valeryl,isovaleryl, pivaloyl and hexanoyl; carboxyl; C_2-7alkoxycarbonyl groups composed of linear or branchedalkyl and oxycarbonyl groups, such as methoxycarbonyl,ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl,butoxycarbonyl, isobutoxycarbonyl, s-butoxycarbonyl andt-butoxycarbonyl; carbamoyl; C_2-7 alkylcarbamoyl groupscomposed of linear or branched alkyl or cycloalkyl groupsand carbamoyl groups, such as N-methylcarbamoyl, N-ethylcarbamoyl, N-propylcarbamoyl, N-isopropylcarbamoyl,N-butylcarbamoyl, N-isobutylcarbamoyl, N-s-butylcarbamoyl,N-t-butylcarbamoyl, N-pentylcarbamoyl, N-cyclopropylcarbamoyl,N-cyclobutylcarbamoyl, N-cyclopentylcarbamoyl,N-cyclohexylcarbamoyl, N-cycloheptylcarbamoyl,N-cyclopropylmethylcarbamoyl, N,N-dimethylcarbamoyl,N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyland N,N-dipropylcarbamoyl; amino; C_1-6alkylamino groups composed of linear or branched alkyl orcycloalkyl groups and amino groups, such as methylamino,ethylamino, propylamino, isopropylamino, butylamino,isobutylamino, s-butylamino, t-butylamino, pentylamino,hexylamino, cyclopropylamino, cyclobutylamino,cyclopentylamino, cyclohexylamino,cyclopropylmethylamino, dimethylamino, N-ethylmethylamino,diethylamino, N-methylpropylamino, N-methylisopropylamino,N-methylbutylamino, N-methyl-t-butylamino,N-ethylisopropylamino, dipropylamino,diisopropylamino and ethylbutylamino; C_2-7 acylaminogroups such as acetylamino, propionylamino, butyrylamino,isobutyrylamino, valerylamino and hexanoylamino; C_2-8alkoxycarbonylamino groups such as methoxycarbonylamino,ethoxycarbonylamino and t-butoxycarbonylamino; C_1-6alkylsulfonylamino groups such as methylsulfonylamino,ethylsulfonylamino, butylsulfonylamino and t-butylsulfonylamino;cyano; nitro; C_1-6 alkylthio groupssuch as methylthio, ethylthio, propylthio, isopropylthio,butylthio, isobutylthio, s-butylthio, t-butylthio,pentylthio and hexylthio; C_1-6 alkylsulfinyl groupscomposed of linear or branched alkyl or cycloalkyl groupsand sulfinyl groups, such as methylsulfinyl,ethylsulfinyl, propylsulfinyl, isopropylsulfinyl,butylsulfinyl, isobutylsulfinyl, s-butylsulfinyl, t-butylsulfinyl,pentylsulfinyl and cyclopentylsulfinyl;C_1-6 alkylsulfonyl groups composed of linear or branchedalkyl groups or cycloalkyl groups and sulfonyl groups,such as methylsulfonyl, ethylsulfonyl, propylsulfonyl, isopropylsulfonyl, butylsulfonyl, isobutylsulfonyl, s-butylsulfonyl,t-butylsulfonyl, pentylsulfonyl,hexylsulfonyl, cyclopentylsulfonyl andcyclohexylsulfonyl; sulfo; sulfamoyl; C_1-6 aminosulfonylgroups composed of linear or branched alkyl or cycloalkylgroups and aminosulfonyl groups, such asmethylaminosulfonyl, ethylaminosulfonyl,propylaminosulfonyl, isopropylaminosulfonyl,butylaminosulfonyl, isobutylaminosulfonyl, s-butylaminosulfonyl,pentylaminosulfonyl,dimethylaminosulfonyl, N-ethyl-N-methylaminosulfonyl,diethylaminosulfonyl, dipropylaminosulfonyl,cyclopropylaminosulfonyl, cyclopentylaminosulfonyl,cyclohexylaminosulfonyl andcyclopropylmethylaminosulfonyl; C_3-6 alicyclichydrocarbons such as cyclopropyl, cyclobutyl, cyclopentyland cyclohexyl; and linear or branched C_1-6 aliphatichydrocarbon groups optionally containing one unsaturatedbond, such as methyl, ethyl, vinyl, ethynyl, propyl, 1-propenyl,2-propenyl, isopropyl, isopropenyl, 1-propynyl,2-propynyl, butyl, isobutyl, s-butyl, t-butyl, 1-butenyl,2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl,1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-butynyl,2-butynyl, pentyl, isopentyl, neopentyl, t-pentyl,1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl,hexyl, 5-hexenyl, 4-methyl-3-pentenyl, isohexyl, 2-methylpentyland 1-ethylbutyl.
[0031] The term "alkyl" according to the invention refersto linear or branched saturated aliphatic hydrocarbongroups such as methyl, ethyl, propyl, butyl, pentyl,hexyl, heptyl, octyl, isopropyl, isobutyl, s-butyl, t-butyl,isopentyl, neopentyl, t-pentyl and isohexyl.
[0032] The term "cycloalkyl" according to the inventionrefers to saturated alicyclic hydrocarbon groups such ascyclopropyl, cyclobutyl and cyclohexyl.
[0033] The C_1-7 alkoxy, C_2-7 acyl, C_2-7 alkylcarbamoyl, C_1-6alkylamino, C_2-7 acylamino, C_3-6 alicyclic hydrocarbon and C_1-6 aliphatic hydrocarbon groups as substituents for thesubstituted C_3-8 alicyclic hydrocarbon groups for G¹ maybe in turn substituted with one or more substituentsselected from the group consisting of fluorine, chlorine,bromine, iodine, hydroxyl; C_1-6 alkoxy groups such asmethoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy,s-butoxy, t-butoxy, pentyloxy and cyclopropyloxy;methoxymethyloxy; 2-methoxyethoxy; formyl;trifluoroacetyl; C_2-7 acyl groups such as acetyl,propionyl, butyryl, isobutyryl, valeryl and isovaleryl;oxo; carboxyl; C_2-7 alkoxycarbonyl groups such asmethoxycarbonyl, ethoxycarbonyl, propoxycarbonyl,isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl andt-butoxycarbonyl; carbamoyl; C_2-7 alkylcarbamoyl groupssuch as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl,N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl,N-propylcarbamoyl, N-isopropylcarbamoyl,N-butylcarbamoyl, N-cyclopropylcarbamoyland N-cyclopropylmethylcarbamoyl;amino; C_1-6 alkylamino groups such as methylamino,ethylamino, propylamino, isopropylamino, dimethylamino,N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino,cyclopropylamino andcyclopropylmethylamino; C_4-6 cyclic amino groups having inthe ring 1 or 2 atoms selected from the group consistingof oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl,piperazinyl, 4-methylpiperazinyl, piperidino andmorpholino; C_1-7 acylamino groups such astrifluoroacetylamino, formylamino, acetylamino,propionylamino, butyrylamino, isobutyrylamino andvalerylamino; C_1-6 alkylsulfonylamino groups such asmethylsulfonylamino, ethylsulfonylamino,propylsulfonylamino and butylsulfonylamino; nitro; andcyano.
[0034] As examples of C_6-14 aromatic hydrocarbon groups whenG¹ of formula (I) represents a substituted orunsubstituted C_6-14 aromatic hydrocarbon group, there may be mentioned divalent groups having at least one aromaticring in the molecule, such as benzene, indene, indane,naphthalene, 1,2-dihydronaphthalene, 1,2,3,4-tetrahydronaphthalene,azulene, acenaphthylene,acenaphthene, fluorene, phenanthrene and anthracene. Aspreferred examples of C_6-14 aromatic hydrocarbon groupsfor G¹, there may be mentioned divalent benzene,naphthalene and indane. Divalent benzene may bementioned as the most preferred examples of a C_6-14aromatic hydrocarbon group for G¹.
[0035] As substituents for the substituted C_6-14 aromatichydrocarbon groups for G¹, there may be mentionedfluorine, chlorine, bromine, iodine, hydroxyl, optionallysubstituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9 aralkoxy, C_2-7acyloxy, oxo, C_1-6 alkylsulfonyloxy, optionallysubstituted C_2-7 acyl, carboxyl, C_2-7 alkoxycarbonyl,carbamoyl, optionally substituted C_2-7 alkylcarbamoyl,amino, optionally substituted C_1-6 alkylamino, optionallysubstituted C_2-7 acylamino, C_2-8 alkoxycarbonylamino, C_1-6alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6alkylsulfinyl, C_1-6 alkylsulfonyl, sulfamoyl, C_1-6alkylaminosulfonyl, sulfo, optionally substituted C_3-6alicyclic hydrocarbon groups and optionally substitutedC_1-6 aliphatic hydrocarbon groups.
[0036] The definitions of the substituents for thesubstituted C_6-14 aromatic hydrocarbon groups for G¹ arethe same as the definitions of the substituents for thesubstituted C_3-8 alicyclic hydrocarbon groups for G¹. Asspecific examples of substituents for the substituted C_6-14aromatic hydrocarbon groups for G¹, there may bementioned the same specific substituents mentioned abovefor the substituted C_3-8 alicyclic hydrocarbon groups forG¹.
[0037] The C_1-7 alkoxy, C_2-7 acyl, C_2-7 alkylcarbamoyl, C_1-6alkylamino, C_2-7 acylamino, C_3-6 alicyclic hydrocarbon andC_1-6 aliphatic hydrocarbon groups as substituents for thesubstituted C_6-14 aromatic hydrocarbon groups for G¹ may be in turn substituted with one or more substituentsselected from the group consisting of fluorine, chlorine,bromine, iodine, hydroxyl; C_1-6 alkoxy groups such asmethoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy,s-butoxy, t-butoxy, pentyloxy and cyclopropyloxy;methoxymethyloxy; 2-methoxyethoxy; formyl;trifluoroacetyl; C_2-7 acyl groups such as acetyl,propionyl, butyryl, isobutyryl, valeryl and isovaleryl;oxo; carboxyl; C_2-7 alkoxycarbonyl groups such asmethoxycarbonyl, ethoxycarbonyl, propoxycarbonyl,isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl andt-butoxycarbonyl; carbamoyl; C_2-7 alkylcarbamoyl groupssuch as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl,N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl,N-propylcarbamoyl, N-isopropylcarbamoyl,N-butylcarbamoyl, N-cyclopropylcarbamoyland N-cyclopropylmethylcarbamoyl;amino; C_1-6 alkylamino groups such as methylamino,ethylamino, propylamino, isopropylamino, dimethylamino,N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino,cyclopropylamino andcyclopropylmethylamino; C_4-6 cyclic amino groups having inthe ring 1 or 2 atoms selected from the group consistingof oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl,piperazinyl, 4-methylpiperazinyl, piperidino andmorpholino; C_1-7 acylamino groups such astrifluoroacetylamino, formylamino, acetylamino,propionylamino, butyrylamino, isobutyrylamino andvalerylamino; C_1-6 alkylsulfonylamino groups such asmethylsulfonylamino, ethylsulfonylamino,propylsulfonylamino and butylsulfonylamino; nitro; andcyano.
[0038] As preferred examples of substituents for thesubstituted C_6-14 aromatic hydrocarbon groups for G¹, theremay be mentioned fluorine; chlorine; bromine; C_1-6 alkoxygroups composed of linear or branched alkyl groups andoxy groups, such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy,isopentyloxy, neopentyloxy, t-pentyloxy and hexyloxy;cyano; nitro; carboxyl; hydroxyl; amino; C_1-6 mono ordialkylamino groups composed of linear or branched alkyland amino groups, such as methylamino, ethylamino,propylamino, isopropylamino, butylamino, isobutylamino,s-butylamino, t-butylamino, pentylamino, hexylamino,dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino,N-methylisopropylamino, N-methylbutylamino,N-methyl-t-butylamino, N-ethylisopropylamino,dipropylamino, diisopropylamino andethylbutylamino; carbamoyl; aminosulfonyl; C_3-6 alicyclichydrocarbon groups such as cyclopropyl, cyclobutyl,cyclopentyl and cyclohexyl; C_2-7 acyl groups such asacetyl, propionyl, butyryl, isobutyryl, pivaloyl andhexanoyl; C_1-6 alkylthio groups such as methylthio,ethylthio, propylthio, isopropylthio, butylthio,isobutylthio, s-butylthio, t-butylthio, pentylthio andhexylthio; C_1-6 alkylsulfonyl groups such asmethylsulfonyl, ethylsulfonyl, propylsulfonyl,isopropylsulfonyl, butylsulfonyl, isobutylsulfonyl, s-butylsulfonyl,t-butylsulfonyl, pentylsulfonyl andhexylsulfonyl; C_2-7 alkoxycarbonyl groups such as acetoxy,propionyloxy, butyryloxy, isobutyryloxy, valeryloxy,isovaleryloxy, pivaloyloxy and hexanoyloxy; C_2-7 acylaminogroups such as acetylamino, propionylamino, butyrylamino,isobutyrylamino, valerylamino and hexanoylamino;trifluoromethyl; trifluoromethoxy; and linear or branchedC_1-6 aliphatic hydrocarbon groups optionally containingone unsaturated bond, such as methyl, ethyl, vinyl,ethynyl, propyl, 1-propenyl, 2-propenyl, isopropyl,isopropenyl, 1-propynyl, 2-propynyl, butyl, isobutyl, s-butyl,t-butyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl,2-methyl-1-propenyl, 1-methyl-2-propenyl,2-methyl-2-propenyl, 1-butynyl, 2-butynyl,pentyl, isopentyl, neopentyl, t-pentyl, 1-pentenyl, 2-pentenyl,3-pentenyl, 4-pentenyl, hexyl, 5-hexenyl, 4-methyl-3-pentenyl, isohexyl, 2-methylpentyl and 1-ethylbutyl.
[0039] As more preferred examples of substituents forsubstituted C_6-14 aromatic hydrocarbon groups for G¹ amongthese groups, there may be mentioned fluorine, chlorine,bromine, C_1-6 alkoxy, cyano, nitro, carboxyl, hydroxyl,amino, C_1-6 mono or dialkylamino, carbamoyl, C_3-6 alicyclichydrocarbons, C_2-7 acyl, C_1-6 alkylsulfonyl, C_2-7alkoxycarboxyl, trifluoromethyl, trifluoromethoxy and C_1-6alkyl groups such as methyl, ethyl, propyl, isopropyl,butyl, isobutyl, s-butyl, t-butyl, pentyl, isopentyl,neopentyl, t-pentyl, hexyl, isohexyl, 2-methylpentyl and1-ethylbutyl, and as particularly preferred examples ofsubstituents, there may be mentioned fluorine, chlorine,C_1-6 alkoxy, cyano, nitro, carboxyl, hydroxyl, amino, C_1-6mono or dialkylamino, C_3-6 alicyclic hydrocarbons, C_2-7acyl, trifluoromethyl, trifluoromethoxy and saturated C_1-6alkyl groups
[0040] As examples of heterocyclic groups having in thering 1 to 4 atoms selected from the group consisting ofoxygen, nitrogen and sulfur, when G¹ in formula (I)represents a substituted or unsubstituted heterocyclicgroup having in the ring 1 to 4 atoms selected from thegroup consisting of oxygen, nitrogen and sulfur, theremay be mentioned divalent monocyclic, bicyclic ortricyclic aromatichetero-cyclic groups such as furan,thiophene, pyrrole, pyrroline, pyrrolidine, oxazole,oxazolidine, isooxazole, isooxazolidine, thiazole,thiazolidine, isothiazole, isothiazolidine, furazan,imidazole, imidazoline, imidazolidine, pyrazole,pyrazoline, pyrazolidine, triazole, thiadiazole,oxadiazole, tetrazole, pyran, tetrahydropyran, thiopyran,tetrahydrothiopyran, tetrahydrofuran, 1,3-dioxolane, 1,4-dioxane,pyridine, pyrazine, pyrimidine, pyridazine,benzofuran, dibenzofuran, 1,4-dioxacycloheptane,benzothiophene, indole, 1,2-methylenedioxybenzene, benzimidazole, benzothiazole, benzoxazole, chromane,isochromane, quinoline, decahydroquinoline, isoquinoline,phthalazine, cinnoline, 1,8-naphthylidine, 1,2,3,4-tetrahydroisoquinoline,quinazoline, quinoxaline, purine,pteridine, azetidine, morpholine, thiomorpholine,piperidine, homopiperidine, piperazine, homopiperazine,indoline, isoindoline, phenoxazine, phenazine,phenothiazine, pyrrolopyrimidine, pyrazolopyrimidine andquinuclidine.
[0041] As preferred examples of heterocyclic groups havingin the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur for G¹, theremay be mentioned divalent monocyclic or bicyclic C_2-9aromatic heterocyclic groups having in the ring 1 to 3atoms selected from the group consisting of oxygen,nitrogen and sulfur, such as furan, pyrrole, thiophene,pyrazole, oxazole, thiazole, isooxazole, isothiazole,pyrazole, imidazole, pyridine, pyrimidine, pyrazine,pyridazine, benzothiophene, benzofuran, 1,2-methylenedioxybenzene,benzimidazole, indole, quinoline,isoquinoline, quinazoline, phthalazine, cinnoline, and1,8-naphthylidine, or divalent monocyclic C_2-9heterocyclic groups having in the ring 1 to 2 atomsselected from the group consisting of oxygen, nitrogenand sulfur, such as pyrrolidine, piperidine, morpholine,thiomorpholine, homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridine,and piperazine.
[0042] A heterocyclic group having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur for G¹ bonds to A² at a carbon atom ornitrogen atom.
[0043] As preferred examples of heterocyclic groups havingin the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur, which bond toA² at a carbon atom, there may be mentioned divalentmonocyclic or bicyclic C_3-9 aromatic heterocyclic groups having in the ring 1 or 2 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur, such as furan,pyrrole, thiophene, pyrazole, oxazole, thiazole,isooxazole, isothiazole, pyrazole, imidazole, pyridine,pyrimidine, pyrazine, pyridazine, benzothiophene,benzofuran, 1,2-methylenedioxybenzene, benzimidazole,indole, quinoline, isoquinoline and quinazoline.
[0044] As preferred examples of heterocyclic groups havingin the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur which bond toA² at a nitrogen atom, there may be mentioned divalentmonocyclic C_2-9 heterocyclic groups having in the ring 1or 2 atoms selected from the group consisting of oxygen,nitrogen and sulfur, such as pyrrolidine, piperidine,morpholine, thiomorpholine, homopiperidine,homopiperazine, 1,2,3,6-tetrahydropyridine andpiperazine. As preferred examples of divalent monocyclicC_2-9 heterocyclic groups having in the ring 1 or 2 atomsselected from the group consisting of oxygen, nitrogenand sulfur, there may be mentioned piperidine,homopiperidine, morpholine, homopiperazine andpiperazine.
[0045] As substituents for the substituted heterocyclicgroups having in the ring 1 to 4 atoms selected from thegroup consisting of oxygen, nitrogen and sulfur for G¹,there may be mentioned fluorine, chlorine, bromine,iodine, hydroxyl, optionally substituted C_1-7 alkoxy, C_6-10aryloxy, C_7-9 aralkoxy, C_2-7 acyloxy, oxo, C_1-6alkylsulfonyloxy, optionally substituted C_2-7 acyl,carboxyl, C_2-7 alkoxycarbonyl, carbamoyl, optionallysubstituted C_2-7 alkylcarbamoyl, amino, optionallysubstituted C_1-6 alkylamino, optionally substituted C_2-7acylamino, C_2-8 alkoxycarbonylamino, C_1-6alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6alkylsulfinyl, C_1-6 alkylsulfonyl, sulfamoyl, C_1-6alkylaminosulfonyl, sulfo, optionally substituted C_3-6alicyclic hydrocarbon groups and optionally substituted C_1-6 aliphatic hydrocarbon groups.
[0046] The definitions of the substituents for thesubstituted heterocyclic groups having in the ring 1 to 4atoms selected from the group consisting of oxygen,nitrogen and sulfur for G¹ are the same as thedefinitions of the substituents for the substituted C_3-8alicyclic hydrocarbon groups for G¹. As specificexamples of substituents for the substituted heterocyclicgroups having in the ring 1 to 4 atoms selected from thegroup consisting of oxygen, nitrogen and sulfur for G¹,there may be mentioned the same specific substituentsmentioned above for the substituted C_3-8 alicyclichydrocarbon groups for G¹.
[0047] The C_1-7 alkoxy, C_2-7 acyl, C_2-7 alkylcarbamoyl,C_1-6 alkylamino, C_2-7 acylamino, C_3-6 alicyclic hydrocarbonand C_1-6 aliphatic hydrocarbon groups as substituents forthe substituted heterocyclic groups having in the ring 1to 4 atoms selected from the group consisting of oxygen,nitrogen and sulfur for G¹ may be in turn substitutedwith one or more substituents selected from the groupconsisting of fluorine, chlorine, bromine, iodine,hydroxyl; C_1-6 alkoxy groups such as methoxy, ethoxy,propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy,pentyloxy and cyclopropyloxy; methoxymethyloxy;2-methoxyethoxy; formyl; trifluoroacetyl; C_2-7 acyl groupssuch as acetyl, propionyl, butyryl, isobutyryl, valeryland isovaleryl; oxo; carboxyl; C_2-7 alkoxycarbonyl groupssuch as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl,isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl andt-butoxycarbonyl; carbamoyl; C_2-7 alkylcarbamoyl groupssuch as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl,N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl,N-propylcarbamoyl, N-isopropylcarbamoyl,N-butylcarbamoyl, N-cyclopropylcarbamoyland N-cyclopropylmethylcarbamoyl;amino; C_1-6 alkylamino groups such as methylamino,ethylamino, propylamino, isopropylamino, dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino,cyclopropylamino andcyclopropylmethylamino; C_4-6 cyclic amino groups having inthe ring 1 or 2 atoms selected from the group consistingof oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl,piperazinyl, 4-methylpiperazinyl, piperidino andmorpholino; C_1-7 acylamino groups such astrifluoroacetylamino, formylamino, acetylamino,propionylamino, butyrylamino, isobutyrylamino andvalerylamino; C_1-6 alkylsulfonylamino groups such asmethylsulfonylamino, ethylsulfonylamino,propylsulfonylamino and butylsulfonylamino; nitro; andcyano.
[0048] As preferred examples of substituents for thesubstituted heterocyclic groups having in the ring 1 to 4atoms selected from the group consisting of oxygen,nitrogen and sulfur for G¹, there may be mentionedfluorine; chlorine; bromine; C_1-6 alkoxy groups composedof linear or branched alkyl groups and oxy groups, suchas methoxy, ethoxy, propoxy, isopropoxy, butoxy,isobutoxy, s-butoxy, t-butoxy, pentyloxy, isopentyloxy,neopentyloxy, t-pentyloxy and hexyloxy; cyano; nitro;carboxyl; hydroxyl; amino; C_1-6 mono or dialkylaminogroups composed of linear or branched alkyl and aminogroups, such as methylamino, ethylamino, propylamino,isopropylamino, butylamino, isobutylamino, s-butylamino,t-butylamino, pentylamino, hexylamino, dimethylamino, N-ethylmethylamino,diethylamino, N-methylpropylamino, N-methylisopropylamino,N-methylbutylamino, N-methyl-t-butylamino,N-ethylisopropylamino, dipropylamino,diisopropylamino and ethylbutylamino; carbamoyl;aminosulfonyl; C_3-6 alicyclic hydrocarbon groups such ascyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl; C_2-7acyl groups such as acetyl, propionyl, butyryl,isobutyryl, pivaloyl and hexanoyl; C_1-6 alkylthio groupssuch as methylthio, ethylthio, propylthio, isopropylthio,butylthio, isobutylthio, s-butylthio, t-butylthio, pentylthio and hexylthio; C_1-6 alkylsulfonyl groups suchas methylsulfonyl, ethylsulfonyl, propylsulfonyl,isopropylsulfonyl, butylsulfonyl, isobutylsulfonyl, s-butylsulfonyl,t-butylsulfonyl, pentylsulfonyl andhexylsulfonyl; C_2-7 alkoxycarbonyl groups such as acetoxy,propionyloxy, butyryloxy, isobutyryloxy, valeryloxy,isovaleryloxy, pivaloyloxy and hexanoyloxy; C_2-7 acylaminogroups such as acetylamino, propionylamino, butyrylamino,isobutyrylamino, valerylamino and hexanoylamino;trifluoromethyl; trifluoromethoxy; and linear or branchedC_1-6 aliphatic hydrocarbon groups optionally containingone unsaturated bond, such as methyl, ethyl, vinyl,ethynyl, propyl, 1-propenyl, 2-propenyl, isopropyl,isopropenyl, 1-propynyl, 2-propynyl, butyl, isobutyl, s-butyl,t-butyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl,2-methyl-1-propenyl, 1-methyl-2-propenyl,2-methyl-2-propenyl, 1-butynyl, 2-butynyl,pentyl, isopentyl, neopentyl, t-pentyl, 1-pentenyl, 2-pentenyl,3-pentenyl, 4-pentenyl, hexyl, 5-hexenyl, 4-methyl-3-pentenyl,isohexyl, 2-methylpentyl and 1-ethylbutyl.
[0049] As more preferred examples of substituents forsubstituted heterocyclic groups having in the ring 1 to 4atoms selected from the group consisting of oxygen,nitrogen and sulfur for G¹ among these groups, there maybe mentioned fluorine, chlorine, bromine, C_1-6 alkoxy,cyano, nitro, carboxyl, hydroxyl, amino, C_1-6 mono ordialkylamino, carbamoyl, C_3-6 alicyclic hydrocarbons, C_2-7acyl, C_1-6 alkylsulfonyl, C_2-7 alkoxycarboxyl,trifluoromethyl, trifluoromethoxy and saturated C_1-6 alkylgroups such as methyl, ethyl, propyl, isopropyl, butyl,isobutyl, s-butyl, t-butyl, pentyl, isopentyl, neopentyl,t-pentyl, hexyl, isohexyl, 2-methylpentyl and 1-ethylbutyl,and as the particularly preferred example ofsubstituents, there may be mentioned fluorine, chlorine,C_1-6 alkoxy, cyano, nitro, carboxyl, hydroxyl, amino, C_1-6mono or dialkylamino, C_3-6 alicyclic hydrocarbons, C_2-7 acyl, trifluoromethyl, trifluoromethoxy and C_1-6 alkylgroups.
[0050] As preferred examples for G¹, there may be mentioneda benzene, a divalent monocyclic or bicyclic C_3-9 aromaticheterocyclic group having in the ring 1 to 2 atomsselected from the group consisting of oxygen, nitrogenand sulfur, and a divalent monocyclic C_2-9 heterocyclicgroup having in the ring 1 to 2 atoms selected from thegroup consisting of oxygen, nitrogen and sulfur. Adivalent monocyclic or bicyclic C_3-9 aromatic heterocyclicgroup having in the ring 1 to 2 atoms selected from thegroup consisting of oxygen, nitrogen and sulfur may bementioned as a particularly preferred example for G¹.
[0051] G² in formula (I) above represents one groupselected from among the following 1) to 5): 1) Hydrogen; 2) A substituted or unsubstituted C_1-10 aliphatichydrocarbon group. (As substituents there may bementioned one or more selected from the group consistingof fluorine, chlorine, bromine, iodine, hydroxyl,optionally substituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9aralkoxy, C_2-7 acyloxy, oxo, C_1-6 alkylsulfonyloxy,optionally substituted C_2-7 acyl, carboxyl, C_2-7alkoxycarbonyl, carbamoyl, optionally substituted C_2-7alkylcarbamoyl, amino, optionally substituted C_1-6alkylamino, optionally substituted C_2-7 acylamino, C_2-8alkoxycarbonylamino, C_1-6 alkylsulfonylamino, cyano,nitro, C_1-6 alkylthio, C_1-6 alkylsulfinyl, C_1-6alkylsulfonyl, sulfamoyl, C_1-6 alkylaminosulfonyl, sulfo,optionally substituted C_3-6 alicyclic hydrocarbons,optionally substituted C_1-6 aliphatic hydrocarbons,optionally substituted C_6-14 aromatic hydrocarbons andoptionally substituted heterocyclic groups (having in thering 1 to 4 atoms selected from the group consisting ofoxygen, nitrogen and sulfur).) 3) A substituted or unsubstituted C_3-8 alicyclichydrocarbon group. (As substituents there may be mentioned one or more selected from the group consistingof fluorine, chlorine, bromine, iodine, hydroxyl,optionally substituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9aralkoxy, C_2-7 acyloxy, oxo, C_1-6 alkylsulfonyloxy,optionally substituted C_2-7 acyl, carboxyl, C_2-7alkoxycarbonyl, carbamoyl, optionally substituted C_2-7alkylcarbamoyl, amino, optionally substituted C_1-6alkylamino, optionally substituted C_2-7 acylamino, C_2-8alkoxycarbonylamino, C_1-6 alkylsulfonylamino, cyano,nitro, C_1-6 alkylthio, C_1-6 alkylsulfinyl, C_1-6alkylsulfonyl, sulfamoyl, C_1-6 alkylaminosulfonyl, sulfo,optionally substituted C_3-6 alicyclic hydrocarbons,optionally substituted C_1-6 aliphatic hydrocarbons,optionally substituted C_6-14 aromatic hydrocarbons andoptionally substituted heterocyclic groups (having in thering 1 to 4 atoms selected from the group consisting ofoxygen, nitrogen and sulfur).) 4) A substituted or unsubstituted C_6-14 aromatichydrocarbon group. (As substituents there may bementioned one or more selected from the group consistingof fluorine, chlorine, bromine, iodine, hydroxyl,optionally substituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9aralkoxy, C_2-7 acyloxy, oxo, C_1-6 alkylsulfonyloxy,optionally substituted C_2-7 acyl, carboxyl, C_2-7alkoxycarbonyl, carbamoyl, optionally substituted C_2-7alkylcarbamoyl, amino, optionally substituted C_1-6alkylamino, optionally substituted C_2-7 acylamino, C_2-8alkoxycarbonylamino, C_1-6 alkylsulfonylamino, cyano,nitro, C_1-6 alkylthio, C_1-6 alkylsulfinyl, C_1-6alkylsulfonyl, sulfamoyl, C_1-6 alkylaminosulfonyl, sulfo,optionally substituted C_3-6 alicyclic hydrocarbons,optionally substituted C_1-6 aliphatic hydrocarbons,optionally substituted C_6-14 aromatic hydrocarbons andoptionally substituted heterocyclic groups (having in thering 1 to 4 atoms selected from the group consisting ofoxygen, nitrogen and sulfur).) 5) A substituted or unsubstituted heterocyclic group having in the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur. (Assubstituents there may be mentioned one or more selectedfrom the group consisting of fluorine, chlorine, bromine,iodine, hydroxyl, optionally substituted C_1-7 alkoxy, C_6-10aryloxy, C_7-9 aralkoxy, C_2-7 acyloxy, oxo, C_1-6alkylsulfonyloxy, optionally substituted C_2-7 acyl,carboxyl, C_2-7 alkoxycarbonyl, carbamoyl, optionallysubstituted C_2-7 alkylcarbamoyl, amino, optionallysubstituted C_1-6 alkylamino, optionally substituted C_2-7acylamino, C_2-8 alkoxycarbonylamino, C_1-6alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6alkylsulfinyl, C_1-6 alkylsulfonyl, sulfamoyl, C_1-6alkylaminosulfonyl, sulfo, optionally substituted C_3-6alicyclic hydrocarbons, optionally substituted C_1-6aliphatic hydrocarbons, optionally substituted C_6-14aromatic hydrocarbons and optionally substitutedheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur).)
[0052] As examples of C_1-10 aliphatic hydrocarbon groups forG² when G² in formula (I) represents a substituted orunsubstituted C_1-10 aliphatic hydrocarbon group, there maybe mentioned alkyl groups such as methyl, ethyl, propyl,isopropyl, butyl, isobutyl, s-butyl, t-butyl, pentyl,isopentyl, neopentyl, t-pentyl, 2-methylpentyl, 4-methylpentyl,1-ethylbutyl, hexyl, heptyl, 2-methylhexyl,5-methylhexyl, 1,1-dimethylpentyl, 6-methylheptyl, octyl,nonyl and decyl; alkenyl groups such as vinyl, 1-methylvinyl,1-ethylvinyl, 1-propenyl, 2-propenyl, 2-methyl-1-propenyl,1-butenyl, 2-butenyl, 2-methyl-1-butenyl,1,3-butadienyl, 1-pentenyl, 2-pentenyl, 4-methyl-1-pentenyl,1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl,5-hexenyl, 1,5-hexadienyl, 2-heptenyl, 2-octenyl,2-nonenyl and 2-decenyl; and alkynyl groups suchas ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 3-methyl-1-butynyl,3,3-dimethyl-1-butynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl,1-methyl-3-pentynyl, 1-methyl-3-hexynyl, 2-heptynyl,2-octynyl, 2-nonynyl, 2-decynyl.
[0053] As preferred C_1-10 aliphatic hydrocarbon groups for G²,there may be mentioned linear or branched C_1-6 alkylgroups optionally containing 1 unsaturated bond, such asmethyl, ethyl, propyl, isopropyl, butyl, pentyl, hexyl,vinyl, 1-propenyl, 1-butenyl, ethynyl and 1-propynyl, andas particularly preferred groups there may be mentionedlinear or branched C_1-6 alkyl groups such as methyl,ethyl, propyl, isopropyl, butyl and hexyl.
[0054] As substituents for the substituted C_1-10 aliphatichydrocarbon groups for G², there may be mentionedfluorine, chlorine, bromine, iodine, hydroxyl, C_1-7 alkoxygroups composed of linear or branched alkyl or cycloalkylgroups and oxy groups, such as methoxy, ethoxy, propoxy,isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy,pentyloxy, isopentyloxy, neopentyloxy, t-pentyloxy,hexyloxy, isohexyloxy, 2-methylpentyloxy, 1-ethylbutoxy,cyclopropyloxy, cyclobutyloxy, cyclopentyloxy,cyclohexyloxy, cyclopropylmethyloxy, cyclopropylethyloxy,cyclopentylmethyloxy and cyclohexylmethyloxy; C_6-10aryloxy groups such as phenoxy, 1-naphthoxy and 2-naphthoxy;C_7-9 aralkoxy groups such as benzyloxy, α-phenethyloxy,β-phenethyloxy and phenylpropyloxy; C_2-7acyloxy groups such as acetoxy, propionyloxy, butyryloxy,isobutyryloxy, valeryloxy, isovaleryloxy, pivaloyloxy andhexanoyloxy; oxo; C_1-6 alkylsulfonyloxy groups composedof linear or branched alkyl groups and sulfonyloxygroups, such as methylsulfonyloxy, ethylsulfonyloxy,propylsulfonyloxy, butylsulfonyloxy and t-butylsulfonyloxy;C_2-7 acyl groups such as acetyl,propionyl, butyryl, isobutyryl, valeryl, isovaleryl,pivaloyl and hexanoyl; carboxyl; C_2-7 alkoxycarbonylgroups composed of linear or branched alkyl groups andoxycarbonyl groups, such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl,butoxycarbonyl, isobutoxycarbonyl, s-butoxycarbonyl andt-butoxycarbonyl; carbamoyl; C_2-7 alkylcarbamoyl groupscomposed of linear or branched alkyl or cycloalkyl groupsand carbamoyl groups, such as N-methylcarbamoyl, N-ethylcarbamoyl,N-propylcarbamoyl, N-isopropylcarbamoyl,N-butylcarbamoyl, N-isobutylcarbamoyl, N-s-butylcarbamoyl,N-t-butylcarbamoyl, N-pentylcarbamoyl, N-cyclopropylcarbamoyl,N-cyclobutylcarbamoyl, N-cyclopentylcarbamoyl,N-cyclohexylcarbamoyl, N-cycloheptylcarbamoyl,N-cyclopropylmethylcarbamoyl, N,N-dimethylcarbamoyl,N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyland N,N-dipropylcarbamoyl; amino; C_1-6alkylamino groups composed of linear or branched alkyl orcycloalkyl groups and amino groups, such as methylamino,ethylamino, propylamino, isopropylamino, butylamino,isobutylamino, s-butylamino, t-butylamino, pentylamino,hexylamino, cyclopropylamino, cyclobutylamino,cyclopentylamino, cyclohexylamino,cyclopropylmethylamino, dimethylamino, N-ethylmethylamino,diethylamino, N-methylpropylamino, N-methylisopropylamino,N-methylbutylamino, N-methyl-t-butylamino,N-ethylisopropylamino, dipropylamino,diisopropylamino and ethylbutylamino; C_2-7 acylaminogroups such as acetylamino, propionylamino, butyrylamino,isobutyrylamino, valerylamino and hexanoylamino; C_2-8alkoxycarbonylamino groups such as methoxycarbonylamino,ethoxycarbonylamino and t-butoxycarbonylamino; C_1-6alkylsulfonylamino groups such as methylsulfonylamino,ethylsulfonylamino, butylsulfonylamino and t-butylsulfonylamino;cyano; nitro; C_1-6 alkylthio groupssuch as methylthio, ethylthio, propylthio, isopropylthio,butylthio, isobutylthio, s-butylthio, t-butylthio,pentylthio and hexylthio; C_1-6 alkylsulfinyl groupscomposed of linear or branched alkyl or cycloalkyl groupsand sulfinyl groups, such as methylsulfinyl,ethylsulfinyl, propylsulfinyl, isopropylsulfinyl, butylsulfinyl, isobutylsulfinyl, s-butylsulfinyl, t-butylsulfinyl,pentylsulfinyl and cyclopentylsulfinyl;C_1-6 alkylsulfonyl groups composed of linear or branchedalkyl or cycloalkyl groups and sulfonyl groups, such asmethylsulfonyl, ethylsulfonyl, propylsulfonyl,isopropylsulfonyl, butylsulfonyl, isobutylsulfonyl, s-butylsulfonyl,t-butylsulfonyl, pentylsulfonyl,hexylsulfonyl, cyclopentylsulfonyl andcyclohexylsulfonyl; sulfo; sulfamoyl; C_1-6 aminosulfonylgroups composed of linear or branched alkyl or cycloalkylgroups and aminosulfonyl groups, such asmethylaminosulfonyl, ethylaminosulfonyl,propylaminosulfonyl, isopropylaminosulfonyl,butylaminosulfonyl, isobutylaminosulfonyl, s-butylaminosulfonyl,pentylaminosulfonyl,dimethylaminosulfonyl, N-ethyl-N-methylaminosulfonyl,diethylaminosulfonyl, dipropylaminosulfonyl,cyclopropylaminosulfonyl, cyclopentylaminosulfonyl,cyclohexylaminosulfonyl andcyclopropylmethylaminosulfonyl; C_3-6 alicyclic hydrocarbongroups such as cyclopropyl, cyclobutyl, cyclopentyl andcyclohexyl; linear or branched C_1-6 aliphatic hydrocarbongroups optionally containing one unsaturated bond, suchas methyl, ethyl, vinyl, ethynyl, propyl, 1-propenyl, 2-propenyl,isopropyl, isopropenyl, 1-propynyl, 2-propynyl,butyl, isobutyl, s-butyl, t-butyl, 1-butenyl, 2-butenyl,3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl,2-methyl-2-propenyl, 1-butynyl, 2-butynyl,pentyl, isopentyl, neopentyl, t-pentyl, 1-pentenyl,2-pentenyl, 3-pentenyl, 4-pentenyl, hexyl, 5-hexenyl,4-methyl-3-pentenyl, isohexyl, 2-methylpentyland 1-ethylbutyl; monovalent monocyclic, bicyclic ortricyclic C_6-14 aromatic hydrocarbons such as benzene,naphthalene, indene, indane, 1,2,3,4-tetrahydronaphthaleneand fluorene; and heterocyclicgroups (having in the ring 1 to 4 atoms selected from thegroup consisting of oxygen, nitrogen and sulfur) which are monovalent monocyclic, bicyclic or tricyclicheterocycles (having in the ring 1 to 4 atoms selectedfrom the group consisting of oxygen, nitrogen andsulfur), such as furan, thiophene, pyrrole, pyrroline,pyrrolidine, oxazole, oxazolidine, isooxazole,isooxazolidine, thiazole, thiazolidine, isothiazole,isothiazolidine, imidazole, imidazoline, imidazolidine,pyrazole, pyrazoline, pyrazolidine, triazole,thiadiazole, oxadiazole, tetrazole, pyran,tetrahydropyran, thiopyran, tetrahydrothiopyran,pyridine, pyrazine, pyrimidine, pyridazine, benzofuran,dibenzofuran, benzothiophene, indole, benzimidazole,benzothiazole, benzoxazole, chromane, isochromane,quinoline, decahydroquinoline, isoquinoline, quinazoline,quinoxaline, purine, pteridine, azetidine, morpholine,thiomorpholine, piperidine, homopiperidine, piperazine,homopiperazine, indoline, isoindoline, phenoxazine,phenazine, phenothiazine and quinuclidine.
[0055] As preferred examples of substituents for thesubstituted C_1-10 aliphatic hydrocarbon groups for G² theremay be mentioned hydroxyl, optionally substituted C_1-7alkoxy, oxo, optionally substituted C_2-7 acyl, carboxyl,C_2-7 alkoxycarbonyl, carbamoyl, optionally substituted C_2-7alkylcarbamoyl, amino, optionally substituted C_1-6alkylamino, optionally substituted C_2-7 acylamino, C_1-6alkylsulfonylamino, cyano, C_1-6 alkylsulfonyl, sulfamoyl,optionally substituted C_6-14 aromatic hydrocarbon groupsand optionally substituted heterocyclic groups (having inthe ring 1 to 4 atoms selected from the group consistingof oxygen, nitrogen and sulfur).
[0056] As more preferred examples of substituents for thesubstituted C_1-10 aliphatic hydrocarbon groups for G² theremay be mentioned hydroxyl, optionally substituted C_1-7alkoxy, carboxyl, amino, optionally substituted C_1-6alkylamino, cyano and optionally substituted heterocyclicgroups (having in the ring 1 to 4 atoms selected from thegroup consisting of oxygen, nitrogen and sulfur).
[0057] A heterocyclic group (having in the ring 1 to 4atoms selected from the group consisting of oxygen,nitrogen and sulfur) as a substituent for a substitutedC_1-10 aliphatic hydrocarbon group for G² bonds to the C_1-10aliphatic hydrocarbon group of G² at a carbon atom ornitrogen atom.
[0058] As more preferred examples of heterocyclic groups(having in the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur) to bond to theC_1-10 aliphatic hydrocarbon groups of G² at a carbon atom,there may be mentioned monovalent monocyclic or bicyclicC_3-9 aromatic heterocycles having in the ring 1 or 2 atomsselected from the group consisting of oxygen, nitrogenand sulfur, such as furan, pyrrole, thiophene, pyrazole,oxazole, thiazole, isooxazole, isothiazole, pyrazole,imidazole, pyridine, pyrimidine, pyrazine, pyridazine,benzothiophene, benzofuran, 1,2-methylenedioxybenzene,benzimidazole, indole, quinoline, isoquinoline andquinazoline.
[0059] As preferred examples of heterocyclic groups (havingin the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur) to bond to theC_1-10 aliphatic hydrocarbon groups of G² at a nitrogenatom, there may be mentioned monovalent monocyclic C_2-9aromatic heterocycles having in the ring 1 or 2 atomsselected from the group consisting of oxygen, nitrogenand sulfur, such as pyrrolidine, piperidine, morpholine,thiomorpholine, homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridineand piperazine.
[0060] The C_1-7 alkoxy, C_2-7 acyl, C_2-7 alkylcarbamoyl, C_1-6alkylamino, C_2-7 acylamino, C_3-6 alicyclic hydrocarbon, C_1-6aliphatic hydrocarbon, C_6-14 aromatic hydrocarbon andheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur) as substituents for the substituted C_1-10aliphatic hydrocarbon groups for G² may be in turnsubstituted with one or more substituents selected from the group consisting of fluorine, chlorine, bromine,iodine, hydroxyl; C_1-6 alkoxy groups such as methoxy,ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy,t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy;2-methoxyethoxy; formyl; trifluoroacetyl; C_2-7 acyl groupssuch as acetyl, propionyl, butyryl, isobutyryl, valeryland isovaleryl; oxo; carboxyl; C_2-7 alkoxycarbonyl groupssuch as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl,isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl andt-butoxycarbonyl; carbamoyl; C_2-7 alkylcarbamoyl groupssuch as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl,N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl,N-propylcarbamoyl, N-isopropylcarbamoyl,N-butylcarbamoyl, N-cyclopropylcarbamoyland N-cyclopropylmethylcarbamoyl;amino; C_1-6 alkylamino groups such as methylamino,ethylamino, propylamino, isopropylamino, dimethylamino,N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino,cyclopropylamino andcyclopropylmethylamino; C_4-6 cyclic amino groups having inthe ring 1 or 2 atoms selected from the group consistingof oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl,piperazinyl, 4-methylpiperazinyl, piperidino andmorpholino; C_1-7 acylamino groups such astrifluoroacetylamino, formylamino, acetylamino,propionylamino, butyrylamino, isobutyrylamino andvalerylamino; C_1-6 alkylsulfonylamino groups such asmethylsulfonylamino, ethylsulfonylamino,propylsulfonylamino and butylsulfonylamino; nitro; cyano;C_1-6 alkyl groups such as methyl, ethyl, propyl,isopropyl, butyl, isobutyl, s-butyl and t-butyl;trifluoromethyl; and trifluoromethoxy.
[0061] As examples of C_3-8 alicyclic hydrocarbon groups forG² when G² in formula (I) is a substituted orunsubstituted C_3-8 alicyclic hydrocarbon group, there maybe mentioned monovalent cyclopropane, cyclobutane,cyclopentane, cyclopentene, cyclohexane, cyclohexene, cycloheptane, cycloheptene and cyclooctane. As preferredexamples of C_3-8 alicyclic hydrocarbon groups for G² theremay be mentioned cyclopropyl, cyclobutyl, cyclopentyl,cyclohexyl, 3-cyclopentenyl, 4-cyclopentenyl, 1-cyclohexenyl,3-cyclohexenyl, 4-cyclohexenyl and 1-cycloheptenyl.
[0062] As substituents for the substituted C_3-8 alicyclichydrocarbon groups for G² there may be mentioned one ormore selected from the group consisting of fluorine,chlorine, bromine, iodine, hydroxyl, optionallysubstituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9 aralkoxy, C_2-7acyloxy, oxo, C_1-6 alkylsulfonyloxy, optionallysubstituted C_2-7 acyl, carboxyl, C_2-7 alkoxycarbonyl,carbamoyl, optionally substituted C_2-7 alkylcarbamoyl,amino, optionally substituted C_1-6 alkylamino, optionallysubstituted C_2-7 acylamino, C_2-8 alkoxycarbonylamino, C_1-6alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6alkylsulfinyl, C_1-6 alkylsulfonyl, sulfamoyl, C_1-6alkylaminosulfonyl, sulfo, optionally substituted C_3-6alicyclic hydrocarbon, optionally substituted C_1-6aliphatic hydrocarbon, optionally substituted C_6-14aromatic hydrocarbon and optionally substitutedheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur).
[0063] The definitions of the substituents for thesubstituted C_3-8 alicyclic hydrocarbon groups for G² arethe same as the definitions of the substituents for thesubstituted C_1-10 aliphatic hydrocarbon groups for G². Asexamples of substituents for the substituted C_3-8alicyclic hydrocarbon groups for G² there may bementioned the same specific substituents mentioned abovefor the substituted C_1-10 aliphatic hydrocarbon groups forG².
[0064] The C_1-7 alkoxy, C_2-7 acyl, C_2-7 alkylcarbamoyl, C_1-6alkylamino, C_2-7 acylamino, C_3-6 alicyclic hydrocarbon, C_1-6aliphatic hydrocarbon, C_6-14 aromatic hydrocarbon and heterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur) as substituents for the substituted C_3-8alicyclic hydrocarbon groups for G² may be in turnsubstituted with one or more substituents selected fromthe group consisting of fluorine, chlorine, bromine,iodine, hydroxyl, C_1-6 alkoxy groups such as methoxy,ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy,t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy;2-methoxyethoxy; formyl; trifluoroacetyl; C_2-7 acyl groupssuch as acetyl, propionyl, butyryl, isobutyryl, valeryland isovaleryl; oxo; carboxyl; C_2-7 alkoxycarbonyl groupssuch as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl,isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl andt-butoxycarbonyl; carbamoyl; C_2-7 alkylcarbamoyl groupssuch as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl,N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl,N-propylcarbamoyl, N-isopropylcarbamoyl,N-butylcarbamoyl, N-cyclopropylcarbamoyland N-cyclopropylmethylcarbamoyl;amino; C_1-6 alkylamino groups such as methylamino,ethylamino, propylamino, isopropylamino, dimethylamino,N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino,cyclopropylamino andcyclopropylmethylamino; C_4-6 cyclic amino groups having inthe ring 1 or 2 atoms selected from the group consistingof oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl,piperazinyl, 4-methylpiperazinyl, piperidino andmorpholino; trifluoroacetylamino; C_1-7 acylamino groupssuch as formylamino, acetylamino, propionylamino,butyrylamino, isobutyrylamino and valerylamino; C_1-6alkylsulfonylamino groups such as methylsulfonylamino,ethylsulfonylamino, propylsulfonylamino andbutylsulfonylamino; nitro; cyano; C_1-6 alkyl groups suchas methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyland t-butyl; trifluoromethyl; and trifluoromethoxy.
[0065] As examples of C_6-14 aromatic hydrocarbon groups for G² when G² in formula (I) represents a substituted orunsubstituted C_6-14 aromatic hydrocarbon group, there maybe mentioned monovalent groups having at least onearomatic ring in the molecule, such as benzene, indene,indane, naphthalene, 1,2-dihydronaphthalene, 1,2,3,4-tetrahydronaphthalene,azulene, acenaphthylene,acenaphthene, fluorene, phenanthrene and anthracene.Phenyl may be mentioned as a preferred example of a C_6-14aromatic hydrocarbon group for G².
[0066] As substituents for the substituted C_6-14 aromatichydrocarbon groups for G² there may be mentioned one ormore selected from the group consisting of fluorine,chlorine, bromine, iodine, hydroxyl, optionallysubstituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9 aralkoxy, C_2-7acyloxy, oxo, C_1-6 alkylsulfonyloxy, optionallysubstituted C_2-7 acyl, carboxyl, C_2-7 alkoxycarbonyl,carbamoyl, optionally substituted C_2-7 alkylcarbamoyl,amino, optionally substituted C_1-6 alkylamino, optionallysubstituted C_2-7 acylamino, C_2-8 alkoxycarbonylamino, C_1-6alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6alkylsulfinyl, C_1-6 alkylsulfonyl, sulfamoyl, C_1-6alkylaminosulfonyl, sulfo, optionally substituted C_3-6alicyclic hydrocarbon, optionally substituted C_1-6aliphatic hydrocarbon, optionally substituted C_6-14aromatic hydrocarbon and optionally substitutedheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur).
[0067] The definitions of the substituents for thesubstituted C_6-14 aromatic hydrocarbon groups for G² arethe same as the definitions of the substituents for thesubstituted C_1-10 aliphatic hydrocarbon groups for G². Asexamples of substituents for the substituted C_6-14aromatic hydrocarbon groups for G² there may be mentionedthe same specific substituents mentioned above for thesubstituted C_1-10 aliphatic hydrocarbon groups for G².
[0068] The C_1-7 alkoxy, C_2-7 acyl, C_2-7 alkylcarbamoyl, C_1-6 alkylamino, C_2-7 acylamino, C_3-6 alicyclic hydrocarbon, C_1-6aliphatic hydrocarbon, C_6-14 aromatic hydrocarbon andheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur) as substituents for the substituted C_6-14aromatic hydrocarbon groups for G² may be in turnsubstituted with one or more substituents selected fromthe group consisting of fluorine; chlorine; bromine;iodine; hydroxyl; C_1-6 alkoxy groups such as methoxy,ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy,t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy;2-methoxyethoxy; formyl; trifluoroacetyl; C_2-7 acyl groupssuch as acetyl, prppiohyl, butyryl, isobutyryl, valeryland isovaleryl; oxo; carboxyl; C_2-7 alkoxycarbonyl groupssuch as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl,isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl andt-butoxycarbonyl; carbamoyl; C_2-7 alkylcarbamoyl groupssuch as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl,N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl,N-propylcarbamoyl, N-isopropylcarbamoyl,N-butylcarbamoyl, N-cyclopropylcarbamoyland N-cyclopropylmethylcarbamoyl;amino; C_1-6 alkylamino groups such as methylamino,ethylamino, propylamino, isopropylamino, dimethylamino,N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino,cyclopropylamino andcyclopropylmethylamino; C_4-6 cyclic amino groups having inthe ring 1 or 2 atoms selected from the group consistingof oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl,piperazinyl, 4-methylpiperazinyl, piperidino andmorpholino; trifluoroacetylamino; C_1-7 acylamino groupssuch as formylamino, acetylamino, propionylamino,butyrylamino, isobutyrylamino and valerylamino; C_1-6alkylsulfonylamino groups such as methylsulfonylamino,ethylsulfonylamino, propylsulfonylamino andbutylsulfonylamino; nitro: cyano; C_1-6 alkyl groups suchas methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyl and t-butyl; trifluoromethyl; and trifluoromethoxy.
[0069] As examples of heterocyclic groups having in thering 1 to 4 atoms selected from the group consisting ofoxygen, nitrogen and sulfur for G² when G² in formula (I)represents a substituted or unsubstituted heterocyclicgroup having in the ring 1 to 4 atoms selected from thegroup consisting of oxygen, nitrogen and sulfur, theremay be mentioned monovalent monocyclic, bicyclic ortricyclic groups such as furan, thiophene, pyrrole,pyrroline, pyrrolidine, oxazole, oxazolidine, isooxazole,isooxazolidine, thiazole, thiazolidine, isothiazole,isothiazolidine, imidazole, imidazoline, imidazolidine,pyrazole, pyrazoline, pyrazolidine, triazole,thiadiazole, oxadiazole, tetrazole, pyran,tetrahydropyran, thiopyran, tetrahydrothiopyran,pyridine, pyrazine, pyrimidine, pyridazine, benzofuran,dibenzofuran, benzothiophene, indole, 1,2-methylenedioxybenzene,benzimidazole, benzothiazole,benzoxazole, chromane, isochromane, quinoline,decahydroquinoline, isoquinoline, quinazoline,quinoxaline, purine, pteridine, azetidine, morpholine,thiomorpholine, piperidine, homopiperidine, piperazine,homopiperazine, indoline, isoindoline, phenoxazine,phenazine, phenothiazine and quinuclidine. As preferredexamples of heterocyclic groups having in the ring 1 to 4atoms selected from the group consisting of oxygen,nitrogen and sulfur for G² there may be mentioned 2-pyridyl,3-pyridyl, 4-pyridyl, piperidino, 2-piperidyl,3-piperidyl, 4-piperidyl, morpholino, 1-homopiperidinyl,1-pyrrolidinyl, 2-thiazolyl, 4-thiazolyl, 5-thiazolyl, 2-oxazolyl,4-oxazolyl, 5-oxazolyl, 1-imidazolyl, 2-imidazolyl,4-imidazolyl, 5-imidazolyl, 3-pyrazolyl, 2-furyl,3-furyl, 2-thienyl, 3-thienyl, 2-pyrrolyl, 3-pyrrolyl,4-isooxazolyl, 2-pyrimidinyl, 4-pyrimidinyl, 2-pyrazinyl,4-triazolyl, 5-tetrazolyl, 1-piperazinyl, 4-tetrahydropyranyl,2-1,3,4-oxadiazolyl, 4-1,2,3-thiadiazolyl,2-benzofuranyl, 2-benzothiazolyl, 2-indolyl, 3-indolyl, 5-benzimidazolyl and 2-1,2,3,4-tetrahydroisoquinolinyl.
[0070] A heterocyclic group having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur for G² is bonded to A⁴ at a carbon atom ornitrogen atom.
[0071] As more preferred examples of heterocyclic groupsfor G² having in the ring 1 to 4 atoms selected from thegroup consisting of oxygen, nitrogen and sulfur, whichbond to A⁴ at a carbon atom, there may be mentionedmonovalent monocyclic or bicyclic C_3-9 aromaticheterocyclic groups having in the ring 1 or 2 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms, such as furan, pyrrole, thiophene,pyrazole, oxazole, thiazole, isooxazole, isothiazole,pyrazole, imidazole, pyridine, pyrimidine, pyrazine,pyridazine, benzothiophene, benzofuran, 1,2-methylenedioxybenzene,benzimidazole, indole, quinoline,isoquinoline and quinazoline.
[0072] As preferred examples of heterocyclic groups for G²having in the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur which bond toA² at a nitrogen atom, there may be mentioned monovalentmonocyclic C_2-9 heterocyclic groups having in the ring 1or 2 atoms selected from the group consisting of oxygen,nitrogen and sulfur, such as pyrrolidine, piperidine,morpholine, thiomorpholine, homopiperidine,homopiperazine, 1,2,3,6-tetrahydropyridine andpiperazine. As more preferred examples of theheterocyclic groups for G² there may be mentionedmonovalent monocyclic C_4-6 heterocyclic groups having inthe ring 1 or 2 atoms selected from the group consistingof oxygen, nitrogen and sulfur, such as piperidine,homopiperidine, morpholine, homopiperazine andpiperazine.
[0073] As substituents for the substituted heterocyclicgroups having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogen and sulfur for G²,there may be mentioned one or more substituents selectedfrom the group consisting of fluorine, chlorine, bromine,iodine, hydroxyl, optionally substituted C_1-7 alkoxy, C_6-10aryloxy, C_7-9 aralkoxy, C_2-7 acyloxy, oxo, C_1-6alkylsulfonyloxy, optionally substituted C_2-7 acyl,carboxyl, C_2-7 alkoxycarbonyl, carbamoyl, optionallysubstituted C_2-7 alkylcarbamoyl, amino, optionallysubstituted C_1-6 alkylamino, optionally substituted C_2-7acylamino, C_2-8 alkoxycarbonylamino, C_1-6alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6alkylsulfinyl, C_1-6 alkylsulfonyl, sulfamoyl, C_1-6alkylaminosulfonyl, sulfo, optionally substituted C_3-6alicyclic hydrocarbon, optionally substituted C_1-6aliphatic hydrocarbon, optionally substituted C_6-14aromatic hydrocarbon and optionally substitutedheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur).
[0074] The definitions of the substituents for thesubstituted heterocyclic groups having in the ring 1 to 4atoms selected from the group consisting of oxygen,nitrogen and sulfur for G² are the same as thedefinitions of the substituents for the substituted C_1-10aliphatic hydrocarbon groups for G². As specificexamples of substituents for the substituted heterocyclicgroups having in the ring 1 to 4 atoms selected from thegroup consisting of oxygen, nitrogen and sulfur for G²there may be mentioned the same specific substituentsmentioned above for the substituted C_1-10 aliphatichydrocarbon groups for G².
[0075] The C_1-7 alkoxy, C_2-7 acyl, C_2-7 alkylcarbamoyl, C_1-6alkylamino, C_2-7 acylamino, C_3-6 alicyclic hydrocarbon, C_1-6aliphatic hydrocarbon, C_6-14 aromatic hydrocarbon andheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur) as substituents for the substituted heterocyclic groups for G² having in the ring 1 to 4atoms selected from the group consisting of oxygen,nitrogen and sulfur, may be in turn substituted with oneor more substituents selected from the group consistingof fluorine; chlorine; bromine; iodine; hydroxyl; C_1-6alkoxy groups such as methoxy, ethoxy, propoxy,isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy,pentyloxy and cyclopropyloxy; methoxymethyloxy; 2-methoxyethoxy;formyl; trifluoroacetyl; C_2-7 acyl groupssuch as acetyl, propionyl, butyryl, isobutyryl, valeryland isovaleryl; oxo; carboxyl; C_2-7 alkoxycarbonyl groupssuch as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl,isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl andt-butoxycarbonyl; carbamoyl; C_2-7 alkylcarbamoyl groupssuch as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl,N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl,N-propylcarbamoyl, N-isopropylcarbamoyl,N-butylcarbamoyl, N-cyclopropylcarbamoyland N-cyclopropylmethylcarbamoyl;amino; C_1-6 alkylamino groups such as methylamino,ethylamino, propylamino, isopropylamino, dimethylamino,N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino,cyclopropylamino andcyclopropylmethylamino; C_4-6 cyclic amino groups having inthe ring 1 or 2 atoms selected from the group consistingof oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl,piperazinyl, 4-methylpiperazinyl, piperidino andmorpholino; trifluoroacetylamino; C_1-7 acylamino groupssuch as formylamino, acetylamino, propionylamino,butyrylamino, isobutyrylamino and valerylamino; C_1-6alkylsulfonylamino groups such as methylsulfonylamino,ethylsulfonylamino, propylsulfonylamino andbutylsulfonylamino; nitro; cyano; C_1-6 alkyl groups suchas methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyland t-butyl; trifluoromethyl; and trifluoromethoxy.
[0076] The above is with the proviso that among thecombinations of A¹, A², G¹, A³, A⁴ and G² in formula (I) according to the invention, when A¹ is a single bond, A²,G¹, A³ and A⁴ are all single bonds.
[0077] Also, among the combinations of A¹, A², G¹, A³, A⁴ andG² in formula (I) according to the invention, when A¹ isnot a single bond and G¹ and A³ are both single bonds,the combination including A² and A⁴ is A¹-C(=O)-C(=O)-G²or A¹-C(=O)NR¹⁰¹-O-G² (where R¹⁰¹ has the same definition asabove).
[0078] Also, among the combinations of G¹, A³, A⁴ and G² informula (I) according to the invention, when A³represents a C_1-6 aliphatic hydrocarbon group having G¹and A⁴ bonded on the same or different carbon atoms andG² represents a substituted or unsubstituted C_1-10aliphatic hydrocarbon group, A⁴ is not a single bond.
[0079] In formula (I), A⁵ represents a single bond, or agroup binding R² and the carbon atom of the pyrrole ringto which A⁵ is bonded in the form of R²-NR²⁰¹-pyrrole ringcarbon (where R²⁰¹ represents hydrogen or a C_1-4 aliphatichydrocarbon group). As examples of C_1-4 aliphatichydrocarbon groups for R²⁰¹ when A⁵ is a group binding R²and the carbon atom of the pyrrole ring to which A⁵ isbonded in the form of R²-NR²⁰¹-pyrrole ring carbon (whereR²⁰¹ represents hydrogen or a C_1-4 aliphatic hydrocarbongroup), there may be mentioned the same ones as mentionedabove for R¹⁰¹ in A². As preferred examples for R¹⁰² theremay be mentioned hydrogen, methyl, ethyl and propyl, withhydrogen and methyl being particularly preferred.
[0080] As preferred examples for A⁵ there may be mentioneda single bond, -NH- and -N(CH₃)-. A single bond may bementioned as a particularly preferred example for A⁵.
[0081] R² in formula (I) above represents one groupselected from among the following 1) to 6): 1) Hydrogen. 2) Fluorine, chlorine, bromine or iodine. 3) A substituted or unsubstituted C_1-10 aliphatichydrocarbon group. (As substituents there may bementioned one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, hydroxyl,optionally substituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9aralkoxy, C_2-7 acyloxy, oxo, C_1-6 alkylsulfonyloxy,optionally substituted C_2-7 acyl, carboxyl, C_2-7alkoxycarbonyl, carbamoyl, optionally substituted C_2-7alkylcarbamoyl, amino, optionally substituted C_1-6alkylamino, optionally substituted C_2-7 acylamino, C_2-8alkoxycarbonylamino, C_1-6 alkylsulfonylamino, cyano,nitro, C_1-6 alkylthio, C_1-6 alkylsulfinyl, C_1-6alkylsulfonyl, sulfamoyl, C_1-6 alkylaminosulfonyl, sulfo,optionally substituted C_3-6 alicyclic hydrocarbons,optionally substituted C_1-6 aliphatic hydrocarbons,optionally substituted C_6-14 aromatic hydrocarbons andoptionally substituted heterocyclic groups (having in thering 1 to 4 atoms selected from the group consisting ofoxygen, nitrogen and sulfur).) 4) A substituted or unsubstituted C_3-8 alicyclichydrocarbon group. (As substituents there may bementioned one or more selected from the group consistingof fluorine, chlorine, bromine, iodine, hydroxyl,optionally substituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9aralkoxy, C_2-7 acyloxy, oxo, C_1-6 alkylsulfonyloxy,optionally substituted C_2-7 acyl, carboxyl, C_2-7alkoxycarbonyl, carbamoyl, optionally substituted C_2-7alkylcarbamoyl, amino, optionally substituted C_1-6alkylamino, optionally substituted C_2-7 acylamino, C_2-8alkoxycarbonylamino, C_1-6 alkylsulfonylamino, cyano,nitro, C_1-6 alkylthio, C_1-6 alkylsulfinyl, C_1-6alkylsulfonyl, sulfamoyl, C_1-6 alkylaminosulfonyl, sulfo,optionally substituted C_3-6 alicyclic hydrocarbons,optionally substituted C_1-6 aliphatic hydrocarbons,optionally substituted C_6-14 aromatic hydrocarbons andoptionally substituted heterocyclic groups (having in thering 1 to 4 atoms selected from the group consisting ofoxygen, nitrogen and sulfur).) 5) A substituted or unsubstituted C_6-14 aromatichydrocarbon group. (As substituents there may be mentioned one or more selected from the group consistingof fluorine, chlorine, bromine, iodine, hydroxyl,optionally substituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9aralkoxy, C_2-7 acyloxy, oxo, C_1-6 alkylsulfonyloxy,optionally substituted C_2-7 acyl, carboxyl, C_2-7alkoxycarbonyl, carbamoyl, optionally substituted C_2-7alkylcarbamoyl, amino, optionally substituted C_1-6alkylamino, optionally substituted C_2-7 acylamino, C_2-8alkoxycarbonylamino, C_1-6 alkylsulfonylamino, cyano,nitro, C_1-6 alkylthio, C_1-6 alkylsulfinyl, C_1-6alkylsulfonyl, sulfamoyl, C_1-6 alkylaminosulfonyl, sulfo,optionally substituted C_3-6 alicyclic hydrocarbons,optionally substituted C_1-6 aliphatic hydrocarbons,optionally substituted C_6-14 aromatic hydrocarbons andoptionally substituted heterocyclic groups (having in thering 1 to 4 atoms selected from the group consisting ofoxygen, nitrogen and sulfur).) 6) A substituted or unsubstituted heterocyclic grouphaving in the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur. (Assubstituents there may be mentioned one or more selectedfrom the group consisting of fluorine, chlorine, bromine,iodine, hydroxyl, optionally substituted C_1-7 alkoxy, C_6-10aryloxy, C_7-9 aralkoxy, C_2-7 acyloxy, oxo, C_1-6alkylsulfonyloxy, optionally substituted C_2-7 acyl,carboxyl, C_2-7 alkoxycarbonyl, carbamoyl, optionallysubstituted C_2-7 alkylcarbamoyl, amino, optionallysubstituted C_1-6 alkylamino, optionally substituted C_2-7acylamino, C_2-8 alkoxycarbonylamino, C_1-6alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6alkylsulfinyl, C_1-6 alkylsulfonyl, sulfamoyl, C_1-6alkylaminosulfonyl, sulfo, optionally substituted C_3-6alicyclic hydrocarbons, optionally substituted C_1-6aliphatic hydrocarbons, optionally substituted C_6-14aromatic hydrocarbons and optionally substitutedheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogen and sulfur).)
[0082] When R² in formula (I) is fluorine, chlorine,bromine or iodine, there may be mentioned as preferablechlorine and bromine.
[0083] As examples of C_1-10 aliphatic hydrocarbon groups forR² when R² in formula (I) represents a substituted orunsubstituted C_1-10 aliphatic hydrocarbon group, there maybe mentioned the same ones as mentioned above as examplesfor C_1-10 aliphatic hydrocarbon groups for G². Aspreferred examples of C_1-10 aliphatic hydrocarbon groupsfor R² there may be mentioned methyl, ethyl, isopropyl,butyl, t-butyl, t-pentyl, vinyl, 2-propenyl and 2-propynyl.
[0084] As substituents for the substituted C_1-10 aliphatichydrocarbon groups for R² there may be mentioned one ormore substituents selected from the group consisting offluorine, chlorine, bromine, iodine, hydroxyl, optionallysubstituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9 aralkoxy, C_2-7acyloxy, oxo, C_1-6 alkylsulfonyloxy, optionallysubstituted C_2-7 acyl, carboxyl, C_2-7 alkoxycarbonyl,carbamoyl, optionally substituted C_2-7 alkylcarbamoyl,amino, optionally substituted C_1-6 alkylamino, optionallysubstituted C_2-7 acylamino, C_2-8 alkoxycarbonylamino, C_1-6alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6alkylsulfinyl, C_1-6 alkylsulfonyl, sulfamoyl, C_1-6alkylaminosulfonyl, sulfo, optionally substituted C_3-6alicyclic hydrocarbon, optionally substituted C_1-6aliphatic hydrocarbon, optionally substituted C_6-14aromatic hydrocarbon and optionally substitutedheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur).
[0085] The definitions of the substituents for thesubstituted C_1-10 aliphatic hydrocarbon groups for R² arethe same as the above-mentioned definitions of thesubstituents for the substituted C_1-10 aliphatichydrocarbon groups for G². As specific examples of substituents for the substituted C_1-10 aliphatichydrocarbon groups for R² there may be mentioned the samespecific substituents mentioned above for the substitutedC_1-10 aliphatic hydrocarbon groups for G².
[0086] The C_1-7 alkoxy, C_2-7 acyl, C_2-7 alkylcarbamoyl, C_1-6alkylamino, C_2-7 acylamino, C_3-6 alicyclic hydrocarbon, C_1-6aliphatic hydrocarbon, C_6-14 aromatic hydrocarbon andheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur) as substituents for the substituted C_1-10aliphatic hydrocarbon groups for R², may be in turnsubstituted with one or more substituents selected fromthe group consisting of fluorine; chlorine; bromine;iodine; hydroxyl; C_1-6 alkoxy groups such as methoxy,ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy,t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy;2-methoxyethoxy; formyl; trifluoroacetyl; C_2-7 acyl groupssuch as acetyl, propionyl, butyryl, isobutyryl, valeryland isovaleryl; oxo; carboxyl; C_2-7 alkoxycarbonyl groupssuch as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl,isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl andt-butoxycarbonyl; carbamoyl; C_2-7 alkylcarbamoyl groupssuch as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl,N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl,N-propylcarbamoyl, N-isopropylcarbamoyl,N-butylcarbamoyl, N-cyclopropylcarbamoyland N-cyclopropylmethylcarbamoyl;amino; C_1-6 alkylamino groups such as methylamino,ethylamino, propylamino, isopropylamino, dimethylamino,N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino,cyclopropylamino andcyclopropylmethylamino; C_4-6 cyclic amino groups having inthe ring 1 or 2 atoms selected from the group consistingof oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl,piperazinyl, 4-methylpiperazinyl, piperidino andmorpholino; trifluoroacetylamino; C_1-7 acylamino groupssuch as formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino and valerylamino; C_1-6alkylsulfonylamino groups such as methylsulfonylamino,ethylsulfonylamino, propylsulfonylamino andbutylsulfonylamino; nitro; cyano; C_1-6 alkyl groups suchas methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyland t-butyl; trifluoromethyl; and trifluoromethoxy.
[0087] As examples of C_3-8 alicyclic hydrocarbon groups forR², when R² in formula (I) represents a substituted orunsubstituted C_3-8 alicyclic hydrocarbon group, there maybe mentioned the same ones as mentioned above as examplesfor the C_3-8 alicyclic hydrocarbon groups for G². Aspreferred examples of C_3-8 alicyclic hydrocarbon groupsfor R² there may be mentioned cyclopropyl, cyclobutyl,cyclopentyl and cyclohexyl.
[0088] As substituents for the substituted C_3-8 alicyclichydrocarbon groups for R² there may be mentioned one ormore substituents selected from the group consisting offluorine, chlorine, bromine, iodine, hydroxyl, optionallysubstituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9 aralkoxy, C_2-7acyloxy, oxo, C_1-6 alkylsulfonyloxy, optionallysubstituted C_2-7 acyl, carboxyl, C_2-7 alkoxycarbonyl,carbamoyl, optionally substituted C_2-7 alkylcarbamoyl,amino, optionally substituted C_1-6 alkylamino, optionallysubstituted C_2-7 acylamino, C_2-8 alkoxycarbonylamino, C_1-6alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6alkylsulfinyl, C_1-6 alkylsulfonyl, sulfamoyl, C_1-6alkylaminosulfonyl, sulfo, optionally substituted C_3-6alicyclic hydrocarbon, optionally substituted C_1-6aliphatic hydrocarbon, optionally substituted C_6-14aromatic hydrocarbon and optionally substitutedheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur).
[0089] The definitions of the substituents for thesubstituted C_3-8 alicyclic hydrocarbon groups for R² arethe same as the above-mentioned definitions of thesubstituents for the substituted C_1-10 aliphatic hydrocarbon groups for G². As specific examples ofsubstituents for the substituted C_3-8 alicyclichydrocarbon groups for R² there may be mentioned the samespecific substituents mentioned above for the substitutedC_1-10 aliphatic hydrocarbon groups for G².
[0090] The C_1-7 alkoxy, C_2-7 acyl, C_2-7 alkylcarbamoyl, C_1-6alkylamino, C_2-7 acylamino, C_3-6 alicyclic hydrocarbon, C_1-6aliphatic hydrocarbon, C_6-14 aromatic hydrocarbon andheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur) as substituents for the substituted C_3-8alicyclic hydrocarbon groups for R², may be in turnsubstituted with one or more substituents selected fromthe group consisting of fluorine; chlorine; bromine;iodine; hydroxyl; C_1-6 alkoxy groups such as methoxy,ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy,t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy;2-methoxyethoxy; formyl; trifluoroacetyl; C_2-7 acyl groupssuch as acetyl, propionyl, butyryl, isobutyryl, valeryland isovaleryl; oxo; carboxyl; C_2-7 alkoxycarbonyl groupssuch as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl,isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl andt-butoxycarbonyl; carbamoyl; C_2-7 alkylcarbamoyl groupssuch as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl,N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl,N-propylcarbamoyl, N-isopropylcarbamoyl,N-butylcarbamoyl, N-cyclopropylcarbamoyland N-cyclopropylmethylcarbamoyl;amino; C_1-6 alkylamino groups such as methylamino,ethylamino, propylamino, isopropylamino, dimethylamino,N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino,cyclopropylamino andcyclopropylmethylamino; C_4-6 cyclic amino groups having inthe ring 1 or 2 atoms selected from the group consistingof oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl,piperazinyl, 4-methylpiperazinyl, piperidino andmorpholino; trifluoroacetylamino; C_1-7 acylamino groups such as formylamino, acetylamino, propionylamino,butyrylamino, isobutyrylamino and valerylamino; C_1-6alkylsulfonylamino groups such as methylsulfonylamino,ethylsulfonylamino, propylsulfonylamino andbutylsulfonylamino; nitro; cyano; C_1-6 alkyl groups suchas methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyland t-butyl; trifluoromethyl; and trifluoromethoxy.
[0091] As C_6-14 aromatic hydrocarbon groups for R² when R² informula (I) represents a substituted or unsubstituted C_6-14aromatic hydrocarbon group, there may be mentioned thesame ones as mentioned above as examples for the C_6-14aromatic hydrocarbon groups for G². Phenyl may bementioned as a preferred example of a C_6-14 aromatichydrocarbon group for R².
[0092] As substituents for the substituted C_6-14 aromatichydrocarbon groups for R² there may be mentioned one ormore substituents selected from the group consisting offluorine, chlorine, bromine, iodine, hydroxyl, optionallysubstituted C_1-7 alkoxy, C_6-10 aryloxy, C_7-9 aralkoxy, C_2-7acyloxy, oxo, C_1-6 alkylsulfonyloxy, optionallysubstituted C_2-7 acyl, carboxyl, C_2-7 alkoxycarbonyl,carbamoyl, optionally substituted C_2-7 alkylcarbamoyl,amino, optionally substituted C_1-6 alkylamino, optionallysubstituted C_2-7 acylamino, C_2-8 alkoxycarbonylamino, C_1-6alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6alkylsulfinyl, C_1-6 alkylsulfonyl, sulfamoyl, C_1-6alkylaminosulfonyl, sulfo, optionally substituted C_3-6alicyclic hydrocarbon, optionally substituted C_1-6aliphatic hydrocarbon, optionally substituted C_6-14aromatic hydrocarbon and optionally substitutedheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur).
[0093] The definitions of the substituents for thesubstituted C_6-14 aromatic hydrocarbon groups for R² arethe same as the above-mentioned definitions of thesubstituents for the substituted C_1-10 aliphatic hydrocarbon groups for G². As specific examples ofsubstituents for the substituted C_6-14 aromatichydrocarbon groups for R² there may be mentioned the samespecific substituents mentioned above for the substitutedC_1-10 aliphatic hydrocarbon groups for G².
[0094] The C_1-7 alkoxy, C_2-7 acyl, C_2-7 alkylcarbamoyl, C_1-6alkylamino, C_2-7 acylamino, C_3-6 alicyclic hydrocarbon, C_1-6aliphatic hydrocarbon, C_6-14 aromatic hydrocarbon andheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur) as substituents for the substituted C_6-14aromatic hydrocarbon groups for R², may be in turnsubstituted with one or more substituents selected fromthe group consisting of fluorine; chlorine; bromine;iodine; hydroxyl; C_1-6 alkoxy groups such as methoxy,ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy,t-butoxy, pentyloxy and cyclopropyloxy; methoxymethyloxy;2-methoxyethoxy; formyl; trifluoroacetyl; C_2-7 acyl groupssuch as acetyl, propionyl, butyryl, isobutyryl, valeryland isovaleryl; oxo; carboxyl; C_2-7 alkoxycarbonyl groupssuch as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl,isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl andt-butoxycarbonyl; carbamoyl; C_2-7 alkylcarbamoyl groupssuch as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl,N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl,N-propylcarbamoyl, N-isopropylcarbamoyl,N-butylcarbamoyl, N-cyclopropylcarbamoyland N-cyclopropylmethylcarbamoyl;amino; C_1-6 alkylamino groups such as methylamino,ethylamino, propylamino, isopropylamino, dimethylamino,N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino,cyclopropylamino andcyclopropylmethylamino; C_4-6 cyclic amino groups having inthe ring 1 or 2 atoms selected from the group consistingof oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl,piperazinyl, 4-methylpiperazinyl, piperidino andmorpholino; trifluoroacetylamino; C_1-7 acylamino groups such as formylamino, acetylamino, propionylamino,butyrylamino, isobutyrylamino and valerylamino; C_1-6alkylsulfonylamino groups such as methylsulfonylamino,ethylsulfonylamino, propylsulfonylamino andbutylsulfonylamino; nitro; cyano; C_1-6 alkyl groups suchas methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyland t-butyl; trifluoromethyl; and trifluoromethoxy.
[0095] As examples of heterocyclic groups having in thering 1 to 4 atoms selected from the group consisting ofoxygen, nitrogen and sulfur for R², when R² in formula(I) represents a substituted or unsubstitutedheterocyclic group having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur, there may be mentioned the same ones asmentioned above as examples for the heterocyclic grouphaving in the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur for G². Aheterocyclic group for R² having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur is bonded to A⁵ at a carbon atom or nitrogenatom.
[0096] As preferred examples of heterocyclic groups havingin the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur, which bond toA⁵ at a carbon atom, there may be mentioned monocyclic orbicyclic C_3-9 aromatic heterocyclic groups having in thering 1 to 3 atoms selected from the group consisting ofoxygen, nitrogen and sulfur atoms, such as furyl,thienyl, pyrrolyl, pyrazolyl, oxazolyl, isooxazolyl,thiazolyl, isothiazolyl, imidazolyl, pyridyl, pyrazinyl,pyrimidinyl, pyridazinyl, benzofuranyl, indolyl,benzothienyl, quinolyl, isoquinolyl, quinazolyl,benzimidazolyl and benzooxazolyl. As more preferredgroups there may be mentioned monocyclic or bicyclic C_3-9aromatic heterocyclic groups having in the ring 1 or 2atoms selected from the group consisting of oxygen,nitrogen and sulfur atoms, such as 2-furyl, 2-thienyl, 2-pyrrolyl, 2-imidazolyl, 5-imidazolyl, 2-oxazolyl, 5-oxazolyl,5-isooxazolyl, 2-thiazolyl, 5-thiazolyl, 5-isothiazolyl,3-isothiazolyl, 2-pyridyl, 2-pyrimidinyl,2-benzofuranyl and 2-benzothiophenyl. Particularlypreferred among these groups are monocyclic C_3-5 aromaticheterocyclic groups having in the ring 1 to 2 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms, among which 2-furyl, 2-thienyl and 2-pyrrolylare especially preferred.
[0097] As preferred examples of heterocyclic groups havingin the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur which bond toA⁵ at a nitrogen atom, there may be mentioned 1-pyrrolidinyl,piperidino, morpholino, 1-homopiperidinyland 1-piperazinyl. When the heterocyclic group having inthe ring 1 to 4 atoms selected from the group consistingof oxygen, nitrogen and sulfur for R² bonds to A⁵ at anitrogen atom, A⁵ is a single bond.
[0098] As substituents for the substituted heterocyclicgroups having in the ring 1 to 4 atoms selected from thegroup consisting of oxygen, nitrogen and sulfur for R²,there may be mentioned one or more substituents selectedfrom the group consisting of fluorine, chlorine, bromine,iodine, hydroxyl, optionally substituted C_1-7 alkoxy, C_6-10aryloxy, C_7-9 aralkoxy, C_2-7 acyloxy, oxo, C_1-6alkylsulfonyloxy, optionally substituted C_2-7 acyl,carboxyl, C_2-7 alkoxycarbonyl, carbamoyl, optionallysubstituted C_2-7 alkylcarbamoyl, amino, optionallysubstituted C_1-6 alkylamino, optionally substituted C_2-7acylamino, C_2-8 alkoxycarbonylamino, C_1-6alkylsulfonylamino, cyano, nitro, C_1-6 alkylthio, C_1-6alkylsulfinyl, C_1-6 alkylsulfonyl, sulfamoyl, C_1-6alkylaminosulfonyl, sulfo, optionally substituted C_3-6alicyclic hydrocarbon, optionally substituted C_1-6aliphatic hydrocarbon, optionally substituted C_6-14aromatic hydrocarbon and optionally substitutedheterocyclic groups (having in the ring 1 to 4 atoms selected from the group consisting of oxygen, nitrogenand sulfur).
[0099] The definitions of the substituents for thesubstituted heterocyclic groups having in the ring 1 to 4atoms selected from the group consisting of oxygen,nitrogen and sulfur for R² are the same as the above-mentioneddefinitions of the substituents for thesubstituted C_1-10 aliphatic hydrocarbon groups for G². Asspecific examples of substituents for the substitutedheterocyclic groups having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur for R², there may be mentioned the samespecific substituents mentioned above for the substitutedC_1-10 aliphatic hydrocarbon groups for G².
[0100] The C_1-7 alkoxy, C_2-7 acyl, C_2-7 alkylcarbamoyl, C_1-6alkylamino, C_2-7 acylamino, C_3-6 alicyclic hydrocarbon, C_1-6aliphatic hydrocarbon, C_6-14 aromatic hydrocarbon andheterocyclic groups (having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur) as substituents for the substitutedheterocyclic groups having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms for R², may be in turn substituted withone or more substituents selected from the groupconsisting of fluorine; chlorine; bromine; iodine;hydroxyl; C_1-6 alkoxy groups such as methoxy, ethoxy,propoxy, isopropoxy, butoxy, isobutoxy, s-butoxy, t-butoxy,pentyloxy and cyclopropyloxy; methoxymethyloxy;2-methoxyethoxy; formyl; trifluoroacetyl; C_2-7 acyl groupssuch as acetyl, propionyl, butyryl, isobutyryl, valeryland isovaleryl; oxo; carboxyl; C_2-7 alkoxycarbonyl groupssuch as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl,isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl andt-butoxycarbonyl; carbamoyl; C_2-7 alkylcarbamoyl groupssuch as N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-ethylcarbamoyl,N-ethyl-N-methylcarbamoyl, N,N-diethylcarbamoyl,N-propylcarbamoyl, N-isopropylcarbamoyl, N-butylcarbamoyl, N-cyclopropylcarbamoyland N-cyclopropylmethylcarbamoyl;amino; C_1-6 alkylamino groups such as methylamino,ethylamino, propylamino, isopropylamino, dimethylamino,N-ethylmethylamino, diethylamino, N-methylpropylamino, N-methylisopropylamino,cyclopropylamino andcyclopropylmethylamino; C_4-6 cyclic amino groups having inthe ring 1 or 2 atoms selected from the group consistingof oxygen, nitrogen and sulfur, such as 1-pyrrolidinyl,piperazinyl, 4-methylpiperazinyl, piperidino andmorpholino; trifluoroacetylamino; C_1-7 acylamino groupssuch as formylamino, acetylamino, propionylamino,butyrylamino, isobutyrylamino and valerylamino; C_1-6alkylsulfonylamino groups such as methylsulfonylamino,ethylsulfonylamino, propylsulfonylamino andbutylsulfonylamino; nitro; cyano; C_1-6 alkyl groups suchas methyl, ethyl, propyl, isopropyl, butyl, isobutyl, s-butyland t-butyl; trifluoromethyl; and trifluoromethoxy.
[0101] Among the examples mentioned as substituents for thesubstituted heterocyclic groups having in the ring 1 to 4atoms selected from the group consisting of oxygen,nitrogen and sulfur for R² according to the invention,the following may be mentioned as preferred: fluorine;chlorine; bromine; iodine; hydroxyl; cyano; nitro; amino;substituted or unsubstituted C_1-6 mono or dialkylaminogroups composed of linear or branched alkyl groups andamino groups, such as methylamino, ethylamino,propylamino, isopropylamino, butylamino, isobutylamino,s-butylamino, t-butylamino, pentylamino, hexylamino,dimethylamino, N-ethylmethylamino, diethylamino, N-methylpropylamino,N-methylisopropylamino, N-methylbutylamino,N-methyl-t-butylamino, N-ethylisopropylamino,dipropylamino, diisopropylamino andethylbutylamino; carboxyl; substituted or unsubstitutedsaturated C_1-6 alkyl groups such as methyl, ethyl, propyl,isopropyl, butyl, isobutyl, s-butyl, t-butyl, pentyl,isopentyl, neopentyl, t-pentyl, hexyl, isohexyl, 2-methylpentyl and 1-ethylbutyl; C_3-6 alicyclic hydrocarbonssuch as cyclopropyl, cyclobutyl, cyclopentyl andcyclohexyl; substituted or unsubstituted C_1-6 alkoxygroups composed of linear or branched alkyl groups andoxy groups, such as methoxy, ethoxy, propoxy, isopropoxy,butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy,isopentyloxy, neopentyloxy, t-pentyloxy and hexyloxy;substituted or unsubstituted C_2-7 acyl groups such asacetyl, propionyl, butyryl, isobutyryl, pivaloyl andhexanoyl; C_1-6 alkylthio groups such as methylthio,ethylthio, propylthio, isopropylthio, butylthio,isobutylthio, s-butylthio, t-butylthio, pentylthio andhexylthio; trifluoromethyl; trifluoromethoxy; substitutedor unsubstituted C_2-7 acylamino groups such asacetylamino, propionylamino, butyrylamino,isobutyrylamino, valerylamino and hexanoylamino; andsubstituted or unsubstituted C_2-7 alkylcarbamoyl groupscomposed of linear or branched alkyl groups and carbamoylgroups, such as N-methylcarbamoyl, N-ethylcarbamoyl, N-propylcarbamoyl,N-isopropylcarbamoyl, N-butylcarbamoyl,N-isobutylcarbamoyl, N-s-butylcarbamoyl, N-t-butylcarbamoyl,N-pentylcarbamoyl, N,N-dimethylcarbamoyl,N-ethyl-N-methylcarbamoyl and N,N-diethylcarbamoyl.
[0102] As more preferred examples of substituents for thesubstituted heterocyclic groups having in the ring 1 to 4atoms selected from the group consisting of oxygen,nitrogen and sulfur for R², there may be mentionedfluorine, chlorine, bromine, substituted or unsubstitutedC_1-6 alkyl groups, hydroxyl, and substituted orunsubstituted C_1-6 alkoxy groups.
[0103] Among the combinations of R² and A⁵ in formula (I)according to the invention, when R² is fluorine,chlorine, bromine or iodine, A⁵ is a single bond.
[0104] As preferred examples of combinations of R² and A⁵in formula (I) according to the invention, there may bementioned combinations wherein A⁵ is a single bond and R²is a substituted or unsubstituted cyclopropyl, or A⁵ is a single bond and R² is a substituted or unsubstitutedmonocyclic C_3-5 aromatic heterocyclic group having in thering 1 or 2 atoms selected from the group consisting ofoxygen, nitrogen and sulfur. That is, the grouprepresented by R²-A⁵- is preferably a substituted orunsubstituted cyclopropyl or a monocyclic C_3-5 aromaticheterocyclic group having in the ring 1 or 2 atomsselected from the group consisting of oxygen, nitrogenand sulfur, such as substituted or unsubstituted 2-furyl,substituted or unsubstituted 2-thienyl, substituted orunsubstituted 2-pyrrolyl, substituted or unsubstituted 2-imidazolyl,substituted or unsubstituted 5-imidazolyl,substituted or unsubstituted 2-oxazolyl, substituted orunsubstituted 5-oxazolyl, substituted or unsubstituted 5-isooxazolyl,substituted or unsubstituted 2-thiazolyl,substituted or unsubstituted 5-thiazolyl, substituted orunsubstituted 5-isothiazolyl, substituted orunsubstituted 3-isothiazolyl, substituted orunsubstituted 2-pyridyl or substituted or unsubstituted2-pyrimidinyl. Particularly preferred among these are 2-furyl,2-thienyl and 2-pyrrolyl, and they are preferablysubstituted with fluorine, chlorine, bromine, substitutedor unsubstituted C_1-6 alkyl, hydroxyl or substituted orunsubstituted C_1-6 alkoxy.
[0105] As preferred combinations of -G¹-A³-A⁴-G² in thepyrrolo[3,2-d]pyrimidine derivatives of formula (I)above, there may be mentioned the groups represented byK1-K822 shown in Figs. 1 to 24 below. In the structuralformulas, the symbol "---" indicates the binding site forA² and -G¹-A³-A⁴-G².
[0106] As preferred combinations for -A⁵-R² of thepyrrolo[3,2-d]pyrimidine derivatives of formula (I)above, there may be mentioned the groups represented byJ1-J243 shown in Figs. 25 to 31 below, and the groupsrepresented by N1-N158 shown in Figs. 32 to 36 below. Inthe structural formulas, the symbol "---" indicates thebinding site for a pyrrole ring carbon and -A⁵-R².
[0107] As specific examples of pyrrolo[3,2-d]pyrimidinederivatives of formula (I) above, there may be mentionedcompounds having the groups listed in Tables 1 to 214below as A¹, compounds having the groups listed in Tables1 to 214 below as A², compounds having the groupsrepresented by K1-K822 shown in Figs. 1 to 24 above as-G¹-A³-A⁴-G², compounds having the groups represented byJ1-J243 shown in Figs. 25 to 31 above or the groupsrepresented by N1-N158 shown in Figs. 32 to 36 above as-A⁵-R², compounds having the groups listed in Tables 1 to214 below as X, and compounds comprising any desiredcombinations thereof.
[0108] As specific preferred examples there may bementioned the compounds listed in Tables 1 to 214 below.
[0109] The groups K1-K822, J1-J243 and N1-N158 in Tables 1to 214 below are the respective substituents as definedin Figs. 1 to 36 above. Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0001 single bond single bond K240 J1 O 1-0002 single bond single bond K240 J3 O 1-0003 single bond single bond K240 J3 S 1-0004 single bond single bond K240 J6 O 1-0005 single bond single bond K240 J7 O 1-0006 single bond single bond K240 J8 O 1-0007 single bond single bond K240 J9 O 1-0008 single bond single bond K240 J9 S 1-0009 single bond single bond K240 J10 O 1-0010 single bond single bond K240 J10 S 1-0011 single bond single bond K240 J11 S 1-0012 single bond single bond K240 J11 O 1-0013 single bond single bond K240 J12 O 1-0014 single bond single bond K240 J13 O 1-0015 single bond single bond K240 J14 O 1-0016 single bond single bond K240 J14 S 1-0017 single bond single bond K240 J15 O 1-0018 single bond single bond K240 J16 O 1-0019 single bond single bond K240 J16 S 1-0020 single bond single bond K240 J17 O 1-0021 single bond single bond K240 J18 O 1-0022 single bond single bond K240 J19 O 1-0023 single bond single bond K240 J20 O 1-0024 single bond single bond K240 J21 O 1-0025 single bond single bond K240 J22 O 1-0026 single bond single bond K240 J22 S 1-0027 single bond single bond K240 J23 S 1-0028 single bond single bond K240 J23 O 1-0029 single bond single bond K240 J24 O 1-0030 single bond single bond K240 J24 S 1-0031 single bond single bond K240 J25 O 1-0032 single bond single bond K240 J25 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0033 single bond single bond K240 J26 O 1-0034 single bond single bond K240 J26 S 1-0035 single bond single bond K240 J27 O 1-0036 single bond single bond K240 J28 O 1-0037 single bond single bond K240 J28 S 1-0038 single bond single bond K240 J29 O 1-0039 single bond single bond K240 J29 S 1-0040 single bond single bond K240 J30 O 1-0041 single bond single bond K240 J31 O 1-0042 single bond single bond K240 J32 O 1-0043 single bond single bond K240 J33 O 1-0044 single bond single bond K240 J34 O 1-0045 single bond single bond K240 J34 S 1-0046 single bond single bond K240 J35 O 1-0047 single bond single bond K240 J35 S 1-0048 single bond single bond K240 J36 O 1-0049 single bond single bond K240 J37 O 1-0050 single bond single bond K240 J37 S 1-0051 single bond single bond K240 J38 O 1-0052 single bond single bond K240 J39 O 1-0053 single bond single bond K240 J40 O 1-0054 single bond single bond K240 J41 O 1-0055 single bond single bond K240 J42 O 1-0056 single bond single bond K240 J43 O 1-0057 single bond single bond K240 J43 S 1-0058 single bond single bond K240 J44 O 1-0059 single bond single bond K240 J45 O 1-0060 single bond single bond K240 J46 O 1-0061 single bond single bond K240 J47 O 1-0062 single bond single bond K240 J48 O 1-0063 single bond single bond K240 J49 O 1-0064 single bond single bond K240 J50 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0065 single bond single bond K240 J51 O 1-0066 single bond single bond K240 J52 O 1-0067 single bond single bond K240 J53 O 1-0068 single bond single bond K240 J54 O 1-0069 single bond single bond K240 J55 O 1-0070 single bond single bond K240 J56 O 1-0071 single bond single bond K240 J56 S 1-0072 single bond single bond K240 J57 O 1-0073 single bond single bond K240 J58 O 1-0074 single bond single bond K240 J59 O 1-0075 single bond single bond K240 J60 O 1-0076 single bond single bond K240 J61 O 1-0077 single bond single bond K240 J62 O 1-0078 single bond single bond K240 J63 O 1-0079 single bond single bond K240 J63 S 1-0080 single bond single bond K240 J64 O 1-0081 single bond single bond K240 J65 O 1-0082 single bond single bond K240 J66 O 1-0083 single bond single bond K240 J67 O 1-0084 single bond single bond K240 J68 O 1-0085 single bond single bond K240 J69 O 1-0086 single bond single bond K240 J70 O 1-0087 single bond single bond K240 J70 S 1-0088 single bond single bond K240 J71 O 1-0089 single bond single bond K240 J72 O 1-0090 single bond single bond K240 J73 O 1-0091 single bond single bond K240 J74 O 1-0092 single bond single bond K240 J75 O 1-0093 single bond single bond K240 J76 O 1-0094 single bond single bond K240 J84 O 1-0095 single bond single bond K240 J84 S 1-0096 single bond single bond K240 J92 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0097 single bond single bond K240 J92 S 1-0098 -CH₂- single bond K240 J4 O 1-0099 -CH₂- single bond K240 J4 S 1-0100 -CH₂- single bond K240 J9 O 1-0101 -CH₂- single bond K240 J9 S 1-0102 -CH₂- single bond K240 J77 O 1-0103 -(CH₂)₃- single bond K240 J9 O 1-0104 -(CH₂)₃- single bond K240 J77 O 1-0105 -(CH₂)₃- single bond K240 J77 S 1-0106 -CH₂-CH(CH₃)-CH₂- single bond K240 J9 O 1-0107 -CH₂-CH(CH₃)-CH₂- single bond K240 J77 O 1-0108 -CH₂-CH(CH₃)-CH₂- single bond K240 J77 S 1-0109 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J4 O 1-0110 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J4 S 1-0111 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J6 O 1-0112 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J6 S 1-0113 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J9 O 1-0114 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J9 S 1-0115 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J23 O 1-0116 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J23 S 1-0117 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J41 O 1-0118 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J41 S 1-0119 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J52 O 1-0120 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J52 S 1-0121 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J77 O 1-0122 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J77 S 1-0123 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J84 O 1-0124 -(CH₂)₂-CH(CH₃)-CH₂- single bond K240 J84 S 1-0125 -CH₂-CH(CH₃)-(CH₂)₂- single bond K240 J9 O 1-0126 -CH₂-CH(CH₃)-(CH₂)₂- single bond K240 J9 S 1-0127 -CH₂-CH(CH₃)-(CH₂)₂- single bond K240 J77 O 1-0128 -CH₂-C(CH₃)₂-CH₂- single bond K240 J9 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0129 -CH₂-C(CH₃)₂-CH₂- single bond K240 J9 S 1-0130 -(CH₂)₄- single bond K1 J2 O 1-0131 -(CH₂)₄- single bond K1 J4 O 1-0132 -(CH₂)₄- single bond K1 J9 O 1-0133 -(CH₂)₄- single bond K1 J9 S 1-0134 -(CH₂)₄- single bond K1 J77 O 1-0135 -(CH₂)₄- single bond K1 J77 S 1-0136 -(CH₂)₂-C(CH₃)₂-CH₂- single bond K240 J9 O 1-0137 -(CH₂)₂-C(CH₃)₂-CH₂- single bond K240 J9 S 1-0138 -(CH₂)₄- single bond K87 J96 O 1-0139 -(CH₂)₄- single bond K87 J96 S 1-0140 -(CH₂)₄- single bond K87 J104 O 1-0141 -(CH₂)₄- single bond K87 J104 S 1-0142 -(CH₂)₄- single bond K87 J117 O 1-0143 -(CH₂)₄- single bond K87 J117 S 1-0144 single bond single bond K6 J9 O 1-0145 single bond single bond K6 J77 O 1-0146 single bond single bond K14 J1 O 1-0147 -(CH₂)₂- -NH- K240 J4 O 1-0148 -(CH₂)₂- -NH- K240 J4 S 1-0149 -(CH₂)₂- -NH- K240 J6 O 1-0150 -(CH₂)₂- -NH- K240 J6 S 1-0151 -(CH₂)₂- -NH- K240 J9 O 1-0152 -(CH₂)₂- -NH- K240 J12 O 1-0153 -(CH₂)₂- -NH- K240 J12 S 1-0154 -(CH₂)₂- -NH- K240 J23 O 1-0155 -(CH₂)₂- -NH- K240 J23 S 1-0156 -(CH₂)₂- -NH- K240 J41 O 1-0157 -(CH₂)₂- -NH- K240 J41 S 1-0158 -(CH₂)₂- -NH- K240 J52 O 1-0159 -(CH₂)₂- -NH- K240 J52 S 1-0160 -(CH₂)₂- -NH- K240 J84 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0161 -(CH₂)₂- -NH- K240 J84 S 1-0162 -(CH₂)₃- -NH- K240 J3 O 1-0163 -(CH₂)₃- -NH- K240 J3 S 1-0164 -(CH₂)₃- -NH- K240 J9 O 1-0165 -(CH₂)₃- -NH- K240 J10 O 1-0166 -(CH₂)₃- -NH- K240 J10 S 1-0167 -(CH₂)₃- -NH- K240 J22 O 1-0168 -(CH₂)₃- -NH- K240 J22 S 1-0169 -(CH₂)₃- -NH- K240 J28 O 1-0170 -(CH₂)₃- -NH- K240 J28 S 1-0171 -(CH₂)₃- -NH- K240 J43 O 1-0172 -(CH₂)₃- -NH- K240 J43 S 1-0173 -(CH₂)₃- -NH- K240 J84 O 1-0174 -(CH₂)₃- -NH- K240 J84 S 1-0175 -(CH₂)₃- -NH- K240 J92 O 1-0176 -(CH₂)₃- -NH- K240 J92 S 1-0177 -(CH₂)₂- -O- K240 J4 O 1-0178 -(CH₂)₂- -O- K240 J4 S 1-0179 -(CH₂)₂- -O- K240 J6 O 1-0180 -(CH₂)₂- -O- K240 J6 S 1-0181 -(CH₂)₂- -O- K240 J9 O 1-0182 -(CH₂)₂- -O- K240 J12 O 1-0183 -(CH₂)₂- -O- K240 J12 S 1-0184 -(CH₂)₂- -O- K240 J23 O 1-0185 -(CH₂)₂- -O- K240 J23 S 1-0186 -(CH₂)₂- -O- K240 J41 O 1-0187 -(CH₂)₂- -O- K240 J41 S 1-0188 -(CH₂)₂- -O- K240 J52 O 1-0189 -(CH₂)₂- -O- K240 J52 S 1-0190 -(CH₂)₂- -O- K240 J84 O 1-0191 -(CH₂)₂- -O- K240 J84 S 1-0192 -(CH₂)₃- -O- K240 J3 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0193 -(CH₂)₃- -O- K240 J3 S 1-0194 -(CH₂)₃- -O- K240 J9 O 1-0195 -(CH₂)₃- -O- K240 J10 O 1-0196 -(CH₂)₃- -O- K240 J10 S 1-0197 -(CH₂)₃- -O- K240 J22 O 1-0198 -(CH₂)₃- -O- K240 J22 S 1-0199 -(CH₂)₃- -O- K240 J28 O 1-0200 -(CH₂)₃- -O- K240 J28 S 1-0201 -(CH₂)₃- -O- K240 J43 O 1-0202 -(CH₂)₃- -O- K240 J43 S 1-0203 -(CH₂)₃- -O- K240 J84 O 1-0204 -(CH₂)₃- -O- K240 J84 S 1-0205 -(CH₂)₃- -O- K240 J92 O 1-0206 -(CH₂)₃- -O- K240 J92 S 1-0207 -(CH₂)₂- -O- K1 J9 O 1-0208 -(CH₂)₂- -O- K1 J9 S 1-0209 -(CH₂)₂- -O- K1 J77 O 1-0210 -(CH₂)₂- -O- K2 J4 O 1-0211 -(CH₂)₂- -O- K2 J4 S 1-0212 -(CH₂)₂- -O- K2 J6 O 1-0213 -(CH₂)₂- -O- K2 J6 S 1-0214 -(CH₂)₂- -O- K2 J9 O 1-0215 -(CH₂)₂- -O- K2 J9 S 1-0216 -(CH₂)₂- -O- K2 J23 O 1-0217 -(CH₂)₂- -O- K2 J23 S 1-0218 -(CH₂)₂- -O- K2 J41 O 1-0219 -(CH₂)₂- -O- K2 J41 S 1-0220 -(CH₂)₂- -O- K2 J52 O 1-0221 -(CH₂)₂- -O- K2 J52 S 1-0222 -(CH₂)₂- -O- K2 J77 O 1-0223 -(CH₂)₂- -O- K2 J84 O 1-0224 -(CH₂)₂- -O- K2 J84 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0225 -(CH₂)₃- -O- K1 J2 O 1-0226 -(CH₂)₃- -O- K1 J4 O 1-0227 -(CH₂)₃- -O- K1 J9 O 1-0228 -(CH₂)₃- -O- K1 J9 S 1-0229 -(CH₂)₃- -O- K1 J77 O 1-0230 -(CH₂)₃- -O- K1 J77 S 1-0231 -(CH₂)₃- -O- K2 J2 O 1-0232 -(CH₂)₃- -O- K2 J4 O 1-0233 -(CH₂)₃- -O- K2 J4 S 1-0234 -(CH₂)₃- -O- K2 J9 O 1-0235 -(CH₂)₃- -O- K2 J9 S 1-0236 -(CH₂)₃- -O- K2 J77 O 1-0237 -(CH₂)₃- -O- K2 J77 S 1-0238 -(CH₂)₃- -O- K4 J2 O 1-0239 -(CH₂)₃- -O- K4 J2 S 1-0240 -(CH₂)₃- -O- K4 J3 O 1-0241 -(CH₂)₃- -O- K4 J3 S 1-0242 -(CH₂)₃- -O- K4 J11 S 1-0243 -(CH₂)₃- -O- K4 J4 O 1-0244 -(CH₂)₃- -O- K4 J4 S 1-0245 -(CH₂)₃- -O- K4 J5 O 1-0246 -(CH₂)₃- -O- K4 J5 S 1-0247 -(CH₂)₃- -O- K4 J9 O 1-0248 -(CH₂)₃- -O- K4 J9 S 1-0249 -(CH₂)₃- -O- K4 J22 O 1-0250 -(CH₂)₃- -O- K4 J22 S 1-0251 -(CH₂)₃- -O- K4 J28 O 1-0252 -(CH₂)₃- -O- K4 J28 S 1-0253 -(CH₂)₃- -O- K4 J77 O 1-0254 -(CH₂)₃- -O- K4 J77 S 1-0255 -(CH₂)₃- -O- K4 J84 O 1-0256 -(CH₂)₃- -O- K4 J84 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0257 -(CH₂)₃- -O- K4 J96 O 1-0258 -(CH₂)₃- -O- K4 J96 S 1-0259 -(CH₂)₃- -O- K4 J104 O 1-0260 -(CH₂)₃- -O- K4 J104 S 1-0261 -(CH₂)₃- -O- K4 J117 O 1-0262 -(CH₂)₃- -O- K4 J117 S 1-0263 -(CH₂)₃- -S- K1 J9 O 1-0264 -(CH₂)₃- -S- K1 J9 S 1-0265 -(CH₂)₃- -S- K1 J77 O 1-0266 -(CH₂)₃- -S- K87 J119 O 1-0267 -(CH₂)₃- -S- K87 J119 S 1-0268 -(CH₂)₃- -S- K87 J123 O 1-0269 -(CH₂)₃- -S- K87 J123 S 1-0270 -(CH₂)₃- -S- K87 J125 O 1-0271 -(CH₂)₃- -S- K87 J125 S 1-0272 -CH₂- single bond K530 J9 O 1-0273 -CH₂- single bond K530 J9 S 1-0274 -CH₂- single bond K6 J9 O 1-0275 -CH₂- single bond K6 J9 S 1-0276 -CH₂- single bond K8 J4 O 1-0277 -CH₂- single bond K8 J4 S 1-0278 -CH₂- single bond K8 J6 O 1-0279 -CH₂- single bond K8 J6 S 1-0280 -CH₂- single bond K8 J9 O 1-0281 -CH₂- single bond K8 J9 S 1-0282 -CH₂- single bond K8 J23 O 1-0283 -CH₂- single bond K8 J23 S 1-0284 -CH₂- single bond K8 J41 O 1-0285 -CH₂- single bond K8 J41 S 1-0286 -CH₂- single bond K8 J52 O 1-0287 -CH₂- single bond K8 J52 S 1-0288 -CH₂- single bond K8 J77 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0289 -CH₂- single bond K8 J77 S 1-0290 -CH₂- single bond K8 J84 O 1-0291 -CH₂- single bond K8 J84 S 1-0292 -CH₂- single bond K460 J9 O 1-0293 -CH₂- single bond K460 J9 S 1-0294 -CH₂- single bond K460 J77 O 1-0295 -CH₂- single bond K460 J77 S 1-0296 -CH₂- single bond K463 J9 O 1-0297 -CH₂- single bond K463 J9 S 1-0298 -CH₂- single bond K463 J77 O 1-0299 -(CH₂)₂- single bond K464 J9 O 1-0300 -CH₂- single bond K11 J1 O 1-0301 -CH₂- single bond K11 J1 S 1-0302 -CH₂- single bond K11 J2 O 1-0303 -CH₂- single bond K11 J3 O 1-0304 -CH₂- single bond K11 J3 S 1-0305 -CH₂- single bond K11 J4 O 1-0306 -CH₂- single bond K11 J5 O 1-0307 -CH₂- single bond K11 J9 O 1-0308 -CH₂- single bond K11 J9 S 1-0309 -CH₂- single bond K11 J77 O 1-0310 -CH₂- single bond K11 J77 S 1-0311 -(CH₂)₂- single bond K11 J9 O 1-0312 -(CH₂)₂- single bond K11 J9 S 1-0313 -(CH₂)₂- single bond K11 J77 O 1-0314 -(CH₂)₂- single bond K11 J77 S 1-0315 -(CH₂)₃- single bond K11 J2 O 1-0316 -(CH₂)₃- single bond K11 J2 S 1-0317 -(CH₂)₃- single bond K11 J3 S 1-0318 -(CH₂)₃- single bond K11 J4 O 1-0319 -(CH₂)₃- single bond K11 J5 S 1-0320 -(CH₂)₃- single bond K11 J9 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0321 -(CH₂)₃- single bond K11 J9 S 1-0322 -(CH₂)₃- single bond K11 J77 O 1-0323 -(CH₂)₃- single bond K11 J77 S 1-0324 -(CH₂)₃- single bond K11 J3 O 1-0325 -(CH₂)₃- single bond K11 J5 O 1-0326 -(CH₂)₄- single bond K11 J9 O 1-0327 -CH₂- single bond K468 J9 O 1-0328 -CH₂- single bond K468 J9 S 1-0329 -CH₂- single bond K14 J6 O 1-0330 -CH₂- single bond K283 J4 O 1-0331 -CH₂- single bond K283 J4 S 1-0332 -CH₂- single bond K283 J6 O 1-0333 -CH₂- single bond K283 J6 S 1-0334 -CH₂- single bond K283 J9 O 1-0335 -CH₂- single bond K283 J12 O 1-0336 -CH₂- single bond K283 J12 S 1-0337 -CH₂- single bond K283 J23 O 1-0338 -CH₂- single bond K283 J23 S 1-0339 -CH₂- single bond K283 J41 O 1-0340 -CH₂- single bond K283 J41 S 1-0341 -CH₂- single bond K283 J52 O 1-0342 -CH₂- single bond K283 J52 S 1-0343 -CH₂- single bond K283 J84 O 1-0344 -CH₂- single bond K283 J84 S 1-0345 -CH₂- single bond K24 J9 O 1-0346 -(CH₂)₂- single bond K283 J9 O 1-0347 -(CH₂)₂- single bond K14 J3 O 1-0348 -(CH₂)₂- single bond K14 J3 S 1-0349 -(CH₂)₂- single bond K14 J9 O 1-0350 -(CH₂)₂- single bond K14 J10 O 1-0351 -(CH₂)₂- single bond K14 J10 S 1-0352 -(CH₂)₂- single bond K14 J22 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0353 -(CH₂)₂- single bond K14 J22 S 1-0354 -(CH₂)₂- single bond K14 J28 O 1-0355 -(CH₂)₂- single bond K14 J28 S 1-0356 -(CH₂)₂- single bond K14 J43 O 1-0357 -(CH₂)₂- single bond K14 J43 S 1-0358 -(CH₂)₂- single bond K14 J84 O 1-0359 -(CH₂)₂- single bond K14 J84 S 1-0360 -(CH₂)₂- single bond K14 J92 O 1-0361 -(CH₂)₂- single bond K14 J92 S 1-0362 -(CH₂)₂- single bond K24 J9 O 1-0363 -(CH₂)₂- single bond K478 J119 O 1-0364 -(CH₂)₂- single bond K478 J119 S 1-0365 -(CH₂)₂- single bond K478 J123 O 1-0366 -(CH₂)₂- single bond K478 J123 S 1-0367 -(CH₂)₂- single bond K478 J125 O 1-0368 -(CH₂)₂- single bond K478 J125 S 1-0369 -(CH₂)₂- -O- K11 J2 O 1-0370 -(CH₂)₂- -O- K11 J4 O 1-0371 -(CH₂)₂- -O- K11 J9 O 1-0372 -(CH₂)₂- -O- K11 J9 S 1-0373 -(CH₂)₂- -O- K37 J96 O 1-0374 -(CH₂)₂- -O- K37 J96 S 1-0375 -(CH₂)₂- -O- K37 J104 O 1-0376 -(CH₂)₂- -O- K37 J104 S 1-0377 -(CH₂)₂- -O- K37 J117 O 1-0378 -(CH₂)₂- -O- K37 J117 S 1-0379 -(CH₂)₃- -O- K477 J3 O 1-0380 -(CH₂)₃- -O- K477 J3 S 1-0381 -(CH₂)₃- -O- K477 J10 O 1-0382 -(CH₂)₃- -O- K477 J10 S 1-0383 -(CH₂)₃- -O- K477 J22 O 1-0384 -(CH₂)₃- -O- K477 J22 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0385 -(CH₂)₃- -O- K477 J28 O 1-0386 -(CH₂)₃- -O- K477 J28 S 1-0387 -(CH₂)₃- -O- K477 J43 O 1-0388 -(CH₂)₃- -O- K477 J43 S 1-0389 -(CH₂)₃- -O- K477 J84 O 1-0390 -(CH₂)₃- -O- K477 J84 S 1-0391 -(CH₂)₃- -O- K477 J92 O 1-0392 -(CH₂)₃- -O- K477 J92 S 1-0393 -CH₂- single bond K60 J9 O 1-0394 -CH₂- single bond K60 J9 S 1-0395 -CH₂- single bond K60 J77 O 1-0396 -CH₂- single bond K60 J77 S 1-0397 -CH₂- single bond K62 J9 O 1-0398 -CH₂- single bond K62 J77 O 1-0399 -CH₂- single bond K499 J9 O 1-0400 -CH₂- single bond K499 J77 O 1-0401 -CH₂- single bond K510 J3 O 1-0402 -CH₂- single bond K510 J3 S 1-0403 -CH₂- single bond K510 J10 O 1-0404 -CH₂- single bond K510 J10 S 1-0405 -CH₂- single bond K510 J22 O 1-0406 -CH₂- single bond K510 J22 S 1-0407 -CH₂- single bond K510 J28 O 1-0408 -CH₂- single bond K510 J28 S 1-0409 -CH₂- single bond K510 J43 O 1-0410 -CH₂- single bond K510 J43 S 1-0411 -CH₂- single bond K510 J84 O 1-0412 -CH₂- single bond K510 J84 S 1-0413 -CH₂- single bond K510 J92 O 1-0414 -CH₂- single bond K510 J92 S 1-0415 -(CH₂)₂- single bond K62 J9 O 1-0416 -(CH₂)₂- single bond K62 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0417 -(CH₂)₂- single bond K62 J77 O 1-0418 -(CH₂)₂- single bond K525 J4 O 1-0419 -(CH₂)₂- single bond K525 J4 S 1-0420 -(CH₂)₂- single bond K525 J6 O 1-0421 -(CH₂)₂- single bond K525 J6 S 1-0422 -(CH₂)₂- single bond K525 J12 O 1-0423 -(CH₂)₂- single bond K525 J12 S 1-0424 -(CH₂)₂- single bond K525 J23 O 1-0425 -(CH₂)₂- single bond K525 J23 S 1-0426 -(CH₂)₂- single bond K525 J41 O 1-0427 -(CH₂)₂- single bond K525 J41 S 1-0428 -(CH₂)₂- single bond K525 J52 O 1-0429 -(CH₂)₂- single bond K525 J52 S 1-0430 -(CH₂)₂- single bond K525 J84 O 1-0431 -(CH₂)₂- single bond K525 J84 S 1-0432 -(CH₂)₄- single bond K528 J119 O 1-0433 -(CH₂)₄- single bond K528 J119 S 1-0434 -(CH₂)₄- single bond K528 J123 O 1-0435 -(CH₂)₄- single bond K528 J123 S 1-0436 -(CH₂)₄- single bond K528 J125 O 1-0437 -(CH₂)₄- single bond K528 J125 S 1-0438 -CH₂- single bond K529 J9 O 1-0439 -(CH₂)₂- -NH- K240 J1 S 1-0440 -(CH₂)₂- -NH- K240 J3 S 1-0441 -(CH₂)₂- -NH- K240 J9 S 1-0442 -(CH₂)₂- -NH- K240 J10 S 1-0443 -(CH₂)₂- -NH- K240 J14 S 1-0444 -(CH₂)₂- -NH- K240 J19 S 1-0445 -(CH₂)₂- -NH- K240 J22 S 1-0446 -(CH₂)₂- -NH- K240 J25 S 1-0447 -(CH₂)₂- -NH- K240 J29 S 1-0448 -(CH₂)₂- -NH- K240 J57 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0449 -(CH₂)₂- -NH- K240 J59 S 1-0450 -(CH₂)₂- -NH- K240 J70 S 1-0451 -(CH₂)₂- -NH- K240 J72 S 1-0452 -(CH₂)₂- -NH- K240 J74 S 1-0453 -(CH₂)₂- -NH- K240 J75 S 1-0454 -(CH₂)₂- -NH- K240 J77 S 1-0455 -(CH₂)₂- -NH- K240 J78 S 1-0456 -(CH₂)₂- -NH- K240 J126 S 1-0457 -(CH₂)₂- -NH- K240 J129 S 1-0458 -(CH₂)₂- -NH- K240 J130 S 1-0459 -(CH₂)₂- -NH- K240 J138 S 1-0460 -(CH₂)₂- -NH- K240 J140 S 1-0461 -(CH₂)₂- -NH- K240 J151 S 1-0462 -(CH₂)₂- -NH- K240 J165 S 1-0463 -(CH₂)₂- -NH- K240 J168 S 1-0464 -(CH₂)₂- -NH- K240 J174 S 1-0465 -(CH₂)₂- -NH- K240 J176 S 1-0466 -(CH₂)₂- -NH- K240 J177 S 1-0467 -(CH₂)₂- -NH- K240 J178 S 1-0468 -(CH₂)₂- -NH- K240 J185 S 1-0469 -(CH₂)₂- -NH- K240 J191 S 1-0470 -(CH₂)₂- -NH- K240 J193 S 1-0471 -(CH₂)₂- -NH- K240 J195 S 1-0472 -(CH₂)₂- -NH- K240 J197 S 1-0473 -(CH₂)₂- -O- K2 J19 S 1-0474 -(CH₂)₂- -O- K2 J70 S 1-0475 -(CH₂)₂- -O- K2 J78 S 1-0476 -(CH₂)₂- -O- K2 J126 S 1-0477 -(CH₂)₂- -O- K2 J129 S 1-0478 -(CH₂)₂- -O- K2 J130 S 1-0479 -(CH₂)₂- -O- K2 J138 S 1-0480 -(CH₂)₂- -O- K2 J185 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0481 -(CH₂)₂- -O- K4 J9 S 1-0482 -(CH₂)₂- -O- K4 J126 S 1-0483 -(CH₂)₂- -O- K4 J129 S 1-0484 -(CH₂)₂- -O- K4 J130 S 1-0485 -(CH₂)₂- -O- K4 J138 S 1-0486 -(CH₂)₂- -O- K4 J140 S 1-0487 -(CH₂)₂- -O- K240 J9 S 1-0488 -(CH₂)₂- -O- K240 J70 S 1-0489 -(CH₂)₂- -O- K240 J78 S 1-0490 -(CH₂)₂- -O- K240 J130 S 1-0491 -(CH₂)₂- -O- K240 J138 S 1-0492 -(CH₂)₂- -O- K240 J185 S 1-0493 -(CH₂)₂- single bond K603 J9 S 1-0494 -(CH₂)₂- single bond K603 J140 S 1-0495 -(CH₂)₂- single bond K604 J9 S 1-0496 -(CH₂)₂- single bond K604 J126 S 1-0497 -(CH₂)₂- single bond K605 J9 S 1-0498 -(CH₂)₂- single bond K605 J129 S 1-0499 -(CH₂)₂- single bond K615 J9 S 1-0500 -(CH₂)₂- single bond K615 J130 S 1-0501 -(CH₂)₂- single bond K616 J9 S 1-0502 -(CH₂)₂- single bond K616 J138 S 1-0503 -(CH₂)₃- -NH- K240 J9 S 1-0504 -(CH₂)₃- -NH- K240 J126 S 1-0505 -(CH₂)₃- -NH- K240 J129 S 1-0506 -(CH₂)₃- -NH- K240 J130 S 1-0507 -(CH₂)₃- -NH- K240 J138 S 1-0508 -(CH₂)₃- -NH- K240 J140 S 1-0509 -(CH₂)₃- -O- K1 J22 S 1-0510 -(CH₂)₃- -O- K2 J22 S 1-0511 -(CH₂)₃- -O- K4 J1 S 1-0512 -(CH₂)₃- -O- K4 J10 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0513 -(CH₂)₃- -O- K4 J10 O 1-0514 -(CH₂)₃- -O- K4 J19 S 1-0515 -(CH₂)₃- -O- K4 J57 S 1-0516 -(CH₂)₃- -O- K4 J70 S 1-0517 -(CH₂)₃- -O- K4 J71 S 1-0518 -(CH₂)₃- -O- K4 J78 S 1-0519 -(CH₂)₃- -O- K4 J126 S 1-0520 -(CH₂)₃- -O- K4 J126 O 1-0521 -(CH₂)₃- -O- K4 J129 S 1-0522 -(CH₂)₃- -O- K4 J129 O 1-0523 -(CH₂)₃- -O- K4 J130 S 1-0524 -(CH₂)₃- -O- K4 J134 S 1-0525 -(CH₂)₃- -O- K4 J138 S 1-0526 -(CH₂)₃- -O- K4 J140 S 1-0527 -(CH₂)₃- -O- K4 J178 S 1-0528 -(CH₂)₂- -O- K4 J178 S 1-0529 -(CH₂)₃- -O- K4 J185 S 1-0530 -(CH₂)₃- -O- K4 J186 S 1-0531 -(CH₂)₃- -O- K4 J187 S 1-0532 -(CH₂)₃- -O- K4 J189 S 1-0533 -(CH₂)₃- -O- K4 J190 S 1-0534 -(CH₂)₃- -O- K4 J191 S 1-0535 -(CH₂)₃- -O- K4 J192 S 1-0536 -(CH₂)₃- -O- K4 J193 S 1-0537 -(CH₂)₃- -O- K11 J9 S 1-0538 -(CH₂)₃- -O- K11 J126 S 1-0539 -(CH₂)₃- -O- K11 J129 S 1-0540 -(CH₂)₃- -O- K11 J130 S 1-0541 -(CH₂)₃- -O- K11 J138 S 1-0542 -(CH₂)₃- -O- K11 J140 S 1-0543 -(CH₂)₃- -O- K34 J9 S 1-0544 -(CH₂)₃- -O- K34 J126 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0545 -(CH₂)₃- -O- K34 J129 S 1-0546 -(CH₂)₃- -O- K34 J130 S 1-0547 -(CH₂)₃- -O- K34 J138 S 1-0548 -(CH₂)₃- -O- K34 J140 S 1-0549 -(CH₂)₃- -O- K49 J9 S 1-0550 -(CH₂)₃- -O- K49 J126 S 1-0551 -(CH₂)₃- -O- K49 J129 S 1-0552 -(CH₂)₃- -O- K49 J130 S 1-0553 -(CH₂)₃- -O- K49 J138 S 1-0554 -(CH₂)₃- -O- K49 J140 S 1-0555 -(CH₂)₃- -O- K103 J9 S 1-0556 -(CH₂)₃- -O- K103 J126 S 1-0557 -(CH₂)₃- -O- K103 J129 S 1-0558 -(CH₂)₃- -O- K103 J130 S 1-0559 -(CH₂)₃- -O- K103 J138 S 1-0560 -(CH₂)₃- -O- K103 J140 S 1-0561 -(CH₂)₃- -O- K240 J9 S 1-0562 -(CH₂)₃- -O- K240 J70 S 1-0563 -(CH₂)₃- -O- K240 J78 S 1-0564 -(CH₂)₃- -O- K240 J130 S 1-0565 -(CH₂)₃- -O- K240 J138 S 1-0566 -(CH₂)₃- -O- K240 J185 S 1-0567 -(CH₂)₃- -O- K723 J9 S 1-0568 -(CH₂)₃- -O- K723 J126 S 1-0569 -(CH₂)₃- -O- K723 J129 S 1-0570 -(CH₂)₃- -O- K723 J130 S 1-0571 -(CH₂)₃- -O- K723 J138 S 1-0572 -(CH₂)₃- -O- K723 J140 S 1-0573 -(CH₂)₃- -O- K725 J9 S 1-0574 -(CH₂)₃- -O- K725 J126 S 1-0575 -(CH₂)₃- -O- K725 J129 S 1-0576 -(CH₂)₃- -O- K725 J130 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0577 -(CH₂)₃- -O- K725 J138 S 1-0578 -(CH₂)₃- -O- K725 J140 S 1-0579 -(CH₂)₃- -O- K99 J9 S 1-0580 -(CH₂)₃- -O- K99 J126 S 1-0581 -(CH₂)₃- -O- K99 J129 S 1-0582 -(CH₂)₃- -O- K99 J130 S 1-0583 -(CH₂)₃- -O- K99 J138 S 1-0584 -(CH₂)₃- -O- K99 J140 S 1-0585 -(CH₂)₃- single bond K603 J9 S 1-0586 -(CH₂)₃- single bond K604 J9 S 1-0587 -(CH₂)₃- single bond K605 J9 S 1-0588 -(CH₂)₃- single bond K606 J9 S 1-0589 single bond single bond K1 J1 S 1-0590 single bond single bond K1 J3 S 1-0591 single bond single bond K1 J6 S 1-0592 single bond single bond K1 J9 S 1-0593 single bond single bond K1 J10 S 1-0594 single bond single bond K1 J14 S 1-0595 single bond single bond K1 J19 S 1-0596 single bond single bond K1 J22 S 1-0597 single bond single bond K1 J25 S 1-0598 single bond single bond K1 J29 S 1-0599 single bond single bond K1 J57 S 1-0600 single bond single bond K1 J59 S 1-0601 single bond single bond K1 J70 S 1-0602 single bond single bond K1 J71 S 1-0603 single bond single bond K1 J72 S 1-0604 single bond single bond K1 J74 S 1-0605 single bond single bond K1 J75 S 1-0606 single bond single bond K1 J77 S 1-0607 single bond single bond K1 J78 S 1-0608 single bond single bond K1 J105 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0609 single bond single bond K1 J126 S 1-0610 single bond single bond K1 J129 S 1-0611 single bond single bond K1 J130 S 1-0612 single bond single bond K1 J134 S 1-0613 single bond single bond K1 J138 S 1-0614 single bond single bond K1 J140 S 1-0615 single bond single bond K1 J151 S 1-0616 single bond single bond K1 J165 S 1-0617 single bond single bond K1 J168 S 1-0618 single bond single bond K1 J174 S 1-0619 single bond single bond K1 J176 S 1-0620 single bond single bond K1 J177 S 1-0621 single bond single bond K1 J178 S 1-0622 single bond single bond K1 J185 S 1-0623 single bond single bond K1 J191 S 1-0624 single bond single bond K1 J194 S 1-0625 single bond single bond K1 J195 S 1-0626 single bond single bond K1 J197 S 1-0627 single bond single bond K2 J9 S 1-0628 single bond single bond K2 J10 S 1-0629 single bond single bond K2 J14 S 1-0630 single bond single bond K2 J19 S 1-0631 single bond single bond K2 J22 S 1-0632 single bond single bond K2 J57 S 1-0633 single bond single bond K2 J59 S 1-0634 single bond single bond K2 J70 S 1-0635 single bond single bond K2 J72 S 1-0636 single bond single bond K2 J74 S 1-0637 single bond single bond K2 J75 S 1-0638 single bond single bond K2 J77 S 1-0639 single bond single bond K2 J78 S 1-0640 single bond single bond K2 J126 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0641 single bond single bond K2 J129 S 1-0642 single bond single bond K2 J130 S 1-0643 single bond single bond K2 J138 S 1-0644 single bond single bond K2 J140 S 1-0645 single bond single bond K2 J151 S 1-0646 single bond single bond K2 J174 S 1-0647 single bond single bond K2 J176 S 1-0648 single bond single bond K2 J177 S 1-0649 single bond single bond K2 J178 S 1-0650 single bond single bond K2 J185 S 1-0651 single bond single bond K2 J191 S 1-0652 single bond single bond K2 J194 S 1-0653 single bond single bond K2 J195 S 1-0654 single bond single bond K2 J197 S 1-0655 single bond single bond K3 J9 S 1-0656 single bond single bond K3 J70 S 1-0657 single bond single bond K3 J78 S 1-0658 single bond single bond K3 J130 S 1-0659 single bond single bond K3 J138 S 1-0660 single bond single bond K3 J185 S 1-0661 single bond single bond K4 J9 S 1-0662 single bond single bond K4 J70 S 1-0663 single bond single bond K4 J78 S 1-0664 single bond single bond K4 J130 S 1-0665 single bond single bond K4 J138 S 1-0666 single bond single bond K4 J185 S 1-0667 single bond single bond K99 J22 S 1-0668 single bond single bond K103 J22 S 1-0669 single bond single bond K240 J1 S 1-0670 single bond single bond K240 J6 S 1-0671 single bond single bond K240 J12 S 1-0672 single bond single bond K240 J13 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0673 single bond single bond K240 J15 S 1-0674 single bond single bond K240 J17 S 1-0675 single bond single bond K240 J18 S 1-0676 single bond single bond K240 J19 S 1-0677 -(CH₂)₃- single bond K240 J19 S 1-0678 single bond single bond K240 J20 S 1-0679 single bond single bond K240 J21 S 1-0680 single bond single bond K240 J27 S 1-0681 single bond single bond K240 J30 S 1-0682 single bond single bond K240 J31 S 1-0683 single bond single bond K240 J32 S 1-0684 single bond single bond K240 J33 S 1-0685 single bond single bond K240 J36 S 1-0686 single bond single bond K240 J39 S 1-0687 single bond single bond K240 J41 S 1-0688 single bond single bond K240 J42 S 1-0689 single bond single bond K240 J44 S 1-0690 single bond single bond K240 J45 S 1-0691 single bond single bond K240 J46 S 1-0692 single bond single bond K240 J48 S 1-0693 single bond single bond K240 J49 S 1-0694 single bond single bond K240 J50 S 1-0695 single bond single bond K240 J51 S 1-0696 single bond single bond K240 J52 S 1-0697 single bond single bond K240 J55 S 1-0698 single bond single bond K240 J57 S 1-0699 single bond single bond K240 J58 S 1-0700 single bond single bond K240 J59 S 1-0701 single bond single bond K240 J61 S 1-0702 single bond single bond K240 J62 S 1-0703 single bond single bond K240 J64 S 1-0704 single bond single bond K240 J66 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0705 single bond single bond K240 J67 S 1-0706 single bond single bond K240 J68 S 1-0707 single bond single bond K240 J69 S 1-0708 single bond single bond K240 J71 S 1-0709 single bond single bond K240 J72 S 1-0710 single bond single bond K240 J74 S 1-0711 -(CH₂)₃- single bond K240 J74 S 1-0712 single bond single bond K240 J75 S 1-0713 single bond single bond K240 J77 S 1-0714 single bond single bond K240 J78 S 1-0715 single bond single bond K240 J90 S 1-0716 single bond single bond K240 J126 S 1-0717 single bond single bond K240 J129 S 1-0718 single bond single bond K240 J130 S 1-0719 single bond single bond K240 J138 S 1-0720 single bond single bond K240 J140 S 1-0721 single bond single bond K240 J143 S 1-0722 single bond single bond K240 J145 S 1-0723 single bond single bond K240 J146 S 1-0724 single bond single bond K240 J147 S 1-0725 single bond single bond K240 J148 S 1-0726 single bond single bond K240 J149 S 1-0727 single bond single bond K240 J150 S 1-0728 single bond single bond K240 J151 S 1-0729 single bond single bond K240 J153 S 1-0730 single bond single bond K240 J154 S 1-0731 single bond single bond K240 J155 S 1-0732 single bond single bond K240 J156 S 1-0733 single bond single bond K240 J157 S 1-0734 single bond single bond K240 J158 S 1-0735 single bond single bond K240 J159 S 1-0736 single bond single bond K240 J163 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0737 single bond single bond K240 J165 S 1-0738 single bond single bond K240 J168 S 1-0739 single bond single bond K240 J169 S 1-0740 single bond single bond K240 J170 S 1-0741 single bond single bond K240 J171 S 1-0742 single bond single bond K240 J172 S 1-0743 single bond single bond K240 J173 S 1-0744 single bond single bond K240 J174 S 1-0745 single bond single bond K240 J176 S 1-0746 single bond single bond K240 J177 S 1-0747 single bond single bond K240 J178 S 1-0748 single bond single bond K240 J179 S 1-0749 single bond single bond K240 J180 S 1-0750 single bond single bond K240 J181 S 1-0751 single bond single bond K240 J182 S 1-0752 single bond single bond K240 J183 S 1-0753 single bond single bond K240 J184 S 1-0754 single bond single bond K240 J185 S 1-0755 single bond single bond K240 J191 S 1-0756 single bond single bond K240 J194 S 1-0757 single bond single bond K240 J195 S 1-0758 single bond single bond K240 J197 S 1-0759 single bond single bond K281 J9 S 1-0760 single bond single bond K660 J3 S 1-0761 -CH₂- single bond K11 J126 S 1-0762 -CH₂- single bond K11 J129 S 1-0763 -CH₂- single bond K11 J130 S 1-0764 -CH₂- single bond K11 J138 S 1-0765 -CH₂- single bond K11 J140 S 1-0766 -(CH₂)₂- single bond K11 J126 S 1-0767 -(CH₂)₂- single bond K11 J129 S 1-0768 -(CH₂)₂- single bond K11 J130 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0769 -(CH₂)₂- single bond K11 J138 S 1-0770 -(CH₂)₂- single bond K11 J140 S 1-0771 -(CH₂)₃- single bond K11 J126 S 1-0772 -(CH₂)₃- single bond K11 J129 S 1-0773 -(CH₂)₃- single bond K11 J130 S 1-0774 -(CH₂)₃- single bond K11 J138 S 1-0775 -(CH₂)₃- single bond K11 J140 S 1-0776 -(CH₂)₂- -NH- K240 J1 O 1-0777 -(CH₂)₂- -NH- K240 J3 O 1-0778 -(CH₂)₂- -NH- K240 J10 O 1-0779 -(CH₂)₂- -NH- K240 J14 O 1-0780 -(CH₂)₂- -NH- K240 J19 O 1-0781 -(CH₂)₂- -NH- K240 J22 O 1-0782 -(CH₂)₂- -NH- K240 J25 O 1-0783 -(CH₂)₂- -NH- K240 J29 O 1-0784 -(CH₂)₂- -NH- K240 J57 O 1-0785 -(CH₂)₂- -NH- K240 J59 O 1-0786 -(CH₂)₂- -NH- K240 J70 O 1-0787 -(CH₂)₂- -NH- K240 J72 O 1-0788 -(CH₂)₂- -NH- K240 J74 O 1-0789 -(CH₂)₂- -NH- K240 J75 O 1-0790 -(CH₂)₂- -NH- K240 J77 O 1-0791 -(CH₂)₂- -NH- K240 J78 O 1-0792 -(CH₂)₂- -NH- K240 J126 O 1-0793 -(CH₂)₂- -NH- K240 J129 O 1-0794 -(CH₂)₂- -NH- K240 J130 O 1-0795 -(CH₂)₂- -NH- K240 J138 O 1-0796 -(CH₂)₂- -NH- K240 J140 O 1-0797 -(CH₂)₂- -NH- K240 J151 O 1-0798 -(CH₂)₂- -NH- K240 J165 O 1-0799 -(CH₂)₂- -NH- K240 J168 O 1-0800 -(CH₂)₂- -NH- K240 J174 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0801 -(CH₂)₂- -NH- K240 J176 O 1-0802 -(CH₂)₂- -NH- K240 J177 O 1-0803 -(CH₂)₂- -NH- K240 J178 O 1-0804 -(CH₂)₂- -NH- K240 J185 O 1-0805 -(CH₂)₂- -NH- K240 J191 O 1-0806 -(CH₂)₂- -NH- K240 J193 O 1-0807 -(CH₂)₂- -NH- K240 J195 O 1-0808 -(CH₂)₂- -NH- K240 J197 O 1-0809 -(CH₂)₂- -O- K2 J19 O 1-0810 -(CH₂)₂- -O- K2 J70 O 1-0811 -(CH₂)₂- -O- K2 J78 O 1-0812 -(CH₂)₂- -O- K2 J126 O 1-0813 -(CH₂)₂- -O- K2 J129 O 1-0814 -(CH₂)₂- -O- K2 J130 O 1-0815 -(CH₂)₂- -O- K2 J138 O 1-0816 -(CH₂)₂- -O- K2 J185 O 1-0817 -(CH₂)₂- -O- K4 J9 O 1-0818 -(CH₂)₂- -O- K4 J126 O 1-0819 -(CH₂)₂- -O- K4 J129 O 1-0820 -(CH₂)₂- -O- K4 J130 O 1-0821 -(CH₂)₂- -O- K4 J138 O 1-0822 -(CH₂)₂- -O- K4 J140 O 1-0823 -(CH₂)₂- -O- K240 J70 O 1-0824 -(CH₂)₂- -O- K240 J78 O 1-0825 -(CH₂)₂- -O- K240 J130 O 1-0826 -(CH₂)₂- -O- K240 J138 O 1-0827 -(CH₂)₂- -O- K240 J185 O 1-0828 -(CH₂)₂- single bond K603 J9 O 1-0829 -(CH₂)₂- single bond K603 J140 O 1-0830 -(CH₂)₂- single bond K604 J9 O 1-0831 -(CH₂)₂- single bond K604 J126 O 1-0832 -(CH₂)₂- single bond K605 J9 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0833 -(CH₂)₂- single bond K605 J129 O 1-0834 -(CH₂)₂- single bond K615 J9 O 1-0835 -(CH₂)₂- single bond K615 J130 O 1-0836 -(CH₂)₂- single bond K616 J9 O 1-0837 -(CH₂)₂- single bond K616 J138 O 1-0838 -(CH₂)₃- -NH- K240 J126 O 1-0839 -(CH₂)₃- -NH- K240 J129 O 1-0840 -(CH₂)₃- -NH- K240 J130 O 1-0841 -(CH₂)₃- -NH- K240 J138 O 1-0842 -(CH₂)₃- -NH- K240 J140 O 1-0843 -(CH₂)₃- -O- K1 J22 O 1-0844 -(CH₂)₃- -O- K2 J22 O 1-0845 -(CH₂)₃- -O- K4 J1 O 1-0846 -(CH₂)₃- -O- K4 J10 O 1-0847 -(CH₂)₃- -O- K4 J10 S 1-0848 -(CH₂)₃- -O- K4 J19 O 1-0849 -(CH₂)₃- -O- K4 J57 O 1-0850 -(CH₂)₃- -O- K4 J70 O 1-0851 -(CH₂)₃- -O- K4 J71 O 1-0852 -(CH₂)₃- -O- K4 J78 O 1-0853 -(CH₂)₃- -O- K4 J126 O 1-0854 -(CH₂)₃- -O- K4 J126 S 1-0855 -(CH₂)₃- -O- K4 J129 O 1-0856 -(CH₂)₃- -O- K4 J129 S 1-0857 -(CH₂)₃- -O- K4 J130 O 1-0858 -(CH₂)₃- -O- K4 J134 O 1-0859 -(CH₂)₃- -O- K4 J138 O 1-0860 -(CH₂)₃- -O- K4 J140 O 1-0861 -(CH₂)₃- -O- K4 J178 O 1-0862 -(CH₂)₂- -O- K4 J178 O 1-0863 -(CH₂)₃- -O- K4 J185 O 1-0864 -(CH₂)₃- -O- K4 J186 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0865 -(CH₂)₃- -O- K4 J187 O 1-0866 -(CH₂)₃- -O- K4 J189 O 1-0867 -(CH₂)₃- -O- K4 J190 O 1-0868 -(CH₂)₃- -O- K4 J191 O 1-0869 -(CH₂)₃- -O- K4 J192 O 1-0870 -(CH₂)₃- -O- K4 J193 O 1-0871 -(CH₂)₃- -O- K11 J9 O 1-0872 -(CH₂)₃- -O- K11 J126 O 1-0873 -(CH₂)₃- -O- K11 J129 O 1-0874 -(CH₂)₃- -O- K11 J130 O 1-0875 -(CH₂)₃- -O- K11 J138 O 1-0876 -(CH₂)₃- -O- K11 J140 O 1-0877 -(CH₂)₃- -O- K34 J9 O 1-0878 -(CH₂)₃- -O- K34 J126 O 1-0879 -(CH₂)₃- -O- K34 J129 O 1-0880 -(CH₂)₃- -O- K34 J130 O 1-0881 -(CH₂)₃- -O- K34 J138 O 1-0882 -(CH₂)₃- -O- K34 J140 O 1-0883 -(CH₂)₃- -O- K49 J9 O 1-0884 -(CH₂)₃- -O- K49 J126 O 1-0885 -(CH₂)₃- -O- K49 J129 O 1-0886 -(CH₂)₃- -O- K49 J130 O 1-0887 -(CH₂)₃- -O- K49 J138 O 1-0888 -(CH₂)₃- -O- K49 J140 O 1-0889 -(CH₂)₃- -O- K103 J9 O 1-0890 -(CH₂)₃- -O- K103 J126 O 1-0891 -(CH₂)₃- -O- K103 J129 O 1-0892 -(CH₂)₃- -O- K103 J130 O 1-0893 -(CH₂)₃- -O- K103 J138 O 1-0894 -(CH₂)₃- -O- K103 J140 O 1-0895 -(CH₂)₃- -O- K240 J70 O 1-0896 -(CH₂)₃- -O- K240 J78 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0897 -(CH₂)₃- -O- K240 J130 O 1-0898 -(CH₂)₃- -O- K240 J138 O 1-0899 -(CH₂)₃- -O- K240 J185 O 1-0900 -(CH₂)₃- -O- K723 J9 O 1-0901 -(CH₂)₃- -O- K723 J126 O 1-0902 -(CH₂)₃- -O- K723 J129 O 1-0903 -(CH₂)₃- -O- K723 J130 O 1-0904 -(CH₂)₃- -O- K723 J138 O 1-0905 -(CH₂)₃- -O- K723 J140 O 1-0906 -(CH₂)₃- -O- K725 J9 O 1-0907 -(CH₂)₃- -O- K725 J126 O 1-0908 -(CH₂)₃- -O- K725 J129 O 1-0909 -(CH₂)₃- -O- K725 J130 O 1-0910 -(CH₂)₃- -O- K725 J138 O 1-0911 -(CH₂)₃- -O- K725 J140 O 1-0912 -(CH₂)₃- -O- K99 J9 O 1-0913 -(CH₂)₃- -O- K99 J126 O 1-0914 -(CH₂)₃- -O- K99 J129 O 1-0915 -(CH₂)₃- -O- K99 J130 O 1-0916 -(CH₂)₃- -O- K99 J138 O 1-0917 -(CH₂)₃- -O- K99 J140 O 1-0918 -(CH₂)₃- single bond K603 J9 O 1-0919 -(CH₂)₃- single bond K604 J9 O 1-0920 -(CH₂)₃- single bond K605 J9 O 1-0921 -(CH₂)₃- single bond K606 J9 O 1-0922 single bond single bond K1 J1 O 1-0923 single bond single bond K1 J3 O 1-0924 single bond single bond K1 J6 O 1-0925 single bond single bond K1 J9 O 1-0926 single bond single bond K1 J10 O 1-0927 single bond single bond K1 J14 O 1-0928 single bond single bond K1 J19 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0929 single bond single bond K1 J22 O 1-0930 single bond single bond K1 J25 O 1-0931 single bond single bond K1 J29 O 1-0932 single bond single bond K1 J57 O 1-0933 single bond single bond K1 J59 O 1-0934 single bond single bond K1 J70 O 1-0935 single bond single bond K1 J71 O 1-0936 single bond single bond K1 J72 O 1-0937 single bond single bond K1 J74 O 1-0938 single bond single bond K1 J75 O 1-0939 single bond single bond K1 J77 O 1-0940 single bond single bond K1 J78 O 1-0941 single bond single bond K1 J105 O 1-0942 single bond single bond K1 J126 O 1-0943 single bond single bond K1 J129 O 1-0944 single bond single bond K1 J130 O 1-0945 single bond single bond K1 J134 O 1-0946 single bond single bond K1 J138 O 1-0947 single bond single bond K1 J140 O 1-0948 single bond single bond K1 J151 O 1-0949 single bond single bond K1 J165 O 1-0950 single bond single bond K1 J168 O 1-0951 single bond single bond K1 J174 O 1-0952 single bond single bond K1 J176 O 1-0953 single bond single bond K1 J177 O 1-0954 single bond single bond K1 J178 O 1-0955 single bond single bond K1 J185 O 1-0956 single bond single bond K1 J191 O 1-0957 single bond single bond K1 J194 O 1-0958 single bond single bond K1 J195 O 1-0959 single bond single bond K1 J197 O 1-0960 single bond single bond K2 J9 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0961 single bond single bond K2 J10 O 1-0962 single bond single bond K2 J14 O 1-0963 single bond single bond K2 J19 O 1-0964 single bond single bond K2 J22 O 1-0965 single bond single bond K2 J57 O 1-0966 single bond single bond K2 J59 O 1-0967 single bond single bond K2 J70 O 1-0968 single bond single bond K2 J72 O 1-0969 single bond single bond K2 J74 O 1-0970 single bond single bond K2 J75 O 1-0971 single bond single bond K2 J77 O 1-0972 single bond single bond K2 J78 O 1-0973 single bond single bond K2 J126 O 1-0974 single bond single bond K2 J129 O 1-0975 single bond single bond K2 J130 O 1-0976 single bond single bond K2 J138 O 1-0977 single bond single bond K2 J140 O 1-0978 single bond single bond K2 J151 O 1-0979 single bond single bond K2 J174 O 1-0980 single bond single bond K2 J176 O 1-0981 single bond single bond K2 J177 O 1-0982 single bond single bond K2 J178 O 1-0983 single bond single bond K2 J185 O 1-0984 single bond single bond K2 J191 O 1-0985 single bond single bond K2 J194 O 1-0986 single bond single bond K2 J195 O 1-0987 single bond single bond K2 J197 O 1-0988 single bond single bond K3 J9 O 1-0989 single bond single bond K3 J70 O 1-0990 single bond single bond K3 J78 O 1-0991 single bond single bond K3 J130 O 1-0992 single bond single bond K3 J138 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-0993 single bond single bond K3 J185 O 1-0994 single bond single bond K4 J9 O 1-0995 single bond single bond K4 J70 O 1-0996 single bond single bond K4 J78 O 1-0997 single bond single bond K4 J130 O 1-0998 single bond single bond K4 J138 O 1-0999 single bond single bond K4 J185 O 1-1000 single bond single bond K99 J22 O 1-1001 single bond single bond K103 J22 O 1-1002 single bond single bond K240 J77 O 1-1003 single bond single bond K240 J78 O 1-1004 single bond single bond K240 J90 O 1-1005 single bond single bond K240 J126 O 1-1006 single bond single bond K240 J129 O 1-1007 single bond single bond K240 J130 O 1-1008 single bond single bond K240 J138 O 1-1009 single bond single bond K240 J140 O 1-1010 single bond single bond K240 J143 O 1-1011 single bond single bond K240 J145 O 1-1012 single bond single bond K240 J146 O 1-1013 single bond single bond K240 J147 O 1-1014 single bond single bond K240 J148 O 1-1015 single bond single bond K240 J149 O 1-1016 single bond single bond K240 J150 O 1-1017 single bond single bond K240 J151 O 1-1018 single bond single bond K240 J153 O 1-1019 single bond single bond K240 J154 O 1-1020 single bond single bond K240 J155 O 1-1021 single bond single bond K240 J156 O 1-1022 single bond single bond K240 J157 O 1-1023 single bond single bond K240 J158 O 1-1024 single bond single bond K240 J159 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-1025 single bond single bond K240 J163 O 1-1026 single bond single bond K240 J165 O 1-1027 single bond single bond K240 J168 O 1-1028 single bond single bond K240 J169 O 1-1029 single bond single bond K240 J170 O 1-1030 single bond single bond K240 J171 O 1-1031 single bond single bond K240 J172 O 1-1032 single bond single bond K240 J173 O 1-1033 single bond single bond K240 J174 O 1-1034 single bond single bond K240 J176 O 1-1035 single bond single bond K240 J177 O 1-1036 single bond single bond K240 J178 O 1-1037 single bond single bond K240 J179 O 1-1038 single bond single bond K240 J180 O 1-1039 single bond single bond K240 J181 O 1-1040 single bond single bond K240 J182 O 1-1041 single bond single bond K240 J183 O 1-1042 single bond single bond K240 J184 O 1-1043 single bond single bond K240 J185 O 1-1044 single bond single bond K240 J191 O 1-1045 single bond single bond K240 J194 O 1-1046 single bond single bond K240 J195 O 1-1047 single bond single bond K240 J197 O 1-1048 single bond single bond K281 J9 O 1-1049 single bond single bond K660 J3 O 1-1050 -CH₂- single bond K11 J126 O 1-1051 -CH₂- single bond K11 J129 O 1-1052 -CH₂- single bond K11 J130 O 1-1053 -CH₂- single bond K11 J138 O 1-1054 -CH₂- single bond K11 J140 O 1-1055 -(CH₂)₂- single bond K11 J126 O 1-1056 -(CH₂)₂- single bond K11 J129 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 1-1057 -(CH₂)₂- single bond K11 J130 O 1-1058 -(CH₂)₂- single bond K11 J138 O 1-1059 -(CH₂)₂- single bond K11 J140 O 1-1060 -(CH₂)₃- single bond K11 J126 O 1-1061 -(CH₂)₃- single bond K11 J129 O 1-1062 -(CH₂)₃- single bond K11 J130 O 1-1063 -(CH₂)₃- single bond K11 J138 O 1-1064 -(CH₂)₃- single bond K11 J140 O 1-1065 -(CH₂)₃- -O- K99 J9 O 1-1066 -(CH₂)₃- -O- K1 J12 O 1-1067 single bond single bond K1 J12 O 1-1068 -(CH₂)₃- -O- K4 J12 O 1-1069 -(CH₂)₂- -O- K2 J12 O 1-1070 single bond single bond K103 J12 O 1-1071 single bond single bond K99 J12 O 1-1072 -(CH₂)₃- -O- K4 J6 O 1-1073 -(CH₂)₃- -O- K4 J212 O 1-1074 -(CH₂)₃- -O- K1 J10 O 1-1075 -(CH₂)₃- -O- K99 J9 S 1-1076 -(CH₂)₃- -O- K2 J10 S 1-1077 -(CH₂)₃- -O- K4 J209 O 1-1078 -(CH₂)₃- -O- K4 J210 S 1-1079 -(CH₂)₃- -O- K4 J211 O 1-1080 -(CH₂)₃- -O- K4 J211 S 1-1081 -(CH₂)₃- -NH- K240 J78 O 1-1082 -(CH₂)₃- -NH- K240 J78 S 1-1083 -(CH₂)₂- -NH- K1 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0001 -(CH₂)₂- -NH-C(=O)- K4 J4 O 2-0002 -(CH₂)₂- -NH-C(=O)- K4 J4 S 2-0003 -(CH₂)₂- -NH-C(=O)- K4 J23 O 2-0004 -(CH₂)₂- -NH-C(=O)- K4 J23 S 2-0005 -(CH₂)₂- -NH-C(=O)- K4 J71 O 2-0006 -(CH₂)₂- -NH-C(=O)- K4 J71 S 2-0007 -(CH₂)₂- -NH-C(=O)- K11 J9 O 2-0008 -(CH₂)₂- -NH-C(=O)- K13 J4 O 2-0009 -(CH₂)₂- -NH-C(=O)- K13 J4 S 2-0010 -(CH₂)₂- -NH-C(=O)- K13 J9 O 2-0011 -(CH₂)₂- -NH-C(=O)- K13 J23 O 2-0012 -(CH₂)₂- -NH-C(=O)- K13 J23 S 2-0013 -(CH₂)₂- -NH-C(=O)- K13 J71 O 2-0014 -(CH₂)₂- -NH-C(=O)- K13 J71 S 2-0015 -(CH₂)₂- -NH-C(=O)- K14 J9 O 2-0016 -(CH₂)₂- -NH-C(=O)- K28 J9 O 2-0017 -(CH₂)₂- -NH-C(=O)- K30 J9 O 2-0018 -(CH₂)₂- -NH-C(=O)- K31 J9 O 2-0019 -(CH₂)₂- -NH-C(=O)- K24 J9 O 2-0020 -(CH₂)₂- -NH-C(=O)- K35 J4 O 2-0021 -(CH₂)₂- -NH-C(=O)- K35 J4 S 2-0022 -(CH₂)₂- -NH-C(=O)- K35 J23 O 2-0023 -(CH₂)₂- -NH-C(=O)- K35 J23 S 2-0024 -(CH₂)₂- -NH-C(=O)- K35 J71 O 2-0025 -(CH₂)₂- -NH-C(=O)- K35 J71 S 2-0026 -(CH₂)₂- -NH-C(=O)- K49 J9 O 2-0027 -(CH₂)₂- -NH-C(=O)- K51 J102 O 2-0028 -(CH₂)₂- -NH-C(=O)- K51 J102 S 2-0029 -(CH₂)₂- -NH-C(=O)- K51 J105 O 2-0030 -(CH₂)₂- -NH-C(=O)- K51 J105 S 2-0031 -(CH₂)₂- -NH-C(=O)- K60 J9 O 2-0032 -(CH₂)₂- -NH-C(=O)- K62 J9 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0033 -(CH₂)₂- -NH-C(=O)- K71 J9 O 2-0034 -(CH₂)₂- -NH-C(=O)- K72 J9 O 2-0035 -(CH₂)₂- -NH-C(=O)- K82 J9 O 2-0036 -(CH₂)₂- -NH-C(=O)- K83 J9 O 2-0037 -(CH₂)₂- -NH-C(=O)- K84 J9 O 2-0038 -(CH₂)₂- -NH-C(=O)- K110 J4 O 2-0039 -(CH₂)₂- -NH-C(=O)- K110 J4 S 2-0040 -(CH₂)₂- -NH-C(=O)- K110 J23 O 2-0041 -(CH₂)₂- -NH-C(=O)- K110 J23 S 2-0042 -(CH₂)₂- -NH-C(=O)- K110 J71 O 2-0043 -(CH₂)₂- -NH-C(=O)- K110 J71 S 2-0044 -(CH₂)₂- -NH-C(=O)- K114 J102 O 2-0045 -(CH₂)₂- -NH-C(=O)- K114 J102 S 2-0046 -(CH₂)₂- -NH-C(=O)- K114 J105 O 2-0047 -(CH₂)₂- -NH-C(=O)- K114 J105 S 2-0048 -(CH₂)₂- -NH-C(=O)- K116 J4 O 2-0049 -(CH₂)₂- -NH-C(=O)- K116 J4 S 2-0050 -(CH₂)₂- -NH-C(=O)- K116 J23 O 2-0051 -(CH₂)₂- -NH-C(=O)- K116 J23 S 2-0052 -(CH₂)₂- -NH-C(=O)- K116 J71 O 2-0053 -(CH₂)₂- -NH-C(=O)- K116 J71 S 2-0054 -(CH₂)₂- -NH-C(=O)- K122 J102 O 2-0055 -(CH₂)₂- -NH-C(=O)- K122 J102 S 2-0056 -(CH₂)₂- -NH-C(=O)- K122 J105 O 2-0057 -(CH₂)₂- -NH-C(=O)- K122 J105 S 2-0058 -(CH₂)₂- -NH-C(=O)- K127 J9 O 2-0059 -(CH₂)₃- -NH-C(=O)- K7 J9 O 2-0060 -(CH₂)₃- -NH-C(=O)- K11 J9 O 2-0061 -(CH₂)₃- -NH-C(=O)- K12 J9 O 2-0062 -(CH₂)₃- -NH-C(=O)- K13 J9 O 2-0063 -(CH₂)₃- -NH-C(=O)- K14 J9 O 2-0064 -(CH₂)₃- -NH-C(=O)- K24 J3 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0065 -(CH₂)₃- -NH-C(=O)- K24 J3 S 2-0066 -(CH₂)₃- -NH-C(=O)- K24 J22 O 2-0067 -(CH₂)₃- -NH-C(=O)- K24 J22 S 2-0068 -(CH₂)₃- -NH-C(=O)- K24 J28 O 2-0069 -(CH₂)₃- -NH-C(=O)- K24 J28 S 2-0070 -(CH₂)₃- -NH-C(=O)- K24 J70 O 2-0071 -(CH₂)₃- -NH-C(=O)- K24 J70 S 2-0072 -(CH₂)₃- -NH-C(=O)- K28 J9 O 2-0073 -(CH₂)₃- -NH-C(=O)- K29 J9 O 2-0074 -(CH₂)₃- -NH-C(=O)- K30 J9 O 2-0075 -(CH₂)₃- -NH-C(=O)- K31 J9 O 2-0076 -(CH₂)₃- -NH-C(=O)- K34 J3 O 2-0077 -(CH₂)₃- -NH-C(=O)- K34 J3 S 2-0078 -(CH₂)₃- -NH-C(=O)- K34 J22 O 2-0079 -(CH₂)₃- -NH-C(=O)- K34 J22 S 2-0080 -(CH₂)₃- -NH-C(=O)- K34 J28 O 2-0081 -(CH₂)₃- -NH-C(=O)- K34 J28 S 2-0082 -(CH₂)₃- -NH-C(=O)- K34 J70 O 2-0083 -(CH₂)₃- -NH-C(=O)- K34 J70 S 2-0084 -(CH₂)₃- -NH-C(=O)- K36 J3 O 2-0085 -(CH₂)₃- -NH-C(=O)- K36 J3 S 2-0086 -(CH₂)₃- -NH-C(=O)- K36 J22 O 2-0087 -(CH₂)₃- -NH-C(=O)- K36 J22 S 2-0088 -(CH₂)₃- -NH-C(=O)- K36 J28 O 2-0089 -(CH₂)₃- -NH-C(=O)- K36 J28 S 2-0090 -(CH₂)₃- -NH-C(=O)- K36 J70 O 2-0091 -(CH₂)₃- -NH-C(=O)- K36 J70 S 2-0092 -(CH₂)₃- -NH-C(=O)- K49 J9 O 2-0093 -(CH₂)₃- -NH-C(=O)- K71 J9 O 2-0094 -(CH₂)₃- -NH-C(=O)- K72 J3 O 2-0095 -(CH₂)₃- -NH-C(=O)- K72 J3 S 2-0096 -(CH₂)₃- -NH-C(=O)- K72 J9 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0097 -(CH₂)₃- -NH-C(=O)- K72 J22 O 2-0098 -(CH₂)₃- -NH-C(=O)- K72 J22 S 2-0099 -(CH₂)₃- -NH-C(=O)- K72 J28 O 2-0100 -(CH₂)₃- -NH-C(=O)- K72 J28 S 2-0101 -(CH₂)₃- -NH-C(=O)- K72 J70 O 2-0102 -(CH₂)₃- -NH-C(=O)- K72 J70 S 2-0103 -(CH₂)₃- -NH-C(=O)- K72 J103 O 2-0104 -(CH₂)₃- -NH-C(=O)- K72 J103 S 2-0105 -(CH₂)₃- -NH-C(=O)- K72 J120 O 2-0106 -(CH₂)₃- -NH-C(=O)- K72 J120 S 2-0107 -(CH₂)₃- -NH-C(=O)- K72 J122 O 2-0108 -(CH₂)₃- -NH-C(=O)- K72 J122 S 2-0109 -(CH₂)₃- -NH-C(=O)- K74 J3 O 2-0110 -(CH₂)₃- -NH-C(=O)- K74 J3 S 2-0111 -(CH₂)₃- -NH-C(=O)- K74 J22 O 2-0112 -(CH₂)₃- -NH-C(=O)- K74 J22 S 2-0113 -(CH₂)₃- -NH-C(=O)- K74 J28 O 2-0114 -(CH₂)₃- -NH-C(=O)- K74 J28 S 2-0115 -(CH₂)₃- -NH-C(=O)- K74 J70 O 2-0116 -(CH₂)₃- -NH-C(=O)- K74 J70 S 2-0117 -(CH₂)₃- -NH-C(=O)- K83 J9 O 2-0118 -(CH₂)₃- -NH-C(=O)- K86 J3 O 2-0119 -(CH₂)₃- -NH-C(=O)- K86 J3 S 2-0120 -(CH₂)₃- -NH-C(=O)- K86 J22 O 2-0121 -(CH₂)₃- -NH-C(=O)- K86 J22 S 2-0122 -(CH₂)₃- -NH-C(=O)- K86 J28 O 2-0123 -(CH₂)₃- -NH-C(=O)- K86 J28 S 2-0124 -(CH₂)₃- -NH-C(=O)- K86 J70 O 2-0125 -(CH₂)₃- -NH-C(=O)- K86 J70 S 2-0126 -(CH₂)₃- -NH-C(=O)- K86 J103 O 2-0127 -(CH₂)₃- -NH-C(=O)- K86 J103 S 2-0128 -(CH₂)₃- -NH-C(=O)- K86 J120 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0129 -(CH₂)₃- -NH-C(=O)- K86 J120 S 2-0130 -(CH₂)₃- -NH-C(=O)- K86 J122 O 2-0131 -(CH₂)₃- -NH-C(=O)- K86 J122 S 2-0132 -(CH₂)₃- -NH-C(=O)- K91 J3 O 2-0133 -(CH₂)₃- -NH-C(=O)- K91 J3 S 2-0134 -(CH₂)₃- -NH-C(=O)- K91 J22 O 2-0135 -(CH₂)₃- -NH-C(=O)- K91 J22 S 2-0136 -(CH₂)₃- -NH-C(=O)- K91 J28 O 2-0137 -(CH₂)₃- -NH-C(=O)- K91 J28 S 2-0138 -(CH₂)₃- -NH-C(=O)- K91 J70 O 2-0139 -(CH₂)₃- -NH-C(=O)- K91 J70 S 2-0140 -(CH₂)₃- -NH-C(=O)- K91 J103 O 2-0141 -(CH₂)₃- -NH-C(=O)- K91 J103 S 2-0142 -(CH₂)₃- -NH-C(=O)- K91 J120 O 2-0143 -(CH₂)₃- -NH-C(=O)- K91 J120 S 2-0144 -(CH₂)₃- -NH-C(=O)- K91 J122 O 2-0145 -(CH₂)₃- -NH-C(=O)- K91 J122 S 2-0146 -(CH₂)₃- -NH-C(=O)- K100 J9 O 2-0147 -(CH₂)₃- -NH-C(=O)- K106 J9 O 2-0148 -(CH₂)₃- -NH-C(=O)- K114 J3 O 2-0149 -(CH₂)₃- -NH-C(=O)- K114 J3 S 2-0150 -(CH₂)₃- -NH-C(=O)- K114 J22 O 2-0151 -(CH₂)₃- -NH-C(=O)- K114 J22 S 2-0152 -(CH₂)₃- -NH-C(=O)- K114 J28 O 2-0153 -(CH₂)₃- -NH-C(=O)- K114 J28 S 2-0154 -(CH₂)₃- -NH-C(=O)- K114 J70 O 2-0155 -(CH₂)₃- -NH-C(=O)- K114 J70 S 2-0156 -(CH₂)₃- -NH-C(=O)- K127 J9 O 2-0157 -(CH₂)₄- -NH-C(=O)- K8 J2 O 2-0158 -(CH₂)₄- -NH-C(=O)- K8 J2 S 2-0159 -(CH₂)₄- -NH-C(=O)- K8 J21 O 2-0160 -(CH₂)₄- -NH-C(=O)- K8 J21 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0161 -(CH₂)₄- -NH-C(=O)- K8 J76 O 2-0162 -(CH₂)₄- -NH-C(=O)- K8 J76 S 2-0163 -(CH₂)₄- -NH-C(=O)- K15 J2 O 2-0164 -(CH₂)₄- -NH-C(=O)- K15 J2 S 2-0165 -(CH₂)₄- -NH-C(=O)- K15 J21 O 2-0166 -(CH₂)₄- -NH-C(=O)- K15 J21 S 2-0167 -(CH₂)₄- -NH-C(=O)- K15 J76 O 2-0168 -(CH₂)₄- -NH-C(=O)- K15 J76 S 2-0169 -(CH₂)₄- -NH-C(=O)- K37 J116 O 2-0170 -(CH₂)₄- -NH-C(=O)- K37 J116 S 2-0171 -(CH₂)₄- -NH-C(=O)- K37 J121 O 2-0172 -(CH₂)₄- -NH-C(=O)- K37 J121 S 2-0173 -(CH₂)₄- -NH-C(=O)- K37 J124 O 2-0174 -(CH₂)₄- -NH-C(=O)- K37 J124 S 2-0175 -(CH₂)₄- -NH-C(=O)- K63 J116 O 2-0176 -(CH₂)₄- -NH-C(=O)- K63 J116 S 2-0177 -(CH₂)₄- -NH-C(=O)- K63 J121 O 2-0178 -(CH₂)₄- -NH-C(=O)- K63 J121 S 2-0179 -(CH₂)₄- -NH-C(=O)- K63 J124 O 2-0180 -(CH₂)₄- -NH-C(=O)- K63 J124 S 2-0181 -(CH₂)₄- -NH-C(=O)- K79 J2 O 2-0182 -(CH₂)₄- -NH-C(=O)- K79 J2 S 2-0183 -(CH₂)₄- -NH-C(=O)- K79 J21 O 2-0184 -(CH₂)₄- -NH-C(=O)- K79 J21 S 2-0185 -(CH₂)₄- -NH-C(=O)- K79 J76 O 2-0186 -(CH₂)₄- -NH-C(=O)- K79 J76 S 2-0187 -(CH₂)₄- -NH-C(=O)- K91 J2 O 2-0188 -(CH₂)₄- -NH-C(=O)- K91 J2 S 2-0189 -(CH₂)₄- -NH-C(=O)- K91 J21 O 2-0190 -(CH₂)₄- -NH-C(=O)- K91 J21 S 2-0191 -(CH₂)₄- -NH-C(=O)- K91 J76 O 2-0192 -(CH₂)₄- -NH-C(=O)- K91 J76 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0193 -(CH₂)₄- -NH-C(=O)- K111 J2 O 2-0194 -(CH₂)₄- -NH-C(=O)- K111 J2 S 2-0195 -(CH₂)₄- -NH-C(=O)- K111 J21 O 2-0196 -(CH₂)₄- -NH-C(=O)- K111 J21 S 2-0197 -(CH₂)₄- -NH-C(=O)- K111 J76 O 2-0198 -(CH₂)₄- -NH-C(=O)- K111 J76 S 2-0199 -(CH₂)₂- -NH-C(=O)-O- K5 J9 O 2-0200 -(CH₂)₂- -NH-C(=O)-O- K24 J11 O 2-0201 -(CH₂)₂- -NH-C(=O)-O- K24 J11 S 2-0202 -(CH₂)₂- -NH-C(=O)-O- K24 J64 O 2-0203 -(CH₂)₂- -NH-C(=O)-O- K24 J64 S 2-0204 -(CH₂)₂- -NH-C(=O)-O- K116 J11 O 2-0205 -(CH₂)₂- -NH-C(=O)-O- K116 J11 S 2-0206 -(CH₂)₂- -NH-C(=O)-O- K116 J64 O 2-0207 -(CH₂)₂- -NH-C(=O)-O- K116 J64 S 2-0208 -(CH₂)₃- -NH-C(=O)-O- K5 J9 O 2-0209 -(CH₂)₃- -NH-C(=O)-O- K34 J19 O 2-0210 -(CH₂)₃- -NH-C(=O)-O- K34 J19 S 2-0211 -(CH₂)₃- -NH-C(=O)-O- K34 J34 O 2-0212 -(CH₂)₃- -NH-C(=O)-O- K34 J34 S 2-0213 -(CH₂)₃- -NH-C(=O)-O- K91 J19 O 2-0214 -(CH₂)₃- -NH-C(=O)-O- K91 J19 S 2-0215 -(CH₂)₃- -NH-C(=O)-O- K91 J34 O 2-0216 -(CH₂)₃- -NH-C(=O)-O- K91 J34 S 2-0217 -(CH₂)₄- -NH-C(=O)-O- K35 J20 O 2-0218 -(CH₂)₄- -NH-C(=O)-O- K35 J20 S 2-0219 -(CH₂)₄- -NH-C(=O)-O- K35 J82 O 2-0220 -(CH₂)₄- -NH-C(=O)-O- K35 J82 S 2-0221 -(CH₂)₄- -NH-C(=O)-O- K94 J20 O 2-0222 -(CH₂)₄- -NH-C(=O)-O- K94 J20 S 2-0223 -(CH₂)₄- -NH-C(=O)-O- K94 J82 O 2-0224 -(CH₂)₄- -NH-C(=O)-O- K94 J82 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0225 -(CH₂)₂- -NH-C(=O)-NH- K27 J26 O 2-0226 -(CH₂)₂- -NH-C(=O)-NH- K27 J26 S 2-0227 -(CH₂)₂- -NH-C(=O)-NH- K27 J31 O 2-0228 -(CH₂)₂- -NH-C(=O)-NH- K27 J31 S 2-0229 -(CH₂)₂- -NH-C(=O)-NH- K27 J73 O 2-0230 -(CH₂)₂- -NH-C(=O)-NH- K27 J73 S 2-0231 -(CH₂)₂- -NH-C(=O)-NH- K27 J119 O 2-0232 -(CH₂)₂- -NH-C(=O)-NH- K27 J119 S 2-0233 -(CH₂)₂- -NH-C(=O)-NH- K27 J123 O 2-0234 -(CH₂)₂- -NH-C(=O)-NH- K27 J123 S 2-0235 -(CH₂)₂- -NH-C(=O)-NH- K3 6 J2 6 O 2-0236 -(CH₂)₂- -NH-C(=O)-NH- K36 J26 S 2-0237 -(CH₂)₂- -NH-C(=O)-NH- K36 J31 O 2-0238 -(CH₂)₂- -NH-C(=O)-NH- K36 J31 S 2-0239 -(CH₂)₂- -NH-C(=O)-NH- K36 J73 O 2-0240 -(CH₂)₂- -NH-C(=O)-NH- K36 J73 S 2-0241 -(CH₂)₂- -NH-C(=O)-NH- K112 J119 O 2-0242 -(CH₂)₂- -NH-C(=O)-NH- K112 J119 S 2-0243 -(CH₂)₂- -NH-C(=O)-NH- K112 J123 O 2-0244 -(CH₂)₂- -NH-C(=O)-NH- K112 J123 S 2-0245 -(CH₂)₂- -NH-C(=O)-NH- K119 J26 O 2-0246 -(CH₂)₂- -NH-C(=O)-NH- K119 J26 S 2-0247 -(CH₂)₂- -NH-C(=O)-NH- K119 J31 O 2-0248 -(CH₂)₂- -NH-C(=O)-NH- K119 J31 S 2-0249 -(CH₂)₂- -NH-C(=O)-NH- K119 J73 O 2-0250 -(CH₂)₂- -NH-C(=O)-NH- K119 J73 S 2-0251 -(CH₂)₃- -NH-C(=O)-NH- K35 J3 O 2-0252 -(CH₂)₃- -NH-C(=O)-NH- K35 J3 S 2-0253 -(CH₂)₃- -NH-C(=O)-NH- K35 J22 O 2-0254 -(CH₂)₃- -NH-C(=O)-NH- K35 J22 S 2-0255 -(CH₂)₃- -NH-C(=O)-NH- K35 J34 O 2-0256 -(CH₂)₃- -NH-C(=O)-NH- K35 J34 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0257 -(CH₂)₃- -NH-C(=O)-NH- K36 J3 O 2-0258 -(CH₂)₃- -NH-C(=O)-NH- K36 J3 S 2-0259 -(CH₂)₃- -NH-C(=O)-NH- K36 J22 O 2-0260 -(CH₂)₃- -NH-C(=O)-NH- K36 J22 S 2-0261 -(CH₂)₃- -NH-C(=O)-NH- K36 J34 O 2-0262 -(CH₂)₃- -NH-C(=O)-NH- K36 J34 S 2-0263 -(CH₂)₃- -NH-C(=O)-NH- K73 J96 O 2-0264 -(CH₂)₃- -NH-C(=O)-NH- K73 J96 S 2-0265 -(CH₂)₃- -NH-C(=O)-NH- K73 J104 O 2-0266 -(CH₂)₃- -NH-C(=O)-NH- K73 J104 S 2-0267 -(CH₂)₃- -NH-C(=O)-NH- K73 J117 O 2-0268 -(CH₂)₃- -NH-C(=O)-NH- K73 J117 S 2-0269 -(CH₂)₃- -NH-C(=O)-NH- K79 J96 O 2-0270 -(CH₂)₃- -NH-C(=O)-NH- K79 J96 S 2-0271 -(CH₂)₃- -NH-C(=O)-NH- K79 J104 O 2-0272 -(CH₂)₃- -NH-C(=O)-NH- K79 J104 S 2-0273 -(CH₂)₃- -NH-C(=O)-NH- K79 J117 O 2-0274 -(CH₂)₃- -NH-C(=O)-NH- K79 J117 S 2-0275 -(CH₂)₃- -NH-C(=O)-NH- K91 J3 O 2-0276 -(CH₂)₃- -NH-C(=O)-NH- K91 J3 S 2-0277 -(CH₂)₃- -NH-C(=O)-NH- K91 J22 O 2-0278 -(CH₂)₃- -NH-C(=O)-NH- K91 J22 S 2-0279 -(CH₂)₃- -NH-C(=O)-NH- K91 J34 O 2-0280 -(CH₂)₃- -NH-C(=O)-NH- K91 J34 S 2-0281 -(CH₂)₃- -NH-C(=O)-NH- K96 J96 O 2-0282 -(CH₂)₃- -NH-C(=O)-NH- K96 J96 S 2-0283 -(CH₂)₃- -NH-C(=O)-NH- K96 J104 O 2-0284 -(CH₂)₃- -NH-C(=O)-NH- K96 J104 S 2-0285 -(CH₂)₃- -NH-C(=O)-NH- K96 J117 O 2-0286 -(CH₂)₃- -NH-C(=O)-NH- K96 J117 S 2-0287 -(CH₂)₃- -NH-C(=O)-NH- K114 J3 O 2-0288 -(CH₂)₃- -NH-C(=O)-NH- K114 J3 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0289 -(CH₂)₃- -NH-C(=O)-NH- K114 J22 O 2-0290 -(CH₂)₃- -NH-C(=O)-NH- K114 J22 S 2-0291 -(CH₂)₃- -NH-C(=O)-NH- K114 J34 O 2-0292 -(CH₂)₃- -NH-C(=O)-NH- K114 J34 S 2-0293 -(CH₂)₄- -NH-C(=O)-NH- K15 J123 O 2-0294 -(CH₂)₄- -NH-C(=O)-NH- K15 J123 S 2-0295 -(CH₂)₄- -NH-C(=O)-NH- K15 J125 O 2-0296 -(CH₂)₄- -NH-C(=O)-NH- K15 J125 S 2-0297 -(CH₂)₄- -NH-C(=O)-NH- K24 J4 O 2-0298 -(CH₂)₄- -NH-C(=O)-NH- K24 J4 S 2-0299 -(CH₂)₄- -NH-C(=O)-NH- K24 J35 O 2-0300 -(CH₂)₄- -NH-C(=O)-NH- K24 J35 S 2-0301 -(CH₂)₄- -NH-C(=O)-NH- K24 J96 O 2-0302 -(CH₂)₄- -NH-C(=O)-NH- K24 J96 S 2-0303 -(CH₂)₄- -NH-C(=O)-NH- K106 J123 O 2-0304 -(CH₂)₄- -NH-C(=O)-NH- K106 J123 S 2-0305 -(CH₂)₄- -NH-C(=O)-NH- K106 J125 O 2-0306 -(CH₂)₄- -NH-C(=O)-NH- K106 J125 S 2-0307 -(CH₂)₄- -NH-C(=O)-NH- K109 J4 O 2-0308 -(CH₂)₄- -NH-C(=O)-NH- K109 J4 S 2-0309 -(CH₂)₄- -NH-C(=O)-NH- K109 J35 O 2-0310 -(CH₂)₄- -NH-C(=O)-NH- K109 J35 S 2-0311 -(CH₂)₄- -NH-C(=O)-NH- K109 J96 O 2-0312 -(CH₂)₄- -NH-C(=O)-NH- K109 J96 S 2-0313 -(CH₂)₄- -NH-C(=O)-NH- K120 J4 O 2-0314 -(CH₂)₄- -NH-C(=O)-NH- K120 J4 S 2-0315 -(CH₂)₄- -NH-C(=O)-NH- K120 J35 O 2-0316 -(CH₂)₄- -NH-C(=O)-NH- K120 J35 S 2-0317 -(CH₂)₄- -NH-C(=O)-NH- K120 J96 O 2-0318 -(CH₂)₄- -NH-C(=O)-NH- K120 J96 S 2-0319 -(CH₂)₂- -NH- K781 J2 O 2-0320 -(CH₂)₂- -NH- K781 J2 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0321 -(CH₂)₂- -NH- K781 J24 O 2-0322 -(CH₂)₂- -NH- K781 J24 S 2-0323 -(CH₂)₂- -NH- K781 J79 O 2-0324 -(CH₂)₂- -NH- K781 J79 S 2-0325 -(CH₂)₂- -NH- K782 J2 O 2-0326 -(CH₂)₂- -NH- K782 J2 S 2-0327 -(CH₂)₂- -NH- K782 J24 O 2-0328 -(CH₂)₂- -NH- K782 J24 S 2-0329 -(CH₂)₂- -NH- K782 J79 O 2-0330 -(CH₂)₂- -NH- K782 J79 S 2-0331 -(CH₂)₂- -NH- K783 J96 O 2-0332 -(CH₂)₂- -NH- K783 J96 S 2-0333 -(CH₂)₂- -NH- K783 J104 O 2-0334 -(CH₂)₂- -NH- K783 J104 S 2-0335 -(CH₂)₂- -NH- K783 J117 O 2-0336 -(CH₂)₂- -NH- K783 J117 S 2-0337 -(CH₂)₂- -NH- K784 J2 O 2-0338 -(CH₂)₂- -NH- K784 J2 S 2-0339 -(CH₂)₂- -NH- K784 J24 O 2-0340 -(CH₂)₂- -NH- K784 J24 S 2-0341 -(CH₂)₂- -NH- K784 J79 O 2-0342 -(CH₂)₂- -NH- K784 J79 S 2-0343 -(CH₂)₂- -NH- K785 J2 O 2-0344 -(CH₂)₂- -NH- K785 J2 S 2-0345 -(CH₂)₂- -NH- K785 J24 O 2-0346 -(CH₂)₂- -NH- K785 J24 S 2-0347 -(CH₂)₂- -NH- K785 J79 O 2-0348 -(CH₂)₂- -NH- K785 J79 S 2-0349 -(CH₂)₂- -NH- K786 J96 O 2-0350 -(CH₂)₂- -NH- K786 J96 S 2-0351 -(CH₂)₂- -NH- K786 J104 O 2-0352 -(CH₂)₂- -NH- K786 J104 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0353 -(CH₂)₂- -NH- K786 J117 O 2-0354 -(CH₂)₂- -NH- K786 J117 S 2-0355 -(CH₂)₂- -NH- K787 J96 O 2-0356 -(CH₂)₂- -NH- K787 J96 S 2-0357 -(CH₂)₂- -NH- K787 J104 O 2-0358 -(CH₂)₂- -NH- K787 J104 S 2-0359 -(CH₂)₂- -NH- K787 J117 O 2-0360 -(CH₂)₂- -NH- K787 J117 S 2-0361 -(CH₂)₃- -NH- K662 J22 O 2-0362 -(CH₂)₃- -NH- K662 J22 S 2-0363 -(CH₂)₃- -NH- K662 J28 O 2-0364 -(CH₂)₃- -NH- K662 J28 S 2-0365 -(CH₂)₃- -NH- K662 J76 O 2-0366 -(CH₂)₃- -NH- K662 J76 S 2-0367 -(CH₂)₃- -NH- K782 J22 O 2-0368 -(CH₂)₃- -NH- K782 J22 S 2-0369 -(CH₂)₃- -NH- K782 J28 O 2-0370 -(CH₂)₃- -NH- K782 J28 S 2-0371 -(CH₂)₃- -NH- K782 J76 O 2-0372 -(CH₂)₃- -NH- K782 J76 S 2-0373 -(CH₂)₃- -NH- K111 J116 O 2-0374 -(CH₂)₃- -NH- K111 J116 S 2-0375 -(CH₂)₃- -NH- K111 J121 O 2-0376 -(CH₂)₃- -NH- K111 J121 S 2-0377 -(CH₂)₃- -NH- K111 J124 O 2-0378 -(CH₂)₃- -NH- K111 J124 S 2-0379 -(CH₂)₃- -NH- K788 J22 O 2-0380 -(CH₂)₃- -NH- K788 J22 S 2-0381 -(CH₂)₃- -NH- K788 J28 O 2-0382 -(CH₂)₃- -NH- K788 J28 S 2-0383 -(CH₂)₃- -NH- K788 J76 O 2-0384 -(CH₂)₃- -NH- K788 J76 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0385 -(CH₂)₃- -NH- K789 J116 O 2-0386 -(CH₂)₃- -NH- K789 J116 S 2-0387 -(CH₂)₃- -NH- K789 J121 O 2-0388 -(CH₂)₃- -NH- K789 J121 S 2-0389 -(CH₂)₃- -NH- K789 J124 O 2-0390 -(CH₂)₃- -NH- K789 J124 S 2-0391 -(CH₂)₃- -NH- K790 J22 O 2-0392 -(CH₂)₃- -NH- K790 J22 S 2-0393 -(CH₂)₃- -NH- K790 J28 O 2-0394 -(CH₂)₃- -NH- K790 J28 S 2-0395 -(CH₂)₃- -NH- K790 J76 O 2-0396 -(CH₂)₃- -NH- K790 J76 S 2-0397 -(CH₂)₃- -NH- K791 J22 O 2-0398 -(CH₂)₃- -NH- K791 J22 S 2-0399 -(CH₂)₃- -NH- K791 J28 O 2-0400 -(CH₂)₃- -NH- K791 J28 S 2-0401 -(CH₂)₃- -NH- K791 J76 O 2-0402 -(CH₂)₃- -NH- K791 J76 S 2-0403 -(CH₂)₃- -NH- K791 J116 O 2-0404 -(CH₂)₃- -NH- K791 J116 S 2-0405 -(CH₂)₃- -NH- K791 J121 O 2-0406 -(CH₂)₃- -NH- K791 J121 S 2-0407 -(CH₂)₃- -NH- K791 J124 O 2-0408 -(CH₂)₃- -NH- K791 J124 S 2-0409 -(CH₂)₃- -NH- K792 J22 O 2-0410 -(CH₂)₃- -NH- K792 J22 S 2-0411 -(CH₂)₃- -NH- K792 J28 O 2-0412 -(CH₂)₃- -NH- K792 J28 S 2-0413 -(CH₂)₃- -NH- K792 J76 O 2-0414 -(CH₂)₃- -NH- K792 J76 S 2-0415 -(CH₂)₃- -NH- K786 J22 O 2-0416 -(CH₂)₃- -NH- K786 J22 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0417 -(CH₂)₃- -NH- K786 J28 O 2-0418 -(CH₂)₃- -NH- K786 J28 S 2-0419 -(CH₂)₃- -NH- K786 J76 O 2-0420 -(CH₂)₃- -NH- K786 J76 S 2-0421 -(CH₂)₃- -NH- K793 J22 O 2-0422 -(CH₂)₃- -NH- K793 J22 S 2-0423 -(CH₂)₃- -NH- K793 J28 O 2-0424 -(CH₂)₃- -NH- K793 J28 S 2-0425 -(CH₂)₃- -NH- K793 J76 O 2-0426 -(CH₂)₃- -NH- K793 J76 S 2-0427 -(CH₂)₄- -NH- K695 J16 O 2-0428 -(CH₂)₄- -NH- K695 J16 S 2-0429 -(CH₂)₄- -NH- K695 J37 O 2-0430 -(CH₂)₄- -NH- K695 J37 S 2-0431 -(CH₂)₄- -NH- K695 J87 O 2-0432 -(CH₂)₄- -NH- K695 J87 S 2-0433 -(CH₂)₄- -NH- K101 J16 O 2-0434 -(CH₂)₄- -NH- K101 J16 S 2-0435 -(CH₂)₄- -NH- K101 J37 O 2-0436 -(CH₂)₄- -NH- K101 J37 S 2-0437 -(CH₂)₄- -NH- K101 J87 O 2-0438 -(CH₂)₄- -NH- K101 J87 S 2-0439 -(CH₂)₄- -NH- K666 J120 O 2-0440 -(CH₂)₄- -NH- K666 J120 S 2-0441 -(CH₂)₄- -NH- K666 J122 O 2-0442 -(CH₂)₄- -NH- K666 J122 S 2-0443 -(CH₂)₄- -NH- K107 J120 O 2-0444 -(CH₂)₄- -NH- K107 J120 S 2-0445 -(CH₂)₄- -NH- K107 J122 O 2-0446 -(CH₂)₄- -NH- K107 J122 S 2-0447 -(CH₂)₄- -NH- K794 J16 O 2-0448 -(CH₂)₄- -NH- K794 J16 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0449 -(CH₂)₄- -NH- K794 J37 O 2-0450 -(CH₂)₄- -NH- K794 J37 S 2-0451 -(CH₂)₄- -NH- K794 J87 O 2-0452 -(CH₂)₄- -NH- K794 J87 S 2-0453 -(CH₂)₄- -NH- K791 J16 O 2-0454 -(CH₂)₄- -NH- K791 J16 S 2-0455 -(CH₂)₄- -NH- K791 J37 O 2-0456 -(CH₂)₄- -NH- K791 J37 S 2-0457 -(CH₂)₄- -NH- K791 J87 O 2-0458 -(CH₂)₄- -NH- K791 J87 S 2-0459 -(CH₂)₂- -NH-S(=O)₂- K13 J30 O 2-0460 -(CH₂)₂- -NH-S(=O)₂- K13 J30 S 2-0461 -(CH₂)₂- -NH-S(=O)₂- K13 J72 O 2-0462 -(CH₂)₂- -NH-S(=O)₂- K13 J72 S 2-0463 -(CH₂)₂- -NH-S(=O)₂- K34 J3 O 2-0464 -(CH₂)₂- -NH-S(=O)₂- K34 J3 S 2-0465 -(CH₂)₂- -NH-S(=O)₂- K36 J30 O 2-0466 -(CH₂)₂- -NH-S(=O)₂- K36 J30 S 2-0467 -(CH₂)₂- -NH-S(=O)₂- K36 J72 O 2-0468 -(CH₂)₂- -NH-S(=O)₂- K36 J72 S 2-0469 -(CH₂)₂- -NH-S(=O)₂- K109 J30 O 2-0470 -(CH₂)₂- -NH-S(=O)₂- K109 J30 S 2-0471 -(CH₂)₂- -NH-S(=O)₂- K109 J72 O 2-0472 -(CH₂)₂- -NH-S(=O)₂- K109 J72 S 2-0473 -(CH₂)₃- -NH-S(=O)₂- K34 J28 O 2-0474 -(CH₂)₃- -NH-S(=O)₂- K34 J28 S 2-0475 -(CH₂)₃- -NH-S(=O)₂- K34 J64 O 2-0476 -(CH₂)₃- -NH-S(=O)₂- K34 J64 S 2-0477 -(CH₂)₃- -NH-S(=O)₂- K73 J3 O 2-0478 -(CH₂)₃- -NH-S(=O)₂- K73 J3 S 2-0479 -(CH₂)₃- -NH-S(=O)₂- K73 J28 O 2-0480 -(CH₂)₃- -NH-S(=O)₂- K73 J28 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0481 -(CH₂)₃- -NH-S(=O)₂- K73 J64 O 2-0482 -(CH₂)₃- -NH-S(=O)₂- K73 J64 S 2-0483 -(CH₂)₃- -NH-S(=O)₂- K107 J3 O 2-0484 -(CH₂)₃- -NH-S(=O)₂- K107 J3 S 2-0485 -(CH₂)₃- -NH-S(=O)₂- K107 J28 O 2-0486 -(CH₂)₃- -NH-S(=O)₂- K107 J28 S 2-0487 -(CH₂)₃- -NH-S(=O)₂- K107 J64 O 2-0488 -(CH₂)₃- -NH-S(=O)₂- K107 J64 S 2-0489 -(CH₂)₃- -NH-S(=O)₂- K114 J3 O 2-0490 -(CH₂)₃- -NH-S(=O)₂- K114 J3 S 2-0491 -(CH₂)₃- -NH-S(=O)₂- K114 J28 O 2-0492 -(CH₂)₃- -NH-S(=O)₂- K114 J28 S 2-0493 -(CH₂)₃- -NH-S(=O)₂- K114 J64 O 2-0494 -(CH₂)₃- -NH-S(=O)₂- K114 J64 S 2-0495 -(CH₂)₄- -NH-S(=O)₂- K15 J27 O 2-0496 -(CH₂)₄- -NH-S(=O)₂- K15 J27 S 2-0497 -(CH₂)₄- -NH-S(=O)₂- K15 J89 O 2-0498 -(CH₂)₄- -NH-S(=O)₂- K15 J89 S 2-0499 -(CH₂)₄- -NH-S(=O)₂- K79 J27 O 2-0500 -(CH₂)₄- -NH-S(=O)₂- K79 J27 S 2-0501 -(CH₂)₄- -NH-S(=O)₂- K79 J89 O 2-0502 -(CH₂)₄- -NH-S(=O)₂- K79 J89 S 2-0503 -(CH₂)₄- -NH-S(=O)₂- K106 J27 O 2-0504 -(CH₂)₄- -NH-S(=O)₂- K106 J27 S 2-0505 -(CH₂)₄- -NH-S(=O)₂- K106 J89 O 2-0506 -(CH₂)₄- -NH-S(=O)₂- K106 J89 S 2-0507 -(CH₂)₂- -O-C(=O)- K1 J9 O 2-0508 -(CH₂)₂- -O-C(=O)- K11 J9 O 2-0509 -(CH₂)₂- -O-C(=O)- K13 J9 O 2-0510 -(CH₂)₂- -O-C(=O)- K24 J2 O 2-0511 -(CH₂)₂- -O-C(=O)- K24 J2 S 2-0512 -(CH₂)₂- -O-C(=O)- K24 J27 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0513 -(CH₂)₂- -O-C(=O)- K24 J27 S 2-0514 -(CH₂)₂- -O-C(=O)- K49 J9 O 2-0515 -(CH₂)₂- -O-C(=O)- K109 J2 O 2-0516 -(CH₂)₂- -O-C(=O)- K109 J2 S 2-0517 -(CH₂)₂- -O-C(=O)- K109 J27 O 2-0518 -(CH₂)₂- -O-C(=O)- K109 J27 S 2-0519 -(CH₂)₃- -O-C(=O)- K1 J9 O 2-0520 -(CH₂)₃- -O-C(=O)- K7 J9 O 2-0521 -(CH₂)₃- -O-C(=O)- K11 J9 O 2-0522 -(CH₂)₃- -O-C(=O)- K12 J9 O 2-0523 -(CH₂)₃- -O-C(=O)- K13 J9 O 2-0524 -(CH₂)₃- -O-C(=O)- K14 J9 O 2-0525 -(CH₂)₃- -O-C(=O)- K28 J9 O 2-0526 -(CH₂)₃- -O-C(=O)- K30 J9 O 2-0527 -(CH₂)₃- -O-C(=O)- K31 J9 O 2-0528 -(CH₂)₃- -O-C(=O)- K24 J9 O 2-0529 -(CH₂)₃- -O-C(=O)- K49 J9 O 2-0530 -(CH₂)₃- -O-C(=O)- K60 J9 O 2-0531 -(CH₂)₃- -O-C(=O)- K62 J9 O 2-0532 -(CH₂)₃- -O-C(=O)- K63 J43 O 2-0533 -(CH₂)₃- -O-C(=O)- K63 J43 S 2-0534 -(CH₂)₃- -O-C(=O)- K63 J82 O 2-0535 -(CH₂)₃- -O-C(=O)- K63 J82 S 2-0536 -(CH₂)₃- -O-C(=O)- K71 J9 O 2-0537 -(CH₂)₃- -O-C(=O)- K72 J9 O 2-0538 -(CH₂)₃- -O-C(=O)- K82 J9 O 2-0539 -(CH₂)₃- -O-C(=O)- K83 J9 O 2-0540 -(CH₂)₃- -O-C(=O)- K88 J43 O 2-0541 -(CH₂)₃- -O-C(=O)- K88 J43 S 2-0542 -(CH₂)₃- -O-C(=O)- K88 J82 O 2-0543 -(CH₂)₃- -O-C(=O)- K88 J82 S 2-0544 -(CH₂)₄- -O-C(=O)- K23 J28 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0545 -(CH₂)₄- -O-C(=O)- K23 J28 S 2-0546 -(CH₂)₄- -O-C(=O)- K23 J84 O 2-0547 -(CH₂)₄- -O-C(=O)- K23 J84 S 2-0548 -(CH₂)₄- -O-C(=O)- K73 J28 O 2-0549 -(CH₂)₄- -O-C(=O)- K73 J28 S 2-0550 -(CH₂)₄- -O-C(=O)- K73 J84 O 2-0551 -(CH₂)₄- -O-C(=O)- K73 J84 S 2-0552 -(CH₂)₂- -NH-C(=O)- K1 J9 S 2-0553 -(CH₂)₂- -NH-C(=O)- K1 J126 S 2-0554 -(CH₂)₂- -NH-C(=O)- K1 J129 S 2-0555 -(CH₂)₂- -NH-C(=O)- K1 J130 S 2-0556 -(CH₂)₂- -NH-C(=O)- K1 J138 S 2-0557 -(CH₂)₂- -NH-C(=O)- K103 J9 S 2-0558 -(CH₂)₂- -NH-C(=O)- K11 J9 S 2-0559 -(CH₂)₂- -NH-C(=O)- K11 J126 S 2-0560 -(CH₂)₂- -NH-C(=O)- K11 J129 S 2-0561 -(CH₂)₂- -NH-C(=O)- K11 J130 S 2-0562 -(CH₂)₂- -NH-C(=O)- K11 J138 S 2-0563 -(CH₂)₂- -NH-C(=O)- K12 J9 S 2-0564 -(CH₂)₂- -NH-C(=O)- K12 J126 S 2-0565 -(CH₂)₂- -NH-C(=O)- K12 J129 S 2-0566 -(CH₂)₂- -NH-C(=O)- K12 J130 S 2-0567 -(CH₂)₂- -NH-C(=O)- K12 J138 S 2-0568 -(CH₂)₂- -NH-C(=O)- K13 J9 S 2-0569 -(CH₂)₂- -NH-C(=O)- K13 J126 S 2-0570 -(CH₂)₂- -NH-C(=O)- K13 J129 S 2-0571 -(CH₂)₂- -NH-C(=O)- K13 J130 S 2-0572 -(CH₂)₂- -NH-C(=O)- K13 J138 S 2-0573 -(CH₂)₂- -NH-C(=O)- K14 J9 S 2-0574 -(CH₂)₂- -NH-C(=O)- K14 J126 S 2-0575 -(CH₂)₂- -NH-C(=O)- K14 J129 S 2-0576 -(CH₂)₂- -NH-C(=O)- K14 J130 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0577 -(CH₂)₂- -NH-C(=O)- K14 J138 S 2-0578 -(CH₂)₂- -NH-C(=O)- K15 J9 S 2-0579 -(CH₂)₂- -NH-C(=O)- K15 J126 S 2-0580 -(CH₂)₂- -NH-C(=O)- K15 J129 S 2-0581 -(CH₂)₂- -NH-C(=O)- K15 J130 S 2-0582 -(CH₂)₂- -NH-C(=O)- K15 J138 S 2-0583 -(CH₂)₂- -NH-C(=O)- K16 J9 S 2-0584 -(CH₂)₂- -NH-C(=O)- K17 J9 S 2-0585 -(CH₂)₂- -NH-C(=O)- K18 J9 S 2-0586 -(CH₂)₂- -NH-C(=O)- K19 J9 S 2-0587 -(CH₂)₂- -NH-C(=O)- K20 J9 S 2-0588 -(CH₂)₂- -NH-C(=O)- K21 J9 S 2-0589 -(CH₂)₂- -NH-C(=O)- K22 J9 S 2-0590 -(CH₂)₂- -NH-C(=O)- K23 J9 S 2-0591 -(CH₂)₂- -NH-C(=O)- K23 J126 S 2-0592 -(CH₂)₂- -NH-C(=O)- K23 J129 S 2-0593 -(CH₂)₂- -NH-C(=O)- K23 J130 S 2-0594 -(CH₂)₂- -NH-C(=O)- K23 J138 S 2-0595 -(CH₂)₂- -NH-C(=O)- K24 J9 S 2-0596 -(CH₂)₂- -NH-C(=O)- K24 J126 S 2-0597 -(CH₂)₂- -NH-C(=O)- K24 J129 S 2-0598 -(CH₂)₂- -NH-C(=O)- K24 J130 S 2-0599 -(CH₂)₂- -NH-C(=O)- K24 J138 S 2-0600 -(CH₂)₂- -NH-C(=O)- K241 J9 S 2-0601 -(CH₂)₂- -NH-C(=O)- K241 J126 S 2-0602 -(CH₂)₂- -NH-C(=O)- K241 J129 S 2-0603 -(CH₂)₂- -NH-C(=O)- K241 J130 S 2-0604 -(CH₂)₂- -NH-C(=O)- K241 J138 S 2-0605 -(CH₂)₂- -NH-C(=O)- K241 J14 S 2-0606 -(CH₂)₂- -NH-C(=O)- K241 J150 S 2-0607 -(CH₂)₂- -NH-C(=O)- K242 J9 S 2-0608 -(CH₂)₂- -NH-C(=O)- K242 J126 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0609 -(CH₂)₂- -NH-C(=O)- K242 J129 S 2-0610 -(CH₂)₂- -NH-C(=O)- K242 J130 S 2-0611 -(CH₂)₂- -NH-C(=O)- K242 J138 S 2-0612 -(CH₂)₂- -NH-C(=O)- K242 J16 S 2-0613 -(CH₂)₂- -NH-C(=O)- K242 J151 S 2-0614 -(CH₂)₂- -NH-C(=O)- K243 J9 S 2-0615 -(CH₂)₂- -NH-C(=O)- K243 J126 S 2-0616 -(CH₂)₂- -NH-C(=O)- K243 J129 S 2-0617 -(CH₂)₂- -NH-C(=O)- K243 J130 S 2-0618 -(CH₂)₂- -NH-C(=O)- K243 J138 S 2-0619 -(CH₂)₂- -NH-C(=O)- K243 J16 S 2-0620 -(CH₂)₂- -NH-C(=O)- K243 J151 S 2-0621 -(CH₂)₂- -NH-C(=O)- K244 J9 S 2-0622 -(CH₂)₂- -NH-C(=O)- K244 J126 S 2-0623 -(CH₂)₂- -NH-C(=O)- K244 J129 S 2-0624 -(CH₂)₂- -NH-C(=O)- K244 J130 S 2-0625 -(CH₂)₂- -NH-C(=O)- K244 J138 S 2-0626 -(CH₂)₂- -NH-C(=O)- K244 J19 S 2-0627 -(CH₂)₂- -NH-C(=O)- K244 J152 S 2-0628 -(CH₂)₂- -NH-C(=O)- K245 J9 S 2-0629 -(CH₂)₂- -NH-C(=O)- K245 J126 S 2-0630 -(CH₂)₂- -NH-C(=O)- K245 J129 S 2-0631 -(CH₂)₂- -NH-C(=O)- K245 J130 S 2-0632 -(CH₂)₂- -NH-C(=O)- K245 J138 S 2-0633 -(CH₂)₂- -NH-C(=O)- K245 J19 S 2-0634 -(CH₂)₂- -NH-C(=O)- K245 J152 S 2-0635 -(CH₂)₂- -NH-C(=O)- K246 J9 S 2-0636 -(CH₂)₂- -NH-C(=O)- K246 J126 S 2-0637 -(CH₂)₂- -NH-C(=O)- K246 J129 S 2-0638 -(CH₂)₂- -NH-C(=O)- K246 J130 S 2-0639 -(CH₂)₂- -NH-C(=O)- K246 J138 S 2-0640 -(CH₂)₂- -NH-C(=O)- K246 J22 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0641 -(CH₂)₂- -NH-C(=O)- K246 J153 S 2-0642 -(CH₂)₂- -NH-C(=O)- K247 J9 S 2-0643 -(CH₂)₂- -NH-C(=O)- K247 J126 S 2-0644 -(CH₂)₂- -NH-C(=O)- K247 J129 S 2-0645 -(CH₂)₂- -NH-C(=O)- K247 J130 S 2-0646 -(CH₂)₂- -NH-C(=O)- K247 J138 S 2-0647 -(CH₂)₂- -NH-C(=O)- K247 J22 S 2-0648 -(CH₂)₂- -NH-C(=O)- K247 J153 S 2-0649 -(CH₂)₂- -NH-C(=O)- K248 J9 S 2-0650 -(CH₂)₂- -NH-C(=O)- K248 J126 S 2-0651 -(CH₂)₂- -NH-C(=O)- K248 J129 S 2-0652 -(CH₂)₂- -NH-C(=O)- K248 J130 S 2-0653 -(CH₂)₂- -NH-C(=O)- K248 J138 S 2-0654 -(CH₂)₂- -NH-C(=O)- K248 J25 S 2-0655 -(CH₂)₂- -NH-C(=O)- K248 J154 S 2-0656 -(CH₂)₂- -NH-C(=O)- K249 J9 S 2-0657 -(CH₂)₂- -NH-C(=O)- K249 J126 S 2-0658 -(CH₂)₂- -NH-C(=O)- K249 J129 S 2-0659 -(CH₂)₂- -NH-C(=O)- K249 J130 S 2-0660 -(CH₂)₂- -NH-C(=O)- K249 J138 S 2-0661 -(CH₂)₂- -NH-C(=O)- K249 J25 S 2-0662 -(CH₂)₂- -NH-C(=O)- K249 J154 S 2-0663 -(CH₂)₂- -NH-C(=O)- K25 J9 S 2-0664 -(CH₂)₂- -NH-C(=O)- K250 J9 S 2-0665 -(CH₂)₂- -NH-C(=O)- K250 J126 S 2-0666 -(CH₂)₂- -NH-C(=O)- K250 J129 S 2-0667 -(CH₂)₂- -NH-C(=O)- K250 J130 S 2-0668 -(CH₂)₂- -NH-C(=O)- K250 J138 S 2-0669 -(CH₂)₂- -NH-C(=O)- K250 J26 S 2-0670 -(CH₂)₂- -NH-C(=O)- K250 J155 S 2-0671 -(CH₂)₂- -NH-C(=O)- K251 J9 S 2-0672 -(CH₂)₂- -NH-C(=O)- K251 J126 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0673 -(CH₂)₂- -NH-C(=O)- K251 J129 S 2-0674 -(CH₂)₂- -NH-C(=O)- K251 J130 S 2-0675 -(CH₂)₂- -NH-C(=O)- K251 J138 S 2-0676 -(CH₂)₂- -NH-C(=O)- K251 J26 S 2-0677 -(CH₂)₂- -NH-C(=O)- K251 J155 S 2-0678 -(CH₂)₂- -NH-C(=O)- K252 J9 S 2-0679 -(CH₂)₂- -NH-C(=O)- K253 J9 S 2-0680 -(CH₂)₂- -NH-C(=O)- K254 J9 S 2-0681 -(CH₂)₂- -NH-C(=O)- K26 J9 S 2-0682 -(CH₂)₂- -NH-C(=O)- K27 J9 S 2-0683 -(CH₂)₂- -NH-C(=O)- K27 J126 S 2-0684 -(CH₂)₂- -NH-C(=O)- K27 J129 S 2-0685 -(CH₂)₂- -NH-C(=O)- K27 J130 S 2-0686 -(CH₂)₂- -NH-C(=O)- K27 J138 S 2-0687 -(CH₂)₂- -NH-C(=O)- K28 J9 S 2-0688 -(CH₂)₂- -NH-C(=O)- K282 J9 S 2-0689 -(CH₂)₂- -NH-C(=O)- K282 J126 S 2-0690 -(CH₂)₂- -NH-C(=O)- K282 J129 S 2-0691 -(CH₂)₂- -NH-C(=O)- K282 J130 S 2-0692 -(CH₂)₂- -NH-C(=O)- K282 J138 S 2-0693 -(CH₂)₂- -NH-C(=O)- K283 J9 S 2-0694 -(CH₂)₂- -NH-C(=O)- K283 J126 S 2-0695 -(CH₂)₂- -NH-C(=O)- K283 J129 S 2-0696 -(CH₂)₂- -NH-C(=O)- K283 J130 S 2-0697 -(CH₂)₂- -NH-C(=O)- K283 J138 S 2-0698 -(CH₂)₂- -NH-C(=O)- K284 J9 S 2-0699 -(CH₂)₂- -NH-C(=O)- K284 J126 S 2-0700 -(CH₂)₂- -NH-C(=O)- K284 J129 S 2-0701 -(CH₂)₂- -NH-C(=O)- K284 J130 S 2-0702 -(CH₂)₂- -NH-C(=O)- K284 J138 S 2-0703 -(CH₂)₂- -NH-C(=O)- K285 J9 S 2-0704 -(CH₂)₂- -NH-C(=O)- K286 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0705 -(CH₂)₂- -NH-C(=O)- K287 J9 S 2-0706 -(CH₂)₂- -NH-C(=O)- K288 J9 S 2-0707 -(CH₂)₂- -NH-C(=O)- K289 J9 S 2-0708 -(CH₂)₂- -NH-C(=O)- K29 J9 S 2-0709 -(CH₂)₂- -NH-C(=O)- K290 J9 S 2-0710 -(CH₂)₂- -NH-C(=O)- K291 J9 S 2-0711 -(CH₂)₂- -NH-C(=O)- K292 J9 S 2-0712 -(CH₂)₂- -NH-C(=O)- K292 J28 S 2-0713 -(CH₂)₂- -NH-C(=O)- K292 J156 S 2-0714 -(CH₂)₂- -NH-C(=O)- K293 J9 S 2-0715 -(CH₂)₂- -NH-C(=O)- K294 J9 S 2-0716 -(CH₂)₂- -NH-C(=O)- K295 J9 S 2-0717 -(CH₂)₂- -NH-C(=O)- K295 J28 S 2-0718 -(CH₂)₂- -NH-C(=O)- K295 J156 S 2-0719 -(CH₂)₂- -NH-C(=O)- K296 J9 S 2-0720 -(CH₂)₂- -NH-C(=O)- K296 J126 S 2-0721 -(CH₂)₂- -NH-C(=O)- K296 J129 S 2-0722 -(CH₂)₂- -NH-C(=O)- K296 J130 S 2-0723 -(CH₂)₂- -NH-C(=O)- K296 J138 S 2-0724 -(CH₂)₂- -NH-C(=O)- K297 J9 S 2-0725 -(CH₂)₂- -NH-C(=O)- K297 J126 S 2-0726 -(CH₂)₂- -NH-C(=O)- K297 J129 S 2-0727 -(CH₂)₂- -NH-C(=O)- K297 J130 S 2-0728 -(CH₂)₂- -NH-C(=O)- K297 J138 S 2-0729 -(CH₂)₂- -NH-C(=O)- K298 J9 S 2-0730 -(CH₂)₂- -NH-C(=O)- K299 J9 S 2-0731 -(CH₂)₂- -NH-C(=O)- K30 J9 S 2-0732 -(CH₂)₂- -NH-C(=O)- K300 J9 S 2-0733 -(CH₂)₂- -NH-C(=O)- K300 J29 S 2-0734 -(CH₂)₂- -NH-C(=O)- K300 J157 S 2-0735 -(CH₂)₂- -NH-C(=O)- K301 J9 S 2-0736 -(CH₂)₂- -NH-C(=O)- K301 J29 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0737 -(CH₂)₂- -NH-C(=O)- K301 J157 S 2-0738 -(CH₂)₂- -NH-C(=O)- K303 J9 S 2-0739 -(CH₂)₂- -NH-C(=O)- K304 J9 S 2-0740 -(CH₂)₂- -NH-C(=O)- K305 J9 S 2-0741 -(CH₂)₂- -NH-C(=O)- K305 J126 S 2-0742 -(CH₂)₂- -NH-C(=O)- K305 J129 S 2-0743 -(CH₂)₂- -NH-C(=O)- K305 J130 S 2-0744 -(CH₂)₂- -NH-C(=O)- K305 J138 S 2-0745 -(CH₂)₂- -NH-C(=O)- K305 J31 S 2-0746 -(CH₂)₂- -NH-C(=O)- K305 J158 S 2-0747 -(CH₂)₂- -NH-C(=O)- K306 J9 S 2-0748 -(CH₂)₂- -NH-C(=O)- K306 J126 S 2-0749 -(CH₂)₂- -NH-C(=O)- K306 J129 S 2-0750 -(CH₂)₂- -NH-C(=O)- K306 J130 S 2-0751 -(CH₂)₂- -NH-C(=O)- K306 J138 S 2-0752 -(CH₂)₂- -NH-C(=O)- K306 J31 S 2-0753 -(CH₂)₂- -NH-C(=O)- K306 J158 S 2-0754 -(CH₂)₂- -NH-C(=O)- K307 J9 S 2-0755 -(CH₂)₂- -NH-C(=O)- K307 J126 S 2-0756 -(CH₂)₂- -NH-C(=O)- K307 J129 S 2-0757 -(CH₂)₂- -NH-C(=O)- K307 J130 S 2-0758 -(CH₂)₂- -NH-C(=O)- K307 J138 S 2-0759 -(CH₂)₂- -NH-C(=O)- K307 J33 S 2-0760 -(CH₂)₂- -NH-C(=O)- K307 J159 S 2-0761 -(CH₂)₂- -NH-C(=O)- K31 J9 S 2-0762 -(CH₂)₂- -NH-C(=O)- K31 J126 S 2-0763 -(CH₂)₂- -NH-C(=O)- K31 J129 S 2-0764 -(CH₂)₂- -NH-C(=O)- K31 J130 S 2-0765 -(CH₂)₂- -NH-C(=O)- K31 J138 S 2-0766 -(CH₂)₂- -NH-C(=O)- K32 J9 S 2-0767 -(CH₂)₂- -NH-C(=O)- K32 J126 S 2-0768 -(CH₂)₂- -NH-C(=O)- K32 J129 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0769 -(CH₂)₂- -NH-C(=O)- K32 J130 S 2-0770 -(CH₂)₂- -NH-C(=O)- K32 J138 S 2-0771 -(CH₂)₂- -NH-C(=O)- K33 J9 S 2-0772 -(CH₂)₂- -NH-C(=O)- K34 J9 S 2-0773 -(CH₂)₂- -NH-C(=O)- K34 J126 S 2-0774 -(CH₂)₂- -NH-C(=O)- K34 J129 S 2-0775 -(CH₂)₂- -NH-C(=O)- K34 J130 S 2-0776 -(CH₂)₂- -NH-C(=O)- K34 J138 S 2-0777 -(CH₂)₂- -NH-C(=O)- K35 J9 S 2-0778 -(CH₂)₂- -NH-C(=O)- K35 J126 S 2-0779 -(CH₂)₂- -NH-C(=O)- K35 J129 S 2-0780 -(CH₂)₂- -NH-C(=O)- K35 J130 S 2-0781 -(CH₂)₂- -NH-C(=O)- K35 J138 S 2-0782 -(CH₂)₂- -NH-C(=O)- K36 J9 S 2-0783 -(CH₂)₂- -NH-C(=O)- K36 J126 S 2-0784 -(CH₂)₂- -NH-C(=O)- K36 J129 S 2-0785 -(CH₂)₂- -NH-C(=O)- K36 J130 S 2-0786 -(CH₂)₂- -NH-C(=O)- K36 J138 S 2-0787 -(CH₂)₂- -NH-C(=O)- K37 J9 S 2-0788 -(CH₂)₂- -NH-C(=O)- K37 J126 S 2-0789 -(CH₂)₂- -NH-C(=O)- K37 J129 S 2-0790 -(CH₂)₂- -NH-C(=O)- K37 J130 S 2-0791 -(CH₂)₂- -NH-C(=O)- K37 J138 S 2-0792 -(CH₂)₂- -NH-C(=O)- K38 J9 S 2-0793 -(CH₂)₂- -NH-C(=O)- K38 J126 S 2-0794 -(CH₂)₂- -NH-C(=O)- K38 J129 S 2-0795 -(CH₂)₂- -NH-C(=O)- K38 J130 S 2-0796 -(CH₂)₂- -NH-C(=O)- K38 J138 S 2-0797 -(CH₂)₂- -NH-C(=O)- K39 J9 S 2-0798 -(CH₂)₂- -NH-C(=O)- K39 J126 S 2-0799 -(CH₂)₂- -NH-C(=O)- K39 J129 S 2-0800 -(CH₂)₂- -NH-C(=O)- K39 J130 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0801 -(CH₂)₂- -NH-C(=O)- K39 J138 S 2-0802 -(CH₂)₂- -NH-C(=O)- K4 J9 S 2-0803 -(CH₂)₂- -NH-C(=O)- K40 J9 S 2-0804 -(CH₂)₂- -NH-C(=O)- K41 J9 S 2-0805 -(CH₂)₂- -NH-C(=O)- K42 J9 S 2-0806 -(CH₂)₂- -NH-C(=O)- K423 J9 S 2-0807 -(CH₂)₂- -NH-C(=O)- K423 J33 S 2-0808 -(CH₂)₂- -NH-C(=O)- K423 J159 S 2-0809 -(CH₂)₂- -NH-C(=O)- K424 J9 S 2-0810 -(CH₂)₂- -NH-C(=O)- K424 J34 S 2-0811 -(CH₂)₂- -NH-C(=O)- K424 J163 S 2-0812 -(CH₂)₂- -NH-C(=O)- K425 J9 S 2-0813 -(CH₂)₂- -NH-C(=O)- K425 J34 S 2-0814 -(CH₂)₂- -NH-C(=O)- K425 J163 S 2-0815 -(CH₂)₂- -NH-C(=O)- K43 J9 S 2-0816 -(CH₂)₂- -NH-C(=O)- K44 J9 S 2-0817 -(CH₂)₂- -NH-C(=O)- K443 J9 S 2-0818 -(CH₂)₂- -NH-C(=O)- K443 J126 S 2-0819 -(CH₂)₂- -NH-C(=O)- K443 J129 S 2-0820 -(CH₂)₂- -NH-C(=O)- K443 J130 S 2-0821 -(CH₂)₂- -NH-C(=O)- K443 J138 S 2-0822 -(CH₂)₂- -NH-C(=O)- K444 J9 S 2-0823 -(CH₂)₂- -NH-C(=O)- K445 J9 S 2-0824 -(CH₂)₂- -NH-C(=O)- K445 J126 S 2-0825 -(CH₂)₂- -NH-C(=O)- K445 J129 S 2-0826 -(CH₂)₂- -NH-C(=O)- K445 J130 S 2-0827 -(CH₂)₂- -NH-C(=O)- K445 J138 S 2-0828 -(CH₂)₂- -NH-C(=O)- K449 J9 S 2-0829 -(CH₂)₂- -NH-C(=O)- K449 J126 S 2-0830 -(CH₂)₂- -NH-C(=O)- K449 J129 S 2-0831 -(CH₂)₂- -NH-C(=O)- K449 J130 S 2-0832 -(CH₂)₂- -NH-C(=O)- K449 J138 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0833 -(CH₂)₂- -NH-C(=O)- K45 J9 S 2-0834 -(CH₂)₂- -NH-C(=O)- K450 J9 S 2-0835 -(CH₂)₂- -NH-C(=O)- K450 J126 S 2-0836 -(CH₂)₂- -NH-C(=O)- K450 J129 S 2-0837 -(CH₂)₂- -NH-C(=O)- K450 J130 S 2-0838 -(CH₂)₂- -NH-C(=O)- K450 J138 S 2-0839 -(CH₂)₂- -NH-C(=O)- K46 J9 S 2-0840 -(CH₂)₂- -NH-C(=O)- K469 J126 S 2-0841 -(CH₂)₂- -NH-C(=O)- K469 J129 S 2-0842 -(CH₂)₂- -NH-C(=O)- K469 J130 S 2-0843 -(CH₂)₂- -NH-C(=O)- K469 J138 S 2-0844 -(CH₂)₂- -NH-C(=O)- K47 J9 S 2-0845 -(CH₂)₂- -NH-C(=O)- K471 J126 S 2-0846 -(CH₂)₂- -NH-C(=O)- K471 J129 S 2-0847 -(CH₂)₂- -NH-C(=O)- K471 J130 S 2-0848 -(CH₂)₂- -NH-C(=O)- K471 J138 S 2-0849 -(CH₂)₂- -NH-C(=O)- K472 J9 S 2-0850 -(CH₂)₂- -NH-C(=O)- K473 J9 S 2-0851 -(CH₂)₂- -NH-C(=O)- K474 J9 S 2-0852 -(CH₂)₂- -NH-C(=O)- K475 J9 S 2-0853 -(CH₂)₂- -NH-C(=O)- K476 J9 S 2-0854 -(CH₂)₂- -NH-C(=O)- K477 J9 S 2-0855 -(CH₂)₂- -NH-C(=O)- K478 J9 S 2-0856 -(CH₂)₂- -NH-C(=O)- K478 J126 S 2-0857 -(CH₂)₂- -NH-C(=O)- K478 J129 S 2-0858 -(CH₂)₂- -NH-C(=O)- K478 J130 S 2-0859 -(CH₂)₂- -NH-C(=O)- K478 J138 S 2-0860 -(CH₂)₂- -NH-C(=O)- K478 J37 S 2-0861 -(CH₂)₂- -NH-C(=O)- K478 J165 S 2-0862 -(CH₂)₂- -NH-C(=O)- K479 J9 S 2-0863 -(CH₂)₂- -NH-C(=O)- K479 J126 S 2-0864 -(CH₂)₂- -NH-C(=O)- K479 J129 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0865 -(CH₂)₂- -NH-C(=O)- K479 J130 S 2-0866 -(CH₂)₂- -NH-C(=O)- K479 J138 S 2-0867 -(CH₂)₂- -NH-C(=O)- K48 J9 S 2-0868 -(CH₂)₂- -NH-C(=O)- K480 J9 S 2-0869 -(CH₂)₂- -NH-C(=O)- K481 J9 S 2-0870 -(CH₂)₂- -NH-C(=O)- K482 J9 S 2-0871 -(CH₂)₂- -NH-C(=O)- K483 J9 S 2-0872 -(CH₂)₂- -NH-C(=O)- K484 J9 S 2-0873 -(CH₂)₂- -NH-C(=O)- K485 J9 S 2-0874 -(CH₂)₂- -NH-C(=O)- K485 J126 S 2-0875 -(CH₂)₂- -NH-C(=O)- K485 J129 S 2-0876 -(CH₂)₂- -NH-C(=O)- K485 J130 S 2-0877 -(CH₂)₂- -NH-C(=O)- K485 J138 S 2-0878 -(CH₂)₂- -NH-C(=O)- K485 J37 S 2-0879 -(CH₂)₂- -NH-C(=O)- K485 J165 S 2-0880 -(CH₂)₂- -NH-C(=O)- K486 J9 S 2-0881 -(CH₂)₂- -NH-C(=O)- K487 J9 S 2-0882 -(CH₂)₂- -NH-C(=O)- K488 J9 S 2-0883 -(CH₂)₂- -NH-C(=O)- K489 J9 S 2-0884 -(CH₂)₂- -NH-C(=O)- K49 J9 S 2-0885 -(CH₂)₂- -NH-C(=O)- K49 J126 S 2-0886 -(CH₂)₂- -NH-C(=O)- K49 J129 S 2-0887 -(CH₂)₂- -NH-C(=O)- K49 J130 S 2-0888 -(CH₂)₂- -NH-C(=O)- K49 J138 S 2-0889 -(CH₂)₂- -NH-C(=O)- K490 J9 S 2-0890 -(CH₂)₂- -NH-C(=O)- K491 J9 S 2-0891 -(CH₂)₂- -NH-C(=O)- K492 J9 S 2-0892 -(CH₂)₂- -NH-C(=O)- K493 J9 S 2-0893 -(CH₂)₂- -NH-C(=O)- K494 J9 S 2-0894 -(CH₂)₂- -NH-C(=O)- K495 J9 S 2-0895 -(CH₂)₂- -NH-C(=O)- K496 J9 S 2-0896 -(CH₂)₂- -NH-C(=O)- K497 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0897 -(CH₂)₂- -NH-C(=O)- K497 J126 S 2-0898 -(CH₂)₂- -NH-C(=O)- K497 J129 S 2-0899 -(CH₂)₂- -NH-C(=O)- K497 J130 S 2-0900 -(CH₂)₂- -NH-C(=O)- K497 J138 S 2-0901 -(CH₂)₂- -NH-C(=O)- K498 J9 S 2-0902 -(CH₂)₂- -NH-C(=O)- K498 J126 S 2-0903 -(CH₂)₂- -NH-C(=O)- K498 J129 S 2-0904 -(CH₂)₂- -NH-C(=O)- K498 J130 S 2-0905 -(CH₂)₂- -NH-C(=O)- K498 J138 S 2-0906 -(CH₂)₂- -NH-C(=O)- K499 J9 S 2-0907 -(CH₂)₂- -NH-C(=O)- K499 J126 S 2-0908 -(CH₂)₂- -NH-C(=O)- K499 J129 S 2-0909 -(CH₂)₂- -NH-C(=O)- K499 J130 S 2-0910 -(CH₂)₂- -NH-C(=O)- K499 J138 S 2-0911 -(CH₂)₂- -NH-C(=O)- K499 J57 S 2-0912 -(CH₂)₂- -NH-C(=O)- K499 J166 S 2-0913 -(CH₂)₂- -NH-C(=O)- K50 J9 S 2-0914 -(CH₂)₂- -NH-C(=O)- K500 J9 S 2-0915 -(CH₂)₂- -NH-C(=O)- K500 J126 S 2-0916 -(CH₂)₂- -NH-C(=O)- K500 J129 S 2-0917 -(CH₂)₂- -NH-C(=O)- K500 J130 S 2-0918 -(CH₂)₂- -NH-C(=O)- K500 J138 S 2-0919 -(CH₂)₂- -NH-C(=O)- K500 J57 S 2-0920 -(CH₂)₂- -NH-C(=O)- K500 J166 S 2-0921 -(CH₂)₂- -NH-C(=O)- K501 J9 S 2-0922 -(CH₂)₂- -NH-C(=O)- K501 J126 S 2-0923 -(CH₂)₂- -NH-C(=O)- K501 J129 S 2-0924 -(CH₂)₂- -NH-C(=O)- K501 J130 S 2-0925 -(CH₂)₂- -NH-C(=O)- K501 J138 S 2-0926 -(CH₂)₂- -NH-C(=O)- K501 J58 S 2-0927 -(CH₂)₂- -NH-C(=O)- K501 J167 S 2-0928 -(CH₂)₂- -NH-C(=O)- K502 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0929 -(CH₂)₂- -NH-C(=O)- K502 J58 S 2-0930 -(CH₂)₂- -NH-C(=O)- K502 J167 S 2-0931 -(CH₂)₂- -NH-C(=O)- K503 J9 S 2-0932 -(CH₂)₂- -NH-C(=O)- K503 J126 S 2-0933 -(CH₂)₂- -NH-C(=O)- K503 J129 S 2-0934 -(CH₂)₂- -NH-C(=O)- K503 J130 S 2-0935 -(CH₂)₂- -NH-C(=O)- K503 J138 S 2-0936 -(CH₂)₂- -NH-C(=O)- K503 J59 S 2-0937 -(CH₂)₂- -NH-C(=O)- K503 J168 S 2-0938 -(CH₂)₂- -NH-C(=O)- K504 J9 S 2-0939 -(CH₂)₂- -NH-C(=O)- K504 J59 S 2-0940 -(CH₂)₂- -NH-C(=O)- K504 J168 S 2-0941 -(CH₂)₂- -NH-C(=O)- K505 J9 S 2-0942 -(CH₂)₂- -NH-C(=O)- K505 J126 S 2-0943 -(CH₂)₂- -NH-C(=O)- K505 J129 S 2-0944 -(CH₂)₂- -NH-C(=O)- K505 J130 S 2-0945 -(CH₂)₂- -NH-C(=O)- K505 J138 S 2-0946 -(CH₂)₂- -NH-C(=O)- K505 J70 S 2-0947 -(CH₂)₂- -NH-C(=O)- K505 J169 S 2-0948 -(CH₂)₂- -NH-C(=O)- K506 J9 S 2-0949 -(CH₂)₂- -NH-C(=O)- K506 J126 S 2-0950 -(CH₂)₂- -NH-C(=O)- K506 J129 S 2-0951 -(CH₂)₂- -NH-C(=O)- K506 J130 S 2-0952 -(CH₂)₂- -NH-C(=O)- K506 J138 S 2-0953 -(CH₂)₂- -NH-C(=O)- K506 J70 S 2-0954 -(CH₂)₂- -NH-C(=O)- K506 J169 S 2-0955 -(CH₂)₂- -NH-C(=O)- K507 J9 S 2-0956 -(CH₂)₂- -NH-C(=O)- K507 J126 S 2-0957 -(CH₂)₂- -NH-C(=O)- K507 J129 S 2-0958 -(CH₂)₂- -NH-C(=O)- K507 J130 S 2-0959 -(CH₂)₂- -NH-C(=O)- K507 J138 S 2-0960 -(CH₂)₂- -NH-C(=O)- K507 J71 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0961 -(CH₂)₂- -NH-C(=O)- K507 J170 S 2-0962 -(CH₂)₂- -NH-C(=O)- K508 J9 S 2-0963 -(CH₂)₂- -NH-C(=O)- K508 J126 S 2-0964 -(CH₂)₂- -NH-C(=O)- K508 J129 S 2-0965 -(CH₂)₂- -NH-C(=O)- K508 J130 S 2-0966 -(CH₂)₂- -NH-C(=O)- K508 J138 S 2-0967 -(CH₂)₂- -NH-C(=O)- K508 J71 S 2-0968 -(CH₂)₂- -NH-C(=O)- K508 J170 S 2-0969 -(CH₂)₂- -NH-C(=O)- K509 J9 S 2-0970 -(CH₂)₂- -NH-C(=O)- K509 J72 S 2-0971 -(CH₂)₂- -NH-C(=O)- K509 J171 S 2-0972 -(CH₂)₂- -NH-C(=O)- K51 J9 S 2-0973 -(CH₂)₂- -NH-C(=O)- K510 J9 S 2-0974 -(CH₂)₂- -NH-C(=O)- K510 J126 S 2-0975 -(CH₂)₂- -NH-C(=O)- K510 J129 S 2-0976 -(CH₂)₂- -NH-C(=O)- K510 J130 S 2-0977 -(CH₂)₂- -NH-C(=O)- K510 J138 S 2-0978 -(CH₂)₂- -NH-C(=O)- K510 J72 S 2-0979 -(CH₂)₂- -NH-C(=O)- K510 J171 S 2-0980 -(CH₂)₂- -NH-C(=O)- K511 J9 S 2-0981 -(CH₂)₂- -NH-C(=O)- K511 J74 S 2-0982 -(CH₂)₂- -NH-C(=O)- K511 J174 S 2-0983 -(CH₂)₂- -NH-C(=O)- K512 J9 S 2-0984 -(CH₂)₂- -NH-C(=O)- K512 J74 S 2-0985 -(CH₂)₂- -NH-C(=O)- K512 J174 S 2-0986 -(CH₂)₂- -NH-C(=O)- K513 J9 S 2-0987 -(CH₂)₂- -NH-C(=O)- K513 J75 S 2-0988 -(CH₂)₂- -NH-C(=O)- K513 J175 S 2-0989 -(CH₂)₂- -NH-C(=O)- K514 J9 S 2-0990 -(CH₂)₂- -NH-C(=O)- K514 J75 S 2-0991 -(CH₂)₂- -NH-C(=O)- K514 J175 S 2-0992 -(CH₂)₂- -NH-C(=O)- K515 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-0993 -(CH₂)₂- -NH-C(=O)- K516 J9 S 2-0994 -(CH₂)₂- -NH-C(=O)- K516 J76 S 2-0995 -(CH₂)₂- -NH-C(=O)- K516 J176 S 2-0996 -(CH₂)₂- -NH-C(=O)- K517 J9 S 2-0997 -(CH₂)₂- -NH-C(=O)- K517 J126 S 2-0998 -(CH₂)₂- -NH-C(=O)- K517 J129 S 2-0999 -(CH₂)₂- -NH-C(=O)- K517 J130 S 2-1000 -(CH₂)₂- -NH-C(=O)- K517 J138 S 2-1001 -(CH₂)₂- -NH-C(=O)- K517 J76 S 2-1002 -(CH₂)₂- -NH-C(=O)- K517 J176 S 2-1003 -(CH₂)₂- -NH-C(=O)- K518 J9 S 2-1004 -(CH₂)₂- -NH-C(=O)- K518 J126 S 2-1005 -(CH₂)₂- -NH-C(=O)- K518 J129 S 2-1006 -(CH₂)₂- -NH-C(=O)- K518 J130 S 2-1007 -(CH₂)₂- -NH-C(=O)- K518 J138 S 2-1008 -(CH₂)₂- -NH-C(=O)- K518 J77 S 2-1009 -(CH₂)₂- -NH-C(=O)- K518 J177 S 2-1010 -(CH₂)₂- -NH-C(=O)- K519 J9 S 2-1011 -(CH₂)₂- -NH-C(=O)- K519 J126 S 2-1012 -(CH₂)₂- -NH-C(=O)- K519 J129 S 2-1013 -(CH₂)₂- -NH-C(=O)- K519 J130 S 2-1014 -(CH₂)₂- -NH-C(=O)- K519 J138 S 2-1015 -(CH₂)₂- -NH-C(=O)- K519 J77 S 2-1016 -(CH₂)₂- -NH-C(=O)- K519 J177 S 2-1017 -(CH₂)₂- -NH-C(=O)- K52 J9 S 2-1018 -(CH₂)₂- -NH-C(=O)- K520 J9 S 2-1019 -(CH₂)₂- -NH-C(=O)- K521 J9 S 2-1020 -(CH₂)₂- -NH-C(=O)- K522 J9 S 2-1021 -(CH₂)₂- -NH-C(=O)- K523 J9 S 2-1022 -(CH₂)₂- -NH-C(=O)- K523 J126 S 2-1023 -(CH₂)₂- -NH-C(=O)- K523 J129 S 2-1024 -(CH₂)₂- -NH-C(=O)- K523 J130 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1025 -(CH₂)₂- -NH-C(=O)- K523 J138 S 2-1026 -(CH₂)₂- -NH-C(=O)- K523 J78 S 2-1027 -(CH₂)₂- -NH-C(=O)- K523 J178 S 2-1028 -(CH₂)₂- -NH-C(=O)- K524 J9 S 2-1029 -(CH₂)₂- -NH-C(=O)- K525 J9 S 2-1030 -(CH₂)₂- -NH-C(=O)- K525 J126 S 2-1031 -(CH₂)₂- -NH-C(=O)- K525 J129 S 2-1032 -(CH₂)₂- -NH-C(=O)- K525 J130 S 2-1033 -(CH₂)₂- -NH-C(=O)- K525 J138 S 2-1034 -(CH₂)₂- -NH-C(=O)- K525 J78 S 2-1035 -(CH₂)₂- -NH-C(=O)- K525 J178 S 2-1036 -(CH₂)₂- -NH-C(=O)- K526 J9 S 2-1037 -(CH₂)₂- -NH-C(=O)- K526 J126 S 2-1038 -(CH₂)₂- -NH-C(=O)- K526 J129 S 2-1039 -(CH₂)₂- -NH-C(=O)- K526 J130 S 2-1040 -(CH₂)₂- -NH-C(=O)- K526 J138 S 2-1041 -(CH₂)₂- -NH-C(=O)- K526 J79 S 2-1042 -(CH₂)₂- -NH-C(=O)- K526 J179 S 2-1043 -(CH₂)₂- -NH-C(=O)- K527 J9 S 2-1044 -(CH₂)₂- -NH-C(=O)- K528 J9 S 2-1045 -(CH₂)₂- -NH-C(=O)- K528 J79 S 2-1046 -(CH₂)₂- -NH-C(=O)- K528 J179 S 2-1047 -(CH₂)₂- -NH-C(=O)- K53 J9 S 2-1048 -(CH₂)₂- -NH-C(=O)- K53 J126 S 2-1049 -(CH₂)₂- -NH-C(=O)- K53 J129 S 2-1050 -(CH₂)₂- -NH-C(=O)- K53 J130 S 2-1051 -(CH₂)₂- -NH-C(=O)- K53 J138 S 2-1052 -(CH₂)₂- -NH-C(=O)- K531 J9 S 2-1053 -(CH₂)₂- -NH-C(=O)- K532 J9 S 2-1054 -(CH₂)₂- -NH-C(=O)- K533 J9 S 2-1055 -(CH₂)₂- -NH-C(=O)- K533 J126 S 2-1056 -(CH₂)₂- -NH-C(=O)- K533 J129 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1057 -(CH₂)₂- -NH-C(=O)- K533 J130 S 2-1058 -(CH₂)₂- -NH-C(=O)- K533 J138 S 2-1059 -(CH₂)₂- -NH-C(=O)- K534 J9 S 2-1060 -(CH₂)₂- -NH-C(=O)- K535 J9 S 2-1061 -(CH₂)₂- -NH-C(=O)- K535 J126 S 2-1062 -(CH₂)₂- -NH-C(=O)- K535 J129 S 2-1063 -(CH₂)₂- -NH-C(=O)- K535 J130 S 2-1064 -(CH₂)₂- -NH-C(=O)- K535 J138 S 2-1065 -(CH₂)₂- -NH-C(=O)- K536 J9 S 2-1066 -(CH₂)₂- -NH-C(=O)- K537 J9 S 2-1067 -(CH₂)₂- -NH-C(=O)- K538 J9 S 2-1068 -(CH₂)₂- -NH-C(=O)- K539 J9 S 2-1069 -(CH₂)₂- -NH-C(=O)- K54 J9 S 2-1070 -(CH₂)₂- -NH-C(=O)- K54 J126 S 2-1071 -(CH₂)₂- -NH-C(=O)- K54 J129 S 2-1072 -(CH₂)₂- -NH-C(=O)- K54 J130 S 2-1073 -(CH₂)₂- -NH-C(=O)- K54 J138 S 2-1074 -(CH₂)₂- -NH-C(=O)- K540 J9 S 2-1075 -(CH₂)₂- -NH-C(=O)- K541 J9 S 2-1076 -(CH₂)₂- -NH-C(=O)- K542 J9 S 2-1077 -(CH₂)₂- -NH-C(=O)- K542 J126 S 2-1078 -(CH₂)₂- -NH-C(=O)- K542 J129 S 2-1079 -(CH₂)₂- -NH-C(=O)- K542 J130 S 2-1080 -(CH₂)₂- -NH-C(=O)- K542 J138 S 2-1081 -(CH₂)₂- -NH-C(=O)- K542 J81 S 2-1082 -(CH₂)₂- -NH-C(=O)- K542 J180 S 2-1083 -(CH₂)₂- -NH-C(=O)- K543 J9 S 2-1084 -(CH₂)₂- -NH-C(=O)- K543 J81 S 2-1085 -(CH₂)₂- -NH-C(=O)- K543 J180 S 2-1086 -(CH₂)₂- -NH-C(=O)- K544 J9 S 2-1087 -(CH₂)₂- -NH-C(=O)- K545 J9 S 2-1088 -(CH₂)₂- -NH-C(=O)- K545 J126 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1089 -(CH₂)₂- -NH-C(=O)- K545 J129 S 2-1090 -(CH₂)₂- -NH-C(=O)- K545 J130 S 2-1091 -(CH₂)₂- -NH-C(=O)- K545 J138 S 2-1092 -(CH₂)₂- -NH-C(=O)- K545 J83 S 2-1093 -(CH₂)₂- -NH-C(=O)- K545 J181 S 2-1094 -(CH₂)₂- -NH-C(=O)- K546 J9 S 2-1095 -(CH₂)₂- -NH-C(=O)- K546 J126 S 2-1096 -(CH₂)₂- -NH-C(=O)- K546 J129 S 2-1097 -(CH₂)₂- -NH-C(=O)- K546 J130 S 2-1098 -(CH₂)₂- -NH-C(=O)- K546 J138 S 2-1099 -(CH₂)₂- -NH-C(=O)- K546 J83 S 2-1100 -(CH₂)₂- -NH-C(=O)- K546 J181 S 2-1101 -(CH₂)₂- -NH-C(=O)- K547 J9 S 2-1102 -(CH₂)₂- -NH-C(=O)- K547 J126 S 2-1103 -(CH₂)₂- -NH-C(=O)- K547 J129 S 2-1104 -(CH₂)₂- -NH-C(=O)- K547 J130 S 2-1105 -(CH₂)₂- -NH-C(=O)- K547 J138 S 2-1106 -(CH₂)₂- -NH-C(=O)- K547 J84 S 2-1107 -(CH₂)₂- -NH-C(=O)- K547 J182 S 2-1108 -(CH₂)₂- -NH-C(=O)- K548 J9 S 2-1109 -(CH₂)₂- -NH-C(=O)- K548 J126 S 2-1110 -(CH₂)₂- -NH-C(=O)- K548 J129 S 2-1111 -(CH₂)₂- -NH-C(=O)- K548 J130 S 2-1112 -(CH₂)₂- -NH-C(=O)- K548 J138 S 2-1113 -(CH₂)₂- -NH-C(=O)- K548 J84 S 2-1114 -(CH₂)₂- -NH-C(=O)- K548 J182 S 2-1115 -(CH₂)₂- -NH-C(=O)- K549 J9 S 2-1116 -(CH₂)₂- -NH-C(=O)- K549 J126 S 2-1117 -(CH₂)₂- -NH-C(=O)- K549 J129 S 2-1118 -(CH₂)₂- -NH-C(=O)- K549 J130 S 2-1119 -(CH₂)₂- -NH-C(=O)- K549 J138 S 2-1120 -(CH₂)₂- -NH-C(=O)- K549 J87 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1121 -(CH₂)₂- -NH-C(=O)- K549 J185 S 2-1122 -(CH₂)₂- -NH-C(=O)- X55 J9 S 2-1123 -(CH₂)₂- -NH-C(=O)- R550 J9 S 2-1124 -(CH₂)₂- -NH-C(=O)- K550 J126 S 2-1125 -(CH₂)₂- -NH-C(=O)- K550 J129 S 2-1126 -(CH₂)₂- -NH-C(=O)- K550 J130 S 2-1127 -(CH₂)₂- -NH-C(=O)- K550 J138 S 2-1128 -(CH₂)₂- -NH-C(=O)- K551 J9 S 2-1129 -(CH₂)₂- -NH-C(=O)- K551 J126 S 2-1130 -(CH₂)₂- -NH-C(=O)- K551 J129 S 2-1131 -(CH₂)₂- -NH-C(=O)- K551 J130 S 2-1132 -(CH₂)₂- -NH-C(=O)- K551 J138 S 2-1133 -(CH₂)₂- -NH-C(=O)- K552 J9 S 2-1134 -(CH₂)₂- -NH-C(=O)- K553 J9 S 2-1135 -(CH₂)₂- -NH-C(=O)- K554 J9 S 2-1136 -(CH₂)₂- -NH-C(=O)- K554 J126 S 2-1137 -(CH₂)₂- -NH-C(=O)- K554 J129 S 2-1138 -(CH₂)₂- -NH-C(=O)- K554 J130 S 2-1139 -(CH₂)₂- -NH-C(=O)- K554 J138 S 2-1140 -(CH₂)₂- -NH-C(=O)- K554 J87 S 2-1141 -(CH₂)₂- -NH-C(=O)- K554 J185 S 2-1142 -(CH₂)₂- -NH-C(=O)- K555 J9 S 2-1143 -(CH₂)₂- -NH-C(=O)- K556 J9 S 2-1144 -(CH₂)₂- -NH-C(=O)- K557 J9 S 2-1145 -(CH₂)₂- -NH-C(=O)- K558 J9 S 2-1146 -(CH₂)₂- -NH-C(=O)- K559 J9 S 2-1147 -(CH₂)₂- -NH-C(=O)- K56 J9 S 2-1148 -(CH₂)₂- -NH-C(=O)- K560 J9 S 2-1149 -(CH₂)₂- -NH-C(=O)- K561 J9 S 2-1150 -(CH₂)₂- -NH-C(=O)- K562 J9 S 2-1151 -(CH₂)₂- -NH-C(=O)- K563 J9 S 2-1152 -(CH₂)₂- -NH-C(=O)- K563 J89 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1153 -(CH₂)₂- -NH-C(=O)- K563 J188 S 2-1154 -(CH₂)₂- -NH-C(=O)- K564 J9 S 2-1155 -(CH₂)₂- -NH-C(=O)- K564 J126 S 2-1156 -(CH₂)₂- -NH-C(=O)- K564 J129 S 2-1157 -(CH₂)₂- -NH-C(=O)- K564 J130 S 2-1158 -(CH₂)₂- -NH-C(=O)- K564 J138 S 2-1159 -(CH₂)₂- -NH-C(=O)- K564 J89 S 2-1160 -(CH₂)₂- -NH-C(=O)- K564 J188 S 2-1161 -(CH₂)₂- -NH-C(=O)- K565 J9 S 2-1162 -(CH₂)₂- -NH-C(=O)- K566 J9 S 2-1163 -(CH₂)₂- -NH-C(=O)- K567 J9 S 2-1164 -(CH₂)₂- -NH-C(=O)- K567 J126 S 2-1165 -(CH₂)₂- -NH-C(=O)- K567 J129 S 2-1166 -(CH₂)₂- -NH-C(=O)- K567 J130 S 2-1167 -(CH₂)₂- -NH-C(=O)- K567 J138 S 2-1168 -(CH₂)₂- -NH-C(=O)- K567 J120 S 2-1169 -(CH₂)₂- -NH-C(=O)- K567 J189 S 2-1170 -(CH₂)₂- -NH-C(=O)- K568 J9 S 2-1171 -(CH₂)₂- -NH-C(=O)- K568 J126 S 2-1172 -(CH₂)₂- -NH-C(=O)- K568 J129 S 2-1173 -(CH₂)₂- -NH-C(=O)- K568 J130 S 2-1174 -(CH₂)₂- -NH-C(=O)- K568 J138 S 2-1175 -(CH₂)₂- -NH-C(=O)- K568 J120 S 2-1176 -(CH₂)₂- -NH-C(=O)- K568 J189 S 2-1177 -(CH₂)₂- -NH-C(=O)- K569 J9 S 2-1178 -(CH₂)₂- -NH-C(=O)- K569 J126 S 2-1179 -(CH₂)₂- -NH-C(=O)- K569 J129 S 2-1180 -(CH₂)₂- -NH-C(=O)- K569 J130 S 2-1181 -(CH₂)₂- -NH-C(=O)- K569 J138 S 2-1182 -(CH₂)₂- -NH-C(=O)- K569 J121 S 2-1183 -(CH₂)₂- -NH-C(=O)- K569 J190 S 2-1184 -(CH₂)₂- -NH-C(=O)- K57 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1185 -(CH₂)₂- -NH-C(=O)- K570 J9 S 2-1186 -(CH₂)₂- -NH-C(=O)- K570 J121 S 2-1187 -(CH₂)₂- -NH-C(=O)- K570 J190 S 2-1188 -(CH₂)₂- -NH-C(=O)- K571 J9 S 2-1189 -(CH₂)₂- -NH-C(=O)- K571 J126 S 2-1190 -(CH₂)₂- -NH-C(=O)- K571 J129 S 2-1191 -(CH₂)₂- -NH-C(=O)- K571 J130 S 2-1192 -(CH₂)₂- -NH-C(=O)- K571 J138 S 2-1193 -(CH₂)₂- -NH-C(=O)- K571 J122 S 2-1194 -(CH₂)₂- -NH-C(=O)- K571 J191 S 2-1195 -(CH₂)₂- -NH-C(=O)- K572 J9 S 2-1196 -(CH₂)₂- -NH-C(=O)- K572 J126 S 2-1197 -(CH₂)₂- -NH-C(=O)- K572 J129 S 2-1198 -(CH₂)₂- -NH-C(=O)- K572 J130 S 2-1199 -(CH₂)₂- -NH-C(=O)- K572 J138 S 2-1200 -(CH₂)₂- -NH-C(=O)- K572 J122 S 2-1201 -(CH₂)₂- -NH-C(=O)- K572 J191 S 2-1202 -(CH₂)₂- -NH-C(=O)- K573 J9 S 2-1203 -(CH₂)₂- -NH-C(=O)- K573 J126 S 2-1204 -(CH₂)₂- -NH-C(=O)- K573 J129 S 2-1205 -(CH₂)₂- -NH-C(=O)- K573 J130 S 2-1206 -(CH₂)₂- -NH-C(=O)- K573 J138 S 2-1207 -(CH₂)₂- -NH-C(=O)- K573 J123 S 2-1208 -(CH₂)₂- -NH-C(=O)- K573 J192 S 2-1209 -(CH₂)₂- -NH-C(=O)- K574 J9 S 2-1210 -(CH₂)₂- -NH-C(=O)- K574 J126 S 2-1211 -(CH₂)₂- -NH-C(=O)- K574 J129 S 2-1212 -(CH₂)₂- -NH-C(=O)- K574 J130 S 2-1213 -(CH₂)₂- -NH-C(=O)- K574 J138 S 2-1214 -(CH₂)₂- -NH-C(=O)- K574 J123 S 2-1215 -(CH₂)₂- -NH-C(=O)- K574 J192 S 2-1216 -(CH₂)₂- -NH-C(=O)- K575 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1217 -(CH₂)₂- -NH-C(=O)- K575 J126 S 2-1218 -(CH₂)₂- -NH-C(=O)- K575 J129 S 2-1219 -(CH₂)₂- -NH-C(=O)- K575 J130 S 2-1220 -(CH₂)₂- -NH-C(=O)- K575 J138 S 2-1221 -(CH₂)₂- -NH-C(=O)- K575 J124 S 2-1222 -(CH₂)₂- -NH-C(=O)- K575 J193 S 2-1223 -(CH₂)₂- -NH-C(=O)- K576 J9 S 2-1224 -(CH₂)₂- -NH-C(=O)- K576 J124 S 2-1225 -(CH₂)₂- -NH-C(=O)- K576 J193 S 2-1226 -(CH₂)₂- -NH-C(=O)- K577 J9 S 2-1227 -(CH₂)₂- -NH-C(=O)- K577 J125 S 2-1228 -(CH₂)₂- -NH-C(=O)- K577 J194 S 2-1229 -(CH₂)₂- -NH-C(=O)- K578 J9 S 2-1230 -(CH₂)₂- -NH-C(=O)- K578 J125 S 2-1231 -(CH₂)₂- -NH-C(=O)- K578 J194 S 2-1232 -(CH₂)₂- -NH-C(=O)- K579 J9 S 2-1233 -(CH₂)₂- -NH-C(=O)- K579 J126 S 2-1234 -(CH₂)₂- -NH-C(=O)- K579 J129 S 2-1235 -(CH₂)₂- -NH-C(=O)- K579 J130 S 2-1236 -(CH₂)₂- -NH-C(=O)- K579 J138 S 2-1237 -(CH₂)₂- -NH-C(=O)- K579 J127 S 2-1238 -(CH₂)₂- -NH-C(=O)- K579 J195 S 2-1239 -(CH₂)₂- -NH-C(=O)- K58 J9 S 2-1240 -(CH₂)₂- -NH-C(=O)- K580 J9 S 2-1241 -(CH₂)₂- -NH-C(=O)- K580 J126 S 2-1242 -(CH₂)₂- -NH-C(=O)- K580 J129 S 2-1243 -(CH₂)₂- -NH-C(=O)- K580 J130 S 2-1244 -(CH₂)₂- -NH-C(=O)- K580 J138 S 2-1245 -(CH₂)₂- -NH-C(=O)- K580 J127 S 2-1246 -(CH₂)₂- -NH-C(=O)- K580 J195 S 2-1247 -(CH₂)₂- -NH-C(=O)- K581 J9 S 2-1248 -(CH₂)₂- -NH-C(=O)- K581 J126 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1249 -(CH₂)₂- -NH-C(=O)- K581 J129 S 2-1250 -(CH₂)₂- -NH-C(=O)- K581 J130 S 2-1251 -(CH₂)₂- -NH-C(=O)- K581 J138 S 2-1252 -(CH₂)₂- -NH-C(=O)- K581 J128 S 2-1253 -(CH₂)₂- -NH-C(=O)- K581 J196 S 2-1254 -(CH₂)₂- -NH-C(=O)- K582 J9 S 2-1255 -(CH₂)₂- -NH-C(=O)- K582 J126 S 2-1256 -(CH₂)₂- -NH-C(=O)- K582 J129 S 2-1257 -(CH₂)₂- -NH-C(=O)- K582 J130 S 2-1258 -(CH₂)₂- -NH-C(=O)- K582 J138 S 2-1259 -(CH₂)₂- -NH-C(=O)- K582 J128 S 2-1260 -(CH₂)₂- -NH-C(=O)- K582 J196 S 2-1261 -(CH₂)₂- -NH-C(=O)- K583 J9 S 2-1262 -(CH₂)₂- -NH-C(=O)- K583 J126 S 2-1263 -(CH₂)₂- -NH-C(=O)- K583 J129 S 2-1264 -(CH₂)₂- -NH-C(=O)- K583 J130 S 2-1265 -(CH₂)₂- -NH-C(=O)- K583 J138 S 2-1266 -(CH₂)₂- -NH-C(=O)- K583 J131 S 2-1267 -(CH₂)₂- -NH-C(=O)- K583 J197 S 2-1268 -(CH₂)₂- -NH-C(=O)- K584 J9 S 2-1269 -(CH₂)₂- -NH-C(=O)- K584 J126 S 2-1270 -(CH₂)₂- -NH-C(=O)- K584 J129 S 2-1271 -(CH₂)₂- -NH-C(=O)- K584 J130 S 2-1272 -(CH₂)₂- -NH-C(=O)- K584 J138 S 2-1273 -(CH₂)₂- -NH-C(=O)- K584 J131 S 2-1274 -(CH₂)₂- -NH-C(=O)- K584 J197 S 2-1275 -(CH₂)₂- -NH-C(=O)- K585 J9 S 2-1276 -(CH₂)₂- -NH-C(=O)- K585 J126 S 2-1277 -(CH₂)₂- -NH-C(=O)- K585 J129 S 2-1278 -(CH₂)₂- -NH-C(=O)- K585 J130 S 2-1279 -(CH₂)₂- -NH-C(=O)- K585 J138 S 2-1280 -(CH₂)₂- -NH-C(=O)- K585 J132 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1281 -(CH₂)₂- -NH-C(=O)- K585 J198 S 2-1282 -(CH₂)₂- -NH-C(=O)- K586 J9 S 2-1283 -(CH₂)₂- -NH-C(=O)- K587 J9 S 2-1284 -(CH₂)₂- -NH-C(=O)- K588 J9 S 2-1285 -(CH₂)₂- -NH-C(=O)- K589 J9 S 2-1286 -(CH₂)₂- -NH-C(=O)- K589 J126 S 2-1287 -(CH₂)₂- -NH-C(=O)- K589 J129 S 2-1288 -(CH₂)₂- -NH-C(=O)- K589 J130 S 2-1289 -(CH₂)₂- -NH-C(=O)- K589 J138 S 2-1290 -(CH₂)₂- -NH-C(=O)- K59 J9 S 2-1291 -(CH₂)₂- -NH-C(=O)- K59 J126 S 2-1292 -(CH₂)₂- -NH-C(=O)- K59 J129 S 2-1293 -(CH₂)₂- -NH-C(=O)- K59 J130 S 2-1294 -(CH₂)₂- -NH-C(=O)- K59 J138 S 2-1295 -(CH₂)₂- -NH-C(=O)- K590 J9 S 2-1296 -(CH₂)₂- -NH-C(=O)- K590 J126 S 2-1297 -(CH₂)₂- -NH-C(=O)- K590 J129 S 2-1298 -(CH₂)₂- -NH-C(=O)- X590 J130 S 2-1299 -(CH₂)₂- -NH-C(=O)- K590 J138 S 2-1300 -(CH₂)₂- -NH-C(=O)- K590 J132 S 2-1301 -(CH₂)₂- -NH-C(=O)- K590 J198 S 2-1302 -(CH₂)₂- -NH-C(=O)- K591 J9 S 2-1303 -(CH₂)₂- -NH-C(=O)- K591 J126 S 2-1304 -(CH₂)₂- -NH-C(=O)- K591 J129 S 2-1305 -(CH₂)₂- -NH-C(=O)- K591 J130 S 2-1306 -(CH₂)₂- -NH-C(=O)- K591 J138 S 2-1307 -(CH₂)₂- -NH-C(=O)- K591 J133 S 2-1308 -(CH₂)₂- -NH-C(=O)- K591 J199 S 2-1309 -(CH₂)₂- -NH-C(=O)- K592 J9 S 2-1310 -(CH₂)₂- -NH-C(=O)- K592 J126 S 2-1311 -(CH₂)₂- -NH-C(=O)- K592 J129 S 2-1312 -(CH₂)₂- -NH-C(=O)- K592 J130 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1313 -(CH₂)₂- -NH-C(=O)- K592 J138 S 2-1314 -(CH₂)₂- -NH-C(=O)- K592 J133 S 2-1315 -(CH₂)₂- -NH-C(=O)- K592 J199 S 2-1316 -(CH₂)₂- -NH-C(=O)- K593 J9 S 2-1317 -(CH₂)₂- -NH-C(=O)- K593 J126 S 2-1318 -(CH₂)₂- -NH-C(=O)- K593 J129 S 2-1319 -(CH₂)₂- -NH-C(=O)- K593 J130 S 2-1320 -(CH₂)₂- -NH-C(=O)- K593 J138 S 2-1321 -(CH₂)₂- -NH-C(=O)- K593 J134 S 2-1322 -(CH₂)₂- -NH-C(=O)- K593 J200 S 2-1323 -(CH₂)₂- -NH-C(=O)- K594 J9 S 2-1324 -(CH₂)₂- -NH-C(=O)- K594 J126 S 2-1325 -(CH₂)₂- -NH-C(=O)- K594 J129 S 2-1326 -(CH₂)₂- -NH-C(=O)- K594 J130 S 2-1327 -(CH₂)₂- -NH-C(=O)- K594 J138 S 2-1328 -(CH₂)₂- -NH-C(=O)- K594 J134 S 2-1329 -(CH₂)₂- -NH-C(=O)- K594 J200 S 2-1330 -(CH₂)₂- -NH-C(=O)- K595 J9 S 2-1331 -(CH₂)₂- -NH-C(=O)- K595 J126 S 2-1332 -(CH₂)₂- -NH-C(=O)- K595 J129 S 2-1333 -(CH₂)₂- -NH-C(=O)- K595 J130 S 2-1334 -(CH₂)₂- -NH-C(=O)- K595 J138 S 2-1335 -(CH₂)₂- -NH-C(=O)- K595 J135 S 2-1336 -(CH₂)₂- -NH-C(=O)- K595 J201 S 2-1337 -(CH₂)₂- -NH-C(=O)- K596 J9 S 2-1338 -(CH₂)₂- -NH-C(=O)- K596 J126 S 2-1339 -(CH₂)₂- -NH-C(=O)- K596 J129 S 2-1340 -(CH₂)₂- -NH-C(=O)- K596 J130 S 2-1341 -(CH₂)₂- -NH-C(=O)- K596 J138 S 2-1342 -(CH₂)₂- -NH-C(=O)- K596 J135 S 2-1343 -(CH₂)₂- -NH-C(=O)- K596 J201 S 2-1344 -(CH₂)₂- -NH-C(=O)- K597 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1345 -(CH₂)₂- -NH-C(=O)- K598 J9 S 2-1346 -(CH₂)₂- -NH-C(=O)- K599 J9 S 2-1347 -(CH₂)₂- -NH-C(=O)- K6 J9 S 2-1348 -(CH₂)₂- -NH-C(=O)- K60 J9 S 2-1349 -(CH₂)₂- -NH-C(=O)- K60 J126 S 2-1350 -(CH₂)₂- -NH-C(=O)- K60 J129 S 2-1351 -(CH₂)₂- -NH-C(=O)- K60 J130 S 2-1352 -(CH₂)₂- -NH-C(=O)- K60 J138 S 2-1353 -(CH₂)₂- -NH-C(=O)- K600 J9 S 2-1354 -(CH₂)₂- -NH-C(=O)- K601 J9 S 2-1355 -(CH₂)₂- -NH-C(=O)- K602 J9 S 2-1356 -(CH₂)₂- -NH-C(=O)- K608 J136 S 2-1357 -(CH₂)₂- -NH-C(=O)- K608 J202 S 2-1358 -(CH₂)₂- -NH-C(=O)- K61 J9 S 2-1359 -(CH₂)₂- -NH-C(=O)- K61 J126 S 2-1360 -(CH₂)₂- -NH-C(=O)- K61 J129 S 2-1361 -(CH₂)₂- -NH-C(=O)- K61 J130 S 2-1362 -(CH₂)₂- -NH-C(=O)- K61 J138 S 2-1363 -(CH₂)₂- -NH-C(=O)- K611 J136 S 2-1364 -(CH₂)₂- -NH-C(=O)- K611 J202 S 2-1365 -(CH₂)₂- -NH-C(=O)- K618 J9 S 2-1366 -(CH₂)₂- -NH-C(=O)- K618 J126 S 2-1367 -(CH₂)₂- -NH-C(=O)- K618 J129 S 2-1368 -(CH₂)₂- -NH-C(=O)- K618 J130 S 2-1369 -(CH₂)₂- -NH-C(=O)- K618 J138 S 2-1370 -(CH₂)₂- -NH-C(=O)- K618 J137 S 2-1371 -(CH₂)₂- -NH-C(=O)- K618 J203 S 2-1372 -(CH₂)₂- -NH-C(=O)- K619 J9 S 2-1373 -(CH₂)₂- -NH-C(=O)- K619 J126 S 2-1374 -(CH₂)₂- -NH-C(=O)- K619 J129 S 2-1375 -(CH₂)₂- -NH-C(=O)- K619 J130 S 2-1376 -(CH₂)₂- -NH-C(=O)- K619 J138 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1377 -(CH₂)₂- -NH-C(=O)- K62 J9 S 2-1378 -(CH₂)₂- -NH-C(=O)- K62 J126 S 2-1379 -(CH₂)₂- -NH-C(=O)- K62 J129 S 2-1380 -(CH₂)₂- -NH-C(=O)- K62 J130 S 2-1381 -(CH₂)₂- -NH-C(=O)- K62 J138 S 2-1382 -(CH₂)₂- -NH-C(=O)- K620 J9 S 2-1383 -(CH₂)₂- -NH-C(=O)- K620 J126 S 2-1384 -(CH₂)₂- -NH-C(=O)- K620 J129 S 2-1385 -(CH₂)₂- -NH-C(=O)- K620 J130 S 2-1386 -(CH₂)₂- -NH-C(=O)- K620 J138 S 2-1387 -(CH₂)₂- -NH-C(=O)- K621 J9 S 2-1388 -(CH₂)₂- -NH-C(=O)- K622 J9 S 2-1389 -(CH₂)₂- -NH-C(=O)- K623 J9 S 2-1390 -(CH₂)₂- -NH-C(=O)- K623 J126 S 2-1391 -(CH₂)₂- -NH-C(=O)- K623 J129 S 2-1392 -(CH₂)₂- -NH-C(=O)- K623 J130 S 2-1393 -(CH₂)₂- -NH-C(=O)- K623 J138 S 2-1394 -(CH₂)₂- -NH-C(=O)- K623 J137 S 2-1395 -(CH₂)₂- -NH-C(=O)- K623 J203 S 2-1396 -(CH₂)₂- -NH-C(=O)- K624 J9 S 2-1397 -(CH₂)₂- -NH-C(=O)- K624 J126 S 2-1398 -(CH₂)₂- -NH-C(=O)- K624 J129 S 2-1399 -(CH₂)₂- -NH-C(=O)- K624 J130 S 2-1400 -(CH₂)₂- -NH-C(=O)- K624 J138 S 2-1401 -(CH₂)₂- -NH-C(=O)- K625 J9 S 2-1402 -(CH₂)₂- -NH-C(=O)- K625 J126 S 2-1403 -(CH₂)₂- -NH-C(=O)- K625 J129 S 2-1404 -(CH₂)₂- -NH-C(=O)- K625 J130 S 2-1405 -(CH₂)₂- -NH-C(=O)- K625 J138 S 2-1406 -(CH₂)₂- -NH-C(=O)- K626 J9 S 2-1407 -(CH₂)₂- -NH-C(=O)- K626 J126 S 2-1408 -(CH₂)₂- -NH-C(=O)- K626 J129 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1409 -(CH₂)₂- -NH-C(=O)- K626 J130 S 2-1410 -(CH₂)₂- -NH-C(=O)- K626 J138 S 2-1411 -(CH₂)₂- -NH-C(=O)- K627 J9 S 2-1412 -(CH₂)₂- -NH-C(=O)- K627 J126 S 2-1413 -(CH₂)₂- -NH-C(=O)- K627 J129 S 2-1414 -(CH₂)₂- -NH-C(=O)- K627 J130 S 2-1415 -(CH₂)₂- -NH-C(=O)- K627 J138 S 2-1416 -(CH₂)₂- -NH-C(=O)- K628 J9 S 2-1417 -(CH₂)₂- -NH-C(=O)- K629 J9 S 2-1418 -(CH₂)₂- -NH-C(=O)- K63 J9 S 2-1419 -(CH₂)₂- -NH-C(=O)- K63 J126 S 2-1420 -(CH₂)₂- -NH-C(=O)- K63 J129 S 2-1421 -(CH₂)₂- -NH-C(=O)- K63 J130 S 2-1422 -(CH₂)₂- -NH-C(=O)- K63 J138 S 2-1423 -(CH₂)₂- -NH-C(=O)- K630 J9 S 2-1424 -(CH₂)₂- -NH-C(=O)- K631 J9 S 2-1425 -(CH₂)₂- -NH-C(=O)- K632 J9 S 2-1426 -(CH₂)₂- -NH-C(=O)- K633 J9 S 2-1427 -(CH₂)₂- -NH-C(=O)- K633 J126 S 2-1428 -(CH₂)₂- -NH-C(=O)- K633 J129 S 2-1429 -(CH₂)₂- -NH-C(=O)- K633 J130 S 2-1430 -(CH₂)₂- -NH-C(=O)- K633 J138 S 2-1431 -(CH₂)₂- -NH-C(=O)- K634 J9 S 2-1432 -(CH₂)₂- -NH-C(=O)- K634 J126 S 2-1433 -(CH₂)₂- -NH-C(=O)- K634 J129 S 2-1434 -(CH₂)₂- -NH-C(=O)- K634 J130 S 2-1435 -(CH₂)₂- -NH-C(=O)- K634 J138 S 2-1436 -(CH₂)₂- -NH-C(=O)- K634 J139 S 2-1437 -(CH₂)₂- -NH-C(=O)- K634 J204 S 2-1438 -(CH₂)₂- -NH-C(=O)- K635 J9 S 2-1439 -(CH₂)₂- -NH-C(=O)- K635 J126 S 2-1440 -(CH₂)₂- -NH-C(=O)- K635 J129 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1441 -(CH₂)₂- -NH-C(=O)- K635 J130 S 2-1442 -(CH₂)₂- -NH-C(=O)- K635 J138 S 2-1443 -(CH₂)₂- -NH-C(=O)- K635 J139 S 2-1444 -(CH₂)₂- -NH-C(=O)- K635 J204 S 2-1445 -(CH₂)₂- -NH-C(=O)- K636 J9 S 2-1446 -(CH₂)₂- -NH-C(=O)- K636 J126 S 2-1447 -(CH₂)₂- -NH-C(=O)- K636 J129 S 2-1448 -(CH₂)₂- -NH-C(=O)- K636 J130 S 2-1449 -(CH₂)₂- -NH-C(=O)- K636 J138 S 2-1450 -(CH₂)₂- -NH-C(=O)- K636 J140 S 2-1451 -(CH₂)₂- -NH-C(=O)- K636 J205 S 2-1452 -(CH₂)₂- -NH-C(=O)- K637 J9 S 2-1453 -(CH₂)₂- -NH-C(=O)- K637 J140 S 2-1454 -(CH₂)₂- -NH-C(=O)- K637 J205 S 2-1455 -(CH₂)₂- -NH-C(=O)- K638 J9 S 2-1456 -(CH₂)₂- -NH-C(=O)- K638 J144 S 2-1457 -(CH₂)₂- -NH-C(=O)- K638 J206 S 2-1458 -(CH₂)₂- -NH-C(=O)- K639 J9 S 2-1459 -(CH₂)₂- -NH-C(=O)- K639 J144 S 2-1460 -(CH₂)₂- -NH-C(=O)- K639 J206 S 2-1461 -(CH₂)₂- -NH-C(=O)- K64 J9 S 2-1462 -(CH₂)₂- -NH-C(=O)- K64 J126 S 2-1463 -(CH₂)₂- -NH-C(=O)- K64 J129 S 2-1464 -(CH₂)₂- -NH-C(=O)- K64 J130 S 2-1465 -(CH₂)₂- -NH-C(=O)- K64 J138 S 2-1466 -(CH₂)₂- -NH-C(=O)- K640 J9 S 2-1467 -(CH₂)₂- -NH-C(=O)- K641 J9 S 2-1468 -(CH₂)₂- -NH-C(=O)- K642 J9 S 2-1469 -(CH₂)₂- -NH-C(=O)- K643 J9 S 2-1470 -(CH₂)₂- -NH-C(=O)- K644 J9 S 2-1471 -(CH₂)₂- -NH-C(=O)- K645 J9 S 2-1472 -(CH₂)₂- -NH-C(=O)- K646 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1473 -(CH₂)₂- -NH-C(=O)- K647 J9 S 2-1474 -(CH₂)₂- -NH-C(=O)- K648 J9 S 2-1475 -(CH₂)₂- -NH-C(=O)- K648 J126 S 2-1476 -(CH₂)₂- -NH-C(=O)- K648 J129 S 2-1477 -(CH₂)₂- -NH-C(=O)- K648 J130 S 2-1478 -(CH₂)₂- -NH-C(=O)- K648 J138 S 2-1479 -(CH₂)₂- -NH-C(=O)- K649 J9 S 2-1480 -(CH₂)₂- -NH-C(=O)- K65 J9 S 2-1481 -(CH₂)₂- -NH-C(=O)- K65 J126 S 2-1482 -(CH₂)₂- -NH-C(=O)- K65 J129 S 2-1483 -(CH₂)₂- -NH-C(=O)- K65 J130 S 2-1484 -(CH₂)₂- -NH-C(=O)- K65 J138 S 2-1485 -(CH₂)₂- -NH-C(=O)- K650 J9 S 2-1486 -(CH₂)₂- -NH-C(=O)- K651 J9 S 2-1487 -(CH₂)₂- -NH-C(=O)- K652 J9 S 2-1488 -(CH₂)₂- -NH-C(=O)- K653 J9 S 2-1489 -(CH₂)₂- -NH-C(=O)- K654 J9 S 2-1490 -(CH₂)₂- -NH-C(=O)- K655 J9 S 2-1491 -(CH₂)₂- -NH-C(=O)- K655 J126 S 2-1492 -(CH₂)₂- -NH-C(=O)- K655 J129 S 2-1493 -(CH₂)₂- -NH-C(=O)- K655 J130 S 2-1494 -(CH₂)₂- -NH-C(=O)- K655 J138 S 2-1495 -(CH₂)₂- -NH-C(=O)- K655 J147 S 2-1496 -(CH₂)₂- -NH-C(=O)- K655 J207 S 2-1497 -(CH₂)₂- -NH-C(=O)- K656 J9 S 2-1498 -(CH₂)₂- -NH-C(=O)- K657 J9 S 2-1499 -(CH₂)₂- -NH-C(=O)- K658 J9 S 2-1500 -(CH₂)₂- -NH-C(=O)- K659 J9 S 2-1501 -(CH₂)₂- -NH-C(=O)- K66 J9 S 2-1502 -(CH₂)₂- -NH-C(=O)- K66 J126 S 2-1503 -(CH₂)₂- -NH-C(=O)- K66 J129 S 2-1504 -(CH₂)₂- -NH-C(=O)- K66 J130 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1505 -(CH₂)₂- -NH-C(=O)- K66 J138 S 2-1506 -(CH₂)₂- -NH-C(=O)- K67 J9 S 2-1507 -(CH₂)₂- -NH-C(=O)- K67 J126 S 2-1508 -(CH₂)₂- -NH-C(=O)- K67 J129 S 2-1509 -(CH₂)₂- -NH-C(=O)- K67 J130 S 2-1510 -(CH₂)₂- -NH-C(=O)- K67 J138 S 2-1511 -(CH₂)₂- -NH-C(=O)- K68 J9 S 2-1512 -(CH₂)₂- -NH-C(=O)- K68 J126 S 2-1513 -(CH₂)₂- -NH-C(=O)- K68 J129 S 2-1514 -(CH₂)₂- -NH-C(=O)- K68 J130 S 2-1515 -(CH₂)₂- -NH-C(=O)- K68 J138 S 2-1516 -(CH₂)₂- -NH-C(=O)- K69 J9 S 2-1517 -(CH₂)₂- -NH-C(=O)- K69 J126 S 2-1518 -(CH₂)₂- -NH-C(=O)- K69 J129 S 2-1519 -(CH₂)₂- -NH-C(=O)- K69 J130 S 2-1520 -(CH₂)₂- -NH-C(=O)- K69 J138 S 2-1521 -(CH₂)₂- -NH-C(=O)- K70 J9 S 2-1522 -(CH₂)₂- -NH-C(=O)- K70 J126 S 2-1523 -(CH₂)₂- -NH-C(=O)- K70 J129 S 2-1524 -(CH₂)₂- -NH-C(=O)- K70 J130 S 2-1525 -(CH₂)₂- -NH-C(=O)- K70 J138 S 2-1526 -(CH₂)₂- -NH-C(=O)- K71 J9 S 2-1527 -(CH₂)₂- -NH-C(=O)- K71 J126 S 2-1528 -(CH₂)₂- -NH-C(=O)- K71 J129 S 2-1529 -(CH₂)₂- -NH-C(=O)- K71 J130 S 2-1530 -(CH₂)₂- -NH-C(=O)- K71 J138 S 2-1531 -(CH₂)₂- -NH-C(=O)- K72 J9 S 2-1532 -(CH₂)₂- -NH-C(=O)- K72 J126 S 2-1533 -(CH₂)₂- -NH-C(=O)- K72 J129 S 2-1534 -(CH₂)₂- -NH-C(=O)- K72 J130 S 2-1535 -(CH₂)₂- -NH-C(=O)- K72 J138 S 2-1536 -(CH₂)₂- -NH-C(=O)- K73 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1537 -(CH₂)₂- -NH-C(=O)- K73 J126 S 2-1538 -(CH₂)₂- -NH-C(=O)- K73 J129 S 2-1539 -(CH₂)₂- -NH-C(=O)- K73 J130 S 2-1540 -(CH₂)₂- -NH-C(=O)- K73 J138 S 2-1541 -(CH₂)₂- -NH-C(=O)- K74 J9 S 2-1542 -(CH₂)₂- -NH-C(=O)- K74 J126 S 2-1543 -(CH₂)₂- -NH-C(=O)- K74 J129 S 2-1544 -(CH₂)₂- -NH-C(=O)- K74 J130 S 2-1545 -(CH₂)₂- -NH-C(=O)- K74 J138 S 2-1546 -(CH₂)₂- -NH-C(=O)- K75 J9 S 2-1547 -(CH₂)₂- -NH-C(=O)- K75 J126 S 2-1548 -(CH₂)₂- -NH-C(=O)- K75 J129 S 2-1549 -(CH₂)₂- -NH-C(=O)- K75 J130 S 2-1550 -(CH₂)₂- -NH-C(=O)- K75 J138 S 2-1551 -(CH₂)₂- -NH-C(=O)- K75 J3 S 2-1552 -(CH₂)₂- -NH-C(=O)- K75 J148 S 2-1553 -(CH₂)₂- -NH-C(=O)- K76 J9 S 2-1554 -(CH₂)₂- -NH-C(=O)- K76 J126 S 2-1555 -(CH₂)₂- -NH-C(=O)- K76 J129 S 2-1556 -(CH₂)₂- -NH-C(=O)- K76 J130 S 2-1557 -(CH₂)₂- -NH-C(=O)- K76 J138 S 2-1558 -(CH₂)₂- -NH-C(=O)- K761 J126 S 2-1559 -(CH₂)₂- -NH-C(=O)- K761 J129 S 2-1560 -(CH₂)₂- -NH-C(=O)- K761 J130 S 2-1561 -(CH₂)₂- -NH-C(=O)- K761 J138 S 2-1562 -(CH₂)₂- -NH-C(=O)- K761 J147 S 2-1563 -(CH₂)₂- -NH-C(=O)- K761 J207 S 2-1564 -(CH₂)₂- -NH-C(=O)- K762 J126 S 2-1565 -(CH₂)₂- -NH-C(=O)- K762 J129 S 2-1566 -(CH₂)₂- -NH-C(=O)- K762 J130 S 2-1567 -(CH₂)₂- -NH-C(=O)- K762 J138 S 2-1568 -(CH₂)₂- -NH-C(=O)- K77 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1569 -(CH₂)₂- -NH-C(=O)- K77 J126 S 2-1570 -(CH₂)₂- -NH-C(=O)- K77 J129 S 2-1571 -(CH₂)₂- -NH-C(=O)- K77 J130 S 2-1572 -(CH₂)₂- -NH-C(=O)- K77 J138 S 2-1573 -(CH₂)₂- -NH-C(=O)- K77 J3 S 2-1574 -(CH₂)₂- -NH-C(=O)- K77 J148 S 2-1575 -(CH₂)₂- -NH-C(=O)- K78 J9 S 2-1576 -(CH₂)₂- -NH-C(=O)- K78 J126 S 2-1577 -(CH₂)₂- -NH-C(=O)- K78 J129 S 2-1578 -(CH₂)₂- -NH-C(=O)- K78 J130 S 2-1579 -(CH₂)₂- -NH-C(=O)- K78 J138 S 2-1580 -(CH₂)₂- -NH-C(=O)- K78 J10 S 2-1581 -(CH₂)₂- -NH-C(=O)- K78 J149 S 2-1582 -(CH₂)₂- -NH-C(=O)- K79 J9 S 2-1583 -(CH₂)₂- -NH-C(=O)- K79 J126 S 2-1584 -(CH₂)₂- -NH-C(=O)- K79 J129 S 2-1585 -(CH₂)₂- -NH-C(=O)- K79 J130 S 2-1586 -(CH₂)₂- -NH-C(=O)- K79 J138 S 2-1587 -(CH₂)₂- -NH-C(=O)- K79 J10 S 2-1588 -(CH₂)₂- -NH-C(=O)- K79 J149 S 2-1589 -(CH₂)₂- -NH-C(=O)- K8 J9 S 2-1590 -(CH₂)₂- -NH-C(=O)- K80 J9 S 2-1591 -(CH₂)₂- -NH-C(=O)- K80 J126 S 2-1592 -(CH₂)₂- -NH-C(=O)- K80 J129 S 2-1593 -(CH₂)₂- -NH-C(=O)- K80 J130 S 2-1594 -(CH₂)₂- -NH-C(=O)- K80 J138 S 2-1595 -(CH₂)₂- -NH-C(=O)- K81 J9 S 2-1596 -(CH₂)₂- -NH-C(=O)- K81 J126 S 2-1597 -(CH₂)₂- -NH-C(=O)- K81 J129 S 2-1598 -(CH₂)₂- -NH-C(=O)- K81 J130 S 2-1599 -(CH₂)₂- -NH-C(=O)- K81 J138 S 2-1600 -(CH₂)₂- -NH-C(=O)- K82 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1601 -(CH₂)₂- -NH-C(=O)- K83 J9 S 2-1602 -(CH₂)₂- -NH-C(=O)- K83 J126 S 2-1603 -(CH₂)₂- -NH-C(=O)- K83 J129 S 2-1604 -(CH₂)₂- -NH-C(=O)- K83 J130 S 2-1605 -(CH₂)₂- -NH-C(=O)- K83 J138 S 2-1606 -(CH₂)₂- -NH-C(=O)- K83 J14 S 2-1607 -(CH₂)₂- -NH-C(=O)- K83 J150 S 2-1608 -(CH₂)₂- -NH-C(=O)- K84 J9 S 2-1609 -(CH₂)₂- -NH-C(=O)- K85 J9 S 2-1610 -(CH₂)₂- -NH-C(=O)- K85 J126 S 2-1611 -(CH₂)₂- -NH-C(=O)- K85 J129 S 2-1612 -(CH₂)₂- -NH-C(=O)- K85 J130 S 2-1613 -(CH₂)₂- -NH-C(=O)- K85 J138 S 2-1614 -(CH₂)₂- -NH-C(=O)- K86 J9 S 2-1615 -(CH₂)₂- -NH-C(=O)- K86 J126 S 2-1616 -(CH₂)₂- -NH-C(=O)- K86 J129 S 2-1617 -(CH₂)₂- -NH-C(=O)- K86 J130 S 2-1618 -(CH₂)₂- -NH-C(=O)- K86 J138 S 2-1619 -(CH₂)₂- -NH-C(=O)- K88 J126 S 2-1620 -(CH₂)₂- -NH-C(=O)- K88 J129 S 2-1621 -(CH₂)₂- -NH-C(=O)- K88 J130 S 2-1622 -(CH₂)₂- -NH-C(=O)- K88 J138 S 2-1623 -(CH₂)₂- -NH-C(=O)- K89 J9 S 2-1624 -(CH₂)₂- -NH-C(=O)- K89 J126 S 2-1625 -(CH₂)₂- -NH-C(=O)- K89 J129 S 2-1626 -(CH₂)₂- -NH-C(=O)- K89 J130 S 2-1627 -(CH₂)₂- -NH-C(=O)- K89 J138 S 2-1628 -(CH₂)₂- -NH-C(=O)- K90 J9 S 2-1629 -(CH₂)₂- -NH-C(=O)- K90 J126 S 2-1630 -(CH₂)₂- -NH-C(=O)- K90 J129 S 2-1631 -(CH₂)₂- -NH-C(=O)- K90 J130 S 2-1632 -(CH₂)₂- -NH-C(=O)- K90 J138 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1633 -(CH₂)₂- -NH-C(=O)- K91 J9 S 2-1634 -(CH₂)₂- -NH-C(=O)- K91 J126 S 2-1635 -(CH₂)₂- -NH-C(=O)- K91 J129 S 2-1636 -(CH₂)₂- -NH-C(=O)- K91 J130 S 2-1637 -(CH₂)₂- -NH-C(=O)- K91 J138 S 2-1638 -(CH₂)₂- -NH-C(=O)- K92 J9 S 2-1639 -(CH₂)₂- -NH-C(=O)- K92 J126 S 2-1640 -(CH₂)₂- -NH-C(=O)- K92 J129 S 2-1641 -(CH₂)₂- -NH-C(=O)- K92 J130 S 2-1642 -(CH₂)₂- -NH-C(=O)- K92 J138 S 2-1643 -(CH₂)₂- -NH-C(=O)- K93 J9 S 2-1644 -(CH₂)₂- -NH-C(=O)- K93 J126 S 2-1645 -(CH₂)₂- -NH-C(=O)- K93 J129 S 2-1646 -(CH₂)₂- -NH-C(=O)- K93 J130 S 2-1647 -(CH₂)₂- -NH-C(=O)- K93 J138 S 2-1648 -(CH₂)₂- -NH-C(=O)- K94 J9 S 2-1649 -(CH₂)₂- -NH-C(=O)- K94 J126 S 2-1650 -(CH₂)₂- -NH-C(=O)- K94 J129 S 2-1651 -(CH₂)₂- -NH-C(=O)- K94 J130 S 2-1652 -(CH₂)₂- -NH-C(=O)- K94 J138 S 2-1653 -(CH₂)₂- -NH-C(=O)- K95 J126 S 2-1654 -(CH₂)₂- -NH-C(=O)- K95 J129 S 2-1655 -(CH₂)₂- -NH-C(=O)- K95 J130 S 2-1656 -(CH₂)₂- -NH-C(=O)- K95 J138 S 2-1657 -(CH₂)₂- -NH-C(=O)- K96 J9 S 2-1658 -(CH₂)₂- -NH-C(=O)- K96 J126 S 2-1659 -(CH₂)₂- -NH-C(=O)- K96 J129 S 2-1660 -(CH₂)₂- -NH-C(=O)- K96 J130 S 2-1661 -(CH₂)₂- -NH-C(=O)- K96 J138 S 2-1662 -(CH₂)₂- -NH-C(=O)- K99 J9 S 2-1663 -(CH₂)₂- -NH-C(=O)- K241 J9 O 2-1664 -(CH₂)₂- -NH-C(=O)- K241 J126 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1665 -(CH₂)₂- -NH-C(=O)- K241 J129 O 2-1666 -(CH₂)₂- -NH-C(=O)- K241 J130 O 2-1667 -(CH₂)₂- -NH-C(=O)- K241 J138 O 2-1668 -(CH₂)₂- -NH-C(=O)- K241 J3 O 2-1669 -(CH₂)₂- -NH-C(=O)- K241 J10 O 2-1670 -(CH₂)₂- -NH-C(=O)- K241 J14 O 2-1671 -(CH₂)₂- -NH-C(=O)- K241 J16 O 2-1672 -(CH₂)₂- -NH-C(=O)- K241 J19 O 2-1673 -(CH₂)₂- -NH-C(=O)- K241 J22 O 2-1674 -(CH₂)₂- -NH-C(=O)- K241 J25 O 2-1675 -(CH₂)₂- -NH-C(=O)- K241 J26 O 2-1676 -(CH₂)₂- -NH-C(=O)- K241 J28 O 2-1677 -(CH₂)₂- -NH-C(=O)- K241 J29 O 2-1678 -(CH₂)₂- -NH-C(=O)- K241 J31 O 2-1679 -(CH₂)₂- -NH-C(=O)- K241 J33 O 2-1680 -(CH₂)₂- -NH-C(=O)- K241 J34 O 2-1681 -(CH₂)₂- -NH-C(=O)- K241 J37 O 2-1682 -(CH₂)₂- -NH-C(=O)- K241 J57 O 2-1683 -(CH₂)₂- -NH-C(=O)- K241 J58 O 2-1684 -(CH₂)₂- -NH-C(=O)- K241 J59 O 2-1685 -(CH₂)₂- -NH-C(=O)- K241 J70 O 2-1686 -(CH₂)₂- -NH-C(=O)- K241 J71 O 2-1687 -(CH₂)₂- -NH-C(=O)- K241 J72 O 2-1688 -(CH₂)₂- -NH-C(=O)- K241 J74 O 2-1689 -(CH₂)₂- -NH-C(=O)- K241 J75 O 2-1690 -(CH₂)₂- -NH-C(=O)- K241 J76 O 2-1691 -(CH₂)₂- -NH-C(=O)- K241 J77 O 2-1692 -(CH₂)₂- -NH-C(=O)- K241 J78 O 2-1693 -(CH₂)₂- -NH-C(=O)- K241 J79 O 2-1694 -(CH₂)₂- -NH-C(=O)- K241 J81 O 2-1695 -(CH₂)₂- -NH-C(=O)- K241 J83 O 2-1696 -(CH₂)₂- -NH-C(=O)- K241 J84 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1697 -(CH₂)₂- -NH-C(=O)- K241 J87 O 2-1698 -(CH₂)₂- -NH-C(=O)- K241 J89 O 2-1699 -(CH₂)₂- -NH-C(=O)- K241 J120 O 2-1700 -(CH₂)₂- -NH-C(=O)- K241 J121 O 2-1701 -(CH₂)₂- -NH-C(=O)- K241 J122 O 2-1702 -(CH₂)₂- -NH-C(=O)- K241 J123 O 2-1703 -(CH₂)₂- -NH-C(=O)- K241 J124 O 2-1704 -(CH₂)₂- -NH-C(=O)- K241 J125 O 2-1705 -(CH₂)₂- -NH-C(=O)- K241 J127 O 2-1706 -(CH₂)₂- -NH-C(=O)- K241 J128 O 2-1707 -(CH₂)₂- -NH-C(=O)- K241 J131 O 2-1708 -(CH₂)₂- -NH-C(=O)- K241 J132 O 2-1709 -(CH₂)₂- -NH-C(=O)- K241 J133 O 2-1710 -(CH₂)₂- -NH-C(=O)- K241 J134 O 2-1711 -(CH₂)₂- -NH-C(=O)- K241 J135 O 2-1712 -(CH₂)₂- -NH-C(=O)- K241 J136 O 2-1713 -(CH₂)₂- -NH-C(=O)- K241 J137 O 2-1714 -(CH₂)₂- -NH-C(=O)- K241 J139 O 2-1715 -(CH₂)₂- -NH-C(=O)- K241 J140 O 2-1716 -(CH₂)₂- -NH-C(=O)- K241 J144 O 2-1717 -(CH₂)₂- -NH-C(=O)- K241 J147 O 2-1718 -(CH₂)₂- -NH-C(=O)- K241 J148 O 2-1719 -(CH₂)₂- -NH-C(=O)- K241 J149 O 2-1720 -(CH₂)₂- -NH-C(=O)- K241 J150 O 2-1721 -(CH₂)₂- -NH-C(=O)- K241 J151 O 2-1722 -(CH₂)₂- -NH-C(=O)- K241 J152 O 2-1723 -(CH₂)₂- -NH-C(=O)- K241 J153 O 2-1724 -(CH₂)₂- -NH-C(=O)- K241 J154 O 2-1725 -(CH₂)₂- -NH-C(=O)- K241 J155 O 2-1726 -(CH₂)₂- -NH-C(=O)- K241 J156 O 2-1727 -(CH₂)₂- -NH-C(=O)- K241 J157 O 2-1728 -(CH₂)₂- -NH-C(=O)- K241 J158 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1729 -(CH₂)₂- -NH-C(=O)- K241 J159 O 2-1730 -(CH₂)₂- -NH-C(=O)- K241 J163 O 2-1731 -(CH₂)₂- -NH-C(=O)- K241 J165 O 2-1732 -(CH₂)₂- -NH-C(=O)- K241 J166 O 2-1733 -(CH₂)₂- -NH-C(=O)- K241 J167 O 2-1734 -(CH₂)₂- -NH-C(=O)- K241 J168 O 2-1735 -(CH₂)₂- -NH-C(=O)- K241 J169 O 2-1736 -(CH₂)₂- -NH-C(=O)- K241 J170 O 2-1737 -(CH₂)₂- -NH-C(=O)- K241 J171 O 2-1738 -(CH₂)₂- -NH-C(=O)- K241 J174 O 2-1739 -(CH₂)₂- -NH-C(=O)- K241 J175 O 2-1740 -(CH₂)₂- -NH-C(=O)- K241 J176 O 2-1741 -(CH₂)₂- -NH-C(=O)- K241 J177 O 2-1742 -(CH₂)₂- -NH-C(=O)- K241 J178 O 2-1743 -(CH₂)₂- -NH-C(=O)- K241 J179 O 2-1744 -(CH₂)₂- -NH-C(=O)- K241 J180 O 2-1745 -(CH₂)₂- -NH-C(=O)- K241 J181 O 2-1746 -(CH₂)₂- -NH-C(=O)- K241 J182 O 2-1747 -(CH₂)₂- -NH-C(=O)- K241 J185 O 2-1748 -(CH₂)₂- -NH-C(=O)- K241 J188 O 2-1749 -(CH₂)₂- -NH-C(=O)- K241 J189 O 2-1750 -(CH₂)₂- -NH-C(=O)- K241 J190 O 2-1751 -(CH₂)₂- -NH-C(=O)- K241 J191 O 2-1752 -(CH₂)₂- -NH-C(=O)- K241 J192 O 2-1753 -(CH₂)₂- -NH-C(=O)- K241 J193 O 2-1754 -(CH₂)₂- -NH-C(=O)- K241 J194 O 2-1755 -(CH₂)₂- -NH-C(=O)- K241 J195 O 2-1756 -(CH₂)₂- -NH-C(=O)- K241 J196 O 2-1757 -(CH₂)₂- -NH-C(=O)- K241 J197 O 2-1758 -(CH₂)₂- -NH-C(=O)- K241 J198 O 2-1759 -(CH₂)₂- -NH-C(=O)- K241 J199 O 2-1760 -(CH₂)₂- -NH-C(=O)- K241 J200 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1761 -(CH₂)₂- -NH-C(=O)- K241 J201 O 2-1762 -(CH₂)₂- -NH-C(=O)- K241 J202 O 2-1763 -(CH₂)₂- -NH-C(=O)- K241 J203 O 2-1764 -(CH₂)₂- -NH-C(=O)- K241 J204 O 2-1765 -(CH₂)₂- -NH-C(=O)- K241 J205 O 2-1766 -(CH₂)₂- -NH-C(=O)- K241 J206 O 2-1767 -(CH₂)₂- -NH-C(=O)- K241 J207 O 2-1768 -(CH₂)₃- -NH-C(=O)- K11 J9 S 2-1769 -(CH₂)₃- -NH-C(=O)- K49 J9 S 2-1770 -(CH₂)₃- -NH-C(=O)- K34 J9 S 2-1771 -(CH₂)₃- -NH- K661 J9 S 2-1772 -(CH₂)₃- -NH- K663 J9 S 2-1773 -(CH₂)₃- -NH- K665 J9 S 2-1774 -(CH₂)₃- -NH- K667 J9 S 2-1775 -(CH₂)₂- -NH- K99 J9 S 2-1776 -(CH₂)₂- -NH-C(=O)-NH- K11 J9 S 2-1777 -(CH₂)₂- -NH-C(=O)-NH- K478 J9 S 2-1778 -(CH₂)₃- -NH-C(=O)-NH- K11 J9 S 2-1779 -(CH₂)₃- -NH-C(=O)-NH- K478 J9 S 2-1780 -(CH₂)₂- -NH-C(=O)-NH- K721 J9 S 2-1781 -(CH₂)₂- -NH-C(=O)-NH- K722 J9 S 2-1782 -(CH₂)₂- -NH-C(=O)-NH- K723 J9 S 2-1783 -(CH₂)₂- -NH-C(=O)-NH- K281 J9 S 2-1784 -(CH₂)₃- -NH-C(=O)-NH- K721 J9 S 2-1785 -(CH₂)₃- -NH-C(=O)-NH- K722 J9 S 2-1786 -(CH₂)₃- -NH-C(=O)-NH- K723 J9 S 2-1787 -(CH₂)₃- -NH-C(=S)-NH- K281 J9 S 2-1788 -(CH₂)₂- -NH-C(=O)-NH- K435 J9 S 2-1789 -(CH₂)₃- -NH-C(=O)-NH- K434 J9 S 2-1790 -(CH₂)₃- -NH-C(=O)-NH- K435 J9 S 2-1791 -(CH₂)₃- -NH-C(=O)-NH- K724 J9 S 2-1792 -(CH₂)₂- -NH-C(=S)-NH- K34 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1793 -(CH₂)₂- -NH-C(=O)-NH- K15 J9 S 2-1794 -(CH₂)₂- -NH-C(=O)-NH- K283 J9 S 2-1795 -(CH₂)₂- -NH-C(=O)-NH- K469 J9 S 2-1796 -(CH₂)₂- -NH-C(=O)-NH- K19 J9 S 2-1797 -(CH₂)₂- -NH-C(=O)-NH- K589 J9 S 2-1798 -(CH₂)₂- -NH-C(=O)-NH- K630 J9 S 2-1799 -(CH₂)₂- -NH-C(=O)-NH- K47 J9 S 2-1800 -(CH₂)₂- -NH-C(=O)-NH- K285 J9 S 2-1801 -(CH₂)₂- -NH-C(=O)-NH- K535 J9 S 2-1802 -(CH₂)₂- -NH-C(=O)-NH- K646 J9 S 2-1803 -(CH₂)₃- -NH-C(=O)- K1 J9 S 2-1804 -(CH₂)₂- -NH-C(=O)- K241 J78 S 2-1805 -(CH₂)₃- -NH-C(=O)- K241 J78 S 2-1806 -(CH₂)₂- -NH-C(=O)- K7 J9 S 2-1807 -(CH₂)₂- -NH-C(=O)- K11 J78 S 2-1808 -(CH₂)₂- -NH-C(=O)- K99 J78 S 2-1809 -(CH₂)₂- -NH-C(=O)- K24 J78 S 2-1810 -(CH₂)₂- -NH-C(=O)- K62 J78 S 2-1811 -(CH₂)₂- -NH-C(=O)- K72 J78 S 2-1812 -(CH₂)₂- -NH-C(=O)-NH- K11 J78 S 2-1813 -(CH₂)₂- -NH-C(=O)-NH- K49 J78 S 2-1814 -(CH₂)₃- -NH-C(=O)- K11 J78 S 2-1815 -(CH₂)₃- -NH-C(=O)- K99 J78 S 2-1816 -(CH₂)₃- -NH-C(=O)- K24 J78 S 2-1817 -(CH₂)₃- -NH-C(=O)- K62 J78 S 2-1818 -(CH₂)₃- -NH-C(=O)- K72 J78 S 2-1819 -(CH₂)₂- -NH-C(=O)- K679 J9 S 2-1820 -(CH₂)₂- -NH-C(=O)- K106 J9 S 2-1821 -(CH₂)₂- -NH-C(=O)- K271 J9 S 2-1822 -(CH₂)₂- -NH-C(=O)- K283 K283 S 2-1823 -(CH₂)₂- -NH-C(=O)- K5 J9 S 2-1824 -(CH₂)₂- -NH-C(=O)- K29 J126 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1825 -(CH₂)₂- -NH-C(=O)- K28 J126 S 2-1826 -(CH₂)₂- -NH-C(=O)- K99 J126 S 2-1827 -(CH₂)₂- -NH-C(=O)- K309 J9 S 2-1828 -(CH₂)₂- -NH-C(=O)- K469 J9 S 2-1829 -(CH₂)₂- -NH-C(=O)- K11 J57 S 2-1830 -(CH₂)₂- -NH-C(=O)- K463 J9 S 2-1831 -(CH₂)₂- -NH-C(=O)- K680 J9 S 2-1832 -(CH₂)₂- -NH-C(=O)- K681 J9 S 2-1833 -(CH₂)₂- -NH-C(=O)- K682 J9 S 2-1834 -(CH₂)₂- -NH-C(=O)- K683 J9 S 2-1835 -(CH₂)₂- -NH-C(=O)- K283 J78 S 2-1836 -(CH₂)₂- -NH-C(=S)- K11 J57 S 2-1837 -(CH₂)₂- -NH-C(=O)- K684 J9 S 2-1838 -(CH₂)₂- -NH-C(=O)- K685 J9 S 2-1839 -(CH₂)₂- -NH-C(=O)- K686 J9 S 2-1840 -(CH₂)₂- -NH-C(=O)- K687 J9 S 2-1841 -(CH₂)₂- -NH-C(=O)- K688 J9 S 2-1842 -(CH₂)₂- single bond K612 J9 S 2-1843 -(CH₂)₂- -NH-C(=O)- K613 J9 S 2-1844 -(CH₂)₂- -NH-C(=O)- K675 J9 S 2-1845 -(CH₂)₂- -NH-C(=O)- K676 J9 S 2-1846 -(CH₂)₂- -NH-C(=O)- K677 J9 S 2-1847 -(CH₂)₂- -NH-C(=O)- K678 J9 S 2-1848 -(CH₂)₂- single bond K613 J9 S 2-1849 -(CH₂)₂- single bond K614 J9 S 2-1850 -(CH₂)₃- -NH-C(=O)- K676 J9 S 2-1851 -(CH₂)₃- -NH-C(=O)- K546 J9 S 2-1852 -(CH₂)₃- -NH-C(=O)- K677 J9 S 2-1853 -(CH₂)₃- -NH-C(=O)- K678 J9 S 2-1854 -(CH₂)₃- single bond K612 J9 S 2-1855 -(CH₂)₂- -N(CH₃)-C(=O)- K241 J9 S 2-1856 -(CH₂)₂- -N(CH₃)-C(=O)- K11 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1857 -(CH₂)₂- -N(CH₃)-C(=O)- K243 J9 S 2-1858 -(CH₂)₂- -N(CH₃)-C(=O)- K545 J9 S 2-1859 -(CH₂)₂- -N(CH₃)-C(=O)- K284 J9 S 2-1860 -(CH₂)₂- -NH-C(=O)- K689 J9 S 2-1861 -(CH₂)₂- -NH-C(=O)- K468 J9 S 2-1862 -(CH₂)₂- -NH-C(=O)- K134 J9 S 2-1863 -(CH₂)₂- -NH-C(=O)- K690 J9 S 2-1864 -(CH₂)₂- -NH-C(=O)- K218 J9 S 2-1865 -(CH₂)₂- -NH-C(=O)- K691 J9 S 2-1866 -(CH₂)₂- -NH-C(=O)- K692 J9 S 2-1867 -(CH₂)₂- -NH-C(=O)- K122 J9 S 2-1868 -(CH₂)₂- -NH-C(=O)- K693 J9 S 2-1869 -(CH₂)₂- -NH-C(=O)- K694 J9 S 2-1870 -(CH₂)₂- -NH-C(=O)- K100 J9 S 2-1871 -(CH₂)₂- -NH-C(=O)- K695 J9 S 2-1872 -(CH₂)₂- -NH-C(=O)- K273 J9 S 2-1873 -(CH₂)₂- -NH-C(=O)- K101 J9 S 2-1874 -(CH₂)₂- -NH-C(=O)- K672 J9 S 2-1875 -(CH₂)₂- -NH-C(=O)- K471 J9 S 2-1876 -(CH₂)₂- -NH-C(=O)- K674 J9 S 2-1877 -(CH₂)₂- -NH-C(=O)- K697 J9 S 2-1878 -(CH₂)₂- -NH-C(=O)- K698 J9 S 2-1879 -(CH₂)₂- -NH-C(=O)- K3 J9 S 2-1880 -(CH₂)₂- -NH-C(=O)- K87 J9 S 2-1881 -(CH₂)₂- -NH-C(=O)- K700 J9 S 2-1882 -(CH₂)₂- -NH-C(=O)- K702 J9 S 2-1883 -(CH₂)₂- -NH-C(=O)- K704 J9 S 2-1884 -(CH₂)₂- -NH-C(=O)- K706 J9 S 2-1885 -(CH₂)₂- -NH-C(=O)- K705 J9 S 2-1886 -(CH₂)₂- -NH-C(=O)- K703 J9 S 2-1887 -(CH₂)₂- -NH-C(=O)- K708 J9 S 2-1888 -(CH₂)₂- -NH-C(=O)- K709 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1889 -(CH₂)₂- -NH-C(=O)- K710 J9 S 2-1890 -(CH₂)₂- -NH-C(=O)- K711 J9 S 2-1891 -(CH₂)₂- -NH-C(=O)- K712 J9 S 2-1892 -(CH₂)₂- -NH-C(=O)- K718 J9 S 2-1893 -(CH₂)₂- -NH-C(=O)- K714 J9 S 2-1894 -(CH₂)₂- -NH-C(=O)- K715 J9 S 2-1895 -(CH₂)₂- -NH-C(=O)- K11 J1 S 2-1896 -(CH₂)₂- -NH-C(=O)- K11 J178 S 2-1897 -(CH₂)₂- -NH-C(=O)- K11 J22 S 2-1898 -(CH₂)₂- -NH-C(=O)- K669 J9 S 2-1899 -(CH₂)₂- -NH-C(=O)- K716 J9 S 2-1900 -(CH₂)₂- -NH-C(=O)- K717 J9 S 2-1901 -(CH₂)₂- -NH-C(=O)- K713 J9 S 2-1902 -(CH₂)₂- -NH-C(=O)- K719 J9 S 2-1903 -(CH₂)₂- -NH-C(=O)- K435 J9 S 2-1904 -(CH₂)₂- -NH-C(=O)- K720 J9 S 2-1905 -(CH₂)₂- -NH-S(=O)₂- K11 J9 S 2-1906 -(CH₂)₂- -NH-C(=O)- K11 J19 S 2-1907 -(CH₂)₂- -NH-C(=S)- K11 J19 S 2-1908 -(CH₂)₂- -NH-C(=O)- K11 J151 S 2-1909 -(CH₂)₂- -NH-C(=O)- K11 J140 S 2-1910 -(CH₂)₂- -NH-C(=O)- K283 J140 S 2-1911 -(CH₂)₂- -NH-C(=O)- K49 J140 S 2-1912 -(CH₂)₂- -NH-C(=O)- K24 J140 S 2-1913 -(CH₂)₂- -NH-C(=O)- K243 J140 S 2-1914 -(CH₂)₂- -NH-C(=O)- K247 J140 S 2-1915 -(CH₂)₂- -NH-C(=O)- K244 J140 S 2-1916 -(CH₂)₂- -NH-C(=O)- K60 J140 S 2-1917 -(CH₂)₂- -NH-C(=O)- K62 J140 S 2-1918 -(CH₂)₂- -NH-C(=O)- K64 J140 S 2-1919 -(CH₂)₂- -NH-C(=O)- K11 J176 S 2-1920 -(CH₂)₂- -NH-C(=S)- K11 J176 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1921 -(CH₂)₂- -NH-C(=O)- K11 J185 S 2-1922 -(CH₂)₂- -NH-C(=O)- K11 J49 S 2-1923 -(CH₂)₂- -NH-C(=O)- K11 J150 S 2-1924 -(CH₂)₂- -NH-C(=O)- K11 J37 S 2-1925 -(CH₂)₂- -NH-C(=O)- K11 J169 S 2-1926 -(CH₂)₂- -NH-C(=O)- K11 J171 S 2-1927 -(CH₂)₂- -NH-C(=O)- K658 J130 S 2-1928 -(CH₂)₂- -NH-C(=O)- K543 J130 S 2-1929 -(CH₂)₂- -NH-C(=O)- K632 J130 S 2-1930 -(CH₂)₂- -NH-C(=O)- K761 J9 S 2-1931 -(CH₂)₂- -NH- K661 J9 S 2-1932 -(CH₂)₂- -NH- K663 J9 S 2-1933 -(CH₂)₂- -NH- K665 J9 S 2-1934 -(CH₂)₂- -NH- K667 J9 S 2-1935 -(CH₂)₂- -NH- K668 J9 S 2-1936 -(CH₂)₂- -NH- K669 J9 S 2-1937 -(CH₂)₂- -NH- K670 J9 S 2-1938 -(CH₂)₂- -NH-C(=O)-NH- K434 J9 S 2-1939 -(CH₂)₂- -NH-C(=O)-NH- K724 J9 S 2-1940 -(CH₂)₂- -NH-C(=O)-NH- K34 J9 S 2-1941 -(CH₂)₂- -NH-C(=O)-NH- K443 J9 S 2-1942 -(CH₂)₂- -NH-C(=O)-NH- K32 J9 S 2-1943 -(CH₂)₂- -NH-C(=O)-NH- K287 J9 S 2-1944 -(CH₂)₃- -NH-C(=O)- K243 J9 S 2-1945 -(CH₂)₃- -NH-C(=O)- K241 J9 S 2-1946 -(CH₂)₂- -NH- K617 J129 S 2-1947 -(CH₂)₃- -NH-C(=O)- K241 J9 O 2-1948 -(CH₂)₂- -NH-C(=O)- K283 J9 O 2-1949 -(CH₂)₂- -NH-C(=O)- K283 J126 O 2-1950 -(CH₂)₂- -NH-C(=O)- K283 J129 O 2-1951 -(CH₂)₂- -NH- K617 J129 O 2-1952 -(CH₂)₂- -NH-C(=O)- K283 J1 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1953 -(CH₂)₂- -NH-C(=O)- K11 J1 O 2-1954 -(CH₂)₂- -NH-C(=O)- K11 J178 O 2-1955 -(CH₂)₃- -NH-C(=O)- K241 J78 O 2-1956 -(CH₂)₂- -NH-C(=O)- K283 J19 S 2-1957 -(CH₂)₂- -NH-C(=O)- K283 J151 S 2-1958 -(CH₂)₂- -NH-C(=O)-O- K5 J138 O 2-1959 -(CH₂)₂- -NH-C(=O)-O- K5 J78 O 2-1960 -(CH₂)₂- -NH-C(=O)-O- K5 J126 O 2-1961 -(CH₂)₂- -NH-C(=O)-O- K5 J129 O 2-1962 -(CH₂)₂- -NH-C(=O)-O- K5 J130 O 2-1963 -(CH₂)₃- -NH-C(=O)-O- K5 J78 O 2-1964 -(CH₂)₂- -NH-C(=O)-O- K5 J1 O 2-1965 -(CH₂)₂- -NH- K767 J213 S 2-1966 -(CH₂)₂- -NH- K775 J214 S 2-1967 -(CH₂)₂- -NH- K763 J215 S 2-1968 -(CH₂)₂- -NH- K766 J216 S 2-1969 -(CH₂)₂- -NH- K813 J217 S 2-1970 -(CH₂)₂- -NH- K774 J218 S 2-1971 -(CH₂)₂- -NH- K764 J219 S 2-1972 -(CH₂)₂- -NH- K769 J220 S 2-1973 -(CH₂)₂- -NH- K821 J221 S 2-1974 -(CH₂)₂- -NH- K776 J222 S 2-1975 -(CH₂)₂- -NH- K778 J223 S 2-1976 -(CH₂)₂- -NH- K777 J224 S 2-1977 -(CH₂)₂- -NH- K767 J225 S 2-1978 -(CH₂)₂- -NH- K766 J226 S 2-1979 -(CH₂)₂- -NH- K819 J227 S 2-1980 -(CH₂)₂- -NH- K765 J228 S 2-1981 -(CH₂)₂- -NH- K780 J229 S 2-1982 -(CH₂)₂- -NH- K776 J230 S 2-1983 -(CH₂)₂- -NH- K814 J231 S 2-1984 -(CH₂)₂- -NH- K775 J232 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-1985 -(CH₂)₂- -NH- K771 J233 S 2-1986 -(CH₂)₂- -NH- K765 J234 S 2-1987 -(CH₂)₂- -NH- K779 J235 S 2-1988 -(CH₂)₂- -NH- K773 J236 S 2-1989 -(CH₂)₂- -NH- K768 J237 S 2-1990 -(CH₂)₂- -NH- K770 J238 S 2-1991 -(CH₂)₂- -NH- K767 J239 S 2-1992 -(CH₂)₂- -NH- K811 J240 S 2-1993 -(CH₂)₂- -NH- K808 J241 S 2-1994 -(CH₂)₂- -NH- K763 J242 S 2-1995 -(CH₂)₂- -NH- K772 J243 S 2-1996 -(CH₂)₂- -NH-C(=O)- K585 J213 S 2-1997 -(CH₂)₂- -NH-C(=O)- K577 J213 S 2-1998 -(CH₂)₂- -NH-C(=O)- K516 J214 S 2-1999 -(CH₂)₂- -NH-C(=O)- K634 J214 S 2-2000 -(CH₂)₂- -NH-C(=O)- K581 J215 S 2-2001 -(CH₂)₂- -NH-C(=O)- K618 J215 S 2-2002 -(CH₂)₂- -NH-C(=O)- K573 J216 S 2-2003 -(CH₂)₂- -NH-C(=O)- K500 J216 S 2-2004 -(CH₂)₂- -NH-C(=O)- K513 J217 S 2-2005 -(CH₂)₂- -NH-C(=O)- K548 J217 S 2-2006 -(CH₂)₂- -NH-C(=O)- K577 J218 S 2-2007 -(CH₂)₂- -NH-C(=O)- K629 J218 S 2-2008 -(CH₂)₂- -NH-C(=O)- K618 J219 S 2-2009 -(CH₂)₂- -NH-C(=O)- K578 J219 S 2-2010 -(CH₂)₂- -NH-C(=O)- K585 J220 S 2-2011 -(CH₂)₂- -NH-C(=O)- K594 J220 S 2-2012 -(CH₂)₂- -NH-C(=O)- K427 J221 S 2-2013 -(CH₂)₂- -NH-C(=O)- K583 J221 S 2-2014 -(CH₂)₂- -NH-C(=O)- K607 J222 S 2-2015 -(CH₂)₂- -NH-C(=O)- K580 J222 S 2-2016 -(CH₂)₂- -NH-C(=O)- K297 J223 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-2017 -(CH₂)₂- -NH-C(=O)- K575 J223 S 2-2018 -(CH₂)₂- -NH-C(=O)- K247 J224 S 2-2019 -(CH₂)₂- -NH-C(=O)- K627 J224 S 2-2020 -(CH₂)₂- -NH-C(=O)- K246 J225 S 2-2021 -(CH₂)₂- -NH-C(=O)- K243 J225 S 2-2022 -(CH₂)₂- -NH-C(=O)- K80 J226 S 2-2023 -(CH₂)₂- -NH-C(=O)- K54 J226 S 2-2024 -(CH₂)₂- -NH-C(=O)- K623 J227 S 2-2025 -(CH₂)₂- -NH-C(=O)- K245 J227 S 2-2026 -(CH₂)₂- -NH-C(=O)- K246 J228 S 2-2027 -(CH₂)₂- -NH-C(=O)- K582 J228 S 2-2028 -(CH₂)₂- -NH-C(=O)- K609 J229 S 2-2029 -(CH₂)₂- -NH-C(=O)- K611 J229 S 2-2030 -(CH₂)₂- -NH-C(=O)- K576 J230 S 2-2031 -(CH₂)₂- -NH-C(=O)- K585 J230 S 2-2032 -(CH₂)₂- -NH-C(=O)- K244 J231 S 2-2033 -(CH₂)₂- -NH-C(=O)- K82 J231 S 2-2034 -(CH₂)₂- -NH-C(=O)- K66 J232 S 2-2035 -(CH₂)₂- -NH-C(=O)- K248 J232 S 2-2036 -(CH₂)₂- -NH-C(=O)- K639 J233 S 2-2037 -(CH₂)₂- -NH-C(=O)- K85 J233 S 2-2038 -(CH₂)₂- -NH-C(=O)- K249 J234 S 2-2039 -(CH₂)₂- -NH-C(=O)- K245 J234 S 2-2040 -(CH₂)₂- -NH-C(=O)- K632 J235 S 2-2041 -(CH₂)₂- -NH-C(=O)- K246 J235 S 2-2042 -(CH₂)₂- -NH-C(=O)- K242 J236 S 2-2043 -(CH₂)₂- -NH-C(=O)- K618 J236 S 2-2044 -(CH₂)₂- -NH-C(=O)- K60 J237 S 2-2045 -(CH₂)₂- -NH-C(=O)- K581 J237 S 2-2046 -(CH₂)₂- -NH-C(=O)- K64 J238 S 2-2047 -(CH₂)₂- -NH-C(=O)- K247 J238 S 2-2048 -(CH₂)₂- -NH-C(=O)- K577 J239 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-2049 -(CH₂)₂- -NH-C(=O)- K67 J239 S 2-2050 -(CH₂)₂- -NH-C(=O)- K573 J240 S 2-2051 -(CH₂)₂- -NH-C(=O)- K244 J240 S 2-2052 -(CH₂)₂- -NH-C(=O)- K69 J241 S 2-2053 -(CH₂)₂- -NH-C(=O)- K583 J241 S 2-2054 -(CH₂)₂- -NH-C(=O)- K580 J242 S 2-2055 -(CH₂)₂- -NH-C(=O)- K68 J242 S 2-2056 -(CH₂)₂- -NH-C(=O)- K245 J243 S 2-2057 -(CH₂)₂- -NH-C(=O)- K578 J243 S 2-2058 -(CH₂)₂- -NH- K808 J126 S 2-2059 -(CH₂)₂- -NH- K808 J129 S 2-2060 -(CH₂)₂- -NH- K808 J130 S 2-2061 -(CH₂)₂- -NH- K808 J138 S 2-2062 -(CH₂)₂- -NH- K809 J126 S 2-2063 -(CH₂)₂- -NH- K809 J129 S 2-2064 -(CH₂)₂- -NH- K809 J130 S 2-2065 -(CH₂)₂- -NH- K809 J138 S 2-2066 -(CH₂)₂- -NH- K810 J126 S 2-2067 -(CH₂)₂- -NH- K810 J129 S 2-2068 -(CH₂)₂- -NH- K810 J130 S 2-2069 -(CH₂)₂- -NH- K810 J138 S 2-2070 -(CH₂)₂- -NH- K811 J126 S 2-2071 -(CH₂)₂- -NH- K811 J129 S 2-2072 -(CH₂)₂- -NH- K811 J130 S 2-2073 -(CH₂)₂- -NH- K811 J138 S 2-2074 -(CH₂)₂- -NH- K812 J126 S 2-2075 -(CH₂)₂- -NH- K812 J129 S 2-2076 -(CH₂)₂- -NH- K812 J130 S 2-2077 -(CH₂)₂- -NH- K812 J138 S 2-2078 -(CH₂)₂- -NH- K813 J126 S 2-2079 -(CH₂)₂- -NH- K813 J129 S 2-2080 -(CH₂)₂- -NH- K813 J130 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-2081 -(CH₂)₂- -NH- K813 J138 S 2-2082 -(CH₂)₂- -NH- K814 J126 S 2-2083 -(CH₂)₂- -NH- K814 J129 S 2-2084 -(CH₂)₂- -NH- K814 J130 S 2-2085 -(CH₂)₂- -NH- K814 J138 S 2-2086 -(CH₂)₂- -NH- K815 J126 S 2-2087 -(CH₂)₂- -NH- K815 J129 S 2-2088 -(CH₂)₂- -NH- K815 J130 S 2-2089 -(CH₂)₂- -NH- K815 J138 S 2-2090 -(CH₂)₂- -NH- K816 J126 S 2-2091 -(CH₂)₂- -NH- K816 J129 S 2-2092 -(CH₂)₂- -NH- K816 J130 S 2-2093 -(CH₂)₂- -NH- K816 J138 S 2-2094 -(CH₂)₂- -NH- K817 J126 S 2-2095 -(CH₂)₂- -NH- K817 J129 S 2-2096 -(CH₂)₂- -NH- K817 J130 S 2-2097 -(CH₂)₂- -NH- K817 J138 S 2-2098 -(CH₂)₂- -NH- K818 J126 S 2-2099 -(CH₂)₂- -NH- K818 J129 S 2-2100 -(CH₂)₂- -NH- K818 J130 S 2-2101 -(CH₂)₂- -NH- K818 J138 S 2-2102 -(CH₂)₂- -NH- K819 J126 S 2-2103 -(CH₂)₂- -NH- K819 J129 S 2-2104 -(CH₂)₂- -NH- K819 J130 S 2-2105 -(CH₂)₂- -NH- K819 J138 S 2-2106 -(CH₂)₂- -NH- K820 J126 S 2-2107 -(CH₂)₂- -NH- K820 J129 S 2-2108 -(CH₂)₂- -NH- K820 J130 S 2-2109 -(CH₂)₂- -NH- K820 J138 S 2-2110 -(CH₂)₂- -NH- K821 J126 S 2-2111 -(CH₂)₂- -NH- K821 J129 S 2-2112 -(CH₂)₂- -NH- K821 J130 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-2113 -(CH₂)₂- -NH- K821 J138 S 2-2114 -(CH₂)₂- -NH-C(=O)- K797 J126 S 2-2115 -(CH₂)₂- -NH-C(=O)- K797 J129 S 2-2116 -(CH₂)₂- -NH-C(=O)- K797 J130 S 2-2117 -(CH₂)₂- -NH-C(=O)- K797 J138 S 2-2118 -(CH₂)₂- -NH-C(=O)- K798 J126 S 2-2119 -(CH₂)₂- -NH-C(=O)- K798 J129 S 2-2120 -(CH₂)₂- -NH-C(=O)- K798 J130 S 2-2121 -(CH₂)₂- -NH-C(=O)- K798 J138 S 2-2122 -(CH₂)₂- -NH-C(=O)- K799 J126 S 2-2123 -(CH₂)₂- -NH-C(=O)- K799 J129 S 2-2124 -(CH₂)₂- -NH-C(=O)- K799 J130 S 2-2125 -(CH₂)₂- -NH-C(=O)- K799 J138 S 2-2126 -(CH₂)₂- -NH-C(=O)- K800 J126 S 2-2127 -(CH₂)₂- -NH-C(=O)- K800 J129 S 2-2128 -(CH₂)₂- -NH-C(=O)- K800 J130 S 2-2129 -(CH₂)₂- -NH-C(=O)- K800 J138 S 2-2130 -(CH₂)₂- -NH-C(=O)- K801 J126 S 2-2131 -(CH₂)₂- -NH-C(=O)- K801 J129 S 2-2132 -(CH₂)₂- -NH-C(=O)- K801 J130 S 2-2133 -(CH₂)₂- -NH-C(=O)- K801 J138 S 2-2134 -(CH₂)₂- -NH-C(=O)- K802 J126 S 2-2135 -(CH₂)₂- -NH-C(=O)- K802 J129 S 2-2136 -(CH₂)₂- -NH-C(=O)- K802 J130 S 2-2137 -(CH₂)₂- -NH-C(=O)- K802 J138 S 2-2138 -(CH₂)₂- -NH-C(=O)- K803 J126 S 2-2139 -(CH₂)₂- -NH-C(=O)- K803 J129 S 2-2140 -(CH₂)₂- -NH-C(=O)- K803 J130 S 2-2141 -(CH₂)₂- -NH-C(=O)- K803 J138 S 2-2142 -(CH₂)₂- -NH-C(=O)- K804 J126 S 2-2143 -(CH₂)₂- -NH-C(=O)- K804 J129 S 2-2144 -(CH₂)₂- -NH-C(=O)- K804 J130 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 2-2145 -(CH₂)₂- -NH-C(=O)- K804 J138 S 2-2146 -(CH₂)₂- -NH-C(=O)- K805 J126 S 2-2147 -(CH₂)₂- -NH-C(=O)- K805 J129 S 2-2148 -(CH₂)₂- -NH-C(=O)- K805 J130 S 2-2149 -(CH₂)₂- -NH-C(=O)- K805 J138 S 2-2150 -(CH₂)₂- -NH-C(=O)- K806 J126 S 2-2151 -(CH₂)₂- -NH-C(=O)- K806 J129 S 2-2152 -(CH₂)₂- -NH-C(=O)- K806 J130 S 2-2153 -(CH₂)₂- -NH-C(=O)- K806 J138 S 2-2154 -(CH₂)₂- -NH-C(=O)- K807 J126 S 2-2155 -(CH₂)₂- -NH-C(=O)- K807 J129 S 2-2156 -(CH₂)₂- -NH-C(=O)- K807 J130 S 2-2157 -(CH₂)₂- -NH-C(=O)- K807 J138 S 2-2158 -(CH₂)₂- -NH-C(=O)- K822 J9 S 2-2159 -(CH₂)₂- -NH-C(=O)- K88 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0001 -(CH₂)₂- -C(=O)-NH- K240 J9 S 3-0002 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 J1 S 3-0003 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 J6 S 3-0004 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 J9 S 3-0005 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 J22 S 3-0006 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 J30 S 3-0007 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 J70 S 3-0008 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 J77 S 3-0009 -(CH₂)₂- -C(=O)-NH- K4 J9 S 3-0010 -(CH₂)₂- -C(=O)-NH- K4 J10 S 3-0011 -(CH₂)₂- -C(=O)-NH- K4 J13 S 3-0012 -(CH₂)₂- -C(=O)-NH- K256 J9 S 3-0013 -(CH₂)₂- -C(=O)-NH- K256 J42 S 3-0014 -(CH₂)₂- -C(=O)-NH- K256 J43 S 3-0015 -(CH₂)₂- -C(=O)-NH- K256 J59 S 3-0016 -(CH₂)₂- -C(=O)-NH- K257 J9 S 3-0017 -(CH₂)₂- -C(=O)-NH- K257 J132 S 3-0018 -(CH₂)₂- -C(=O)-NH- K257 J133 S 3-0019 -(CH₂)₂- -C(=O)-NH- K258 J9 S 3-0020 -(CH₂)₂- -C(=O)-NH- K260 J9 S 3-0021 -(CH₂)₂- -C(=O)-NH- K262 J9 S 3-0022 -(CH₂)₂- -C(=O)-NH- K262 J134 S 3-0023 -(CH₂)₂- -C(=O)-NH- K262 J137 S 3-0024 -(CH₂)₂- -C(=O)-NH- K262 J154 S 3-0025 -(CH₂)₂- -C(=O)-NH- K262 J157 S 3-0026 -(CH₂)₂- -C(=O)-NH- K262 J168 S 3-0027 -(CH₂)₂- -C(=O)-NH- K262 J174 O 3-0028 -(CH₂)₂- -C(=O)-NH- K262 J177 S 3-0029 -(CH₂)₂- -C(=O)-NH- K263 J9 S 3-0030 -(CH₂)₂- -C(=O)-NH- K263 J11 S 3-0031 -(CH₂)₂- -C(=O)-NH- K263 J20 O 3-0032 -(CH₂)₂- -C(=O)-NH- K263 J48 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0033 -(CH₂)₂- -C(=O)-NH- K263 J51 S 3-0034 -(CH₂)₂- -C(=O)-NH- K263 J52 S 3-0035 -(CH₂)₂- -C(=O)-NH- K263 J87 O 3-0036 -(CH₂)₂- -C(=O)-NH- K264 J9 S 3-0037 -(CH₂)₂- -C(=O)-N(CH₃)- K268 J9 S 3-0038 -(CH₂)₂- -C(=O)-NH- K7 J9 S 3-0039 -(CH₂)₂- -C(=O)-NH- K7 J105 S 3-0040 -(CH₂)₂- -C(=O)-NH- K7 J127 S 3-0041 -(CH₂)₂- -C(=O)-NH- K7 J129 O 3-0042 -(CH₂)₂- -C(=O)-NH- K7 J138 O 3-0043 -(CH₂)₂- -C(=O)-NH- K7 J147 S 3-0044 -(CH₂)₂- -C(=O)-NH- K7 J165 S 3-0045 -(CH₂)₂- -C(=O)-NH- K7 J178 O 3-0046 -(CH₂)₂- -C(=O)-NH- K8 J73 S 3-0047 -(CH₂)₂- -C(=O)-NH- K8 J74 S 3-0048 -(CH₂)₂- -C(=O)-NH- K8 J75 O 3-0049 -(CH₂)₂- -C(=O)-NH- K8 J81 O 3-0050 -(CH₂)₂- -C(=O)-NH- K8 J82 S 3-0051 -(CH₂)₂- -C(=O)-NH- K8 J83 S 3-0052 -(CH₂)₂- -C(=O)-NH- K8 J92 O 3-0053 -(CH₂)₂- -C(=O)-NH- K9 J9 S 3-0054 -(CH₂)₂- -C(=O)-NH- K271 J1 S 3-0055 -(CH₂)₂- -C(=O)-NH- K271 J6 S 3-0056 -(CH₂)₂- -C(=O)-NH- K271 J22 S 3-0057 -(CH₂)₂- -C(=O)-NH- K271 J30 S 3-0058 -(CH₂)₂- -C(=O)-NH- K271 J70 S 3-0059 -(CH₂)₂- -C(=O)-NH- K271 J77 S 3-0060 -(CH₂)₂- -C(=O)-NH- K273 J3 S 3-0061 -(CH₂)₂- -C(=O)-NH- K273 J9 S 3-0062 -(CH₂)₂- -C(=O)-NH- K273 J78 S 3-0063 -(CH₂)₂- -C(=O)-NH- K273 J130 S 3-0064 -(CH₂)₂- -C(=O)-N(CH₃)- K274 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0065 -(CH₂)₂- -C(=O)-NH- K275 J9 S 3-0066 -(CH₂)₂- -C(=O)-NH- K279 J10 S 3-0067 -(CH₂)₂- -C(=O)-NH- K279 J13 S 3-0068 -(CH₂)₂- -C(=O)-NH- K279 J19 S 3-0069 -(CH₂)₂- -C(=O)-NH- K279 J57 S 3-0070 -(CH₂)₂- -C(=O)-NH- K279 J126 S 3-0071 -(CH₂)₂- -C(=O)-NH- K279 J128 S 3-0072 -(CH₂)₂- -C(=O)-NH- K279 J140 S 3-0073 -(CH₂)₂- -C(=O)-NH- K11 J9 S 3-0074 -(CH₂)₂- -C(=O)-NH- K11 J78 S 3-0075 -(CH₂)₂- -C(=O)-NH- K37 J1 S 3-0076 -(CH₂)₂- -C(=O)-NH- K37 J6 S 3-0077 -(CH₂)₂- -C(=O)-NH- K37 J22 S 3-0078 -(CH₂)₂- -C(=O)-NH- K37 J30 S 3-0079 -(CH₂)₂- -C(=O)-NH- K37 J70 S 3-0080 -(CH₂)₂- -C(=O)-NH- K37 J77 S 3-0081 -(CH₂)₂- -C(=O)-NH- K19 J9 S 3-0082 -(CH₂)₂- -C(=O)-NH- K283 J9 S 3-0083 -(CH₂)₂- -C(=O)-NH- K14 J9 S 3-0084 -(CH₂)₂- -C(=O)-NH- K284 J9 S 3-0085 -(CH₂)₂- -C(=O)-NH- K23 J9 S 3-0086 -(CH₂)₂- -C(=O)-NH- K45 J9 S 3-0087 -(CH₂)₂- -C(=O)-NH- K286 J9 S 3-0088 -(CH₂)₂- -C(=O)-NH- K286 J10 S 3-0089 -(CH₂)₂- -C(=O)-NH- K286 J13 S 3-0090 -(CH₂)₂- -C(=O)-NH- K32 J9 S 3-0091 -(CH₂)₂- -C(=O)-NH- K287 J9 S 3-0092 -(CH₂)₂- -C(=O)-NH- K287 J42 S 3-0093 -(CH₂)₂- -C(=O)-NH- K287 J43 S 3-0094 -(CH₂)₂- -C(=O)-NH- K287 J49 S 3-0095 -(CH₂)₂- -C(=O)-NH- K287 J50 S 3-0096 -(CH₂)₂- -C(=O)-NH- K287 J58 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0097 -(CH₂)₂- -C(=O)-NH- K287 J59 S 3-0098 -(CH₂)₂- -C(=O)-NH- K287 J64 S 3-0099 -(CH₂)₂- -C(=O)-N(CH₃)- K11 J9 S 3-0100 -(CH₂)₂- -C(=O)-N(CH₃)- K24 J9 S 3-0101 -(CH₂)₂- -C(=O)-N(CH₃)- K24 J96 S 3-0102 -(CH₂)₂- -C(=O)-N(CH₃)- K24 J100 S 3-0103 -(CH₂)₂- -C(=O)-N(CH₃)- K24 J104 S 3-0104 -(CH₂)₂- -C(=O)-N(CH₃)- K24 J119 S 3-0105 -(CH₂)₂- -C(=O)-N(CH₃)- K24 J120 S 3-0106 -(CH₂)₂- -C(=O)-N(CH₃)- K294 J42 S 3-0107 -(CH₂)₂- -C(=O)-N(CH₃)- K294 J43 S 3-0108 -(CH₂)₂- -C(=O)-N(CH₃)- K294 J59 S 3-0109 -(CH₂)₂- -C(=O)-NH- K70 J9 S 3-0110 -(CH₂)₂- -C(=O)-NH- K72 J9 S 3-0111 -(CH₂)₂- -C(=O)-NH- K72 J137 S 3-0112 -(CH₂)₂- -C(=O)-NH- K68 J9 S 3-0113 -(CH₂)₂- -C(=O)-NH- K68 J20 S 3-0114 -(CH₂)₂- -C(=O)-NH- K68 J48 S 3-0115 -(CH₂)₂- -C(=O)-NH- K302 J9 S 3-0116 -(CH₂)₂- -C(=O)-NH- K99 J9 S 3-0117 -(CH₂)₂- -C(=O)-NH- K99 J78 S 3-0118 -(CH₂)₂- -C(=O)-NH- K308 J9 S 3-0119 -(CH₂)₂- -C(=O)-NH- K309 J9 S 3-0120 -(CH₂)₂- -C(=O)-NH- K309 J138 S 3-0121 -(CH₂)₂- -C(=O)-NH- K309 J147 O 3-0122 -(CH₂)₂- -C(=O)-NH- K309 J165 O 3-0123 -(CH₂)₂- -C(=O)-NH- K309 J178 S 3-0124 -(CH₂)₂- -C(=O)-NH- K103 J9 S 3-0125 -(CH₂)₂- -C(=O)-NH- K105 J9 S 3-0126 -(CH₂)₂- -C(=O)-NH- K106 J9 S 3-0127 -(CH₂)₂- -C(=O)-NH- K106 J73 S 3-0128 -(CH₂)₂- -C(=O)-NH- K106 J74 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0129 -(CH₂)₂- -C(=O)-NH- K106 J75 S 3-0130 -(CH₂)₂- -C(=O)-NH- K106 J81 S 3-0131 -(CH₂)₂- -C(=O)-NH- K106 J82 O 3-0132 -(CH₂)₂- -C(=O)-NH- K106 J83 O 3-0133 -(CH₂)₂- -C(=O)-NH- K106 J92 S 3-0134 -(CH₂)₂- -C(=O)-NH- K109 J9 S 3-0135 -(CH₂)₂- -C(=O)-NH- K109 J78 S 3-0136 -(CH₂)₂- -C(=O)-NH- K110 J9 S 3-0137 -(CH₂)₂- -C(=O)-NH- K110 J78 S 3-0138 -(CH₂)₂- -C(=O)-NH- K120 J9 O 3-0139 -(CH₂)₂- -C(=O)-NH- K120 J9 S 3-0140 -(CH₂)₂- -C(=O)-NH- K120 J78 S 3-0141 -(CH₂)₂- -C(=O)-N(CH₃)- K99 J1 S 3-0142 -(CH₂)₂- -C(=O)-N(CH₃)- K99 J6 S 3-0143 -(CH₂)₂- -C(=O)-N(CH₃)- K99 J9 S 3-0144 -(CH₂)₂- -C(=O)-N(CH₃)- K99 J22 S 3-0145 -(CH₂)₂- -C(=O)-N(CH₃)- K99 J30 S 3-0146 -(CH₂)₂- -C(=O)-N(CH₃)- K99 J70 S 3-0147 -(CH₂)₂- -C(=O)-N(CH₃)- K99 J77 S 3-0148 -(CH₂)₂- -C(=O)- K314 J9 S 3-0149 -(CH₂)₂- -C(=O)- K314 J10 S 3-0150 -(CH₂)₂- -C(=O)- K314 J13 S 3-0151 -(CH₂)₂- -C(=O)- K315 J3 S 3-0152 -(CH₂)₂- -C(=O)- K315 J9 S 3-0153 -(CH₂)₂- -C(=O)- K315 J42 S 3-0154 -(CH₂)₂- -C(=O)- K315 J43 S 3-0155 -(CH₂)₂- -C(=O)- K315 J59 S 3-0156 -(CH₂)₂- -C(=O)- K315 J78 S 3-0157 -(CH₂)₂- -C(=O)- K315 J130 S 3-0158 -(CH₂)₂- -C(=O)- K316 J132 S 3-0159 -(CH₂)₂- -C(=O)- K316 J133 S 3-0160 -(CH₂)₂- -C(=O)- K317 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0161 -(CH₂)₂- -C(=O)- K317 J134 S 3-0162 -(CH₂)₂- -C(=O)- K317 J137 S 3-0163 -(CH₂)₂- -C(=O)- K317 J154 S 3-0164 -(CH₂)₂- -C(=O)- K317 J157 S 3-0165 -(CH₂)₂- -C(=O)- K317 J168 S 3-0166 -(CH₂)₂- -C(=O)- K317 J174 O 3-0167 -(CH₂)₂- -C(=O)- K317 J177 O 3-0168 -(CH₂)₂- -C(=O)- K318 J9 S 3-0169 -(CH₂)₂- -C(=O)- K318 J11 S 3-0170 -(CH₂)₂- -C(=O)- K318 J20 S 3-0171 -(CH₂)₂- -C(=O)- K318 J48 O 3-0172 -(CH₂)₂- -C(=O)- K318 J51 S 3-0173 -(CH₂)₂- -C(=O)- K318 J52 S 3-0174 -(CH₂)₂- -C(=O)- K318 J87 O 3-0175 -(CH₂)₂- -C(=O)- K319 J9 S 3-0176 -(CH₂)₂- -C(=O)- K319 J19 S 3-0177 -(CH₂)₂- -C(=O)- K319 J57 S 3-0178 -(CH₂)₂- -C(=O)- K319 J105 O 3-0179 -(CH₂)₂- -C(=O)- K319 J126 S 3-0180 -(CH₂)₂- -C(=O)- K319 J127 S 3-0181 -(CH₂)₂- -C(=O)- K319 J128 S 3-0182 -(CH₂)₂- -C(=O)- K319 J129 S 3-0183 -(CH₂)₂- -C(=O)- K319 J140 S 3-0184 -(CH₂)₂- -C(=O)- K320 J9 S 3-0185 -(CH₂)₂- -C(=O)- K325 J1 S 3-0186 -(CH₂)₂- -C(=O)- K325 J3 S 3-0187 -(CH₂)₂- -C(=O)- K325 J6 S 3-0188 -(CH₂)₂- -C(=O)- K325 J9 S 3-0189 -(CH₂)₂- -C(=O)- K325 J22 S 3-0190 -(CH₂)₂- -C(=O)- K325 J30 S 3-0191 -(CH₂)₂- -C(=O)- K325 J70 S 3-0192 -(CH₂)₂- -C(=O)- K325 J77 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0193 -(CH₂)₂- -C(=O)- K325 J78 S 3-0194 -(CH₂)₂- -C(=O)- K325 J130 S 3-0195 -(CH₂)₂- -C(=O)- K329 J10 S 3-0196 -(CH₂)₂- -C(=O)- K329 J13 S 3-0197 -(CH₂)₂- -C(=O)- K330 J9 S 3-0198 -(CH₂)₂- -C(=O)- K331 J9 S 3-0199 -(CH₂)₂- -C(=O)- K331 J42 S 3-0200 -(CH₂)₂- -C(=O)- K331 J43 S 3-0201 -(CH₂)₂- -C(=O)- K331 J49 S 3-0202 -(CH₂)₂- -C(=O)- K331 J50 S 3-0203 -(CH₂)₂- -C(=O)- K331 J58 S 3-0204 -(CH₂)₂- -C(=O)- K331 J59 S 3-0205 -(CH₂)₂- -C(=O)- K331 J64 S 3-0206 -(CH₂)₂- -C(=O)- K332 J9 S 3-0207 -(CH₂)₂- -C(=O)- K332 J78 S 3-0208 -(CH₂)₂- -C(=O)- K332 J96 S 3-0209 -(CH₂)₂- -C(=O)- K332 J100 S 3-0210 -(CH₂)₂- -C(=O)- K332 J104 S 3-0211 -(CH₂)₂- -C(=O)- K332 J119 S 3-0212 -(CH₂)₂- -C(=O)- K332 J120 S 3-0213 -(CH₂)₂- -C(=O)- K332 J132 S 3-0214 -(CH₂)₂- -C(=O)- K332 J133 S 3-0215 -(CH₂)₂- -C(=O)- K334 J134 S 3-0216 -(CH₂)₂- -C(=O)- K334 J137 S 3-0217 -(CH₂)₂- -C(=O)- K335 J9 S 3-0218 -(CH₂)₂- -C(=O)- K335 J20 O 3-0219 -(CH₂)₂- -C(=O)- K335 J48 S 3-0220 -(CH₂)₂- -C(=O)- K336 J9 S 3-0221 -(CH₂)₂- -C(=O)- K336 J19 S 3-0222 -(CH₂)₂- -C(=O)- K336 J57 S 3-0223 -(CH₂)₂- -C(=O)- K336 J126 S 3-0224 -(CH₂)₂- -C(=O)- K336 J128 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0225 -(CH₂)₂- -C(=O)- K336 J138 S 3-0226 -(CH₂)₂- -C(=O)- K336 J140 S 3-0227 -(CH₂)₂- -C(=O)- K336 J147 S 3-0228 -(CH₂)₂- -C(=O)- K336 J165 O 3-0229 -(CH₂)₂- -C(=O)- K336 J178 S 3-0230 -(CH₂)₂- -C(=O)- K337 J3 S 3-0231 -(CH₂)₂- -C(=O)- K337 J9 S 3-0232 -(CH₂)₂- -C(=O)- K337 J73 S 3-0233 -(CH₂)₂- -C(=O)- K337 J74 O 3-0234 -(CH₂)₂- -C(=O)- K337 J75 O 3-0235 -(CH₂)₂- -C(=O)- K337 J78 S 3-0236 -(CH₂)₂- -C(=O)- K337 J81 S 3-0237 -(CH₂)₂- -C(=O)- K337 J82 S 3-0238 -(CH₂)₂- -C(=O)- K337 J83 O 3-0239 -(CH₂)₂- -C(=O)- K337 J92 S 3-0240 -(CH₂)₂- -C(=O)- K337 J130 S 3-0241 -(CH₂)₂- -C(=O)- K338 J9 S 3-0242 -(CH₂)₂- -C(=O)- K338 J78 S 3-0243 -(CH₂)₂- -C(=O)- K339 J9 S 3-0244 -(CH₂)₂- -C(=O)- K340 J9 S 3-0245 -(CH₂)₂- -C(=O)- K343 J9 S 3-0246 -(CH₂)₂- -C(=O)- K344 J9 O 3-0247 -(CH₂)₂- -C(=O)- K346 J1 S 3-0248 -(CH₂)₂- -C(=O)- K346 J6 S 3-0249 -(CH₂)₂- -C(=O)- K346 J22 S 3-0250 -(CH₂)₂- -C(=O)- K346 J30 S 3-0251 -(CH₂)₂- -C(=O)- K346 J70 S 3-0252 -(CH₂)₂- -C(=O)- K346 J77 S 3-0253 -(CH₂)₂- -C(=O)- K349 J10 S 3-0254 -(CH₂)₂- -C(=O)- K349 J13 S 3-0255 -(CH₂)₂- -C(=O)- K350 J42 S 3-0256 -(CH₂)₂- -C(=O)- K350 J43 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0257 -(CH₂)₂- -C(=O)- K350 J59 S 3-0258 -(CH₂)₂- -C(=O)- K352 J137 S 3-0259 -(CH₂)₂- -C(=O)- K352 J154 S 3-0260 -(CH₂)₂- -C(=O)- K352 J157 S 3-0261 -(CH₂)₂- -C(=O)- K352 J168 S 3-0262 -(CH₂)₂- -C(=O)- K352 J174 S 3-0263 -(CH₂)₂- -C(=O)- K352 J177 O 3-0264 -(CH₂)₂- -C(=O)- K353 J11 S 3-0265 -(CH₂)₂- -C(=O)- K353 J20 S 3-0266 -(CH₂)₂- -C(=O)- K353 J48 O 3-0267 -(CH₂)₂- -C(=O)- K353 J51 O 3-0268 -(CH₂)₂- -C(=O)- K353 J52 S 3-0269 -(CH₂)₂- -C(=O)- K353 J87 S 3-0270 -(CH₂)₂- -C(=O)- K354 J19 S 3-0271 -(CH₂)₂- -C(=O)- K354 J57 S 3-0272 -(CH₂)₂- -C(=O)- K354 J105 O 3-0273 -(CH₂)₂- -C(=O)- K354 J126 S 3-0274 -(CH₂)₂- -C(=O)- K354 J127 S 3-0275 -(CH₂)₂- -C(=O)- K354 J128 S 3-0276 -(CH₂)₂- -C(=O)- K354 J129 S 3-0277 -(CH₂)₂- -C(=O)- K354 J138 O 3-0278 -(CH₂)₂- -C(=O)- K354 J140 S 3-0279 -(CH₂)₂- -C(=O)- K354 J147 O 3-0280 -(CH₂)₂- -C(=O)- K354 J165 S 3-0281 -(CH₂)₂- -C(=O)- K354 J178 S 3-0282 -(CH₂)₂- -C(=O)- K355 J3 S 3-0283 -(CH₂)₂- -C(=O)- K355 J9 S 3-0284 -(CH₂)₂- -C(=O)- K355 J73 O 3-0285 -(CH₂)₂- -C(=O)- K355 J74 S 3-0286 -(CH₂)₂- -C(=O)- K355 J75 S 3-0287 -(CH₂)₂- -C(=O)- K355 J78 S 3-0288 -(CH₂)₂- -C(=O)- K355 J81 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0289 -(CH₂)₂- -C(=O)- K355 J82 O 3-0290 -(CH₂)₂- -C(=O)- K355 J83 S 3-0291 -(CH₂)₂- -C(=O)- K355 J92 S 3-0292 -(CH₂)₂- -C(=O)- K355 J130 S 3-0293 -(CH₂)₂- -C(=O)- K356 J9 O 3-0294 -(CH₂)₂- -C(=O)- K358 J9 S 3-0295 -(CH₂)₂- -C(=O)- K358 J19 S 3-0296 -(CH₂)₂- -C(=O)- K358 J57 S 3-0297 -(CH₂)₂- -C(=O)- K358 J78 S 3-0298 -(CH₂)₂- -C(=O)- K358 J126 S 3-0299 -(CH₂)₂- -C(=O)- K358 J128 S 3-0300 -(CH₂)₂- -C(=O)- K358 J140 S 3-0301 -(CH₂)₂- -C(=O)- K359 J1 S 3-0302 -(CH₂)₂- -C(=O)- K359 J6 S 3-0303 -(CH₂)₂- -C(=O)- K359 J22 S 3-0304 -(CH₂)₂- -C(=O)- K359 J30 S 3-0305 -(CH₂)₂- -C(=O)- K359 J70 S 3-0306 -(CH₂)₂- -C(=O)- K359 J77 S 3-0307 -(CH₂)₂- -C(=O)- K360 J10 S 3-0308 -(CH₂)₂- -C(=O)- K360 J13 S 3-0309 -(CH₂)₂- -C(=O)- K361 J42 S 3-0310 -(CH₂)₂- -C(=O)- K361 J43 S 3-0311 -(CH₂)₂- -C(=O)- K361 J49 S 3-0312 -(CH₂)₂- -C(=O)- K361 J50 S 3-0313 -(CH₂)₂- -C(=O)- K361 J58 S 3-0314 -(CH₂)₂- -C(=O)- K361 J59 S 3-0315 -(CH₂)₂- -C(=O)- K361 J64 S 3-0316 -(CH₂)₂- -C(=O)- K362 J96 S 3-0317 -(CH₂)₂- -C(=O)- K362 J100 S 3-0318 -(CH₂)₂- -C(=O)- K362 J104 S 3-0319 -(CH₂)₂- -C(=O)- K362 J119 S 3-0320 -(CH₂)₂- -C(=O)- K362 J120 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0321 -(CH₂)₂- -C(=O)- K362 J132 S 3-0322 -(CH₂)₂- -C(=O)- K362 J133 S 3-0323 -(CH₂)₂- -C(=O)- K363 J134 S 3-0324 -(CH₂)₂- -C(=O)- K363 J137 S 3-0325 -(CH₂)₂- -C(=O)- K364 J9 S 3-0326 -(CH₂)₂- -C(=O)- K364 J20 O 3-0327 -(CH₂)₂- -C(=O)- K364 J48 S 3-0328 -(CH₂)₂- -C(=O)- K364 J51 S 3-0329 -(CH₂)₂- -C(=O)- K364 J52 O 3-0330 -(CH₂)₂- -C(=O)- K364 J87 O 3-0331 -(CH₂)₂- -C(=O)- K365 J9 S 3-0332 -(CH₂)₂- -C(=O)- K365 J105 S 3-0333 -(CH₂)₂- -C(=O)- K365 J127 S 3-0334 -(CH₂)₂- -C(=O)- K365 J129 O 3-0335 -(CH₂)₂- -C(=O)- K365 J138 S 3-0336 -(CH₂)₂- -C(=O)- K365 J147 S 3-0337 -(CH₂)₂- -C(=O)- K365 J165 O 3-0338 -(CH₂)₂- -C(=O)- K365 J178 O 3-0339 -(CH₂)₂- -C(=O)- K367 J9 S 3-0340 -(CH₂)₂- -C(=O)- K368 J9 S 3-0341 -(CH₂)₂- -C(=O)- K368 J73 S 3-0342 -(CH₂)₂- -C(=O)- K368 J74 S 3-0343 -(CH₂)₂- -C(=O)- K368 J75 O 3-0344 -(CH₂)₂- -C(=O)- K368 J81 S 3-0345 -(CH₂)₂- -C(=O)- K368 J82 S 3-0346 -(CH₂)₂- -C(=O)- K368 J83 O 3-0347 -(CH₂)₂- -C(=O)- K368 J92 O 3-0348 -(CH₂)₂- -C(=O)- K369 J9 S 3-0349 -(CH₂)₂- -C(=O)- K371 J9 S 3-0350 -(CH₂)₂- -C(=O)- K372 J9 S 3-0351 -(CH₂)₂- -C(=O)- K373 J9 S 3-0352 -(CH₂)₂- -C(=O)- K374 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0353 -(CH₂)₂- -C(=O)- K377 J9 S 3-0354 -(CH₂)₂- -C(=O)- K380 J9 S 3-0355 -(CH₂)₂- -C(=O)- K381 J1 S 3-0356 -(CH₂)₂- -C(=O)- K381 J6 S 3-0357 -(CH₂)₂- -C(=O)- K381 J9 S 3-0358 -(CH₂)₂- -C(=O)- K381 J22 S 3-0359 -(CH₂)₂- -C(=O)- K381 J30 S 3-0360 -(CH₂)₂- -C(=O)- K381 J70 S 3-0361 -(CH₂)₂- -C(=O)- K381 J77 S 3-0362 -(CH₂)₂- -C(=O)- K381 J78 S 3-0363 -(CH₂)₂- -C(=O)- K382 J3 S 3-0364 -(CH₂)₂- -C(=O)- K382 J9 S 3-0365 -(CH₂)₂- -C(=O)- K382 J10 S 3-0366 -(CH₂)₂- -C(=O)- K382 J13 S 3-0367 -(CH₂)₂- -C(=O)- K382 J78 S 3-0368 -(CH₂)₂- -C(=O)- K382 J130 S 3-0369 -(CH₂)₂- -C(=O)- K383 J42 S 3-0370 -(CH₂)₂- -C(=O)- K383 J43 S 3-0371 -(CH₂)₂- -C(=O)- K383 J59 S 3-0372 -(CH₂)₂- -C(=O)- K384 J132 S 3-0373 -(CH₂)₂- -C(=O)- K384 J133 S 3-0374 -(CH₂)₂- -C(=O)- K385 J134 S 3-0375 -(CH₂)₂- -C(=O)- K385 J137 S 3-0376 -(CH₂)₂- -C(=O)- K385 J154 S 3-0377 -(CH₂)₂- -C(=O)- K385 J157 S 3-0378 -(CH₂)₂- -C(=O)- K385 J168 S 3-0379 -(CH₂)₂- -C(=O)- K385 J174 S 3-0380 -(CH₂)₂- -C(=O)- K385 J177 O 3-0381 -(CH₂)₂- -C(=O)- K386 J11 O 3-0382 -(CH₂)₂- -C(=O)- K386 J20 S 3-0383 -(CH₂)₂- -C(=O)- K386 J48 S 3-0384 -(CH₂)₂- -C(=O)- K387 J138 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0385 -(CH₂)₂- -C(=O)- K387 J147 O 3-0386 -(CH₂)₂- -C(=O)- K387 J165 S 3-0387 -(CH₂)₂- -C(=O)- K387 J178 S 3-0388 -(CH₂)₂- -C(=O)- K388 J73 O 3-0389 -(CH₂)₂- -C(=O)- K388 J74 O 3-0390 -(CH₂)₂- -C(=O)- K388 J75 S 3-0391 -(CH₂)₂- -C(=O)- K388 J81 S 3-0392 -(CH₂)₂- -C(=O)- K388 J82 O 3-0393 -(CH₂)₂- -C(=O)- K388 J83 S 3-0394 -(CH₂)₂- -C(=O)- K388 J92 S 3-0395 -(CH₂)₂- -C(=O)- K389 J9 O 3-0396 -(CH₂)₂- -C(=O)- K391 J9 O 3-0397 -(CH₂)₂- -C(=O)- K391 J9 S 3-0398 -(CH₂)₂- -C(=O)- K392 J9 S 3-0399 -(CH₂)₂- -C(=O)- K393 J9 S 3-0400 -(CH₂)₂- -C(=O)- K394 J1 S 3-0401 -(CH₂)₂- -C(=O)- K394 J6 S 3-0402 -(CH₂)₂- -C(=O)- K394 J19 S 3-0403 -(CH₂)₂- -C(=O)- K394 J22 S 3-0404 -(CH₂)₂- -C(=O)- K394 J30 S 3-0405 -(CH₂)₂- -C(=O)- K394 J57 S 3-0406 -(CH₂)₂- -C(=O)- K394 J70 S 3-0407 -(CH₂)₂- -C(=O)- K394 J77 S 3-0408 -(CH₂)₂- -C(=O)- K394 J126 S 3-0409 -(CH₂)₂- -C(=O)- K394 J128 S 3-0410 -(CH₂)₂- -C(=O)- K394 J140 S 3-0411 -(CH₂)₂- -C(=O)- K395 J10 S 3-0412 -(CH₂)₂- -C(=O)- K395 J13 S 3-0413 -(CH₂)₂- -C(=O)- K396 J42 S 3-0414 -(CH₂)₂- -C(=O)- K396 J43 S 3-0415 -(CH₂)₂- -C(=O)- K396 J49 S 3-0416 -(CH₂)₂- -C(=O)- K396 J50 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0417 -(CH₂)₂- -C(=O)- K396 J58 S 3-0418 -(CH₂)₂- -C(=O)- K396 J59 S 3-0419 -(CH₂)₂- -C(=O)- K396 J64 S 3-0420 -(CH₂)₂- -C(=O)- K397 J3 S 3-0421 -(CH₂)₂- -C(=O)- K397 J9 S 3-0422 -(CH₂)₂- -C(=O)- K397 J78 S 3-0423 -(CH₂)₂- -C(=O)- K397 J96 S 3-0424 -(CH₂)₂- -C(=O)- K397 J100 S 3-0425 -(CH₂)₂- -C(=O)- K397 J104 S 3-0426 -(CH₂)₂- -C(=O)- K397 J119 S 3-0427 -(CH₂)₂- -C(=O)- K397 J120 S 3-0428 -(CH₂)₂- -C(=O)- K397 J130 S 3-0429 -(CH₂)₂- -C(=O)- K398 J137 S 3-0430 -(CH₂)₂- -C(=O)-NH- K399 J9 S 3-0431 -(CH₂)₂- -C(=O)-NH- K402 J20 O 3-0432 -(CH₂)₂- -C(=O)-NH- K402 J48 O 3-0433 -(CH₂)₂- -C(=O)-NH- K402 J51 S 3-0434 -(CH₂)₂- -C(=O)-NH- K402 J52 S 3-0435 -(CH₂)₂- -C(=O)-NH- K402 J87 O 3-0436 -(CH₂)₂- -C(=O)-NH- K167 J105 S 3-0437 -(CH₂)₂- -C(=O)-NH- K167 J127 S 3-0438 -(CH₂)₂- -C(=O)-NH- K167 J129 O 3-0439 -(CH₂)₂- -C(=O)- K412 J1 S 3-0440 -(CH₂)₂- -C(=O)- K412 J6 S 3-0441 -(CH₂)₂- -C(=O)- K412 J22 S 3-0442 -(CH₂)₂- -C(=O)- K412 J30 S 3-0443 -(CH₂)₂- -C(=O)- K412 J70 S 3-0444 -(CH₂)₂- -C(=O)- K412 J77 S 3-0445 -(CH₂)₂- -C(=O)- K413 J10 S 3-0446 -(CH₂)₂- -C(=O)- K413 J13 S 3-0447 -(CH₂)₂- -C(=O)- K414 J42 S 3-0448 -(CH₂)₂- -C(=O)- K414 J43 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0449 -(CH₂)₂- -C(=O)- K414 J59 S 3-0450 -(CH₂)₂- -C(=O)- K415 J132 S 3-0451 -(CH₂)₂- -C(=O)- K415 J133 S 3-0452 -(CH₂)₂- -C(=O)- K416 J134 S 3-0453 -(CH₂)₂- -C(=O)- K416 J137 S 3-0454 -(CH₂)₂- -C(=O)- K416 J154 S 3-0455 -(CH₂)₂- -C(=O)- K416 J157 S 3-0456 -(CH₂)₂- -C(=O)- K416 J168 O 3-0457 -(CH₂)₂- -C(=O)- K416 J174 S 3-0458 -(CH₂)₂- -C(=O)- K416 J177 S 3-0459 -(CH₂)₂- -C(=O)- K417 J11 O 3-0460 -(CH₂)₂- -C(=O)- K417 J20 S 3-0461 -(CH₂)₂- -C(=O)- K417 J48 S 3-0462 -(CH₂)₂- -C(=O)- K418 J3 S 3-0463 -(CH₂)₂- -C(=O)- K418 J9 S 3-0464 -(CH₂)₂- -C(=O)- K418 J78 S 3-0465 -(CH₂)₂- -C(=O)- K418 J130 S 3-0466 -(CH₂)₂- -C(=O)- K418 J138 S 3-0467 -(CH₂)₂- -C(=O)- K418 J147 O 3-0468 -(CH₂)₂- -C(=O)- K418 J165 O 3-0469 -(CH₂)₂- -C(=O)- K418 J178 S 3-0470 -(CH₂)₂- -C(=O)- K419 J73 S 3-0471 -(CH₂)₂- -C(=O)- K419 J74 O 3-0472 -(CH₂)₂- -C(=O)- K419 J75 S 3-0473 -(CH₂)₂- -C(=O)- K419 J81 S 3-0474 -(CH₂)₂- -C(=O)- K419 J82 O 3-0475 -(CH₂)₂- -C(=O)- K419 J83 O 3-0476 -(CH₂)₂- -C(=O)- K419 J92 S 3-0477 -(CH₂)₂- -C(=O)- K420 J9 S 3-0478 -(CH₂)₂- -C(=O)- K421 J9 O 3-0479 -(CH₂)₂- -C(=O)-N(CH₃)- K422 J1 S 3-0480 -(CH₂)₂- -C(=O)-N(CH₃)- K422 J6 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0481 -(CH₂)₂- -C(=O)-N(CH₃)- K422 J19 S 3-0482 -(CH₂)₂- -C(=O)-N(CH₃)- K422 J22 S 3-0483 -(CH₂)₂- -C(=O)-N(CH₃)- K422 J30 S 3-0484 -(CH₂)₂- -C(=O)-N(CH₃)- K422 J57 S 3-0485 -(CH₂)₂- -C(=O)-N(CH₃)- K422 J70 S 3-0486 -(CH₂)₂- -C(=O)-N(CH₃)- K422 J77 S 3-0487 -(CH₂)₂- -C(=O)-N(CH₃)- K422 J126 S 3-0488 -(CH₂)₂- -C(=O)-N(CH₃)- K422 J128 S 3-0489 -(CH₂)₂- -C(=O)-N(CH₃)- K422 J140 S 3-0490 -(CH₂)₂- -C(=O)-NH- K422 J10 S 3-0491 -(CH₂)₂- -C(=O)-NH- K422 J13 S 3-0492 -(CH₂)₂- -C(=O)-N(CH₃)- K186 J42 S 3-0493 -(CH₂)₂- -C(=O)-N(CH₃)- K186 J43 S 3-0494 -(CH₂)₂- -C(=O)-N(CH₃)- K186 J49 S 3-0495 -(CH₂)₂- -C(=O)-N(CH₃)- K186 J50 S 3-0496 -(CH₂)₂- -C(=O)-N(CH₃)- K186 J58 S 3-0497 -(CH₂)₂- -C(=O)-N(CH₃)- K186 J59 S 3-0498 -(CH₂)₂- -C(=O)-N(CH₃)- K186 J64 S 3-0499 -(CH₂)₂- -C(=O)-NH- K34 J96 S 3-0500 -(CH₂)₂- -C(=O)-NH- K34 J100 S 3-0501 -(CH₂)₂- -C(=O)-NH- K34 J104 S 3-0502 -(CH₂)₂- -C(=O)-NH- K34 J119 S 3-0503 -(CH₂)₂- -C(=O)-NH- K34 J120 S 3-0504 -(CH₂)₂- -C(=O)-NH- K34 J132 S 3-0505 -(CH₂)₂- -C(=O)-NH- K34 J133 S 3-0506 -(CH₂)₂- -C(=O)-NH- K423 J134 S 3-0507 -(CH₂)₂- -C(=O)-NH- K423 J137 S 3-0508 -(CH₂)₂- -C(=O)-NH- K424 J20 S 3-0509 -(CH₂)₂- -C(=O)-NH- K424 J48 O 3-0510 -(CH₂)₂- -C(=O)-NH- K424 J51 S 3-0511 -(CH₂)₂- -C(=O)-NH- K424 J52 S 3-0512 -(CH₂)₂- -C(=O)-NH- K424 J87 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0513 -(CH₂)₂- -C(=O)-NH- K425 J105 O 3-0514 -(CH₂)₂- -C(=O)-NH- K425 J127 S 3-0515 -(CH₂)₂- -C(=O)-NH- K425 J129 S 3-0516 -(CH₂)₂- -C(=O)-NH- K425 J138 O 3-0517 -(CH₂)₂- -C(=O)-NH- K425 J147 S 3-0518 -(CH₂)₂- -C(=O)-NH- K425 J165 S 3-0519 -(CH₂)₂- -C(=O)-NH- K425 J178 O 3-0520 -(CH₂)₂- -C(=O)-NH- K426 J73 O 3-0521 -(CH₂)₂- -C(=O)-NH- K426 J74 S 3-0522 -(CH₂)₂- -C(=O)-NH- K426 J75 S 3-0523 -(CH₂)₂- -C(=O)-NH- K426 J81 O 3-0524 -(CH₂)₂- -C(=O)-NH- K426 J82 S 3-0525 -(CH₂)₂- -C(=O)-NH- K426 J83 S 3-0526 -(CH₂)₂- -C(=O)-NH- K426 J92 O 3-0527 -(CH₂)₂- -C(=O)-NH- K427 J9 O 3-0528 -(CH₂)₃- -C(=O)-NH- K4 J2 S 3-0529 -(CH₂)₃- -C(=O)-NH- K4 J4 S 3-0530 -(CH₂)₃- -C(=O)-NH- K4 J28 S 3-0531 -(CH₂)₃- -C(=O)-NH- K4 J31 S 3-0532 -(CH₂)₃- -C(=O)-NH- K256 J9 S 3-0533 -(CH₂)₃- -C(=O)-NH- K256 J50 S 3-0534 -(CH₂)₃- -C(=O)-NH- K256 J58 S 3-0535 -(CH₂)₃- -C(=O)-NH- K256 J64 S 3-0536 -(CH₂)₃- -C(=O)-NH- K257 J96 S 3-0537 -(CH₂)₃- -C(=O)-NH- K257 J100 S 3-0538 -(CH₂)₃- -C(=O)-NH- K257 J104 S 3-0539 -(CH₂)₃- -C(=O)-NH- K257 J119 S 3-0540 -(CH₂)₃- -C(=O)-NH- K257 J120 S 3-0541 -(CH₂)₃- -C(=O)-N(CH₃)- K132 J9 S 3-0542 -(CH₂)₃- -C(=O)-N(CH₃)- K268 J9 S 3-0543 -(CH₂)₃- -C(=O)-NH- K7 J9 S 3-0544 -(CH₂)₃- -C(=O)-N(CH₃)- K274 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0545 -(CH₂)₃- -C(=O)-NH- K275 J9 S 3-0546 -(CH₂)₃- -C(=O)-NH- K279 J2 S 3-0547 -(CH₂)₃- -C(=O)-NH- K279 J4 S 3-0548 -(CH₂)₃- -C(=O)-NH- K279 J28 S 3-0549 -(CH₂)₃- -C(=O)-NH- K279 J31 S 3-0550 -(CH₂)₃- -C(=O)-NH- K281 J9 S 3-0551 -(CH₂)₃- -C(=O)-NH- K11 J9 S 3-0552 -(CH₂)₃- -C(=O)-NH- K282 J9 S 3-0553 -(CH₂)₃- -C(=O)-NH- K35 J9 S 3-0554 -(CH₂)₃- -C(=O)-NH- K37 J9 S 3-0555 -(CH₂)₃- -C(=O)-NH- K15 J9 S 3-0556 -(CH₂)₃- -C(=O)-NH- K283 J9 S 3-0557 -(CH₂)₃- -C(=O)-NH- K13 J9 S 3-0558 -(CH₂)₃- -C(=O)-NH- K14 J9 S 3-0559 -(CH₂)₃- -C(=O)-NH- K284 J9 S 3-0560 -(CH₂)₃- -C(=O)-NH- K23 J9 S 3-0561 -(CH₂)₃- -C(=O)-NH- K30 J9 S 3-0562 -(CH₂)₃- -C(=O)-NH- K286 J2 S 3-0563 -(CH₂)₃- -C(=O)-NH- K286 J4 S 3-0564 -(CH₂)₃- -C(=O)-NH- K286 J9 S 3-0565 -(CH₂)₃- -C(=O)-NH- K286 J28 S 3-0566 -(CH₂)₃- -C(=O)-NH- K286 J31 S 3-0567 -(CH₂)₃- -C(=O)-NH- K32 J9 S 3-0568 -(CH₂)₃- -C(=O)-NH- K289 J9 S 3-0569 -(CH₂)₃- -C(=O)-N(CH₃)- K24 J132 S 3-0570 -(CH₂)₃- -C(=O)-N(CH₃)- K24 J133 S 3-0571 -(CH₂)₃- -C(=O)-N(CH₃)- K294 J49 S 3-0572 -(CH₂)₃- -C(=O)-N(CH₃)- K294 J50 S 3-0573 -(CH₂)₃- -C(=O)-N(CH₃)- K294 J58 S 3-0574 -(CH₂)₃- -C(=O)-N(CH₃)- K294 J64 S 3-0575 -(CH₂)₃- -C(=O)-NH- K70 J9 S 3-0576 -(CH₂)₃- -C(=O)-NH- K71 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0577 -(CH₂)₃- -C(=O)-NH- K72 J9 S 3-0578 -(CH₂)₃- -C(=O)-NH- K72 J134 S 3-0579 -(CH₂)₃- -C(=O)-NH- K72 J154 S 3-0580 -(CH₂)₃- -C(=O)-NH- K72 J157 S 3-0581 -(CH₂)₃- -C(=O)-NH- K72 J168 O 3-0582 -(CH₂)₃- -C(=O)-NH- K72 J174 S 3-0583 -(CH₂)₃- -C(=O)-NH- K72 J177 S 3-0584 -(CH₂)₃- -C(=O)-NH- K68 J9 S 3-0585 -(CH₂)₃- -C(=O)-NH- K68 J11 O 3-0586 -(CH₂)₃- -C(=O)-NH- K68 J51 O 3-0587 -(CH₂)₃- -C(=O)-NH- K68 J52 O 3-0588 -(CH₂)₃- -C(=O)-NH- K68 J87 S 3-0589 -(CH₂)₃- -C(=O)-NH- K99 J9 S 3-0590 -(CH₂)₃- -C(=O)-NH- K100 J9 S 3-0591 -(CH₂)₃- -C(=O)-NH- K308 J9 S 3-0592 -(CH₂)₃- -C(=O)-NH- K309 J9 S 3-0593 -(CH₂)₃- -C(=O)-NH- K309 J105 S 3-0594 -(CH₂)₃- -C(=O)-NH- K309 J127 O 3-0595 -(CH₂)₃- -C(=O)-NH- K309 J129 S 3-0596 -(CH₂)₃- -C(=O)-NH- K103 J9 S 3-0597 -(CH₂)₃- -C(=O)-NH- K310 J9 S 3-0598 -(CH₂)₃- -C(=O)-NH- K105 J9 S 3-0599 -(CH₂)₃- -C(=O)-NH- K106 J9 S 3-0600 -(CH₂)₃- -C(=O)-NH- K109 J9 S 3-0601 -(CH₂)₃- -C(=O)- K314 J2 S 3-0602 -(CH₂)₃- -C(=O)- K314 J4 S 3-0603 -(CH₂)₃- -C(=O)- K314 J28 S 3-0604 -(CH₂)₃- -C(=O)- K314 J31 S 3-0605 -(CH₂)₃- -C(=O)- K315 J9 S 3-0606 -(CH₂)₃- -C(=O)- K315 J49 S 3-0607 -(CH₂)₃- -C(=O)- K315 J50 S 3-0608 -(CH₂)₃- -C(=O)- K315 J58 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0609 -(CH₂)₃- -C(=O)- K315 J64 S 3-0610 -(CH₂)₃- -C(=O)- K316 J96 S 3-0611 -(CH₂)₃- -C(=O)- K316 J100 S 3-0612 -(CH₂)₃- -C(=O)- K316 J104 S 3-0613 -(CH₂)₃- -C(=O)- K316 J119 S 3-0614 -(CH₂)₃- -C(=O)- K316 J120 S 3-0615 -(CH₂)₃- -C(=O)- K318 J9 S 3-0616 -(CH₂)₃- -C(=O)- K319 J9 S 3-0617 -(CH₂)₃- -C(=O)- K319 J138 O 3-0618 -(CH₂)₃- -C(=O)- K319 J147 S 3-0619 -(CH₂)₃- -C(=O)- K319 J165 S 3-0620 -(CH₂)₃- -C(=O)- K319 J178 O 3-0621 -(CH₂)₃- -C(=O)- K320 J73 O 3-0622 -(CH₂)₃- -C(=O)- K320 J74 S 3-0623 -(CH₂)₃- -C(=O)- K320 J75 S 3-0624 -(CH₂)₃- -C(=O)- K320 J81 O 3-0625 -(CH₂)₃- -C(=O)- K320 J82 S 3-0626 -(CH₂)₃- -C(=O)- K320 J83 S 3-0627 -(CH₂)₃- -C(=O)- K320 J92 O 3-0628 -(CH₂)₃- -C(=O)- K322 J9 O 3-0629 -(CH₂)₃- -C(=O)- K322 J9 S 3-0630 -(CH₂)₃- -C(=O)- K329 J2 S 3-0631 -(CH₂)₃- -C(=O)- K329 J4 S 3-0632 -(CH₂)₃- -C(=O)- K329 J28 S 3-0633 -(CH₂)₃- -C(=O)- K329 J31 S 3-0634 -(CH₂)₃- -C(=O)- K330 J9 S 3-0635 -(CH₂)₃- -C(=O)- K331 J9 S 3-0636 -(CH₂)₃- -C(=O)- K332 J9 S 3-0637 -(CH₂)₃- -C(=O)- K334 J154 S 3-0638 -(CH₂)₃- -C(=O)- K334 J157 S 3-0639 -(CH₂)₃- -C(=O)- K334 J168 O 3-0640 -(CH₂)₃- -C(=O)- K334 J174 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R²- X 3-0641 -(CH₂)₃- -C(=O)- K334 J177 S 3-0642 -(CH₂)₃- -C(=O)- K335 J9 S 3-0643 -(CH₂)₃- -C(=O)- K335 J11 O 3-0644 -(CH₂)₃- -C(=O)- K335 J51 S 3-0645 -(CH₂)₃- -C(=O)- K335 J52 O 3-0646 -(CH₂)₃- -C(=O)- K335 J87 S 3-0647 -(CH₂)₃- -C(=O)- K336 J9 S 3-0648 -(CH₂)₃- -C(=O)- K336 J105 S 3-0649 -(CH₂)₃- -C(=O)- K336 J127 O 3-0650 -(CH₂)₃- -C(=O)- K336 J129 O 3-0651 -(CH₂)₃- -C(=O)- K339 J9 S 3-0652 -(CH₂)₃- -C(=O)- K340 J9 S 3-0653 -(CH₂)₃- -C(=O)- K341 J9 S 3-0654 -(CH₂)₃- -C(=O)- K342 J9 S 3-0655 -(CH₂)₃- -C(=O)- K349 J2 S 3-0656 -(CH₂)₃- -C(=O)- K349 J4 S 3-0657 -(CH₂)₃- -C(=O)- K349 J28 S 3-0658 -(CH₂)₃- -C(=O)- K349 J31 S 3-0659 -(CH₂)₃- -C(=O)- K350 J49 S 3-0660 -(CH₂)₃- -C(=O)- K350 J50 S 3-0661 -(CH₂)₃- -C(=O)- K350 J58 S 3-0662 -(CH₂)₃- -C(=O)- K350 J64 S 3-0663 -(CH₂)₃- -C(=O)- K351 J96 S 3-0664 -(CH₂)₃- -C(=O)- K351 J100 S 3-0665 -(CH₂)₃- -C(=O)- K351 J104 S 3-0666 -(CH₂)₃- -C(=O)- K351 J119 S 3-0667 -(CH₂)₃- -C(=O)- K351 J120 S 3-0668 -(CH₂)₃- -C(=O)- K351 J132 S 3-0669 -(CH₂)₃- -C(=O)- K351 J133 S 3-0670 -(CH₂)₃- -C(=O)- K352 J134 S 3-0671 -(CH₂)₃- -C(=O)- K360 J2 S 3-0672 -(CH₂)₃- -C(=O)- K360 J4 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0673 -(CH₂)₃- -C(=O)- K360 J28 S 3-0674 -(CH₂)₃- -C(=O)- K360 J31 S 3-0675 -(CH₂)₃- -C(=O)- K363 J154 S 3-0676 -(CH₂)₃- -C(=O)- K363 J157 S 3-0677 -(CH₂)₃- -C(=O)- K363 J168 O 3-0678 -(CH₂)₃- -C(=O)- K363 J174 O 3-0679 -(CH₂)₃- -C(=O)- K363 J177 S 3-0680 -(CH₂)₃- -C(=O)- K364 J9 S 3-0681 -(CH₂)₃- -C(=O)- K364 J11 S 3-0682 -(CH₂)₃- -C(=O)- K365 J9 S 3-0683 -(CH₂)₃- -C(=O)- K367 J9 S 3-0684 -(CH₂)₃- -C(=O)- K368 J9 S 3-0685 -(CH₂)₃- -C(=O)- K369 J9 S 3-0686 -(CH₂)₃- -C(=O)- K372 J9 S 3-0687 -(CH₂)₃- -C(=O)- K373 J9 S 3-0688 -(CH₂)₃- -C(=O)- K374 J9 S 3-0689 -(CH₂)₃- -C(=O)- K377 J9 S 3-0690 -(CH₂)₃- -C(=O)- K381 J9 S 3-0691 -(CH₂)₃- -C(=O)- K382 J2 S 3-0692 -(CH₂)₃- -C(=O)- K382 J4 S 3-0693 -(CH₂)₃- -C(=O)- K382 J28 S 3-0694 -(CH₂)₃- -C(=O)- K382 J31 S 3-0695 -(CH₂)₃- -C(=O)- K383 J49 S 3-0696 -(CH₂)₃- -C(=O)- K383 J50 S 3-0697 -(CH₂)₃- -C(=O)- K383 J58 S 3-0698 -(CH₂)₃- -C(=O)- K383 J64 S 3-0699 -(CH₂)₃- -C(=O)- K384 J96 S 3-0700 -(CH₂)₃- -C(=O)- K384 J100 S 3-0701 -(CH₂)₃- -C(=O)- K384 J104 S 3-0702 -(CH₂)₃- -C(=O)- K384 J119 S 3-0703 -(CH₂)₃- -C(=O)- K384 J120 S 3-0704 -(CH₂)₃- -C(=O)- K386 J51 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0705 -(CH₂)₃- -C(=O)- K386 J52 S 3-0706 -(CH₂)₃- -C(=O)- K386 J87 S 3-0707 -(CH₂)₃- -C(=O)- K387 J105 O 3-0708 -(CH₂)₃- -C(=O)- K387 J127 O 3-0709 -(CH₂)₃- -C(=O)- K387 J129 S 3-0710 -(CH₂)₃- -C(=O)- K391 J9 S 3-0711 -(CH₂)₃- -C(=O)- K393 J9 S 3-0712 -(CH₂)₃- -C(=O)- K395 J2 S 3-0713 -(CH₂)₃- -C(=O)- K395 J4 S 3-0714 -(CH₂)₃- -C(=O)- K395 J28 S 3-0715 -(CH₂)₃- -C(=O)- K395 J31 S 3-0716 -(CH₂)₃- -C(=O)- K397 J132 S 3-0717 -(CH₂)₃- -C(=O)- K397 J133 S 3-0718 -(CH₂)₃- -C(=O)- K398 J134 S 3-0719 -(CH₂)₃- -C(=O)- K398 J154 S 3-0720 -(CH₂)₃- -C(=O)- K398 J157 S 3-0721 -(CH₂)₃- -C(=O)- K398 J168 S 3-0722 -(CH₂)₃- -C(=O)- K398 J174 O 3-0723 -(CH₂)₃- -C(=O)- K398 J177 S 3-0724 -(CH₂)₃- -C(=O)-NH- K399 J9 S 3-0725 -(CH₂)₃- -C(=O)-NH- K400 J9 S 3-0726 -(CH₂)₃- -C(=O)-NH- K24 J9 S 3-0727 -(CH₂)₃- -C(=O)-NH- K401 J9 S 3-0728 -(CH₂)₃- -C(=O)-NH- K402 J11 S 3-0729 -(CH₂)₃- -C(=O)-NH- K167 J138 O 3-0730 -(CH₂)₃- -C(=O)-NH- K167 J147 S 3-0731 -(CH₂)₃- -C(=O)-NH- K167 J165 S 3-0732 -(CH₂)₃- -C(=O)-NH- K167 J178 O 3-0733 -(CH₂)₃- -C(=O)- K405 J73 S 3-0734 -(CH₂)₃- -C(=O)- K405 J74 S 3-0735 -(CH₂)₃- -C(=O)- K405 J75 O 3-0736 -(CH₂)₃- -C(=O)- K405 J81 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0737 -(CH₂)₃- -C(=O)- K405 J82 S 3-0738 -(CH₂)₃- -C(=O)- K405 J83 S 3-0739 -(CH₂)₃- -C(=O)- K405 J92 O 3-0740 -(CH₂)₃- -C(=O)- K406 J9 S 3-0741 -(CH₂)₃- -C(=O)- K411 J9 S 3-0742 -(CH₂)₃- -C(=O)- K413 J2 S 3-0743 -(CH₂)₃- -C(=O)- K413 J4 S 3-0744 -(CH₂)₃- -C(=O)- K413 J28 S 3-0745 -(CH₂)₃- -C(=O)- K413 J31 S 3-0746 -(CH₂)₃- -C(=O)- K414 J49 S 3-0747 -(CH₂)₃- -C(=O)- K414 J50 S 3-0748 -(CH₂)₃- -C(=O)- K414 J58 S 3-0749 -(CH₂)₃- -C(=O)- K414 J64 S 3-0750 -(CH₂)₃- -C(=O)- K415 J96 S 3-0751 -(CH₂)₃- -C(=O)- K415 J100 S 3-0752 -(CH₂)₃- -C(=O)- K415 J104 S 3-0753 -(CH₂)₃- -C(=O)- K415 J119 S 3-0754 -(CH₂)₃- -C(=O)- K415 J120 S 3-0755 -(CH₂)₃- -C(=O)- K417 J51 O 3-0756 -(CH₂)₃- -C(=O)- K417 J52 O 3-0757 -(CH₂)₃- -C(=O)- K417 J87 S 3-0758 -(CH₂)₃- -C(=O)- K418 J105 S 3-0759 -(CH₂)₃- -C(=O)- K418 J127 O 3-0760 -(CH₂)₃- -C(=O)- K418 J129 S 3-0761 -(CH₂)₃- -C(=O)-NH- K422 J2 S 3-0762 -(CH₂)₃- -C(=O)-NH- K422 J4 S 3-0763 -(CH₂)₃- -C(=O)-NH- K422 J28 S 3-0764 -(CH₂)₃- -C(=O)-NH- K422 J31 S 3-0765 -(CH₂)₃- -C(=O)-NH- K423 J154 S 3-0766 -(CH₂)₃- -C(=O)-NH- K423 J157 S 3-0767 -(CH₂)₃- -C(=O)-NH- K423 J168 S 3-0768 -(CH₂)₃- -C(=O)-NH- K423 J174 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0769 -(CH₂)₃- -C(=O)-NH- K423 J177 O 3-0770 -(CH₂)₃- -C(=O)-NH- K424 J11 S 3-0771 -(CH₂)₂- -C(=O)- K314 J3 S 3-0772 -(CH₂)₂- -C(=O)- K316 J3 S 3-0773 -(CH₂)₂- -C(=O)- K317 J3 S 3-0774 -(CH₂)₂- -C(=O)- K318 J3 S 3-0775 -(CH₂)₂- -C(=O)- K319 J3 S 3-0776 -(CH₂)₂- -C(=O)- K320 J3 S 3-0777 -(CH₂)₂- -C(=O)- K321 J3 S 3-0778 -(CH₂)₂- -C(=O)- K322 J3 S 3-0779 -(CH₂)₂- -C(=O)- K323 J3 S 3-0780 -(CH₂)₂- -C(=O)- K324 J3 S 3-0781 -(CH₂)₂- -C(=O)- K326 J3 S 3-0782 -(CH₂)₂- -C(=O)- K327 J3 S 3-0783 -(CH₂)₂- -C(=O)- K328 J3 S 3-0784 -(CH₂)₂- -C(=O)- K329 J3 S 3-0785 -(CH₂)₂- -C(=O)- K330 J3 S 3-0786 -(CH₂)₂- -C(=O)- K331 J3 S 3-0787 -(CH₂)₂- -C(=O)- K332 J3 S 3-0788 -(CH₂)₂- -C(=O)- K333 J3 S 3-0789 -(CH₂)₂- -C(=O)- K334 J3 S 3-0790 -(CH₂)₂- -C(=O)- K335 J3 S 3-0791 -(CH₂)₂- -C(=O)- K336 J3 S 3-0792 -(CH₂)₂- -C(=O)- K338 J3 S 3-0793 -(CH₂)₂- -C(=O)- K339 J3 S 3-0794 -(CH₂)₂- -C(=O)- K340 J3 S 3-0795 -(CH₂)₂- -C(=O)- K341 J3 S 3-0796 -(CH₂)₂- -C(=O)- K342 J3 S 3-0797 -(CH₂)₂- -C(=O)- K343 J3 S 3-0798 -(CH₂)₂- -C(=O)- K344 J3 S 3-0799 -(CH₂)₂- -C(=O)- K345 J3 S 3-0800 -(CH₂)₂- -C(=O)- K346 J3 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0801 -(CH₂)₂- -C(=O)- K347 J3 S 3-0802 -(CH₂)₂- -C(=O)- K348 J3 S 3-0803 -(CH₂)₂- -C(=O)- K349 J3 S 3-0804 -(CH₂)₂- -C(=O)- K350 J3 S 3-0805 -(CH₂)₂- -C(=O)- K351 J3 S 3-0806 -(CH₂)₂- -C(=O)- K352 J3 S 3-0807 -(CH₂)₂- -C(=O)- K353 J3 S 3-0808 -(CH₂)₂- -C(=O)- K354 J3 S 3-0809 -(CH₂)₂- -C(=O)- K356 J3 S 3-0810 -(CH₂)₂- -C(=O)- K357 J3 S 3-0811 -(CH₂)₂- -C(=O)- K358 J3 S 3-0812 -(CH₂)₂- -C(=O)- K359 J3 S 3-0813 -(CH₂)₂- -C(=O)- K360 J3 S 3-0814 -(CH₂)₂- -C(=O)- K361 J3 S 3-0815 -(CH₂)₂- -C(=O)- K362 J3 S 3-0816 -(CH₂)₂- -C(=O)- K363 J3 S 3-0817 -(CH₂)₂- -C(=O)- K364 J3 S 3-0818 -(CH₂)₂- -C(=O)- K365 J3 S 3-0819 -(CH₂)₂- -C(=O)- K366 J3 S 3-0820 -(CH₂)₂- -C(=O)- K367 J3 S 3-0821 -(CH₂)₂- -C(=O)- K368 J3 S 3-0822 -(CH₂)₂- -C(=O)- K369 J3 S 3-0823 -(CH₂)₂- -C(=O)- K370 J3 S 3-0824 -(CH₂)₂- -C(=O)- K371 J3 S 3-0825 -(CH₂)₂- -C(=O)- K372 J3 S 3-0826 -(CH₂)₂- -C(=O)- K373 J3 S 3-0827 -(CH₂)₂- -C(=O)- K374 J3 S 3-0828 -(CH₂)₂- -C(=O)- K375 J3 S 3-0829 -(CH₂)₂- -C(=O)- K376 J3 S 3-0830 -(CH₂)₂- -C(=O)- K377 J3 S 3-0831 -(CH₂)₂- -C(=O)- K378 J3 S 3-0832 -(CH₂)₂- -C(=O)- K379 J3 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0833 -(CH₂)₂- -C(=O)- K380 J3 S 3-0834 -(CH₂)₂- -C(=O)- K381 J3 S 3-0835 -(CH₂)₂- -C(=O)- K383 J3 S 3-0836 -(CH₂)₂- -C(=O)- K384 J3 S 3-0837 -(CH₂)₂- -C(=O)- K385 J3 S 3-0838 -(CH₂)₂- -C(=O)- K386 J3 S 3-0839 -(CH₂)₂- -C(=O)- K387 J3 S 3-0840 -(CH₂)₂- -C(=O)- K388 J3 S 3-0841 -(CH₂)₂- -C(=O)- K389 J3 S 3-0842 -(CH₂)₂- -C(=O)- K390 J3 S 3-0843 -(CH₂)₂- -C(=O)- K391 J3 S 3-0844 -(CH₂)₂- -C(=O)- K392 J3 S 3-0845 -(CH₂)₂- -C(=O)- K393 J3 S 3-0846 -(CH₂)₂- -C(=O)- K394 J3 S 3-0847 -(CH₂)₂- -C(=O)- K395 J3 S 3-0848 -(CH₂)₂- -C(=O)- K396 J3 S 3-0849 -(CH₂)₂- -C(=O)- K398 J3 S 3-0850 -(CH₂)₂- -C(=O)- K405 J3 S 3-0851 -(CH₂)₂- -C(=O)- K406 J3 S 3-0852 -(CH₂)₂- -C(=O)- K407 J3 S 3-0853 -(CH₂)₂- -C(=O)- K408 J3 S 3-0854 -(CH₂)₂- -C(=O)- K409 J3 S 3-0855 -(CH₂)₂- -C(=O)- K410 J3 S 3-0856 -(CH₂)₂- -C(=O)- K411 J3 S 3-0857 -(CH₂)₂- -C(=O)- K412 J3 S 3-0858 -(CH₂)₂- -C(=O)- K413 J3 S 3-0859 -(CH₂)₂- -C(=O)- K414 J3 S 3-0860 -(CH₂)₂- -C(=O)- K415 J3 S 3-0861 -(CH₂)₂- -C(=O)- K416 J3 S 3-0862 -(CH₂)₂- -C(=O)- K417 J3 S 3-0863 -(CH₂)₂- -C(=O)- K419 J3 S 3-0864 -(CH₂)₂- -C(=O)- K420 J3 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0865 -(CH₂)₂- -C(=O)- K421 J3 S 3-0866 -(CH₂)₂- -C(=O)- K726 J3 S 3-0867 -(CH₂)₂- -C(=O)- K727 J3 S 3-0868 -(CH₂)₂- -C(=O)- K728 J3 S 3-0869 -(CH₂)₂- -C(=O)- K729 J3 S 3-0870 -(CH₂)₂- -C(=O)- K730 J3 S 3-0871 -(CH₂)₂- -C(=O)- K731 J3 S 3-0872 -(CH₂)₂- -C(=O)- K732 J3 S 3-0873 -(CH₂)₂- -C(=O)- K733 J3 S 3-0874 -(CH₂)₂- -C(=O)- K734 J3 S 3-0875 -(CH₂)₂- -C(=O)- K735 J3 S 3-0876 -(CH₂)₂- -C(=O)- K736 J3 S 3-0877 -(CH₂)₂- -C(=O)- K737 J3 S 3-0878 -(CH₂)₂- -C(=O)- K738 J3 S 3-0879 -(CH₂)₂- -C(=O)- K739 J3 S 3-0880 -(CH₂)₂- -C(=O)- K740 J3 S 3-0881 -(CH₂)₂- -C(=O)- K741 J3 S 3-0882 -(CH₂)₂- -C(=O)- K742 J3 S 3-0883 -(CH₂)₂- -C(=O)- K743 J3 S 3-0884 -(CH₂)₂- -C(=O)- K744 J3 S 3-0885 -(CH₂)₂- -C(=O)- K745 J3 S 3-0886 -(CH₂)₂- -C(=O)- K746 J3 S 3-0887 -(CH₂)₂- -C(=O)- K747 J3 S 3-0888 -(CH₂)₂- -C(=O)- K748 J3 S 3-0889 -(CH₂)₂- -C(=O)- K749 J3 S 3-0890 -(CH₂)₂- -C(=O)- K750 J3 S 3-0891 -(CH₂)₂- -C(=O)- K751 J3 S 3-0892 -(CH₂)₂- -C(=O)- K752 J3 S 3-0893 -(CH₂)₂- -C(=O)- K753 J3 S 3-0894 -(CH₂)₂- -C(=O)- K754 J3 S 3-0895 -(CH₂)₂- -C(=O)- K755 J3 S 3-0896 -(CH₂)₂- -C(=O)- K756 J3 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0897 -(CH₂)₂- -C(=O)- K757 J3 S 3-0898 -(CH₂)₂- -C(=O)- K316 J9 S 3-0899 -(CH₂)₂- -C(=O)- K321 J9 S 3-0900 -(CH₂)₂- -C(=O)- K322 J9 S 3-0901 -(CH₂)₂- -C(=O)- K323 J9 S 3-0902 -(CH₂)₂- -C(=O)- K324 J9 S 3-0903 -(CH₂)₂- -C(=O)- K326 J9 S 3-0904 -(CH₂)₂- -C(=O)- K327 J9 S 3-0905 -(CH₂)₂- -C(=O)- K328 J9 S 3-0906 -(CH₂)₂- -C(=O)- K329 J9 S 3-0907 -(CH₂)₂- -C(=O)- K333 J9 S 3-0908 -(CH₂)₂- -C(=O)- K334 J9 S 3-0909 -(CH₂)₂- -C(=O)- K341 J9 S 3-0910 -(CH₂)₂- -C(=O)- K342 J9 S 3-0911 -(CH₂)₂- -C(=O)- K344 J9 S 3-0912 -(CH₂)₂- -C(=O)- K345 J9 S 3-0913 -(CH₂)₂- -C(=O)- K346 J9 S 3-0914 -(CH₂)₂- -C(=O)- K347 J9 S 3-0915 -(CH₂)₂- -C(=O)- K348 J9 S 3-0916 -(CH₂)₂- -C(=O)- K349 J9 S 3-0917 -(CH₂)₂- -C(=O)- K350 J9 S 3-0918 -(CH₂)₂- -C(=O)- K351 J9 S 3-0919 -(CH₂)₂- -C(=O)- K352 J9 S 3-0920 -(CH₂)₂- -C(=O)- K353 J9 S 3-0921 -(CH₂)₂- -C(=O)- K354 J9 S 3-0922 -(CH₂)₂- -C(=O)- K356 J9 S 3-0923 -(CH₂)₂- -C(=O)- K357 J9 S 3-0924 -(CH₂)₂- -C(=O)- K359 J9 S 3-0925 -(CH₂)₂- -C(=O)- K360 J9 S 3-0926 -(CH₂)₂- -C(=O)- K361 J9 S 3-0927 -(CH₂)₂- -C(=O)- K362 J9 S 3-0928 -(CH₂)₂- -C(=O)- K363 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² A⁵-R² X 3-0929 -(CH₂)₂- -C(=O)- K366 J9 S 3-0930 -(CH₂)₂- -C(=O)- K370 J9 S 3-0931 -(CH₂)₂- -C(=O)- K375 J9 S 3-0932 -(CH₂)₂- -C(=O)- K376 J9 S 3-0933 -(CH₂)₂- -C(=O)- K378 J9 S 3-0934 -(CH₂)₂- -C(=O)- K379 J9 S 3-0935 -(CH₂)₂- -C(=O)- K383 J9 S 3-0936 -(CH₂)₂- -C(=O)- K384 J9 S 3-0937 -(CH₂)₂- -C(=O)- K385 J9 S 3-0938 -(CH₂)₂- -C(=O)- K386 J9 S 3-0939 -(CH₂)₂- -C(=O)- K387 J9 S 3-0940 -(CH₂)₂- -C(=O)- K388 J9 S 3-0941 -(CH₂)₂- -C(=O)- K389 J9 S 3-0942 -(CH₂)₂- -C(=O)- K390 J9 S 3-0943 -(CH₂)₂- -C(=O)- K394 J9 S 3-0944 -(CH₂)₂- -C(=O)- K395 J9 S 3-0945 -(CH₂)₂- -C(=O)- K396 J9 S 3-0946 -(CH₂)₂- -C(=O)- K398 J9 S 3-0947 -(CH₂)₂- -C(=O)- K405 J9 S 3-0948 -(CH₂)₂- -C(=O)- K406 J9 S 3-0949 -(CH₂)₂- -C(=O)- K407 J9 S 3-0950 -(CH₂)₂- -C(=O)- K408 J9 S 3-0951 -(CH₂)₂- -C(=O)- K409 J9 S 3-0952 -(CH₂)₂- -C(=O)- K410 J9 S 3-0953 -(CH₂)₂- -C(=O)- K411 J9 S 3-0954 -(CH₂)₂- -C(=O)- K412 J9 S 3-0955 -(CH₂)₂- -C(=O)- K413 J9 S 3-0956 -(CH₂)₂- -C(=O)- K414 J9 S 3-0957 -(CH₂)₂- -C(=O)- K415 J9 S 3-0958 -(CH₂)₂- -C(=O)- K416 J9 S 3-0959 -(CH₂)₂- -C(=O)- K417 J9 S 3-0960 -(CH₂)₂- -C(=O)- K419 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0961 -(CH₂)₂- -C(=O)- K421 J9 S 3-0962 -(CH₂)₂- -C(=O)- K726 J9 S 3-0963 -(CH₂)₂- -C(=O)- K727 J9 S 3-0964 -(CH₂)₂- -C(=O)- K728 J9 S 3-0965 -(CH₂)₂- -C(=O)- K729 J9 S 3-0966 -(CH₂)₂- -C(=O)- K730 J9 S 3-0967 -(CH₂)₂- -C(=O)- K731 J9 S 3-0968 -(CH₂)₂- -C(=O)- K732 J9 S 3-0969 -(CH₂)₂- -C(=O)- K733 J9 S 3-0970 -(CH₂)₂- -C(=O)- K734 J9 S 3-0971 -(CH₂)₂- -C(=O)- K735 J9 S 3-0972 -(CH₂)₂- -C(=O)- K736 J9 S 3-0973 -(CH₂)₂- -C(=O)- K737 J9 S 3-0974 -(CH₂)₂- -C(=O)- K738 J9 S 3-0975 -(CH₂)₂- -C(=O)- K739 J9 S 3-0976 -(CH₂)₂- -C(=O)- K740 J9 S 3-0977 -(CH₂)₂- -C(=O)- K741 J9 S 3-0978 -(CH₂)₂- -C(=O)- K742 J9 S 3-0979 -(CH₂)₂- -C(=O)- K743 J9 S 3-0980 -(CH₂)₂- -C(=O)- K744 J9 S 3-0981 -(CH₂)₂- -C(=O)- K745 J9 S 3-0982 -(CH₂)₂- -C(=O)- K746 J9 S 3-0983 -(CH₂)₂- -C(=O)- K747 J9 S 3-0984 -(CH₂)₂- -C(=O)- K748 J9 S 3-0985 -(CH₂)₂- -C(=O)- K749 J9 S 3-0986 -(CH₂)₂- -C(=O)- K750 J9 S 3-0987 -(CH₂)₂- -C(=O)- K751 J9 S 3-0988 -(CH₂)₂- -C(=O)- K752 J9 S 3-0989 -(CH₂)₂- -C(=O)- K753 J9 S 3-0990 -(CH₂)₂- -C(=O)- K754 J9 S 3-0991 -(CH₂)₂- -C(=O)- K755 J9 S 3-0992 -(CH₂)₂- -C(=O)- K756 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-0993 -(CH₂)₂- -C(=O)- K757 J9 S 3-0994 -(CH₂)₂- -C(=O)- K314 J126 S 3-0995 -(CH₂)₂- -C(=O)- K315 J126 S 3-0996 -(CH₂)₂- -C(=O)- K316 J126 S 3-0997 -(CH₂)₂- -C(=O)- K317 J126 S 3-0998 -(CH₂)₂- -C(=O)- K318 J126 S 3-0999 -(CH₂)₂- -C(=O)- K320 J126 S 3-1000 -(CH₂)₂- -C(=O)- K321 J126 S 3-1001 -(CH₂)₂- -C(=O)- K322 J126 S 3-1002 -(CH₂)₂- -C(=O)- K323 J126 S 3-1003 -(CH₂)₂- -C(=O)- K324 J126 S 3-1004 -(CH₂)₂- -C(=O)- K325 J126 S 3-1005 -(CH₂)₂- -C(=O)- K326 J126 S 3-1006 -(CH₂)₂- -C(=O)- K327 J126 S 3-1007 -(CH₂)₂- -C(=O)- K328 J126 S 3-1008 -(CH₂)₂- -C(=O)- K329 J126 S 3-1009 -(CH₂)₂- -C(=O)- K330 J126 S 3-1010 -(CH₂)₂- -C(=O)- K331 J126 S 3-1011 -(CH₂)₂- -C(=O)- K332 J126 S 3-1012 -(CH₂)₂- -C(=O)- K333 J126 S 3-1013 -(CH₂)₂- -C(=O)- K334 J126 S 3-1014 -(CH₂)₂- -C(=O)- K335 J126 S 3-1015 -(CH₂)₂- -C(=O)- K337 J126 S 3-1016 -(CH₂)₂- -C(=O)- K338 J126 S 3-1017 -(CH₂)₂- -C(=O)- K339 J126 S 3-1018 -(CH₂)₂- -C(=O)- K340 J126 S 3-1019 -(CH₂)₂- -C(=O)- K341 J126 S 3-1020 -(CH₂)₂- -C(=O)- K342 J126 S 3-1021 -(CH₂)₂- -C(=O)- K343 J126 S 3-1022 -(CH₂)₂- -C(=O)- K344 J126 S 3-1023 -(CH₂)₂- -C(=O)- K345 J126 S 3-1024 -(CH₂)₂- -C(=O)- K346 J126 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1025 -(CH₂)₂- -C(=O)- K347 J126 S 3-1026 -(CH₂)₂- -C(=O)- K348 J126 S 3-1027 -(CH₂)₂- -C(=O)- K349 J126 S 3-1028 -(CH₂)₂- -C(=O)- K350 J126 S 3-1029 -(CH₂)₂- -C(=O)- K351 J126 S 3-1030 -(CH₂)₂- -C(=O)- K352 J126 S 3-1031 -(CH₂)₂- -C(=O)- K353 J126 S 3-1032 -(CH₂)₂- -C(=O)- K355 J126 S 3-1033 -(CH₂)₂- -C(=O)- K356 J126 S 3-1034 -(CH₂)₂- -C(=O)- K357 J126 S 3-1035 -(CH₂)₂- -C(=O)- K359 J126 S 3-1036 -(CH₂)₂- -C(=O)- K360 J126 S 3-1037 -(CH₂)₂- -C(=O)- K361 J126 S 3-1038 -(CH₂)₂- -C(=O)- K362 J126 S 3-1039 -(CH₂)₂- -C(=O)- K363 J126 S 3-1040 -(CH₂)₂- -C(=O)- K364 J126 S 3-1041 -(CH₂)₂- -C(=O)- K365 J126 S 3-1042 -(CH₂)₂- -C(=O)- K366 J126 S 3-1043 -(CH₂)₂- -C(=O)- K367 J126 S 3-1044 -(CH₂)₂- -C(=O)- K368 J126 S 3-1045 -(CH₂)₂- -C(=O)- K369 J126 S 3-1046 -(CH₂)₂- -C(=O)- K370 J126 S 3-1047 -(CH₂)₂- -C(=O)- K371 J126 S 3-1048 -(CH₂)₂- -C(=O)- K372 J126 S 3-1049 -(CH₂)₂- -C(=O)- K373 J126 S 3-1050 -(CH₂)₂- -C(=O)- K374 J126 S 3-1051 -(CH₂)₂- -C(=O)- K375 J126 S 3-1052 -(CH₂)₂- -C(=O)- K376 J126 S 3-1053 -(CH₂)₂- -C(=O)- K377 J126 S 3-1054 -(CH₂)₂- -C(=O)- K378 J126 S 3-1055 -(CH₂)₂- -C(=O)- K379 J126 S 3-1056 -(CH₂)₂- -C(=O)- K380 J126 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1057 -(CH₂)₂- -C(=O)- K383 J78 S 3-1058 -(CH₂)₂- -C(=O)- K384 J78 S 3-1059 -(CH₂)₂- -C(=O)- K385 J78 S 3-1060 -(CH₂)₂- -C(=O)- K386 J78 S 3-1061 -(CH₂)₂- -C(=O)- K387 J78 S 3-1062 -(CH₂)₂- -C(=O)- K388 J78 S 3-1063 -(CH₂)₂- -C(=O)- K389 J78 S 3-1064 -(CH₂)₂- -C(=O)- K390 J78 S 3-1065 -(CH₂)₂- -C(=O)- K391 J78 S 3-1066 -(CH₂)₂- -C(=O)- K392 J78 S 3-1067 -(CH₂)₂- -C(=O)- K393 J78 S 3-1068 -(CH₂)₂- -C(=O)- K394 J78 S 3-1069 -(CH₂)₂- -C(=O)- K395 J78 S 3-1070 -(CH₂)₂- -C(=O)- K396 J78 S 3-1071 -(CH₂)₂- -C(=O)- K398 J78 S 3-1072 -(CH₂)₂- -C(=O)- K405 J78 S 3-1073 -(CH₂)₂- -C(=O)- K406 J78 S 3-1074 -(CH₂)₂- -C(=O)- K407 J78 S 3-1075 -(CH₂)₂- -C(=O)- K408 J78 S 3-1076 -(CH₂)₂- -C(=O)- K409 J78 S 3-1077 -(CH₂)₂- -C(=O)- K410 J78 S 3-1078 -(CH₂)₂- -C(=O)- K411 J78 S 3-1079 -(CH₂)₂- -C(=O)- K412 J78 S 3-1080 -(CH₂)₂- -C(=O)- K413 J78 S 3-1081 -(CH₂)₂- -C(=O)- K414 J78 S 3-1082 -(CH₂)₂- -C(=O)- K415 J78 S 3-1083 -(CH₂)₂- -C(=O)- K416 J78 S 3-1084 -(CH₂)₂- -C(=O)- K417 J78 S 3-1085 -(CH₂)₂- -C(=O)- K419 J78 S 3-1086 -(CH₂)₂- -C(=O)- K420 J78 S 3-1087 -(CH₂)₂- -C(=O)- K421 J78 S 3-1088 -(CH₂)₂- -C(=O)- K726 J78 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1089 -(CH₂)₂- -C(=O)- K727 J78 S 3-1090 -(CH₂)₂- -C(=O)- K728 J78 S 3-1091 -(CH₂)₂- -C(=O)- K729 J78 S 3-1092 -(CH₂)₂- -C(=O)- K730 J78 S 3-1093 -(CH₂)₂- -C(=O)- K731 J78 S 3-1094 -(CH₂)₂- -C(=O)- K732 J78 S 3-1095 -(CH₂)₂- -C(=O)- K733 J78 S 3-1096 -(CH₂)₂- -C(=O)- K734 J78 S 3-1097 -(CH₂)₂- -C(=O)- K735 J78 S 3-1098 -(CH₂)₂- -C(=O)- K736 J78 S 3-1099 -(CH₂)₂- -C(=O)- K737 J78 S 3-1100 -(CH₂)₂- -C(=O)- K738 J78 S 3-1101 -(CH₂)₂- -C(=O)- K739 J78 S 3-1102 -(CH₂)₂- -C(=O)- K740 J78 S 3-1103 -(CH₂)₂- -C(=O)- K741 J78 S 3-1104 -(CH₂)₂- -C(=O)- K742 J78 S 3-1105 -(CH₂)₂- -C(=O)- K743 J78 S 3-1106 -(CH₂)₂- -C(=O)- K744 J78 S 3-1107 -(CH₂)₂- -C(=O)- K745 J78 S 3-1108 -(CH₂)₂- -C(=O)- K746 J78 S 3-1109 -(CH₂)₂- -C(=O)- K747 J78 S 3-1110 -(CH₂)₂- -C(=O)- K748 J78 S 3-1111 -(CH₂)₂- -C(=O)- K749 J78 S 3-1112 -(CH₂)₂- -C(=O)- K750 J78 S 3-1113 -(CH₂)₂- -C(=O)- K751 J78 S 3-1114 -(CH₂)₂- -C(=O)- K752 J78 S 3-1115 -(CH₂)₂- -C(=O)- K753 J78 S 3-1116 -(CH₂)₂- -C(=O)- K754 J78 S 3-1117 -(CH₂)₂- -C(=O)- K755 J78 S 3-1118 -(CH₂)₂- -C(=O)- K756 J78 S 3-1119 -(CH₂)₂- -C(=O)- K757 J78 S 3-1120 -(CH₂)₂- -C(=O)- K314 J129 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1121 -(CH₂)₂- -C(=O)- K315 J129 S 3-1122 -(CH₂)₂- -C(=O)- K316 J129 S 3-1123 -(CH₂)₂- -C(=O)- K317 J129 S 3-1124 -(CH₂)₂- -C(=O)- K318 J129 S 3-1125 -(CH₂)₂- -C(=O)- K320 J129 S 3-1126 -(CH₂)₂- -C(=O)- K321 J129 S 3-1127 -(CH₂)₂- -C(=O)- K322 J129 S 3-1128 -(CH₂)₂- -C(=O)- K323 J129 S 3-1129 -(CH₂)₂- -C(=O)- K324 J129 S 3-1130 -(CH₂)₂- -C(=O)- K325 J129 S 3-1131 -(CH₂)₂- -C(=O)- K326 J129 S 3-1132 -(CH₂)₂- -C(=O)- K327 J129 S 3-1133 -(CH₂)₂- -C(=O)- K328 J129 S 3-1134 -(CH₂)₂- -C(=O)- K329 J129 S 3-1135 -(CH₂)₂- -C(=O)- K330 J129 S 3-1136 -(CH₂)₂- -C(=O)- K331 J129 S 3-1137 -(CH₂)₂- -C(=O)- K332 J129 S 3-1138 -(CH₂)₂- -C(=O)- K333 J129 S 3-1139 -(CH₂)₂- -C(=O)- K334 J129 S 3-1140 -(CH₂)₂- -C(=O)- K335 J129 S 3-1141 -(CH₂)₂- -C(=O)- K336 J129 S 3-1142 -(CH₂)₂- -C(=O)- K337 J129 S 3-1143 -(CH₂)₂- -C(=O)- K338 J129 S 3-1144 -(CH₂)₂- -C(=O)- K339 J129 S 3-1145 -(CH₂)₂- -C(=O)- K340 J129 S 3-1146 -(CH₂)₂- -C(=O)- K341 J129 S 3-1147 -(CH₂)₂- -C(=O)- K342 J129 S 3-1148 -(CH₂)₂- -C(=O)- K343 J129 S 3-1149 -(CH₂)₂- -C(=O)- K344 J129 S 3-1150 -(CH₂)₂- -C(=O)- K345 J129 S 3-1151 -(CH₂)₂- -C(=O)- K346 J129 S 3-1152 -(CH₂)₂- -C(=O)- K347 J129 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1153 -(CH₂)₂- -C(=O)- K348 J129 S 3-1154 -(CH₂)₂- -C(=O)- K349 J129 S 3-1155 -(CH₂)₂- -C(=O)- K350 J129 S 3-1156 -(CH₂)₂- -C(=O)- K351 J129 S 3-1157 -(CH₂)₂- -C(=O)- K352 J129 S 3-1158 -(CH₂)₂- -C(=O)- K353 J129 S 3-1159 -(CH₂)₂- -C(=O)- K355 J129 S 3-1160 -(CH₂)₂- -C(=O)- K356 J129 S 3-1161 -(CH₂)₂- -C(=O)- K357 J129 S 3-1162 -(CH₂)₂- -C(=O)- K358 J129 S 3-1163 -(CH₂)₂- -C(=O)- K359 J129 S 3-1164 -(CH₂)₂- -C(=O)- K360 J129 S 3-1165 -(CH₂)₂- -C(=O)- K361 J129 S 3-1166 -(CH₂)₂- -C(=O)- K362 J129 S 3-1167 -(CH₂)₂- -C(=O)- K363 J129 S 3-1168 -(CH₂)₂- -C(=O)- K364 J129 S 3-1169 -(CH₂)₂- -C(=O)- K365 J129 S 3-1170 -(CH₂)₂- -C(=O)- K366 J129 S 3-1171 -(CH₂)₂- -C(=O)- K367 J129 S 3-1172 -(CH₂)₂- -C(=O)- K368 J129 S 3-1173 -(CH₂)₂- -C(=O)- K369 J129 S 3-1174 -(CH₂)₂- -C(=O)- K370 J129 S 3-1175 -(CH₂)₂- -C(=O)- K371 J129 S 3-1176 -(CH₂)₂- -C(=O)- K372 J129 S 3-1177 -(CH₂)₂- -C(=O)- K373 J129 S 3-1178 -(CH₂)₂- -C(=O)- K374 J129 S 3-1179 -(CH₂)₂- -C(=O)- K375 J129 S 3-1180 -(CH₂)₂- -C(=O)- K376 J129 S 3-1181 -(CH₂)₂- -C(=O)- K377 J129 S 3-1182 -(CH₂)₂- -C(=O)- K378 J129 S 3-1183 -(CH₂)₂- -C(=O)- K379 J129 S 3-1184 -(CH₂)₂- -C(=O)- K380 J129 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1185 -(CH₂)₂- -C(=O)- K381 J130 S 3-1186 -(CH₂)₂- -C(=O)- K383 J130 S 3-1187 -(CH₂)₂- -C(=O)- K384 J130 S 3-1188 -(CH₂)₂- -C(=O)- K385 J130 S 3-1189 -(CH₂)₂- -C(=O)- K386 J130 S 3-1190 -(CH₂)₂- -C(=O)- K387 J130 S 3-1191 -(CH₂)₂- -C(=O)- K388 J130 S 3-1192 -(CH₂)₂- -C(=O)- K389 J130 S 3-1193 -(CH₂)₂- -C(=O)- K390 J130 S 3-1194 -(CH₂)₂- -C(=O)- K391 J130 S 3-1195 -(CH₂)₂- -C(=O)- K392 J130 S 3-1196 -(CH₂)₂- -C(=O)- K393 J130 S 3-1197 -(CH₂)₂- -C(=O)- K394 J130 S 3-1198 -(CH₂)₂- -C(=O)- K395 J130 S 3-1199 -(CH₂)₂- -C(=O)- K396 J130 S 3-1200 -(CH₂)₂- -C(=O)- K398 J130 S 3-1201 -(CH₂)₂- -C(=O)- K405 J130 S 3-1202 -(CH₂)₂- -C(=O)- K406 J130 S 3-1203 -(CH₂)₂- -C(=O)- K407 J130 S 3-1204 -(CH₂)₂- -C(=O)- K408 J130 S 3-1205 -(CH₂)₂- -C(=O)- K409 J130 S 3-1206 -(CH₂)₂- -C(=O)- K410 J130 S 3-1207 -(CH₂)₂- -C(=O)- K411 J130 S 3-1208 -(CH₂)₂- -C(=O)- K412 J130 S 3-1209 -(CH₂)₂- -C(=O)- K413 J130 S 3-1210 -(CH₂)₂- -C(=O)- K414 J130 S 3-1211 -(CH₂)₂- -C(=O)- K415 J130 S 3-1212 -(CH₂)₂- -C(=O)- K416 J130 S 3-1213 -(CH₂)₂- -C(=O)- K417 J130 S 3-1214 -(CH₂)₂- -C(=O)- K419 J130 S 3-1215 -(CH₂)₂- -C(=O)- K420 J130 S 3-1216 -(CH₂)₂- -C(=O)- K421 J130 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1217 -(CH₂)₂- -C(=O)- K726 J130 S 3-1218 -(CH₂)₂- -C(=O)- K727 J130 S 3-1219 -(CH₂)₂- -C(=O)- K728 J130 S 3-1220 -(CH₂)₂- -C(=O)- K729 J130 S 3-1221 -(CH₂)₂- -C(=O)- K730 J130 S 3-1222 -(CH₂)₂- -C(=O)- K731 J130 S 3-1223 -(CH₂)₂- -C(=O)- K732 J130 S 3-1224 -(CH₂)₂- -C(=O)- K733 J130 S 3-1225 -(CH₂)₂- -C(=O)- K734 J130 S 3-1226 -(CH₂)₂- -C(=O)- K735 J130 S 3-1227 -(CH₂)₂- -C(=O)- K736 J130 S 3-1228 -(CH₂)₂- -C(=O)- K737 J130 S 3-1229 -(CH₂)₂- -C(=O)- K738 J130 S 3-1230 -(CH₂)₂- -C(=O)- K739 J130 S 3-1231 -(CH₂)₂- -C(=O)- K740 J130 S 3-1232 -(CH₂)₂- -C(=O)- K741 J130 S 3-1233 -(CH₂)₂- -C(=O)- K742 J130 S 3-1234 -(CH₂)₂- -C(=O)- K743 J130 S 3-1235 -(CH₂)₂- -C(=O)- K744 J130 S 3-1236 -(CH₂)₂- -C(=O)- K745 J130 S 3-1237 -(CH₂)₂- -C(=O)- K746 J130 S 3-1238 -(CH₂)₂- -C(=O)- K747 J130 S 3-1239 -(CH₂)₂- -C(=O)- K748 J130 S 3-1240 -(CH₂)₂- -C(=O)- K749 J130 S 3-1241 -(CH₂)₂- -C(=O)- K750 J130 S 3-1242 -(CH₂)₂- -C(=O)- K751 J130 S 3-1243 -(CH₂)₂- -C(=O)- K752 J130 S 3-1244 -(CH₂)₂- -C(=O)- K753 J130 S 3-1245 -(CH₂)₂- -C(=O)- K754 J130 S 3-1246 -(CH₂)₂- -C(=O)- K755 J130 S 3-1247 -(CH₂)₂- -C(=O)- K756 J130 S 3-1248 -(CH₂)₂- -C(=O)- K757 J130 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1249 -(CH₂)₂- -C(=O)- K314 J130 S 3-1250 -(CH₂)₂- -C(=O)- K316 J130 S 3-1251 -(CH₂)₂- -C(=O)- K317 J130 S 3-1252 -(CH₂)₂- -C(=O)- K318 J130 S 3-1253 -(CH₂)₂- -C(=O)- K319 J130 S 3-1254 -(CH₂)₂- -C(=O)- K320 J130 S 3-1255 -(CH₂)₂- -C(=O)- K321 J130 S 3-1256 -(CH₂)₂- -C(=O)- K322 J130 S 3-1257 -(CH₂)₂- -C(=O)- K323 J130 S 3-1258 -(CH₂)₂- -C(=O)- K324 J130 S 3-1259 -(CH₂)₂- -C(=O)- K326 J130 S 3-1260 -(CH₂)₂- -C(=O)- K327 J130 S 3-1261 -(CH₂)₂- -C(=O)- K328 J130 S 3-1262 -(CH₂)₂- -C(=O)- K329 J130 S 3-1263 -(CH₂)₂- -C(=O)- K330 J130 S 3-1264 -(CH₂)₂- -C(=O)- K331 J130 S 3-1265 -(CH₂)₂- -C(=O)- K332 J130 S 3-1266 -(CH₂)₂- -C(=O)- K333 J130 S 3-1267 -(CH₂)₂- -C(=O)- K334 J130 S 3-1268 -(CH₂)₂- -C(=O)- K335 J130 S 3-1269 -(CH₂)₂- -C(=O)- K336 J130 S 3-1270 -(CH₂)₂- -C(=O)- K338 J130 S 3-1271 -(CH₂)₂- -C(=O)- K339 J130 S 3-1272 -(CH₂)₂- -C(=O)- K340 J130 S 3-1273 -(CH₂)₂- -C(=O)- K341 J130 S 3-1274 -(CH₂)₂- -C(=O)- K342 J130 S 3-1275 -(CH₂)₂- -C(=O)- K343 J130 S 3-1276 -(CH₂)₂- -C(=O)- K344 J130 S 3-1277 -(CH₂)₂- -C(=O)- K345 J130 S 3-1278 -(CH₂)₂- -C(=O)- K346 J130 S 3-1279 -(CH₂)₂- -C(=O)- K347 J130 S 3-1280 -(CH₂)₂- -C(=O)- K348 J130 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1281 -(CH₂)₂- -C(=O)- K349 J130 S 3-1282 -(CH₂)₂- -C(=O)- K350 J130 S 3-1283 -(CH₂)₂- -C(=O)- K351 J130 S 3-1284 -(CH₂)₂- -C(=O)- K352 J130 S 3-1285 -(CH₂)₂- -C(=O)- K353 J130 S 3-1286 -(CH₂)₂- -C(=O)- K354 J130 S 3-1287 -(CH₂)₂- -C(=O)- K356 J130 S 3-1288 -(CH₂)₂- -C(=O)- K357 J130 S 3-1289 -(CH₂)₂- -C(=O)- K358 J130 S 3-1290 -(CH₂)₂- -C(=O)- K359 J130 S 3-1291 -(CH₂)₂- -C(=O)- K360 J130 S 3-1292 -(CH₂)₂- -C(=O)- K361 J130 S 3-1293 -(CH₂)₂- -C(=O)- K362 J130 S 3-1294 -(CH₂)₂- -C(=O)- K363 J130 S 3-1295 -(CH₂)₂- -C(=O)- K364 J130 S 3-1296 -(CH₂)₂- -C(=O)- K365 J130 S 3-1297 -(CH₂)₂- -C(=O)- K366 J130 S 3-1298 -(CH₂)₂- -C(=O)- K367 J130 S 3-1299 -(CH₂)₂- -C(=O)- K368 J130 S 3-1300 -(CH₂)₂- -C(=O)- K369 J130 S 3-1301 -(CH₂)₂- -C(=O)- K370 J130 S 3-1302 -(CH₂)₂- -C(=O)- K371 J130 S 3-1303 -(CH₂)₂- -C(=O)- K372 J130 S 3-1304 -(CH₂)₂- -C(=O)- K373 J130 S 3-1305 -(CH₂)₂- -C(=O)- K374 J130 S 3-1306 -(CH₂)₂- -C(=O)- K375 J130 S 3-1307 -(CH₂)₂- -C(=O)- K376 J130 S 3-1308 -(CH₂)₂- -C(=O)- K377 J130 S 3-1309 -(CH₂)₂- -C(=O)- K378 J130 S 3-1310 -(CH₂)₂- -C(=O)- K379 J130 S 3-1311 -(CH₂)₂- -C(=O)- K380 J130 S 3-1312 -(CH₂)₂- -C(=O)- K381 J138 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1313 -(CH₂)₂- -C(=O)- K382 J138 S 3-1314 -(CH₂)₂- -C(=O)- K383 J138 S 3-1315 -(CH₂)₂- -C(=O)- K384 J138 S 3-1316 -(CH₂)₂- -C(=O)- K385 J138 S 3-1317 -(CH₂)₂- -C(=O)- K386 J138 S 3-1318 -(CH₂)₂- -C(=O)- K388 J138 S 3-1319 -(CH₂)₂- -C(=O)- K389 J138 S 3-1320 -(CH₂)₂- -C(=O)- K390 J138 S 3-1321 -(CH₂)₂- -C(=O)- K391 J138 S 3-1322 -(CH₂)₂- -C(=O)- K392 J138 S 3-1323 -(CH₂)₂- -C(=O)- K393 J138 S 3-1324 -(CH₂)₂- -C(=O)- K394 J138 S 3-1325 -(CH₂)₂- -C(=O)- K395 J138 S 3-1326 -(CH₂)₂- -C(=O)- K396 J138 S 3-1327 -(CH₂)₂- -C(=O)- K397 J138 S 3-1328 -(CH₂)₂- -C(=O)- K398 J138 S 3-1329 -(CH₂)₂- -C(=O)- K405 J138 S 3-1330 -(CH₂)₂- -C(=O)- K406 J138 S 3-1331 -(CH₂)₂- -C(=O)- K407 J138 S 3-1332 -(CH₂)₂- -C(=O)- K408 J138 S 3-1333 -(CH₂)₂- -C(=O)- K409 J138 S 3-1334 -(CH₂)₂- -C(=O)- K410 J138 S 3-1335 -(CH₂)₂- -C(=O)- K411 J138 S 3-1336 -(CH₂)₂- -C(=O)- K412 J138 S 3-1337 -(CH₂)₂- -C(=O)- K413 J138 S 3-1338 -(CH₂)₂- -C(=O)- K414 J138 S 3-1339 -(CH₂)₂- -C(=O)- K415 J138 S 3-1340 -(CH₂)₂- -C(=O)- K416 J138 S 3-1341 -(CH₂)₂- -C(=O)- K417 J138 S 3-1342 -(CH₂)₂- -C(=O)- K419 J138 S 3-1343 -(CH₂)₂- -C(=O)- K420 J138 S 3-1344 -(CH₂)₂- -C(=O)- K421 J138 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1345 -(CH₂)₂- -C(=O)- K726 J138 S 3-1346 -(CH₂)₂- -C(=O)- K727 J138 S 3-1347 -(CH₂)₂- -C(=O)- K728 J138 S 3-1348 -(CH₂)₂- -C(=O)- K729 J138 S 3-1349 -(CH₂)₂- -C(=O)- K730 J138 S 3-1350 -(CH₂)₂- -C(=O)- K731 J138 S 3-1351 -(CH₂)₂- -C(=O)- K732 J138 S 3-1352 -(CH₂)₂- -C(=O)- K733 J138 S 3-1353 -(CH₂)₂- -C(=O)- K734 J138 S 3-1354 -(CH₂)₂- -C(=O)- K735 J138 S 3-1355 -(CH₂)₂- -C(=O)- K736 J138 S 3-1356 -(CH₂)₂- -C(=O)- K737 J138 S 3-1357 -(CH₂)₂- -C(=O)- K738 J138 S 3-1358 -(CH₂)₂- -C(=O)- K739 J138 S 3-1359 -(CH₂)₂- -C(=O)- K740 J138 S 3-1360 -(CH₂)₂- -C(=O)- K741 J138 S 3-1361 -(CH₂)₂- -C(=O)- K742 J138 S 3-1362 -(CH₂)₂- -C(=O)- K743 J138 S 3-1363 -(CH₂)₂- -C(=O)- K744 J138 S 3-1364 -(CH₂)₂- -C(=O)- K745 J138 S 3-1365 -(CH₂)₂- -C(=O)- K746 J138 S 3-1366 -(CH₂)₂- -C(=O)- K747 J138 S 3-1367 -(CH₂)₂- -C(=O)- K748 J138 S 3-1368 -(CH₂)₂- -C(=O)- K749 J138 S 3-1369 -(CH₂)₂- -C(=O)- K750 J138 S 3-1370 -(CH₂)₂- -C(=O)- K751 J138 S 3-1371 -(CH₂)₂- -C(=O)- K752 J138 S 3-1372 -(CH₂)₂- -C(=O)- K753 J138 S 3-1373 -(CH₂)₂- -C(=O)- K754 J138 S 3-1374 -(CH₂)₂- -C(=O)- K755 J138 S 3-1375 -(CH₂)₂- -C(=O)- K756 J138 S 3-1376 -(CH₂)₂- -C(=O)- K757 J138 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1377 -(CH₂)₂- -C(=O)- K314 J1 S 3-1378 -(CH₂)₂- -C(=O)- K315 J1 S 3-1379 -(CH₂)₂- -C(=O)- K316 J2 S 3-1380 -(CH₂)₂- -C(=O)- K317 J2 S 3-1381 -(CH₂)₂- -C(=O)- K318 J4 S 3-1382 -(CH₂)₂- -C(=O)- K319 J4 S 3-1383 -(CH₂)₂- -C(=O)- K320 J10 S 3-1384 -(CH₂)₂- -C(=O)- K321 J10 S 3-1385 -(CH₂)₂- -C(=O)- K322 J19 S 3-1386 -(CH₂)₂- -C(=O)- K323 J19 S 3-1387 -(CH₂)₂- -C(=O)- K324 J14 S 3-1388 -(CH₂)₂- -C(=O)- K325 J14 S 3-1389 -(CH₂)₂- -C(=O)- K326 J22 S 3-1390 -(CH₂)₂- -C(=O)- K327 J22 S 3-1391 -(CH₂)₂- -C(=O)- K328 J72 S 3-1392 -(CH₂)₂- -C(=O)- K329 J72 S 3-1393 -(CH₂)₂- -C(=O)- K330 J74 S 3-1394 -(CH₂)₂- -C(=O)- K331 J74 S 3-1395 -(CH₂)₂- -C(=O)- K332 J75 S 3-1396 -(CH₂)₂- -C(=O)- K333 J75 S 3-1397 -(CH₂)₂- -C(=O)- K334 J77 S 3-1398 -(CH₂)₂- -C(=O)- K335 J77 S 3-1399 -(CH₂)₂- -C(=O)- K336 J96 S 3-1400 -(CH₂)₂- -C(=O)- K337 J96 S 3-1401 -(CH₂)₂- -C(=O)- K338 J174 S 3-1402 -(CH₂)₂- -C(=O)- K339 J174 S 3-1403 -(CH₂)₂- -C(=O)- K340 J176 S 3-1404 -(CH₂)₂- -C(=O)- K341 J176 S 3-1405 -(CH₂)₂- -C(=O)- K342 J177 S 3-1406 -(CH₂)₂- -C(=O)- K343 J177 S 3-1407 -(CH₂)₂- -C(=O)- K344 J189 S 3-1408 -(CH₂)₂- -C(=O)- K345 J189 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1409 -(CH₂)₂- -C(=O)- K346 J182 S 3-1410 -(CH₂)₂- -C(=O)- K347 J182 S 3-1411 -(CH₂)₂- -C(=O)- K348 J183 S 3-1412 -(CH₂)₂- -C(=O)- K349 J183 S 3-1413 -(CH₂)₂- -C(=O)- K350 J1 S 3-1414 -(CH₂)₂- -C(=O)- K351 J1 S 3-1415 -(CH₂)₂- -C(=O)- K352 J2 S 3-1416 -(CH₂)₂- -C(=O)- K353 J2 S 3-1417 -(CH₂)₂- -C(=O)- K354 J4 S 3-1418 -(CH₂)₂- -C(=O)- K355 J4 S 3-1419 -(CH₂)₂- -C(=O)- K356 J10 S 3-1420 -(CH₂)₂- -C(=O)- K357 J10 S 3-1421 -(CH₂)₂- -C(=O)- K359 J19 S 3-1422 -(CH₂)₂- -C(=O)- K360 J14 S 3-1423 -(CH₂)₂- -C(=O)- K361 J14 S 3-1424 -(CH₂)₂- -C(=O)- K362 J22 S 3-1425 -(CH₂)₂- -C(=O)- K363 J22 S 3-1426 -(CH₂)₂- -C(=O)- K364 J72 S 3-1427 -(CH₂)₂- -C(=O)- K365 J72 S 3-1428 -(CH₂)₂- -C(=O)- K366 J74 S 3-1429 -(CH₂)₂- -C(=O)- K367 J74 S 3-1430 -(CH₂)₂- -C(=O)- K368 J75 S 3-1431 -(CH₂)₂- -C(=O)- K369 J75 S 3-1432 -(CH₂)₂- -C(=O)- K370 J77 S 3-1433 -(CH₂)₂- -C(=O)- K371 J77 S 3-1434 -(CH₂)₂- -C(=O)- K372 J96 S 3-1435 -(CH₂)₂- -C(=O)- K373 J96 S 3-1436 -(CH₂)₂- -C(=O)- K374 J174 S 3-1437 -(CH₂)₂- -C(=O)- K375 J174 S 3-1438 -(CH₂)₂- -C(=O)- K376 J176 S 3-1439 -(CH₂)₂- -C(=O)- K377 J176 S 3-1440 -(CH₂)₂- -C(=O)- K378 J177 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1441 -(CH₂)₂- -C(=O)- K379 J177 S 3-1442 -(CH₂)₂- -C(=O)- K380 J189 S 3-1443 -(CH₂)₂- -C(=O)- K381 J189 S 3-1444 -(CH₂)₂- -C(=O)- K382 J182 S 3-1445 -(CH₂)₂- -C(=O)- K383 J182 S 3-1446 -(CH₂)₂- -C(=O)- K384 J183 S 3-1447 -(CH₂)₂- -C(=O)- K385 J183 S 3-1448 -(CH₂)₂- -C(=O)- K386 J191 S 3-1449 -(CH₂)₂- -C(=O)- K387 J191 S 3-1450 -(CH₂)₂- -C(=O)- K388 J192 S 3-1451 -(CH₂)₂- -C(=O)- K389 J192 S 3-1452 -(CH₂)₂- -C(=O)- K390 J193 S 3-1453 -(CH₂)₂- -C(=O)- K391 J193 S 3-1454 -(CH₂)₂- -C(=O)- K392 J194 S 3-1455 -(CH₂)₂- -C(=O)- K393 J194 S 3-1456 -(CH₂)₂- -C(=O)- K394 J197 S 3-1457 -(CH₂)₂- -C(=O)- K395 J197 S 3-1458 -(CH₂)₂- -C(=O)- K396 J140 S 3-1459 -(CH₂)₂- -C(=O)- K397 J140 S 3-1460 -(CH₂)₂- -C(=O)- K398 J140 S 3-1461 -(CH₂)₂- -C(=O)- K405 J140 S 3-1462 -(CH₂)₂- -C(=O)- K406 J140 S 3-1463 -(CH₂)₂- -C(=O)- K407 J140 S 3-1464 -(CH₂)₂- -C(=O)- K408 J140 S 3-1465 -(CH₂)₂- -C(=O)- K409 J140 S 3-1466 -(CH₂)₂- -C(=O)- K410 J140 S 3-1467 -(CH₂)₂- -C(=O)- K411 J140 S 3-1468 -(CH₂)₂- -C(=O)- K412 J140 S 3-1469 -(CH₂)₂- -C(=O)- K413 J140 S 3-1470 -(CH₂)₂- -C(=O)- K414 J140 S 3-1471 -(CH₂)₂- -C(=O)- K415 J140 S 3-1472 -(CH₂)₂- -C(=O)- K416 J140 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1473 -(CH₂)₂- -C(=O)- K417 J140 S 3-1474 -(CH₂)₂- -C(=O)- K418 J140 S 3-1475 -(CH₂)₂- -C(=O)- K419 J140 S 3-1476 -(CH₂)₂- -C(=O)- K420 J140 S 3-1477 -(CH₂)₂- -C(=O)- K421 J140 S 3-1478 -(CH₂)₂- -C(=O)- K726 J140 S 3-1479 -(CH₂)₂- -C(=O)- K727 J140 S 3-1480 -(CH₂)₂- -C(=O)- K728 J140 S 3-1481 -(CH₂)₂- -C(=O)- K729 J140 S 3-1482 -(CH₂)₂- -C(=O)- K730 J140 S 3-1483 -(CH₂)₂- -C(=O)- K731 J140 S 3-1484 -(CH₂)₂- -C(=O)- K732 J140 S 3-1485 -(CH₂)₂- -C(=O)- K733 J140 S 3-1486 -(CH₂)₂- -C(=O)- K734 J140 S 3-1487 -(CH₂)₂- -C(=O)- K735 J140 S 3-1488 -(CH₂)₂- -C(=O)- K736 J140 S 3-1489 -(CH₂)₂- -C(=O)- K737 J140 S 3-1490 -(CH₂)₂- -C(=O)- K738 J140 S 3-1491 -(CH₂)₂- -C(=O)- K739 J140 S 3-1492 -(CH₂)₂- -C(=O)- K740 J140 S 3-1493 -(CH₂)₂- -C(=O)- K741 J140 S 3-1494 -(CH₂)₂- -C(=O)- K742 J140 S 3-1495 -(CH₂)₂- -C(=O)- K743 J140 S 3-1496 -(CH₂)₂- -C(=O)- K744 J140 S 3-1497 -(CH₂)₂- -C(=O)- K745 J140 S 3-1498 -(CH₂)₂- -C(=O)- K746 J140 S 3-1499 -(CH₂)₂- -C(=O)- K747 J140 S 3-1500 -(CH₂)₂- -C(=O)- K748 J140 S 3-1501 -(CH₂)₂- -C(=O)- K749 J140 S 3-1502 -(CH₂)₂- -C(=O)- K750 J140 S 3-1503 -(CH₂)₂- -C(=O)- K751 J140 S 3-1504 -(CH₂)₂- -C(=O)- K752 J140 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1505 -(CH₂)₂- -C(=O)- K753 J140 S 3-1506 -(CH₂)₂- -C(=O)- K754 J140 S 3-1507 -(CH₂)₂- -C(=O)- K755 J140 S 3-1508 -(CH₂)₂- -C(=O)- K756 J140 S 3-1509 -(CH₂)₂- -C(=O)- K757 J140 S 3-1510 -(CH₂)₂- -C(=O)- K314 J3 O 3-1511 -(CH₂)₂- -C(=O)- K315 J3 O 3-1512 -(CH₂)₂- -C(=O)- K316 J3 O 3-1513 -(CH₂)₂- -C(=O)- K317 J3 O 3-1514 -(CH₂)₂- -C(=O)- K318 J3 O 3-1515 -(CH₂)₂- -C(=O)- K319 J3 O 3-1516 -(CH₂)₂- -C(=O)- K320 J3 O 3-1517 -(CH₂)₂- -C(=O)- K321 J3 O 3-1518 -(CH₂)₂- -C(=O)- K322 J3 O 3-1519 -(CH₂)₂- -C(=O)- K323 J3 O 3-1520 -(CH₂)₂- -C(=O)- K324 J3 O 3-1521 -(CH₂)₂- -C(=O)- K325 J3 O 3-1522 -(CH₂)₂- -C(=O)- K326 J3 O 3-1523 -(CH₂)₂- -C(=O)- K327 J3 O 3-1524 -(CH₂)₂- -C(=O)- K328 J3 O 3-1525 -(CH₂)₂- -C(=O)- K329 J3 O 3-1526 -(CH₂)₂- -C(=O)- K330 J3 O 3-1527 -(CH₂)₂- -C(=O)- K331 J3 O 3-1528 -(CH₂)₂- -C(=O)- K332 J3 O 3-1529 -(CH₂)₂- -C(=O)- K333 J3 O 3-1530 -(CH₂)₂- -C(=O)- K334 J9 O 3-1531 -(CH₂)₂- -C(=O)- K335 J9 O 3-1532 -(CH₂)₂- -C(=O)- K336 J9 O 3-1533 -(CH₂)₂- -C(=O)- K337 J9 O 3-1534 -(CH₂)₂- -C(=O)- K338 J9 O 3-1535 -(CH₂)₂- -C(=O)- K339 J9 O 3-1536 -(CH₂)₂- -C(=O)- K340 J9 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1537 -(CH₂)₂- -C(=O)- K341 J9 O 3-1538 -(CH₂)₂- -C(=O)- K342 J9 O 3-1539 -(CH₂)₂- -C(=O)- K343 J9 O 3-1540 -(CH₂)₂- -C(=O)- K345 J9 O 3-1541 -(CH₂)₂- -C(=O)- K346 J9 O 3-1542 -(CH₂)₂- -C(=O)- K347 J9 O 3-1543 -(CH₂)₂- -C(=O)- K348 J9 O 3-1544 -(CH₂)₂- -C(=O)- K349 J9 O 3-1545 -(CH₂)₂- -C(=O)- K350 J9 O 3-1546 -(CH₂)₂- -C(=O)- K351 J9 O 3-1547 -(CH₂)₂- -C(=O)- K352 J9 O 3-1548 -(CH₂)₂- -C(=O)- K353 J9 O 3-1549 -(CH₂)₂- -C(=O)- K354 J126 O 3-1550 -(CH₂)₂- -C(=O)- K355 J126 O 3-1551 -(CH₂)₂- -C(=O)- K356 J126 O 3-1552 -(CH₂)₂- -C(=O)- K357 J126 O 3-1553 -(CH₂)₂- -C(=O)- K358 J126 O 3-1554 -(CH₂)₂- -C(=O)- K359 J126 O 3-1555 -(CH₂)₂- -C(=O)- K360 J126 O 3-1556 -(CH₂)₂- -C(=O)- K361 J126 O 3-1557 -(CH₂)₂- -C(=O)- K362 J126 O 3-1558 -(CH₂)₂- -C(=O)- K363 J126 O 3-1559 -(CH₂)₂- -C(=O)- K364 J126 O 3-1560 -(CH₂)₂- -C(=O)- K365 J126 O 3-1561 -(CH₂)₂- -C(=O)- K366 J126 O 3-1562 -(CH₂)₂- -C(=O)- K367 J126 O 3-1563 -(CH₂)₂- -C(=O)- K368 J126 O 3-1564 -(CH₂)₂- -C(=O)- K369 J126 O 3-1565 -(CH₂)₂- -C(=O)- K370 J126 O 3-1566 -(CH₂)₂- -C(=O)- K371 J126 O 3-1567 -(CH₂)₂- -C(=O)- K372 J126 O 3-1568 -(CH₂)₂- -C(=O)- K373 J126 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1569 -(CH₂)₂- -C(=O)- K374 J129 O 3-1570 -(CH₂)₂- -C(=O)- K375 J129 O 3-1571 -(CH₂)₂- -C(=O)- K376 J129 O 3-1572 -(CH₂)₂- -C(=O)- K377 J129 O 3-1573 -(CH₂)₂- -C(=O)- K378 J129 O 3-1574 -(CH₂)₂- -C(=O)- K379 J129 O 3-1575 -(CH₂)₂- -C(=O)- K380 J129 O 3-1576 -(CH₂)₂- -C(=O)- K381 J129 O 3-1577 -(CH₂)₂- -C(=O)- K382 J129 O 3-1578 -(CH₂)₂- -C(=O)- K383 J129 O 3-1579 -(CH₂)₂- -C(=O)- K384 J129 O 3-1580 -(CH₂)₂- -C(=O)- K385 J129 O 3-1581 -(CH₂)₂- -C(=O)- K386 J129 O 3-1582 -(CH₂)₂- -C(=O)- K387 J129 O 3-1583 -(CH₂)₂- -C(=O)- K388 J129 O 3-1584 -(CH₂)₂- -C(=O)- K389 J129 O 3-1585 -(CH₂)₂- -C(=O)- K390 J129 O 3-1586 -(CH₂)₂- -C(=O)- K391 J129 O 3-1587 -(CH₂)₂- -C(=O)- K392 J129 O 3-1588 -(CH₂)₂- -C(=O)- K393 J129 O 3-1589 -(CH₂)₂- -C(=O)- K394 J130 O 3-1590 -(CH₂)₂- -C(=O)- K395 J130 O 3-1591 -(CH₂)₂- -C(=O)- K396 J130 O 3-1592 -(CH₂)₂- -C(=O)- K397 J130 O 3-1593 -(CH₂)₂- -C(=O)- K398 J130 O 3-1594 -(CH₂)₂- -C(=O)- K405 J130 O 3-1595 -(CH₂)₂- -C(=O)- K406 J130 O 3-1596 -(CH₂)₂- -C(=O)- K407 J130 O 3-1597 -(CH₂)₂- -C(=O)- K408 J130 O 3-1598 -(CH₂)₂- -C(=O)- K409 J130 O 3-1599 -(CH₂)₂- -C(=O)- K410 J130 O 3-1600 -(CH₂)₂- -C(=O)- K411 J130 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1601 -(CH₂)₂- -C(=O)- K412 J130 O 3-1602 -(CH₂)₂- -C(=O)- K413 J130 O 3-1603 -(CH₂)₂- -C(=O)- K414 J130 O 3-1604 -(CH₂)₂- -C(=O)- K415 J130 O 3-1605 -(CH₂)₂- -C(=O)- K416 J130 O 3-1606 -(CH₂)₂- -C(=O)- K417 J130 O 3-1607 -(CH₂)₂- -C(=O)- K418 J130 O 3-1608 -(CH₂)₂- -C(=O)- K419 J130 O 3-1609 -(CH₂)₂- -C(=O)- K420 J138 O 3-1610 -(CH₂)₂- -C(=O)- K421 J138 O 3-1611 -(CH₂)₂- -C(=O)- K726 J138 O 3-1612 -(CH₂)₂- -C(=O)- K727 J138 O 3-1613 -(CH₂)₂- -C(=O)- K728 J138 O 3-1614 -(CH₂)₂- -C(=O)- K729 J138 O 3-1615 -(CH₂)₂- -C(=O)- K730 J138 O 3-1616 -(CH₂)₂- -C(=O)- K731 J138 O 3-1617 -(CH₂)₂- -C(=O)- K732 J138 O 3-1618 -(CH₂)₂- -C(=O)- K733 J138 O 3-1619 -(CH₂)₂- -C(=O)- K734 J138 O 3-1620 -(CH₂)₂- -C(=O)- K735 J138 O 3-1621 -(CH₂)₂- -C(=O)- K736 J138 O 3-1622 -(CH₂)₂- -C(=O)- K737 J138 O 3-1623 -(CH₂)₂- -C(=O)- K738 J138 O 3-1624 -(CH₂)₂- -C(=O)- K739 J138 O 3-1625 -(CH₂)₂- -C(=O)- K740 J138 O 3-1626 -(CH₂)₂- -C(=O)- K741 J138 O 3-1627 -(CH₂)₂- -C(=O)- K742 J138 O 3-1628 -(CH₂)₂- -C(=O)- K743 J138 O 3-1629 -(CH₂)₂- -C(=O)- K744 J140 O 3-1630 -(CH₂)₂- -C(=O)- K745 J140 O 3-1631 -(CH₂)₂- -C(=O)- K746 J140 O 3-1632 -(CH₂)₂- -C(=O)- K747 J140 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1633 -(CH₂)₂- -C(=O)- K748 J140 O 3-1634 -(CH₂)₂- -C(=O)- K749 J140 O 3-1635 -(CH₂)₂- -C(=O)- K750 J140 O 3-1636 -(CH₂)₂- -C(=O)- K751 J140 O 3-1637 -(CH₂)₂- -C(=O)- K752 J140 O 3-1638 -(CH₂)₂- -C(=O)- K753 J140 O 3-1639 -(CH₂)₂- -C(=O)- K754 J140 O 3-1640 -(CH₂)₂- -C(=O)- K755 J140 O 3-1641 -(CH₂)₂- -C(=O)- K756 J140 O 3-1642 -(CH₂)₂- -C(=O)- K757 J140 O 3-1643 -(CH₂)₃- -C(=O)- K314 J1 S 3-1644 -(CH₂)₃- -C(=O)- K315 J1 S 3-1645 -(CH₂)₃- -C(=O)- K316 J2 S 3-1646 -(CH₂)₃- -C(=O)- K317 J2 S 3-1647 -(CH₂)₃- -C(=O)- K318 J4 S 3-1648 -(CH₂)₃- -C(=O)- K319 J4 S 3-1649 -(CH₂)₃- -C(=O)- K320 J10 S 3-1650 -(CH₂)₃- -C(=O)- K321 J10 S 3-1651 -(CH₂)₃- -C(=O)- K322 J19 S 3-1652 -(CH₂)₃- -C(=O)- K323 J19 S 3-1653 -(CH₂)₃- -C(=O)- K324 J14 S 3-1654 -(CH₂)₃- -C(=O)- K325 J14 S 3-1655 -(CH₂)₃- -C(=O)- K326 J22 S 3-1656 -(CH₂)₃- -C(=O)- K327 J22 S 3-1657 -(CH₂)₃- -C(=O)- K328 J72 S 3-1658 -(CH₂)₃- -C(=O)- K329 J72 S 3-1659 -(CH₂)₃- -C(=O)- K330 J74 S 3-1660 -(CH₂)₃- -C(=O)- K331 J74 S 3-1661 -(CH₂)₃- -C(=O)- K332 J75 S 3-1662 -(CH₂)₃- -C(=O)- K333 J75 S 3-1663 -(CH₂)₃- -C(=O)- K334 J77 S 3-1664 -(CH₂)₃- -C(=O)- K335 J77 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1665 -(CH₂)₃- -C(=O)- K336 J96 S 3-1666 -(CH₂)₃- -C(=O)- K337 J96 S 3-1667 -(CH₂)₃- -C(=O)- K338 J174 S 3-1668 -(CH₂)₃- -C(=O)- K339 J174 S 3-1669 -(CH₂)₃- -C(=O)- K340 J176 S 3-1670 -(CH₂)₃- -C(=O)- K341 J176 S 3-1671 -(CH₂)₃- -C(=O)- K342 J177 S 3-1672 -(CH₂)₃- -C(=O)- K343 J177 S 3-1673 -(CH₂)₃- -C(=O)- K344 J189 S 3-1674 -(CH₂)₃- -C(=O)- K345 J189 S 3-1675 -(CH₂)₃- -C(=O)- K346 J182 S 3-1676 -(CH₂)₃- -C(=O)- K347 J182 S 3-1677 -(CH₂)₃- -C(=O)- K348 J183 S 3-1678 -(CH₂)₃- -C(=O)- K349 J183 S 3-1679 -(CH₂)₃- -C(=O)- K350 J1 S 3-1680 -(CH₂)₃- -C(=O)- K351 J1 S 3-1681 -(CH₂)₃- -C(=O)- K352 J2 S 3-1682 -(CH₂)₃- -C(=O)- K353 J2 S 3-1683 -(CH₂)₃- -C(=O)- K354 J4 S 3-1684 -(CH₂)₃- -C(=O)- K355 J4 S 3-1685 -(CH₂)₃- -C(=O)- K356 J10 S 3-1686 -(CH₂)₃- -C(=O)- K357 J10 S 3-1687 -(CH₂)₃- -C(=O)- K358 J19 S 3-1688 -(CH₂)₃- -C(=O)- K359 J19 S 3-1689 -(CH₂)₃- -C(=O)- K360 J14 S 3-1690 -(CH₂)₃- -C(=O)- K361 J14 S 3-1691 -(CH₂)₃- -C(=O)- K362 J22 S 3-1692 -(CH₂)₃- -C(=O)- K363 J22 S 3-1693 -(CH₂)₃- -C(=O)- K364 J72 S 3-1694 -(CH₂)₃- -C(=O)- K365 J72 S 3-1695 -(CH₂)₃- -C(=O)- K366 J74 S 3-1696 -(CH₂)₃- -C(=O)- K367 J74 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1697 -(CH₂)₃- -C(=O)- K368 J75 S 3-1698 -(CH₂)₃- -C(=O)- K369 J75 S 3-1699 -(CH₂)₃- -C(=O)- K370 J77 S 3-1700 -(CH₂)₃- -C(=O)- K371 J77 S 3-1701 -(CH₂)₃- -C(=O)- K372 J96 S 3-1702 -(CH₂)₃- -C(=O)- K373 J96 S 3-1703 -(CH₂)₃- -C(=O)- K374 J174 S 3-1704 -(CH₂)₃- -C(=O)- K375 J174 S 3-1705 -(CH₂)₃- -C(=O)- K376 J176 S 3-1706 -(CH₂)₃- -C(=O)- K377 J176 S 3-1707 -(CH₂)₃- -C(=O)- K378 J177 S 3-1708 -(CH₂)₃- -C(=O)- K379 J177 S 3-1709 -(CH₂)₃- -C(=O)- K380 J189 S 3-1710 -(CH₂)₃- -C(=O)- K381 J189 S 3-1711 -(CH₂)₃- -C(=O)- K382 J182 S 3-1712 -(CH₂)₃- -C(=O)- K383 J182 S 3-1713 -(CH₂)₃- -C(=O)- K384 J183 S 3-1714 -(CH₂)₃- -C(=O)- K385 J183 S 3-1715 -(CH₂)₃- -C(=O)- K386 J191 S 3-1716 -(CH₂)₃- -C(=O)- K387 J191 S 3-1717 -(CH₂)₃- -C(=O)- K388 J192 S 3-1718 -(CH₂)₃- -C(=O)- K389 J192 S 3-1719 -(CH₂)₃- -C(=O)- K390 J193 S 3-1720 -(CH₂)₃- -C(=O)- K391 J193 S 3-1721 -(CH₂)₃- -C(=O)- K392 J194 S 3-1722 -(CH₂)₃- -C(=O)- K393 J194 S 3-1723 -(CH₂)₃- -C(=O)- K394 J197 S 3-1724 -(CH₂)₃- -C(=O)- K395 J197 S 3-1725 -(CH₂)₃- -C(=O)- K396 J126 S 3-1726 -(CH₂)₃- -C(=O)- K397 J126 S 3-1727 -(CH₂)₃- -C(=O)- K398 J126 S 3-1728 -(CH₂)₃- -C(=O)- K405 J126 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1729 -(CH₂)₃- -C(=O)- K406 J126 S 3-1730 -(CH₂)₃- -C(=O)- K407 J126 S 3-1731 -(CH₂)₃- -C(=O)- K408 J126 S 3-1732 -(CH₂)₃- -C(=O)- K409 J126 S 3-1733 -(CH₂)₃- -C(=O)- K410 J126 S 3-1734 -(CH₂)₃- -C(=O)- K411 J126 S 3-1735 -(CH₂)₃- -C(=O)- K412 J129 S 3-1736 -(CH₂)₃- -C(=O)- K413 J129 S 3-1737 -(CH₂)₃- -C(=O)- K414 J129 S 3-1738 -(CH₂)₃- -C(=O)- K415 J129 S 3-1739 -(CH₂)₃- -C(=O)- K416 J129 S 3-1740 -(CH₂)₃- -C(=O)- K417 J129 S 3-1741 -(CH₂)₃- -C(=O)- K419 J129 S 3-1742 -(CH₂)₃- -C(=O)- K420 J129 S 3-1743 -(CH₂)₃- -C(=O)- K421 J129 S 3-1744 -(CH₂)₃- -C(=O)- K726 J130 S 3-1745 -(CH₂)₃- -C(=O)- K727 J130 S 3-1746 -(CH₂)₃- -C(=O)- K728 J130 S 3-1747 -(CH₂)₃- -C(=O)- K729 J130 S 3-1748 -(CH₂)₃- -C(=O)- K730 J130 S 3-1749 -(CH₂)₃- -C(=O)- K731 J130 S 3-1750 -(CH₂)₃- -C(=O)- K732 J130 S 3-1751 -(CH₂)₃- -C(=O)- K733 J130 S 3-1752 -(CH₂)₃- -C(=O)- K734 J130 S 3-1753 -(CH₂)₃- -C(=O)- K735 J130 S 3-1754 -(CH₂)₃- -C(=O)- K736 J138 S 3-1755 -(CH₂)₃- -C(=O)- K737 J138 S 3-1756 -(CH₂)₃- -C(=O)- K738 J138 S 3-1757 -(CH₂)₃- -C(=O)- K739 J138 S 3-1758 -(CH₂)₃- -C(=O)- K740 J138 S 3-1759 -(CH₂)₃- -C(=O)- K741 J138 S 3-1760 -(CH₂)₃- -C(=O)- K742 J138 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1761 -(CH₂)₃- -C(=O)- K743 J138 S 3-1762 -(CH₂)₃- -C(=O)- K744 J138 S 3-1763 -(CH₂)₃- -C(=O)- K745 J138 S 3-1764 -(CH₂)₃- -C(=O)- K746 J138 S 3-1765 -(CH₂)₃- -C(=O)- K747 J138 S 3-1766 -(CH₂)₃- -C(=O)- K748 J140 S 3-1767 -(CH₂)₃- -C(=O)- K749 J140 S 3-1768 -(CH₂)₃- -C(=O)- K750 J140 S 3-1769 -(CH₂)₃- -C(=O)- K751 J140 S 3-1770 -(CH₂)₃- -C(=O)- K752 J140 S 3-1771 -(CH₂)₃- -C(=O)- K753 J140 S 3-1772 -(CH₂)₃- -C(=O)- K754 J140 S 3-1773 -(CH₂)₃- -C(=O)- K755 J140 S 3-1774 -(CH₂)₃- -C(=O)- K756 J140 S 3-1775 -(CH₂)₃- -C(=O)- K757 J140 S 3-1776 -(CH₂)₂- -C(=O)-NH- K11 J126 S 3-1777 -(CH₂)₂- -C(=O)-NH- K110 J126 S 3-1778 -(CH₂)₂- -C(=O)-NH- K332 J126 S 3-1779 -(CH₂)₂- -C(=O)-NH- K315 J126 S 3-1780 -(CH₂)₂- -C(=O)-NH- K759 J9 S 3-1781 -(CH₂)₂- -C(=O)-NH- K760 J9 S 3-1782 -(CH₂)₂- -C(=O)-NH- K713 J9 S 3-1783 -(CH₂)₂- -C(=O)-NH- K87 J9 S 3-1784 -(CH₂)₂- -C(=O)-NH- K259 J9 S 3-1785 -(CH₂)₂- -C(=O)-N(CH₂CH(CH₃)₂)- K87 J9 S 3-1786 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K728 J9 S 3-1787 -(CH₂)₂- -C(=O)-N(CH₃)- K264 J9 S 3-1788 -(CH₂)₂- -C(=O)-N(CH₂C₆H₅)- K266 J9 S 3-1789 -(CH₂)₂- -C(=O)-N(CH₂CH₂CH₃)- K3 J9 S 3-1790 -(CH₂)₂- -C(=O)-N(CH₂CH₂CH₂CH₃)- K699 J9 S 3-1791 -(CH₂)₂- -C(=O)-NH- K1 J9 S 3-1792 -(CH₂)₂- -C(=O)-NH- K2 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1793 -(CH₂)₂- -C(=O)-NH- K3 J9 S 3-1794 -(CH₂)₂- -C(=O)-N(CH₃)- K795 J9 S 3-1795 -(CH₂)₂- -C(=O)-NH- K723 J9 S 3-1796 -(CH₂)₂- -C(=O)-NH- K731 J9 S 3-1797 -(CH₂)₂- -C(=O)-NH- K281 J9 S 3-1798 -(CH₂)₂- -C(=O)-NH- K722 J9 S 3-1799 -(CH₂)₂- -C(=O)-N(CH₃)- K1 J9 S 3-1800 -(CH₂)₂- -C(=O)-N(CH₂C₆H₅)- K4 J9 S 3-1801 -(CH₂)₂- -C(=O)-N(CH₃)- K736 J9 S 3-1802 -(CH₂)₂- -C(=O)-N(CH₃)- K430 J9 S 3-1803 -(CH₂)₂- -C(=O)-N(CH₃)- K660 J9 S 3-1804 -(CH₂)₂- -C(=O)-N(CH₂C₆H₅)- K99 J9 S 3-1805 -(CH₂)₂- -C(=O)-N(CH₃)- K739 J9 S 3-1806 -(CH₂)₂- -C(=O)-N(CH₃)- K740 J9 S 3-1807 -(CH₂)₂- -C(=O)-N(CH₃)- K694 J9 S 3-1808 -(CH₂)₂- -C(=O)-N(CH₂CH=CH₂)- K7 J9 S 3-1809 -(CH₂)₂- -C(=O)-N(CH(CH₃)₂)- K4 J9 S 3-1810 -(CH₂)₂- -C(=O)-N(CH₃)- K2 J9 S 3-1811 -(CH₂)₂- -C(=O)-N(CH₃)- K8 J9 S 3-1812 -(CH₂)₂- -C(=O)-N(CH₃)- K699 J9 S 3-1813 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K3 J9 S 3-1814 -(CH₂)₂- -C(=O)-N(CH₃)- K259 J9 S 3-1815 -(CH₂)₂- -C(=O)-N(CH₃)- K4 J9 S 3-1816 -(CH₂)₂- -C(=O)-NH- K758 J9 S 3-1817 -(CH₂)₂- -C(=O)-NH- K49 J9 S 3-1818 -(CH₂)₂- -C(=O)-NH- K288 J9 S 3-1819 -(CH₂)₂- -C(=O)-NH- K553 J9 S 3-1820 -(CH₂)₂- -C(=O)-NH- K36 J9 S 3-1821 -(CH₂)₂- -C(=O)-NH- K305 J9 S 3-1822 -(CH₂)₂- -C(=O)-NH- K291 J9 S 3-1823 -(CH₂)₂- -C(=O)-NH- K590 J9 S 3-1824 -(CH₂)₂- -C(=O)-NH- K30 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 3-1825 -(CH₂)₂- -C(=O)-NH- K591 J9 S 3-1826 -(CH₂)₂- -C(=O)-NH- K11 J3 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 4-0001 -(CH₂)₂- -C(=O)-O- K240 J9 S 4-0002 -(CH₂)₂- -C(=O)-O- K240 J78 S 4-0003 -(CH₂)₂- -C(=O)-O- K2 J6 S 4-0004 -(CH₂)₂- -C(=O)-O- K2 J9 O 4-0005 -(CH₂)₂- -C(=O)-O- K2 J9 S 4-0006 -(CH₂)₃- -C(=O)-O- K2 J9 S 4-0007 -(CH₂)₂- -C(=O)-O- K2 J78 S 4-0008 -(CH₂)₂- -C(=O)-O- K4 J3 S 4-0009 -(CH₂)₂- -C(=O)-O- K428 J19 S 4-0010 -(CH₂)₂- -C(=O)-O- K257 J9 S 4-0011 -(CH₂)₂- -C(=O)-O- K257 J22 S 4-0012 -(CH₂)₂- -C(=O)-O- K260 J57 S 4-0013 -(CH₂)₂- -C(=O)-O- K264 J126 S 4-0014 -(CH₂)₂- -C(=O)-O- K8 J9 S 4-0015 -(CH₂)₂- -C(=O)-O- K269 J9 S 4-0016 -(CH₂)₂- -C(=O)-O- K160 J9 S 4-0017 -(CH₂)₂- -C(=O)-O- K441 J9 S 4-0018 -(CH₂)₂- -C(=O)-O- K441 J128 S 4-0019 -(CH₂)₂- -C(=O)-O- K99 J9 S 4-0020 -(CH₂)₂- -C(=O)-O- K100 J9 S 4-0021 -(CH₂)₂- -C(=O)-O- K309 J131 S 4-0022 -(CH₂)₂- -C(=O)-O- K446 J140 S 4-0023 -(CH₂)₂- -C(=O)-O- K110 J9 O 4-0024 -(CH₂)₂- -C(=O)-O- K111 J9 S 4-0025 -(CH₂)₂- -C(=O)-O- K111 J78 O 4-0026 -(CH₂)₂- -C(=O)-O- K302 J9 S 4-0027 -(CH₂)₂- -C(=O)-O- K302 J130 O 4-0028 -(CH₂)₂- -C(=O)-O- K448 J1 S 4-0029 -(CH₂)₃- -C(=O)-O- K240 J9 S 4-0030 -(CH₂)₃- -C(=O)-O- K2 J9 O 4-0031 -(CH₂)₃- -C(=O)-O- K2 J9 S 4-0032 -(CH₂)₃- -C(=O)-O- K8 J30 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 4-0033 -(CH₂)₃- -C(=O)-O- K269 J70 S 4-0034 -(CH₂)₃- -C(=O)-O- K160 J77 S 4-0035 -(CH₂)₃- -C(=O)-O- K441 J3 S 4-0036 -(CH₂)₃- -C(=O)-O- K281 J9 O 4-0037 -(CH₂)₃- -C(=O)-O- K99 J78 O 4-0038 -(CH₂)₃- -C(=O)-O- K100 J130 O 4-0039 -(CH₂)₂- -C(=O)-O- K1 J1 S 4-0040 -(CH₂)₂- -C(=O)-O- K1 J3 S 4-0041 -(CH₂)₂- -C(=O)-O- K1 J6 S 4-0042 -(CH₂)₂- -C(=O)-O- K1 J9 S 4-0043 -(CH₂)₂- -C(=O)-O- K1 J10 S 4-0044 -(CH₂)₂- -C(=O)-O- K1 J14 S 4-0045 -(CH₂)₂- -C(=O)-O- K1 J19 S 4-0046 -(CH₂)₂- -C(=O)-O- K1 J22 S 4-0047 -(CH₂)₂- -C(=O)-O- K1 J25 S 4-0048 -(CH₂)₂- -C(=O)-O- K1 J29 S 4-0049 -(CH₂)₂- -C(=O)-O- K1 J57 S 4-0050 -(CH₂)₂- -C(=O)-O- K1 J59 S 4-0051 -(CH₂)₂- -C(=O)-O- K1 J70 S 4-0052 -(CH₂)₂- -C(=O)-O- K1 J72 S 4-0053 -(CH₂)₂- -C(=O)-O- K1 J74 S 4-0054 -(CH₂)₂- -C(=O)-O- K1 J75 S 4-0055 -(CH₂)₂- -C(=O)-O- K1 J77 S 4-0056 -(CH₂)₂- -C(=O)-O- K1 J78 S 4-0057 -(CH₂)₂- -C(=O)-O- K1 J126 S 4-0058 -(CH₂)₂- -C(=O)-O- K1 J129 S 4-0059 -(CH₂)₂- -C(=O)-O- K1 J130 S 4-0060 -(CH₂)₂- -C(=O)-O- K1 J138 S 4-0061 -(CH₂)₂- -C(=O)-O- K1 J140 S 4-0062 -(CH₂)₂- -C(=O)-O- K1 J151 S 4-0063 -(CH₂)₂- -C(=O)-O- K1 J165 S 4-0064 -(CH₂)₂- -C(=O)-O- K1 J168 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 4-0065 -(CH₂)₂- -C(=O)-O- K1 J174 S 4-0066 -(CH₂)₂- -C(=O)-O- K1 J176 S 4-0067 -(CH₂)₂- -C(=O)-O- K1 J177 S 4-0068 -(CH₂)₂- -C(=O)-O- K1 J178 S 4-0069 -(CH₂)₂- -C(=O)-O- K1 J185 S 4-0070 -(CH₂)₂- -C(=O)-O- K1 J191 S 4-0071 -(CH₂)₂- -C(=O)-O- K1 J193 S 4-0072 -(CH₂)₂- -C(=O)-O- K1 J195 S 4-0073 -(CH₂)₂- -C(=O)-O- K1 J197 S 4-0074 -(CH₂)₂- -C(=O)-O- K5 J9 S 4-0075 -(CH₂)₂- -C(=O)-O- K5 J140 S 4-0076 -(CH₂)₂- -C(=O)-O- K5 J78 S 4-0077 -(CH₂)₂- -C(=O)-O- K5 J130 S 4-0078 -(CH₂)₂- -C(=O)-O- K5 J138 S 4-0079 -(CH₂)₂- -C(=O)-O- K5 J129 S 4-0080 -(CH₂)₂- -C(=O)-O- K11 J9 S 4-0081 -(CH₂)₂- -C(=O)-O- K11 J140 S 4-0082 -(CH₂)₂- -C(=O)-O- K11 J78 S 4-0083 -(CH₂)₂- -C(=O)-O- K11 J130 S 4-0084 -(CH₂)₂- -C(=O)-O- K11 J138 S 4-0085 -(CH₂)₂- -C(=O)-O- K11 J129 S 4-0086 -(CH₂)₂- -C(=O)-O- K99 J140 S 4-0087 -(CH₂)₂- -C(=O)-O- K99 J78 S 4-0088 -(CH₂)₂- -C(=O)-O- K99 J130 S 4-0089 -(CH₂)₂- -C(=O)-O- K99 J138 S 4-0090 -(CH₂)₂- -C(=O)-O- K99 J129 S 4-0091 -(CH₂)₂- -C(=O)-O- K240 J1 S 4-0092 -(CH₂)₂- -C(=O)-O- K240 J3 S 4-0093 -(CH₂)₂- -C(=O)-O- K240 J6 S 4-0094 -(CH₂)₂- -C(=O)-O- K240 J10 S 4-0095 -(CH₂)₂- -C(=O)-O- K240 J14 S 4-0096 -(CH₂)₂- -C(=O)-O- K240 J19 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 4-0097 -(CH₂)₂- -C(=O)-O- K240 J22 S 4-0098 -(CH₂)₂- -C(=O)-O- K240 J25 S 4-0099 -(CH₂)₂- -C(=O)-O- K240 J29 S 4-0100 -(CH₂)₂- -C(=O)-O- K240 J57 S 4-0101 -(CH₂)₂- -C(=O)-O- K240 J59 S 4-0102 -(CH₂)₂- -C(=O)-O- K240 J70 S 4-0103 -(CH₂)₂- -C(=O)-O- K240 J72 S 4-0104 -(CH₂)₂- -C(=O)-O- K240 J74 S 4-0105 -(CH₂)₂- -C(=O)-O- K240 J75 S 4-0106 -(CH₂)₂- -C(=O)-O- K240 J77 S 4-0107 -(CH₂)₂- -C(=O)-O- K240 J126 S 4-0108 -(CH₂)₂- -C(=O)-O- K240 J129 S 4-0109 -(CH₂)₂- -C(=O)-O- K240 J130 S 4-0110 -(CH₂)₂- -C(=O)-O- K240 J138 S 4-0111 -(CH₂)₂- -C(=O)-O- K240 J140 S 4-0112 -(CH₂)₂- -C(=O)-O- K240 J151 S 4-0113 -(CH₂)₂- -C(=O)-O- K240 J165 S 4-0114 -(CH₂)₂- -C(=O)-O- K240 J168 S 4-0115 -(CH₂)₂- -C(=O)-O- K240 J174 S 4-0116 -(CH₂)₂- -C(=O)-O- K240 J176 S 4-0117 -(CH₂)₂- -C(=O)-O- K240 J177 S 4-0118 -(CH₂)₂- -C(=O)-O- K240 J178 S 4-0119 -(CH₂)₂- -C(=O)-O- K240 J185 S 4-0120 -(CH₂)₂- -C(=O)-O- K240 J191 S 4-0121 -(CH₂)₂- -C(=O)-O- K240 J193 S 4-0122 -(CH₂)₂- -C(=O)-O- K240 J195 S 4-0123 -(CH₂)₂- -C(=O)-O- K240 J197 S 4-0124 -(CH₂)_3- -C(=O)-O- K1 J9 S 4-0125 -(CH₂)_3- -C(=O)-O- K1 J140 S 4-0126 -(CH₂)_3- -C(=O)-O- K1 J78 S 4-0127 -(CH₂)_3- -C(=O)-O- K1 J130 S 4-0128 -(CH₂)_3- -C(=O)-O- K1 J138 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 4-0129 -(CH₂)_3- -C(=O)-O- K1 J129 S 4-0130 -(CH₂)_3- -C(=O)-O- K5 J9 S 4-0131 -(CH₂)_3- -C(=O)-O- K5 J140 S 4-0132 -(CH₂)_3- -C(=O)-O- K5 J78 S 4-0133 -(CH₂)_3- -C(=O)-O- K5 J130 S 4-0134 -(CH₂)_3- -C(=O)-O- K5 J138 S 4-0135 -(CH₂)_3- -C(=O)-O- K5 J129 S 4-0136 -(CH₂)_3- -C(=O)-O- K11 J9 S 4-0137 -(CH₂)_3- -C(=O)-O- K11 J140 S 4-0138 -(CH₂)_3- -C(=O)-O- K11 J78 S 4-0139 -(CH₂)_3- -C(=O)-O- K11 J130 S 4-0140 -(CH₂)_3- -C(=O)-O- K11 J138 S 4-0141 -(CH₂)_3- -C(=O)-O- K11 J129 S 4-0142 -(CH₂)_3- -C(=O)-O- K99 J9 S 4-0143 -(CH₂)_3- -C(=O)-O- K99 J140 S 4-0144 -(CH₂)_3- -C(=O)-O- K99 J78 S 4-0145 -(CH₂)_3- -C(=O)-O- K99 J130 S 4-0146 -(CH₂)_3- -C(=O)-O- K99 J138 S 4-0147 -(CH₂)_3- -C(=O)-O- K99 J129 S 4-0148 -(CH₂)_3- -C(=O)-O- K240 J1 S 4-0149 -(CH₂)_3- -C(=O)-O- K240 J3 S 4-0150 -(CH₂)_3- -C(=O)-O- K240 J6 S 4-0151 -(CH₂)_3- -C(=O)-O- K240 J10 S 4-0152 -(CH₂)_3- -C(=O)-O- K240 J14 S 4-0153 -(CH₂)_3- -C(=O)-O- K240 J19 S 4-0154 -(CH₂)_3- -C(=O)-O- K240 J22 S 4-0155 -(CH₂)_3- -C(=O)-O- K240 J25 S 4-0156 -(CH₂)_3- -C(=O)-O- K240 J29 S 4-0157 -(CH₂)_3- -C(=O)-O- K240 J57 S 4-0158 -(CH₂)_3- -C(=O)-O- K240 J59 S 4-0159 -(CH₂)_3- -C(=O)-O- K240 J70 S 4-0160 -(CH₂)_3- -C(=O)-O- K240 J72 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 4-0161 -(CH₂)_3- -C(=O)-O- K240 J74 S 4-0162 -(CH₂)_3- -C(=O)-O- K240 J75 S 4-0163 -(CH₂)_3- -C(=O)-O- K240 J77 S 4-0164 -(CH₂)_3- -C(=O)-O- K240 J78 S 4-0165 -(CH₂)_3- -C(=O)-O- K240 J126 S 4-0166 -(CH₂)_3- -C(=O)-O- K240 J129 S 4-0167 -(CH₂)_3- -C(=O)-O- K240 J130 S 4-0168 -(CH₂)_3- -C(=O)-O- K240 J138 S 4-0169 -(CH₂)_3- -C(=O)-O- K240 J140 S 4-0170 -(CH₂)_3- -C(=O)-O- K240 J151 S 4-0171 -(CH₂)_3- -C(=O)-O- K240 J165 S 4-0172 -(CH₂)_3- -C(=O)-O- K240 J168 S 4-0173 -(CH₂)_3- -C(=O)-O- K240 J174 S 4-0174 -(CH₂)_3- -C(=O)-O- K240 J176 S 4-0175 -(CH₂)_3- -C(=O)-O- K240 J177 S 4-0176 -(CH₂)_3- -C(=O)-O- K240 J178 S 4-0177 -(CH₂)_3- -C(=O)-O- K240 J185 S 4-0178 -(CH₂)_3- -C(=O)-O- K240 J191 S 4-0179 -(CH₂)_3- -C(=O)-O- K240 J193 S 4-0180 -(CH₂)_3- -C(=O)-O- K240 J195 S 4-0181 -(CH₂)_3- -C(=O)-O- K240 J197 S 4-0182 -(CH₂)₂- -C(=O)-O- K1 J1 O 4-0183 -(CH₂)₂- -C(=O)-O- K1 J3 O 4-0184 -(CH₂)₂- -C(=O)-O- K1 J6 O 4-0185 -(CH₂)₂- -C(=O)-O- K1 J9 O 4-0186 -(CH₂)₂- -C(=O)-O- K1 J10 O 4-0187 -(CH₂)₂- -C(=O)-O- K1 J14 O 4-0188 -(CH₂)₂- -C(=O)-O- K1 J19 O 4-0189 -(CH₂)₂- -C(=O)-O- K1 J22 O 4-0190 -(CH₂)₂- -C(=O)-O- K1 J25 O 4-0191 -(CH₂)₂- -C(=O)-O- K1 J29 O 4-0192 -(CH₂)₂- -C(=O)-O- K1 J57 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 4-0193 -(CH₂)₂- -C(=O)-O- K1 J59 O 4-0194 -(CH₂)₂- -C(=O)-O- K1 J70 O 4-0195 -(CH₂)₂- -C(=O)-O- K1 J72 O 4-0196 -(CH₂)₂- -C(=O)-O- K1 J74 O 4-0197 -(CH₂)₂- -C(=O)-O- K1 J75 O 4-0198 -(CH₂)₂- -C(=O)-O- K1 J77 O 4-0199 -(CH₂)₂- -C(=O)-O- K1 J78 O 4-0200 -(CH₂)₂- -C(=O)-O- K1 J126 O 4-0201 -(CH₂)₂- -C(=O)-O- K1 J129 O 4-0202 -(CH₂)₂- -C(=O)-O- K1 J130 O 4-0203 -(CH₂)₂- -C(=O)-O- K1 J138 O 4-0204 -(CH₂)₂- -C(=O)-O- K1 J140 O 4-0205 -(CH₂)₂- -C(=O)-O- K1 J151 O 4-0206 -(CH₂)₂- -C(=O)-O- K1 J165 O 4-0207 -(CH₂)₂- -C(=O)-O- K1 J168 O 4-0208 -(CH₂)₂- -C(=O)-O- K1 J174 O 4-0209 -(CH₂)₂- -C(=O)-O- K1 J176 O 4-0210 -(CH₂)₂- -C(=O)-O- K1 J177 O 4-0211 -(CH₂)₂- -C(=O)-O- K1 J178 O 4-0212 -(CH₂)₂- -C(=O)-O- K1 J185 O 4-0213 -(CH₂)₂- -C(=O)-O- K1 J191 O 4-0214 -(CH₂)₂- -C(=O)-O- K1 J193 O 4-0215 -(CH₂)₂- -C(=O)-O- K1 J195 O 4-0216 -(CH₂)₂- -C(=O)-O- K1 J197 O 4-0217 -(CH₂)₂- -C(=O)-O- K5 J9 O 4-0218 -(CH₂)₂- -C(=O)-O- K5 J140 O 4-0219 -(CH₂)₂- -C(=O)-O- K5 J78 O 4-0220 -(CH₂)₂- -C(=O)-O- K5 J130 O 4-0221 -(CH₂)₂- -C(=O)-O- K5 J138 O 4-0222 -(CH₂)₂- -C(=O)-O- K5 J129 O 4-0223 -(CH₂)₂- -C(=O)-O- K11 J9 O 4-0224 -(CH₂)₂- -C(=O)-O- K11 J140 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 4-0225 -(CH₂)₂- -C(=O)-O- K11 J78 O 4-0226 -(CH₂)₂- -C(=O)-O- K11 J130 O 4-0227 -(CH₂)₂- -C(=O)-O- K11 J138 O 4-0228 -(CH₂)₂- -C(=O)-O- K11 J129 O 4-0229 -(CH₂)₂- -C(=O)-O- K99 J9 O 4-0230 -(CH₂)₂- -C(=O)-O- K99 J140 O 4-0231 -(CH₂)₂- -C(=O)-O- K99 J78 O 4-0232 -(CH₂)₂- -C(=O)-O- K99 J130 O 4-0233 -(CH₂)₂- -C(=O)-O- K99 J138 O 4-0234 -(CH₂)₂- -C(=O)-O- K99 J129 O 4-0235 -(CH₂)₂- -C(=O)-O- K240 J1 O 4-0236 -(CH₂)₂- -C(=O)-O- K240 J3 O 4-0237 -(CH₂)₂- -C(=O)-O- K240 J6 O 4-0238 -(CH₂)₂- -C(=O)-O- K240 J9 O 4-0239 -(CH₂)₂- -C(=O)-O- K240 J10 O 4-0240 -(CH₂)₂- -C(=O)-O- K240 J14 O 4-0241 -(CH₂)₂- -C(=O)-O- K240 J19 O 4-0242 -(CH₂)₂- -C(=O)-O- K240 J22 O 4-0243 -(CH₂)₂- -C(=O)-O- K240 J25 O 4-0244 -(CH₂)₂- -C(=O)-O- K240 J29 O 4-0245 -(CH₂)₂- -C(=O)-O- K240 J57 O 4-0246 -(CH₂)₂- -C(=O)-O- K240 J59 O 4-0247 -(CH₂)₂- -C(=O)-O- K240 J70 O 4-0248 -(CH₂)₂- -C(=O)-O- K240 J72 O 4-0249 -(CH₂)₂- -C(=O)-O- K240 J74 O 4-0250 -(CH₂)₂- -C(=O)-O- K240 J75 O 4-0251 -(CH₂)₂- -C(=O)-O- K240 J77 O 4-0252 -(CH₂)₂- -C(=O)-O- K240 J78 O 4-0253 -(CH₂)₂- -C(=O)-O- K240 J126 O 4-0254 -(CH₂)₂- -C(=O)-O- K240 J129 O 4-0255 -(CH₂)₂- -C(=O)-O- K240 J130 O 4-0256 -(CH₂)₂- -C(=O)-O- K240 J138 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 4-0257 -(CH₂)₂- -C(=O)-O- K240 J140 O 4-0258 -(CH₂)₂- -C(=O)-O- K240 J151 O 4-0259 -(CH₂)₂- -C(=O)-O- K240 J165 O 4-0260 -(CH₂)₂- -C(=O)-O- K240 J168 O 4-0261 -(CH₂)₂- -C(=O)-O- K240 J174 O 4-0262 -(CH₂)₂- -C(=O)-O- K240 J176 O 4-0263 -(CH₂)₂- -C(=O)-O- K240 J177 O 4-0264 -(CH₂)₂- -C(=O)-O- K240 J178 O 4-0265 -(CH₂)₂- -C(=O)-O- K240 J185 O 4-0266 -(CH₂)₂- -C(=O)-O- K240 J191 O 4-0267 -(CH₂)₂- -C(=O)-O- K240 J193 O 4-0268 -(CH₂)₂- -C(=O)-O- K240 J195 O 4-0269 -(CH₂)₂- -C(=O)-O- K240 J197 O 4-0270 -(CH₂)_3- -C(=O)-O- K1 J9 O 4-0271 -(CH₂)_3- -C(=O)-O- K1 J140 O 4-0272 -(CH₂)_3- -C(=O)-O- K1 J78 O 4-0273 -(CH₂)_3- -C(=O)-O- K1 J130 O 4-0274 -(CH₂)_3- -C(=O)-O- K1 J138 O 4-0275 -(CH₂)_3- -C(=O)-O- K1 J129 O 4-0276 -(CH₂)_3- -C(=O)-O- K5 J9 O 4-0277 -(CH₂)_3- -C(=O)-O- K5 J140 O 4-0278 -(CH₂)_3- -C(=O)-O- K5 J78 O 4-0279 -(CH₂)_3- -C(=O)-O- K5 J130 O 4-0280 -(CH₂)_3- -C(=O)-O- K5 J138 O 4-0281 -(CH₂)_3- -C(=O)-O- K5 J129 O 4-0282 -(CH₂)_3- -C(=O)-O- K11 J9 O 4-0283 -(CH₂)_3- -C(=O)-O- K11 J140 O 4-0284 -(CH₂)_3- -C(=O)-O- R11 J78 O 4-0285 -(CH₂)_3- -C(=O)-O- K11 J130 O 4-0286 -(CH₂)_3- -C(=O)-O- K11 J138 O 4-0287 -(CH₂)_3- -C(=O)-O- K11 J129 O 4-0288 -(CH₂)_3- -C(=O)-O- K99 J9 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 4-0289 -(CH₂)_3- -C(=O)-O- K99 J140 O 4-0290 -(CH₂)_3- -C(=O)-O- K99 J130 O 4-0291 -(CH₂)_3- -C(=O)-O- K99 J138 O 4-0292 -(CH₂)_3- -C(=O)-O- K99 J129 O 4-0293 -(CH₂)_3- -C(=O)-O- K240 J1 O 4-0294 -(CH₂)_3- -C(=O)-O- K240 J3 O 4-0295 -(CH₂)_3- -C(=O)-O- K240 J6 O 4-0296 -(CH₂)_3- -C(=O)-O- K240 J9 O 4-0297 -(CH₂)_3- -C(=O)-O- K240 J10 O 4-0298 -(CH₂)_3- -C(=O)-O- K240 J14 O 4-0299 -(CH₂)_3- -C(=O)-O- K240 J19 O 4-0300 -(CH₂)_3- -C(=O)-O- K240 J22 O 4-0301 -(CH₂)_3- -C(=O)-O- K240 J25 O 4-0302 -(CH₂)_3- -C(=O)-O- K240 J29 O 4-0303 -(CH₂)_3- -C(=O)-O- K240 J57 O 4-0304 -(CH₂)_3- -C(=O)-O- K240 J59 O 4-0305 -(CH₂)_3- -C(=O)-O- K240 J70 O 4-0306 -(CH₂)_3- -C(=O)-O- K240 J72 O 4-0307 -(CH₂)_3- -C(=O)-O- K240 J74 O 4-0308 -(CH₂)_3- -C(=O)-O- K240 J75 O 4-0309 -(CH₂)_3- -C(=O)-O- K240 J77 O 4-0310 -(CH₂)_3- -C(=O)-O- K240 J78 O 4-0311 -(CH₂)_3- -C(=O)-O- K240 J126 O 4-0312 -(CH₂)_3- -C(=O)-O- K240 J129 O 4-0313 -(CH₂)_3- -C(=O)-O- K240 J130 O 4-0314 -(CH₂)_3- -C(=O)-O- K240 J138 O 4-0315 -(CH₂)_3- -C(=O)-O- K240 J140 O 4-0316 -(CH₂)_3- -C(=O)-O- K240 J151 O 4-0317 -(CH₂)_3- -C(=O)-O- K240 J165 O 4-0318 -(CH₂)_3- -C(=O)-O- K240 J168 O 4-0319 -(CH₂)_3- -C(=O)-O- K240 J174 O 4-0320 -(CH₂)_3- -C(=O)-O- K240 J176 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 4-0321 -(CH₂)_3- -C(=O)-O- K240 J177 O 4-0322 -(CH₂)_3- -C(=O)-O- K240 J178 O 4-0323 -(CH₂)_3- -C(=O)-O- K240 J185 O 4-0324 -(CH₂)_3- -C(=O)-O- K240 J191 O 4-0325 -(CH₂)_3- -C(=O)-O- K240 J193 O 4-0326 -(CH₂)_3- -C(=O)-O- K240 J195 O 4-0327 -(CH₂)_3- -C(=O)-O- K240 J197 O 4-0328 -(CH₂)₂- -C(=O)-O- K2 J126 O 4-0329 -(CH₂)₂- -C(=O)-O- K2 J126 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 5-0001 -(CH₂)₂- -C(=O)- K1 J9 S 5-0002 -(CH₂)₂- -C(=O)- K1 J10 S 5-0003 -(CH₂)₂- -C(=O)- K1 J51 O 5-0004 -(CH₂)₂- -C(=O)- K1 J78 S 5-0005 -(CH₂)₂- -C(=O)- K8 J9 S 5-0006 -(CH₂)₂- -C(=O)- K11 J9 S 5-0007 -(CH₂)₂- -C(=O)- K24 J70 S 5-0008 -(CH₂)₂- -C(=O)- K34 J78 S 5-0009 -(CH₂)₂- -C(=O)- K34 J131 S 5-0010 -(CH₂)₂- -C(=O)- K36 J128 S 5-0011 -(CH₂)₂- -C(=O)- K36 J149 S 5-0012 -(CH₂)₂- -C(=O)- K48 J126 S 5-0013 -(CH₂)₂- -C(=O)- K48 J140 O 5-0014 -(CH₂)₂- -C(=O)- K74 J19 S 5-0015 -(CH₂)₂- -C(=O)- K74 J70 O 5-0016 -(CH₂)₂- -C(=O)- K99 J9 S 5-0017 -(CH₂)₂- -C(=O)- K101 J30 S 5-0018 -(CH₂)₂- -C(=O)- K107 J19 S 5-0019 -(CH₂)₂- -C(=O)- K110 J51 S 5-0020 -(CH₂)₂- -C(=O)- K110 J78 O 5-0021 -(CH₂)₂- -C(=O)- K110 J131 S 5-0022 -(CH₂)₂- -C(=O)- K160 J126 S 5-0023 -(CH₂)₂- -C(=O)- K167 J70 S 5-0024 -(CH₂)₂- -C(=O)- K175 J10 S 5-0025 -(CH₂)₂- -C(=O)- K175 J131 O 5-0026 -(CH₂)₂- -C(=O)- K176 J128 S 5-0027 -(CH₂)₂- -C(=O)- K176 J149 S 5-0028 -(CH₂)₂- -C(=O)- K180 J126 O 5-0029 -(CH₂)₂- -C(=O)- K180 J140 S 5-0030 -(CH₂)₂- -C(=O)- K183 J19 O 5-0031 -(CH₂)₂- -C(=O)- K185 J30 S 5-0032 -(CH₂)₂- -C(=O)- K189 J3 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 5-0033 -(CH₂)₂- -C(=O)- K189 J30 S 5-0034 -(CH₂)₂- -C(=O)- K190 J78 S 5-0035 -(CH₂)₂- -C(=O)- K190 J131 S 5-0036 -(CH₂)₂- -C(=O)- K193 J128 O 5-0037 -(CH₂)₂- -C(=O)- K193 J149 S 5-0038 -(CH₂)₂- -C(=O)- K205 J9 S 5-0039 -(CH₂)₂- -C(=O)- K205 J126 S 5-0040 -(CH₂)₂- -C(=O)- K205 J140 O 5-0041 -(CH₂)₂- -C(=O)- K206 J9 S 5-0042 -(CH₂)₂- -C(=O)- K207 J19 S 5-0043 -(CH₂)₂- -C(=O)- K207 J70 S 5-0044 -(CH₂)₂- -C(=O)- K215 J10 S 5-0045 -(CH₂)₂- -C(=O)- K215 J51 S 5-0046 -(CH₂)₂- -C(=O)- K217 J128 S 5-0047 -(CH₂)₂- -C(=O)- K217 J149 O 5-0048 -(CH₂)₂- -C(=O)- K229 J140 S 5-0049 -(CH₂)₃- -C(=O)- K1 J9 S 5-0050 -(CH₂)₃- -C(=O)- K1 J131 O 5-0051 -(CH₂)₃- -C(=O)- K8 J9 S 5-0052 -(CH₂)₃- -C(=O)- K8 J128 O 5-0053 -(CH₂)₃- -C(=O)- K8 J149 S 5-0054 -(CH₂)₃- -C(=O)- K11 J9 S 5-0055 -(CH₂)₃- -C(=O)- K13 J126 S 5-0056 -(CH₂)₃- -C(=O)- K13 J140 S 5-0057 -(CH₂)₃- -C(=O)- K24 J19 O 5-0058 -(CH₂)₃- -C(=O)- K34 J10 S 5-0059 -(CH₂)₃- -C(=O)- K34 J51 S 5-0060 -(CH₂)₃- -C(=O)- K99 J9 S 5-0061 -(CH₂)₃- -C(=O)- K101 J3 S 5-0062 -(CH₂)₃- -C(=O)- K107 J70 O 5-0063 -(CH₂)₃- -C(=O)- K110 J10 O 5-0064 -(CH₂)₃- -C(=O)- K150 J128 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 5-0065 -(CH₂)₃- -C(=O)- K150 J149 O 5-0066 -(CH₂)₃- -C(=O)- K160 J140 S 5-0067 -(CH₂)₃- -C(=O)- K167 J19 S 5-0068 -(CH₂)₃- -C(=O)- K175 J51 S 5-0069 -(CH₂)₃- -C(=O)- K175 J78 S 5-0070 -(CH₂)₃- -C(=O)- K183 J70 S 5-0071 -(CH₂)₃- -C(=O)- K185 J3 S 5-0072 -(CH₂)₃- -C(=O)- K190 J10 S 5-0073 -(CH₂)₃- -C(=O)- K190 J51 O 5-0074 -(CH₂)₃- -C(=O)- K205 J9 S 5-0075 -(CH₂)₃- -C(=O)- K215 J78 O 5-0076 -(CH₂)₃- -C(=O)- K215 J131 S 5-0077 -(CH₂)₃- -C(=O)- K229 J126 S 5-0078 -(CH₂)₂- -C(=O)- K1 J126 S 5-0079 -(CH₂)₂- -C(=O)- K1 J129 S 5-0080 -(CH₂)₂- -C(=O)- K1 J130 S 5-0081 -(CH₂)₂- -C(=O)- K1 J138 S 5-0082 -(CH₂)₂- -C(=O)- K1 J140 S 5-0083 -(CH₂)₂- -C(=O)- K2 J9 S 5-0084 -(CH₂)₂- -C(=O)- K2 J126 S 5-0085 -(CH₂)₂- -C(=O)- K2 J129 S 5-0086 -(CH₂)₂- -C(=O)- K2 J130 S 5-0087 -(CH₂)₂- -C(=O)- K2 J138 S 5-0088 -(CH₂)₂- -C(=O)- K2 J140 S 5-0089 -(CH₂)₂- -C(=O)- K3 J9 S 5-0090 -(CH₂)₂- -C(=O)- K3 J126 S 5-0091 -(CH₂)₂- -C(=O)- K3 J129 S 5-0092 -(CH₂)₂- -C(=O)- K3 J130 S 5-0093 -(CH₂)₂- -C(=O)- K3 J138 S 5-0094 -(CH₂)₂- -C(=O)- K3 J140 S 5-0095 -(CH₂)₂- -C(=O)- K4 J9 S 5-0096 -(CH₂)₂- -C(=O)- K4 J126 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 5-0097 -(CH₂)₂- -C(=O)- K4 J129 S 5-0098 -(CH₂)₂- -C(=O)- K4 J130 S 5-0099 -(CH₂)₂- -C(=O)- K4 J138 S 5-0100 -(CH₂)₂- -C(=O)- K4 J140 S 5-0101 -(CH₂)₂- -C(=O)- K11 J126 S 5-0102 -(CH₂)₂- -C(=O)- K11 J129 S 5-0103 -(CH₂)₂- -C(=O)- K11 J130 S 5-0104 -(CH₂)₂- -C(=O)- K11 J138 S 5-0105 -(CH₂)₂- -C(=O)- K11 J140 S 5-0106 -(CH₂)₂- -C(=O)- K99 J126 S 5-0107 -(CH₂)₂- -C(=O)- K99 J129 S 5-0108 -(CH₂)₂- -C(=O)- K99 J130 S 5-0109 -(CH₂)₂- -C(=O)- K99 J138 S 5-0110 -(CH₂)₂- -C(=O)- K99 J140 S 5-0111 -(CH₂)₂- -C(=O)- K1 J9 O 5-0112 -(CH₂)₂- -C(=O)- R1 J126 O 5-0113 -(CH₂)₂- -C(=O)- K1 J129 O 5-0114 -(CH₂)₂- -C(=O)- K1 J130 O 5-0115 -(CH₂)₂- -C(=O)- K1 J138 O 5-0116 -(CH₂)₂- -C(=O)- K1 J140 O 5-0117 -(CH₂)₂- -C(=O)- K2 J9 O 5-0118 -(CH₂)₂- -C(=O)- K2 J126 O 5-0119 -(CH₂)₂- -C(=O)- K2 J129 O 5-0120 -(CH₂)₂- -C(=O)- K2 J130 O 5-0121 -(CH₂)₂- -C(=O)- K2 J138 O 5-0122 -(CH₂)₂- -C(=O)- K2 J140 O 5-0123 -(CH₂)₂- -C(=O)- K3 J9 O 5-0124 -(CH₂)₂- -C(=O)- K3 J126 O 5-0125 -(CH₂)₂- -C(=O)- K3 J129 O 5-0126 -(CH₂)₂- -C(=O)- K3 J130 O 5-0127 -(CH₂)₂- -C(=O)- K3 J138 O 5-0128 -(CH₂)₂- -C(=O)- K3 J140 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 5-0129 -(CH₂)₂- -C(=O)- K4 J9 O 5-0130 -(CH₂)₂- -C(=O)- K4 J126 O 5-0131 -(CH₂)₂- -C(=O)- K4 J129 O 5-0132 -(CH₂)₂- -C(=O)- K4 J130 O 5-0133 -(CH₂)₂- -C(=O)- K4 J138 O 5-0134 -(CH₂)₂- -C(=O)- K4 J140 O 5-0135 -(CH₂)₂- -C(=O)- K11 J9 O 5-0136 -(CH₂)₂- -C(=O)- K11 J126 O 5-0137 -(CH₂)₂- -C(=O)- K11 J129 O 5-0138 -(CH₂)₂- -C(=O)- K11 J130 O 5-0139 -(CH₂)₂- -C(=O)- K11 J138 O 5-0140 -(CH₂)₂- -C(=O)- K11 J140 O 5-0141 -(CH₂)₂- -C(=O)- K99 J9 O 5-0142 -(CH₂)₂- -C(=O)- K99 J126 O 5-0143 -(CH₂)₂- -C(=O)- K99 J129 O 5-0144 -(CH₂)₂- -C(=O)- K99 J130 O 5-0145 -(CH₂)₂- -C(=O)- K99 J138 O 5-0146 -(CH₂)₂- -C(=O)- K99 J140 O 5-0147 -(CH₂)₃- -C(=O)- K1 J9 O 5-0148 -(CH₂)₃- -C(=O)- K1 J126 O 5-0149 -(CH₂)₃- -C(=O)- K1 J129 O 5-0150 -(CH₂)₃- -C(=O)- K1 J130 O 5-0151 -(CH₂)₃- -C(=O)- K1 J138 O 5-0152 -(CH₂)₃- -C(=O)- K1 J140 O 5-0153 -(CH₂)₃- -C(=O)- K2 J9 O 5-0154 -(CH₂)₃- -C(=O)- K2 J126 O 5-0155 -(CH₂)₃- -C(=O)- K2 J129 O 5-0156 -(CH₂)₃- -C(=O)- K2 J130 O 5-0157 -(CH₂)₃- -C(=O)- K2 J138 O 5-0158 -(CH₂)₃- -C(=O)- K2 J140 O 5-0159 -(CH₂)₃- -C(=O)- K3 J9 O 5-0160 -(CH₂)₃- -C(=O)- K3 J126 O Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 5-0161 -(CH₂)₃- -C(=O)- K3 J129 O 5-0162 -(CH₂)₃- -C(=O)- K3 J130 O 5-0163 -(CH₂)₃- -C(=O)- K3 J138 O 5-0164 -(CH₂)₃- -C(=O)- K3 J140 O 5-0165 -(CH₂)₃- -C(=O)- K4 J9 S 5-0166 -(CH₂)₃- -C(=O)- K4 J126 S 5-0167 -(CH₂)₃- -C(=O)- K4 J129 S 5-0168 -(CH₂)₃- -C(=O)- K4 J130 S 5-0169 -(CH₂)₃- -C(=O)- K4 J138 S 5-0170 -(CH₂)₃- -C(=O)- K4 J140 S 5-0171 -(CH₂)₃- -C(=O)- K11 J126 S 5-0172 -(CH₂)₃- -C(=O)- K11 J129 S 5-0173 -(CH₂)₃- -C(=O)- K11 J130 S 5-0174 -(CH₂)₃- -C(=O)- K11 J138 S 5-0175 -(CH₂)₃- -C(=O)- K11 J140 S 5-0176 -(CH₂)₃- -C(=O)- K99 J126 S 5-0177 -(CH₂)₃- -C(=O)- K99 J129 S 5-0178 -(CH₂)₃- -C(=O)- K99 J130 S 5-0179 -(CH₂)₃- -C(=O)- K99 J138 S 5-0180 -(CH₂)₃- -C(=O)- K99 J140 S 5-0181 -(CH₂)₂- -C(=O)- K699 J9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0001 single bond single bond K1 N1 O 6-0002 single bond single bond K1 N1 S 6-0003 single bond single bond K1 N2 O 6-0004 single bond single bond K1 N2 S 6-0005 single bond single bond K1 N9 S 6-0006 single bond single bond K1 N12 S 6-0007 single bond single bond K1 N24 S 6-0008 single bond single bond K1 N40 S 6-0009 single bond single bond K1 N115 S 6-0010 single bond single bond K1 N128 S 6-0011 single bond single bond K1 N130 S 6-0012 single bond single bond K1 N140 S 6-0013 single bond single bond K1 N149 S 6-0014 single bond single bond K1 N150 S 6-0015 single bond single bond K2 N9 S 6-0016 single bond single bond K2 N24 S 6-0017 single bond single bond K2 N69 S 6-0018 single bond single bond K2 N115 S 6-0019 single bond single bond K2 N128 S 6-0020 single bond single bond K2 N140 S 6-0021 single bond single bond K2 N149 S 6-0022 single bond single bond K2 N150 S 6-0023 single bond single bond K11 N1 S 6-0024 single bond single bond K11 N2 S 6-0025 single bond single bond K11 N3 S 6-0026 single bond single bond K11 N4 S 6-0027 single bond single bond K11 N5 S 6-0028 single bond single bond K11 N24 S 6-0029 single bond single bond K11 N69 S 6-0030 single bond single bond K11 N115 S 6-0031 single bond single bond K11 N128 S 6-0032 single bond single bond K11 N140 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0033 single bond single bond K11 N149 S 6-0034 single bond single bond K11 N150 S 6-0035 single bond single bond K99 N2 S 6-0036 single bond single bond K99 N4 S 6-0037 single bond single bond K99 N9 S 6-0038 single bond single bond K99 N24 S 6-0039 single bond single bond K99 N69 S 6-0040 single bond single bond K99 N115 S 6-0041 single bond single bond K99 N130 S 6-0042 single bond single bond K99 N140 S 6-0043 single bond single bond K99 N149 S 6-0044 single bond single bond K99 N150 S 6-0045 single bond single bond K103 N4 S 6-0046 single bond single bond K103 N9 S 6-0047 single bond single bond K103 N128 S 6-0048 single bond single bond K103 N140 S 6-0049 single bond single bond K103 N149 S 6-0050 single bond single bond K240 N1 S 6-0051 single bond single bond K240 N2 S 6-0052 single bond single bond K240 N3 S 6-0053 single bond single bond K240 N4 S 6-0054 single bond single bond K240 N5 S 6-0055 single bond single bond K240 N69 S 6-0056 single bond single bond K240 N115 S 6-0057 single bond single bond K240 N128 S 6-0058 single bond single bond K240 N130 S 6-0059 single bond single bond K240 N140 S 6-0060 single bond single bond K240 N145 S 6-0061 single bond single bond K240 N149 S 6-0062 single bond single bond K240 N150 S 6-0063 single bond single bond K240 N151 S 6-0064 single bond single bond K240 N152 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0065 single bond single bond K240 N153 S 6-0066 single bond single bond K240 N154 S 6-0067 single bond single bond K240 N150 O 6-0068 -(CH₂)₂- -O- K1 N1 O 6-0069 -(CH₂)₂- -O- K1 N1 S 6-0070 -(CH₂)₂- -O- K4 N2 S 6-0071 -(CH₂)₂- -O- K11 N2 S 6-0072 -(CH₂)₂- -O- K99 N2 S 6-0073 -(CH₂)₂- -O- K1 N3 O 6-0074 -(CH₂)₂- -O- K1 N3 S 6-0075 -(CH₂)₂- -O- K4 N3 S 6-0076 -(CH₂)₂- -O- K11 N3 S 6-0077 -(CH₂)₂- -O- K99 N3 S 6-0078 -(CH₂)₂- -O- K1 N4 O 6-0079 -(CH₂)₂- -O- K1 N4 S 6-0080 -(CH₂)₂- -O- K4 N4 S 6-0081 -(CH₂)₂- -O- K99 N4 S 6-0082 -(CH₂)₂- -O- K1 N9 O 6-0083 -(CH₂)₂- -O- K1 N9 S 6-0084 -(CH₂)₂- -O- K1 N10 S 6-0085 -(CH₂)₂- -O- K1 N11 S 6-0086 -(CH₂)₂- -O- K1 N12 S 6-0087 -(CH₂)₂- -O- K1 N12 O 6-0088 -(CH₂)₂- -O- K1 N13 S 6-0089 -(CH₂)₂- -O- K1 N14 S 6-0090 -(CH₂)₂- -O- K1 N15 S 6-0091 -(CH₂)₂- -O- K1 N16 S 6-0092 -(CH₂)₂- -O- K1 N17 S 6-0093 -(CH₂)₂- -O- K1 N18 S 6-0094 -(CH₂)₂- -O- K1 N19 S 6-0095 -(CH₂)₂- -O- K1 N20 S 6-0096 -(CH₂)₂- -O- K1 N21 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0097 -(CH₂)₂- -O- K1 N22 S 6-0098 -(CH₂)₂- -O- K1 N23 S 6-0099 -(CH₂)₂- -O- K1 N24 O 6-0100 -(CH₂)₂- -O- K1 N24 S 6-0101 -(CH₂)₂- -O- K2 N24 S 6-0102 -(CH₂)₂- -O- K4 N24 S 6-0103 -(CH₂)₂- -O- K11 N24 S 6-0104 -(CH₂)₂- -O- K99 N24 S 6-0105 -(CH₂)₂- -O- K1 N25 S 6-0106 -(CH₂)₂- -O- K1 N26 S 6-0107 -(CH₂)₂- -O- K1 N27 S 6-0108 -(CH₂)₂- -O- K1 N28 S 6-0109 -(CH₂)₂- -O- K1 N29 S 6-0110 -(CH₂)₂- -O- K1 N30 S 6-0111 -(CH₂)₂- -O- K1 N31 S 6-0112 -(CH₂)₂- -O- K1 N32 S 6-0113 -(CH₂)₂- -O- K1 N33 S 6-0114 -(CH₂)₂- -O- K1 N34 S 6-0115 -(CH₂)₂- -O- K1 N35 S 6-0116 -(CH₂)₂- -O- K1 N36 S 6-0117 -(CH₂)₂- -O- K1 N37 S 6-0118 -(CH₂)₂- -O- K1 N38 S 6-0119 -(CH₂)₂- -O- K1 N39 S 6-0120 -(CH₂)₂- -O- K1 N40 S 6-0121 -(CH₂)₂- -O- K1 N41 S 6-0122 -(CH₂)₂- -O- K1 N42 S 6-0123 -(CH₂)₂- -O- K1 N43 S 6-0124 -(CH₂)₂- -O- K1 N44 S 6-0125 -(CH₂)₂- -O- K1 N45 S 6-0126 -(CH₂)₂- -O- K1 N46 S 6-0127 -(CH₂)₂- -O- K1 N47 S 6-0128 -(CH₂)₂- -O- K1 N48 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0129 -(CH₂)₂- -O- K1 N49 S 6-0130 -(CH₂)₂- -O- K1 N50 S 6-0131 -(CH₂)₂- -O- K1 N51 S 6-0132 -(CH₂)₂- -O- K1 N52 S 6-0133 -(CH₂)₂- -O- K1 N53 S 6-0134 -(CH₂)₂- -O- K1 N54 S 6-0135 -(CH₂)₂- -O- K1 N55 S 6-0136 -(CH₂)₂- -O- K1 N56 S 6-0137 -(CH₂)₂- -O- K1 N57 S 6-0138 -(CH₂)₂- -O- K1 N58 S 6-0139 -(CH₂)₂- -O- K1 N59 S 6-0140 -(CH₂)₂- -O- K1 N60 S 6-0141 -(CH₂)₂- -O- K1 N61 S 6-0142 -(CH₂)₂- -O- K1 N62 O 6-0143 -(CH₂)₂- -O- K1 N63 S 6-0144 -(CH₂)₂- -O- K1 N64 S 6-0145 -(CH₂)₂- -O- K1 N65 S 6-0146 -(CH₂)₂- -O- K1 N66 S 6-0147 -(CH₂)₂- -O- K1 N67 S 6-0148 -(CH₂)₂- -O- K1 N68 S 6-0149 -(CH₂)₂- -O- K1 N69 S 6-0150 -(CH₂)₂- -O- K1 N70 S 6-0151 -(CH₂)₂- -O- K1 N71 S 6-0152 -(CH₂)₂- -O- K1 N72 S 6-0153 -(CH₂)₂- -O- K1 N73 S 6-0154 -(CH₂)₂- -O- K1 N74 S 6-0155 -(CH₂)₂- -O- K1 N75 S 6-0156 -(CH₂)₂- -O- K1 N76 S 6-0157 -(CH₂)₂- -O- K1 N77 S 6-0158 -(CH₂)₂- -O- K1 N78 S 6-0159 -(CH₂)₂- -O- K1 N79 S 6-0160 -(CH₂)₂- -O- K1 N80 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0161 -(CH₂)₂- -O- K1 N81 S 6-0162 -(CH₂)₂- -O- K1 N82 S 6-0163 -(CH₂)₂- -O- K1 N83 S 6-0164 -(CH₂)₂- -O- K1 N84 S 6-0165 -(CH₂)₂- -O- K1 N85 S 6-0166 -(CH₂)₂- -O- K1 N86 S 6-0167 -(CH₂)₂- -O- K1 N87 S 6-0168 -(CH₂)₂- -O- K1 N88 S 6-0169 -(CH₂)₂- -O- K1 N89 S 6-0170 -(CH₂)₂- -O- K1 N90 S 6-0171 -(CH₂)₂- -O- K1 N91 S 6-0172 -(CH₂)₂- -O- K1 N92 S 6-0173 -(CH₂)₂- -O- K1 N93 S 6-0174 -(CH₂)₂- -O- K1 N94 S 6-0175 -(CH₂)₂- -O- K1 N95 O 6-0176 -(CH₂)₂- -O- K1 N96 S 6-0177 -(CH₂)₂- -O- K1 N97 S 6-0178 -(CH₂)₂- -O- K1 N98 S 6-0179 -(CH₂)₂- -O- K1 N99 S 6-0180 -(CH₂)₂- -O- K1 N100 S 6-0181 -(CH₂)₂- -O- K1 N101 S 6-0182 -(CH₂)₂- -O- K1 N102 S 6-0183 -(CH₂)₂- -O- K1 N103 S 6-0184 -(CH₂)₂- -O- K1 N104 S 6-0185 -(CH₂)₂- -O- K1 N105 S 6-0186 -(CH₂)₂- -O- K1 N106 S 6-0187 -(CH₂)₂- -O- K1 N107 S 6-0188 -(CH₂)₂- -O- K1 N108 S 6-0189 -(CH₂)₂- -O- K1 N109 S 6-0190 -(CH₂)₂- -O- K1 N110 S 6-0191 -(CH₂)₂- -O- K1 N111 S 6-0192 -(CH₂)₂- -O- K1 N112 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0193 -(CH₂)₂- -O- K1 N113 S 6-0194 -(CH₂)₃- -O- K1 N114 S 6-0195 -(CH₂)₃- -O- K1 N115 S 6-0196 -(CH₂)₃- -O- K1 N116 S 6-0197 -(CH₂)₃- -O- K1 N117 S 6-0198 -(CH₂)₃- -O- K1 N118 S 6-0199 -(CH₂)₃- -O- K1 N119 S 6-0200 -(CH₂)₂- -O- K1 N120 S 6-0201 -(CH₂)₂- -O- K1 N121 S 6-0202 -(CH₂)₂- -O- K1 N122 S 6-0203 -(CH₂)₂- -O- K1 N123 S 6-0204 -(CH₂)₂- -O- K1 N124 S 6-0205 -(CH₂)₂- -O- K1 N125 S 6-0206 -(CH₂)₂- -O- K1 N126 S 6-0207 -(CH₂)₂- -O- K1 N127 S 6-0208 -(CH₂)₂- -O- K1 N128 O 6-0209 -(CH₂)₂- -O- K1 N128 S 6-0210 -(CH₂)₂- -O- K2 N128 S 6-0211 -(CH₂)₂- -O- K4 N128 S 6-0212 -(CH₂)₂- -O- K11 N128 S 6-0213 -(CH₂)₂- -O- K99 N128 S 6-0214 -(CH₂)₂- -O- K1 N129 S 6-0215 -(CH₂)₂- -O- K1 N130 S 6-0216 -(CH₂)₂- -O- K1 N131 S 6-0217 -(CH₂)₂- -O- K1 N132 S 6-0218 -(CH₂)₂- -O- K1 N133 S 6-0219 -(CH₂)₂- -O- K1 N134 S 6-0220 -(CH₂)₂- -O- K1 N135 S 6-0221 -(CH₂)₂- -O- K1 N136 S 6-0222 -(CH₂)₂- -O- K1 N137 S 6-0223 -(CH₂)₂- -O- K1 N138 S 6-0224 -(CH₂)₂- -O- K1 N139 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0225 -(CH₂)₂- -O- K1 N140 S 6-0226 -(CH₂)₂- -O- K1 N141 S 6-0227 -(CH₂)₂- -O- K1 N142 S 6-0228 -(CH₂)₂- -O- K1 N143 S 6-0229 -(CH₂)₂- -O- K1 N144 S 6-0230 -(CH₂)₂- -O- K1 N145 S 6-0231 -(CH₂)₂- -O- K1 N146 S 6-0232 -(CH₂)₂- -O- K1 N147 S 6-0233 -(CH₂)₂- -O- K1 N132 O 6-0234 -(CH₂)₂- -O- K1 N133 O 6-0235 -(CH₂)₂- -O- K1 N134 O 6-0236 -(CH₂)₂- -O- K1 N135 O 6-0237 -(CH₂)₂- -O- K1 N136 O 6-0238 -(CH₂)₂- -O- K1 N137 O 6-0239 -(CH₂)₂- -O- K1 N138 O 6-0240 -(CH₂)₂- -O- K1 N139 O 6-0241 -(CH₂)₂- -O- K1 N140 O 6-0242 -(CH₂)₂- -O- K1 N141 O 6-0243 -(CH₂)₂- -O- K1 N142 O 6-0244 -(CH₂)₂- -O- K1 N143 O 6-0245 -(CH₂)₂- -O- K1 N144 O 6-0246 -(CH₂)₂- -O- K1 N145 O 6-0247 -(CH₂)₂- -O- K1 N146 O 6-0248 -(CH₂)₂- -O- K1 N147 O 6-0249 -(CH₂)₂- -O- K1 N148 S 6-0250 -(CH₂)₂- -O- K1 N149 S 6-0251 -(CH₂)₂- -O- K99 N149 S 6-0252 -(CH₂)₂- -O- K1 N150 S 6-0253 -(CH₂)₂- -O- K99 N150 S 6-0254 -(CH₂)₂- -O- K1 N151 S 6-0255 -(CH₂)₂- -O- K1 N152 S 6-0256 -(CH₂)₂- -O- K99 N152 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0257 -(CH₂)₂- -O- K1 N153 O 6-0258 -(CH₂)₂- -O- K1 N153 S 6-0259 -(CH₂)₂- -O- K99 N153 S 6-0260 -(CH₂)₂- -O- K1 N154 O 6-0261 -(CH₂)₂- -O- K1 N154 S 6-0262 -(CH₂)₂- -O- K1 N155 S 6-0263 -(CH₂)₂- -O- K1 N156 S 6-0264 -(CH₂)₂- -O- K1 N157 S 6-0265 -(CH₂)₂- -O- K1 N158 S 6-0266 -(CH₂)₃- -O- K1 N4 O 6-0267 -(CH₂)₃- -O- K1 N4 S 6-0268 -(CH₂)₃- -O- K4 N4 S 6-0269 -(CH₂)₃- -O- K11 N4 S 6-0270 -(CH₂)₃- -O- K99 N4 S 6-0271 -(CH₂)₃- -O- K1 N9 O 6-0272 -(CH₂)₃- -O- K1 N9 S 6-0273 -(CH₂)₃- -O- K4 N9 S 6-0274 -(CH₂)₃- -O- K11 N9 S 6-0275 -(CH₂)₃- -O- K99 N9 S 6-0276 -(CH₂)₃- -O- K1 N11 O 6-0277 -(CH₂)₃- -O- K1 N11 S 6-0278 -(CH₂)₃- -O- K4 N11 S 6-0279 -(CH₂)₃- -O- K11 N11 S 6-0280 -(CH₂)₃- -O- K99 N11 S 6-0281 -(CH₂)₃- -O- K1 N16 O 6-0282 -(CH₂)₃- -O- K1 N16 S 6-0283 -(CH₂)₃- -O- K4 N16 S 6-0284 -(CH₂)₃- -O- K11 N16 S 6-0285 -(CH₂)₃- -O- K99 N16 S 6-0286 -(CH₂)₃- -O- K1 N24 O 6-0287 -(CH₂)₃- -O- K1 N24 S 6-0288 -(CH₂)₃- -O- K4 N24 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0289 -(CH₂)₃- -O- K11 N24 S 6-0290 -(CH₂)₃- -O- K99 N24 S 6-0291 -(CH₂)₃- -O- K1 N53 O 6-0292 -(CH₂)₃- -O- K1 N53 S 6-0293 -(CH₂)₃- -O- K4 N53 S 6-0294 -(CH₂)₃- -O- K11 N53 S 6-0295 -(CH₂)₃- -O- K99 N53 S 6-0296 -(CH₂)₃- -O- K1 N65 O 6-0297 -(CH₂)₃- -O- K1 N65 S 6-0298 -(CH₂)₃- -O- K4 N65 S 6-0299 -(CH₂)₃- -O- K1 N69 S 6-0300 -(CH₂)₃- -O- K4 N69 S 6-0301 -(CH₂)₃- -O- K11 N69 S 6-0302 -(CH₂)₃- -O- K99 N69 S 6-0303 -(CH₂)₃- -O- K1 N70 S 6-0304 -(CH₂)₃- -O- K4 N70 S 6-0305 -(CH₂)₃- -O- K11 N70 S 6-0306 -(CH₂)₃- -O- K99 N70 S 6-0307 -(CH₂)₃- -O- K1 N76 S 6-0308 -(CH₂)₃- -O- K4 N76 S 6-0309 -(CH₂)₃- -O- K11 N76 S 6-0310 -(CH₂)₃- -O- K99 N76 S 6-0311 -(CH₂)₃- -O- K1 N77 S 6-0312 -(CH₂)₃- -O- K4 N77 S 6-0313 -(CH₂)₃- -O- K11 N77 S 6-0314 -(CH₂)₃- -O- K99 N77 S 6-0315 -(CH₂)₃- -O- K1 N100 S 6-0316 -(CH₂)₃- -O- K4 N100 S 6-0317 -(CH₂)₃- -O- K11 N100 S 6-0318 -(CH₂)₃- -O- K99 N100 S 6-0319 -(CH₂)₃- -O- K1 N115 O 6-0320 -(CH₂)₃- -O- K4 N115 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0321 -(CH₂)₃- -O- K11 N115 S 6-0322 -(CH₂)₃- -O- K99 N115 S 6-0323 -(CH₂)₃- -O- K1 N116 O 6-0324 -(CH₂)₃- -O- K4 N116 S 6-0325 -(CH₂)₃- -O- K11 N116 S 6-0326 -(CH₂)₃- -O- K99 N116 S 6-0327 -(CH₂)₃- -O- K1 N122 S 6-0328 -(CH₂)₃- -O- K4 N122 S 6-0329 -(CH₂)₃- -O- K11 N122 S 6-0330 -(CH₂)₃- -O- K99 N122 S 6-0331 -(CH₂)₃- -O- K4 N123 S 6-0332 -(CH₂)₃- -O- K1 N128 S 6-0333 -(CH₂)₃- -O- K4 N128 S 6-0334 -(CH₂)₃- -O- K11 N128 S 6-0335 -(CH₂)₃- -O- K99 N128 S 6-0336 -(CH₂)₃- -O- K1 N129 S 6-0337 -(CH₂)₃- -O- K4 N129 S 6-0338 -(CH₂)₃- -O- K11 N129 S 6-0339 -(CH₂)₃- -O- K99 N129 S 6-0340 -(CH₂)₃- -O- K1 N130 S 6-0341 -(CH₂)₃- -O- K4 N130 S 6-0342 -(CH₂)₃- -O- K1 N135 S 6-0343 -(CH₂)₃- -O- K4 N135 S 6-0344 -(CH₂)₃- -O- K1 N139 S 6-0345 -(CH₂)₃- -O- K4 N139 S 6-0346 -(CH₂)₃- -O- K1 N140 S 6-0347 -(CH₂)₃- -O- K4 N140 S 6-0348 -(CH₂)₃- -O- K1 N141 S 6-0349 -(CH₂)₃- -O- K4 N141 S 6-0350 -(CH₂)₃- -O- K11 N141 S 6-0351 -(CH₂)₃- -O- K99 N141 S 6-0352 -(CH₂)₃- -O- K1 N142 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0353 -(CH₂)₃- -O- K4 N142 S 6-0354 -(CH₂)₃- -O- K11 N142 S 6-0355 -(CH₂)₃- -O- K99 N142 S 6-0356 -(CH₂)₃- -O- K1 N143 S 6-0357 -(CH₂)₃- -O- K4 N143 S 6-0358 -(CH₂)₃- -O- K11 N143 S 6-0359 -(CH₂)₃- -O- K99 N143 S 6-0360 -(CH₂)₃- -O- K1 N144 S 6-0361 -(CH₂)₃- -O- K4 N144 S 6-0362 -(CH₂)₃- -O- K11 N144 S 6-0363 -(CH₂)₃- -O- K99 N144 S 6-0364 -(CH₂)₃- -O- K1 N145 S 6-0365 -(CH₂)₃- -O- K1 N146 S 6-0366 -(CH₂)₃- -O- K4 N146 S 6-0367 -(CH₂)₃- -O- K11 N146 S 6-0368 -(CH₂)₃- -O- K99 N146 S 6-0369 -(CH₂)₃- -O- K1 N147 S 6-0370 -(CH₂)₃- -O- K4 N147 S 6-0371 -(CH₂)₃- -O- K11 N147 S 6-0372 -(CH₂)₃- -O- K99 N147 S 6-0373 -(CH₂)₃- -O- K1 N148 S 6-0374 -(CH₂)₃- -O- K4 N148 S 6-0375 -(CH₂)₃- -O- K11 N148 S 6-0376 -(CH₂)₃- -O- K99 N148 S 6-0377 -(CH₂)₃- -O- K1 N149 S 6-0378 -(CH₂)₃- -O- K4 N149 S 6-0379 -(CH₂)₃- -O- K11 N149 S 6-0380 -(CH₂)₃- -O- K99 N149 S 6-0381 -(CH₂)₃- -O- K1 N150 S 6-0382 -(CH₂)₃- -O- K4 N150 S 6-0383 -(CH₂)₃- -O- K11 N150 S 6-0384 -(CH₂)₃- -O- K99 N150 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0385 -(CH₂)₃- -O- K1 N151 S 6-0386 -(CH₂)₃- -O- K4 N152 S 6-0387 -(CH₂)₃- -O- K11 N153 S 6-0388 -(CH₂)₃- -O- K99 N154 S 6-0389 -(CH₂)₃- -O- K1 N155 S 6-0390 -(CH₂)₃- -O- K4 N155 S 6-0391 -(CH₂)₃- -O- K11 N155 S 6-0392 -(CH₂)₃- -O- K99 N155 S 6-0393 -(CH₂)₃- -O- K1 N156 S 6-0394 -(CH₂)₃- -O- K4 N156 S 6-0395 -(CH₂)₃- -O- K11 N156 S 6-0396 -(CH₂)₃- -O- K1 N157 S 6-0397 -(CH₂)₃- -O- K1 N158 S 6-0398 -(CH₂)₂- -NH-C(=O)- K1 N3 S 6-0399 -(CH₂)₂- -NH-C(=O)- K1 N9 S 6-0400 -(CH₂)₂- -NH-C(=O)- K1 N69 S 6-0401 -(CH₂)₂- -NH-C(=O)- K1 N12 S 6-0402 -(CH₂)₂- -NH-C(=O)- K1 N115 S 6-0403 -(CH₂)₂- -NH-C(=O)- K1 N116 S 6-0404 -(CH₂)₂- -NH-C(=O)- K1 N128 S 6-0405 -(CH₂)₂- -NH-C(=O)- K1 N140 S 6-0406 -(CH₂)₂- -NH-C(=O)- K1 N150 S 6-0407 -(CH₂)₂- -NH-C(=O)- K1 N153 S 6-0408 -(CH₂)₂- -NH-C(=O)- K8 N3 S 6-0409 -(CH₂)₂- -NH-C(=O)- K8 N9 S 6-0410 -(CH₂)₂- -NH-C(=O)- K8 N69 S 6-0411 -(CH₂)₂- -NH-C(=O)- K8 N115 S 6-0412 -(CH₂)₂- -NH-C(=O)- K11 N3 S 6-0413 -(CH₂)₂- -NH-C(=O)- K11 N9 S 6-0414 -(CH₂)₂- -NH-C(=S)- K11 N9 S 6-0415 -(CH₂)₂- -NH-C(=O)- K11 N69 S 6-0416 -(CH₂)₂- -NH-C(=O)- K11 N115 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0417 -(CH₂)₂- -NH-C(=O)- K11 N116 S 6-0418 -(CH₂)₂- -NH-C(=O)- K11 N128 S 6-0419 -(CH₂)₂- -NH-C(=O)- K11 N140 S 6-0420 -(CH₂)₂- -NH-C(=O)- K11 N150 S 6-0421 -(CH₂)₂- -NH-C(=O)- K11 N153 S 6-0422 -(CH₂)₂- -NH-C(=O)- K13 N3 S 6-0423 -(CH₂)₂- -NH-C(=O)- K13 N9 S 6-0424 -(CH₂)₂- -NH-C(=O)- K13 N69 S 6-0425 -(CH₂)₂- -NH-C(=O)- K13 N115 S 6-0426 -(CH₂)₂- -NH-C(=O)- K14 N3 S 6-0427 -(CH₂)₂- -NH-C(=O)- K14 N9 S 6-0428 -(CH₂)₂- -NH-C(=O)- K14 N69 S 6-0429 -(CH₂)₂- -NH-C(=O)- K14 N115 S 6-0430 -(CH₂)₂- -NH-C(=O)- K14 N128 S 6-0431 -(CH₂)₂- -NH-C(=O)- K15 N3 S 6-0432 -(CH₂)₂- -NH-C(=O)- K15 N9 S 6-0433 -(CH₂)₂- -NH-C(=O)- K15 N115 S 6-0434 -(CH₂)₂- -NH-C(=O)- K16 N3 S 6-0435 -(CH₂)₂- -NH-C(=O)- K16 N9 S 6-0436 -(CH₂)₂- -NH-C(=O)- K16 N115 S 6-0437 -(CH₂)₂- -NH-C(=O)- K19 N3 S 6-0438 -(CH₂)₂- -NH-C(=O)- K19 N9 S 6-0439 -(CH₂)₂- -NH-C(=O)- K19 N115 S 6-0440 -(CH₂)₂- -NH-C(=O)- K23 N3 S 6-0441 -(CH₂)₂- -NH-C(=O)- K23 N9 S 6-0442 -(CH₂)₂- -NH-C(=O)- K23 N115 S 6-0443 -(CH₂)₂- -NH-C(=O)- K24 N3 S 6-0444 -(CH₂)₂- -NH-C(=O)- K24 N9 S 6-0445 -(CH₂)₂- -NH-C(=O)- K24 N115 S 6-0446 -(CH₂)₂- -NH-C(=O)- K34 N3 S 6-0447 -(CH₂)₂- -NH-C(=O)- K34 N9 S 6-0448 -(CH₂)₂- -NH-C(=O)- K34 N115 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0449 -(CH₂)₂- -NH-C(=O)- K35 N3 S 6-0450 -(CH₂)₂- -NH-C(=O)- K35 N9 S 6-0451 -(CH₂)₂- -NH-C(=O)- K35 N115 S 6-0452 -(CH₂)₂- -NH-C(=O)- K37 N3 S 6-0453 -(CH₂)₂- -NH-C(=O)- K37 N9 S 6-0454 -(CH₂)₂- -NH-C(=O)- K37 N115 S 6-0455 -(CH₂)₂- -NH-C(=O)- K39 N3 S 6-0456 -(CH₂)₂- -NH-C(=O)- K39 N9 S 6-0457 -(CH₂)₂- -NH-C(=O)- K39 N115 S 6-0458 -(CH₂)₂- -NH-C(=O)- K46 N3 S 6-0459 -(CH₂)₂- -NH-C(=O)- K46 N9 S 6-0460 -(CH₂)₂- -NH-C(=O)- K46 N115 S 6-0461 -(CH₂)₂- -NH-C(=O)- K47 N3 S 6-0462 -(CH₂)₂- -NH-C(=O)- K47 N9 S 6-0463 -(CH₂)₂- -NH-C(=O)- K47 N115 S 6-0464 -(CH₂)₂- -NH-C(=O)- K50 N3 S 6-0465 -(CH₂)₂- -NH-C(=O)- K50 N9 S 6-0466 -(CH₂)₂- -NH-C(=O)- K50 N115 S 6-0467 -(CH₂)₂- -NH-C(=O)- K53 N3 S 6-0468 -(CH₂)₂- -NH-C(=O)- K53 N9 S 6-0469 -(CH₂)₂- -NH-C(=O)- K53 N115 S 6-0470 -(CH₂)₂- -NH-C(=O)- K54 N3 S 6-0471 -(CH₂)₂- -NH-C(=O)- K54 N9 S 6-0472 -(CH₂)₂- -NH-C(=O)- K54 N115 S 6-0473 -(CH₂)₂- -NH-C(=O)- K56 N3 S 6-0474 -(CH₂)₂- -NH-C(=O)- K56 N9 S 6-0475 -(CH₂)₂- -NH-C(=O)- K56 N115 S 6-0476 -(CH₂)₂- -NH-C(=O)- K50 N3 O 6-0477 -(CH₂)₂- -NH-C(=O)- K60 N9 S 6-0478 -(CH₂)₂- -NH-C(=O)- K60 N115 S 6-0479 -(CH₂)₂- -NH-C(=O)- K62 N3 S 6-0480 -(CH₂)₂- -NH-C(=O)- K62 N9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0481 -(CH₂)₂- -NH-C(=O)- K62 N115 S 6-0482 -(CH₂)₂- -NH-C(=O)- K63 N3 S 6-0483 -(CH₂)₂- -NH-C(=O)- K63 N9 S 6-0484 -(CH₂)₂- -NH-C(=O)- K63 N115 S 6-0485 -(CH₂)₂- -NH-C(=O)- K64 N3 S 6-0486 -(CH₂)₂- -NH-C(=O)- K64 N9 S 6-0487 -(CH₂)₂- -NH-C(=O)- K64 N115 S 6-0488 -(CH₂)₂- -NH-C(=O)- K75 N3 S 6-0489 -(CH₂)₂- -NH-C(=O)- K75 N9 S 6-0490 -(CH₂)₂- -NH-C(=O)- K75 N115 S 6-0491 -(CH₂)₂- -NH-C(=O)- K77 N3 S 6-0492 -(CH₂)₂- -NH-C(=O)- K77 N9 S 6-0493 -(CH₂)₂- -NH-C(=O)- K77 N115 S 6-0494 -(CH₂)₂- -NH-C(=O)- K99 N3 S 6-0495 -(CH₂)₂- -NH-C(=O)- K99 N9 S 6-0496 -(CH₂)₂- -NH-C(=O)- K99 N115 S 6-0497 -(CH₂)₂- -NH-C(=O)- K100 N3 S 6-0498 -(CH₂)₂- -NH-C(=O)- K100 N9 S 6-0499 -(CH₂)₂- -NH-C(=O)- K100 N115 S 6-0500 -(CH₂)₂- -NH-C(=O)- K102 N3 S 6-0501 -(CH₂)₂- -NH-C(=O)- K102 N9 S 6-0502 -(CH₂)₂- -NH-C(=O)- K102 N115 S 6-0503 -(CH₂)₂- -NH-C(=O)- K241 N3 S 6-0504 -(CH₂)₂- -NH-C(=O)- K241 N9 S 6-0505 -(CH₂)₂- -NH-C(=O)- K241 N115 S 6-0506 -(CH₂)₂- -NH-C(=O)- K242 N3 S 6-0507 -(CH₂)₂- -NH-C(=O)- K242 N9 S 6-0508 -(CH₂)₂- -NH-C(=O)- K242 N115 S 6-0509 -(CH₂)₂- -NH-C(=O)- K243 N3 S 6-0510 -(CH₂)₂- -NH-C(=O)- K243 N9 S 6-0511 -(CH₂)₂- -NH-C(=O)- K243 N115 S 6-0512 -(CH₂)₂- -NH-C(=O)- K244 N3 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0513 -(CH₂)₂- -NH-C(=O)- K244 N9 S 6-0514 -(CH₂)₂- -NH-C(=O)- K244 N115 S 6-0515 -(CH₂)₂- -NH-C(=O)- K245 N3 S 6-0516 -(CH₂)₂- -NH-C(=O)- K245 N9 S 6-0517 -(CH₂)₂- -NH-C(=O)- K245 N115 S 6-0518 -(CH₂)₂- -NH-C(=O)- K246 N3 S 6-0519 -(CH₂)₂- -NH-C(=O)- K246 N9 S 6-0520 -(CH₂)₂- -NH-C(=O)- K246 N115 S 6-0521 -(CH₂)₂- -NH-C(=O)- K247 N3 S 6-0522 -(CH₂)₂- -NH-C(=O)- K247 N9 S 6-0523 -(CH₂)₂- -NH-C(=O)- K247 N115 S 6-0524 -(CH₂)₂- -NH-C(=O)- K248 N3 S 6-0525 -(CH₂)₂- -NH-C(=O)- K248 N9 S 6-0526 -(CH₂)₂- -NH-C(=O)- K248 N115 S 6-0527 -(CH₂)₂- -NH-C(=O)- K249 N115 S 6-0528 -(CH₂)₂- -NH-C(=O)- K253 N115 S 6-0529 -(CH₂)₂- -NH-C(=O)- K254 N115 S 6-0530 -(CH₂)₃- -NH-C(=O)- K1 N1 S 6-0531 -(CH₂)₃- -NH-C(=O)- K1 N3 S 6-0532 -(CH₂)₃- -NH-C(=O)- K1 N9 S 6-0533 -(CH₂)₃- -NH-C(=O)- K1 N69 S 6-0534 -(CH₂)₃- -NH-C(=O)- K1 N12 S 6-0535 -(CH₂)₃- -NH-C(=O)- K1 N115 S 6-0536 -(CH₂)₃- -NH-C(=O)- K1 N116 S 6-0537 -(CH₂)₃- -NH-C(=O)- K1 N128 S 6-0538 -(CH₂)₃- -NH-C(=O)- K1 N140 S 6-0539 -(CH₂)₃- -NH-C(=O)- K1 N150 S 6-0540 -(CH₂)₃- -NH-C(=O)- K1 N153 S 6-0541 -(CH₂)₃- -NH-C(=O)- K11 N1 S 6-0542 -(CH₂)₃- -NH-C(=O)- K11 N3 S 6-0543 -(CH₂)₃- -NH-C(=O)- K11 N9 S 6-0544 -(CH₂)₃- -NH-C(=O)- K11 N69 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0545 -(CH₂)₃- -NH-C(=O)- K11 N12 S 6-0546 -(CH₂)₃- -NH-C(=O)- K11 N115 S 6-0547 -(CH₂)₃- -NH-C(=O)- K11 N116 S 6-0548 -(CH₂)₃- -NH-C(=O)- K11 N128 S 6-0549 -(CH₂)₃- -NH-C(=O)- K11 N140 S 6-0550 -(CH₂)₃- -NH-C(=O)- K11 N150 S 6-0551 -(CH₂)₃- -NH-C(=O)- K11 N153 S 6-0552 -(CH₂)₃- -NH-C(=O)- K35 N1 S 6-0553 -(CH₂)₃- -NH-C(=O)- K35 N3 S 6-0554 -(CH₂)₃- -NH-C(=O)- K35 N9 S 6-0555 -(CH₂)₃- -NH-C(=O)- K35 N69 S 6-0556 -(CH₂)₃- -NH-C(=O)- K35 N12 S 6-0557 -(CH₂)₃- -NH-C(=O)- K35 N115 S 6-0558 -(CH₂)₃- -NH-C(=O)- K35 N116 S 6-0559 -(CH₂)₃- -NH-C(=O)- K35 N128 S 6-0560 -(CH₂)₃- -NH-C(=O)- K35 N140 S 6-0561 -(CH₂)₃- -NH-C(=O)- K35 N150 S 6-0562 -(CH₂)₃- -NH-C(=O)- K35 N153 S 6-0563 -(CH₂)₃- -NH-C(=O)- K37 N1 S 6-0564 -(CH₂)₃- -NH-C(=O)- K37 N3 S 6-0565 -(CH₂)₃- -NH-C(=O)- K37 N9 S 6-0566 -(CH₂)₃- -NH-C(=O)- K37 N69 S 6-0567 -(CH₂)₃- -NH-C(=O)- K37 N12 S 6-0568 -(CH₂)₃- -NH-C(=O)- K37 N115 S 6-0569 -(CH₂)₃- -NH-C(=O)- K37 N116 S 6-0570 -(CH₂)₃- -NH-C(=O)- K37 N128 S 6-0571 -(CH₂)₃- -NH-C(=O)- K37 N140 S 6-0572 -(CH₂)₃- -NH-C(=O)- K37 N150 S 6-0573 -(CH₂)₃- -NH-C(=O)- K37 N153 S 6-0574 -(CH₂)₃- -NH-C(=O)- K50 N1 S 6-0575 -(CH₂)₃- -NH-C(=O)- K50 N3 S 6-0576 -(CH₂)₃- -NH-C(=O)- K50 N9 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0577 -(CH₂)₃- -NH-C(=O)- K50 N69 S 6-0578 -(CH₂)₃- -NH-C(=O)- K50 N12 S 6-0579 -(CH₂)₃- -NH-C(=O)- K50 N115 S 6-0580 -(CH₂)₃- -NH-C(=O)- K50 N116 S 6-0581 -(CH₂)₃- -NH-C(=O)- K50 N128 S 6-0582 -(CH₂)₃- -NH-C(=O)- K50 N140 S 6-0583 -(CH₂)₃- -NH-C(=O)- K50 N150 S 6-0584 -(CH₂)₃- -NH-C(=O)- K50 N153 S 6-0585 -(CH₂)₃- -NH-C(=O)- K62 N1 S 6-0586 -(CH₂)₃- -NH-C(=O)- K62 N3 S 6-0587 -(CH₂)₃- -NH-C(=O)- K62 N9 S 6-0588 -(CH₂)₃- -NH-C(=O)- K62 N69 S 6-0589 -(CH₂)₃- -NH-C(=O)- K62 N12 S 6-0590 -(CH₂)₃- -NH-C(=O)- K62 N115 S 6-0591 -(CH₂)₃- -NH-C(=O)- K62 N116 S 6-0592 -(CH₂)₃- -NH-C(=O)- K62 N128 S 6-0593 -(CH₂)₃- -NH-C(=O)- K62 N140 S 6-0594 -(CH₂)₃- -NH-C(=O)- K62 N150 S 6-0595 -(CH₂)₃- -NH-C(=O)- K62 N153 S 6-0596 -(CH₂)₃- -NH-C(=O)- K72 N1 S 6-0597 -(CH₂)₃- -NH-C(=O)- K72 N3 S 6-0598 -(CH₂)₃- -NH-C(=O)- K72 N9 S 6-0599 -(CH₂)₃- -NH-C(=O)- K72 N69 S 6-0600 -(CH₂)₃- -NH-C(=O)- K72 N12 S 6-0601 -(CH₂)₃- -NH-C(=O)- K72 N115 S 6-0602 -(CH₂)₃- -NH-C(=O)- K72 N116 S 6-0603 -(CH₂)₃- -NH-C(=O)- K72 N128 S 6-0604 -(CH₂)₃- -NH-C(=O)- K72 N140 S 6-0605 -(CH₂)₃- -NH-C(=O)- K72 N150 S 6-0606 -(CH₂)₃- -NH-C(=O)- K72 N153 S 6-0607 -(CH₂)₃- -NH-C(=O)- K78 N1 S 6-0608 -(CH₂)₃- -NH-C(=O)- K78 N3 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0609 -(CH₂)₃- -NH-C(=O)- K78 N9 S 6-0610 -(CH₂)₃- -NH-C(=O)- K78 N69 S 6-0611 -(CH₂)₃- -NH-C(=O)- K78 N12 S 6-0612 -(CH₂)₃- -NH-C(=O)- K78 N115 S 6-0613 -(CH₂)₃- -NH-C(=O)- K78 N116 S 6-0614 -(CH₂)₃- -NH-C(=O)- K78 N128 S 6-0615 -(CH₂)₃- -NH-C(=O)- K78 N140 S 6-0616 -(CH₂)₃- -NH-C(=O)- K78 N150 S 6-0617 -(CH₂)₃- -NH-C(=O)- K78 N153 S 6-0618 -(CH₂)₃- -NH-C(=O)- K99 N1 S 6-0619 -(CH₂)₃- -NH-C(=O)- K99 N3 S 6-0620 -(CH₂)₃- -NH-C(=O)- K99 N9 S 6-0621 -(CH₂)₃- -NH-C(=O)- K99 N69 S 6-0622 -(CH₂)₃- -NH-C(=O)- K99 N12 S 6-0623 -(CH₂)₃- -NH-C(=O)- K99 N115 S 6-0624 -(CH₂)₃- -NH-C(=O)- K99 N116 S 6-0625 -(CH₂)₃- -NH-C(=O)- K99 N128 S 6-0626 -(CH₂)₃- -NH-C(=O)- K99 N140 S 6-0627 -(CH₂)₃- -NH-C(=O)- K99 N150 S 6-0628 -(CH₂)₃- -NH-C(=O)- K99 N153 S 6-0629 -(CH₂)₃- -NH-C(=O)- K241 N1 S 6-0630 -(CH₂)₃- -NH-C(=O)- K241 N3 S 6-0631 -(CH₂)₃- -NH-C(=O)- K241 N9 S 6-0632 -(CH₂)₃- -NH-C(=O)- K241 N69 S 6-0633 -(CH₂)₃- -NH-C(=O)- K241 N12 S 6-0634 -(CH₂)₃- -NH-C(=O)- K241 N115 S 6-0635 -(CH₂)₃- -NH-C(=O)- K241 N116 S 6-0636 -(CH₂)₃- -NH-C(=O)- K241 N128 S 6-0637 -(CH₂)₃- -NH-C(=O)- K241 N140 S 6-0638 -(CH₂)₃- -NH-C(=O)- K241 N150 S 6-0639 -(CH₂)₃- -NH-C(=O)- K241 N153 S 6-0640 -(CH₂)₃- -NH-C(=O)- K242 N1 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0641 -(CH₂)₃- -NH-C(=O)- K242 N3 S 6-0642 -(CH₂)₃- -NH-C(=O)- K242 N9 S 6-0643 -(CH₂)₃- -NH-C(=O)- K242 N69 S 6-0644 -(CH₂)₃- -NH-C(=O)- K242 N12 S 6-0645 -(CH₂)₃- -NH-C(=O)- K242 N115 S 6-0646 -(CH₂)₃- -NH-C(=O)- K242 N116 S 6-0647 -(CH₂)₃- -NH-C(=O)- K242 N128 S 6-0648 -(CH₂)₃- -NH-C(=O)- K242 N140 S 6-0649 -(CH₂)₃- -NH-C(=O)- K242 N150 S 6-0650 -(CH₂)₃- -NH-C(=O)- K242 N153 S 6-0651 -(CH₂)₃- -NH-C(=O)- K245 N1 S 6-0652 -(CH₂)₃- -NH-C(=O)- K245 N3 S 6-0653 -(CH₂)₃- -NH-C(=O)- K245 N9 S 6-0654 -(CH₂)₃- -NH-C(=O)- K245 N69 S 6-0655 -(CH₂)₃- -NH-C(=O)- K245 N12 S 6-0656 -(CH₂)₃- -NH-C(=O)- K245 N115 S 6-0657 -(CH₂)₃- -NH-C(=O)- K245 N116 S 6-0658 -(CH₂)₃- -NH-C(=O)- K245 N128 S 6-0659 -(CH₂)₃- -NH-C(=O)- K245 N140 S 6-0660 -(CH₂)₃- -NH-C(=O)- K245 N150 S 6-0661 -(CH₂)₃- -NH-C(=O)- K245 N153 S 6-0662 -(CH₂)₃- -NH-C(=O)- K246 N1 S 6-0663 -(CH₂)₃- -NH-C(=O)- K246 N3 S 6-0664 -(CH₂)₃- -NH-C(=O)- K246 N9 S 6-0665 -(CH₂)₃- -NH-C(=O)- K246 N69 S 6-0666 -(CH₂)₃- -NH-C(=O)- K246 N12 S 6-0667 -(CH₂)₃- -NH-C(=O)- K246 N115 S 6-0668 -(CH₂)₃- -NH-C(=O)- K246 N116 S 6-0669 -(CH₂)₃- -NH-C(=O)- K246 N128 S 6-0670 -(CH₂)₃- -NH-C(=O)- K246 N140 S 6-0671 -(CH₂)₃- -NH-C(=O)- K246 N150 S 6-0672 -(CH₂)₃- -NH-C(=O)- K246 N153 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0673 -(CH₂)₃- -NH-C(=O)- K248 N1 S 6-0674 -(CH₂)₃- -NH-C(=O)- K248 N3 S 6-0675 -(CH₂)₃- -NH-C(=O)- K248 N9 S 6-0676 -(CH₂)₃- -NH-C(=O)- K248 N69 S 6-0677 -(CH₂)₃- -NH-C(=O)- K248 N12 S 6-0678 -(CH₂)₃- -NH-C(=O)- K248 N115 S 6-0679 -(CH₂)₃- -NH-C(=O)- K248 N116 S 6-0680 -(CH₂)₃- -NH-C(=O)- K248 N128 S 6-0681 -(CH₂)₃- -NH-C(=O)- K248 N140 S 6-0682 -(CH₂)₃- -NH-C(=O)- K248 N150 S 6-0683 -(CH₂)₃- -NH-C(=O)- K248 N153 S 6-0684 -(CH₂)₃- -NH-C(=O)- K250 N1 S 6-0685 -(CH₂)₃- -NH-C(=O)- K250 N3 S 6-0686 -(CH₂)₃- -NH-C(=O)- K250 N9 S 6-0687 -(CH₂)₃- -NH-C(=O)- K250 N69 S 6-0688 -(CH₂)₃- -NH-C(=O)- K250 N12 S 6-0689 -(CH₂)₃- -NH-C(=O)- K250 N115 S 6-0690 -(CH₂)₃- -NH-C(=O)- K250 N116 S 6-0691 -(CH₂)₃- -NH-C(=O)- K250 N128 S 6-0692 -(CH₂)₃- -NH-C(=O)- K250 N140 S 6-0693 -(CH₂)₃- -NH-C(=S)- K250 N150 S 6-0694 -(CH₂)₃- -NH-C(=S)- K250 N153 S 6-0695 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 N1 S 6-0696 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 N3 S 6-0697 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 N9 S 6-0698 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 N69 S 6-0699 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 N12 S 6-0700 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 N115 S 6-0701 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 N116 S 6-0702 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 N128 S 6-0703 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 N140 S 6-0704 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 N150 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0705 -(CH₂)₂- -C(=O)-N(CH₂CH₃)- K2 N153 S 6-0706 -(CH₂)₂- -C(=O)-N(CH₃)- K1 N1 S 6-0707 -(CH₂)₂- -C(=O)-N(CH₃)- K1 N3 S 6-0708 -(CH₂)₂- -C(=O)-N(CH₃)- K1 N9 S 6-0709 -(CH₂)₂- -C(=O)-N(CH₃)- K1 N69 S 6-0710 -(CH₂)₂- -C(=O)-N(CH₃)- K1 N12 S 6-0711 -(CH₂)₂- -C(=O)-N(CH₃)- K1 N115 S 6-0712 -(CH₂)₂- -C(=O)-N(CH₃)- K1 N116 S 6-0713 -(CH₂)₂- -C(=O)-N(CH₃)- K1 N128 S 6-0714 -(CH₂)₂- -C(=O)-N(CH₃)- K1 N140 S 6-0715 -(CH₂)₂- -C(=O)-N(CH₃)- K1 N150 S 6-0716 -(CH₂)₂- -C(=O)-N(CH₃)- K1 N153 S 6-0717 -(CH₂)₂- -C(=O)-N(CH₃)- K132 N1 S 6-0718 -(CH₂)₂- -C(=O)-NH- K8 N3 S 6-0719 -(CH₂)₂- -C(=O)-NH- K8 N9 S 6-0720 -(CH₂)₂- -C(=O)-NH- K8 N69 S 6-0721 -(CH₂)₂- -C(=O)-NH- K8 N12 S 6-0722 -(CH₂)₂- -C(=O)-NH- K8 N115 S 6-0723 -(CH₂)₂- -C(=O)-NH- K8 N116 S 6-0724 -(CH₂)₂- -C(=O)-NH- K8 N128 S 6-0725 -(CH₂)₂- -C(=O)-NH- K8 N140 S 6-0726 -(CH₂)₂- -C(=O)-NH- K8 N150 S 6-0727 -(CH₂)₂- -C(=O)-NH- K8 N153 S 6-0728 -(CH₂)₂- -NH-C(=O)-NH- K11 N1 S 6-0729 -(CH₂)₂- -NH-C(=O)-NH- K11 N3 S 6-0730 -(CH₂)₂- -NH-C(=O)-NH- K11 N9 S 6-0731 -(CH₂)₂- -NH-C(=O)-NH- K11 N69 S 6-0732 -(CH₂)₂- -NH-C(=O)-NH- K11 N12 S 6-0733 -(CH₂)₂- -NH-C(=O)-NH- K11 N115 S 6-0734 -(CH₂)₂- -NH-C(=O)-NH- K11 N116 S 6-0735 -(CH₂)₂- -NH-C(=O)-NH- K11 N128 S 6-0736 -(CH₂)₂- -NH-C(=O)-NH- K11 N140 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0737 -(CH₂)₂- -NH-C(=O)-NH- K11 N150 S 6-0738 -(CH₂)₂- -NH-C(=O)-NH- K11 N153 S 6-0739 -(CH₂)₂- -C(=O)-NH- K62 N1 S 6-0740 -(CH₂)₂- -C(=O)-NH- K62 N3 S 6-0741 -(CH₂)₂- -C(=O)-NH- K62 N9 S 6-0742 -(CH₂)₂- -C(=O)-NH- K62 N69 S 6-0743 -(CH₂)₂- -C(=O)-NH- K62 N12 S 6-0744 -(CH₂)₂- -C(=O)-NH- K62 N115 S 6-0745 -(CH₂)₂- -C(=O)-NH- K62 N116 S 6-0746 -(CH₂)₂- -C(=O)-NH- K62 N128 S 6-0747 -(CH₂)₂- -C(=O)-NH- K62 N140 S 6-0748 -(CH₂)₂- -C(=O)-NH- K62 N150 S 6-0749 -(CH₂)₂- -C(=O)-NH- K62 N153 S 6-0750 -(CH₂)₂- -C(=O)-N(CH₃)- K99 N1 S 6-0751 -(CH₂)₂- -C(=O)-N(CH₃)- K99 N3 S 6-0752 -(CH₂)₂- -C(=O)-N(CH₃)- K99 N9 S 6-0753 -(CH₂)₂- -C(=O)-N(CH₃)- K99 N69 S 6-0754 -(CH₂)₂- -C(=O)-N(CH₃)- K99 N12 S 6-0755 -(CH₂)₂- -C(=O)-N(CH₃)- K99 N115 S 6-0756 -(CH₂)₂- -C(=O)-N(CH₃)- K99 N116 S 6-0757 -(CH₂)₂- -C(=O)-N(CH₃)- K99 N128 S 6-0758 -(CH₂)₂- -C(=O)-N(CH₃)- K99 N140 S 6-0759 -(CH₂)₂- -C(=O)-N(CH₃)- K99 N150 S 6-0760 -(CH₂)₂- -C(=O)-N(CH₃)- K99 N153 S 6-0761 -(CH₂)₂- -C(=O)- K315 N1 S 6-0762 -(CH₂)₂- -C(=O)- K315 N3 S 6-0763 -(CH₂)₂- -C(=O)- K315 N9 S 6-0764 -(CH₂)₂- -C(=O)- K315 N69 S 6-0765 -(CH₂)₂- -C(=O)- K315 N12 S 6-0766 -(CH₂)₂- -C(=O)- K315 N115 S 6-0767 -(CH₂)₂- -C(=O)- K315 N116 S 6-0768 -(CH₂)₂- -C(=O)- K315 N128 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0769 -(CH₂)₂- -C(=O)- K315 N140 S 6-0770 -(CH₂)₂- -C(=O)- K315 N150 S 6-0771 -(CH₂)₂- -C(=O)- K315 N153 S 6-0772 -(CH₂)₂- -C(=O)- K332 N1 S 6-0773 -(CH₂)₂- -C(=O)- K332 N3 S 6-0774 -(CH₂)₂- -C(=O)- K332 N9 S 6-0775 -(CH₂)₂- -C(=O)- K332 N69 S 6-0776 -(CH₂)₂- -C(=O)- K332 N12 S 6-0777 -(CH₂)₂- -C(=O)- K332 N115 S 6-0778 -(CH₂)₂- -C(=O)- K332 N116 S 6-0779 -(CH₂)₂- -C(=O)- K332 N128 S 6-0780 -(CH₂)₂- -C(=O)- K332 N140 S 6-0781 -(CH₂)₂- -C(=O)- K332 N150 S 6-0782 -(CH₂)₂- -C(=O)- K332 N153 S 6-0783 -(CH₂)₂- -C(=O)- K336 N1 S 6-0784 -(CH₂)₂- -C(=O)- K336 N3 S 6-0785 -(CH₂)₂- -C(=O)- K336 N9 S 6-0786 -(CH₂)₂- -C(=O)- K336 N69 S 6-0787 -(CH₂)₂- -C(=O)- K336 N12 S 6-0788 -(CH₂)₂- -C(=O)- K336 N115 S 6-0789 -(CH₂)₂- -C(=O)- K336 N116 S 6-0790 -(CH₂)₂- -C(=O)- K336 N128 S 6-0791 -(CH₂)₂- -C(=O)- K336 N140 S 6-0792 -(CH₂)₂- -C(=O)- K336 N150 S 6-0793 -(CH₂)₂- -C(=O)- K336 N153 S 6-0794 -(CH₂)₂- -C(=O)- K337 N1 S 6-0795 -(CH₂)₂- -C(=O)- K337 N3 S 6-0796 -(CH₂)₂- -C(=O)- K337 N9 S 6-0797 -(CH₂)₂- -C(=O)- K337 N69 S 6-0798 -(CH₂)₂- -C(=O)- K337 N12 S 6-0799 -(CH₂)₂- -C(=O)- K337 N115 S 6-0800 -(CH₂)₂- -C(=O)- K337 N116 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0801 -(CH₂)₂- -C(=O)- K337 N128 S 6-0802 -(CH₂)₂- -C(=O)- K337 N140 S 6-0803 -(CH₂)₂- -C(=O)- K337 N150 S 6-0804 -(CH₂)₂- -C(=O)- K337 N153 S 6-0805 -(CH₂)₂- -C(=O)- K338 N1 S 6-0806 -(CH₂)₂- -C(=O)- K338 N3 S 6-0807 -(CH₂)₂- -C(=O)- K338 N9 S 6-0808 -(CH₂)₂- -C(=O)- K338 N69 S 6-0809 -(CH₂)₂- -C(=O)- K338 N12 S 6-0810 -(CH₂)₂- -C(=O)- K338 N115 S 6-0811 -(CH₂)₂- -C(=O)- K338 N116 S 6-0812 -(CH₂)₂- -C(=O)- K338 N128 S 6-0813 -(CH₂)₂- -C(=O)- K338 N140 S 6-0814 -(CH₂)₂- -C(=O)- K338 N150 S 6-0815 -(CH₂)₂- -C(=O)- K338 N153 S 6-0816 -(CH₂)₂- -C(=O)- K377 N1 S 6-0817 -(CH₂)₂- -C(=O)- K377 N3 S 6-0818 -(CH₂)₂- -C(=O)- K377 N9 S 6-0819 -(CH₂)₂- -C(=O)- K377 N69 S 6-0820 -(CH₂)₂- -C(=O)- K377 N12 S 6-0821 -(CH₂)₂- -C(=O)- K377 N115 S 6-0822 -(CH₂)₂- -C(=O)- K377 N116 S 6-0823 -(CH₂)₂- -C(=O)- K377 N128 S 6-0824 -(CH₂)₂- -C(=O)- K377 N140 S 6-0825 -(CH₂)₂- -C(=O)- K377 N150 S 6-0826 -(CH₂)₂- -C(=O)- K377 N153 S 6-0827 -(CH₂)₂- -C(=O)- K378 N1 S 6-0828 -(CH₂)₂- -C(=O)- K378 N3 S 6-0829 -(CH₂)₂- -C(=O)- K378 N9 S 6-0830 -(CH₂)₂- -C(=O)- K378 N69 S 6-0831 -(CH₂)₂- -C(=O)- K378 N12 S 6-0832 -(CH₂)₂- -C(=O)- K378 N115 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0833 -(CH₂)₂- -C(=O)- K378 N116 S 6-0834 -(CH₂)₂- -C(=O)- K378 N128 S 6-0835 -(CH₂)₂- -C(=O)- K378 N140 S 6-0836 -(CH₂)₂- -C(=O)- K378 N150 S 6-0837 -(CH₂)₂- -C(=O)- K378 N153 S 6-0838 -(CH₂)₂- -C(=O)- K381 N1 S 6-0839 -(CH₂)₂- -C(=O)- K381 N3 S 6-0840 -(CH₂)₂- -C(=O)- K381 N9 S 6-0841 -(CH₂)₂- -C(=O)- K381 N69 S 6-0842 -(CH₂)₂- -C(=O)- K381 N12 S 6-0843 -(CH₂)₂- -C(=O)- K381 N115 S 6-0844 -(CH₂)₂- -C(=O)- K381 N116 S 6-0845 -(CH₂)₂- -C(=O)- K381 N128 S 6-0846 -(CH₂)₂- -C(=O)- K381 N140 S 6-0847 -(CH₂)₂- -C(=O)- K381 N150 S 6-0848 -(CH₂)₂- -C(=O)- K381 N153 S 6-0849 -(CH₂)₂- -C(=O)- K382 N1 S 6-0850 -(CH₂)₂- -C(=O)- K382 N3 S 6-0851 -(CH₂)₂- -C(=O)- K382 N9 S 6-0852 -(CH₂)₂- -C(=O)- K382 N69 S 6-0853 -(CH₂)₂- -C(=O)- K382 N12 S 6-0854 -(CH₂)₂- -C(=O)- K382 N115 S 6-0855 -(CH₂)₂- -C(=O)- K382 N116 S 6-0856 -(CH₂)₂- -C(=O)- K382 N128 S 6-0857 -(CH₂)₂- -C(=O)- K382 N140 S 6-0858 -(CH₂)₂- -C(=O)- K382 N150 S 6-0859 -(CH₂)₂- -C(=O)- K382 N153 S 6-0860 -(CH₂)₂- -C(=O)- K384 N1 S 6-0861 -(CH₂)₂- -C(=O)- K384 N3 S 6-0862 -(CH₂)₂- -C(=O)- K384 N9 S 6-0863 -(CH₂)₂- -C(=O)- K384 N69 S 6-0864 -(CH₂)₂- -C(=O)- K384 N12 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0865 -(CH₂)₂- -C(=O)- K384 N115 S 6-0866 -(CH₂)₂- -C(=O)- K384 N116 S 6-0867 -(CH₂)₂- -C(=O)- K384 N128 S 6-0868 -(CH₂)₂- -C(=O)- K384 N140 S 6-0869 -(CH₂)₂- -C(=O)- K384 N150 S 6-0870 -(CH₂)₂- -C(=O)- K384 N153 S 6-0871 -(CH₂)₂- -C(=O)- K396 N1 S 6-0872 -(CH₂)₂- -C(=O)- K396 N3 S 6-0873 -(CH₂)₂- -C(=O)- K396 N9 S 6-0874 -(CH₂)₂- -C(=O)- K396 N69 S 6-0875 -(CH₂)₂- -C(=O)- K396 N12 S 6-0876 -(CH₂)₂- -C(=O)- K396 N115 S 6-0877 -(CH₂)₂- -C(=O)- K396 N116 S 6-0878 -(CH₂)₂- -C(=O)- K396 N128 S 6-0879 -(CH₂)₂- -C(=O)- K396 N140 S 6-0880 -(CH₂)₂- -C(=O)- K396 N150 S 6-0881 -(CH₂)₂- -C(=O)- K396 N153 S 6-0882 -(CH₂)₂- -C(=O)- K419 N1 S 6-0883 -(CH₂)₂- -C(=O)- K419 N3 S 6-0884 -(CH₂)₂- -C(=O)- K419 N9 S 6-0885 -(CH₂)₂- -C(=O)- K419 N69 S 6-0886 -(CH₂)₂- -C(=O)- K419 N12 S 6-0887 -(CH₂)₂- -C(=O)- K419 N115 S 6-0888 -(CH₂)₂- -C(=O)- K419 N116 S 6-0889 -(CH₂)₂- -C(=O)- K419 N128 S 6-0890 -(CH₂)₂- -C(=O)- K419 N140 S 6-0891 -(CH₂)₂- -C(=O)- K419 N150 S 6-0892 -(CH₂)₂- -C(=O)- K419 N153 S 6-0893 -(CH₂)₃- -C(=O)-N(CH₂CH₃)- K2 N3 S 6-0894 -(CH₂)₃- -C(=O)-N(CH₂CH₃)- K2 N9 S 6-0895 -(CH₂)₃- -C(=O)-N(CH₂CH₃)- K2 N115 S 6-0896 -(CH₂)₃- -C(=O)-N(CH₂CH₃)- K2 N128 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0897 -(CH₂)₃- -C(=O)-N(CH₂CH₃)- K2 N140 S 6-0898 -(CH₂)₃- -C(=O)-N(CH₂CH₃)- K2 N144 S 6-0899 -(CH₂)₃- -C(=O)-N(CH₃)- K1 N3 S 6-0900 -(CH₂)₃- -C(=O)-N(CH₃)- K1 N9 S 6-0901 -(CH₂)₃- -C(=O)-N(CH₃)- K1 N115 S 6-0902 -(CH₂)₃- -C(=O)-N(CH₃)- K1 N128 S 6-0903 -(CH₂)₃- -C(=O)-N(CH₃)- K1 N140 S 6-0904 -(CH₂)₃- -C(=O)-N(CH₃)- K1 N144 S 6-0905 -(CH₂)₃- -C(=O)-NH- K8 N3 S 6-0906 -(CH₂)₃- -C(=O)-NH- K8 N9 S 6-0907 -(CH₂)₃- -C(=O)-NH- K8 N115 S 6-0908 -(CH₂)₃- -C(=O)-NH- K8 N128 S 6-0909 -(CH₂)₃- -C(=O)-NH- K8 N140 S 6-0910 -(CH₂)₃- -C(=O)-NH- K8 N144 S 6-0911 -(CH₂)₃- -NH-C(=O)-NH- K11 N3 S 6-0912 -(CH₂)₃- -NH-C(=O)-NH- K11 N9 S 6-0913 -(CH₂)₃- -NH-C(=O)-NH- K11 N115 S 6-0914 -(CH₂)₃- -NH-C(=O)-NH- K11 N128 S 6-0915 -(CH₂)₃- -NH-C(=O)-NH- K11 N140 S 6-0916 -(CH₂)₃- -NH-C(=O)-NH- K11 N144 S 6-0917 -(CH₂)₃- -C(=O)-NH- K62 N3 S 6-0918 -(CH₂)₃- -C(=O)-NH- K62 N9 S 6-0919 -(CH₂)₃- -C(=O)-NH- K62 N115 S 6-0920 -(CH₂)₃- -C(=O)-NH- K62 N128 S 6-0921 -(CH₂)₃- -C(=O)-NH- K62 N140 S 6-0922 -(CH₂)₃- -C(=O)-NH- K62 N144 S 6-0923 -(CH₂)₃- -C(=O)-N(CH₃)- K99 N3 S 6-0924 -(CH₂)₃- -C(=O)-N(CH₃)- K99 N9 S 6-0925 -(CH₂)₃- -C(=O)-N(CH₃)- K99 N115 S 6-0926 -(CH₂)₃- -C(=O)- K315 N3 S 6-0927 -(CH₂)₃- -C(=O)- K315 N9 S 6-0928 -(CH₂)₃- -C(=O)- K315 N115 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0929 -(CH₂)₃- -C(=O)- K315 N128 S 6-0930 -(CH₂)₃- -C(=O)- K315 N140 S 6-0931 -(CH₂)₃- -C(=O)- K315 N144 S 6-0932 -(CH₂)₃- -C(=O)- K316 N3 S 6-0933 -(CH₂)₃- -C(=O)- K316 N9 S 6-0934 -(CH₂)₃- -C(=O)- K316 N115 S 6-0935 -(CH₂)₃- -C(=O)- K316 N128 S 6-0936 -(CH₂)₃- -C(=O)- K316 N140 S 6-0937 -(CH₂)₃- -C(=O)- K316 N144 S 6-0938 -(CH₂)₃- -C(=O)- K318 N3 S 6-0939 -(CH₂)₃- -C(=O)- K318 N9 S 6-0940 -(CH₂)₃- -C(=O)- K318 N115 S 6-0941 -(CH₂)₃- -C(=O)- K318 N128 S 6-0942 -(CH₂)₃- -C(=O)- K319 N3 S 6-0943 -(CH₂)₃- -C(=O)- K319 N9 S 6-0944 -(CH₂)₃- -C(=O)- K319 N115 S 6-0945 -(CH₂)₃- -C(=O)- K319 N128 S 6-0946 -(CH₂)₃- -C(=O)- K332 N3 S 6-0947 -(CH₂)₃- -C(=O)- K332 N9 S 6-0948 -(CH₂)₃- -C(=O)- K332 N115 S 6-0949 -(CH₂)₃- -C(=O)- K332 N128 S 6-0950 -(CH₂)₃- -C(=O)- K336 N3 S 6-0951 -(CH₂)₃- -C(=O)- K336 N9 S 6-0952 -(CH₂)₃- -C(=O)- K336 N115 S 6-0953 -(CH₂)₃- -C(=O)- K336 N128 S 6-0954 -(CH₂)₃- -C(=O)- K337 N1 S 6-0955 -(CH₂)₃- -C(=O)- K337 N3 S 6-0956 -(CH₂)₃- -C(=O)- K337 N9 S 6-0957 -(CH₂)₃- -C(=O)- K337 N115 S 6-0958 -(CH₂)₃- -C(=O)- K337 N128 S 6-0959 -(CH₂)₂- -C(=O)- K1 N128 S 6-0960 -(CH₂)₂- -C(=O)- K2 N128 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0961 -(CH₂)₂- -C(=O)- K8 N128 S 6-0962 -(CH₂)₂- -C(=O)- K11 N128 S 6-0963 -(CH₂)₂- -C(=O)- K99 N128 S 6-0964 -(CH₂)₂- -C(=O)- K206 N128 S 6-0965 -(CH₂)₂- -C(=O)-O- K1 N128 S 6-0966 -(CH₂)₂- -C(=O)-O- K11 N128 S 6-0967 -(CH₂)₂- -C(=O)-O- K99 N128 S 6-0968 -(CH₂)₂- -NH-C(=O)-O- K99 N115 S 6-0969 -(CH₂)₂- -NH-C(=O)-O- K5 N115 O 6-0970 -(CH₂)₂- -NH-C(=O)-O- K5 N115 S 6-0971 -(CH₂)₂- -NH-C(=O)-NH- K1 N115 S 6-0972 -(CH₂)₂- -NH-C(=O)-NH- K4 N115 S 6-0973 -(CH₂)₂- -NH-C(=O)-NH- K8 N115 S 6-0974 -(CH₂)₂- -NH-C(=O)-NH- K11 N115 O 6-0975 -(CH₂)₂- -NH-C(=O)-NH- K14 N115 S 6-0976 -(CH₂)₂- -NH-C(=O)-NH- K32 N115 S 6-0977 -(CH₂)₂- -NH-C(=O)-NH- K4 N115 O 6-0978 -(CH₂)₂- -NH-C(=S)-NH- K11 N115 S 6-0979 -(CH₂)₂- -NH-S(=O)₂- K1 N115 S 6-0980 -(CH₂)₂- -NH-S(=O)₂- K11 N115 S 6-0981 -(CH₂)₂- -NH-S(=O)₂- K99 N115 S 6-0982 -(CH₂)₂- -NH- K1 N115 S 6-0983 -(CH₂)₂- -NH- K2 N115 S 6-0984 -(CH₂)₂- -NH- K3 N115 S 6-0985 -(CH₂)₂- -NH- K99 N115 S 6-0986 -(CH₂)₂- -NH- K100 N115 S 6-0987 -(CH₂)₂- -NH- K101 N115 S 6-0988 -(CH₂)₂- -NH- K102 N115 S 6-0989 -(CH₂)₂- -NH- K103 N115 S 6-0990 -(CH₂)₂- -NH- K105 N115 S 6-0991 -(CH₂)₂- -NH- K106 N115 S 6-0992 -(CH₂)₃- -C(=O)- K1 N128 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-0993 -(CH₂)₃- -C(=O)- K2 N128 S 6-0994 -(CH₂)₃- -C(=O)- K8 N128 S 6-0995 -(CH₂)₃- -C(=O)- K11 N128 S 6-0996 -(CH₂)₃- -C(=O)- K99 N128 S 6-0997 -(CH₂)₃- -C(=O)- K206 N128 S 6-0998 -(CH₂)₃- -C(=O)-O- K1 N128 S 6-0999 -(CH₂)₃- -C(=O)-O- K11 N128 S 6-1000 -(CH₂)₃- -C(=O)-O- K99 N128 S 6-1001 -(CH₂)₃- -NH-C(=O)-O- K99 N115 S 6-1002 -(CH₂)₃- -NH-C(=O)-O- K5 N115 O 6-1003 -(CH₂)₃- -NH-C(=O)-O- K5 N115 S 6-1004 -(CH₂)₃- -NH-C(=O)-NH- K1 N115 S 6-1005 -(CH₂)₃- -NH-C(=O)-NH- K4 N115 S 6-1006 -(CH₂)₃- -NH-C(=O)-NH- K8 N115 S 6-1007 -(CH₂)₃- -NH-C(=O)-NH- K11 N115 O 6-1008 -(CH₂)₃- -NH-C(=O)-NH- K14 N115 S 6-1009 -(CH₂)₃- -NH-C(=O)-NH- K32 N115 S 6-1010 -(CH₂)₃- -NH-C(=O)-NH- K4 N115 O 6-1011 -(CH₂)₃- -NH-C(=S)-NH- K11 N115 S 6-1012 -(CH₂)₃- -NH-S(=O)₂- K1 N115 S 6-1013 -(CH₂)₃- -NH-S(=O)₂- K11 N115 S 6-1014 -(CH₂)₃- -NH-S(=O)₂- K99 N115 S 6-1015 -(CH₂)₃- -NH- K1 N115 S 6-1016 -(CH₂)₃- -NH- K2 N115 S 6-1017 -(CH₂)₃- -NH- K3 N115 S 6-1018 -(CH₂)₃- -NH- K99 N115 S 6-1019 -(CH₂)₃- -NH- K100 N115 S 6-1020 -(CH₂)₃- -NH- K101 N115 S 6-1021 -(CH₂)₃- -NH- K102 N115 S 6-1022 -(CH₂)₃- -NH- K103 N115 S 6-1023 -(CH₂)₃- -NH- K105 N115 S 6-1024 -(CH₂)₃- -NH- K106 N115 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-1025 -(CH₂)₂- -NH-C(=O)- K283 N4 S 6-1026 -(CH₂)₂- -NH-C(=O)- K283 N9 S 6-1027 -(CH₂)₂- -NH-C(=O)- K283 N10 S 6-1028 -(CH₂)₂- -NH-C(=O)- K283 N41 S 6-1029 -(CH₂)₂- -NH-C(=O)- K283 N69 S 6-1030 -(CH₂)₂- -NH-C(=O)- K283 N81 S 6-1031 -(CH₂)₂- -NH-C(=O)- K283 N115 S 6-1032 -(CH₂)₂- -NH-C(=O)- K283 N109 S 6-1033 -(CH₂)₂- -NH-C(=O)- K283 N116 S 6-1034 -(CH₂)₂- -NH-C(=O)- K83 N128 S 6-1035 -(CH₂)₂- -NH-C(=O)- K283 N144 S 6-1036 -(CH₂)₂- -NH-C(=O)- K242 N4 S 6-1037 -(CH₂)₂- -NH-C(=O)- K243 N9 O 6-1038 -(CH₂)₂- -NH-C(=O)- K244 N10 S 6-1039 -(CH₂)₂- -NH-C(=O)- K245 N41 S 6-1040 -(CH₂)₂- -NH-C(=O)- K246 N69 S 6-1041 -(CH₂)₂- -NH-C(=O)- K247 N81 S 6-1042 -(CH₂)₂- -NH-C(=O)- K248 N84 S 6-1043 -(CH₂)₂- -NH-C(=O)- K249 N109 S 6-1044 -(CH₂)₂- -NH-C(=O)- K250 N116 S 6-1045 -(CH₂)₂- -NH-C(=O)- K251 N128 S 6-1046 -(CH₂)₂- -NH-C(=O)- K292 N144 S 6-1047 -(CH₂)₂- -NH-C(=O)- K295 N4 S 6-1048 -(CH₂)₂- -NH-C(=O)- K300 N9 S 6-1049 -(CH₂)₂- -NH-C(=O)- K301 N10 S 6-1050 -(CH₂)₂- -NH-C(=O)- K305 N41 S 6-1051 -(CH₂)₂- -NH-C(=O)- K306 N69 S 6-1052 -(CH₂)₂- -NH-C(=O)- K307 N81 S 6-1053 -(CH₂)₂- -NH-C(=O)- K423 N84 S 6-1054 -(CH₂)₂- -NH-C(=O)- K424 N109 S 6-1055 -(CH₂)₂- -NH-C(=O)- K425 N116 S 6-1056 -(CH₂)₂- -NH-C(=O)- K478 N128 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-1057 -(CH₂)₂- -NH-C(=O)- K485 N144 S 6-1058 -(CH₂)₂- -NH-C(=O)- K499 N4 S 6-1059 -(CH₂)₂- -NH-C(=O)- K500 N9 S 6-1060 -(CH₂)₂- -NH-C(=O)- K501 N10 S 6-1061 -(CH₂)₂- -NH-C(=O)- K502 N41 S 6-1062 -(CH₂)₂- -NH-C(=O)- K503 N69 S 6-1063 -(CH₂)₂- -NH-C(=O)- K504 N81 S 6-1064 -(CH₂)₂- -NH-C(=O)- K505 N84 S 6-1065 -(CH₂)₂- -NH-C(=O)- K506 N109 S 6-1066 -(CH₂)₂- -NH-C(=O)- K507 N116 S 6-1067 -(CH₂)₂- -NH-C(=O)- K508 N128 S 6-1068 -(CH₂)₂- -NH-C(=O)- K509 N144 S 6-1069 -(CH₂)₂- -NH-C(=O)- K510 N4 S 6-1070 -(CH₂)₂- -NH-C(=O)- K511 N9 S 6-1071 -(CH₂)₂- -NH-C(=O)- K512 N10 S 6-1072 -(CH₂)₂- -NH-C(=O)- K513 N41 S 6-1073 -(CH₂)₂- -NH-C(=O)- K514 N69 S 6-1074 -(CH₂)₂- -NH-C(=O)- K516 N81 S 6-1075 -(CH₂)₂- -NH-C(=O)- K517 N84 S 6-1076 -(CH₂)₂- -NH-C(=O)- K518 N109 S 6-1077 -(CH₂)₂- -NH-C(=O)- K519 N116 S 6-1078 -(CH₂)₂- -NH-C(=O)- K523 N128 S 6-1079 -(CH₂)₂- -NH-C(=O)- K525 N144 S 6-1080 -(CH₂)₂- -NH-C(=O)- K526 N4 S 6-1081 -(CH₂)₂- -NH-C(=O)- K528 N9 S 6-1082 -(CH₂)₂- -NH-C(=O)- K542 N10 S 6-1083 -(CH₂)₂- -NH-C(=O)- K543 N41 S 6-1084 -(CH₂)₂- -NH-C(=O)- K545 N69 S 6-1085 -(CH₂)₂- -NH-C(=O)- K546 N81 S 6-1086 -(CH₂)₂- -NH-C(=O)- K547 N84 S 6-1087 -(CH₂)₂- -NH-C(=O)- K548 N109 S 6-1088 -(CH₂)₂- -NH-C(=O)- K549 N116 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-1089 -(CH₂)₂- -NH-C(=O)- K554 N128 S 6-1090 -(CH₂)₂- -NH-C(=O)- K563 N144 S 6-1091 -(CH₂)₂- -NH-C(=O)- K564 N4 S 6-1092 -(CH₂)₂- -NH-C(=O)- K567 N9 S 6-1093 -(CH₂)₂- -NH-C(=O)- K568 N10 S 6-1094 -(CH₂)₂- -NH-C(=O)- K569 N41 S 6-1095 -(CH₂)₂- -NH-C(=O)- K570 N69 S 6-1096 -(CH₂)₂- -NH-C(=O)- K571 N81 S 6-1097 -(CH₂)₂- -NH-C(=O)- K572 N84 S 6-1098 -(CH₂)₂- -NH-C(=O)- K573 N109 S 6-1099 -(CH₂)₂- -NH-C(=O)- K574 N116 S 6-1100 -(CH₂)₂- -NH-C(=O)- K575 N128 S 6-1101 -(CH₂)₂- -NH-C(=O)- K576 N144 S 6-1102 -(CH₂)₂- -NH-C(=O)- K577 N4 S 6-1103 -(CH₂)₂- -NH-C(=O)- K578 N9 S 6-1104 -(CH₂)₂- -NH-C(=O)- K579 N10 S 6-1105 -(CH₂)₂- -NH-C(=O)- K580 N41 S 6-1106 -(CH₂)₂- -NH-C(=O)- K581 N69 S 6-1107 -(CH₂)₂- -NH-C(=O)- K582 N81 S 6-1108 -(CH₂)₂- -NH-C(=O)- K583 N84 S 6-1109 -(CH₂)₂- -NH-C(=O)- K584 N109 S 6-1110 -(CH₂)₂- -NH-C(=O)- K585 N116 S 6-1111 -(CH₂)₂- -NH-C(=O)- K590 N128 S 6-1112 -(CH₂)₂- -NH-C(=O)- K591 N144 S 6-1113 -(CH₂)₂- -NH-C(=O)- K592 N4 S 6-1114 -(CH₂)₂- -NH-C(=O)- K593 N9 S 6-1115 -(CH₂)₂- -NH-C(=O)- K594 N10 S 6-1116 -(CH₂)₂- -NH-C(=O)- K595 N41 S 6-1117 -(CH₂)₂- -NH-C(=O)- K596 N69 S 6-1118 -(CH₂)₂- -NH-C(=O)- K608 N81 S 6-1119 -(CH₂)₂- -NH-C(=O)- K611 N84 S 6-1120 -(CH₂)₂- -NH-C(=O)- K618 N109 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-1121 -(CH₂)₂- -NH-C(=O)- K623 N116 S 6-1122 -(CH₂)₂- -NH-C(=O)- K634 N128 S 6-1123 -(CH₂)₂- -NH-C(=O)- K635 N144 S 6-1124 -(CH₂)₂- -NH-C(=O)- K636 N4 S 6-1125 -(CH₂)₂- -NH-C(=O)- K637 N9 S 6-1126 -(CH₂)₂- -NH-C(=O)- K638 N10 S 6-1127 -(CH₂)₂- -NH-C(=O)- K639 N41 S 6-1128 -(CH₂)₂- -NH-C(=O)- K655 N69 S 6-1129 -(CH₂)₂- -NH-C(=O)- K761 N81 S 6-1130 -(CH₂)₂- -NH- K70 N84 S 6-1131 -(CH₂)₂- -NH- K73 N109 S 6-1132 -(CH₂)₂- -NH- K74 N116 S 6-1133 -(CH₂)₂- -NH- K96 N128 S 6-1134 -(CH₂)₂- -NH- K498 N144 S 6-1135 -(CH₂)₂- -NH- K617 N4 S 6-1136 -(CH₂)₂- -NH- K642 N9 S 6-1137 -(CH₂)₂- -NH- K763 N10 S 6-1138 -(CH₂)₂- -NH- K764 N41 S 6-1139 -(CH₂)₂- -NH- K765 N69 S 6-1140 -(CH₂)₂- -NH- K766 N81 S 6-1141 -(CH₂)₂- -NH- K767 N84 S 6-1142 -(CH₂)₂- -NH- K768 N109 S 6-1143 -(CH₂)₂- -NH- K769 N116 S 6-1144 -(CH₂)₂- -NH- K770 N128 S 6-1145 -(CH₂)₂- -NH- K771 N144 S 6-1146 -(CH₂)₂- -NH- K772 N4 S 6-1147 -(CH₂)₂- -NH- K773 N9 S 6-1148 -(CH₂)₂- -NH- K774 N10 S 6-1149 -(CH₂)₂- -NH- K775 N41 S 6-1150 -(CH₂)₂- -NH- K776 N69 S 6-1151 -(CH₂)₂- -NH- K777 N81 S 6-1152 -(CH₂)₂- -NH- K778 N84 S Compound No. -A¹- -A²- -G¹-A³-A⁴-G² -A⁵-R² X 6-1153 -(CH₂)₂- -NH- K779 N109 S 6-1154 -(CH₂)₂- -NH- K780 N116 S 6-1155 -(CH₂)₂- -C(=O)- K337 N144 S 6-1156 -(CH₂)₂- -C(=O)- K337 N4 S 6-1157 -(CH₂)₂- -C(=O)- K337 N10 S 6-1158 -(CH₂)₂- -C(=O)- K321 N4 S 6-1159 -(CH₂)₂- -C(=O)- K321 N9 S 6-1160 -(CH₂)₂- -C(=O)- K321 N69 S 6-1161 -(CH₂)₂- -C(=O)- K321 N12 S 6-1162 -(CH₂)₂- -C(=O)- K321 N115 S 6-1163 -(CH₂)₂- -C(=O)- K321 N116 S 6-1164 -(CH₂)₂- -C(=O)- K321 N128 S 6-1165 -(CH₂)₂- -C(=O)- K321 N140 S 6-1166 -(CH₂)₂- -C(=O)- K321 N150 S 6-1167 -(CH₂)₂- -C(=O)- K321 N153 S 6-1168 -(CH₂)₂- -C(=O)- K315 N4 S 6-1169 -(CH₂)₂- -C(=O)- K377 N4 S 6-1170 -(CH₂)₂- -C(=O)- K379 N69 S 6-1171 -(CH₂)₂- -C(=O)- K380 N12 S 6-1172 -(CH₂)₂- -C(=O)- K383 N128 S 6-1173 -(CH₂)₂- -C(=O)- K385 N150 S 6-1174 -(CH₂)₂- -C(=O)- K386 N153 S 6-1175 -(CH₂)₂- -C(=O)- K387 N4 S 6-1176 -(CH₂)₂- -C(=O)- K388 N9 S 6-1177 -(CH₂)₂- -C(=O)- K389 N69 S 6-1178 -(CH₂)₂- -C(=O)- K390 N12 S 6-1179 -(CH₂)₂- -C(=O)- K391 N115 S 6-1180 -(CH₂)₂- -C(=O)- K392 N116 S 6-1181 -(CH₂)₂- -C(=O)- K393 N128 S 6-1182 -(CH₂)₂- -C(=O)- K394 N140 S 6-1183 -(CH₂)₂- -C(=O)- K395 N150 S 6-1184 -(CH₂)₂- -C(=O)- K741 N9 S
[0110] As preferred combinations of the groups mentioned aspreferred examples of X, A¹, A², G¹, A³, A⁴ and G² informula (I) according to the invention, there may bementioned the following combinations 1) to 12). 1) In formula (I), when X is sulfur, A¹ is -(CH₂)₂-,A¹-A²-G¹ bonds in the form of A¹-NHC(=O)-G¹ and G¹ is adivalent benzene group, the divalent benzene group as G¹is preferably substituted with one or more substituentsselected from among those mentioned above as preferredexamples of substituents for the substituted C_6-14aromatic hydrocarbon groups for G¹. 2) In formula (I), when X is sulfur, A¹ is -(CH₂)₂-,A¹-A²-G¹ bonds in the form of A¹-NHC(=O)-G¹, G¹ is adivalent benzene group and the divalent benzene group asG¹ is not substituted, -A³-A⁴-G² collectively represent agroup other than hydrogen. 3) In formula (I), when X is sulfur, A¹ is -(CH₂)₂-and A¹-A²-G¹ bonds in the form of A¹-NHC(=O)-G¹, G¹ is adivalent monocyclic or bicyclic C_3-9 aromatic heterocyclehaving in the ring 1 to 3 and preferably 1 or 2 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms. 4) In formula (I), when X is sulfur, A¹ is -(CH₂)₂-and A¹-A²-G¹ bonds in the form of A¹-NHC(=O)-G¹, G¹ is adivalent monocyclic or bicyclic C_2-9 aromatic heterocyclehaving in the ring 1 to 3 and preferably 1 or 2 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms, and the divalent aromatic heterocycleas G¹ is more preferably substituted with one or moresubstituents selected from among those mentioned aspreferred examples of substituents for substitutedheterocyclic groups having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms for G¹. 5) In formula (I), when X is sulfur, A¹ is -(CH₂)₂-and A¹-A²-G¹ bonds in the form of A¹-NHC(=O)-G¹, G¹ is adivalent monocyclic or bicyclic C_2-9 aromatic heterocycle having in the ring 1 to 3 and preferably 1 or 2 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms, and more preferably, when the divalentaromatic heterocycle as G¹ is not substituted, -A³-A⁴-G²collectively represent a group other than hydrogen. 6) In formula (I), when X is sulfur, A¹ is -(CH₂)₂-,A¹-A²-G¹ bonds in the form of A¹-NH-G¹ and G¹ is a divalentbenzene group, the divalent benzene group as G¹ ispreferably substituted with one or more substituentsselected from among those mentioned above as preferredexamples of substituents for the substituted C_6-14aromatic hydrocarbon groups for G¹. 7) In formula (I), when X is sulfur, A¹ is -(CH₂)₂-,A¹-A²-G¹ bonds in the form of A¹-NH-G¹, G¹ is a divalentbenzene group and the divalent benzene group as G¹ is notsubstituted, -A³-A⁴-G² collectively represent a groupother than hydrogen. 8) In formula (I), when X is sulfur, A¹ is -(CH₂)₂-,A¹-A²-G¹ bonds in the form of A¹-NH-G¹, and G¹ is adivalent monocyclic or bicyclic C_2-9 aromatic heterocyclehaving in the ring 1 to 3 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur atoms, thearomatic heterocycle is preferably substituted with oneor more substituents selected from among those mentionedas preferred examples of substituents for substitutedheterocyclic groups having in the ring 1 to 4 atomsselected from the group consisting of oxygen, nitrogenand sulfur atoms for G¹. 9) In formula (I), when X is sulfur, A¹ is -(CH₂)₂-,A¹-A²-G¹ bonds in the form of A¹-NH-G¹, G¹ is a divalentmonocyclic or bicyclic C_2-9 aromatic heterocycle having inthe ring 1 to 3 atoms selected from the group consistingof oxygen, nitrogen and sulfur atoms, and the aromaticheterocycle is not substituted, -A³-A⁴-G² collectivelyrepresent a group other than hydrogen. 10) In formula (I), when X is sulfur, A¹ is -(CH₂)₂-and A¹-A²-G¹ bonds in the form of A¹-C(=O)-G¹, G¹ is preferably a divalent monocyclic C_2-9 heterocycle havingin the ring 1 or 2 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur atoms, such aspyrrolidine, piperidine, morpholine, thiomorpholine,homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridineor piperazine, and G¹ is preferablybonded to A¹-C(=O)- at a nitrogen atom. 11) In formula (I), when X is sulfur, A¹ is -(CH₂)₂-and A¹-A²-G¹ bonds in the form of A¹-C(=O)-G¹, G¹ ispreferably a divalent monocyclic C_2-9 heterocycle havingin the ring 1 or 2 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur atoms, such aspyrrolidine, piperidine, morpholine, thiomorpholine,homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridineor piperazine, and G¹ is preferablybonded to A¹-C(=O)- at a nitrogen atom, where thedivalent monocyclic C_2-9 heterocycle having in the ring 1or 2 atoms selected from the group consisting of oxygen,nitrogen and sulfur atoms for G¹ is preferablysubstituted with one or more substituents selected fromamong those mentioned as preferred examples ofsubstituents for substituted heterocyclic groups havingin the ring 1 to 4 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur atoms for G¹. 12) In formula (I), when X is sulfur, A¹ is -(CH₂)₂-and A¹-A²-G¹ bonds in the form of A¹-C(=O)-G¹, G¹ ispreferably a divalent monocyclic C_2-9 heterocycle havingin the ring 1 or 2 atoms selected from the groupconsisting of oxygen, nitrogen and sulfur atoms, such aspyrrolidine, piperidine, morpholine, thiomorpholine,homopiperidine, homopiperazine, 1,2,3,6-tetrahydropyridineor piperazine, and G¹ is preferablybonded to A¹-C(=O)- at a nitrogen atom, and when thedivalent monocyclic C_2-9 heterocycle having in the ring 1or 2 atoms selected from the group consisting of oxygen,nitrogen and sulfur atoms for G¹ is not substituted, -A³-A⁴-G²collectively represent a group other than hydrogen.
[0111] The preferred combinations for X, A¹, A², G¹, A³, A⁴and G² in formula (I) according to the invention,described by 1) to 12) above, are also preferably incombination with the preferred groups represented by R²-A⁵-,that is, R²-A⁵ groups wherein A⁵ is a single bond andR² is a substituted or unsubstituted monocyclic C_3-5aromatic heterocyclic group having in the ring 1 or 2atoms selected from the group consisting of oxygen,nitrogen and sulfur atoms.
[0112] The pyrrolo[3,2-d]pyrimidine derivatives representedby formula (I) above exist as tautomers represented bythe following formula (III):
[0113] when the atoms forming the molecules of thepyrrolo[3,2-d]pyrimidine derivatives represented byformula (I) are in an asymmetrical relationship, theoptically active isomers and mixtures thereof in anyproportion are also encompassed within the scope of theinvention.
[0114] The pyrrolo[3,2-d]pyrimidine derivatives representedby formula (I) may contain basic groups in theirmolecules, in which case they may be converted tomedically acceptable acid-addition salts if necessary.As acids there may be mentioned inorganic acids such ashydrochloric acid, hydrobromic acid, sulfuric acid,phosphoric acid and carbonic acid, or organic acids such as acetic acid, citric acid, malic acid, oxalic acid,tartaric acid, lactic acid, maleic acid, fumaric acid andmethanesulfonic acid.
[0115] The pyrrolo[3,2-d]pyrimidine derivatives representedby formula (I) may also contain acidic groups in theirmolecules, in which case they may be converted tomedically acceptable salts if necessary. As such saltsthere may be mentioned non-toxic cation salts, andspecifically there may be mentioned salts with alkalimetal ions such as Na⁺ and K⁺, alkaline earth metal ionssuch as Mg²⁺ and Ca²⁺, metal ions such as Al³⁺ and Zn²⁺, ororganic bases such as ammonia, triethylamine,ethylenediamine, propanediamine, pyrrolidine, piperidine,piperazine, pyridine, lysine, choline, ethanolamine, N,N-dimethylethanolamine,4-hydroxypiperidine, glucosamineand N-methylglucamine.
[0116] The definitions of A¹, A², A³, A⁴, A⁵, G¹, G² and R² informula (II) above are the same as the respectivedefinitions of A¹, A², A³, A⁴, A⁵, G¹, G² and R² in formula(I), and as examples there may be mentioned the same onesas mentioned above.
[0117] In formula (II), X¹ represents chlorine, bromine,iodine, C_2-10 acylthio, C_2-8 alkoxymethylthio or C_1-8 alkyl-orarylsulfonyloxy. As examples of C_2-10 acylthio groupswhen X¹ represents a C_2-10 acylthio group, there may bementioned acetylthio, trifluoroacetylthio, propionylthio,butyrylthio, isobutyrylthio, valerylthio, isovalerylthio,pivaloylthio, hexanoylthio, benzoylthio,phenylacetylthio, phenylpropionylthio and cinnamoylthio.As examples of C_2-8 alkoxymethylthio groups when X¹represents a C_2-6 alkoxymethylthio group, there may bementioned methoxymethylthio, methoxyethoxymethylthio, t-butoxymethylthio,2-(trimethylsilyl)ethoxymethylthio,benzyloxymethylthio, p-methoxybenzyloxymethylthio, p-nitrobenzyloxymethylthio,o-nitrobenzyloxymethylthio and4-methoxyphenoxymethylthio. As examples of C_1-8 alkyl- orarylsulfonyloxy groups when X¹ represents a C_1-8 alkyl- or arylsulfonyloxy group, there may be mentioned sulfonyloxygroups comprising optionally substituted C_1-8 alkyl oraryl groups with sulfonyl groups, such asmethylsulfonyloxy, trifluoromethylsulfonyloxy,ethylsulfonyloxy, propylsulfonyloxy, butylsulfonyloxy, t-butylsulfonyloxy,nonafluorobutylsulfonyloxy,phenylsulfonyloxy, p-bromophenylsulfonyloxy, p-toluylsulfonyloxy,benzylsulfonyloxy, α-phenethylsulfonyloxyand β-phenethylsulfonyloxy. Aspreferred examples of X¹ there may be mentioned chlorine,bromine, iodine and trifluoromethylsulfonyloxy, withchlorine and trifluoromethylsulfonyloxy beingparticularly preferred.
[0118] The definitions of A¹, A², A³, A⁴, A⁵, G¹, G², R² and Xin formula (Ic) above are the same as the respectivedefinitions of A¹, A², A³, A⁴, A⁵, G¹, G², R² and X informula (I), and as examples there may be mentioned thesame ones as mentioned above.
[0119] In formula (Ic), R³ represents C_2-10 acyl, C_2-10alkoxymethyl or substituted or unsubstituted benzyl. Asexamples of C_2-10 acyl groups when R³ represents a C_2-10acyl group, there may be mentioned acetyl,trifluoroacetyl, propionyl, butyryl, isobutyryl, valeryl,isovaleryl, pivaloyl, hexanoyl, benzoyl, phenylacetyl,phenylpropionyl and cinnamoyl. As examples of C_2-10alkoxymethyl groups when R³ represents a C_2-10 alkoxymethylgroup, there may be mentioned methoxymethyl,methoxyethoxymethyl, t-butoxymethyl, 2-(trimethylsilyl)ethoxymethyl,benzyloxymethyl, p-methoxybenzyloxymethyl,p-nitrobenzyloxymethyl, o-nitrobenzyloxymethyland 4-methoxyphenoxymethyl. Asexamples of substituted or unsubstituted benzyl groupswhen R³ represents a substituted or unsubstituted benzylgroup, there may be mentioned benzyl, p-methoxybenzyl,3,4-dimethoxybenzyl, o-nitrobenzyl, p-nitrobenzyl and p-cyanobenzyl.As a preferred example for R³ there may be mentioned 2-(trimethylsilyl)ethoxymethyl.
[0120] A pyrrolo[3,2-d]pyrimidine derivative represented byformula (Ia) above may be synthesized from a pyrrolo[3,2-d]pyrimidinederivative represented by formula (II), bythe following Synthesis Scheme A. [Synthesis Scheme A]
[0121]
[0122] Specifically, a pyrrolo[3,2-d]pyrimidine derivative(Ia-A) of the invention may be synthesized by reacting apyrrolo[3,2-d]pyrimidine derivative (II-A) of theinvention with thiourea. The thiooxo conversion withthiourea may be carried out, for example, by reaction ina solvent such as dioxane, ethanol or 2-propanol in atemperature range from 0-150°C.
[0123] Of the pyrrolo[3,2-d]pyrimidine derivativesrepresented by formula (II) above, a pyrrolo[3,2-d]pyrimidinederivative represented by the followingformula (II-B) may be synthesized from a pyrrolo[3,2-d]pyrimidinederivative represented by formula (Ib), bythe following Synthesis Scheme (B). [Synthesis Scheme B]
[0124]
[0125] Specifically, when X¹⁰ is chlorine, for example, apyrrolo[3,2-d]pyrimidine derivative (Ib-B) of theinvention may be reacted with phosphorus oxychloride tosynthesize a pyrrolo[3,2-d]pyrimidine derivative (II-B)of the invention. The chlorination reaction withphosphorus oxychloride may be conducted under ordinarychlorine reaction conditions, for example, in thepresence or absence of triethylamine, 4-dimethylaminopyridineor dimethylaniline, in the presenceor absence of a solvent such as acetonitrile, and in atemperature range from 0-150°C.
[0126] Or, for example, when X¹⁰ is atrifluoromethanesulfonyloxy group, the pyrrolo[3,2-d]pyrimidinederivative (Ib-B) of the invention may bereacted with trifluoromethanesulfonic anhydride tosynthesize a pyrrolo[3,2-d]pyrimidine derivative (II-B)of the invention. The trifluoromethanesulfonyloxyconversion with trifluoromethanesulfonic anhydride may beconducted together with an amine such as pyridine ortriethylamine, in the presence or absence of a solventsuch as dichloromethane, and in a temperature range from0-100°C.
[0127] Of the pyrrolo[3,2-d]pyrimidine derivativesrepresented by formula (Ib) above, a pyrrolo[3,2-d]pyrimidinederivative represented by (Ib-C2) below maybe synthesized from a pyrrolo[3,2-d]pyrimidine derivative represented by (Ib-C1) below by the following SynthesisScheme (C). [Synthesis Scheme (C)]
[0128]
[0129] Specifically, a pyrrolo[3,2-d]pyrimidine derivative(Ib-C1) of the invention may be reacted with a primary orsecondary amine to synthesize a pyrrolo[3,2-d]pyrimidinederivative (Ib-C2) of the invention. The aminatingreaction with a primary or secondary amine may be carriedout under solventless conditions or using a solvent suchas dimethylsulfoxide, dimethylformamide, dioxane,tetrahydrofuran or toluene, in the presence or absence ofa base such as pyridine, triethylamine,diisopropylethylamine, 4-dimethylaminopyridine or sodiumcarbonate, in the presence or absence of a transitionmetal complex catalyst produced by mixing a palladiumsalt such as palladium acetate with a phosphorus ligandsuch as triphenylphosphine, and in a temperature range of 0-150°C.
[0130] Of the pyrrolo[3,2-d]pyrimidine derivativesrepresented by formula (Ib), a pyrrolo[3,2-d]pyrimidinederivative represented by formula (Ib-D2) below may besynthesized from a pyrrolo[3,2-d]pyrimidine derivativerepresented by formula (Ib-D1) below by the followingSynthesis Scheme (D). [Synthesis Scheme (D)]
[0131]
[0132] Specifically, a pyrrolo[3,2-d]pyrimidine derivative(Ib-D1) of the invention may be reacted with, forexample, a boronic acid derivative [R^2D2-B(OH)₂, where R^2D2has the same definition as in Synthesis Scheme (D)above], to synthesize a pyrrolo[3,2-d]pyrimidinederivative (Ib-D2) of the invention. The reaction withthe boronic acid derivative may be conducted underconditions for an ordinary Suzuki reaction, for example,using a solvent such as 2-propanol and/or water, usingpalladium acetate or the like as a catalyst in thepresence of an inorganic base such as sodium carbonate,with addition of triphenylphosphine or the like as aligand, and in a temperature range of 0-150°C.
[0133] Of the pyrrolo[3,2-d]pyrimidine derivativesrepresented by formula (Ib), a pyrrolo[3,2-d]pyrimidine derivative represented by (Ib-E2) below may besynthesized from a pyrrolo[3,2-d]pyrimidine derivativerepresented by (Ib-El) below, by the following SynthesisScheme (E)). [Synthesis Scheme (E)]
[0134]
[0135] Specifically, a pyrrolo[3,2-d]pyrimidine derivative(Ib-E1) of the invention may be subjected to halogenationreaction to obtain a pyrrolo[3,2-d]pyrimidine derivative(Ib-E2) of the invention. The halogenation reaction maybe carried out, for example, using a halogenating reagentsuch as N-chlorosuccinimide, N-bromosuccinimide or thelike, in the presence of a solvent such asdimethylformamide, dioxane or tetrahydrofuran, and in atemperature range of -20°C to 150°C.
[0136] Of the pyrrolo[3,2-d]pyrimidine derivativesrepresented by formula (Ib), a pyrrolo[3,2-d]pyrimidinederivative represented by formula (Ib-F) below may besynthesized from a pyrrole derivative represented byformula (IV-F) below, by the following Synthesis Scheme(F). [Synthesis Scheme (F)]
[0137]
[0138] Specifically, a pyrrole derivative represented byformula (IV-F) above may be subjected to cyclizationreaction using formamidine or formamide, to synthesize apyrrolo[3,2-d]pyrimidine derivative represented byformula (Ib-F) of the invention. A cyclization reactionusing formamidine may be conducted, for example, usingformamidine acetate, using a solvent such as 2-propanol,and in a temperature range of 0-150°C. A cyclizationreaction using formamide may be smoothly carried out, forexample, using a base such as formamide or sodiummethoxide, in the presence or absence ofdimethylsulfoxide or dimethoxyethane, and in atemperature range of 0-150°C.
[0139] Of the pyrrolo[3,2-d]pyrimidine derivativesrepresented by formula (II), a pyrrolo[3,2-d]pyrimidinederivative represented by formula (II-G) below may besynthesized from a pyrrolo[3,2-d]pyrimidine derivativerepresented by formula (Ib-G) below, by the followingSynthesis Scheme (G). [Synthesis Scheme (G)]
[0140]
[0141] Specifically, when X¹¹ is an acylthio group, forexample, a pyrrolo[3,2-d]pyrimidine derivative (Ib-G) ofthe invention may be reacted with an acyl halide tosynthesize a pyrrolo[3,2-d]pyrimidine derivative (II-G)of the invention. The acylation reaction with the acylhalide may be conducted under ordinary acylatingconditions, for example, in the presence of triethylamineor pyridine and in a temperature range of 0-100°C.
[0142] Also, when X¹¹ is an alkoxymethylthio group, forexample, a pyrrolo[3,2-d]pyrimidine derivative (Ib-G) ofthe invention may be reacted with an alkoxymethyl halideto synthesize a pyrrolo[3,2-d]pyrimidine derivative (II-G)of the invention. The alkoxymethylating reaction withthe alkoxymethyl halide may be conducted under ordinaryalkoxymethylating conditions, for example, in thepresence of triethylamine or pyridine and in atemperature range of 0-100°C.
[0143] The groups A¹, A², A³, A⁴, A⁵, G¹, G² and/or R² in apyrrolo[3,2-d]pyrimidine derivative (II-G) of theinvention obtained in this manner may be subjected toconversion reactions which are well known to thoseskilled in the art. The pyrrolo[3,2-d]pyrimidinederivative (II-G) may be subjected to hydrolysis reactionunder neutral or basic conditions when X¹¹ is acylthio or under acidic conditions with trifluoroacetic acid or thelike when X¹¹ is alkoxymethylthio, for conversion to apyrrolo[3,2-d]pyrimidine derivative (Ib-G) of theinvention.
[0144] A pyrrolo[3,2-d]pyrimidine derivative represented byformula (Ic) may be synthesized from a pyrrolo[3,2-d]pyrimidinederivative represented by formula (I-H)below, by the following Synthesis Scheme (H). [Synthesis Scheme (H)]
[0145]
[0146] Specifically, when R³ is an acyl group, for example,a pyrrolo[3,2-d]pyrimidine derivative (I-H) of theinvention may be reacted with an acyl halide tosynthesize a pyrrolo[3,2-d]pyrimidine derivative (Ic-H)of the invention. The acylation reaction with the acylhalide may be conducted under ordinary acylatingconditions, for example, in the presence of triethylamineor pyridine and in a temperature range of 0-100°C.
[0147] Also, when R³ is an alkoxymethyl or benzyl group,for example, a pyrrolo[3,2-d]pyrimidine derivative (I-H)of the invention may be reacted with an alkoxymethylhalide or benzyl halide to synthesize a pyrrolo[3,2-d]pyrimidinederivative (Ic-H) of the invention. Thereaction with the alkoxymethyl halide or benzyl halide may be conducted, for example, in the presence of sodiumhydride, and in a temperature range of 0-100°C.
[0148] The groups A¹, A², A³, A⁴, A⁵, G¹, G² and/or R² in apyrrolo[3,2-d]pyrimidine derivative (Ic-H) of theinvention obtained in this manner may be subjected toconversion reactions which are well known to thoseskilled in the art. The pyrrolo[3,2-d]pyrimidinederivative (Ic-H) may be subjected to hydrolysis reactionunder neutral or basic conditions when R³ is an acylgroup, to hydrolysis reaction under acidic conditionswith trifluoroacetic acid or the like when R³ is analkoxymethyl group, or to hydrogenation reaction when R³is a benzyl group, for conversion to a pyrrolo[3,2-d]pyrimidinederivative (I-H) of the invention.
[0149] When the pyrrolo[3,2-d]pyrimidine derivatives of theinvention synthesized according to Synthesis Schemes (A),(B), (C), (D), (E), (F), (G) and (H) above have easilyconvertible substituents such as alkoxycarbonyl, acyloxy,aromatic nitro groups or the like, they may be convertedto pyrrolo[3,2-d]pyrimidine derivatives of the inventionhaving groups such as carboxyl, hydroxy, amino or thelike by carrying out reactions well known to thoseskilled in the art.
[0150] When the pyrrolo[3,2-d]pyrimidine derivatives of theinvention synthesized according to Synthesis Schemes (A),(B), (C), (D), (E), (F), (G) and (H) above have carboxylgroups, they may be converted to pyrrolo[3,2-d]pyrimidinederivatives of the invention having groups such asalkoxycarbonyl, carbamoyl or N-alkylcarbamoyl, bycarrying out condensation reactions well known to thoseskilled in the art.
[0151] When the pyrrolo[3,2-d]pyrimidine derivatives of theinvention synthesized according to Synthesis Schemes (A),(B), (C), (D), (E), (F), (G) and (H) above have aminogroups, they may be converted to pyrrolo[3,2-d]pyrimidinederivatives of the invention having groups such asacylamino or alkylsulfonylamino, by carrying out condensation reactions well known to those skilled in theart.
[0152] Alternatively when the derivatives have aminogroups, they may be converted to pyrrolo[3,2-d]pyrimidinederivatives of the invention having groups such asmonoalkylamino or dialkylamino, by carrying out reductivealkylation reactions well known to those skilled in theart.
[0153] When the pyrrolo[3,2-d]pyrimidine derivatives of theinvention synthesized according to Synthesis Schemes (A),(B), (C), (D), (E), (F), (G) and (H) above have hydroxygroups, they may be converted to pyrrolo[3,2-d]pyrimidinederivatives of the invention having groups such asacyloxy or the like, by carrying out condensationreactions well known to those skilled in the art.
[0154] When the pyrrolo[3,2-d]pyrimidine derivatives of theinvention synthesized according to Synthesis Schemes (A),(B), (C), (D), (E), (F), (G) and (H) above have formylgroups, they may be converted to pyrrolo[3,2-d]pyrimidinederivatives of the invention having groups such asalkylaminomethyl or the like, by carrying out reductivealkylation reactions well known to those skilled in theart.
[0155] A pyrrole derivative represented by formula (IV-F)above used as the starting material in a synthesis schemefor a pyrrolo[3,2-d]pyrimidine derivative represented byformula (I) may be synthesized, for example, from analkoxymethylenemalononitrile derivative represented byformula (VI-J) below, by the following Synthesis Scheme(J). [Synthesis Scheme (J)]
[0156]
[0157] Specifically, an alkoxymethylenemalononitrile (VI-J)may be reacted with a primary amine (R¹-NH₂, where R¹ hasthe same definition as R¹ in Synthesis Scheme (J) above),to synthesize an aminomethylenemalononitrile derivative(V-J). This aminomethylenemalononitrile derivative (V-J)may be reacted with methyl bromoacetate in the presenceof a base and then cyclized to synthesize a pyrrolederivative (IV-J).
[0158] The reaction between thealkoxymethylenemalononitrile derivative (VI-J) and theprimary amine may be conducted, for example, using asolvent such as methanol or ethanol, and in a temperaturerange of 0-100°C.
[0159] The reaction between the aminomethylenemalononitrilederivative (V-J) and the methyl bromoacetate may beconducted, for example, using potassium carbonate or thelike as a base, using a solvent such as acetonitrile, andin a temperature range of 0-150°C.
[0160] Pyrrolo[3,2-d]pyrimidine derivatives represented byformula (I) obtained in the manner described above haveeffects of inhibiting GSK-3 activity, and may thereforebe used as clinically effective prophylactic and/or treatment agents for GSK-3 activity inhibition. Asconditions that are treatable with GSK-3 activityinhibitors there may be mentioned diabetes, diabetescomplications, atherosclerosis, hypertension, obesity,syndrome X, Alzheimer's disease, neurodegenerativediseases (AIDS encephalopathy, Huntington's disease,Parkinson's disease, cerebral ischemia), manicdepression, traumatic encephalopathy, alopecia,inflammatory diseases, cancer, immune deficiency and thelike.
[0161] The pyrrolo[3,2-d]pyrimidine derivatives representedby formula (I) and their medically acceptable salts maybe prepared as pharmaceutical compositions usingpharmaceutically acceptable carriers and/or diluents.The pharmaceutical compositions may be administeredeither orally or parenterally, in any of various dosageforms. As modes of parenteral administration there maybe mentioned, for example, intravenous, subcutaneous,intramuscular, percutaneous and rectal administration.
[0162] As oral dosage forms there may be mentioned, forexample, tablets, pills, granules, powders, liquids,suspensions, syrups, capsules and the like.
[0163] Tablets may be molded by ordinary methods usingpharmaceutically acceptable carriers such as anexcipients, binders, disintegrators and the like. Pills,granules and powders may also be molded by ordinarymethods using excipients and the like, as for tablets.The preparation method for a liquid, suspension or syrupmay be an ordinary method using a glycerin ester,alcohol, water and/or vegetable oil. A preparationmethod for capsules may entail filling granules, powderor a liquid into capsules of gelatin or the like.
[0164] For a parenteral agent to be administeredintravenously, subcutaneously or intramuscularly, theadministered agent may be in the form of an injection.Injections include, for example, those dissolved inwater-soluble liquids such as physiological brine, and those dissolved in non-water-soluble liquids comprisingorganic esters such as propylene glycol, polyethyleneglycol, vegetable oils, and the like.
[0165] The dosage form for percutaneous administration maybe an ointment, cream or the like. An ointment may beprepared by admixture with a fat or oil, vaseline or thelike, and a cream may be prepared by admixture with anemulsifier.
[0166] If necessary, pharmaceutically acceptable carrierssuch as isotonizing agents, preservatives, antiseptics,humidifiers, buffers, emulsifiers, dispersing agents,stabilizers and the like may be added to these variouspreparation forms.
[0167] The various preparation forms may also, ifnecessary, be sterilized by appropriate means such asfiltration using a bacteria capturing filter or additionof antimicrobial agents.
[0168] The dosage of a pyrrolo[3,2-d]pyrimidine derivativerepresented by formula (I) or a medically acceptable saltthereof will differ depending on the type of condition,the route of administration and the symptoms, age, genderand body weight of the patient, but in most cases it maybe about 1-500 mg/day/patient for oral administration.In the case of parenteral administration such asintravenous, subcutaneous, intramuscular or percutaneousadministration, it may be about 0.1-100 mg/day/patient. Examples
[0169] The invention will now be explained in greaterdetail by the following examples, with the understandingthat the scope of the invention is not in any senserestricted by these examples. The numbers assigned toeach of the compounds in the examples correspond to theCompound Nos. of the compounds listed as preferredexamples in Tables 1 to 214 above.
[0170] The "HPLC Retention time" data for the compoundssynthesized in the examples are the retention times (minutes) for the compounds in HPLC analysis carried outunder the following conditions. HPLC (High Performance Liquid Chromatography) conditions
[0171] System: Hewlett-Packard 1100 HPLC Column: Cadenza CD-C18 (Imtakt) 100 mm x 4.6 mm Solvent: A: H₂O/acetonitrile = 95/5   (0.05% trifluoroacetic acid)   B: H₂O/acetonitrile = 5/95   (0.05% trifluoroacetic acid) Flow rate: 1.0 mL/min Gradient:0-1 min, solvent B: 10% solvent A: 90%1-14 min, solvent B: 10% → 100% solvent A: 90% → 0%14-16 min, solvent B: 100% solvent A: 0% Calculation of purity: Area % of UV absorption (254 nm)
[0172]
[0173] A suspension of sodium hydride (12.5 g) intetrahydrofuran (188 mL) was cooled to 0°C. A solutionof malononitrile (10.3 g) in tetrahydrofuran (65 mL) wasadded dropwise thereto over a period of 1 hour. Afterstirring the reaction mixture at room temperature for 1hour, it was again cooled to 0°C, and then a solution of2-phenylacetyl chloride (24.2 g) in tetrahydrofuran (52mL) was added dropwise thereto over a period of 80minutes. After stirring the reaction mixture at roomtemperature for 49 hours, water (26 mL) was added to thereaction solution. The solvent was distilled off underreduced pressure, diethyl ether (130 mL) and 1 mol/Lhydrochloric acid (130 mL) were added to the residue andextraction was performed with diethyl ether. The organiclayer was washed with saturated brine and dried over anhydrous sodium sulfate, and then the solvent wasdistilled off under reduced pressure to obtain the titlecompound as a crude product (31.2 g).
[0174] [Hydroxy(1-methylpyrrol-2-yl)methylene]methane-1,1-dicarbonitrilewas synthesized in the same manner usingmalononitrile and 1-methylpyrrole-2-carbonylchloride.The ESI/MS data for this compound are shown below.ESI/MS m/e: 174.2 (M⁺+H, C₉H₇N₃O)
[0175] (2-Furylhydroxymethylene)methane-1,1-dicarbonitrilewas obtained in the same manner using malononitrile andfuran-2-carbonylchloride. The ESI/MS data for thiscompound are shown below.ESI/MS m/e: (M⁺+H, C₈H₄N₂O₂)
[0176] [Hydroxy(3-methyl(2-furyl))methylene]methane-1,1-dicarbonitrilewas obtained in the same manner usingmalononitrile and 3-methylfuran-2-carbonylchloride. TheNMR and ESI/MS data for this compound are shown below.¹H-NMR(400MHz,CD₃OD)δ(ppm): 2.29(s,3H), 6.34(s,1H),7.41(s,1H).ESI/MS m/e: (M⁺+H, C₉H₆N₂O₂)
[0177] [Hydroxy(3-methyl(2-thienyl))methylene]methane-1,1-dicarbonitrilewas obtained in the same manner usingmalononitrile and 3-methylthiophene-2-carbonylchloride.The ESI/MS data for this compound are shown below.ESI/MS m/e: (M⁺+H, C₉H₆N₂O)
[0178] [(3-Chloro(2-thienyl))hydroxymethylene]methane-1,1-dicarbonitrilewas obtained in the same manner usingmalononitrile and 3-chlorothiophene-2-carbonylchloride.The NMR and ESI/MS data for this compound are shownbelow.¹H-NMR(400MHz,CD₃OD)δ(ppm): 6.92(d,J=5.1,1H),7.51(d,J=5.4,1H)ESI/MS m/e: (M⁺+H, C₈H₃ClN₂OS) Reference Example 2. Synthesis of (1-methoxy-2-phenylethylidene)methane-1,1-dicarbonitrile
[0179]
[0180] A suspension of sodium hydride (6.3 g) intetrahydrofuran (100 mL) was cooled to 0°C. A solutionof the crude (1-hydroxy-2-phenylethylidene)methane-1,1-dicarbonitrile(31.2 g) in tetrahydrofuran (130 mL) wasadded dropwise thereto over a period of 30 minutes.After stirring the reaction mixture at room temperaturefor 20 minutes, it was cooled to 0°C, and then a solutionof dimethyl sulfate (19.7 g) in tetrahydrofuran (100 mL)was added dropwise thereto over a period of 1 hour. Themixture was heated to reflux for 21 hours and then cooledto room temperature, and the solvent was distilled offunder reduced pressure. Ethyl acetate (100 mL) andaqueous saturated sodium bicarbonate (100 mL) were addedto the residue and extraction was performed with ethylacetate. The organic layer was washed with saturatedbrine, and then the solvent was distilled off underreduced pressure. The obtained crude product waspurified by silica gel column chromatography(hexane/ethyl acetate = 2/1) to obtain the title compound(4.6 g, 15%) as a brown solid. The NMR and ESI/MS datafor this compound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 4.02(s,2H), 4.03(s,3H), 7.24-7.42(m,5H).ESI/MS m/e: 199.2 (M⁺+H, C₁₂H₁₀N₂O)
[0181] [Methoxy(1-methylpyrrol-2-yl)methylene]methane-1,1-dicarbonitrilewas synthesized in the same manner using[hydroxy(1-methylpyrrol-2-yl)methylene]methane-1,1-dicarbonitrile.The ESI/MS data for this compound areshown below.ESI/MS m/e: 188.1 (M⁺+H, C₁₀H₉N₃O)
[0182] (2-Furylmethoxymethylene)methane-1,1-dicarbonitrilewas synthesized in the same manner using (2-furylhydroxymethylene)methane-1,1-dicarbonitrile.The ESI/MS data for this compound are shown below.ESI/MS m/e: (M⁺+H, C₉H₆N₂O₂)
[0183] [Methoxy(3-methyl(2-furyl))methylene]methane-1,1-dicarbonitrilewas synthesized in the same manner using[hydroxy(3-methyl(2-furyl))methylene]methane-1,1-dicarbonitrile.The ESI/MS data for this compound areshown below.ESI/MS m/e: (M⁺+H, C₁₀H₈N₂O₂)
[0184] [Methoxy(3-methyl(2-thienyl))methylene]methane-1,1-dicarbonitrilewas obtained in the same manner using[hydroxy(3-methyl(2-thienyl))methylene]methane-1,1-dicarbonitrile.The ESI/MS data for this compound areshown below.ESI/MS m/e: (M⁺+H, C₁₀H₈N₂OS)
[0185] [(3-Chloro(2-thienyl))methoxymethylene]methane-1,1-dicarbonitrilewas obtained in the same manner using [(3-chloro(2-thienyl))hydroxymethylene]methane-1,1-dicarbonitrile.The ESI/MS data for this compound areshown below.ESI/MS m/e: (M⁺+H, C₉H₅ClN₂OS)
[0186] (1-Methoxy-3-phenylpropylidene)methane-1,1-dicarbonitrilewas synthesized using malononitrile and 3-phenylpropionylchloride, in the same manner as ReferenceExample 1 and Reference Example 2. The NMR data for thiscompound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 2.91-2.98(m,4H), 4.07(s,3H),7.19-7.36(m,5H).
[0187] (1-Methoxy-3-methylbutylidene)methane-1,1-dicarbonitrilewas synthesized in the same manner asReference Example 1 and Reference Example 2 usingmalononitrile and isopentanoyl chloride. The NMR datafor this compound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 1.03-1.09(m,6H), 1.99-2.13(m,1H),2.54(d,J=7.6,2H), 4.15(s,3H).
[0188] (Cyclopropylmethoxymethylene)methane-1,1-dicarbonitrilewas synthesized in the same manner as Reference Example 1 and Reference Example 2 usingmalononitrile and cyclopropanecarbonyl chloride. The NMRdata for this compound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 1.10-1.22(m,4H), 2.10-2.22(m,1H),4.27(s,3H).
[0189] [(2-Bromophenyl)methoxymethylene]methane-1,1-dicarbonitrilewas synthesized in the same manner asReference Examples 1 and 2 using 2-bromobenzoyl chloride.The ESI/MS data for this compound are shown below.ESI/MS m/e: 263.0,265.3 (M+H, C₁₁H₇BrN₂O) Reference Example 3. Synthesis of methyl 3-amino-4-cyanopyrrole-2-carboxylate
[0190]
[0191] After dissolving dimethyl 2-aminomalonate (25.0 g)in methanol (300 mL), a solution of ethoxymethylenemalononitrile(16.6 g) and triethylamine (15.1 g) inmethanol (50 mL) was added. The reaction mixture wasstirred at room temperature for 18 hours and then cooledto 0°C, and a mixed solution of 28% sodiummethoxide/methanol (31.5 g) and methanol (50 mL) wasadded dropwise thereto over a period of 10 minutes. Thereaction mixture was stirred at room temperature for 49hours and then cooled to 0°C, and acetic acid (10.3 g)was added. The solvent was distilled off under reducedpressure, ethyl acetate (200 mL) and water (200 mL) wereadded to the residue and extraction was performed withethyl acetate. A saturated aqueous sodium bicarbonatesolution was added to the organic layer until itexhibited a pH of 8, and extraction was performed withethyl acetate. The organic layer was dried overanhydrous magnesium sulfate, and the solvent wasdistilled off under reduced pressure. The residue waspurified by silica gel column chromatography (hexane/ethyl acetate = 1/1) to obtain the title compound(13.7 g, 61%) as a brown solid. The NMR and ESI/MS datafor this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.77(s,3H), 5.52(brs,2H),7.29(s,1H), 11.70(brs,1H).ESI/MS m/e: 199.2 (M⁺+H, C₇H₇N₃O₂) Reference Example 4. Synthesis of N-{2-[(2,2-dicyanovinyl)amino]ethyl}(4-fluorophenyl)carboxamide
[0192]
[0193] After adding acetonitrile (100 mL) andethoxymethylenemalononitrile (4.5 g) to N-(2-aminoethyl)(4-fluorophenyl)carboxamidehydrochloride (8.3g), a solution of triethylamine (4.5 g) in acetonitrile(20 mL) was added thereto. After stirring at roomtemperature for 15 minutes, the solvent was distilled offunder reduced pressure, water and ethyl acetate wereadded to the residue, and the mixture was stirred. Theprecipitated solid was filtered out to obtain the crudetitle compound (6.5 g) as a brown solid.ESI/MS m/e: 259.2 (M⁺+H, C₁₃H₁₁FN₄O) Reference Example 5. Synthesis of(methoxyphenylmethylene) methane-1,1-dicarbonitrile
[0194]
[0195] Trimethylorthobenzoic acid (5.01 g) andmalononitrile (2.18 g) were added to acetic anhydride (50mL) and the mixture was heated to reflux for 4 hours.After confirming complete consumption of the trimethylorthobenzoic acid by thin-layer chromatography(hexane/ethyl acetate = 3/1), the mixture was cooled toroom temperature and the solvent was distilled off underreduced pressure. The residue was purified by silica gelcolumn chromatography (hexane/ethyl acetate = 5/1 → 3/1)to obtain the title compound (3.44 g, yield: 68%) as alight yellow oil. The NMR and ESI/MS data for thiscompound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 3.93(s,3H), 7.48-7.65(m,5H).ESI/MS m/e: 185.0 (M⁺+H, C₁₁H₈N₂O) Reference Example 6. Synthesis of [(methylamino)phenylmethylene]methane-1,1-dicarbonitrile
[0196]
[0197] A 40% methanol solution (15 mL) containingmethylamine was added to a solution of(methoxyphenylmethylene)methane-1,1-dicarbonitrile (3.44g) in ethanol (50 mL), and the mixture was stirred for 10minutes at room temperature and then for 1 hour whileheating to reflux. After cooling to room temperature,the solvent was distilled off under reduced pressure.The residue was purified by silica gel columnchromatography (hexane/ethyl acetate = 3/1 → 1/1) toobtain the title compound (2.74 g, yield: 80%) as a whitesolid. The NMR and ESI/MS data for this compound areshown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 2.65(d,J=4.9Hz,1.3H),3.21(d,J=5.1Hz,1.7H), 7.44-7.58(m,5H), 8.97-9.03(m,2H).ESI/MS m/e: 184.2 (M⁺+H, C₁₁H₉N₃)
[0198] [(Methylamino)methylene]methane-1,1-dicarbonitrilewas synthesized in the same manner using(ethoxymethylene)methane-1,1-dicarbonitrile andmethylamine. The NMR data for this compound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 1.95(s,3H), 7.87(s,1H),8.94(brs,1H).
[0199] [(Methylamino)ethylidene)methane-1,1-dicarbonitrilewas synthesized in the same manner using(ethoxyethylidene)methane-1,1-dicarbonitrile andmethylamine. The NMR data for this compound are shownbelow.¹H-NMR(400MHz,CDCl₃)δ(ppm): 1.08(s,0.8H), 2.15(s,2.2H),2.89(s,2.1H), 3.07(s,0.9H), 8.69(brs,1H).
[0200] {[Benzylamino]methylene}methane-1,1-dicarbonitrilewas synthesized in the same manner using(ethoxymethylene)methane-1,1-dicarbonitrile andbenzylamine. The NMR data for this compound are shownbelow.¹H-NMR(400MHz,CDCl₃)δ(ppm): 1.44(s,2H), 7.28-7.39(s,5H),8.09(s,1H), 9.60(brs,1H).
[0201] {[(4-Chlorophenyl)amino]methylene}methane-1,1-dicarbonitrilewas synthesized in the same manner using(ethoxymethylene)methane-1,1-dicarbonitrile and 4-chloroaniline.The NMR data for this compound are shownbelow.¹H-NMR(400MHz,CDCl₃)δ(ppm): 7.44(s,4H), 8.50(s,1H),11.15(s,1H).
[0202] N-(2-{[2,2-dicyano-1-(1-methylpyrrol-2-yl)vinyl]amino}ethyl)(tert-butoxy)carboxamidewassynthesized in the same manner using [methoxy(1-methylpyrrol-2-yl)methylene]methane-1,1-dicarbonitrileand tert-butyl N-(2-aminoethyl)carbamate. The ESI/MSdata for this compound are shown below.ESI/MS m/e: 316.1 (M⁺+H, C₁₆H₂₁N₅O₂)
[0203] N-{2-[(2,2-dicyano-1-(2-furyl)vinyl)amino]ethyl}(tert-butoxy)carboxamide was synthesized in the samemanner using (2-furylmethoxymethylene)methane-1,1-dicarbonitrileand tert-butyl N-(2-aminoethyl)carbamate.The ESI/MS data for this compound are shown below. ESI/MS m/e: 303.4 (M⁺+H, C₁₅H₁₈N₄O₃)
[0204] N-(2-{[2,2-dicyano-1-(3-methyl(2-furyl))vinyl]amino}ethyl)(tert-butoxy)carboxamide was synthesized inthe same manner using [methoxy(3-methyl(2-furyl))methylene]methane-1,1-dicarbonitrileand tert-butylN-(2-aminoethyl)carbamate. The NMR and ESI/MS datafor this compound are shown below.¹H-NMR(400MHz,CD₃OD)δ(ppm): 1.43(s,9H), 2.23(brs,3H),3.23-3.34(brs,4H), 3.75(brs,1H), 6.52(s,1H),7.70(brs,1H).ESI/MS m/e: 317.4 (M⁺+H, C₁₆H₂₀N₄O₃)
[0205] N-(2-{[2,2-dicyano-1-(3-methyl(2-thienyl))vinyl]amino}ethyl)(tert-butoxy)carboxamide was obtained in thesame manner using [methoxy(3-methyl(2-thienyl))methylene]methane-1,1-dicarbonitrileand tert-butylN-(2-aminoethyl)carbamate. The ESI/MS data forthis compound are shown below.ESI/MS m/e: (M⁺+H, C₁₆H₂₀N₄O₂S)
[0206] (tert-Butoxy)-N-(2-{[1-(3-chloro(2-thienyl))-2,2-dicyanovinyl]amino}ethyl)carboxamidewas obtained in thesame manner using [(3-chloro(2-thienyl))methoxymethylene]methane-1,1-dicarbonitrile and tert-butyl N-(2-aminoethyl)carbamate.The ESI/MS data for this compoundare shown below.ESI/MS m/e: 352.9 (M⁺+H, C₁₅H₁₇ClN₄O₂S)
[0207] N-{3-[(2,2-dicyano-1-(2-furyl)vinyl)amino]propyl}(tert-butoxy)carboxamide was synthesized in the samemanner using (2-furylmethoxymethylene)methane-1,1-dicarbonitrileand tert-butyl N-(2-aminopropyl)carbamate.The ESI/MS data for this compound are shown below.ESI/MS m/e: 317.3 (M⁺+H, C₁₆H₂₀N₄O₃) Reference Example 7. Synthesis of methyl 3-amino-4-cyano-1-methyl-5-phenylpyrrole-2-carboxylate
[0208]
[0209] [(Methylamino)phenylmethylene]methane-1,1-dicarbonitrile(3.00 g) and anhydrous potassium carbonate(4.51 g) were added to acetonitrile (200 mL). A solutionof methyl bromoacetate (3.09 mL) in acetonitrile (10 mL)was added thereto, and the mixture was heated to refluxfor 3 hours. After cooling the mixture to roomtemperature, it was allowed to stand, the supernatant wasseparated by decantation, and the solvent was distilledoff under reduced pressure. The concentrated residue wascombined with the solid portion remaining afterdecantation, ethyl acetate and water were added, andextraction was performed 3 times with ethyl acetate. Theorganic layer was washed with water and saturated brineand then dried over anhydrous magnesium sulfate. Afterfiltering off the magnesium sulfate, the solvent wasdistilled off under reduced pressure. The residue wasrecrystallized (hexane/ethyl acetate = 1/1) to obtain thetitle compound (1.15 g) as a white solid. Therecrystallized residue was purified by silica gel columnchromatography (hexane/ethyl acetate = 3/1 → 2/1) toobtain the title compound (1.21 g, (total of 2.36 g withthe recrystallized portion), yield: 56%) as a whitesolid. The NMR and ESI/MS data for this compound areshown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 3.72(s,3H), 3.89(s,3H),4.95(brs,2H), 7.42-7.51(m,5H).ESI/MS m/e: 256.2 (M⁺+H, C₁₄H₁₃N₃O₂)
[0210] Methyl 3-amino-4-cyano-1-methylpyrrole-2-carboxylatewas synthesized in the same manner using[(methylamino)methylene]methane-1,1-dicarbonitrile. TheNMR data for this compound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 2.80(s,3H), 3.86(s,3H),4.86(brs,2H), 5.91(s,1H).
[0211] Methyl 3-amino-4-cyano-1,5-dimethylpyrrole-2-carboxylatewas synthesized in the same manner using[(methylamino)ethylidene)methane-1,1-dicarbonitrile. The NMR data for this compound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 2.30(s,3H), 3.71(s,3H),3.84(s,3H), 4.84(brs,2H).
[0212] Methyl 3-amino-4-cyano-1-benzylpyrrole-2-carboxylatewas synthesized in the same manner using{[benzylamino]methylene}methane-1,1-dicarbonitrile. TheNMR data for this compound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 3.79(s,3H), 4.91(brs, 2H),5.37(s, 2H), 6.98 (s, 1H), 7.10-7.12(m, 2H), 7.30-7.36(m,3H).
[0213] Methyl 3-amino-1-(4-chlorophenyl)-4-cyanopyrrole-2-carboxylatewas synthesized in the same manner using{[(4-chlorophenyl)amino]methylene}methane-1,1-dicarbonitrile.The NMR data for this compound are shownbelow.¹H-NMR(400MHz,CDCl₃)δ(ppm): 3.68(s,3H), 5.03(brs,2H),7.04(s,1H), 7.18-7.20(m, 2H), 7.39-7.41(m, 2H).
[0214] Methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyano-5-(1-methylpyrrol-2-yl)pyrrole-2-carboxylatewas synthesized in the same manner using N-(2-{[2,2-dicyano-1-(1-methylpyrrol-2-yl)vinyl]amino}ethyl)(tert-butoxy)carboxamide. The ESI/MS data for thiscompound are shown below.ESI/MS m/e: 388.3 (M⁺+H, C₁₉H₂₅N₅O₄)
[0215] Methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyano-5-(2-furyl)pyrrole-2-carboxylate wassynthesized in the same manner using N-{2-[(2,2-dicyano-1-(2-furyl)vinyl)amino]ethyl}(tert-butoxy)carboxamide.The ESI/MS data for this compound are shown below.ESI/MS m/e: 375.3 (M⁺+H, C₁₈H₂₂N₄O₅)
[0216] Methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyano-5-(3-methyl(2-furyl))pyrrole-2-carboxylatewas synthesized in the same manner using N-(2-{[2,2-dicyano-1-(3-methyl(2-furyl))vinyl]amino}ethyl)(tert-butoxy)carboxamide.The NMR and ESI/MS data for thiscompound are shown below. ¹H-NMR(400MHz,CD₃OD)δ(ppm): 1.33(s,9H), 2.15(s,3H), 3.24-3.34(m,2H),3.87(s,3H), 4.28(m,2H), 6.48(s,1H),7.62(s,1H).ESI/MS m/e: 389.4 (M⁺+H, C₁₉H₂₄N₄O₅)
[0217] Methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyano-5-(3-methyl(2-thienyl))pyrrole-2-carboxylatewas synthesized in the same manner using N-(2-{[2,2-dicyano-1-(3-methyl(2-thienyl))vinyl]amino}ethyl)(tert-butoxy)carboxamide.TheESI/MS data for this compound are shown below.ESI/MS m/e: (M⁺+H, C₁₉H₂₄N₄O₄S)
[0218] Methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-5-(3-chloro(2-thienyl))-4-cyanopyrrole-2-carboxylatewas synthesized in the same manner using(tert-butoxy)-N-(2-{[1-(3-chloro(2-thienyl))-2,2-dicyanovinyl]amino}ethyl)carboxamide. The ESI/MS datafor this compound are shown below.ESI/MS m/e: 425.2 (M⁺+H, C₁₈H₂₁ClN₄O₄S)
[0219] Methyl 3-amino-4-cyano-1-{2-[(4-fluorophenyl)carbonylamino]ethyl}pyrrole-2-carboxylatewas synthesized in the same manner using N-{2-[(2,2-dicyanovinyl)amino]ethyl}(4-fluorophenyl)carboxamide.The NMR and ESI/MS data for this compound are shownbelow.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.52(m,2H), 3.74(s,3H),4.30(m,2H), 5.83(brs,2H), 7.29(m,2H), 7.45(s,1H),7.84(m,2H), 8.52(m,1H).ESI/MS m/e: 331.2 (M⁺+H, C₁₆H₁₅FN₄O₃)
[0220] Methyl 3-amino-1-{3-[(tert-butoxy)carbonylamino]propyl}-4-cyano-5-(2-furyl)pyrrole-2-carboxylatewas synthesized in the same manner using N-{3-[(2,2-dicyano-1-(2-furyl)vinyl)amino]propyl}(tert-butoxy)carboxamide. The ESI/MS data for this compoundare shown below.ESI/MS m/e: 389.4 (M⁺+H, C₁₉H₂₄N₄O₅) Reference Example 8. Synthesis of methyl 3-amino-1-{2- [(tert-butoxy)carbonylamino]ethyl}-4-cyano-5-phenylpyrrole-2-carboxylate
[0221]
[0222] tert-Butyl N-(2-aminoethyl)carbamate (10.6 g) wasadded to a solution of (methoxyphenylmethylene)methane-1,1-dicarbonitrile(10.4 g) in acetonitrile (350 mL), andthe mixture was stirred for 10 minutes. Anhydrous cesiumcarbonate (65.1 g) and methyl bromoacetate (13.5 mL) wereadded, and the mixture was heated to reflux for 1 hour.After cooling the mixture to room temperature, it wasallowed to stand, the supernatant was separated bydecantation, and the solvent was distilled off underreduced pressure. The concentrated residue was combinedwith the solid portion remaining after decantation, ethylacetate and water were added, and extraction wasperformed 3 times with ethyl acetate. The organic layerwas washed with water and saturated brine and then driedover anhydrous magnesium sulfate. After filtering offthe magnesium sulfate, the solvent was distilled offunder reduced pressure. The residue was purified bysilica gel column chromatography (hexane/ethyl acetate =2/1) to obtain the title compound (20.6 g, yield: 95%) asa yellow transparent oil. The NMR and ESI/MS data forthis compound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 1.35(s,9H), 3.30-3.31(m,2H),3.90(s,3H), 4.30(t,J=5.7,2H), 4.40(brs,1H), 4.96(brs,2H),7.41-7.52(m,5H).ESI/MS m/e: 385.3 (M⁺+H, C₂₀H₂₄N₄O₄) Reference Example 9. Synthesis of methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyanopyrrole-2-carboxylate
[0223]
[0224] After dissolving ethoxymethylenemalononitrile (5.1g) and tert-butyl N-(aminoethyl)carbamate (7.5 g) inacetonitrile (50 mL), a solution of triethylamine (830mg) in acetonitrile (50 mL) was added and the mixture wasstirred for 10 minutes at room temperature. Afterconfirming complete consumption of the ethoxymethylenemalononitrileby thin-layer chromatography (hexane/ethylacetate = 1/1), the solvent was distilled off underreduced pressure. Acetonitrile(160 mL) and cesiumcarbonate (26.7 g) were added to the residue, and then asolution of methyl bromoacetate (12.9 g) in acetonitrile(12 mL) was added dropwise over a period of 30 minutes.The mixture was heated to reflux for 90 minutes and thencooled to room temperature, the supernatant was separatedby decantation, and the solvent was distilled off underreduced pressure. The concentrated residue was combinedwith the solid portion remaining after decantation, ethylacetate and water were added, and extraction wasperformed 3 times with ethyl acetate. The organic layerwas washed with water and saturated brine in that orderand then dried over magnesium sulfate. The solvent wasdistilled off under reduced pressure, and the resultantbrown oil (17.9 g) was purified by silica gel columnchromatography (hexane/ethyl acetate = 3/2) to obtain thetitle compound (9.3 g, 74%). Reference Example 10. Synthesis of ethyl 3-[4-amino-3-cyano-5-(methoxycarbonyl)-2-phenylpyrrolyl]propionate
[0225]
[0226] After dissolving (methoxyphenylmethylene)methane-1,1-dicarbonitrile(15.10 g) and β-alanine ethyl esterhydrochloride (15.11 g) in acetonitrile (300 mL),triethylamine (23.00 mL) was added and the mixture wasstirred for 10 minutes at room temperature. Afterconfirming complete consumption of the (methoxyphenylmethylene)methane-1,1-dicarbonitrileby thin-layerchromatography (hexane/ethyl acetate = 3/1), the solventwas distilled off under reduced pressure. Ethyl acetateand water were added to the residue, and extraction wasperformed 3 times with ethyl acetate. The organic layerwas washed with water and saturated brine and then driedover anhydrous magnesium sulfate. After filtering offthe magnesium sulfate, the solvent was distilled offunder reduced pressure. Acetonitrile (700 mL) andanhydrous cesium carbonate (53.65 g) were added to theresidue. Methyl bromoacetate (16.00 mL) was addedthereto and the mixture was heated to reflux for 40minutes. After cooling the mixture to room temperature,it was allowed to stand, the supernatant was separated bydecantation, and the solvent was distilled off underreduced pressure. The residue was combined with thesolid portion remaining after decantation, ethyl acetateand water were added, and extraction was performed 3times with ethyl acetate. The organic layer was washedwith water and saturated brine and then dried overanhydrous magnesium sulfate. After filtering off themagnesium sulfate, the solvent was distilled off underreduced pressure. The residue was passed through achromatography column packed with a small amount ofsilica gel (elution with dichloromethane), for removal of the highly polar impurities, to obtain the title compoundas a crude product (35.31 g). Reference Example 11. Synthesis of (phenyl{[2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl]amino}methylene)methane-1,1-dicarbonitrile
[0227]
[0228] After dissolving (methoxyphenylmethylene)methane-1,1-dicarbonitrile(5.02 g) and aminoethanol (2.05 g) inmethanol (50 mL), the solution was stirred for 10 minutesat room temperature. The solvent was distilled off underreduced pressure, a solution was prepared intetrahydrofuran, and the solvent was distilled off underreduced pressure again to total distillation of themethanol. The residue was dissolved in tetrahydrofuran(60 mL), and then imidazole (3.87 g) and tertbutyldimethylsilylchloride (7.39 g) were added theretoand the mixture was stirred for 8 hours at roomtemperature. After distilling off the solvent underreduced pressure, ethyl acetate and saturated aqueousammonium chloride were added to the residue andextraction was performed 3 times with ethyl acetate. Theorganic layer was washed with water and saturated brineand then dried over anhydrous magnesium sulfate. Afterfiltering off the magnesium sulfate, the solvent wasdistilled off under reduced pressure. The residue waspurified by silica gel column chromatography(hexane/ethyl acetate = 4/1) to obtain the title compound(6.47 g, yield: 73%) as a colorless transparent oil. TheNMR and ESI/MS data for this compound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 0.098(s,6H), 0.93(s,9H),3.24(m,2H), 3.64(t,J=4.88,2H), 6.65(brs,1H), 7.37-7.39(m,2H), 7.52-7.54(m,3H).ESI/MS m/e: 328.2 (M⁺+H, C₁₈H₂₅N₃OSi) Reference Example 12. Synthesis of methyl 3-amino-4-cyano-5-phenyl-1-[2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl]pyrrole-2-carboxylate
[0229]
[0230] (Phenyl{[2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl]amino}methylene)methane-1,1-dicarbonitrile (6.47 g) andanhydrous cesium carbonate (12.9 g) were added toacetonitrile (150 mL). Methyl bromoacetate (3.8 mL) wasadded thereto, and the mixture was heated to reflux for 3hours. After cooling the mixture to room temperature, itwas allowed to stand, the supernatant was separated bydecantation, and the solvent was distilled off underreduced pressure. The concentrated residue was combinedwith the solid portion remaining after decantation, ethylacetate and water were added, and extraction wasperformed 3 times with ethyl acetate. The organic layerwas washed with water and saturated brine and then driedover anhydrous magnesium sulfate. After filtering offthe magnesium sulfate, the solvent was distilled offunder reduced pressure. The residue was recrystallized(hexane/ethyl acetate = 1/1) to obtain the title compound(5.13 g, yield: 65%) as a white solid. The NMR andESI/MS data for this compound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): -0.11(s,6H), 0.78(s,9H),3.73(t,J=5.6,2H), 3.88(s,3H), 4.33(t,J=5.6,2H),4.96(brs,2H), 7.47-7.52(m,5H).ESI/MS m/e 400.3 (M⁺+H, C₂₁H₂₉N₃O₃Si)
[0231] Methyl 3-amino-4-cyano-5-phenyl-1-[3-(1,1,2,2-tetramethyl-1-silapropoxy)propyl]pyrrole-2-carboxylate was synthesized in the same manner as Reference Example11 and Reference Example 12 using(methoxyphenylmethylene)methane-1,1-dicarbonitrile and 3-amino-1-propanol.The NMR data for this compound areshown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): -0.084(s,6H), 0.76(s,9H),1.75-1.82(m,2H), 3.48(t,J=6.0,2H), 3.88(s,3H),4.25(t,J=7.6,2H), 4.97(brs,2H), 7.40-7.43(m,2H), 7.47-7.49(m,3H). Example 1. Synthesis of 5-methyl-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(CompoundNo: 1-0925)
[0232]
[0233] Methyl 3-amino-4-cyano-1-methyl-5-phenylpyrrole-2-carboxylate(1.74 g) and formamidine acetate (2.84 g)were added to 2-propanol (100 mL) and the mixture washeated to reflux for 72 hours. After cooling to roomtemperature, the produced precipitate was filtered outand washed with ethanol. This solid was recrystallizedfrom ethanol to obtain the title compound (1.37 g, yield:80%) as a white solid. The NMR and ESI/MS data for thiscompound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.95(s,3H), 7.61-7.67(m,5H),8.01(s,1H), 12.43(brs,1H).ESI/MS m/e: 251.1 (M⁺+H, C₁₄H₁₀N₄O) Example 2. Synthesis of 5-methyl-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(CompoundNo: 1-0592)
[0234]
[0235] 5-Methyl-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(101.8 mg) was added to phosphorus oxychloride (2 mL) and the mixture was heatedto reflux at 100°C for 1 hour. After cooling to roomtemperature, the excess phosphorus oxychloride wasdistilled off under reduced pressure. The residue wasdissolved in 2-propanol (2 mL), thiourea (47 mg) wasadded and the mixture was heated to reflux at 100°C for 1hour. After cooling to room temperature, the solvent wasdistilled off under reduced pressure. The residue wasrecrystallized from ethanol to obtain the title compound(80.3 mg, yield: 74%) as a white solid. The NMR andESI/MS data for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 4.22(s,3H), 7.63-7.70(m,5H),8.16(d,J=3.7,1H), 13.7(brs,1H).ESI/MS m/e: 267.1 (M⁺+H, C₁₄H₁₀N₄S) Example 3. Synthesis of 5-(2-hydroxyethyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0181)
[0236]
[0237] Formamide (20 mL) and a 28% solution of sodiummethoxide in methanol (20 mL) were added to a solution ofmethyl 3-amino-4-cyano-5-phenyl-1-[2-(1,1,2,2-tetramethyl-1-silapropoxy)ethyl]pyrrole-2-carboxylate(5.00 g) in dimethylsulfoxide (20 mL), and the mixturewas heated to reflux at 100°C for 4 hours. After coolingto room temperature, water (100 mL) and 2 mol/Lhydrochloric acid (100 mL) were added to acidify thesolution. After stirring the mixture at room temperaturefor a while, the produced solid was filtered out. It wasdissolved in ethanol (100 mL), and then a 4 mol/Lhydrochloric acid/1,4-dioxane solution (10 mL) was added,and the mixture was stirred for 1 hour at roomtemperature. After distilling off the solvent underreduced pressure, the residue was recrystallized (ethanol/ethyl acetate/hexane = 1/1/2) to obtain thetitle compound (2.77 g, yield: 77%) as a white solid.The NMR and ESI/MS data for this compound are shownbelow.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.61(m,2H),4.36(t,J=5.6,2H), 4.85(brs,1H), 7.59-7.62(m,3H), 7.67-7.69(m,2H),8.04(s,1H), 12.45(brs,1H).ESI/MS m/e: 281.2 (M⁺+H, C₁₅H₁₂N₄O₂) Example 4. Synthesis of 5-(3-hydroxypropyl-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0194)
[0238]
[0239] The title compound was synthesized in the samemanner as Example 3 using methyl 3-amino-4-cyano-5-phenyl-1-[3-(1,1,2,2-tetramethyl-1-silapropoxy)propyl]pyrrole-2-carboxylate. The NMR and ESI/MS data for thiscompound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.70-1.82(m,2H), 3.17-3.27(m,2H),4.35-4.47(m,2H), 7.55-7.68(m,5H),8.02(d,J=1.0,1H), 12.46(brs,1H).ESI/MS m/e: 295.2 (M⁺+H, C₁₆H₁₄N₄O₂) Example 5. Synthesis of 5-[3-(methylethoxy)propyl]-6-(4-nitrophenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-1077)
[0240]
[0241] The title compound was synthesized in the same manner as Example 3 using methyl 3-amino-4-cyano-1-[3-(methylethoxy)propyl]-5-(4-nitrophenyl)pyrrole-2-carboxylate.The NMR and ESI/MS data for this compoundare shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 0.75-0.92(m,6H), 1.72-1.85(m,2H),3.12(t,J=5.1,2H), 3.16-3.26(m,1H),4.46(t,J=6.8,2H), 7.96(dd,J=1.2,J=8.8,2H),8.06(d,J=1.2,1H), 8.45(dd,J=1.2,J=8.8,2H).ESI/MS m/e: 382.2 (M⁺+H, C₁₉H₁₉N₅O₄) Example 6. Synthesis of 2-(7-cyano-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)ethylbenzoate(CompoundNo: 2-0508)
[0242]
[0243] 5-(2-Hydroxyethyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(200 mg) wasdissolved in pyridine (3 mL). Benzoyl chloride (250 µL)was added thereto, and the mixture was stirred for 1 hourat room temperature. Water (1 mL) was added to thereaction solution and the mixture was stirred for 1 hourat room temperature. After slowly adding thereto a 10%aqueous sodium carbonate solution (20 mL), the mixturewas further stirred for 1 hour and the produced solid wasfiltered out. The solid was recrystallized fromethanol/ethyl acetate/hexane (ethanol/ethylacetate/hexane = 1/1/2) to obtain the title compound (209mg, yield: 76%) as a white solid. The NMR and ESI/MSdata for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 4.46(t,J=4.8,2H),4.81(t,J=4.8,2H), 7.44-7.64(m,10H), 8.03(s,1H), 12,54(brs,1H).ESI/MS m/e: 385.2 (M⁺+H, C₂₂H₁₆N₄O₃) Example 7. Synthesis of (tert-butoxy)-N-[2-(7-cyano-4-oxo-6-phenyl(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide(Compound No: 2-0199)
[0244]
[0245] Methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyano-5-phenylpyrrole-2-carboxylate (19.7 g) andformamidine acetate (53.6 g) were added to 2-propanol(400 mL) and the mixture was heated to reflux for 30hours. After cooling to room temperature, the solventwas distilled off under reduced pressure. Water wasadded to the residue, and the produced solid was filteredout and thoroughly washed with water. The solid wasrecrystallized (ethanol/ethyl acetate/hexane = 1/2/1) toobtain the title compound (11.3 g, yield: 58.2%) as awhite solid. The NMR and ESI/MS data for this compoundare shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.22(s,9H), 3.16-3.17(m,2H),4.36(t,J=5.0,2H), 6.61(brs,1H), 7.59(s,5H), 8.03(s,1H),12.44(brs,1H).ESI/MS m/e: 380.2 (M⁺+H, C₂₀H₂₁N₅O₃) Example 8. Synthesis of (tert-butoxy)-N-{2-[7-cyano-6-(1-methylpyrrol-2-yl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide(Compound No: 2-1958)
[0246]
[0247] The title compound was synthesized in the samemanner as Example 7 using 3-amino-1-{2-[(tert-butoxy)carbonyl-amino]ethyl}-4-cyano-5-(1-methylpyrrol-2-yl)pyrrole-2-carboxylate.The ESI/MS data for thiscompound are shown below.ESI/MS m/e: 383.3 (M⁺+H, C₁₉H₂₂N₆O₃) Example 9. Synthesis of (tert-butoxy)-N-[2-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide(Compound No: 2-1959)
[0248]
[0249] The title compound was obtained in the same manneras Example 7 using methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyano-5-(2-furyl)pyrrole-2-carboxylate.The NMR and ESI/MS data for this compoundare shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.21(s,9H), 3.31(brs,2H),4.66(m,2H), 6.80(m,2H), 7.22(m,1H), 8.01(m,2H),12.43(brs,1H).ESI/MS m/e: 370.3 (M⁺+H, C₁₈H₁₉N₅O₄) Example 10. Synthesis of (tert-butoxy)-N-{2-[7-cyano-6-(3-methyl(2-furyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide(Compound No: 2-1960)
[0250]
[0251] The title compound was obtained in the same manneras Example 7 using methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyano-5-(3-methyl(2-furyl))pyrrole-2-carboxylate.The NMR and ESI/MS datafor this compound are shown below.¹H-NMR(400MHz,CD₃OD)δ(ppm): 1.28(s,9H), 2.24(s,3H),3.40(m,2H), 4.55(m,2H), 6.57(s,1H), 7.73(s,1H),7.95(s,1H).ESI/MS m/e: 384.4 (M⁺+H, C₁₉H₂₁N₅O₄) Example 11. Synthesis of (tert-butoxy)-N-{2-[7-cyano-6-(3-methyl(2-thienyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide(Compound No: 2-1961)
[0252]
[0253] The title compound was synthesized in the samemanner as Example 7 using methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyano-5-(3-methyl(2-thienyl))pyrrole-2-carboxylate.The NMR and ESI/MS datafor this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.22(s,9H), 2.17(s,3H),3.23(brs,2H), 4.23-4.37(brs,2H), 6.60(m,1H),7.13(d,J=5.2,1H), 7.83(d,J=4.9,1H), 8.03(m,1H),12.47(brs,1H).ESI/MS m/e: 400.2 (M⁺+H, C₁₉H₂₁N₅O₃S) Example 12. Synthesis of (tert-butoxy)-N-{2-[6-(3- chloro(2-thienyl))-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide(Compound No: 2-1962)
[0254]
[0255] The title compound was obtained in the same manneras Example 7 using methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-5-(3-chloro(2-thienyl))-4-cyanopyrrole-2-carboxylate.The ESI/MS data for thiscompound are shown below.ESI/MS m/e: 420.2 (M⁺+H, C₁₈H₁₈ClN₅O₃S) Example 13. Synthesis of (tert-butoxy)-N-[3-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))propyl]carboxamide(Compound No: 2-1963)
[0256]
[0257] The title compound was synthesized in the samemanner as Example 7 using methyl 3-amino-1-{3-[(tert-butoxy)carbonylamino]propyl}-4-cyano-5-(2-furyl)pyrrole-2-carboxylate.The NMR and ESI/MS data for this compoundare shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.35(s,9H), 1.84(m,2H),2.92(m,2H), 4.64(m,2H), 6.82(m,2H), 7.18(m,1H), 7.98-8.08(m,2H),12.45(brs,1H).ESI/MS m/e: 384.5 (M⁺+H, C₁₉H₂₁N₅O₄) Example 14. Synthesis of N-[2-(7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl](4-fluorophenyl)carboxamide(Compound No: 2-1952)
[0258]
[0259] After adding a 28% solution of sodium methoxide inmethanol (40 mL) to a suspension of methyl 3-amino-4-cyano-1-{2-[(4-fluorophenyl)carbonylamino]ethyl}pyrrole-2-carboxylate(7.9 g) in formamide (40 mL), the mixturewas stirred for 80 minutes at 100°C. After cooling to0°C, 2 mol/L hydrochloric acid (45 mL) was added and theprecipitated solid was filtered out to obtain the titlecompound (5.8 g, 74%). The NMR and ESI/MS data for thiscompound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.68(m,2H), 4.53(m,2H),7.27(m,2H), 7.79(m,2H), 7.97(s,1H), 8.14(s,1H),8.53(m,1H).ESI/MS m/e: 326.2 (M⁺+H, C₁₆H₁₂FN₅O₂) Example 15. Synthesis of (tert-butoxy)-N-[2-(7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide (Compound No: 2-1964)
[0260]
[0261] A methyl 3-amino-1-{2-[(tert-butoxy)carbonylamino]ethyl}-4-cyanopyrrole-2-carboxylatecrude product (9.3 g), formamidine acetate (78.3 g) and2-propanol (200 mL) were combined, and the mixture washeated to reflux for 14 hours. After cooling to roomtemperature, the supernatant was collected andconcentrated under reduced pressure. This was mixed withthe residue, and then ethyl acetate and water were added and extraction was performed 3 times with ethyl acetate.The organic layer was washed with water and saturatedbrine in that order and then dried over magnesiumsulfate. The solvent was distilled off under reducedpressure to obtain the title compound as a crude product(1.69 g). The ESI/MS data for this compound are shownbelow.ESI/MS m/e: 304.2 (M⁺+H, C₁₄H₁₇N₅O₃) Example 16. Synthesis of N-[2-(7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide(Compound No: 2-1953)
[0262]
[0263] 1,4-Dioxane (50 mL), a 4 mol/L hydrochloricacid/dioxane solution (5.6 mL) and methanol (10 mL) wereadded to a (tert-butoxy)-N-[2-(7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamidecrude product (1.69 g), the mixture was heated to 60°C,methanol (10 mL) was added and the mixture was stirredfor 90 minutes. A 4 mol/L hydrochloric acid/dioxanesolution (2 mL) and methanol (10 mL) were added, themixture was stirred for 1 hour, and the solvent wasdistilled off under reduced pressure. N,N-dimethylformamide(100 mL) and triethylamine (1.7 g) wereadded to the residue, a solution of benzoyl chloride (1.6g) in N,N-dimethylformamide (20 mL) was added thereto andthe mixture was stirred for 1 hour. After cooling to0°C, water and ethyl acetate were added and extractionwas performed 3 times with ethyl acetate. The solventwas distilled off under reduced pressure, ethyl acetateand hexane were added to the residue, and theprecipitated solid was filtered out to obtain the title compound (1.0 g, 59%). The ESI/MS data for this compoundare shown below.ESI/MS m/e: 308.1 (M⁺+H, C₁₆H₁₃N₅O₂) Example 17. Synthesis of N-[2-(6-chloro-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide(Compound No: 2-1954)
[0264]
[0265] N,N-dimethylformamide (30 mL) and N-chlorosuccinimide(1.3 g) were added to N-[2-(7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide(1.0 g), and the mixture was stirred for 13hours at room temperature. After adding 30 mL of water,the mixture was cooled to 0°C. The precipitated solidwas filtered out to obtain the title compound (980 mg,87%). The NMR and ESI/MS data for this compound areshown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.64-3.73(m,2H), 4.60-4.67(m,2H),7.37-7.56(m,3H), 7.64-7.74(m,2H), 8.02(s,1H),8.54-8.60(m,1H), 12.6(brs,1H).ESI/MS m/e: 342.1 (M⁺+H, C₁₆H₁₂ClN₅O₂) Example 18. Synthesis of N-[2-(6-chloro-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide(Compound No: 2-1896)
[0266]
[0267] Phosphorus oxychloride (55 g) was added to N-[2-(6-chloro-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide (300 mg), and the mixture was heatedto reflux for 30 minutes. After concentration underreduced pressure, toluene was added to the residue andthe mixture was further concentrated under reducedpressure. 2-Propanol (20 mL) and thiourea (77 mg) wereadded to the residue and the mixture was heated to refluxfor 30 minutes. The solvent was distilled off underreduced pressure, ethyl acetate and water were added tothe residue, and extraction was performed 3 times withethyl acetate. The organic layer was washed with waterand saturated brine in that order and then dried overmagnesium sulfate. The solvent was distilled off underreduced pressure to obtain the title compound as a crudeproduct (411 mg). The ESI/MS data for this compound areshown below.ESI/MS m/e: 358.1 (M⁺+H, C₁₆H₁₂ClN₅OS) Example 19. Synthesis of 5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0845)
[0268]
[0269] After dissolving ethoxymethylenemalononitrile (10.2g) in acetonitrile (200 mL), 3-isopropoxypropylamine (9.8g) was added thereto and the mixture was stirred for 10minutes. Cesium carbonate (68 g) and methyl bromoacetate(32 g) were added and the mixture was heated to refluxfor 30 minutes. After cooling to room temperature, thesupernatant was separated by decantation, and the solventwas distilled off under reduced pressure. Theconcentrated residue was combined with the solid portionremaining after decantation, ethyl acetate and water wereadded, and extraction was performed 3 times with ethylacetate. The organic layer was washed with saturated brine and then dried over magnesium sulfate, and thesolvent was distilled off under reduced pressure. Theresidue was dissolved in ethyl acetate and passed througha silica gel, and then ethyl acetate (200 mL) was addedfor elution. The eluate was concentrated under reducedpressure to obtain a methyl 3-amino-4-cyano-1-[3-(methylethoxy)propyl]pyrrole-2-carboxylatecrude productas a brown oil.
[0270] Dimethylsulfoxide (70 mL), formamide (70 mL) and a28% solution of sodium methoxide in methanol (70 mL) wereadded thereto and the mixture was stirred at 100°C for 10hours. After cooling to room temperature, water (300 mL)and 2 mol/L hydrochloric acid (100 mL) were added toadjust the reaction solution to a pH of 4. After coolingthe reaction solution to 0°C, the precipitated solid wasfiltered out. Ethanol (150 mL) was added to the solid,and the mixture was heated to dissolution and cooled to0°C. The precipitated solid was filtered out to obtainthe title compound (12.3 g, 57%) as light brownishcrystals. The ESI/MS data for this compound are shownbelow.ESI/MS m/e: 261.4 (M⁺+H, C₁₃H₁₆N₄O₂) Example 20. Synthesis of 6-chloro-5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0861)
[0271]
[0272] N,N-dimethylformamide (50 mL) and N-chlorosuccinimide(6.5 g) were added to 5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(4.3 g), and the mixture wasstirred for 3 days at room temperature. After adding 200 mL of water, extraction was performed twice with ethylacetate. The organic layer was washed with saturatedbrine and then dried over magnesium sulfate. The solventwas distilled off under reduced pressure to obtain thecrude title compound as a brown solid. The ESI/MS datafor this compound are shown below.ESI/MS m/e: 295.3 (M⁺+H, C₁₃H₁₅ClN₄O₂) Example 21. Synthesis of 5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0527)
[0273]
[0274] Phosphorus oxychloride (25 g) was added to the crude6-chloro-5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile,and themixture was heated to reflux for 30 minutes. Afterconcentration under reduced pressure, 2-propanol (100 mL)and thiourea (2.1 g) were added to the residue and themixture was heated to reflux for 30 minutes. The solventwas distilled off under reduced pressure, water (200 mL)was added and extraction was performed twice with ethylacetate. The organic layer was washed with saturatedbrine and then dried over magnesium sulfate. The solventwas distilled off under reduced pressure, and theobtained brown oil was purified by silica gel columnchromatography (hexane/ethyl acetate = 7/3) to obtain thetitle compound (2.1 g, 42%) as a light yellow solid. TheESI/MS data for this compound are shown below.ESI/MS m/e: 311.2 (M⁺+H, C₁₃H₁₅ClN₄OS) Example 22. Synthesis of 5-(2-aminoethyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (Compound No: 1-0151)
[0275]
[0276] (tert-Butoxy)-N-[2-(7-cyano-4-oxo-6-phenyl(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide(8.01 g) was dissolved in a mixed solution of ethanol (50mL) and 1,4-dioxane (50 mL), and then a 4 mol/Lhydrochloric acid/1,4-dioxane solution (50 mL) was added.After stirring for 1 hour at room temperature, thesolvent was distilled off under reduced pressure and theresidue was recrystallized (ethanol/ethyl acetate = 1/2)to obtain the title compound (6.15 g, yield: 92%) as awhite solid. The NMR and ESI/MS data for this compoundare shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.11-3.15(m,2H),4.52(t,J=6.8,2H), 7.64(s,5H), 8.09(brs,3H), 12.7(brs,1H).ESI/MS m/e: 280.1 (M⁺+H, C₁₅H₁₃N₅O) Example 23. Synthesis of 5-(2-aminoethyl)-6-(2-furyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-2-carbonitrilehydrochloride (Compound No: 1-0791)
[0277]
[0278] The title compound was obtained in the same manneras Example 22 using (tert-butoxy)-N-[2-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide.The ESI/MS data for this compoundare shown below.ESI/MS m/e: 270.1 (M⁺+H, C₁₃H₁₁N₅O₂) Example 24. Synthesis of 5-(2-aminoethyl)-6-(3-methyl(2-furyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (Compound No: 1-0792)
[0279]
[0280] The title compound was obtained in the same manneras Example 22 using (tert-butoxy)-N-{2-[7-cyano-6-(3-methyl(2-furyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide.The ESI/MS data for this compoundare shown below.ESI/MS m/e: 284.4 (M⁺+H, C₁₄H₁₃N₅O₂) Example 25. Synthesis of 5-(2-aminoethyl)-6-(3-methyl(2-thienyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (Compound No: 1-0793)
[0281]
[0282] The title compound was obtained in the same manneras Example 22 using (tert-butoxy)-N-{2-[7-cyano-6-(3-methyl(2-thienyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide.The ESI/MS data for thiscompound are shown below.ESI/MS m/e: 300.2 (M⁺+H, C₁₄H₁₃N₅OS) Example 26. Synthesis of 5-(2-aminoethyl)-6-(3-chloro(2-thienyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (Compound No: 1-0794)
[0283]
[0284] The title compound was obtained in the same manneras Example 22 using (tert-butoxy)-N-{2-[6-(3-chloro(2-thienyl))-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide.The ESI/MS data for this compound are shown below.ESI/MS m/e: 320.0 (M⁺+H, C₁₃H₁₀ClN₅OS) Example 27. Synthesis of 5-(2-aminoethyl)-6-methyl-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (Compound No: 1-0790)
[0285]
[0286] The title compound was synthesized in the samemanner as Example 22 using (tert-butoxy)-N-[2-(7-cyano-6-methyl-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide.The NMR and ESI/MS data for thiscompound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.49(s,3H), 3.10-3.30(m,2H),4.40-4.65(m,2H), 7.93(s,1H), 8.23(brs,1H), 12.48(brs,1H).ESI/MS m/e: 218.1 (M⁺+H, C₁₀H₁₁N₅O) Example 28. Synthesis of 5-(2-aminoethyl)-6-(2,6-difluorophenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (Compound No: 1-0796)
[0287]
[0288] The title compound was synthesized in the samemanner as Example 22 using N-{2-[6-(2,6-difluorophenyl)-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}(tert-butoxy)carboxamide.The NMR and ESI/MSdata for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.05-3.20(m,2H), 4.40-4.55(m,2H),7.40-7.55(m,2H), 7.78-7.90(m,1H), 8.05-8.30(m,4H),12.79(brs,1H). ESI/MS m/e: 316.1 (M⁺+H, C₁₅H₁₁F₂N₅O) Example 29. Synthesis of 5-(2-aminoethyl)-6-(1-methylpyrrol-2-yl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (Compound No: 1-0795)
[0289]
[0290] The title compound was synthesized in the samemanner as Example 22 using (tert-butoxy)-N-{2-[7-cyano-6-(1-methylpyrrol-2-yl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}carboxamide.The NMR and ESI/MSdata for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.05-3.22(m,2H), 3.59(s,3H),4.51(brs,2H), 6.20-6.35(m,1H), 6.48-6.60(m,1H), 7.10-7.23(m,1H),7.90-8.18(m,4H), 12.67(brs,1H).ESI/MS m/e: 283.1 (M⁺+H, C₁₄H₁₄N₆O) Example 30. Synthesis of 5-(3-aminopropyl)-6-(2-furyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (Compound No: 1-1081)
[0291]
[0292] The title compound was synthesized in the samemanner as Example 22 using (tert-butoxy)-N-[3-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))propyl]carboxamide.The ESI/MS data for thiscompound are shown below.ESI/MS m/e: 284.5 (M⁺+H, C₁₄H₁₃N₅O₂) Example 31. Synthesis of N-[2-(7-cyano-4-oxo-6-phenyl(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide(Compound No: 2-1663)
[0293]
[0294] Trifluoroacetic anhydride (26.6 g) was added to asolution of 5-(2-aminoethyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (4.00 g) in tetrahydrofuran (150 mL), themixture was cooled to 0°C, and triethylamine (53 mL) wasslowly added dropwise. The reaction mixture was stirredfor 4 hours at room temperature, methanol was addeddropwise to quench the reaction, and the solvent wasdistilled off under reduced pressure. Ethyl acetate andwater were added to the residue and extraction wasperformed with ethyl acetate. The organic layer waswashed with saturated brine and then dried over anhydrousmagnesium sulfate and filtered. The solvent wasdistilled off under reduced pressure, and the producedsolid was filtered out, washed with a small amount ofmethanol, and collected. The solvent of the filtrate wasremoved in vacuo again and the produced solid wascollected and washed in the same manner and combined withthe previously collected solid to obtain the titlecompound (3.69 g, yield: 78%) as a white solid. The NMRand ESI/MS data for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.34(m,2H), 4.53(m,2H),7.54-7.62(m,5H), 8.06(s,1H), 9.30(m,1H), 12.56(s,1H).ESI/MS m/e: 376.1 (M⁺+H, C₁₇H₁₂F₃N₅O₂) Example 32. Synthesis of N-[2-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide(Compound No: 2-1692)
[0295]
[0296] The title compound was obtained in the same manneras Example 31 using 5-(2-aminoethyl)-6-(2-furyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride. The NMR and ESI/MS data for this compoundare shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.65(m,2H), 4.80(m,2H),6.80(m,1H), 7.20(d,J=3.4,1H), 7.94-8.06(m,2H),9.44(m,1H), 12.58(s,1H)ESI/MS m/e: 366.4 (M⁺+H, C₁₅H₁₀F₃N₅O₃) Example 33. Synthesis of N-{2-[7-cyano-6-(3-methyl(2-furyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide(Compound No: 2-1664)
[0297]
[0298] The title compound was obtained in the same manneras Example 31 using 5-(2-aminoethyl)-6-(3-methyl(2-furyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride. The HPLC retention time andNMR and ESI/MS data for this compound are shown below.HPLC retention time = 7.852 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.11(s,3H), 3.53(m,2H),4.52(m,2H), 6.64(s,1H), 7.86(s,1H), 8.04(s,1H),9.35(m,1H), 12.53(brs,1H).ESI/MS m/e: 380.2 (M⁺+H, C₁₆H₁₂F₃N₅O₃) Example 34. Synthesis of N-{2-[7-cyano-6-(3-methyl(2-thienyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5- yl)]ethyl}-2,2,2-trifluoroacetamide (Compound No: 2-1665)
[0299]
[0300] The title compound was obtained in the same manneras Example 31 using 5-(2-aminoethyl)-6-(3-methyl(2-thienyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride. The ESI/MS data for thiscompound are shown below.ESI/MS m/e: 396.1 (M⁺+H, C₁₆H₁₂F₃N₅O₂S) Example 35. Synthesis of N-{2-[6-(3-chloro(2-thienyl))-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide(Compound No: 2-1666)
[0301]
[0302] The title compound was obtained in the same manneras Example 31 using 5-(2-aminoethyl)-6-(3-chloro(2-thienyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride. The ESI/MS data for thiscompound are shown below.ESI/MS m/e: 416.1 (M⁺+H, C₁₅H₉ClF₃N₅O₂S) Example 36. Synthesis of N-{2-(6-(2,6-difluorophenyl)-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide(Compound No: 2-1715)
[0303]
[0304] The title compound was synthesized in the samemanner as Example 31 using 5-(2-aminoethyl)-6-(2,6-difluorophenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride. The NMR and ESI/MS data forthis compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.48-3.58(m,2H), 4.30-4.40(m,2H),7.41(t,J=8.3,2H), 7.73-7.85(m,1H),8.09(s,1H), 12.65(brs,1H).ESI/MS m/e: 412.0 (M⁺+H, C₁₇H₁₀F₅N₅O₂) Example 37. Synthesis of N-{2-(7-cyano-6-methyl-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl}-2,2,2-trifluoroacetamide(Compound No: 2-1691)
[0305]
[0306] The title compound was synthesized in the samemanner as Example 31 using 5-(2-aminoethyl)-6-methyl-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride. The NMR and ESI/MS data for this compoundare shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.35(s,3H), 3.58-3.70(m,2H),4.48-4.60(m,2H), 7.99(s,1H), 9.56(brs,1H), 12.44(brs,1H).ESI/MS m/e: 314.1 (M⁺+H, C₁₂H₁₀F₃N₅O₂) Example 38. Synthesis of N-[2-(7-cyano-6-cyclopropyl-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide(Compound No: 2-1668)
[0307]
[0308] The title compound was synthesized in the same manner as Example 31 using 5-(2-aminoethyl)-6-cyclopropyl-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride. The NMR and ESI/MS data forthis compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 0.98-1.25(m,4H), 2.15-2.27(m,1H),3.18-3.33(m,2H), 4.65-4.80(m,2H), 7.98(s,1H),8.29(brs,1H), 12.53(brs,1H).ESI/MS m/e: 340.2 (M⁺+H, C₁₄H₁₂F₃N₅O₂) Example 39. Synthesis of N-[2-(6-benzo[b]thiophen-2-yl-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide(Compound No: 2-1689)
[0309]
[0310] The title compound was synthesized in the samemanner as Example 31 using 5-(2-aminoethyl)-6-benzo[b]thiophen-2-yl-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride. The NMR andESI/MS data for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.15-3.33(m,2H), 4.65-4.83(m,2H),7.45-7.70(m,2H), 7.80-8.28(m,5H),12.74(brs,1H).ESI/MS m/e: 432.1 (M⁺+H, C₁₉H₁₂F₃N₅O₂S) Example 40. Synthesis of N-{2-[7-cyano-6-(1-methylpyrrol-2-yl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide(Compound No: 2-1667)
[0311]
[0312] The title compound was synthesized in the same manner as Example 31 using 5-(2-amznoethyl)-6-(1-methylpyrrol-2-yl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride. The ESI/MS data for this compound areshown below.ESI/MS m/e: 379.2 (M⁺+H, C₁₆H₁₃F₃N₆O₂) Example 41. Synthesis of N-[2-(4-chloro-7-cyano-6-phenylpyrrolo[3,2-d]pyrimidin-5-yl)]ethyl]-2,2,2-trifluoroacetamide
[0313]
[0314] Phosphorus oxychloride (22.6 g) was added to asolution of N-[2-(7-cyano-4-oxo-6-phenyl(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide(3.69 g) in acetonitrile (50 mL) andthe mixture was stirred at 110°C overnight. The reactionmixture was cooled to room temperature, and the excessphosphorus oxychloride was distilled off under reducedpressure. The residue was dried under vacuum to obtainthe title compound as a crude product. The product wasused for the following reaction without purification.The ESI/MS data for this compound are shown below.ESI/MS m/e: 394.1 (M⁺+H, C₁₇H₁₁ClF₃N₅O) Example 42. Synthesis of N-[2-(4-chloro-7-cyano-6-(2-furyl)pyrrolo[3,2-d]pyrimidin-5-yl)ethyl]-2,2,2-trifluoroacetamide
[0315]
[0316] The title compound was obtained in the same manneras Example 41 using N-[2-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide. The ESI/MS data for this compoundare shown below.ESI/MS m/e: 384.3 (M⁺+H, C₁₅H₉ClF₃N₅O₂) Example 43. Synthesis of N-{2-[4-chloro-7-cyano-6-(3-methyl(2-furyl))pyrrolo[3,2-d]pyrimidin-5-yl]ethyl}-2,2,2-trifluoroacetamide
[0317]
[0318] The title compound was obtained in the same manneras Example 41 using N-{2-[7-cyano-6-(3-methyl(2-furyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide.The ESI/MS data for this compoundare shown below.ESI/MS m/e: 398.4 (M⁺+H, C₁₆H₁₁ClF₃N₅O₂) Example 44. Synthesis of N-{2-[4-chloro-7-cyano-6-(3-methyl(2-thienyl))pyrrolo[3,2-d]pyrimidin-5-yl]ethyl}-2,2,2-trifluoroacetamide
[0319]
[0320] The title compound was obtained in the same manneras Example 41 using N-{2-[7-cyano-6-(3-methyl(2-thienyl))-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide.The ESI/MS data forthis compound are shown below.ESI/MS m/e: 414.2 (M⁺+H, C₁₆H₁₁ClF₃N₅OS) Example 45. Synthesis of N-{2-[4-chloro-6-(3-chloro(2-thienyl))-7-cyanopyrrolo[3,2-d]pyrimidin-5-yl]ethyl}-2,2,2-trifluoroacetamide
[0321]
[0322] The title compound was obtained in the same manneras Example 41 using N-{2-[6-(3-chloro(2-thienyl))-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide.The ESI/MS data for thiscompound are shown below.ESI/MS m/e: 434.1 (M⁺+H, C₁₅H₈Cl₂F₃N₅OS) Example 46. Synthesis of N-{2-[4-chloro-7-cyano-6-(1-methylpyrrol-2-yl)pyrrolo[3,2-d]pyrimidin-5-yl]}ethyl}-2,2,2-trifluoroacetamide
[0323]
[0324] The title compound was synthesized in the samemanner as Example 41 using N-{2-[7-cyano-6-(1-methylpyrrol-2-yl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide.The ESI/MS datafor this compound are shown below.ESI/MS m/e: 397.3 (M⁺+H, C₁₆H₁₂ClF₃N₆O) Example 47. Synthesis of N-[2-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide(Compound No: 2-0600)
[0325]
[0326] Thiourea (2.99 g) was added to a solution of crude N-[2-(4-chloro-7-cyano-6-phenylpyrrolo[3,2-d]pyrimidin-5-yl)]ethyl]-2,2,2-trifluoroacetamidein 1,4-dioxane (100mL) and 2-propanol (20 mL), and the mixture was stirredat 80°C for 4 hours. The reaction mixture was cooled toroom temperature, and the solvent was distilled off underreduced pressure. Ethyl acetate and water were added tothe residue and extraction was performed with ethylacetate. The organic layer was washed with saturatedbrine and then dried over anhydrous magnesium sulfate andfiltered. The solvent was distilled off under reducedpressure, and then a small and sufficient amount ofhexane was added to the residue and the produced solidwas filtered, washed with a small amount of methanol, andcollected. The solvent of the filtrate was againdistilled off under reduced pressure, and the producedsolid was filtered and washed in the same manner andcombined with the previously collected solid to obtainthe title compound (4.24 g, quantitative yield) as awhite solid. The HPLC retention time and NMR and ESI/MSdata for this compound are shown below.HPLC retention time = 9.171 (min)¹H-NMR(400MHz, DMSO-d₆)δ(ppm): 3.43(m,2H), 5.03(brs,2H),7.61(m,5H), 8.24(s,1H), 9.21(m,1H), 13.88(brs,1H).ESI/MS m/e: 392.1 (M⁺+H, C₁₇H₁₂F₃N₅OS) Example 48. Synthesis of N-[2-(7-cyano-6-(2-furyl)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide(Compound No: 2-1804)
[0327]
[0328] The title compound was synthesized in the samemanner as Example 47 using N-[2-(4-chloro-7-cyano-6-(2-furyl)pyrrolo[3,2-d]pyrimidin-5-yl)ethyl]-2,2,2-trifluoroacetamide. The HPLC retention time and NMR andESI/MS data for this compound are shown below.HPLC retention time = 8.592 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.60(m,2H), 5.35(brs,2H),6.83(m,1H), 7.30(m,1H), 8.06(s,1H), 8.19(m,1H),9.36(m,1H), 13.83(brs,1H)ESI/MS m/e: 382.3 (M⁺+H, C₁₅H₁₀F₃N₅O₂S) Example 49. Synthesis of N-{2-[7-cyano-6-(3-methyl(2-furyl))-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide(Compound No: 2-0601)
[0329]
[0330] The title compound was synthesized in the samemanner as Example 47 using N-{2-[4-chloro-7-cyano-6-(3-methyl(2-furyl))pyrrolo[3,2-d]pyrimidin-5-yl]ethyl}-2,2,2-trifluoroacetamide.The HPLC retention time andNMR and ESI/MS data for this compound are shown below.HPLC retention time = 9.215 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.12(s,3H), 3.55(m,2H),5.03(brs,2H), 6.66(s,1H), 7.92(s,1H), 8.23(s,1H),9.28(m,1H), 13.91(s,1H)ESI/MS m/e: 396.5 (M⁺+H, C₁₆H₁₂F₃N₅O₂S) Example 50. Synthesis of N-{2-[7-cyano-6-(3-methyl(2-thienyl))-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide(Compound No: 2-0602)
[0331]
[0332] The title compound was synthesized in the same manner as Example 47 using N-{2-[4-chloro-7-cyano-6-(3-methyl(2-thienyl))pyrrolo[3,2-d]pyrimidin-5-yl]ethyl}-2,2,2-trifluoroacetamide.The NMR and ESI/MS data forthis compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.18(s,3H), 3.50(brs,2H),4.70(brs,1H), 5.21(brs,1H), 7.16(d,J=5.1,1H),7.91(d,J=5.1,1H), 8.22(s,1H), 9.29(m,1H), 13.89(s,1H).ESI/MS m/e: 412.1 (M⁺+H, C₁₆H₁₂F₃N₅OS₂) Example 51. Synthesis of N-{2-[6-(3-chloro(2-thienyl))-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide(Compound No: 2-0603)
[0333]
[0334] The title compound was synthesized in the samemanner as Example 47 using N-{2-[4-chloro-6-(3-chloro(2-thienyl))-7-cyanopyrrolo[3,2-d]pyrimidin-5-yl]ethyl}-2,2,2-trifluoroacetamide.The NMR and ESI/MS data forthis compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.54(brs,2H), 4.51(brs,1H),5.41(brs,1H), 7.39(m,1H), 8.16(m,1H), 8.24(s,1H),9.31(m,1H), 13.97(brs,1H).ESI/MS m/e: 432.1 (M⁺+H, C₁₅H₉ClF₃N₅OS₂) Example 52. Synthesis of N-{2-[7-cyano-6-(1-methylpyrrol-2-yl)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide(Compound No: 2-0604)
[0335]
[0336] The title compound was synthesized in the same manner as Example 47 using N-{2-[4-chloro-7-cyano-6-(1-methylpyrrol-2-yl)pyrrolo[3,2-d]pyrimidin-5-yl]}ethyl}-2,2,2-trifluoroacetamide.The ESI/MS data for thiscompound are shown below.ESI/MS m/e: 395.2 (M⁺+H, C₁₆H₁₃F₃N₆OS) Example 53. Synthesis of 5-(2-aminoethyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0441)
[0337]
[0338] A 5 mol/L aqueous sodium hydroxide solution (4.34mL) was added dropwise to a solution of N-[2-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide(4.24 g) in dioxane(100 mL) and methanol (10 mL), and the mixture wasstirred for 2 hours at room temperature. A 1 mol/Lhydrochloric acid was added to the reaction mixture forneutralization. The solvent was distilled off underreduced pressure, a saturated aqueous sodium bicarbonatesolution was added in excess to the residue, and theproduced solid was filtered out. The filtered solid waswashed with a sufficient amount of water to obtain thetitle compound (2.69 g, yield: 84%) as a white solid.The HPLC retention time and NMR and ESI/MS data for thiscompound are shown below.HPLC retention time = 4.983 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.88(m,2H), 4.94(m,2H),7.62(m,5H), 8.21(s,1H).ESI/MS m/e: 296.1 (M⁺+H, C₁₅H₁₃N₅S) Example 54. Synthesis of 5-(2-aminoethyl)-6-(2-furyl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0455]
[0339]
[0340] The title compound was synthesized in the samemanner as Example 53 using N-[2-(7-cyano-6-(2-furyl)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide.The HPLC retention time and NMR andESI/MS data for this compound are shown below.HPLC retention time = 4.405 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.30(m,2H), 5.30(m,2H),6.86(m,1H), 7.42(d,J=3.7,1H), 8.12(m,1H), 8.20(s,1H),9.36(brs,2H).ESI/MS m/e: 286.2 (M⁺+H, C₁₃H₁₁N₅OS) Example 55. Synthesis of 5-(2-aminoethyl)-6-(3-methyl(2-furyl))-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0456)
[0341]
[0342] The title compound was synthesized in the samemanner as Example 53 using N-{2-[7-cyano-6-(3-methyl(2-furyl))-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide.The HPLC retentiontime and NMR and ESI/MS data for this compound are shownbelow.HPLC retention time = 4.966 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.17(s,3H), 3.34(m,2H),4.94(m,2H), 6.71(s,1H), 7.99(s,1H), 8.24(m,1H),14.00(brs,1H).ESI/MS m/e: 300.3 (M⁺+H, C₁₄H₁₃N₅OS) Example 56. Synthesis of 5-(2-aminoethyl)-6-(3-methyl(2-thienyl))-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7- carbonitrile (Compound No: 1-0457)
[0343]
[0344] The title compound was synthesized in the samemanner as Example 53 using N-{2-[7-cyano-6-(3-methyl(2-thienyl))-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide.The HPLC retentiontime and NMR and ESI/MS data for this compound are shownbelow.HPLC retention time = 5.197 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.18(s,3H), 2.92(brs,2H),4.64(brs,1H), 5.17(brs,1H), 7.17(d,J=5.1,1H),7.88(d,J=4.9,1H), 8.19(s,1H).ESI/MS m/e: 316.1 (M⁺+H, C₁₄H₁₃N₅S₂) Example 57. Synthesis of 5-(2-aminoethyl)-6-(3-chloro(2-thienyl))-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0458)
[0345]
[0346] The title compound was synthesized in the samemanner as Example 53 using N-{2-[6-(3-chloro(2-thienyl))-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide.The HPLC retentiontime and NMR and ESI/MS data for this compound are shownbelow.HPLC retention time = 5.357 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.31(brs,2H), 4.52(brs,1H),5.35(brs,1H), 7.39(d,J=5.4,1H), 8.13(d,J=5.4,1H),8.20(s,1H) ESI/MS m/e: 336.1 (M⁺+H, C₁₃H₁₀ClN₅S₂) Example 58. Synthesis of 5-(3-aminopropyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0503)
[0347]
[0348] The title compound was synthesized in the samemanner as Example 53 using N-[3-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo(3,2-d]pyrimidin-5-yl))propyl]-2,2,2-trifluoroacetamide.The NMR and ESI/MS data forthis compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.90-2.10(m,2H), 2.50-2.63(m,2H),4.85(t,J=7.0,2H), 7.60-7.80(m,5H),8.03(brs,3H), 8.22(d,J=3.7,1H), 13.96(brs,1H).ESI/MS m/e: 310.2 (M⁺+H, C₁₆H₁₅N₅S) Example 59. Synthesis of 5-(2-aminoethyl)-6-(2,6-difluorophenyl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0460)
[0349]
[0350] The title compound was synthesized in the samemanner as Example 53 using N-{2-[6-(2,6-difluorophenyl)-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}-2,2,2-trifluoroacetamide.The NMR and ESI/MSdata for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.06(t,J=7.1,2H), 3.20-3.50(m,3H),4.89(t,J=6.8,2H), 7.49(t,J=8.3,2H), 7.76-7.93(m,1H),8.27(s,1H).ESI/MS m/e: 332.0 (M⁺+H, C₁₅H₁₁F₂N₅S) Example 60. Synthesis of 5-(2-aminoethyl)-6-methyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0454)
[0351]
[0352] The title compound was synthesized in the samemanner as Example 53 using N-[2-(7-cyano-6-methyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide.The NMR and ESI/MS data for thiscompound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.56(s,3H), 3.13-3.27(m,2H),4.92-5.06(m,2H), 8.08(s,1H), 8.49(brs,3H), 13.79(brs,1H).ESI/MS m/e: 234.2 (M⁺+H, C₁₀H₁₁N₅S) Example 61. Synthesis of 5-(2-aminoethyl)-6-(1-methylpyrrol-2-yl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0459)
[0353]
[0354] The title compound was synthesized in the samemanner as Example 31, Example 41, Example 47 and Example53 using 5-(2-aminoethyl)-6-(1-methylpyrrol-2-yl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride. The NMR and ESI/MS data for this compoundare shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.06-3.25(m,2H), 3.61(s,3H),3.75-4.10(m,2H), 6.27-6.35(m,1H), 6.55-6.65(m,1H), 7.17-7.25(m,1H),8.08-8.35(m,4H), 13.98(brs,1H).ESI/MS m/e: 299.1 (M⁺+H, C₁₄H₁₄N₆S) Example 62. Synthesis of 5-(2-aminoethyl)-6-cyclopropyl- 4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0440)
[0355]
[0356] The title compound was synthesized in the samemanner as Example 41, Example 47 and Example 53 using N-[2-(7-cyano-6-cyclopropyl-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide.TheNMR and ESI/MS data for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.05-1.35(m,4H), 2.25-2.37(m,1H),3.25-3.47(m,5H), 5.15-5.28(m,2H), 8.19(s,1H).ESI/MS m/e: 260.2 (M⁺+H, C₁₂H₁₃N₅S) Example 63. Synthesis of 5-(2-aminoethyl)-6-benzo[b]thiophen-2-yl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0453)
[0357]
[0358] The title compound was synthesized in the samemanner as Example 41, Example 47 and Example 53 using N-[2-(6-benzo[b]thiophen-2-yl-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide.The NMR and ESI/MS data for thiscompound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.44-2.54(m,2H), 3.22-3.28(m,2H),5.08-5.18(m,2H), 7.48-7.60(m,2H), 8.00(s,1H),8.03-8.20(m,2H), 8.27(s,1H).ESI/MS m/e: 352.0 (M⁺+H, C₁₇H₁₃N₅S₂) Example 64. Synthesis of N-[3-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))propyl]-2,2,2- trifluoroacetamide (Compound No: 2-1955)
[0359]
[0360] The title compound was synthesized in the samemanner as Example 31 using 5-(3-aminopropyl)-6-(2-furyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile.The ESI/MS data for this compound are shown below.ESI/MS m/e: 380.4 (M⁺+H, C₁₆H₁₂F₃N₅O₃) Example 65. Synthesis of N-[3-(4-chloro-7-cyano-6-(2-furyl)pyrrolo[3,2-d]pyrimidin-5-yl)propyl]-2,2,2-trifluoroacetamide
[0361]
[0362] The title compound was synthesized in the samemanner as Example 41 using N-[3-(7-cyano-6-(2-furyl)-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))propyl]-2,2,2-trifluoroacetamide.The ESI/MS data for this compoundare shown below.ESI/MS m/e: 398.3 (M⁺+H, C₁₆H₁₁ClF₃N₅O₂) Example 66. Synthesis of N-[3-(7-cyano-6-(2-furyl)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))propyl]-2,2,2-trifluoroacetamide(Compound No: 2-1805)
[0363]
[0364] The title compound was synthesized in the samemanner as Example 47 using N-[3-(4-chloro-7-cyano-6-(2-furyl)pyrrolo[3,2-d]pyrimidin-5-yl)propyl]-2,2,2-trifluoroacetamide.The HPLC retention time and NMR andESI/MS data for this compound are shown below.HPLC retention time = 8.987 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.04(m,2H), 3.21(m,2H),5.12(m,2H), 6.87(m,1H), 7.30(d,J=3.7,1H), 8.09(s,1H),8.16(s,1H), 9.50(m,1H), 13.80(s,1H).ESI/MS m/e: 396.5 (M⁺+H, C₁₆H₁₂F₃N₅O₂S) Example 67. Synthesis of 5-(3-aminopropyl)-6-(2-furyl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-1082)
[0365]
[0366] The title compound was synthesized in the samemanner as Example 53 using N-[3-(7-cyano-6-(2-furyl)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))propyl]-2,2,2-trifluoroacetamide.The HPLC retention time andNMR and ESI/MS data for this compound are shown below.HPLC retention time = 4.966 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.00(m,2H), 2.74(m,2H),5.44(brs,2H), 6.82(m,1H), 7.24(d,J=3.6,1H), 8.03-8.15(m,2H).ESI/MS m/e: 300.2 (M⁺+H, C₁₄H₁₃N₅OS) Example 68. Synthesis of N-[2-(7-cyano-4-oxo-6-phenyl(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide(Compound No: 2-0007)
[0367]
[0368] 5-(2-Aminoethyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(40 mg) and pyridine (1 mL)were added to N,N-dimethylformamide (1 mL). Benzoylchloride (44 µL) was added thereto and the mixture wasstirred for 1 hour at room temperature. Water (1 mL) wasadded to the reaction solution and the mixture wasstirred for 1 hour at room temperature. A 10% aqueoussodium carbonate solution (10 mL) was slowly addedthereto, the mixture was further stirred at roomtemperature for 1 hour, and the produced solid wasfiltered out. It was then recrystallized (ethanol/ethylacetate/hexane = 1/1/2) to obtain the title compound (34mg, yield: 70%) as a white solid. The NMR and ESI/MSdata for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.47-3.51(m,2H),4.54(t,J=5.3,2H), 7.35-7.56(m,10H), 8.03(s,1H),8.32(t,J=6.0,1H), 12.47(brs,1H).ESI/MS m/e: 384.2 (M⁺+H, C₂₂H₁₇N₅O₂) Example 69. Synthesis of N-[2-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide(Compound No: 2-0558)
[0369]
[0370] A solution of 5-(2-aminoethyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(30 mg) inN,N-dimethylformamide (2.5 mL) was added to benzoylchloride (29 mg), and then triethylamine (0.3 mL) wasadded and the mixture was stirred for 3 hours at roomtemperature. Water (0.3 mL) was added to the reactionsolution, the mixture was further stirred for 2 hours atroom temperature, and the solvent was distilled off underreduced pressure. The residue was purified bypreparative HPLC to obtain the title compound (8 mg,yield: 20%) as a white solid. The HPLC retention timeand NMR and ESI/MS data for this compound are shownbelow.HPLC retention time = 8.944 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.51(m,2H), 5.06(brs,2H),7.31-7.54(m,10H), 8.22(m,2H), 13.84(brs,1H).ESI/MS m/e: 400.5 (M⁺+H, C₂₂H₁₇N₅OS) Example 70. Synthesis of 3-({N-[2-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)ethyl]carbamoyl}amino)benzoic acid (Compound No: 2-1777)
[0371]
[0372] A solution of 5-(2-aminoethyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(40 mg) in N,N-dimethylformamide (0.5 mL) and tetrahydrofuran (1 mL)was added to methyl 3-isocyanatobenzoate (35 mg), andthen triethylamine (0.5 mL) was added and the mixture wasstirred for 2 hours at room temperature. The solvent wasdistilled off under reduced pressure, and the residue waspurified by preparative HPLC to obtain the reactionproduct. Dioxane (3 mL) and a 1 mol/L aqueous sodiumhydroxide solution (0.5 mL) were added thereto, themixture was stirred overnight at room temperature, andacetic acid was added until the solution reached neutralto quench the reaction. The solvent was distilled offunder reduced pressure and the residue was purified bypreparative HPLC to obtain the title compound (9.8 mg, 2-stepsyield: 16%) as a white solid. The HPLC retentiontime and NMR and ESI/MS data for this compound are shownbelow.HPLC retention time = 7.685 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.37(m,2H), 4.93(brs,2H),5.92(m,1H), 7.27-7.47(m,8H), 7.56(d,J=7.3,1H),7.79(s,1H), 8.22(s,1H), 8.46(s,1H), 13.84(brs,1H).ESI/MS m/e: 459.4 (M⁺+H, C₂₃H₁₈N₆O₃S) Example 71. Synthesis of (2-amino-5-methylphenyl)-N-[2-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide(Compound No: 2-0635)
[0373]
[0374] A solution of 5-(2-aminoethyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(20 mg) inN,N-dimethylformamide (2 mL) was added to 2-amino-5-methylbenzoicacid (10 mg), 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimidehydrochloride (52 mg) and N-hydroxybenzotriazole (9 mg), and then triethylamine(0.3 mL) was added and the mixture was stirred for 5hours at room temperature. Water (0.2 mL) was added tothe reaction solution and stirring was continuedovernight at room temperature. The solvent was distilledoff under reduced pressure, and the residue was purifiedby preparative HPLC to obtain the title compound (8.9 mg,yield: 16%) as a white solid. The HPLC retention time andNMR and ESI/MS data for this compound are shown below.HPLC retention time = 7.941 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.16(s,3H), 3.47(m,2H),5.05(brs,2H), 6.67(d,J=8.0,1H), 7.02(m,2H), 7.41-7.55(m,5H),8.01(brs,1H), 8.22(s,1H), 13.83(brs,1H).ESI/MS m/e: 429.3 (M⁺+H, C₂₃H₂₀N₆OS) Example 72. Synthesis of 5-[2-(2,4-dioxo(1,3-dihydroquinazolin-3-yl))ethyl]-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(CompoundNo: 2-1849)
[0375]
[0376] Triphosgene (57 mg) and triethylamine (0.5 mL) wereadded to a solution of (2-aminophenyl)-N-[2-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]carboxamide(20 mg) in dichloromethane (2 mL),and the mixture was stirred for 2 hours at 50°C. Thereaction mixture was cooled to room temperature, N,N-dimethylformamide(0.5 mL) and water (0.05 mL) wereadded, and the mixture was stirred for 30 minutes at roomtemperature. The solvent was distilled off under reducedpressure, and the residue was purified by preparativeHPLC to obtain the title compound (5.3 mg, yield: 25%) as a white solid. The HPLC retention time and NMR andESI/MS data for this compound are shown below.HPLC retention time = 8.402 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 4.19(m, 2H), 5.37(m,2H),7.08(m,4H), 7.28(m,1H), 7.48(m,1H), 7.62(d,J=8.0,1H),7.70(s,1H), 7.82(m,2H), 8.26(d,J=3.6,1H), 13.90(s,1H).ESI/MS m/e: 441.2 (M⁺+H, C₂₃H₁₆N₆O₂S) Example 73. Synthesis of 6-(3-methyl(2-thienyl))-4-oxo-5-[2-(quinazolin-4-ylamino)ethyl]-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 2-1951)
[0377]
[0378] 4-chloroquinazoline(206 mg) was added to a solutionof 5-(2-aminoethyl)-6-(3-methyl(2-thienyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(200 mg) inacetonitrile (4 mL), and the mixture was stirred for 8hours at 90°C. The reaction mixture was cooled to roomtemperature, and the solvent was distilled off underreduced pressure. The residue was purified bypreparative HPLC to obtain the title compound (88 mg,yield: 49%) as a white solid. The HPLC retention timeand NMR and ESI/MS data for this compound are shownbelow.HPLC retention time = 5.735 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.84(s,3H), 3.98(brs,2H),4.62(brs,1H), 4.95(brs,1H), 6.80(d,J=5.2,1H),7.61(d,J=5,1,1H), 7.74-7.84(m,2H), 8.05(m,2H),8,13(d,J=8.3,1H), 8.65(s,1H), 9.94(brs,1H),12.57(brs,1H).ESI/MS m/e: 428.2 (M⁺+H, C₂₂H₁₇N₇OS) Example 74. Synthesis of 5-[2-(1,3-dioxoisoindolin-2- yl)ethyl]-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0501)
[0379]
[0380] Phthalic anhydride (40 mg) was added to a solutionof 5-(2-aminoethyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(20 mg) in acetic acid (2mL), and the mixture was stirred for 3 hours at 100°C.The reaction solution was cooled to room temperature,water (0.3 mL) was added and the mixture was stirred forabout 30 minutes at room temperature, after which thesolvent was distilled off under reduced pressure. Theresidue was purified by preparative HPLC to obtain thetitle compound (18 mg, yield: 63%) as a white solid. TheHPLC retention time and NMR and ESI/MS data for thiscompound are shown below.HPLC retention time = 9.542 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.82(m,2H), 5.26(brs,2H),7.18(d,J=7.6,2H), 7.25(t,J=7.8,2H), 7.45(m,1H),7.70(m,2H), 7.82(m,2H), 8.23(s,1H), 13.88(brs,1H).ESI/MS m/e: 426.2 (M⁺+H, C₂₃H₁₅N₅O₂S) Example 75. Synthesis of N-(2-{4-[(3,3-dimethyl-3-silabutoxy)methylthio]-7-cyano-6-phenylpyrrolo[3,2-d]pyrimidin-5-yl}ethyl)-2,2,2-trifluoroacetamide
[0381]
[0382] A solution of N-[2-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]-2,2,2-trifluoroacetamide (2.50 g) in tetrahydrofuran (60 mL)solution was cooled to 0°C under a nitrogen atmosphere,triethylamine (10 mL) was added thereto, and then 2-(chloromethoxy)ethyltrimethylsilanewas added dropwise.The reaction system was returned to room temperature andstirred overnight, and methanol was added to quench thereaction. The solvent was distilled off under reducedpressure, and the residue was purified by silica gelcolumn chromatography (hexane/ethyl acetate = 3/1) toobtain the title compound (1.37 g, yield: 41%) as a oil.The ESI/MS data for this compound are shown below.ESI/MS m/e: 522.3 (M⁺+H, C₂₃H₂₆F₃N₅O₂SSi) Example 76. Synthesis of 5-[2-(methylamino)ethyl]-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-1083)
[0383]
[0384] A solution of N-(2-{4-[(3,3-dimethyl-3-silabutoxy)methylthio]-7-cyano-6-phenylpyrrolo[3,2-d]pyrimidin-5-yl}ethyl)-2,2,2-trifluoroacetamide(520 mg)in N,N-dimethylformamide (15 mL) was cooled to 0°C undera nitrogen atmosphere, and then sodium hydride (60 mg)was added. After stirring for 30 minutes at 0°C, methyliodide (0.124 mL) was added dropwise. The mixture wasfurther stirred for 1 hour at 0°C, and acetic acid wasadded until the solution reached neutral to quench thereaction. An excess of ethyl acetate and water wereadded to the reaction solution and extraction wasperformed with ethyl acetate. The organic layer waswashed with saturated brine and then dried over anhydrousmagnesium sulfate and filtered. The solvent was distilled off under reduced pressure, a mixed solvent oftrifluoroacetic acid and dichloromethane (1:5) (20 mL)was added to the residue and the mixture was stirred for2 hours at room temperature and then for 4 hours at 60°C.The reaction mixture was cooled to room temperature,ethyl acetate and saturated aqueous sodium bicarbonatewere added and extraction was performed with ethylacetate. The organic layer was dried over anhydrousmagnesium sulfate and the solvent was distilled off underreduced pressure. The title compound (253 mg, 3-stepsyield: 82%) was obtained as a white solid from theobtained residue by reaction in the same manner asExample 53. The NMR and ESI/MS data for this compoundare shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.99(s,3H), 2.77(m,2H),4.95(m,2H), 7.66(m,6H), 8.22(s,1H).ESI/MS m/e: 310.2 (M⁺+H, C₁₆H₁₅N₅S) Example 77. Synthesis of 4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0001)
[0385]
[0386] A 28% solution of sodium methoxide in methanol (50mL) was added to a suspension of methyl 3-amino-4-cyanopyrrole-2-carboxylate(12.5 g) in formamide (100mL). The reaction mixture was stirred for 23 hours at100°C and then cooled to 0°C, and then 2 mol/Lhydrochloric acid (140 mL) was added. The precipitatedsolid was filtered out to obtain the title compound as acrude product (12.9 g). The NMR and ESI/MS data for thiscompound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 7.97(s,1H), 8.18(s,1H).ESI/MS m/e: 161.1 (M⁺+H, C₇H₄N₄O) Example 78. Synthesis of 6-bromo-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0004)
[0387]
[0388] N-bromosuccinimide (36.6 g) was added to asuspension of the crude 4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(12.9 g) in N,N-dimethylformamide(500 mL). The reaction mixture wasstirred for 20 hours, water (1 L) was added and themixture was cooled to 0°C. The precipitated solid wasfiltered out to obtain the title compound (9.8 g, 54%) asa light brown solid. The NMR and ESI/MS data for thiscompound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 7.99(s,1H), 12.44(brs,1H).ESI/MS m/e: 239.1 (M⁺+H, C₇H₃BrN₄O) Example 79. Synthesis of 6-(2-methoxyphenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(CompoundNo: 1-0038)
[0389]
[0390] 6-Bromo-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(71.7 mg), 2-methoxyphenylboronic acid (137mg), palladium acetate (3.4 mg), a 0.005 mol/Ltriphenylphosphine/2-propanol solution (3 mL) and a 0.2mol/L aqueous sodium carbonate solution (3 mL) were addedto a reactor filled with nitrogen gas, and then thereactor was refilled with nitrogen gas and sealed (the 2-propanoland water used were degassed). The reactionmixture was stirred for 10 hours at 100°C, the insolublematter was filtered out while the reaction solution wasstill hot, and the filtrate was concentrated under reduced pressure. The obtained crude product waspurified by preparative HPLC to obtain the title compound(25.8 mg, 32%) as a light yellow solid. The NMR andESI/MS data for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.85(s,3H), 7.09-7.14(m,1H),7.21-7.23(m,1H), 7.51-7.55(m,2H), 8.00(s,1H),12.33(brs,1H), 13.15(brs,1H).ESI/MS m/e: 267.1 (M⁺+H, C₁₄H₁₀N₄O₂) Example 80. Synthesis of 6-(2-methoxyphenyl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(CompoundNo: 1-00039)
[0391]
[0392] N,N-dimethylaniline (10.7 mg) and phosphorusoxychloride (338 mg) were added to a suspension of 6-(2-methoxyphenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(19.6 mg) in acetonitrile (2 mL). Thereaction mixture was stirred for 3 hours at 100°C andthen cooled to room temperature, and the solvent wasdistilled off under reduced pressure. 1,4-Dioxane (1mL), 2-propanol (1 mL) and thiourea (14.0 mg) were addedto the residue and the mixture was stirred for 1 hour at100°C. After cooling to room temperature. the solventwas distilled off under reduced pressure. The obtainedcrude product was purified by preparative HPLC to obtainthe title compound (6.1 mg, 29%) as a light yellow solid.The NMR and ESI/MS data for this compound are shownbelow.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.86(s,3H), 7.11-7.16(m,1H),7.23-7.25(m,1H), 7.52-7.61(m,2H), 8.18(s,1H),13.19(brs,1H), 13.77(brs,1H).ESI/MS m/e: 283.2 (M⁺+H, C₁₄H₁₀N₄OS) Example 81. Synthesis of 6-(3-hydroxyphenyl)-4-thioxo-3- hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (CompoundNo: 1-0698)
[0393]
[0394] 6-Bromo-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(23.9 mg), 3-(methoxymethoxy)phenylboronicacid (36.4 mg), palladium acetate (1.1 mg), a 0.005 mol/Ltriphenylphosphine/2-propanol solution (1 mL) and a 0.2mol/L aqueous sodium carbonate solution (1 mL) were addedto a reactor filled with nitrogen gas, and then thereactor was refilled with nitrogen gas and sealed (the 2-propanoland water used were degassed). The reactionmixture was stirred for 90 minutes at 100°C, theinsoluble matter was filtered out while the reactionsolution was still hot, and the filtrate was concentratedunder reduced pressure. Phosphorus oxychloride (2 mL)and N,N-dimethylaniline (14.5 mg) were added to theconcentrated residue, and the mixture was stirred for 1hour at 100°C, cooled to room temperature andconcentrated under reduced pressure. 1,4-Dioxane (1 mL),2-propanol (1 mL) and thiourea (11.4 mg) were added tothe concentrated residue, and the mixture was stirred for1 hour at 100°C. The insoluble matter was filtered outwhile the reaction solution was still hot, and thefiltrate was concentrated under reduced pressure. Theobtained crude product was purified by preparative HPLCto obtain the title compound (0.5 mg, 2%) as a lightyellow solid. The ESI/MS data for this compound areshown below.ESI/MS m/e: 269.1 (M⁺+H, C₁₃H₈N₄OS) Example 82. Synthesis of 3-(7-cyano-4-thioxo-3-hydropyrrolo[4,5-d]pyrimidin-6-yl)benzoicacid (CompoundNo: 1-0687)
[0395]
[0396] The title compound was synthesized in the samemanner as Example 81 using 3-(methoxycarbonyl)phenylboronicacid. The HPLC retentiontime and ESI/MS data for this compound are shown below.HPLC retention time: 6.13 (min)ESI/MS m/e: 297.5 (M⁺+H, C₁₄H₈N₄O₂S) Example 83. Synthesis of 4-(7-cyano-4-thioxo-3-hydropyrrolo[4,5-d]pyrimidin-6-yl)benzoicacid (CompoundNo: 1-0688)
[0397]
[0398] The title compound was synthesized in the samemanner as Example 81 using 4-(methoxycarbonyl)phenylboronicacid. The HPLC retentiontime and ESI/MS data for this compound are shown below.HPLC retention time: 5.95 (min)ESI/MS m/e: 297.4 (M⁺+H, C₁₄H₈N₄O₂S) Example 84. Synthesis of 6-(2-aminophenyl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(CompoundNo: 1-0753)
[0399]
[0400] The title compound was synthesized in the samemanner as Example 81 using 2-[(tert-butoxy)carbonylamino]phenylboronic acid. The HPLC retention time and ESI/MSdata for this compound are shown below.HPLC retention time: 4.72 (min)ESI/MS m/e: 268.5 (M⁺+H, C₁₃H₉N₅S) Example 85. Synthesis of 6-[3-(aminomethyl)phenyl]-4- thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0743)
[0401]
[0402] The title compound was synthesized in the samemanner as Example 81 using 3-{[(tert-butoxy)carbonylamino]methyl}phenyl]boronic acid. The HPLCretention time and ESI/MS data for this compound areshown below.HPLC retention time: 3.87 (min)ESI/MS m/e: 282.5 (M⁺+H, C₁₄H₁₁N₅S) Example 86. Synthesis of N-{2-[7-cyano-6-(2-fluorophenyl)-4-thioxo(3-hydroipyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}benzamide(Compound No: 2-1956)
[0403]
[0404] The title compound was synthesized in the samemanner as Example 81 using N-[2-(6-chloro-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamideand 2-fluorophenylboronic acid. The HPLC retention timeand NMR and ESI/MS data for this compound are shownbelow.HPLC retention time: 9.00 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.55(m,2H), 4.69(m,1H),5.27(m,1H), 7.11(m,1H), 7.25(m,1H), 7.34(m,1H),7.42(m,2H), 7.50-7.65(m,4H), 8.21-8.33(m,2H),13.91(brs,1H).ESI/MS m/e: 418.2 (M⁺+H, C₂₂H₁₆FN₅OS) Example 87. Synthesis of N-{2-[7-cyano-6-(4-ethoxyphenyl)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}benzamide(Compound No: 2-1957)
[0405]
[0406] The title compound was synthesized in the samemanner as Example 81 using N-[2-(6-chloro-7-cyano-4-oxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamideand 4-ethoxyphenylboronic acid. The HPLC retention timeand NMR and ESI/MS data for this compound are shownbelow.HPLC retention time: 9.75 (min)¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.35(t,J=7.1Hz,3H),3.51(m,2H), 4.02(q,J=7.1Hz,2H), 5.08(brs,2H), 6.84(m,2H),7.30(m,2H), 7.41(m,2H), 7.49-7.60(m,3H), 8.20(m,2H),13.78(brs,1H).ESI/MS m/e: 444.3 (M⁺+H, C₂₄H₂₁N₅O₂S) Example 88. Synthesis of 6-(2-bromophenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(CompoundNo: 1-1040)
[0407]
[0408] After dissolving crude [(2-bromophenyl)methoxymethylene]methane-1,1-dicarbonitrile(1.4 g) in methanol, glycine methyl ester hydrochloride(0.80 g) was added and the mixture was stirred at roomtemperature while slowly adding dropwise a 28% solution of sodium methoxide in methanol (4.0 g). The reactionmixture was heated to reflux for 1 hour and then cooledto room temperature, formamide (2.0 mL) was added and themixture was further heated to reflux for 12 hours. Afteradding 50 mL of water and 50 mL of ethyl acetate to thereaction mixture, the product was extracted with ethylacetate, the solvent was distilled off under reducedpressure, and the residue was purified by silica gelcolumn chromatography (hexane/ethyl acetate = 1/1) toobtain the title compound (55 mg, 3.3%) as a light yellowsolid. The HPLC retention time and ESI/MS data for thiscompound are shown below.HPLC retention time: 9.6 (min)ESI/MS m/e: 315.1, 317.1 (M⁺+H, C₁₃H₇BrN₄O) Example 89. Synthesis of 6-(2-bromophenyl)-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(CompoundNo: 1-0751)
[0409]
[0410] The title compound was synthesized in the samemanner as Example 80 using 6-(2-bromophenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile.The HPLCretention time and ESI/MS data for this compound areshown below.HPLC retention time: 8.2 (min)ESI/MS m/e: 331.1, 333.2 (M⁺+H, C₁₃H₇BrN₄O) Example 90. Synthesis of 6-methyl-4-oxo-5-benzyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(CompoundNo: 1-0309)
[0411]
[0412] Formamide (1 mL) and a 28% solution of sodiummethoxide in methanol (1 mL) were added to a solution ofmethyl 3-amino-4-cyano-1-benzyl-5-methylpyrrole-2-carboxylate(100 mg) in dimethylsulfoxide (2 mL), and themixture was heated to reflux for 4 hours at 100°C. Aftercooling to room temperature, water (5 mL) and 2 mol/Lhydrochloric acid (5 mL) were added to acidify thesolution. After stirring the mixture for a while at roomtemperature, the produced solid was filtered out. It wasthen recrystallized (ethanol) to obtain the titlecompound (68.7 mg, yield: 70%) as a white solid. The NMRand ESI/MS data for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.39(s,3H), 5.74(s,2H),7.10-7.12(m,2H), 7.25-7.35(m,3H), 7.98(t,J=3.7,1H),12.4(brs,1H).ESI/MS m/e: 265.2 (M⁺+H, C₁₅H₁₂N₄O) Example 91. Synthesis of 6-(3,5-dihydroxyphenyl)-5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0863)
[0413]
[0414] After dissolving 6-[3,5-bis(phenylmethoxy)phenyl)-5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(1.06 g) in ethanol (50 mL),palladium-active carbon (700 mg) was added and themixture was stirred for 3 hours at 50°C under a hydrogenatmosphere. After cooling to room temperature, thecatalyst was filtered off with celite and the solvent wasdistilled off to obtain the crude title compound (710 mg,yield: 100%) as a light green liquid. The crude productwas purified by preparative HPLC to obtain the titlecompound as a colorless solid. The ESI/MS data for this compound are shown below.ESI/MS m/e: 369.3 (M⁺+H, C₁₉H₂₀N₄O₄) Example 92. Synthesis of 5-acetoxy-3-{7-cyano-5-[3-(methylethoxy)propyl]-4-[(trifluoromethyl)sulfonyloxy]pyrrolo[4,5-d]pyrimidin-6-yl}phenyl acetate
[0415]
[0416] After dissolving 5-acetoxy-3-{7-cyano-5-[3-(methylethoxy)propyl]-4-oxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenylacetate(78.3 mg) in methylenedichloride (2.0 mL), pyridine (48.5 µL) was addeddropwise thereto and the mixture was cooled to 0°C.Trifluoromethanesulfonic anhydride (50.5 µL) was addeddropwise and the mixture was stirred for 3 hours at roomtemperature. Water was then added to the reactionsolution. The solution was extracted 3 times with ethylacetate, and the organic layer was washed with saturatedbrine and dried over sodium sulfate. After filtering offthe sodium sulfate, the solvent was distilled off underreduced pressure. The title compound (116.9 mg, yield:100%) was obtained as a colorless oil. The ESI/MS datafor this compound are shown below.ESI/MS m/e: 585.4 (M⁺+H, C₂₄H₂₃F₃N₄O₈S) Example 93. Synthesis of 5-acetoxy-3-{7-cyano-5-[3-(methylethoxy)propyl]-4-thioxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenylacetate(Compound No: 1-1078)
[0417]
[0418] 5-acetoxy-3-{7-cyano-5-[3-(methylethoxy)propyl]-4-[(trifluoromethyl)sulfonyloxy]pyrrolo[4,5-d]pyrimidin-6-yl}phenylacetate (116.9 mg) was dissolved in 2-propanol(2.0 mL), and then thiourea (22.8 mg) was added and themixture was stirred for 2 hours at 100°C. The reactionsolution was cooled and water was added thereto. Thesolution was extracted 3 times with ethyl acetate, andthe organic layer was washed with saturated brine andthen dried over sodium sulfate. After filtering off thesodium sulfate, the solvent was distilled off underreduced pressure. The residue was purified by silica gelcolumn chromatography (hexane/ethyl acetate = 2/1) toobtain the title compound (6.0 mg, yield: 6%) as acolorless oil.ESI/MS m/e: 469.4 (M⁺+H, C₂₃H₂₄N₄O₅S) Example 94. Synthesis of 6-(3,5-dihydroxyphenyl)-5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0529)
[0419]
[0420] The title compound was obtained in the same manneras Example 53 using 5-acetoxy-3-{7-cyano-5-[3-(methylethoxy)propyl]-4-thioxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenylacetate. The NMR and ESI/MSdata for this compound are shown below. ¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 0.88(d,J=6.1,6H), 1.79-1.90(m,2H),3.18(t,J=6.1,2H), 3.20-3.31(m,1H),4.86(t,J=6.6,2H), 6.35-6.47(m,3H), 8.17(d,J=3.6,1H),9.77(brs,2H), 13.7(brs,1H).ESI/MS m/e: 385.3 (M⁺+H, C₁₉H₂₀N₄O₃S) Example 95. Synthesis of 6-(4-aminophenyl)-5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (Compound No:1-0864)
[0421]
[0422] 5-[3-(methylethoxy)propyl]-6-(4-nitrophenyl)-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(0.381 g)was dissolved in ethanol (10 mL), palladium-active carbon(0.038 g) was added, and the mixture was stirred for 2days at room temperature under a hydrogen atmosphere.The palladium-active carbon was filtered off with celite,and the solvent was distilled off under reduced pressure.After dissolving the residue in ethyl acetate (20 mL) andadding 1 mol/L hydrochloric acid (20 mL), the mixture wasstirred and the aqueous layer was separated off. Theorganic layer was extracted twice with 1 mol/Lhydrochloric acid (20 mL) and the aqueous layer wascombined with the previous aqueous layer. The combinedaqueous layers were washed with a 1:1 mixed solvent ofethyl acetate and hexane, and then the pH was adjusted to8 with a 5 mol/L aqueous sodium hydroxide solution. Thesolution was extracted 3 times with ethyl acetate andthen dried over sodium sulfate. After filtering off thesodium sulfate, the solvent was distilled off underreduced pressure. The title compound (0.292 g, yield:83%) was obtained as a brown solid. The ESI/MS data forthis compound are shown below. ESI/MS m/e: 352.2 (M⁺+H, C₁₉H₂₁N₅O₂ HCl) Example 96. Synthesis of N-(4-{7-cyano-5-[3-(methylethoxy)propyl]-4-oxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenyl)-2,2,2-trifluoroacetamide(Compound No: 1-1079)
[0423]
[0424] 6-(4-aminophenyl)-5-[3-(methylethoxy)propyl]-4-oxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (0.292 g) was suspended in tetrahydrofuran(1.0 mL), trifluoroacetic anhydride (0.344 mL) was addedand the mixture was stirred at 0°C. Pyridine (0.403 mL)was added to the solution, and the mixture was stirredfor 2 hours at room temperature. Methanol was added toquench the reaction, and the solvent was distilled offunder reduced pressure. The residue was diluted withethyl acetate and water, and then the solution wasextracted 3 times with ethyl acetate. The organic layerwas washed with saturated brine and then dried overmagnesium sulfate. After filtering off the magnesiumsulfate, the solvent was distilled off under reducedpressure. The title compound (0.338 g, yield: 91%) wasobtained as a brown solid. The ESI/MS data for thiscompound are shown below.ESI/MS m/e: 448.4 (M⁺+H, C₂₁H₂₀F₃N₅O₃) Example 97. Synthesis of N-(4-{4-chloro-7-cyano-5-[3-(methylethoxy)propyl]pyrrolo[4,5-d]pyrimidin-6-yl}phenyl)-2,2,2-trifluoroacetamide
[0425]
[0426] N-(4-{7-cyano-5-[3-(methylethoxy)propyl]-4-oxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenyl)-2,2,2-trifluoroacetamide(36.7 mg) was dissolved inacetonitrile (2.5 mL) and phosphorus oxychloride (5.0mL), and the mixture was stirred for 2.5 hours at 100°C.The volatile matter was distilled off under reducedpressure to obtain the title compound (0.349 g, yield:100%) as a brown solid. The ESI/MS data for thiscompound are shown below.ESI/MS m/e: 466.2 (M⁺+H, C₂₁H₁₉ClF₃N₅O₂) Example 98. Synthesis of N-(4-{7-cyano-5-[3-(methylethoxy)propyl]-4-thioxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenyl)-2,2,2-trifluoroacetamide(Compound No: 1-1080)
[0427]
[0428] N-(4-{4-chloro-7-cyano-5-[3-(methylethoxy)propyl]pyrrolo[4,5-d]pyrimidin-6-yl}phenyl)-2,2,2-trifluoroacetamide(0.349 g) was dissolved in 2-propanol(7.5 mL), and then thiourea (0.086 g) was added and themixture was stirred for 1.5 hours at 100°C. The reactionmixture was cooled and water was added thereto. Afterfiltering out the solid, it was dried under reducedpressure to obtain the title compound (0.344 g, yield:99%) as a brown solid. The ESI/MS data for this compoundare shown below.ESI/MS m/e: 464.3 (M⁺+H, C₂₁H₂₀F₃N₅O₂S) Example 99. Synthesis of 6-(4-aminophenyl)-5-[3- (methylethoxy) propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (Compound No:1-0530)
[0429]
[0430] N-(4-{7-cyano-5-[3-(methylethoxy)propyl]-4-thioxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenyl)-2,2,2-trifluoroacetamide(0.344 g) was dissolved in methanol(5.0 mL), and then a 5 mol/L aqueous sodium hydroxidesolution (2.5 mL) was added dropwise and the mixture wasstirred for 1 hour at room temperature. After adding 1mol/L hydrochloric acid to the reaction solution toadjust the pH to about 6, the solvent was distilled offunder reduced pressure. The residue was dissolved inmethanol, and the solid was filtered off. The filtratewas concentrated under reduced pressure, and the residuewas dried under reduced pressure to obtain the titlecompound (0.299 g, yield: 100%) as a white solid. TheNMR and ESI/MS data for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 0.42(d,J=6.1,6H), 1.25-1.42(m,2H),2.62-2.75(m,2H), 2.75-2.85(m,1H),3.15(brs,3H), 4.41(t,J=6.6,2H), 6.30(d,J=8.3,2H),6.85(d,J=8.6,2H), 7.67(d,J=3.7,2H), 13.84(brs,1H).ESI/MS m/e: 368.4 (M⁺+H, C₁₉H₂₁N₅OS HCl) Example 100. Synthesis of 5-[3-(methylethoxy)propyl]-6-{4-[benzylamino]phenyl}-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0531)
[0431]
[0432] 6-(4-aminophenyl)-5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile hydrochloride (40.4 mg) was dissolved in chloroform (0.9mL) and acetic acid (0.1 mL), and then benzaldehyde (15.9mg) was added dropwise and the mixture was stirred for 1hour at room temperature. Sodium triacetoxyborohydride(42.4 mg) was added to the solution, and reaction wasstirreded at room temperature for 5 hours. The reactionsolution was concentrated under reduced pressure and theresidue was purified by preparative HPLC to obtain thetitle compound (11.2 mg, yield: 20%) as a white solid.The ESI/MS data for this compound are shown below.ESI/MS m/e: 458.3 (M⁺+H, C₂₆H₂₇N₅OS) Example 101. Synthesis of N-(4-{7-cyano-5-[3-(methylethoxy)propyl]-4-thioxo(3-hydropyrrolo[4,5-d]pyrimidin-6-yl)}phenyl)-2-methoxyacetamide(CompoundNo: 1-0536)
[0433]
[0434] 6-(4-Aminophenyl)-5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (40.4 mg) was dissolved in N,N-dimethylformamide(1.0 mL), and then methoxyacetylchloride (41.0 mg) and triethylamine (83.2 µL) were addedand the mixture was stirred for 2 hours at roomtemperature. Water (1.0 mL) and 2 mol/L aqueous sodiumhydroxide (100 µL) were added to the solution and themixture was stirred for 1 hour at room temperature.After adding 1 mol/L hydrochloric acid to the reactionsolution to adjust the pH to about 6, the solvent wasdistilled off under reduced pressure. The residue waspurified by preparative HPLC to obtain the title compound(6.7 mg, yield: 14%) as a white solid. The ESI/MS datafor this compound are shown below. ESI/MS m/e: 440.3 (M⁺+H, C₂₂H₂₅N₅O₃S) Example 102. Synthesis of 3-[(3,3-dimethyl-3-silabutoxy)methyl]-5-(3-hydroxypropyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile
[0435]
[0436] A suspension of sodium hydride (143 mg) intetrahydrofuran (12 mL) was cooled to 0°C. A solution of5-(3-hydroxypropyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(1.00 g) in N,N-dimethylformamide(17 mL) was then added dropwisethereto. After stirring the reaction mixture at roomtemperature for 1 hour, it was again cooled to 0°C, and asolution of 2-(chloromethoxy)ethyl-trimethylsilane (0.68mL) in tetrahydrofuran (5 mL) was added dropwise thereto.After stirring the reaction mixture at room temperaturefor 2 hours, saturated brine (100 mL) was added to thereaction solution. The solution was extracted 3 timeswith ethyl acetate and then dried over sodium sulfate.After filtering off the sodium sulfate, the solvent wasdistilled off under reduced pressure. The residue waspurified by silica gel column chromatography(hexane/ethyl acetate = 1/1) to obtain the title compound(1.28 g, yield: 89%) as a colorless viscous oil. The NMRand ESI/MS data for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 0.00(s,9H), 0.85-0.99(m,2H),1.72-1.87(m,2H), 2.50-2.56(m,1H), 3.22-3.32(m,2H),3.66(t,J=8.0,2H), 4.35-4.50(m,2H), 5.45(s,2H), 7.60-7.70(m,5H),8.46(s,1H).ESI/MS m/e: 425.3 (M⁺+H, C₂₂H₂₈N₄O₃Si) Example 103. Synthesis of 3-[(3,3-dimethyl-3-silabutoxy)methyl]-4-oxo-6-phenyl-5-(3-phenoxypropyl)-3- hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile
[0437]
[0438] A solution of triphenylphosphine (191 mg) intetrahydrofuran (3.0 mL) was cooled to 0°C. Diethylazodicarboxylate (327 mg, 40% toluene solution) was addeddropwise to the solution and the mixture was stirred for5 minutes. After further adding dropwise a solution of3-[(3,3-dimethyl-3-silabutoxy)methyl]-5-(3-hydroxypropyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(212 mg) in tetrahydrofuran(1.0 mL), a solution of phenol (71 mg) in tetrahydrofuran(1.0 mL) was also added dropwise and the mixture wasstirred for 4 hours at room temperature. Saturated brinewas added to quench the reaction, and extraction wasperformed 3 times with ethyl acetate. The organic layerwas washed with saturated brine and then dried oversodium sulfate. After filtering off the sodium sulfate,the solvent was distilled off under reduced pressure.The obtained crude product was purified by silica gelcolumn chromatography (hexane/ethyl acetate = 3:1) toobtain the title compound (248 mg, yield: 99%) as a whitesolid. The ESI/MS data for this compound are shownbelow.ESI/MS m/e: 501.4 (M⁺+H, C₂₈H₃₂N₄O₃Si) Example 104. Synthesis of 3-{3-[(3,3-dimethyl-3-silabutoxy)methyl]-7-cyano-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidin-5-yl}propylmethylsulfonate
[0439]
[0440] Tetrahydrofuran (10 mL) was cooled to 0°C,methanesulfonyl chloride (186 mg) and triethylamine (333µL) were added dropwise and the mixture was stirred for 5minutes at room temperature. The reaction mixture wasagain cooled to 0°C, a solution of 3-[(3,3-dimethyl-3-silabutoxy)methyl]-5-(3-hydroxypropyl)-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(849 mg) intetrahydrofuran (10 mL) was added dropwise and themixture was stirred for 4 hours at room temperature.Saturated brine was added to the reaction solution.Extraction was then performed 3 times with ethyl acetate,and the organic layer was washed with saturated brine andthen dried over sodium sulfate. After filtering off thesodium sulfate, the solvent was distilled off underreduced pressure. The obtained crude product waspurified by silica gel column chromatography(hexane/ethyl acetate = 2:1) to obtain the title compound(891 mg, yield: 89%) as white oil. The ESI/MS data forthis compound are shown below.ESI/MS m/e: 503.4 (M⁺+H, C₂₃H₃₀N₄O₅SSi) Example 105. Synthesis of 3-[(3,3-dimethyl-3-silabutoxy)methyl]-5-{3-[2-(2-methoxyethyl)ethoxy]propyl}-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile
[0441]
[0442] A suspension of sodium hydride (53 mg) intetrahydrofuran (3.9 mL) was cooled to 0°C. A solution of2-(2-methoxyethoxy)ethanol (159 mg) in tetrahydrofuran(2.0 mL) was then added dropwise thereto. After stirringthe reaction mixture at 0°C for 30 minutes, a solution of3-{3-[(3,3-dimethyl-3-silabutoxy)methyl]-7-cyano-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidin-5-yl}propylmethylsulfonate (445 mg) in tetrahydrofuran (3.0 mL) wasadded dropwise thereto. The reaction mixture was stirredat room temperature for 15 hours, and saturated brine wasadded thereto. The solution was extracted 3 times withethyl acetate and then dried over sodium sulfate. Afterfiltering off the sodium sulfate, the solvent wasdistilled off under reduced pressure. The residue waspurified by silica gel column chromatography(hexane/ethyl acetate = 1/1) to obtain the title compound(180 mg, yield: 89%) as a colorless rubber substance.The ESI/MS data for this compound are shown below.ESI/MS m/e: 527.6 (M⁺+H, C₂₇H₃₈N₄O₅Si) Example 106. Synthesis of 3-[(3,3-dimethyl-3-silabutoxy)methyl]-4-oxo-6-phenyl-5-(3-phenoxypropyl)-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 1-0537)
[0443]
[0444] 3-[(3,3-Dimethyl-3-silabutoxy)methyl]-4-oxo-6-phenyl-5-(3-phenoxypropyl)-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(248 mg) was dissolved in amixed solvent of methylene dichloride (4.0 mL) andtrifluoroacetic acid (1.0 mL), and the mixture wasstirred for 2 hours at room temperature. The solvent wasdistilled off under reduced pressure and the residue waspurified by preparative HPLC. The purified compound wasdissolved in phosphorus oxychloride (2.0 mL) and themixture was stirred for 1 hour at 100°C. The solvent wasdistilled off under reduced pressure, the residue was dissolved in 2-propanol (5.0 mL), thiourea (57 mg) wasadded and the mixture was stirred for 1 hour at 100°C.After cooling the reaction solution, saturated brine wasadded. The solution was extracted 3 times with ethylacetate and then washed with saturated brine and driedover sodium sulfate. After filtering off the sodiumsulfate, the solvent was distilled off under reducedpressure. The residue was purified by preparative HPLCto obtain the title compound (3.2 mg, yield: 2%) as awhite solid.ESI/MS m/e: 387.3 (M⁺+H, C₂₂H₁₈N₄OS) Example 107. Synthesis of 6-phenyl-5-{2-[benzylamino]ethyl}-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 2-1775)
[0445]
[0446] 5-(3-Aminoethyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrilehydrochloride (14.8 mg) was dissolved in chloroform (0.45mL) and acetic acid (0.05 mL), and then benzaldehyde (8.0mg) was added dropwise, sodium triacetoxyborohydride(21.2 mg) was added, and reaction was stirred at roomtemperature for 2 hours. The reaction solution wasconcentrated under reduced pressure and the residue waspurified by preparative HPLC to obtain the title compound(4.9 mg, yield: 20%) as a white solid. The ESI/MS datafor this compound are shown below.ESI/MS m/e: 386.3 (M⁺+H, C₂₂H₁₉N₅S) Example 108. Synthesis of 6-phenyl-5-[2-(3-phenyl(1,2,4-oxadiazol-5-yl))ethyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 1-0495)
[0447]
[0448] Benzamidoxime (27.2 mg) and 1-ethyl-3-(3'-diethylaminopropyl)carbodiimidehydrochloride (38.3 mg)were added to a solution of 3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoicacid (32.4mg) in N,N-dimethylformamide (1.0 mL), and thentriethylamine (27.7 µL) was added dropwise and reactionwas stirred at room temperature for 2 hours. Thereaction solution was then stirred for 2 hours at 100°C,and saturated brine was added thereto. The reactionsolution was extracted 3 times with ethyl acetate andthen the organic layer was washed with saturated brineand dried over sodium sulfate. After filtering off thesodium sulfate, the solvent was distilled off underreduced pressure and the residue was purified bypreparative HPLC to obtain the title compound (6.1 mg,yield: 14%) as a white solid. The ESI/MS data for thiscompound are shown below.ESI/MS m/e: 425.2 (M⁺+H, C₂₃H₁₆N₆OS) Example 109. Synthesis of 4-chloro-6-phenylpyrrolo[3,2-d]pyrimidine-7-carbonitrile
[0449]
[0450] 4-Oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(2.36 g) was dissolved in acetonitrile (20mL) and phosphorus oxychloride (20 mL) and the mixturewas stirred for 7 hours at 100°C. The reaction mixture was cooled to room temperature, and the precipitatedsolid was filtered out. The solid was washed withacetonitrile to obtain the title compound (2.32 g, yield:91%) as a white solid. The NMR and ESI/MS data for thiscompound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 7.60-7.80(m,3H), 7.97-8.13(m,2H),8.82(s,1H), 13.73(brs,1H).ESI/MS m/e: 255.2 (M⁺+H, C₁₃H₇ClN₄) Example 110. Synthesis of ethyl 3-(7-cyano-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoate(Compound No: 4-0004)
[0451]
[0452] Crude ethyl 3-[4-amino-3-cyano-5-(methoxycarbonyl)-2-phenylpyrrolyl]propanoate(35.31 g) and formamidineacetate (215.2 g) were added to 2-propanol (1500 mL), andthe mixture was heated to reflux for 40 hours. Aftercooling to room temperature, the solvent was distilledoff under reduced pressure. Water was added to theresidue and the insoluble matter was filtered out. Thesolid was recrystallized (ethyl acetate/hexane = 1/5) toobtain the title compound (20.74 g, 3-steps yield from(methoxyphenylmethylene)methane-1,1-dicarbonitrile: 75%)as a white solid. The NMR and ESI/MS data for thiscompound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.03(t,J=7.1,3H),2.75(t,J=7.3,2H), 3.90(dd,J=7.1,2H), 4.54(t,J=7.3,2H),7.61-7.63(m,5H), 8.05(s,1H), 12.52(brs,1H).ESI/MS m/e: 337.3 (M⁺+H, C₁₈H₁₆N₄O₃) Example 111. Synthesis of ethyl 3-[7-cyano-6-(3-methyl(2-furyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl]propanoate(Compound No: 4-0328)
[0453]
[0454] The title compound was synthesized in the samemanner as Example 110 using ethyl 3-[4-amino-3-cyano-5-(methoxycarbonyl)-2-(3-methyl(2-furyl)pyrrolyl)propanoate.The NMR and ESI/MS data forthis compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.07(t,J=7.1,3H),2.12(s,3H), 2.74(t,J=7.3,2H), 3.94(q,J=7.1,2H),4.58(t,J=7.3,2H), 6.68(d,J=2.0,1H), 7.95(d,J=1.7,1H),8.04(s,1H).ESI/MS m/e: 341.2 (M⁺+H, C₁₇H₁₆N₄O₄S) Example 112. Synthesis of ethyl 3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoate(Compound No: 4-0005)
[0455]
[0456] Phosphorus oxychloride (16.90 g) was added to ethyl3-(7-cyano-4-oxo-6-phenyl-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoate(935.0 mg), and the mixture was stirredfor 1 hour at 100°C. After cooling to room temperature,the phosphorus oxychloride was distilled off underreduced pressure. 2-Propanol (40 mL) and thiourea (262.3mg) were added to the residue and the mixture was heatedto reflux for 1 hour. After cooling to room temperature,the solvent was distilled off under reduced pressure.Ethyl acetate and water were added to the residue, andextraction was performed 3 times with ethyl acetate. Theorganic layer was washed with water and saturated brineand then dried over anhydrous magnesium sulfate. After filtering off the magnesium sulfate, the solvent wasdistilled off under reduced pressure. The residue waspurified by silica gel column chromatography(hexane/ethyl acetate = 3/1 → 2/1) to obtain the titlecompound (470.5 mg, yield: 48%) as a light yellow solidcompound. The NMR and ESI/MS data for this compound areshown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.04(t,J=7.1,3H),2.78(t,J=7.6,2H), 3.91(dd,J=7.1,2H), 4.95(t,J=8.0,2H),7.60-7.70(m,5H), 8.22(s,1H), 13.9(brs,1H)ESI/MS m/e: 353.1 (M⁺+H, C₁₈H₁₆N₄O₂S) Example 113. Synthesis of ethyl 3-[7-cyano-6-(3-methyl(2-furyl))-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl]propanoate(Compound No: 4-0329)
[0457]
[0458] The title compound was synthesized in the samemanner as Example 112 using ethyl 3-[7-cyano-6-(3-methyl(2-furyl))-4-oxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl]propanoate.The NMR and ESI/MS data for this compoundare shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.10(t,J=6.6,3H),2.15(s,3H), 2.87(t,J=7.6,2H), 3.97(q,J=7.1,2H),4.96(t,J=7.3,2H), 6.71(s,1H), 7.99(s,1H),8.20(d,J=3.6,1H), 13.90(brs,1H).ESI/MS m/e: 357.2 (M⁺+H, C₁₇H₁₆N₄O₃S ) Example 114. Synthesis of 3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanecarboxylicacid(Compound No: 4-0001)
[0459]
[0460] Ethyl 3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoate(151.4 mg)was dissolved in 1,4-dioxane (4.0 mL), and a 1N aqueoussodium hydroxide solution (4.0 mL) was added whilecooling to 0°C. After stirring for 10 minutes at roomtemperature, 1N aqueous hydrochloric acid (5.0 mL) wasadded. The precipitated solid was filtered out andwashed with water. The solid was dried under reducedpressure to obtain the title compound (134.7 mg, yield:97%) as a light yellow solid. The NMR and ESI/MS datafor this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.72(t,J=7.8,2H),4.87(t,J=7.8,2H), 7.52-7.60(m,5H), 8.22(s,1H),12.38(brs,1H), 13.87(brs,1H).ESI/MS m/e: 325.1 (M⁺+H, C₁₆H₁₂N₄O₂S) Example 115. Synthesis of 3-[7-cyano-6-(3-methyl(2-furyl))-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl]propanoicacid (Compound No: 4-0107)
[0461]
[0462] The title compound was synthesized in the samemanner as Example 114 using ethyl 3-[7-cyano-6-(3-methyl(2-furyl))-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl]propanoate.The NMR and ESI/MS data for thiscompound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.14(s,3H), 2.78-2.90(m,2H),4.82-4.97(m,2H), 6.70(d,J=1.7,1H), 8.00(d,J=1.7,1H),8.19(d,J=3.4,1H), 12.45(brs, 1H), 13.96(brs,1H).ESI/MS m/e: 329.2 (M⁺+H, C₁₅H₁₂N₄O₃S) Example 116. Synthesis of 3-(7-cyano-6-cyclopropyl-4-thioxo-3-hydropyrrolo[3,-2-d]pyrimidin-5-yl)propanoicacid(Compound No: 4-0092)
[0463]
[0464] The title compound was synthesized in the samemanner as Example 114 using ethyl 3-(7-cyano-6-cyclopropyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoate.The NMR and ESI/MS data for this compoundare shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.05-1.25(m,4H), 2.26(m,1H),2.85(t,J=7.8,2H), 5.13(t,J=7.8,2H), 8.11(s,1H),12.49(brs,1H), 13.69(brs,1H).ESI/MS m/e: 289.2 (M⁺+H, C₁₃H₁₂N₄O₂S) Example 117. Synthesis of 3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)-N-benzylpropanamidepropanoate (Compound No: 3-0116)
[0465]
[0466] 3-(7-Cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanecarboxylicacid (30.0 mg), 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimidehydrochloride (60.0 mg) and triethylamine (50 µL) wereadded to dichloromethane (4.0 mL), and the mixture wasstirred for 10 minutes at room temperature. Benzylamine(50 µL) was added thereto and stirring was continued for3 hours at room temperature. Saturated aqueous ammoniumchloride solution (4.0 mL) was added to the reactionsolution and extraction was performed 3 times with dichloromethane. The organic phase was washed with waterand saturated brine and then dried over anhydrousmagnesium sulfate. After filtering off the magnesiumsulfate from the organic layer, the solvent was distilledoff under reduced pressure. The obtained crude productwas purified by preparative HPLC to obtain the titlecompound (20.7 mg, 54%) as a light yellow solid. The NMRand ESI/MS data for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.56(t,J=7.1,2H),4.05(d,J=5.8,2H), 4.91(t,J=7.1,2H), 7.03(d,J=6.8,2H),7.10-7.25(m,3H), 7.53-7.58(m,5H), 8.15(s,1H),8.21(t,J=5.9,1H), 13.7(brs,1H).ESI/MS m/e: 414.3 (M⁺+H, C₂₃H₁₉N₅OS) Example 118. Synthesis of 1-[3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoyl]piperidine-4-carboxylicacid (Compound No:3-0231)
[0467]
[0468] Ethyl 1-[3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)propanoyl]piperidine-4-carboxylicacid (50.4 mg) was dissolved in 1,4-dioxane(4.0 mL), and a 1N aqueous sodium hydroxide solution (4.0mL) was added while cooling to 0°C. After stirring for30 minutes at room temperature, 1N hydrochloric acid (5.0mL) was added. Ethyl acetate and water were addedthereto, and extraction was performed 3 times with ethylacetate. The organic layer was washed with water andsaturated brine and then dried over anhydrous magnesiumsulfate. After filtering off the magnesium sulfate, thesolvent was distilled off under reduced pressure. Theresidue was purified by preparative HPLC to obtain the title compound (23.5 mg, 50%) as a light yellow solid.The NMR and ESI/MS data for this compound are shownbelow.ESI/MS m/e: 436.2 (M⁺+H, C₂₂H₂₁N₅O₃S) Example 119. Synthesis of 3-[7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]-N-methoxy-N-methylpropanamide(Compound No: 3-0037)
[0469]
[0470] 3-(7-cyano-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidin-5-yl)-N-methoxy-N-methylpropanoicacid(0.487g) was dissolved in methylene chloride (15 mL), andthen N,O-dimethylhydroxylamine hydrochloride (0.585 g)and 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimidehydrochloride (1.150 g) were added and the mixture wasstirred at 0°C. Triethylamine (0.83 mL) was then addedand the mixture was stirred for 4 hours at roomtemperature. Aqueous saturated brine was added to quenchthe reaction, and the organic layer was separated off.The aqueous layer was extracted 3 times with ethylacetate. The organic layer was washed with saturatedbrine and then dried over sodium sulfate. After filteringoff the sodium sulfate, the solvent was distilled offunder reduced pressure to obtain the title compound(0.551 g, yield: 100%) as a light yellow solid. The NMRand ESI/MS data for this compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 2.87(brt,J=7.6,2H),2.96(s,3H), 3.50(s,3H), 4.90(brt,J=7.1,2H), 7.60-7.69(m,5H),8.21(s,1H), 13.84(brs,1H).ESI/MS m/e: 368.4 (M⁺+H, C₁₈H₁₇N₅O₂S) Example 120. Synthesis of 5-(3-oxoheptyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (Compound No: 5-0181)
[0471]
[0472] 3-[7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]-N-methoxy-N-methylpropanamide(36.7mg) was dissolved in tetrahydrofuran (1.0 mL) and thesolution was stirred at -78°C. n-Butyllithium (192 µL,1.56 mol/L hexane solution) was added dropwise to thesolution and the mixture was stirred for 1 hour at -78°C.Saturated aqueous brine was added to quench the reaction,and the pH was adjusted to 5 with 1 mol/L hydrochloricacid. The solution was extracted 3 times with ethylacetate. The organic layer was washed with saturatedbrine and then dried over sodium sulfate. Afterfiltering off the sodium sulfate, the solvent wasdistilled off under reduced pressure. The obtained crudeproduct was purified by preparative HPLC to obtain thetitle compound (18.2 mg, yield: 50%) as a white solid.The NMR and ESI/MS data for this compound are shownbelow.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 0.78(t,J=7.8,3H),1.14(q,J=7.3,2H), 1.33(q,J=7.3,2H), 2.27(t,J=7.3,2H),2.94(t,J=6.8,2H), 4.85(t,J=6.6,2H), 7.57-7.71(m,5H),8.21(s,1H), 13.82(brs,1H).ESI/MS m/e: 365.3 (M⁺+H, C₂₀H₂₀N₄OS) Example 121. Synthesis of 5-(3-oxo-3-phenylpropyl)-6-phenyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 5-0006)
[0473]
[0474] 3-(7-cyano-6-phenyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)-N-methoxy-N-methylpropanamide(36.7 mg)was dissolved in tetrahydrofuran (1.0 mL), and themixture was stirred at 0°C. Phenylmagnesium bromide (100µL, 3.0 mol/L diethyl ether solution) was added dropwiseto the solution and the mixture was stirred for 2 hoursat 0°C. A saturated aqueous brine solution was added toquench the reaction, and the pH was adjusted to 5 with 1mol/L hydrochloric acid. The solution was then extracted3 times with ethyl acetate. The organic layer was washedwith saturated brine and then dried over sodium sulfate.After filtering off the sodium sulfate, the solvent wasdistilled off under reduced pressure. The obtained crudeproduct was purified by preparative HPLC to obtain thetitle compound (10.1 mg, yield: 26%) as a light yellowsolid. The NMR and ESI/MS data for this compound areshown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 3.60(t,J=6.8,2H),5.02(t,J=6.6,2H), 7.47(t,J=7.6,2H), 7.58-7.49(m,6H),7.84(d,J=8.0,2H), 8.23(s,1H), 13.88(brs,1H).ESI/MS m/e: 385.1 (M⁺+H, C₂₂H₁₆N₄OS) Example 122. Synthesis of 6-azaperhydroazepinyl-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(CompoundNo: 6-0061)
[0475]
[0476] Hexamethyleneimine (236 mg) was added to 5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile (40 mg), and the mixture wasstirred for 2 hours at 80°C. After cooling to roomtemperature, methanol (3 mL) was added to the reactionmixture. The mixture was passed through a cation-exchangeresin column and the eluate was collected, afterwhich methanol (3 mL) was passed through and the eluatewas collected. The collected eluates were concentratedunder reduced pressure to obtain the title compound (10.5mg, 22%). The NMR and ESI/MS data for this compound areshown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 1.45-1.75(m,8H),3.69(t,J=6.1,4H), 7.97(s,1H), 8.7(brs,1H), 13.9(brs,1H).ESI/MS m/e: 374.3 (M⁺+H, C₁₃H₁₅N₅S) Example 123. Synthesis of 6-(cyclopropylamino)-5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(Compound No: 6-0273)
[0477]
[0478] Cyclopropylamine (196 mg) was added to 5-[3-(methylethoxy)propyl]-4-thioxo-3-hydropyrrolo[3,2-d]pyrimidine-7-carbonitrile(40 mg), and the mixture wasstirred for 4 hours at 80°C. After cooling to roomtemperature, methanol (3 mL) was added. The mixture waspassed through a cation-exchange resin column and theeluate was collected, after which methanol (3 mL) waspassed through and the eluate was collected. Thecollected eluates were concentrated under reducedpressure to obtain the title compound (6.3 mg, 15%). TheNMR and ESI/MS data for this compound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 0.68-0.75(m,2H), 0.93-0.99(m,2H),1.20(d,J=6.1,6H), 2.12(d,J=6.1,2H),2.93(m,1H), 3.40(t,J=5.4,2H)3.66(tt,J=6.1,1H)7.88(s,1H),10.4(brs,1H). ESI/MS m/e: 332.3 (M⁺+H, C₁₆H₂₁N₅OS) Example 124. Synthesis of N-{2-[7-cyano-6-(cyclopropylamino)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}benzamide(Compound No: 6-0413)
[0479]
[0480] Acetonitrile (3 mL) and cyclopropylamine (3 mL) wereadded to crude N-[2-(6-chloro-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl]benzamide(136mg), and the mixture was stirred for 4 hours at 80°C.The crude product obtained by concentration of thereaction mixture under reduced pressure was purified bypreparative HPLC to obtain the title compound (10.3 mg,8%) as a light yellow solid. The NMR and ESI/MS data forthis compound are shown below.¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 0.62(m,2H), 0.74-0.79(m,2H),2.79(m,1H), 3.55-3.59(m,2H), 4.93(brs,2H), 7.43-7.55(m,3H),7.76-7.79(m,2H), 8.00-8.05(m,2H),8.63(m,1H)13.2(brs,1H).ESI/MS m/e: 379.1 (M⁺+H, C₁₉H₁₈N₆OS) Example 125. Synthesis of N-{2-[6-(dimethylamino)-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}(4-fluorophenyl)carboxamide(Compound No: 6-1029)
[0481]
[0482] An aqueous dimethylamine solution (2 mL) was addedto crude N-[2-(6-chloro-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl](4-fluorophenyl)carboxamide(80 mg), and the mixture wasstirred for 2 hours at 50°C. After cooling to roomtemperature, the mixture was concentrated under reducedpressure, and the obtained crude product was purified bypreparative HPLC to obtain the title compound (7.5 mg,9%) as a light yellow solid. The NMR and ESI/MS data forthis compound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 2.90(s,6H), 3.46(m,2H),4.96(brs,2H), 7.27(m,2H), 7.77(m,2H), 8.10(s,1H),8.34(m,1H), 13.46(brs,1H).ESI/MS m/e: 385.3 (M⁺+H, C₁₈H₁₇FN₆OS) Example 126. Synthesis of N-[2-(7-cyano-6-pyrrolidinyl-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl](4-fluorophenyl)carboxamide(Compound No: 6-1031)
[0483]
[0484] Pyrrolidine (2 mL) was added to crude N-[2-(6-chloro-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl](4-fluorophenyl)carboxamide(80 mg), and the mixture was stirred for 2 hours at 50°C. After coolingto room temperature, the mixture was concentrated underreduced pressure, and the obtained crude product waspurified by preparative HPLC to obtain the title compound(7.3 mg, 8%) as a light yellow solid. The NMR and ESI/MSdata for this compound are shown below.¹H-NMR(400MHz,CDCl₃)δ(ppm): 1.79(m,4H), 3.36-3.70(m,6H),5.19(brs,2H), 7.29(m,2H), 7.79(m,2H), 8.06(m,1H),8.39(m,1H), 13.25(brs,1H).ESI/MS m/e: 411.3 (M⁺+H, C₂₀H₁₉FN₆OS) Example 127. Synthesis of N-{2-[7-cyano-6-(cyclobutylamino)-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl)]ethyl}(4-fluorophenyl)carboxamide(Compound No: 6-1027)
[0485]
[0486] Cyclobutylamine (2 mL) was added to crude N-[2-(6-chloro-7-cyano-4-thioxo(3-hydropyrrolo[3,2-d]pyrimidin-5-yl))ethyl](4-fluorophenyl)carboxamide(70 mg), and themixture was stirred for 6 hours at 80°C. After coolingto room temperature, the mixture was concentrated underreduced pressure and methanol (3 mL) was added thereto.The mixture was passed through a cation-exchange resincolumn and the eluate was collected, after which methanol(3 mL) was passed through and the eluate was collected.The collected eluates were concentrated under reducedpressure and the obtained crude product was purified bypreparative HPLC to obtain the title compound (4.9 mg,6%) as a light yellow solid. The NMR and ESI/MS data forthis compound are shown below. ¹H-NMR(400MHz,DMSO-d₆)δ(ppm): 1.68(m,2H), 2.09(m,2H),2.29(m,2H), 3.57(m,2H), 4.27(m,1H), 4.98(brs,2H),7.32(m,2H), 7.89(m,3H), 8.01(m,1H), 8.84(m,1H)23(brs,1H).ESI/MS m/e: 411.3 (M⁺+H, C₂₀H₁₉FN₆OS) Examples 128-1174
[0487] The compounds of the invention listed below weresynthesized according to the respective methods inExamples 1 to 128 using the corresponding startingmaterials and reactants. The ESI/MS data from HPLC/massspectrum analysis of each compound, the retention timeand purity of the compound in HPLC under the followingconditions and the compound numbers corresponding to thesynthesis method carried out are summarized in Tables 215to 245. HPLC (High Performance Liquid Chromatography) conditions
[0488] System: Hewlett-Packard 1100 HPLC Column: Cadenza CD-C18 (Imtakt) 100 mm x 4.6 mm Solvent: A: H₂O/acetonitrile = 95/5   0.05% TFA (trifluoroacetic acid)   B: H₂O/acetonitrile = 5/95   0.05% TFA (trifluoroacetic acid) Flow rate: 1.0 mL/min Gradient: 0-1 min, solvent B: 10% solvent A: 90% 1-14 min, solvent B: 10% → 100% solvent A: 90% → 0% 14-16 min, solvent B: 100% solvent A: 0%Calculation of purity: Area % of UV absorption (254 nm)
[0489] The compound numbers in the following tablesrepresent the compound numbers in Tables 1 to 214 listedas the preferred examples. Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 128 1-0005 C13 H14 N4 O 243.3 8.4 97 Example 79 129 1-0006 C15 H10 N4 O 263.3 7.8 96 Example 79 130 1-0007 C13 H8 N4 O 237.2 6.4 88 Example 1 131 1-0008 C13 H8 N4 S 253.3 7.5 96 Example 80 132 1-0009 C14 H10 N4 O 251.2 6.7 100 Example 79 133 1-0012 C14 H10 N4 O 251.2 7.2 99 Example 79 134 1-0013 C14 H10 N4 O 251.2 7.2 97 Example 79 135 1-0014 C15 H12 N4 O 265.3 7.1 95 Example 79 136 1-0015 C15 H12 N4 O 265.3 7.3 99 Example 79 137 1-0016 C15 H12 N4 S 281.1 8.5 100 Example 80 138 1-0017 C15 H12 N4 O 265.3 8.0 100 Example 79 139 1-0018 C15 H12 N4 O 265.3 7.5 98 Example 79 140 1-0020 C17 H16 N4 O 293.4 9.4 97 Example 79 141 1-0021 C19 H18 N4 O 319.4 10.7 94 Example 79 142 1-0022 C13 H7 F N4 O 255.2 6.2 96 Example 79 143 1-0023 C13 H7 F N4 O 255.2 6.8 92 Example 79 144 1-0024 C13 H7 F N4 O 255.1 6.8 100 Example 79 145 1-0025 C13 H7 Cl N4 O 271.3 6.5 100 Example 79 146 1-0026 C13 H7 Cl N4 S 287.0 7.7 92 Example 80 147 1-0028 C13 H7 Cl N4 O 271.1 7.5 98 Example 79 148 1-0029 C13 H7 Cl N4 O 271.1 7.6 94 Example 79 149 1-0031 C13 H6 Cl2 N4 O 305.2 8.6 95 Example 79 150 1-0033 C13 H6 Cl2 N4 O 305.2 7.5 100 Example 79 151 1-0035 C13 H6 Cl2 N4 O 305.2 8.6 90 Example 79 152 1-0036 C13 H6 Cl2 N4 O 305.0 7.8 94 Example 79 153 1-0037 C13 H6 Cl2 N4 S 321.0 9.0 94 Example 79 154 1-0040 C14 H10 N4 O2 267.0 6.8 96 Example 79 155 1-0041 C14 H10 N4 O2 267.2 6.7 96 Example 79 156 1-0042 C15 H12 N4 O3 297.3 6.3 91 Example 79 157 1-0043 C15 H12 N4 O3 297.3 6.8 98 Example 79 158 1-0044 C15 H12 N4 O3 297.1 6.9 99 Example 79 159 1-0045 C15 H12 N4 O2 S 313.2 8.2 96 Example 80 160 1-0046 C15 H12 N4 O3 297.2 6.2 95 Example 79 161 1-0047 C15 H12 N4 O2 S 313.1 7.3 100 Example 79 162 1-0048 C16 H14 N4 O4 327.4 6.6 95 Example 79 163 1-0049 C16 H14 N4 O4 327.1 6.7 100 Example 1 164 1-0050 C16 H14 N4 O3 S 343.1 7.8 100 Example 80 165 1-0051 C14 H8 N4 O2 265.3 6.0 80 Example 79 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 166 1-0052 C14 H8 N4 O2 265.3 5.8 88 Example 79 167 1-0053 C14 H8 N4 O2 265.3 5.8 75 Example 79 168 1-0054 C14 H8 N4 O3 281.2 5.3 61 Example 79 169 1-0055 C14 H8 N4 O3 281.3 5.0 97 Example 79 170 1-0056 C14 H7 F3 N4 O 305.3 7.0 100 Example 79 171 1-0058 C14 H7 F3 N4 O 305.3 8.2 97 Example 79 172 1-0059 C14 H7 F3 N4 O 305.3 8.4 99 Example 79 173 1-0060 C15 H6 F6 N4 O 373.4 9.7 97 Example 79 174 1-0061 C15 H10 N4 O2 279.3 6.1 95 Example 79 175 1-0062 C15 H10 N4 O2 279.3 6.1 79 Example 79 176 1-0063 C15 H10 N4 O2 279.1 6.1 96 Example 79 177 1-0064 C14 H7 F3 N4 O2 321.3 8.5 95 Example 79 178 1-0065 C14 H7 F3 N4 O2 321.3 8.6 98 Example 79 179 1-0066 C14 H7 N5 O 262.2 6.2 86 Example 79 180 1-0067 C14 H7 N5 O 262.0 6.3 100 Example 79 181 1-0068 C13 H9 N5 O 252.2 2.5 93 Example 79 182 1-0069 C15 H13 N5 O 280.2 6.2 96 Example 79 183 1-0070 C13 H7 N5 O3 282.2 6.7 98 Example 1 184 1-0071 C13 H7 N5 O2 S 298.1 7.8 86 Example 80 185 1-0072 C13 H8 N4 O2 253.2 5.2 97 Example 79 186 1-0073 C14 H10 N4 O2 267.3 4.9 97 Example 79 187 1-0074 C14 H10 N4 O2 267.3 4.6 95 Example 79 188 1-0075 C16 H13 N5 O3 324.4 2.4 96 Example 79 189 1-0076 C14 H10 N4 O S 283.3 7.6 94 Example 79 190 1-0077 C15 H12 N4 O3 S 328.9 5.9 100 Example 79 191 1-0078 C19 H12 N4 O2 329.1 9.2 99 Example 1 192 1-0079 C19 H12 N4 O S 345.1 10.4 84 Example 80 193 1-0080 C14 H8 N4 O3 281.3 6.4 98 Example 79 194 1-0081 C19 H12 N4 O 313.3 9.1 98 Example 79 195 1-0082 C19 H10 N4 O2 327.4 8.8 96 Example 79 196 1-0083 C17 H10 N4 O 287.4 8.2 97 Example 79 197 1-0084 C17 H10 N4 O 287.4 7.4 92 Example 79 198 1-0085 C21 H12 N4 O 337.4 8.8 84 Example 79 199 1-0086 C11 H6 N4 O S 243.2 6.0 96 Example 79 200 1-0087 C11 H6 N4 S2 259.1 7.1 100 Example 80 201 1-0088 C11 H6 N4 O S 243.2 6.2 95 Example 79 202 1-0089 C12 H8 N4 O S 257.2 6.9 94 Example 79 203 1-0090 C13 H8 N4 O2 S 285.3 6.0 94 Example 79 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 204 1-0091 C15 H8 N4 O2 277.1 7.7 97 Example 79 205 1-0092 C15 H8 N4 O S 293.2 8.1 98 Example 79 206 1-0093 C15 H8 N4 O S 293.3 7.5 73 Example 79 207 1-0098 C15 H12 N4 O 265.3 7.4 100 Example 90 208 1-0099 C15 H12 N4 S 281.3 9.2 99 Example 90 209 1-0102 C9 H8 N4 O 189.1 3.7 100 Example 1 210 1-0103 C16 H14 N4 O 279.2 8.5 100 Example 1 211 1-0104 C11 H12 N4 O 217.1 6.0 95 Example 90 212 1-0105 C11 H12 N4 S 233.3 8.2 100 Example 2 213 1-0106 C17 H16 N4 O 293.1 9.2 100 Example 1 214 1-0107 C12 H14 N4 O 231.3 6.9 100 Example 90 215 1-0108 C12 H14 N4 S 247.2 9.1 97 Example 2 216 1-0113 C18 H18 N4 O 307.2 10.0 100 Example 90 217 1-0114 C18 H18 N4 S 323.1 11.9 100 Example 2 218 1-0121 C13 H16 N4 O 245.1 8.1 100 Example 90 219 1-0122 C13 H16 N4 S 261.1 10.2 97 Example 2 220 1-0125 C18 H18 N4 O 307.2 9.9 97 Example 1 221 1-0126 C18 H18 N4 S 323.1 11.7 97 Example 2 222 1-0127 C13 H16 N4 O 245.1 7.8 95 Example 90 223 1-0128 C18 H18 N4 O 307.2 9.8 100 Example 1 224 1-0129 C18 H18 N4 S 323.1 11.6 100 Example 2 225 1-0130 C16 H22 N4 O 287.4 9.6 97 Example 90 226 1-0131 C19 H20 N4 O 321.2 10.4 81 Example 90 227 1-0132 C18 H18 N4 O 307.2 10.1 100 Example 90 228 1-0133 C18 H18 N4 S 323.1 12.1 100 Example 2 229 1-0134 C13 H16 N4 O 245.1 8.1 98 Example 90 230 1-0135 C13 H16 N4 S 261.1 10.3 99 Example 2 231 1-0136 C19 H20 N4 O 321.2 10.7 99 Example 90 232 1-0137 C19 H20 N4 S 337.3 12.5 100 Example 2 233 1-0144 C16 H12 N4 O 277.1 7.7 100 Example 1 234 1-0145 C11 H10 N4 O 215.1 5.1 100 Example 90 235 1-0146 C13 H7 Cl N4 O 271.1 7.5 100 Example 1 236 1-0164 C16 H15 N5 O.Cl H 294.2 4.9 100 Example 22 237 1-0194 C16 H14 N4 O2 295.1 6.2 100 Example 3 238 1-0207 C16 H14 N4 O2 295.2 7.4 100 Example 90 239 1-0208 C16 H14 N4 O S 311.1 9.3 100 Example 2 240 1-0209 C11 H12 N4 O2 233.2 5.0 100 Example 90 241 1-0214 C17 H16 N4 O2 309.2 8.2 100 Example 90 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 242 1-0215 C17 H16 N4 O S 325.1 10.1 100 Example 2 243 1-0222 C12 H14 N4 O2 247.1 6.0 100 Example 90 244 1-0225 C15 H20 N4 O2 289.4 8.0 100 Example 90 245 1-0226 C18 H18 N4 O2 323.2 8.2 97 Example 90 246 1-0227 C17 H16 N4 O2 309.2 7.7 100 Example 1 247 1-0228 C17 H16 N4 O S 325.1 9.5 100 Example 2 248 1-0229 C12 H14 N4 O2 247.1 5.3 100 Example 90 249 1-0230 C12 H14 N4 O S 263.1 7.2 100 Example 2 250 1-0231 C16 H22 N4 O2 303.4 8.8 100 Example 90 251 1-0232 C19 H20 N4 O2 337.4 9.0 91 Example 90 252 1-0233 C19 H20 N4 O S 353.2 10.9 100 Example 2 253 1-0234 C18 H18 N4 O2 323.1 8.5 100 Example 1 254 1-0235 C18 H18 N4 O S 339.3 10.3 100 Example 2 255 1-0236 C13 H16 N4 O2 261.1 6.2 96 Example 90 256 1-0237 C13 H16 N4 O S 277.1 8.2 100 Example 2 257 1-0238 C17 H24 N4 O2 317.4 10.4 99 Example 90 258 1-0239 C17 H24 N4 O S 333.2 11.7 100 Example 2 259 1-0240 C16 H20 N4 O2 301.2 8.1 100 Example 90 260 1-0241 C16 H20 N4 O S 317.2 10.1 88 Example 2 261 1-0243 C20 H22 N4 O2 351.2 9.7 95 Example 90 262 1-0244 C20 H22 N4 O S 367.2 11.6 100 Example 2 263 1-0245 C21 H24 N4 O2 365.2 10.2 80 Example 90 264 1-0246 C21 H24 N4 O S 381.2 12.1 91 Example 2 265 1-0247 C19 H20 N4 O2 337.3 9.2 100 Example 90 266 1-0248 C19 H20 N4 O S 353.0 11.0 95 Example 2 267 1-0253 C14 H18 N4 O2 275.1 7.1 100 Example 90 268 1-0254 C14 H18 N4 O S 291.3 9.2 83 Example 2 269 1-0263 C17 H16 N4 O S 325.1 8.8 100 Example 90 270 1-0264 C17 H16 N4 S2 341.2 10.6 100 Example 2 271 1-0265 C12 H14 N4 O S 263.1 6.7 100 Example 90 272 1-0272 C16 H11 N5 O 290.1 6.9 99 Example 1 273 1-0273 C16 H11 N5 S 306.0 8.4 99 Example 2 274 1-0274 C17 H14 N4 O 291.2 8.7 100 Example 90 275 1-0275 C17 H14 N4 S 307.2 10.6 100 Example 2 276 1-0280 C20 H20 N4 O 333.3 10.8 100 Example 1 277 1-0281 C20 H20 N4 S 349.1 12.6 99 Example 2 278 1-0288 C15 H18 N4 O 271.1 8.9 100 Example 90 279 1-0289 C15 H18 N4 S 287.1 10.9 100 Example 2 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 280 1-0292 C21 H20 N4 O 345.2 11.0 99 Example 90 281 1-0293 C21 H20 N4 S 361.2 12.9 76 Example 2 282 1-0294 C16 H18 N4 O 283.2 9.2 100 Example 90 283 1-0295 C16 H18 N4 S 299.2 11.4 57 Example 2 284 1-0296 C18 H16 N4 O2 321.1 7.9 100 Example 90 285 1-0297 C18 H16 N4 O S 337.3 9.7 100 Example 2 286 1-0298 C13 H14 N4 O2 259.2 5.6 100 Example 90 287 1-0299 C18 H16 N4 O3 337.3 7.6 98 Example 90 288 1-0300 C14 H10 N4 O 251.2 7.0 100 Example 1 289 1-0301 C14 H10 N4 S 267.1 8.8 100 Example 2 290 1-0302 C18 H18 N4 O 307.0 9.6 89 Example 90 291 1-0303 C17 H14 N4 O 291.2 8.4 98 Example 90 292 1-0304 C17 H14 N4 S 307.2 10.0 90 Example 2 293 1-0305 C21 H16 N4 O 341.4 9.7 94 Example 90 294 1-0306 C22 H18 N4 O 355.2 10.2 87 Example 90 295 1-0307 C20 H14 N4 O 327.1 9.4 100 Example 1 296 1-0308 C20 H14 N4 S 343.1 10.9 93 Example 2 297 1-0310 C15 H12 N4 S 281.2 9.3 100 Example 2 298 1-0311 C21 H16 N4 O 341.2 9.8 100 Example 1 299 1-0312 C21 H16 N4 S 357.1 11.6 100 Example 2 300 1-0313 C16 H14 N4 O 279.1 8.0 79 Example 90 301 1-0314 C16 H14 N4 S 295.0 9.9 100 Example 2 302 1-0315 C20 H22 N4 O 335.4 10.7 86 Example 90 303 1-0316 C20 H22 N4 S 351.0 12.5 95 Example 2 304 1-0317 C19 H18 N4 S 335.2 11.4 90 Example 2 305 1-0318 C23 H20 N4 O 369.4 10.7 89 Example 90 306 1-0319 C24 H22 N4 S 399.2 12.7 91 Example 2 307 1-0320 C22 H18 N4 O 355.1 10.4 100 Example 1 308 1-0321 C22 H18 N4 S 371.1 12.1 97 Example 2 309 1-0322 C17 H16 N4 O 293.1 8.7 97 Example 90 310 1-0323 C17 H16 N4 S 309.3 10.5 100 Example 2 311 1-0324 C19 H18 N4 O 319.2 9.6 64 Example 90 312 1-0325 C24 H22 N4 O 383.2 11.2 60 Example 90 313 1-0326 C23 H20 N4 O 369.3 11.1 97 Example 90 314 1-0327 C27 H20 N4 O 417.2 11.3 99 Example 90 315 1-0328 C27 H20 N4 S 433.1 12.5 100 Example 2 316 1-0329 C14 H8 Br Cl N4 O 365.3 9.5 95 Example 1 317 1-0334 C20 H13 F N4 O 345.2 9.6 98 Example 90 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 318 1-0345 C21 H16 N4 O2 357.2 9.4 96 Example 90 319 1-0346 C21 H15 F N4 O 359.1 9.9 89 Example 90 320 1-0349 C21 H15 Cl N4 O 375.1 10.6 90 Example 90 321 1-0362 C22 H18 N4 O2 371.2 9.6 91 Example 90 322 1-0369 C19 H20 N4 O2 337.4 10.1 62 Example 90 323 1-0370 C22 H18 N4 O2 371.4 10.2 91 Example 90 324 1-0371 C21 H16 N4 O2 357.1 9.7 98 Example 90 325 1-0372 C21 H16 N4 O S 373.1 11.3 100 Example 2 326 1-0393 C18 H12 N4 O2 317.1 8.6 100 Example 1 327 1-0394 C18 H12 N4 O S 333.1 10.2 100 Example 2 328 1-0395 C13 H10 N4 O2 255.1 6.6 100 Example 90 329 1-0396 C13 H10 N4 O S 271.1 8.4 100 Example 2 330 1-0397 C18 H12 N4 O S 333.2 9.1 91 Example 1 331 1-0398 C13 H10 N4 O S 271.1 7.1 97 Example 90 332 1-0399 C19 H14 N4 O2 331.2 9.3 99 Example 1 333 1-0400 C14 H12 N4 O2 269.1 7.5 83 Example 90 334 1-0415 C19 H14 N4 O S 347.1 9.5 98 Example 1 335 1-0416 C19 H14 N4 S2 363.1 11.2 96 Example 2 336 1-0417 C14 H12 N4 O S 285.2 7.6 96 Example 90 337 1-0438 C16 H10 N4 O 275.1 7.7 100 Example 1 338 1-0010 C14 H10 N4 S 267.1 7.9 100 Example 80 339 1-0011 C14 H10 N4 S 267.2 8.5 100 Example 80 340 1-0019 C15 H12 N4 S 281.1 8.7 100 Example 80 341 1-0027 C13 H7 Cl N4 S 286.9 8.8 100 Example 80 342 1-0030 C13 H7 Cl N4 S 287.1 8.9 98 Example 80 343 1-0032 C13 H6 Cl2 N4 S 320.8 8.8 98 Example 80 344 1-0034 C13 H6 Cl2 N4 S 320.9 8.8 95 Example 80 345 1-0165 C17 H17 N5 O 308.3 5.3 95 Example 22 346 1-0250 C19 H19 Cl N4 O S 387.2 11.5 95 Example 2 347 1-0460 C15 H11 F2 N5 S 332.2 5.2 97 Example 69 348 1-0473 C17 H15 F N4 O S 343.3 10.1 95 Example 2 349 1-0476 C16 H16 N4 O2 S 329.3 9.9 90 Example 2 350 1-0477 C16 H16 N4 O S2 345.2 10.3 90 Example 2 351 1-0493 C24 H18 N6 O S 439.2 12.4 99 Example 108 352 1-0497 C23 H15 F N6 O S 443.3 11.9 99 Example 108 353 1-0499 C19 H15 N5 O2 S 378.2 7.5 98 Example 74 354 1-0509 C17 H15 Cl N4 O S 359.1 10.0 95 Example 2 355 1-0510 C17 H15 Cl N4 O S 359.2 10.6 95 Example 2 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 356 1-0511 C13 H16 N4 O S 277.4 8.6 93 Example 2 357 1-0512 C20 H22 N4 O S 367.3 11.5 80 Example 2 358 1-0514 C19 H19 F N4 O S 371.3 11.0 87 Example 2 359 1-0515 C19 H20 N4 O2 S 369.2 9.5 98 Example 94 360 1-0516 C17 H18 N4 O S2 359.2 11.3 100 Example 2 361 1-0517 C17 H18 N4 O S2 359.2 11.3 96 Example 2 362 1-0518 C17 H18 N4 O2 S 343.3 11.2 99 Example 2 363 1-0519 C18 H20 N4 O2 S 357.2 11.0 95 Example 2 364 1-0521 C18 H20 N4 O S2 373.2 11.3 90 Example 2 365 1-0524 C17 H18 N4 O2 S 343.3 11.1 97 Example 2 366 1-0526 C19 H18 F2 N4 O S 389.3 11.1 99 Example 2 367 1-0532 C23 H25 N5 O4 S 468.3 9.2 100 Example 101 368 1-0533 C23 H25 N5 O4 S 468.3 9.2 100 Example 101 369 1-0534 C24 H29 N5 O4 S 484.3 9.6 98 Example 101 370 1-0535 C23 H28 N6 O2 S 453.3 6.4 100 Example 101 371 1-0543 C23 H18 N4 O3 S 431.2 9.7 91 Example 106 372 1-0549 C24 H20 N4 O3 S 445.4 11.7 100 Example 106 373 1-0555 C24 H22 N4 O S 415.3 12.6 92 Example 106 374 1-0567 C22 H25 N5 O2 S 424.4 6.5 94 Example 106 375 1-0573 C21 H24 N4 O3 S 413.5 9.3 97 Example 106 376 1-0585 C25 H20 N6 O S 453.3 12.7 96 Example 108 377 1-0586 C24 H18 N6 O S 439.3 12.0 92 Example 108 378 1-0587 C24 H17 F N6 O S 457.2 12.2 91 Example 108 379 1-0588 C22 H22 N6 O3 S2 483.3 9.9 91 Example 108 380 1-0593 C15 H12 N4 S 281.3 9.6 95 Example 2 381 1-0595 C14 H9 F N4 S 285.3 9.0 95 Example 2 382 1-0596 C14 H9 Cl N4 S 301.1 9.6 95 Example 2 383 1-0601 C12 H8 N4 S2 273.1 9.2 100 Example 2 384 1-0602 C12 H8 N4 S2 273.2 9.1 99 Example 2 385 1-0607 C12 H8 N4 O S 257.4 8.6 74 Example 2 386 1-0608 C14 H16 N4 S 273.2 10.1 95 Example 2 387 1-0609 C13 H10 N4 O S 271.1 9.0 90 Example 2 388 1-0610 C13 H10 N4 S2 287.2 9.4 90 Example 2 389 1-0612 C12 H8 N4 O S 257.2 8.5 99 Example 2 390 1-0667 C20 H13 Cl N4 S 377.1 11.2 95 Example 2 391 1-0668 C21 H15 Cl N4 S 391.2 12.1 95 Example 2 392 1-0671 C14 H10 N4 S 267.1 8.5 99 Example 80 393 1-0672 C15 H12 N4 S 281.3 8.3 94 Example 80 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 394 1-0673 C15 H12 N4 S 281.4 9.4 73 Example 80 395 1-0674 C17 H16 N4 S 309.4 9.3 100 Example 2 396 1-0675 C19 H18 N4 S 335.1 12.0 98 Example 80 397 1-0676 C13 H7 F N4 S 271.0 7.4 99 Example 80 398 1-0678 C13 H7 F N4 S 271.0 8.0 100 Example 80 399 1-0679 C13 H7 F N4 S 271.2 7.9 100 Example 80 400 1-0680 C13 H6 Cl2 N4 S 323.0 10.6 96 Example 80 401 1-0681 C14 H10 N4 O S 283.1 8.0 100 Example 80 402 1-0682 C14 H10 N4 O S 283.1 7.8 100 Example 80 403 1-0683 C15 H12 N4 O2 S 313.1 7.5 98 Example 80 404 1-0684 C15 H12 N4 O2 S 313.1 8.3 99 Example 80 405 1-0685 C16 H14 N4 O3 S 343.4 9.0 100 Example 2 406 1-0686 C14 H8 N4 O S 281.2 6.8 96 Example 2 407 1-0689 C14 H7 F3 N4 S 321.1 9.4 100 Example 80 408 1-0690 C14 H7 F3 N4 S 321.2 9.5 100 Example 80 409 1-0691 C15 H6 F6 N4 S 389.2 9.6 100 Example 2 410 1-0692 C15 H10 N4 O S 295.2 7.1 100 Example 2 411 1-0693 C15 H10 N4 O S 295.3 7.1 99 Example 80 412 1-0694 C14 H7 F3 N4 O S 337.4 8.6 98 Example 2 413 1-0695 C14 H7 F3 N4 O S 337.4 8.6 99 Example 2 414 1-0696 C14 H7 N5 S 278.2 7.3 100 Example 80 415 1-0697 C15 H13 N5 S 296.2 8.0 100 Example 80 416 1-0699 C14 H10 N4 O S 283.4 5.6 99 Example 2 417 1-0700 C14 H10 N4 O S 283.4 5.4 100 Example 2 418 1-0701 C14 H10 N4 S2 299.2 8.8 100 Example 80 419 1-0702 C15 H12 N4 O2 S2 345.2 6.8 86 Example 2 420 1-0703 C14 H8 N4 O2 S 297.1 7.6 96 Example 80 421 1-0704 C19 H10 N4 O S 343.3 10.4 97 Example 80 422 1-0705 C17 H10 N4 S 303.0 9.4 96 Example 80 423 1-0706 C17 H10 N4 S 303.4 7.8 100 Example 2 424 1-0707 C21 H12 N4 S 353.2 10.0 98 Example 80 425 1-0708 C11 H6 N4 S2 259.1 7.4 98 Example 80 426 1-0709 C12 H8 N4 S2 273.0 8.1 99 Example 80 427 1-0710 C15 H8 N4 O S 293.3 9.0 98 Example 80 428 1-0715 C16 H12 N4 O2 S 325.5 8.8 95 Example 81 429 1-0721 C14 H9 F N4 S 285.5 8.9 89 Example 81 430 1-0722 C13 H6 F2 N4 S 289.5 8.5 100 Example 81 431 1-0723 C13 H6 F2 N4 S 289.5 8.5 96 Example 81 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 432 1-0724 C13 H6 F2 N4 S 289.5 7.8 100 Example 81 433 1-0725 C13 H6 F2 N4 S 289.5 7.8 100 Example 81 434 1-0726 C16 H13 N5 O S 324.5 6.1 100 Example 81 435 1-0727 C15 H13 N5 S 296.5 6.6 95 Example 81 436 1-0728 C15 H12 N4 O S 297.5 8.8 100 Example 81 437 1-0729 C15 H12 N4 O S 297.5 8.6 100 Example 81 438 1-0730 C15 H12 N4 O S 297.5 9.1 36 Example 81 439 1-0731 C15 H12 N4 O S 297.5 9.0 65 Example 81 440 1-0732 C15 H12 N4 O S 297.5 8.8 100 Example 81 441 1-0733 C14 H10 N4 S2 299.5 8.9 88 Example 81 442 1-0734 C14 H9 F N4 O S 301.5 7.5 90 Example 81 443 1-0735 C14 H9 Cl N4 S 301.5 8.9 100 Example 81 444 1-0736 C14 H9 Cl N4 O S 317.5 8.9 97 Example 81 445 1-0738 C14 H9 F N4 S 285.4 8.2 99 Example 80 446 1-0739 C14 H9 F N4 S 285.3 8.3 99 Example 80 447 1-0740 C14 H9 F N4 S 285.1 8.2 100 Example 80 448 1-0741 C15 H12 N4 O S 297.4 8.0 100 Example 80 449 1-0742 C13 H6 Cl2 N4 S 321.4 10.1 95 Example 81 450 1-0748 C15 H12 N4 S 281.4 8.5 100 Example 80 451 1-0749 C12 H8 N4 S2 273.3 8.2 98 Example 80 452 1-0750 C12 H7 N5 S 254.4 4.0 99 Example 80 453 1-0752 C15 H12 N4 O S 297.5 8.1 100 Example 81 454 1-0759 C20 H21 N5 O S 380.1 6.0 89 Example 106 455 1-0760 C13 H12 N4 S 257.5 7.2 85 Example 2 456 1-0860 C19 H18 F2 N4 O2 373.2 9.0 100 Example 1 457 1-0926 C15 H12 N4 O 265.2 7.6 95 Example 3 458 1-0941 C14 H16 N4 O 257.4 8.1 95 Example 3 459 1-1065 C23 H20 N4 O2 385.3 10.4 97 Example 1 460 1-1066 C17 H15 Cl N4 O2 343.3 8.2 95 Example 3 461 1-1067 C14 H9 Cl N4 O 285.2 7.6 95 Example 3 462 1-1068 C19 H19 Cl N4 O2 371.3 9.6 95 Example 3 463 1-1069 C17 H15 Cl N4 O2 343.3 8.7 95 Example 3 464 1-1070 C21 H15 Cl N4 O 375.1 10.3 95 Example 3 465 1-1071 C20 H13 Cl N4 O 361.3 9.7 95 Example 3 466 1-1072 C13 H15 Br N4 O2 339.4 8.2 98 Example 20 467 1-1073 C33 H32 N4 O4 549.5 13.4 99 Example 1 468 1-1074 C18 H18 N4 O2 323.3 8.2 95 Example 3 469 1-1075 C23 H20 N4 O S 401.3 12.3 100 Example 106 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 470 1-1076 C18 H18 N4 O S 339.4 10.0 95 Example 2 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 471 2-0010 C22 H16 Cl N5 O2 418.2 8.6 100 Example 68 472 2-0015 C22 H16 Cl N5 O2 418.3 8.7 100 Example 68 473 2-0016 C23 H16 N6 O2 409.3 7.6 95 Example 68 474 2-0017 C22 H16 N6 O4 429.2 8.0 100 Example 68 475 2-0018 C22 H16 N6 O4 429.2 8.1 99 Example 68 476 2-0019 C23 H19 N5 O3 414.3 7.7 95 Example 68 477 2-0026 C24 H19 N5 O4 442.3 7.9 95 Example 68 478 2-0031 C20 H15 N5 O3 374.1 6.6 100 Example 68 479 2-0032 C20 H15 N5 O2 S 390.2 7.4 98 Example 68 480 2-0033 C21 H16 N6 O2 385.2 5.2 100 Example 68 481 2-0034 C21 H16 N6 O2 385.2 5.2 100 Example 68 482 2-0035 C20 H14 N6 O5 419.2 7.4 100 Example 68 483 2-0036 C21 H18 N6 O3 403.3 7.1 99 Example 68 484 2-0037 C27 H20 Cl N5 O4 S2 578.2 9.8 99 Example 68 485 2-0058 C25 H22 Cl N5 O3 476.2 10.0 85 Example 68 486 2-0059 C22 H23 N5 O2 390.3 8.0 96 Example 68 487 2-0060 C23 H19 N5 O2 398.2 8.0 100 Example 68 488 2-0061 C23 H18 Cl N5 O2 432.2 8.3 99 Example 68 489 2-0062 C23 H18 Cl N5 O2 432.2 9.0 100 Example 68 490 2-0063 C23 H18 Cl N5 O2 432.2 9.0 100 Example 68 491 2-0072 C24 H18 N6 O2 423.3 8.0 100 Example 68 492 2-0073 C23 H18 N6 O4 443.3 7.8 93 Example 68 493 2-0074 C23 H18 N6 O4 443.3 8.4 100 Example 68 494 2-0075 C23 H18 N6 O4 443.3 8.5 98 Example 68 495 2-0092 C25 H21 N5 O4 456.2 8.2 98 Example 68 496 2-0093 C22 H18 N6 O2 399.3 5.5 100 Example 68 497 2-0096 C22 H18 N6 O2 399.2 5.5 100 Example 68 498 2-0117 C22 H20 N6 O3 417.3 7.4 100 Example 68 499 2-0146 C24 H20 F N5 O2 430.2 8.4 80 Example 68 500 2-0147 C22 H19 N5 O2 S 418.3 7.9 79 Example 68 501 2-0156 C26 H24 Cl N5 O3 490.3 10.5 100 Example 68 502 2-0208 C21 H23 N5 O3 394.3 9.1 97 Example 7 503 2-0507 C17 H14 N4 O3 323.1 7.4 100 Example 6 504 2-0509 C22 H15 Cl N4 O3 419.2 10.3 99 Example 6 505 2-0514 C24 H18 N4 O5 443.2 9.5 89 Example 6 506 2-0519 C18 H16 N4 O3 337.3 7.6 100 Example 1 507 2-0520 C22 H22 N4 O3 391.2 10.1 95 Example 6 508 2-0521 C23 H18 N4 O3 399.3 9.6 100 Example 6 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 509 2-0522 C23 H17 Cl N4 O3 433.2 9.9 100 Example 6 510 2-0523 C23 H17 Cl N4 O3 433.2 10.6 100 Example 6 511 2-0524 C23 H17 Cl N4 O3 433.1 10.7 92 Example 6 512 2-0525 C24 H17 N5 O3 424.2 9.3 100 Example 6 513 2-0526 C23 H17 N5 O5 444.2 9.6 100 Example 6 514 2-0527 C23 H17 N5 O5 444.3 9.8 100 Example 6 515 2-0528 C24 H20 N4 O4 429.2 9.6 98 Example 6 516 2-0529 C25 H20 N4 O5 457.2 9.7 99 Example 6 517 2-0530 C21 H16 N4 O4 389.1 8.3 100 Example 6 518 2-0531 C21 H16 N4 O3 S 405.1 9.2 100 Example 6 519 2-0536 C22 H17 N5 O3 400.2 6.6 89 Example 6 520 2-0537 C22 H17 N5 O3 400.3 6.5 100 Example 6 521 2-0538 C21 H15 N5 O6 434.2 8.9 100 Example 6 522 2-0539 C22 H19 N5 O4 418.2 8.8 100 Example 6 523 2-0552 C17 H15 N5 O S 338.3 6.6 97 Example 69 524 2-0557 C24 H21 N5 O S 428.5 9.7 100 Example 69 525 2-0559 C21 H17 N5 O2 S 404.5 8.9 96 Example 69 526 2-0560 C21 H17 N5 O S2 420.3 9.1 100 Example 71 527 2-0561 C20 H14 Cl N5 O S2 440.1 9.1 95 Example 71 528 2-0562 C21 H18 N6 O S 403.2 8.6 93 Example 69 529 2-0563 C22 H16 Cl N5 O S 434.3 9.2 95 Example 69 530 2-0568 C22 H16 Cl N5 O S 434.3 9.9 94 Example 69 531 2-0573 C22 H16 Cl N5 O S 434.4 9.9 94 Example 69 532 2-0578 C22 H16 F N5 OS S 418.4 9.3 98 Example 69 533 2-0586 C23 H19 N5 O S 414.5 9.3 98 Example 69 534 2-0590 C23 H19 N5 O2 S 430.2 9.1 91 Example 69 535 2-0595 C23 H19 N5 O2 S 430.4 8.9 95 Example 69 536 2-0596 C22 H19 N5 O3 S 434.3 8.9 95 Example 69 537 2-0597 C22 H19 N5 O2 S2 450.2 9.1 97 Example 71 538 2-0598 C21 H16 Cl N5 O2 S2 470.1 9.2 99 Example 71 539 2-0599 C22 H20 N6 O2 S 433.2 8.6 95 Example 69 540 2-0607 C27 H22 N6 O3 S2 543.5 10.5 95 Example 71 541 2-0614 C22 H18 N6 O S 415.2 8.3 96 Example 71 542 2-0616 C21 H18 N6 O S2 435.3 8.5 93 Example 71 543 2-0617 C20 H15 Cl N6 O S2 455.0 8.6 98 Example 71 544 2-0618 C21 H19 N7 O S 418.2 7.9 99 Example 69 545 2-0621 C23 H20 N6 O S 429.2 9.1 99 Example 71 546 2-0623 C22 H20 N6 O S2 449.1 9.2 99 Example 71 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 547 2-0624 C21 H17 Cl N6 O S2 469.2 9.3 95 Example 71 548 2-0625 C22 H21 N7 O S 432.2 8.7 96 Example 69 549 2-0642 C22 H17 F N6 O S 433.2 9.4 100 Example 71 550 2-0643 C21 H17 F N6 O2 S 437.1 9.3 96 Example 71 551 2-0644 C21 H17 F N6 O S2 453.2 9.5 92 Example 71 552 2-0645 C20 H14 Cl F N6 O S2 473.1 9.6 92 Example 71 553 2-0646 C21 H18 F N7 O S 436.3 9.1 93 Example 69 554 2-0656 C23 H19 N5 O2 S 430.5 11.1 100 Example 71 555 2-0671 C23 H19 N5 O2 S 430.4 10.5 100 Example 71 556 2-0682 C23 H16 N6 O S 425.4 8.8 98 Example 69 557 2-0687 C23 H16 N6 O S 425.4 8.9 98 Example 69 558 2-0688 C22 H17 N5 O2 S 416.5 9.8 94 Example 71 559 2-0694 C21 H16 F N5 O2 S 422.4 9.3 97 Example 69 560 2-0695 C21 H16 F N5 O S2 438.2 9.4 96 Example 71 561 2-0696 C20 H13 Cl F N5 O S2 458.0 9.5 96 Example 71 562 2-0697 C21 H17 F N6 O S 421.2 9.0 93 Example 69 563 2-0698 C23 H19 N5 O2 S 430.0 9.2 97 Example 69 564 2-0703 C22 H16 N6 O4 S 461.0 8.8 98 Example 71 565 2-0706 C23 H16 F3 N5 O2 S 484.2 10.7 97 Example 69 566 2-0708 C22 H16 N6 O3 S 445.6 8.8 98 Example 69 567 2-0710 C24 H21 N5 O3 S 460.4 9.3 99 Example 69 568 2-0731 C22 H16 N6 O3 S 445.6 9.3 98 Example 69 569 2-0740 C23 H17 N5 O3 S 444.3 8.8 98 Example 69 570 2-0743 C21 H14 Cl N5 O3 S2 484.0 9.1 96 Example 71 571 2-0761 C22 H16 N6 O3 S 445.6 9.4 97 Example 69 572 2-0772 C23 H17 N5 O3 S 444.4 7.7 97 Example 69 573 2-0773 C22 H17 N5 O4 S 448.4 7.7 90 Example 69 574 2-0777 C22 H17 N5 O2 S 416.3 7.7 79 Example 71 575 2-0782 C22 H18 N6 O3 S2 479.1 7.4 87 Example 71 576 2-0787 C22 H17 N5 O2 S 416.5 7.5 98 Example 71 577 2-0790 C20 H14 Cl N5 O2 S2 456.1 7.9 91 Example 71 578 2-0815 C23 H16 F3 N5 O S 468.3 10.5 95 Example 69 579 2-0817 C23 H19 N5 O S 414.4 9.5 96 Example 69 580 2-0823 C21 H17 N5 O S2 420.2 9.3 90 Example 71 581 2-0834 C22 H15 F2 N5 O S 436.4 9.6 98 Example 69 582 2-0867 C23 H16 F3 N5 O2 S 484.1 10.7 98 Example 69 583 2-0869 C22 H16 Br N5 O S 480.4 9.4 100 Example 69 584 2-0882 C22 H16 Br N5 O S 480.4 10.2 99 Example 69 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 585 2-0884 C24 H19 N5 O3 S 458.3 9.1 95 Example 69 586 2-0886 C23 H19 N5 O3 S2 478.2 9.3 97 Example 71 587 2-0887 C22 H16 Cl N5 O3 S2 498.1 9.4 97 Example 71 588 2-0888 C23 H20 N6 O3 S 461.1 8.9 95 Example 69 589 2-0893 C22 H15 Cl2 N5 O S 468.1 11.1 97 Example 69 590 2-1021 C21 H17 N5 O2 S 404.2 8.9 96 Example 71 591 2-1052 C22 H15 N7 O5 S 490.4 10.0 96 Example 69 592 2-1053 C22 H15 Cl2 N5 O S 468.2 10.9 98 Example 69 593 2-1054 C24 H21 N5 O3 S 460.4 8.4 97 Example 69 594 2-1057 C22 H18 Cl N5 O3 S2 500.2 8.7 99 Example 71 595 2-1059 C24 H21 N5 O3 S 460.3 8.4 97 Example 69 596 2-1060 C22 H16 F N5 O S 418.4 9.1 97 Example 69 597 2-1065 C23 H16 F3 N5 O S 468.2 9.8 95 Example 69 598 2-1066 C23 H16 F3 N5 O S 468.4 10.4 93 Example 69 599 2-1067 C24 H21 N5 O3 S 460.3 9.2 97 Example 69 600 2-1068 C23 H18 N6 O3 S 459.2 9.3 98 Example 71 601 2-1074 C27 H26 N6 O3 S 515.4 12.1 86 Example 71 602 2-1075 C23 H16 F3 N5 O2 S 484.1 10.1 96 Example 69 603 2-1076 C24 H20 N6 O2 S 457.1 7.4 98 Example 71 604 2-1079 C22 H17 Cl N6 O2 S2 497.1 7.8 93 Example 71 605 2-1083 C22 H17 N5 O3 S 432.3 8.4 96 Example 71 606 2-1086 C22 H17 N5 O3 S 432.4 8.5 88 Example 71 607 2-1087 C23 H20 N6 O S 429.2 9.3 99 Example 71 608 2-1094 C24 H22 N6 O S 443.4 6.6 97 Example 71 609 2-1101 C24 H20 N6 O2 S 457.1 8.8 90 Example 71 610 2-1108 C24 H21 N7 O2 S 472.2 6.7 99 Example 71 611 2-1115 C23 H20 N6 O S 429.2 7.8 99 Example 71 612 2-1123 C23 H18 N6 O3 S 459.2 9.1 86 Example 71 613 2-1128 C24 H19 N5 O3 S 458.1 9.7 98 Example 71 614 2-1133 C22 H15 Cl N6 O3 S 479.1 9.7 98 Example 71 615 2-1134 C23 H19 N5 O S2 446.2 9.7 99 Example 71 616 2-1135 C24 H20 N6 O2 S 457.1 7.5 96 Example 71 617 2-1142 C22 H16 Br N5 O S 480.4 10.2 100 Example 69 618 2-1143 C22 H15 F2 N5 O S 436.4 9.6 100 Example 69 619 2-1144 C22 H14 F3 N5 O S 454.4 10.1 100 Example 69 620 2-1145 C24 H15 F6 N5 O S 536.4 11.1 100 Example 69 621 2-1146 C23 H15 F4 N5 O S 486.4 10.7 100 Example 69 622 2-1148 C23 H15 F4 N5 O S 486.4 9.9 100 Example 69 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 623 2-1149 C23 H15 F4 N5 O S 486.4 10.5 100 Example 69 624 2-1150 C23 H15 F4 N5 O S 486.5 10.8 100 Example 69 625 2-1151 C24 H21 N5 O2 S 444.5 9.7 100 Example 69 626 2-1154 C23 H19 N5 O3 S 446.5 7.7 87 Example 71 627 2-1161 C22 H16 F N5 O2 S 434.5 10.7 100 Example 71 628 2-1162 C22 H13 F4 N5 O2 S 488.4 8.8 84 Example 71 629 2-1163 C26 H21 N7 O2 S 496.5 7.9 78 Example 71 630 2-1170 C25 H19 N7 O S 466.5 6.3 95 Example 71 631 2-1177 C27 H26 N6 O3 S 515.5 10.3 97 Example 71 632 2-1188 C23 H19 N5 O2 S 430.1 7.3 96 Example 71 633 2-1195 C23 H20 N6 O2 S 445.3 8.9 99 Example 71 634 2-1202 C23 H17 F3 N6 O S 483.2 10.8 98 Example 71 635 2-1209 C22 H17 Cl N6 O S 449.2 10.3 98 Example 71 636 2-1216 C22 H18 N6 O2 S 431.2 7.0 96 Example 71 637 2-1223 C23 H20 N6 O2 S 445.4 6.9 92 Example 71 638 2-1226 C22 H17 F N6 O S 433.2 8.6 99 Example 71 639 2-1229 C22 H17 Cl N6 O S 449.2 9.7 99 Example 71 640 2-1232 C22 H17 N7 O3 S 460.1 9.2 93 Example 71 641 2-1240 C23 H20 N6 O S 429.3 8.2 96 Example 71 642 2-1247 C22 H18 N6 O2 S 431.1 6.0 92 Example 71 643 2-1254 C22 H17 Cl N6 O S 449.2 9.0 93 Example 71 644 2-1261 C22 H17 F N6 O S 433.0 9.2 97 Example 71 645 2-1268 C23 H20 N6 O2 S 445.3 8.4 94 Example 71 646 2-1282 C29 H21 N5 O2 S 504.2 10.4 71 Example 71 647 2-1283 C29 H21 N5 O2 S 504.2 10.3 91 Example 71 648 2-1284 C28 H25 N5 O2 S 496.2 11.1 93 Example 71 649 2-1345 C20 H19 N5 O2 S 394.4 9.7 100 Example 71 650 2-1346 C19 H17 N5 O3 S 396.4 8.0 100 Example 69 651 2-1347 C19 H17 N5 O S 364.1 7.7 92 Example 71 652 2-1348 C20 H15 N5 O2 S 390.4 7.9 93 Example 69 653 2-1350 C19 H15 N5 O2 S2 410.1 8.2 98 Example 71 654 2-1351 C18 H12 Cl N5 O2 S2 430.0 8.3 95 Example 71 655 2-1352 C19 H16 N6 O2 S 393.2 7.7 92 Example 69 656 2-1353 C25 H18 N6 O2 S 467.5 9.4 100 Example 69 657 2-1354 C23 H17 N5 O2 S 428.5 9.9 100 Example 71 658 2-1355 C24 H19 N5 O2 S 442.5 10.4 100 Example 71 659 2-1358 C20 H15 N5 O S2 406.2 8.5 97 Example 71 660 2-1365 C20 H16 N8 O S 417.2 8.1 99 Example 71 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 661 2-1377 C20 H15 N5 O S2 406.4 8.7 94 Example 69 662 2-1378 C19 H15 N5 O2 S2 410.4 8.7 96 Example 69 663 2-1379 C19 H15 N5 O S3 426.2 8.9 97 Example 71 664 2-1380 C18 H12 Cl N5 O S3 446.3 9.0 96 Example 71 665 2-1381 C19 H16 N6 O S2 409.2 8.4 93 Example 69 666 2-1382 C20 H17 N7 O2 S 420.2 6.9 94 Example 71 667 2-1387 C21 H15 N5 O3 S 418.1 7.7 93 Example 71 668 2-1388 C21 H15 N5 O3 S 418.2 6.7 92 Example 71 669 2-1389 C22 H21 N7 O S 432.2 8.6 96 Example 71 670 2-1392 C20 H18 Cl N7 O S2 472.2 8.9 95 Example 71 671 2-1396 C20 H14 N6 O4 S 435.5 8.7 94 Example 69 672 2-1401 C21 H15 Cl N6 O S 435.3 7.9 93 Example 69 673 2-1406 C22 H19 N5 O2 S 418.5 9.5 87 Example 69 674 2-1411 C22 H18 N6 O S2 447.5 8.6 96 Example 69 675 2-1416 C20 H14 N6 O3 S2 451.2 9.2 97 Example 71 676 2-1417 C18 H13 N7 O S2 408.3 7.9 83 Example 69 677 2-1418 C20 H16 N6 O S 389.3 7.1 94 Example 71 678 2-1423 C26 H19 N5 O S 450.2 12.5 99 Example 69 679 2-1424 C21 H18 N6 O S 403.3 9.0 98 Example 69 680 2-1425 C22 H17 N5 O2 S2 448.2 8.5 99 Example 71 681 2-1426 C22 H19 N5 O2 S2 450.3 9.4 94 Example 71 682 2-1431 C20 H16 N6 O2 S 405.4 8.6 92 Example 71 683 2-1438 C20 H16 N6 O2 S 405.3 8.2 92 Example 71 684 2-1441 C18 H13 Cl N6 O2 S2 445.2 8.5 99 Example 71 685 2-1445 C21 H17 N5 O S2 420.1 9.3 95 Example 71 686 2-1452 C20 H14 Cl N5 O S2 440.2 9.5 97 Example 71 687 2-1455 C20 H14 Cl N5 O S2 440.2 10.1 99 Example 71 688 2-1458 C19 H14 N8 O3 S 435.1 7.9 97 Example 71 689 2-1461 C20 H16 N6 O S 389.4 8.0 98 Example 71 690 2-1463 C19 H16 N6 O S2 409.2 8.3 95 Example 71 691 2-1464 C18 H13 Cl N6 O S2 429.1 8.3 97 Example 71 692 2-1465 C19 H17 N7 O S 392.3 7.8 84 Example 69 693 2-1466 C26 H18 Cl F N6 O2 S 533.5 10.5 100 Example 69 694 2-1467 C24 H17 N5 O S2 456.4 10.3 100 Example 69 695 2-1468 C24 H17 N7 O S 452.5 9.3 100 Example 69 696 2-1469 C23 H20 Cl N5 O3 S3 546.4 9.5 97 Example 69 697 2-1470 C26 H17 Cl F3 N7 O S 568.4 11.4 98 Example 69 698 2-1471 C27 H17 Cl F3 N5 O2 S 568.4 12.8 94 Example 69 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 699 2-1472 C26 H19 N5 O S 450.5 10.3 100 Example 69 700 2-1473 C24 H18 N6 O S 439.5 8.5 100 Example 71 701 2-1474 C23 H17 N7 O S 440.5 6.1 88 Example 71 702 2-1479 C24 H18 N6 O S 439.5 9.7 100 Example 71 703 2-1485 C24 H18 N6 O S 439.5 8.7 100 Example 71 704 2-1486 C25 H17 N5 O3 S 468.4 9.7 91 Example 71 705 2-1487 C23 H16 N6 O2 S 441.5 9.7 100 Example 71 706 2-1488 C19 H14 N8 O3 S 435.2 7.5 98 Example 71 707 2-1489 C21 H17 N5 O S3 452.2 9.8 96 Example 71 708 2-1490 C20 H16 N6 O2 S 405.1 9.6 97 Example 71 709 2-1497 C24 H22 N6 O2 S 459.1 8.0 98 Example 71 710 2-1498 C20 H15 N7 O3 S 434.1 8.2 72 Example 71 711 2-1499 C21 H17 N7 O S 416.3 6.1 45 Example 71 712 2-1516 C19 H15 N7 O S 390.2 5.5 91 Example 71 713 2-1521 C21 H16 N6 O S 401.5 8.4 92 Example 69 714 2-1526 C21 H16 N6 O S 401.4 6.2 97 Example 69 715 2-1531 C21 H16 N6 O S 401.4 6.1 97 Example 69 716 2-1532 C20 H16 N6 O2 S 405.5 6.2 94 Example 69 717 2-1534 C19 H13 Cl N6 O S2 441.2 6.5 97 Example 71 718 2-1589 C22 H23 N5 O S 406.3 9.5 96 Example 69 719 2-1601 C21 H18 N6 O2 S 419.4 8.4 88 Example 69 720 2-1662 C23 H19 N5 O S 414.3 9.0 91 Example 69 721 2-1768 C23 H19 N5 O S 414.3 9.1 95 Example 2 722 2-1769 C25 H21 N5 O3 S 472.3 9.3 95 Example 2 723 2-1770 C24 H19 N5 O3 S 458.2 7.8 95 Example 114 724 2-1771 C25 H23 N5 O2 S 458.2 7.4 88 Example 107 725 2-1772 C23 H20 N6 O2 S 445.4 7.5 84 Example 107 726 2-1773 C24 H23 N5 O S 430.3 7.5 86 Example 107 727 2-1774 C24 H23 N5 O2 S2 478.2 6.8 64 Example 107 728 2-1776 C22 H18 N6 O S 415.4 9.1 94 Example 70 729 2-1778 C23 H20 N6 O S 429.5 9.4 98 Example 70 730 2-1779 C24 H20 N6 O3 S 473.5 7.9 96 Example 70 731 2-1780 C23 H29 N7 S2 468.3 6.7 90 Example 70 732 2-1781 C23 H27 N7 S2 466.4 6.9 91 Example 70 733 2-1782 C22 H25 N7 O S2 468.5 6.4 95 Example 70 734 2-1783 C23 H27 N7 O S2 482.5 6.3 89 Example 70 735 2-1784 C24 H31 N7 S2 482.4 6.8 92 Example 70 736 2-1785 C24 H29 N7 S2 480.4 7.1 96 Example 70 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 737 2-1786 C23 H27 N7 O S2 482.3 6.6 98 Example 70 738 2-1787 C24 H29 N7 O S2 496.4 6.5 92 Example 70 739 2-1788 C19 H18 N6 O3 S 411.3 6.3 92 Example 70 740 2-1789 C19 H18 N6 O3 S 411.4 6.5 95 Example 70 741 2-1790 C20 H20 N6 O3 S 425.4 6.5 98 Example 70 742 2-1791 C21 H22 N6 O3 S 439.4 6.7 97 Example 70 743 2-1792 C23 H18 N6 O2 S2 475.2 8.4 93 Example 70 744 2-1793 C22 H17 F N6 O S 433.3 9.5 92 Example 70 745 2-1794 C22 H17 F N6 O S 433.5 9.3 89 Example 70 746 2-1795 C23 H20 N6 O S 429.3 9.6 90 Example 70 747 2-1796 C23 H20 N6 O S 429.4 9.2 89 Example 70 748 2-1797 C23 H20 N6 O2 S 445.6 9.4 81 Example 70 749 2-1798 C26 H20 N6 O S 465.3 9.7 87 Example 70 750 2-1799 C23 H17 F3 N6 O S 483.4 10.7 95 Example 70 751 2-1800 C23 H17 F3 N6 O S 483.4 10.6 86 Example 70 752 2-1801 C22 H17 F N6 O S 433.3 9.4 81 Example 70 753 2-1802 C26 H20 N6 O S 495.5 10.3 86 Example 70 754 2-1803 C18 H17 N5 O S 352.3 6.9 89 Example 69 755 2-1806 C21 H21 N5 O S 392.4 9.0 77 Example 69 756 2-1807 C20 H15 N5 O2 S 390.2 8.4 96 Example 69 757 2-1808 C21 H17 N5 O2 S 404.4 8.5 96 Example 69 758 2-1809 C21 H17 N5 O3 S 420.4 8.5 96 Example 69 759 2-1810 C18 H13 N5 O2 S2 396.4 8.2 97 Example 69 760 2-1811 C19 H14 N6 O2 S 391.3 5.7 94 Example 69 761 2-1812 C20 H16 N6 O2 S 405.4 8.6 97 Example 70 762 2-1813 C22 H18 N6 O3 S 447.5 8.3 97 Example 70 763 2-1814 C21 H17 N5 O2 S 404.3 8.8 92 Example 69 764 2-1815 C22 H19 N5 O2 S 418.3 8.9 96 Example 69 765 2-1816 C22 H19 N5 O3 S 434.4 8.8 97 Example 69 766 2-1817 C19 H15 N5 O2 S2 410.4 8.6 96 Example 69 767 2-1818 C20 H16 N6 O2 S 405.5 6.0 93 Example 69 768 2-1819 C20 H19 N5 O S 378.3 8.3 98 Example 69 769 2-1820 C21 H17 N5 O S2 420.5 8.7 74 Example 69 770 2-1821 C23 H24 N6 O2 S 449.5 6.7 90 Example 69 771 2-1822 C22 H16 F N5 O S 418.5 9.2 95 Example 69 772 2-1823 C20 H21 N5 O S 380.4 8.8 98 Example 69 773 2-1824 C21 H16 N6 O4 S 449.4 8.9 96 Example 69 774 2-1825 C22 H16 N6 O2 S 429.3 8.9 98 Example 69 Example Compounds No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 775 2-1826 C22 H19 N5 O2 S 418.6 9.0 97 Example 69 776 2-1827 C24 H21 N5 O2 S 444.5 8.9 96 Example 69 777 2-1828 C23 H19 N5 O S 414.4 9.5 89 Example 69 778 2-1829 C22 H17 N5 O2 S 416.4 8.0 92 Example 94 779 2-1830 C20 H19 N5 O2 S 394.4 7.6 95 Example 71 780 2-1831 C20 H17 N5 O3 S 408.5 7.1 91 Example 71 781 2-1832 C20 H19 N5 O2 S 394.3 7.0 94 Example 71 782 2-1833 C20 H18 N6 O2 S 407.4 6.2 91 Example 71 783 2-1834 C22 H21 N5 O3 S 436.1 7.9 94 Example 71 784 2-1835 C20 H14 F N5 O2 S 408.2 8.9 97 Example 69 785 2-1836 C22 H17 N5 O S2 432.2 9.3 97 Example 94 786 2-1837 C23 H25 N5 O2 S 436.3 8.1 90 Example 71 787 2-1838 C20 H19 N5 O3 S 410.4 7.5 86 Example 69 788 2-1839 C21 H21 N5 O3 S 424.2 8.2 87 Example 69 789 2-1840 C19 H20 N6 O S 381.1 5.7 87 Example 69 790 2-1841 C24 H27 N5 O3 S 466.2 9.3 97 Example 69 791 2-1842 C24 H18 N6 O S 439.1 8.1 95 Example 72 792 2-1843 C20 H15 N7 O3 S 434.3 6.2 93 Example 71 793 2-1844 C24 H21 N5 O2 S 444.3 9.4 95 Example 71 794 2-1845 C19 H18 N6 O S2 411.2 6.1 98 Example 71 795 2-1846 C19 H17 N5 O2 S 380.1 6.9 90 Example 71 796 2-1847 C20 H16 N6 O S 389.2 8.2 87 Example 71 797 2-1848 C23 H16 N6 O S 425.1 8.6 88 Example 72 798 2-1850 C20 H20 N6 O S2 425.1 6.1 93 Example 71 799 2-1851 C25 H24 N6 O S 457.2 6.9 95 Example 71 800 2-1852 C20 H19 N5 O2 S 394.2 7.1 91 Example 71 801 2-1853 C21 H18 N6 O S 403.2 8.5 96 Example 71 802 2-1854 C25 H20 N6 O S 453.2 8.3 96 Example 72 803 2-1855 C18 H14 F3 N5 O S 406.2 9.8 99 Example 69 804 2-1856 C23 H19 N5 O S 414.3 8.5 98 Example 69 805 2-1857 C23 H20 N6 O S 429.2 8.0 99 Example 71 806 2-1858 C24 H22 N6 O S 443.3 8.9 98 Example 71 807 2-1859 C24 H21 N5 O2 S 444.3 8.4 97 Example 71 808 2-1860 C25 H22 Cl N5 O2 S 492.5 11.3 100 Example 69 809 2-1861 C29 H23 N5 O S 490.5 10.9 100 Example 69 810 2-1862 C19 H17 N5 O S 364.3 7.9 97 Example 69 811 2-1863 C21 H21 N5 O3 S 424.4 8.5 100 Example 69 812 2-1864 C24 H19 N5 O S 426.4 9.6 94 Example 69 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 813 2-1865 C24 H21 N5 O2 S 444.5 9.9 100 Example 69 814 2-1866 C18 H17 N5 O2 S 368.4 7.3 100 Example 69 815 2-1867 C23 H19 N5 O2 S 430.4 9.4 100 Example 69 816 2-1868 C24 H21 N5 O2 S 444.5 9.6 100 Example 69 817 2-1869 C20 H19 N5 O3 S 410.4 8.0 96 Example 69 818 2-1870 C23 H18 F N5 O S 432.4 9.3 98 Example 69 819 2-1871 C22 H23 N5 O S 406.4 9.7 100 Example 69 820 2-1872 C21 H21 N5 O3 S 424.4 7.8 100 Example 69 821 2-1873 C24 H21 N5 O2 S 444.5 9.1 100 Example 69 822 2-1874 C30 H25 N5 O2 S 520.5 11.1 100 Example 69 823 2-1875 C22 H15 F2 N5 O S 436.4 9.9 100 Example 69 824 2-1876 C25 H23 N5 O S 442.5 10.3 93 Example 69 825 2-1877 C23 H19 N5 O S2 446.5 9.7 100 Example 69 826 2-1878 C20 H21 N5 O3 S 412.4 7.4 100 Example 69 827 2-1879 C19 H19 N5 O S 366.4 8.1 100 Example 69 828 2-1880 C20 H21 N5 O S 380.4 8.8 100 Example 69 829 2-1881 C27 H23 Cl N6 O2 S 531.4 9.3 100 Example 71 830 2-1882 C29 H30 N6 O3 S 543.6 11.0 100 Example 71 831 2-1883 C26 H24 N6 O3 S 501.5 9.6 97 Example 71 832 2-1884 C25 H22 N6 O3 S 487.5 9.1 100 Example 71 833 2-1885 C20 H20 N6 O2 S 409.4 6.6 100 Example 71 834 2-1886 C23 H26 N6 O2 S 451.5 8.2 100 Example 71 835 2-1887 C26 H24 N6 O3 S 501.5 9.5 100 Example 71 836 2-1888 C21 H17 N7 O S2 448.4 7.8 88 Example 71 837 2-1889 C22 H18 N6 O3 S 447.5 7.3 92 Example 71 838 2-1890 C23 H19 N7 O2 S 458.5 6.0 100 Example 71 839 2-1891 C21 H22 N6 O2 S 423.5 6.8 100 Example 71 840 2-1892 C20 H17 N5 O S 376.2 7.9 93 Example 71 841 2-1893 C24 H20 N6 O2 S 457.5 8.1 100 Example 71 842 2-1894 C23 H22 N8 O2 S 475.5 5.7 100 Example 71 843 2-1895 C16 H13 N5 O S 324.1 6.8 74 Example 18 844 2-1897 C22 H16 Cl N5 O S 434.0 9.5 85 Example 81 845 2-1898 C23 H18 N6 O3 S 459.0 9.0 96 Example 71 846 2-1899 C19 H19 N5 O2 S 382.2 7.1 97 Example 71 847 2-1900 C20 H19 N5 O S 378.1 8.4 90 Example 71 848 2-1901 C26 H24 N6 O3 S 501.5 9.3 95 Example 71 849 2-1902 C20 H19 N5 O S 378.1 8.4 85 Example 71 850 2-1903 C19 H17 N5 O3 S 396.1 6.5 97 Example 71 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 851 2-1904 C22 H24 N6 O2 S2 469.3 7.5 95 Example 71 852 2-1905 C21 H17 N5 O2 S2 436.2 9.1 99 Example 69 853 2-1906 C22 H16 F N5 O S 418.2 9.0 96 Example 81 854 2-1907 C22 H16 F N5 S2 434.1 10.6 96 Example 81 855 2-1908 C24 H21 N5 O2 S 444.3 9.8 98 Example 81 856 2-1909 C22 H15 F2 N5 O S 436.1 9.1 98 Example 69 857 2-1910 C22 H14 F3 N5 O S 454.1 9.4 93 Example 69 858 2-1911 C24 H17 F2 N5 O3 S 494.3 9.3 97 Example 69 859 2-1912 C23 H17 F2 N5 O2 S 466.1 9.1 98 Example 69 860 2-1913 C22 H16 F2 N6 O S 451.3 8.4 97 Example 69 861 2-1914 C22 H15 F3 N6 O S 469.2 9.5 96 Example 69 862 2-1915 C23 H18 F2 N6 O S 465.2 9.2 98 Example 69 863 2-1916 C20 H13 F2 N5 O2 S 426.2 8.1 99 Example 69 864 2-1917 C20 H13 F2 N5 O S2 442.3 8.9 96 Example 69 865 2-1918 C20 H14 F2 N6 O S 425.1 8.1 98 Example 69 866 2-1919 C25 H19 N5 O2 S 454.1 10.8 98 Example 18 867 2-1920 C25 H19 N5 O S2 470.2 12.5 89 Example 18 868 2-1921 C22 H17 N5 O3 S 432.2 6.5 67 Example 53 869 2-1922 C24 H19 N5 O2 S 442.3 8.4 96 Example 81 870 2-1923 C24 H22 N6 O S 443.3 8.3 96 Example 81 871 2-1924 C25 H23 N5 O4 S 490.2 8.6 90 Example 81 872 2-1925 C23 H18 F N5 O S 432.1 9.7 98 Example 81 873 2-1926 C24 H21 N5 O2 S 444.3 9.4 94 Example 81 874 2-1927 C19 H14 Cl N7 O S2 456.1 6.4 93 Example 71 875 2-1928 C20 H14 Cl N5 O3 S2 472.2 8.8 97 Example 71 876 2-1929 C20 H14 Cl N5 O2 S3 487.9 8.9 91 Example 71 877 2-1930 C28 H28 N6 O3 S 529.3 6.4 100 Example 71 878 2-1931 C24 H21 N5 O2 S 444.4 7.1 73 Example 107 879 2-1932 C22 H18 N6 O2 S 431.2 7.3 85 Example 107 880 2-1933 C23 H21 N5 O S 416.4 7.2 84 Example 107 881 2-1934 C23 H21 N5 O2 S2 464.1 6.4 80 Example 107 882 2-1935 C23 H18 N6 S 411.4 6.9 64 Example 107 883 2-1936 C22 H18 N6 O2 S 431.3 7.2 100 Example 107 884 2-1937 C23 H21 N5 O S 416.4 7.5 94 Example 107 885 2-1938 C18 H16 N6 O3 S 397.2 6.2 97 Example 70 886 2-1939 C20 H20 N6 O3 S 425.5 6.4 97 Example 70 887 2-1940 C23 H18 N6 O3 S 459.4 7.6 96 Example 70 888 2-1941 C23 H20 N6 O S 429.4 9.6 84 Example 70 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 889 2-1942 C24 H20 N6 O2 S 457.3 9.8 97 Example 70 890 2-1943 C24 H20 N6 O2 S 457.3 8.6 99 Example 70 891 2-1944 C23 H20 N6 O S 429.2 8.1 99 Example 71 892 2-1945 C18 H14 F3 N5 O S 406.2 9.4 98 Example 71 893 2-1946 C22 H17 N7 S2 444.3 6.6 99 Example 73 894 2-1947 C18 H14 F3 N5 O2 390.3 8.2 95 Example 31 895 2-1948 C22 H16 F N5 O2 402.1 8.0 99 Example 69 896 2-1949 C21 H16 F N5 O3 406.2 7.9 99 Example 69 897 2-1950 C21 H16 F N5 O2 S 422.2 8.2 98 Example 68 898 2-2158 C21 H15 N5 O3 S 418.4 8.9 100 Example 71 899 2-2159 C21 H15 Cl N6 O S 435.4 8.7 93 Example 69 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 900 3-0001 C16 H13 N5 O S 324.1 6.4 95 Example 117 901 3-0004 C20 H21 N5 O S 380.2 9.0 98 Example 117 902 3-0009 C19 H19 N5 O S 366.3 8.2 95 Example 117 903 3-0012 C21 H23 N5 O S 394.3 9.5 98 Example 117 904 3-0016 C21 H23 N5 O S 394.3 9.6 95 Example 117 905 3-0019 C18 H14 F3 N5 O S 406.2 8.9 95 Example 117 906 3-0020 C21 H23 N5 O2 S 410.3 8.2 90 Example 117 907 3-0021 C19 H18 N6 O2 S 395.3 6.2 95 Example 117 908 3-0029 C17 H15 N5 O4 S2 418.2 5.0 90 Example 117 909 3-0036 C22 H26 N6 O S 423.3 6.0 85 Example 117 910 3-0038 C21 H21 N5 O S 392.3 9.1 95 Example 117 911 3-0053 C23 H25 N5 O S 420.4 10.3 95 Example 117 912 3-0064 C23 H26 N6 O S 435.3 5.8 90 Example 117 913 3-0065 C20 H19 N5 O S 378.2 8.5 85 Example 117 914 3-0073 C22 H17 N5 O S 400.2 9.8 95 Example 117 915 3-0074 C20 H15 N5 O2 S 390.3 9.4 100 Example 117 916 3-0081 C23 H19 N5 O S 414.3 9.8 95 Example 117 917 3-0082 C22 H16 F N5 O S 418.4 10.0 95 Example 117 918 3-0083 C22 H16 Cl N5 O S 434.2 10.8 95 Example 117 919 3-0084 C23 H19 N5 O2 S 430.2 10.1 95 Example 117 920 3-0085 C23 H19 N5 O2 S 430.3 9.8 95 Example 117 921 3-0086 C23 H19 N5 O S2 446.4 10.5 95 Example 117 922 3-0087 C24 H18 N6 O S 439.3 9.1 90 Example 117 923 3-0090 C24 H19 N5 O2 S 442.3 9.2 95 Example 117 924 3-0091 C24 H19 N5 O2 S 442.3 9.2 95 Example 117 925 3-0099 C23 H19 N5 O S 414.2 9.5 98 Example 117 926 3-0100 C24 H21 N5 O2 S 444.4 9.6 95 Example 117 927 3-0109 C21 H16 N6 O S 401.3 6.8 95 Example 117 928 3-0110 C21 H16 N6 O S 401.3 6.3 95 Example 117 929 3-0112 C19 H14 N6 O S2 407.3 8.4 90 Example 117 930 3-0115 C25 H21 N5 O S 440.3 9.9 95 Example 117 931 3-0117 C21 H17 N5 O2 S 404.4 8.9 100 Example 117 932 3-0118 C23 H18 Cl N5 O S 448.3 10.2 90 Example 117 933 3-0119 C24 H21 N5 O2 S 444.3 9.2 95 Example 117 934 3-0124 C24 H21 N5 O S 428.3 9.7 95 Example 117 935 3-0125 C21 H17 N5 O2 S 404.2 8.6 90 Example 117 936 3-0126 C21 H17 N5 O S2 420.3 9.1 95 Example 117 937 3-0134 C22 H18 N6 O S 415.2 5.9 80 Example 117 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 938 3-0135 C20 H16 N6 O2 S 405.4 5.4 100 Example 117 939 3-0136 C22 H18 N6 O S 415.2 5.8 85 Example 117 940 3-0137 C20 H16 N6 O2 S 405.4 5.3 100 Example 117 941 3-0139 C22 H18 N6 O S 415.3 5.8 85 Example 117 942 3-0140 C20 H16 N6 O2 S 405.4 5.3 99 Example 117 943 3-0143 C24 H21 N5 O S 428.2 10.0 98 Example 117 944 3-0148 C20 H19 N5 O S 378.3 8.1 98 Example 117 945 3-0152 C21 H21 N5 O S 392.3 9.3 98 Example 117 946 3-0156 C19 H19 N5 O2 S 382.1 8.8 98 Example 117 947 3-0160 C22 H23 N5 O S 406.3 9.8 98 Example 117 948 3-0168 C22 H23 N5 O S 406.4 10.0 98 Example 117 949 3-0175 C22 H23 N5 O S 406.4 10.0 98 Example 117 950 3-0184 C23 H25 N5 O S 420.4 10.8 98 Example 117 951 3-0197 C24 H25 N5 O3 S 464.3 10.2 98 Example 117 952 3-0198 C24 H25 N5 O3 S 464.3 9.6 95 Example 117 953 3-0206 C24 H25 N5 O3 S 464.3 9.3 85 Example 117 954 3-0207 C22 H23 N5 O4 S 454.5 9.0 99 Example 117 955 3-0217 C22 H22 N6 O2 S 435.3 6.7 95 Example 117 956 3-0220 C22 H22 N6 O2 S 435.2 6.4 95 Example 117 957 3-0235 C20 H19 N5 O4 S 426.3 6.8 96 Example 117 958 3-0241 C28 H25 N5 O2 S 496.4 10.1 98 Example 117 959 3-0242 C26 H23 N5 O3 S 486.1 9.9 95 Example 117 960 3-0243 C26 H30 N6 O2 S 491.3 8.7 98 Example 117 961 3-0244 C23 H23 N5 O3 S 450.3 8.3 90 Example 117 962 3-0294 C20 H19 N5 O2 S 394.3 7.6 95 Example 117 963 3-0297 C18 H17 N5 O3 S 384.2 7.0 100 Example 117 964 3-0325 C20 H18 N6 O2 S 407.3 6.2 80 Example 117 965 3-0331 C21 H22 N6 O S 407.3 5.7 98 Example 117 966 3-0339 C26 H24 N6 O S 469.2 9.6 98 Example 117 967 3-0340 C25 H23 N7 O S 470.3 6.1 98 Example 117 968 3-0348 C28 H26 N6 O2 S 511.4 9.2 98 Example 117 969 3-0349 C24 H26 N6 O3 S 479.4 6.4 95 Example 117 970 3-0350 C27 H26 N6 O S 483.2 6.9 98 Example 117 971 3-0351 C26 H31 N7 O S 490.3 5.5 98 Example 117 972 3-0352 C28 H26 N6 O3 S 527.4 7.0 98 Example 117 973 3-0353 C22 H22 N6 O2 S 435.3 6.9 98 Example 117 974 3-0357 C25 H22 N6 O3 S 487.3 7.9 98 Example 117 975 3-0362 C23 H20 N6 O4 S 477.2 7.6 97 Example 117 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 976 3-0397 C23 H24 N6 O3 S 465.2 8.7 98 Example 117 977 3-0398 C25 H28 N6 O3 S 493.3 10.1 95 Example 117 978 3-0399 C28 H26 N6 O3 S 527.4 10.1 98 Example 117 979 3-0430 C23 H24 N6 O2 S 449.3 6.9 75 Example 117 980 3-0532 C21 H23 N5 O S 394.3 9.3 95 Example 117 981 3-0541 C22 H25 N5 O S 408.3 10.2 96 Example 117 982 3-0542 C19 H19 N5 O2 S 382.4 8.6 99 Example 117 983 3-0543 C22 H23 N5 O S 406.3 9.3 95 Example 117 984 3-0544 C24 H28 N6 O S 449.4 6.1 95 Example 117 985 3-0545 C21 H21 N5 O S 392.3 8.7 95 Example 117 986 3-0550 C24 H28 N6 O2 S 465.3 5.9 95 Example 117 987 3-0551 C23 H19 N5 O S 414.3 10.0 98 Example 117 988 3-0552 C23 H19 N5 O2 S 430.2 9.4 98 Example 117 989 3-0553 C23 H19 N5 O2 S 430.3 8.0 90 Example 117 990 3-0554 C23 H19 N5 O2 S 430.3 8.0 98 Example 117 991 3-0555 C23 H18 F N5 O S 432.3 10.3 98 Example 117 992 3-0556 C23 H18 F N5 O S 432.2 10.1 95 Example 117 993 3-0557 C23 H18 Cl N5 O S 448.3 10.9 98 Example 117 994 3-0558 C23 H18 Cl N5 O S 448.3 10.9 98 Example 117 995 3-0559 C24 H21 N5 O2 S 444.4 10.2 95 Example 117 996 3-0560 C24 H21 N5 O2 S 444.3 9.9 95 Example 117 997 3-0561 C23 H18 N6 O3 S 459.1 10.3 98 Example 117 998 3-0564 C25 H20 N6 O S 453.3 9.2 95 Example 117 999 3-0567 C25 H21 N5 O2 S 456.2 9.4 98 Example 117 1000 3-0568 C25 H19 N5 O S 438.2 10.5 98 Example 117 1001 3-0575 C22 H18 N6 O S 415.3 6.9 98 Example 117 1002 3-0577 C22 H18 N6 O S 415.3 6.6 98 Example 117 1003 3-0584 C20 H16 N6 O S2 421.2 8.6 94 Example 117 1004 3-0589 C24 H21 N5 O S 428.2 9.6 95 Example 117 1005 3-0590 C24 H20 F N5 O S 446.4 9.6 98 Example 117 1006 3-0591 C24 H20 Cl N5 O S 462.1 10.5 98 Example 117 1007 3-0592 C25 H23 N5 O2 S 458.2 9.4 90 Example 117 1008 3-0596 C25 H23 N5 O S 442.4 9.8 95 Example 117 1009 3-0597 C25 H22 F N5 O S 460.2 9.9 98 Example 117 1010 3-0598 C22 H19 N5 O2 S 418.3 8.8 90 Example 117 1011 3-0599 C22 H19 N5 O S2 434.3 9.3 95 Example 117 1012 3-0600 C23 H20 N6 O S 429.2 6.0 95 Example 117 1013 3-0605 C22 H23 N5 O S 406.3 9.4 95 Example 117 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 1014 3-0615 C23 H25 N5 O S 420.3 10.3 95 Example 117 1015 3-0616 C23 H25 N5 O S 420.3 10.3 95 Example 117 1016 3-0634 C25 H27 N5 O3 S 478.2 10.5 98 Example 117 1017 3-0635 C25 H27 N5 O3 S 478.3 9.8 95 Example 117 1018 3-0636 C25 H27 N5 O3 S 478.3 9.6 90 Example 117 1019 3-0642 C23 H24 N6 O2 S 449.3 7.1 98 Example 117 1020 3-0647 C23 H24 N6 O2 S 449.3 6.8 95 Example 117 1021 3-0651 C27 H32 N6 O2 S 505.3 8.9 98 Example 117 1022 3-0652 C24 H25 N5 O3 S 464.1 8.6 90 Example 117 1023 3-0653 C26 H30 N6 O S 475.3 6.4 98 Example 117 1024 3-0654 C24 H23 N5 O4 S 478.2 9.6 80 Example 117 1025 3-0680 C21 H20 N6 O2 S 421.3 6.6 95 Example 117 1026 3-0682 C22 H24 N6 O S 421.3 6.0 97 Example 117 1027 3-0683 C27 H26 N6 O S 483.3 9.8 90 Example 117 1028 3-0684 C26 H25 N7 O S 484.2 6.5 98 Example 117 1029 3-0685 C29 H28 N6 O2 S 525.2 9.5 90 Example 117 1030 3-0686 C28 H28 N6 O S 497.3 7.2 98 Example 117 1031 3-0687 C27 H33 N7 O S 504.4 5.8 98 Example 117 1032 3-0688 C29 H28 N6 O3 S 541.3 7.3 98 Example 117 1033 3-0689 C23 H24 N6 O2 S 449.3 7.1 98 Example 117 1034 3-0690 C26 H24 N6 O3 S 501.3 8.3 95 Example 117 1035 3-0710 C24 H26 N6 O3 S 479.3 8.9 98 Example 117 1036 3-0711 C29 H28 N6 O3 S 541.2 10.4 98 Example 117 1037 3-0724 C24 H26 N6 O2 S 463.3 7.1 95 Example 117 1038 3-0725 C25 H22 F N5 O S 460.2 9.9 98 Example 117 1039 3-0726 C24 H21 N5 O2 S 444.3 9.7 90 Example 117 1040 3-0727 C24 H21 N5 O S2 460.2 10.5 90 Example 117 1041 3-0898 C22 H23 N5 O S 406.7 9.8 90 Example 117 1042 3-0909 C25 H28 N6 O S 461.7 6.2 85 Example 117 1043 3-0924 C20 H19 N5 O S2 410.6 9.1 70 Example 117 1044 3-0947 C21 H20 Br N5 O S 470.6 10.0 83 Example 117 1045 3-0949 C22 H24 N6 O2 S 437.7 5.9 94 Example 117 1046 3-0950 C25 H27 N5 O S 446.6 11.6 81 Example 117 1047 3-0962 C23 H25 N5 O S 420.6 10.4 68 Example 117 1048 3-0963 C23 H25 N5 O S 420.6 10.6 90 Example 117 1049 3-0965 C29 H27 N5 O2 S 510.7 10.5 84 Example 117 1050 3-0966 C26 H30 N6 O S 475.8 6.5 86 Example 117 1051 3-0968 C25 H28 N6 O3 S 493.6 9.2 47 Example 117 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 1052 3-0969 C28 H25 N5 O3 S 512.7 10.8 88 Example 117 1053 3-0970 C22 H21 N5 O3 S 436.7 8.6 80 Example 117 1054 3-0970(S) C22 H21 N5 O3 S 436.6 8.6 79 Example 117 1055 3-0971 C25 H27 N5 O3 S 478.7 10.5 93 Example 117 1056 3-0973 C22 H23 N5 O2 S 422.7 8.8 73 Example 117 1057 3-0974 C21 H19 N5 O S 390.6 9.1 64 Example 117 1058 3-0977 C21 H21 N5 O2 S 408.6 7.2 81 Example 117 1059 3-0978 C23 H25 N5 O S 420.7 10.6 83 Example 117 1060 3-0979 C23 H25 N5 O2 S 436.7 8.3 43 Example 117 1061 3-0980 C22 H23 N5 O2 S 422.7 7.5 53 Example 117 1062 3-0981 C25 H23 N7 O S 470.7 6.4 92 Example 117 1063 3-0982 C21 H21 N5 O2 S 408.6 6.8 72 Example 117 1064 3-0983 C24 H22 N8 O S 471.7 8.1 71 Example 117 1065 3-0984 C26 H23 Cl N6 O S 503.7 11.4 75 Example 117 1066 3-0985 C28 H27 N5 O S 482.7 11.9 79 Example 117 1067 3-0986 C25 H27 N5 O S 446.7 11.8 86 Example 117 1068 3-0987 C25 H27 N5 O S 446.7 11.6 81 Example 117 1069 3-0988 C27 H25 Cl N6 O S 517.7 7.8 94 Example 117 1070 3-0989 C27 H32 N6 O3 S 521.7 10.2 79 Example 117 1071 3-0990 C28 H34 N6 O3 S 535.7 10.4 78 Example 117 1072 3-0991 C26 H30 N6 O3 S 507.7 9.8 80 Example 117 1073 3-0992 C28 H25 N7 O2 S 524.7 8.6 76 Example 117 1074 3-0993 C22 H23 N5 O2 S 422.6 7.1 40 Example 117 1075 3-1776 C21 H17 N5 O2 S 404.2 9.7 98 Example 117 1076 3-1777 C21 H18 N6 O2 S 419.3 5.6 98 Example 117 1077 3-1778 C23 H25 N5 O4 S 468.2 9.4 99 Example 117 1078 3-1779 C20 H21 N5 O2 S 396.2 9.2 94 Example 117 1079 3-1780 C26 H32 N6 O3 S 509.3 9.6 92 Example 117 1080 3-1781 C23 H26 N6 O3 S 467.1 8.8 86 Example 117 1081 3-1782 C26 H24 N6 O3 S 501.2 9.1 97 Example 117 1082 3-1783 C20 H21 N5 O S 380.5 9.1 70 Example 117 1083 3-1784 C19 H19 N5 O2 S 382.5 7.3 76 Example 117 1084 3-1785 C24 H29 N5 O S 436.7 11.9 84 Example 117 1085 3-1786 C22 H26 N6 O S 423.7 6.4 75 Example 117 1086 3-1787 C23 H28 N6 O S 437.7 6.6 50 Example 117 1087 3-1788 C27 H25 N5 O3 S 500.7 10.9 86 Example 117 1088 3-1789 C22 H25 N5 O S 408.6 10.7 98 Example 117 1089 3-1790 C24 H29 N5 O S 436.7 12.2 95 Example 117 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 1090 3-1791 C17 H15 N5 O S 338.6 7.0 36 Example 117 1091 3-1792 C18 H17 N5 O S 352.6 7.6 93 Example 117 1092 3-1793 C19 H19 N5 O S 366.6 8.4 70 Example 117 1093 3-1794 C21 H24 N6 O S 451.8 6.9 96 Example 117 1094 3-1795 C22 H24 N6 O2 S 437.7 6.0 92 Example 117 1095 3-1796 C25 H30 N6 O S 463.8 6.6 93 Example 117 1096 3-1797 C23 H26 N6 O2 S 451.7 6.0 98 Example 117 1097 3-1798 C23 H26 N6 O S 435.7 6.3 92 Example 117 1098 3-1799 C18 H17 N5 O S 352.6 7.8 87 Example 117 1099 3-1800 C26 H25 N5 O S 456.7 11.3 74 Example 117 1100 3-1801 C23 H25 N5 O3 S 452.7 10.2 94 Example 117 1101 3-1802 C20 H17 N5 O S 376.6 8.8 80 Example 117 1102 3-1803 C20 H19 N5 O S 378.6 9.0 79 Example 117 1103 3-1804 C30 H25 N5 O S 504.7 12.2 94 Example 117 1104 3-1805 C22 H24 N6 O S 421.7 6.2 85 Example 117 1105 3-1806 C21 H21 N5 O3 S 424.6 8.2 67 Example 117 1106 3-1807 C21 H21 N5 O3 S 424.6 9.0 69 Example 117 1107 3-1808 C24 H25 N5 O S 432.6 11.2 48 Example 117 1108 3-1809 C22 H25 N5 O S 408.6 10.8 81 Example 117 1109 3-1810 C19 H19 N5 O S 366.6 8.5 88 Example 117 1110 3-1811 C23 H25 N5 O S 420.6 10.7 96 Example 117 1111 3-1812 C21 H23 N5 O S 394.6 10.0 79 Example 117 1112 3-1813 C21 H23 N5 O S 394.6 10.0 77 Example 117 1113 3-1814 C20 H21 N5 O2 S 396.6 8.2 88 Example 117 1114 3-1815 C20 H21 N5 O S 380.5 9.1 66 Example 117 1115 3-1816 C20 H20 N6 O2 S 409.6 6.3 76 Example 117 1116 3-1817 C24 H19 N5 O3 S 458.6 10.1 46 Example 117 1117 3-1818 C23 H16 F3 N5 O2 S 484.6 11.6 94 Example 117 1118 3-1819 C23 H19 N5 O S2 446.6 10.7 87 Example 117 1119 3-1820 C22 H18 N6 O3 S2 479.6 8.4 37 Example 117 1120 3-1821 C23 H17 N5 O3 S 444.6 9.7 66 Example 117 1121 3-1822 C24 H21 N5 O3 S 460.7 10.1 70 Example 117 1122 3-1823 C25 H21 N5 O3 S 472.7 10.8 78 Example 117 1123 3-1824 C22 H16 N6 O3 S 445.6 10.4 58 Example 117 1124 3-1825 C23 H18 N6 O2 S 443.6 7.5 76 Example 117 1125 3-1826 C19 H17 N5 O S 364.3 9.4 99 Example 117 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 1126 4-0002 C14 H10 N4 O3 S 315.3 6.8 100 Example 114 1127 4-0007 C16 H14 N4 O3 S 343.3 9.4 91 Example 112 1128 4-0029 C17 H14 N4 O2 S 339.3 7.7 95 Example 114 1129 4-0030 C19 H18 N4 O3 351.3 8.5 80 Example 110 1130 4-0031 C19 H18 N4 O2 S 367.3 10.1 84 Example 112 1131 4-0040 C19 H18 N4 O3 317.3 8.8 89 Example 112 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 1132 5-0001 C17 H14 N4 O S 323.2 8.7 100 Example 120 1133 5-0005 C22 H22 N4 O S 319.2 11.9 98 Example 121 1134 5-0016 C23 H18 N4 O S 399.3 10.8 90 Example 121 1135 5-0041 C18 H14 N4 O S 335.4 9.3 99 Example 121 1136 5-0049 C18 H16 N4 O S 337.3 9.0 100 Example 120 1137 5-0051 C23 H24 N4 O S 405.3 12.3 99 Example 121 1138 5-0054 C23 H18 N4 O S 399.2 11.1 98 Example 121 1139 5-0060 C24 H20 N4 O S 413.2 11.2 95 Example 121 1140 5-0074 C21 H22 N4 O S 379.2 11.5 98 Example 120 Example Compound No. Compositional formula ESI/MS m/e HPLC (min) Purity (%) Synthesis method 1141 6-0055 C9H9N5S 220.2 4.2 99 Example 122 1142 6-0056 C11H11N5S 246.1 5.6 91 Example 122 1143 6-0057 C12H13N5S 260.4 6.6 88 Example 122 1144 6-0058 C12H13N5OS 276.1 4.1 92 Example 122 1145 6-0268 C16H23N5OS 334.5 9.8 100 Example 123 1146 6-0278 C18H25N5OS 360.4 11.0 76 Example 123 1147 6-0283 C19H28N6OS 389.4 5.9 78 Example 123 1148 6-0298 C15H21N5O2S 336.4 6.7 97 Example 123 1149 6-0300 C15H21N5OS 320.4 8.8 97 Example 123 1150 6-0304 C16H23N5OS 334.4 9.9 94 Example 123 1151 6-0308 C17H23N5OS 346.3 10.5 91 Example 123 1152 6-0312 C17H21N5OS 344.4 9.7 70 Example 123 1153 6-0316 C16H23N5O2S 350.3 7.3 94 Example 123 1154 6-0320 C17H23N5OS 346.3 10.1 92 Example 123 1155 6-0324 C17H23N5O2S 362.4 6.9 95 Example 123 1156 6-0328(R) C17H24N6OS 361.3 5.1 90 Example 123 1157 6-0328(S) C17H24N6OS 361.4 5.1 86 Example 123 1158 6-0333 C18H25N5OS 360.2 10.8 96 Example 123 1159 6-0337 C20H29N5OS 388.4 13.0 97 Example 123 1160 6-0341 C18H25N5O2S 376.3 8.1 96 Example 123 1161 6-0343 C19H28N6OS 389.4 5.7 99 Example 123 1162 6-0345 C22H27N7OS 438.3 6.3 96 Example 123 1163 6-0347 C17H23N5O2S 362.4 8.8 99 Example 123 1164 6-0349 C17H24N6OS 361.3 5.2 97 Example 123 1165 6-0353 C18H26N6OS 375.3 5.4 91 Example 123 1166 6-0366 C23H35N7OS 458.4 5.4 93 Example 123 1167 6-0370 C19H28N6O2S 405.4 5.3 99 Example 123 1168 6-0374 C17H22N6O2S 375.3 6.3 86 Example 123 1169 6-0378 C19H27N5OS 374.3 11.8 96 Example 123 1170 6-0382 C18H26N6OS 375.3 5.7 97 Example 123 1171 6-0390 C16H18N6OS 343.2 6.8 88 Example 123 1172 6-0394 C17H20N6OS 357.4 10.0 49 Example 123 1173 6-0414 C19 H18 N6 S2 395.2 9.5 88 Example 124 1174 6-1033 C20 H19 F N6 O2 S 427.3 6.1 96 Example 122 Example 1175
[0490] The ¹H-NMR spectra (400 MHz, DMSO-d₆ or CDCl₃) of thecompounds of the invention were measured. The data forthe chemical shifts (δ: ppm) and coupling constants (J:Hz) are shown in Tables 246 to 262 below. The compoundnumbers in the tables represent the compound numbers inTables 1 to 214 listed as the preferred examples, and theexamples in the tables represent the examples forsynthesis of the corresponding compounds. Compound No. Example NMR δ(ppm) Solvent 1-005 128 0.86-0.96(m, 3H), 1.32-1.48(m, 4H), 2.26-2.31(m, 2H), 6.44(d, J=16.1, 1H), 6.88-6.95(m, 1H), 7.95(s, 1H), 12.29(brs, 1H), 13.06(brs, 1H). DMSO-d6 1-006 129 7.16(d, J=16.5, 1H), 7.37-7.47(m, 3H), 7.49(d, J=7.3, 2H), 7.76(d, J=16.5, 1H), 7.99(d, J=3.4, 1H), 12.38(brs, 1H), 13.31(brs, 1H). DMSO-d6 1-009 132 2.32(s, 3H), 7.34-7.48(m, 4H), 8.02(s, 1H), 12.39(brs, 1H), 13.27(brs, 1H). DMSO-d6 1-015 136 2.16(s, 3H), 2.32(s, 1H), 7.24-7.251(m, 2H), 7.34-7.36(m, 1H), 8.01(s, 1H), 12.36(brs, 1H), 13.23(brs, 1H). DMSO-d6 1-016 137 2.18(s, 3H), 2.34(s, 1H), 7.24-7.31(m, 2H), 7.37-7.38(m, 1H), 8.20(s, 1H), 13.36(brs, 1H), 13.80(brs, 1H). DMSO-d6 1-018 139 2.27(s, 3H), 2.34(s, 3H), 7.23-7.31(m, 3H), 8.02(d, J=3.4, 1H), 12.39(brs, 1H), 13.23(brs, 1H). DMSO-d6 1-025 145 7.51-7.70(m, 4H), 8.02(s, 1H), 12.41(brs, 1H), 13.49(brs, 1H). DMSO-d6 1-026 146 7.51-7.71(m, 4H), 8.22(s, 1H), 13.59(brs, 1H), 13.88(brs, 1H). DMSO-d6 1-029 148 7.66-7.68(m, 2H), 7.96-8.02(m, 3H), 12.35(brs, 1H), 13.53(brs, 1H). DMSO-d6 1-031 149 7.55-7.66(m, 2H), 7.87-7.89(m, 1H), 8.04-8.06(m, 1H), 12.48(brs, 1H), 13.60(brs, 1H). DMSO-d6 1-033 150 7.67-7.75(m, 2H), 7.81-7.82(m, 1H), 8.05-8.06(m, 1H), 12.47(brs, 1H), 13.60(brs, 1H). DMSO-d6 1-036 152 7.64-7.70(m, 2H), 7.91(d, J=2.0, 1H), 8.05(br, 1H), 12.46(brs, 1H), 13.58(brs, 1H). DMSO-d6 1-037 153 7.65-7.74(m, 2H), 7.92(d, J=2.0, 1H), 8.23(d, J=3.4, 1H), 13.64(brs, 1H), 13.93 (brs, 1H). DMSO-d6 1-044 158 3.83(s, 3H), 3.84(s, 3H), 6.67-6.74(m, 2H), 7.44(d, J=8.5, 1H), 7.96(d, J=3.6, 1H), 12.28(brs, 1H), 12.98(brs, 1H). DMSO-d6 1-045 159 3.86(s, 3H), 3.87(s, 3H), 6.70-6.76(m, 2H), 7.52(d, J=8.6, 1H), 8.15(s, 1H) DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 1-086 199 7.26-7.28(m, 1H), 7.84-7.86(m, 1H), 7.95-7.97(m, 1H), 8.01(d, 1H), 12.40(brs, 1H), 13.54(brs, 1H). DMSO-d6 1-087 200 7.29-7.31(m, 1H), 7.92-7.93(d, J=4.9, 1H), 8.17-8.18(m, 2H), 13.49(brs, 1H), 13.80(brs, 1H). DMSO-d6 1-102 209 2.53(s, 3H), 3.99(s, 3H), 7.95(s, 1H), 12.32(brs, 1H). DMSO-d6 1-106 213 0.56(d, J=6.8, 6H), 1.71-1.79(m, 1H), 4.30(d, J=7.6, 2H), 7.62(s, 5H), 8.03(s, 1H), 12.46(brs, 1H). DMSO-d6 1-107 214 0.83(d, J=6.6, 6H), 2.05-2.13(m, 1H), 2.49(s, 3H), 4.21(d, J=7.6, 2H), 7.93(d, J=3.6, 1H), 12.29(brs, 1H). DMSO-d6 1-122 219 0.94(d, J=6.6, 6H), 1.58-1.59(m, 2H), 1.69-1.76(m, 1H), 2.57(s, 3H), 4.87(t, J=8.3, 2H), 8.09(s, 1H), 13.63(brs, 1H). DMSO-d6 1-125 220 0.50(d, J=6.6, 3H), 0.58(t, J=7.3, 3H), 0.78-0.89(m, 1H), 0.97-1.08(m, 1H), 1.48-1.57(m, 1H), 4.30(dd, J=13.4, 8.1, 1H), 4.40(dd, J=13.4, 6.7, 1H), 7.62(s, 5H), 8.03(s, 1H), 12.43(brs, 1H). DMSO-d6 1-126 221 0.48(d, J=6.8, 3H), 0.56(t, J=7.3, 3H), 0.74-0.86(m, 1H), 0.99-1.09(m, 1H), 1.66-1.75(m, 1H), 4.79-4.80(m, 2H), 7.62-7.67(m, 5H), 8.20(s, 1H), 13.80(brs, 1H). DMSO-d6 1-127 222 0.76(d, J=6.8, 3H), 0.85(t, J=7.4, 3H), 1.13-1.29(m, 2H), 1.84-1.92(m, 1H), 2.49(s, 3H), 4.18-4.31(m, 2H), 7.93(d, J=3.7, 1H), 12.28(brs, 1H). DMSO-d6 1-129 224 0.59(s, 9H), 4.19(d, J=14.2, 1H), 6.28(d, J=14.2, 1H), 7.61-7.64(m, 3H), 7.74-7.76(m, 2H), 8.21(s, 1H), 13.79(brs, 1H). DMSO-d6 1-134 229 0.84(t, J=6.9, 3H), 1.23-1.31(m, 4H), 1.66-1.71(m, 2H), 2.49(s, 3H), 4.36(t, J=7.6, 2H), 7.92(d, J=3.6, 1H), 12.28(brs, 1H). DMSO-d6 1-135 230 0.86(t, J=6.8, 3H), 1.30-1.32(m, 4H), 1.70-1.72(m, 2H), 2.56(s, 3H), 4.83(t, J=7.8, 2H), 8.09(s, 1H), 13.63(brs, 1H). DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 1-144 233 0.53-0.55(m, 2H), 0.84-0.88(m, 2H), 3.77-3.80(m, 1H), 7.58-7.60(m, 3H), 7.72-7.74(m, 2H), 7.99(s, 1H), 12.33(brs, 1H). DMSO-d6 1-145 234 0.98-1.08(m, 4H), 2.44(s, 3H), 3.30-3.34(m, 1H), 7.84(s, 1H), 12.14(brs, 1H). DMSO-d6 1-146 235 7.59(s, 4H), 8.07(s, 1H), 8.50(s, 1H), 12.52(brs, 1H). DMSO-d6 1-164 236 1.89-1.92(m, 2H), 2.52-2.60(m, 2H), 4.40(t, J=6.9, 2H), 7.64(s, 5H), 7.79(brs, 3H), 8.07(d, J=3.7, 1H), 12.60(brs, 1H). DMSO-d6 1-194 237 1.71-1.78(m, 2H), 3.20-3.25(m, 2H), 4.37-4.41(m, 3H), 7.62(s, 5H), 8.03(s, 1H), 12.46(brs, 1H). DMSO-d6 1-208 239 2.92(s, 3H), 3.54(t, J=5.6, 2H), 4.98(t, J=5.6, 2H), 7.62-7.65(m, 5H), 8.21(s, 1H), 13.84(s, 1H). DMSO-d6 1-209 240 2.49(s, 3H), 3.19(s, 3H), 3.63(t, J=5.2, 2H), 4.53(t, J=5.2, 2H), 7.94(d, J=3.6, 1H), 12.33(brs, 1H). DMSO-d6 1-215 242 0.87(t, J=7.0, 3H), 3.09(q, J=7.0, 2H), 3.58(t, J=5.4, 2H), 4.96(t, J=5.4, 2H), 7.61-7.66(m, 5H), 8.21(s, 1H), 13.83(s, 1H). DMSO-d6 1-222 243 0.99(t, J=7.0, 3H), 2.49(s, 3H), 3.34(q, J=7.0, 2H), 3.65(t, J=5.2, 2H), 4.50(t, J=5.2, 2H), 7.93(d, J=3.6, 1H), 12.32(brs, 1H). DMSO-d6 1-229 248 1.94-1.98(m, 2H), 2.50(s, 3H), 3.17(s, 3H), 3.24-3.31(m, 2H), 4.39(t, J=7.0, 2H), 7.93(s, 1H), 12.31(brs, 1H). DMSO-d6 1-233 252 1.10-1.30(m, 3H), 1.82-1.86(m, 2H), 3.29-3.47(m, 4H), 4.33-4.64(m, 4H), 7.20-7.36(m, 5H), 8.11(d, J=2.5, 1H), 13.68(brs, 1H). DMSO-d6 1-241 260 0.99-1.07(m, 4H),1.13-1.37(m, 6H),1.85-2.14(m, 4H), 4.34-4.35(m, 4H), 8.15(d, J=2.5, 1H), 13.68(brs, 1H). DMSO-d6 1-265 271 1.93-1.99(m, 2H), 2.02(s, 3H), 2.44-2.48(m, 2H), 2.47(s, 3H), 4.40(t, J=7.3, 2H), 7.91(d, J=3.4, 1H), 12.29(brs, 1H). DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 1-272 272 2.98(t, J=6.4, 2H), 4.56(t, J=6.4, 2H), 7.64(s, 5H), 8.09(d, J=3.4, 1H), 12.62(brs, 1H). DMSO-d6 1-275 275 - 0.031(d, J=4.9, 2H), 0.24(d, J=6.6, 2H), 0.94-0.95(m, 1H), 4.92(d, J=7.1, 2H), 7.64-7.67(m, 5H), 8.22(s, 1H), 13.84(s, 1H). DMSO-d6 1-280 276 0.58-0.60(m, 2H), 0.93(brs, 3H), 1.21-1.24(m, 2H), 1.44-1.46(m, 4H), 4.31(d, J=7.3, 2H), 7.62(s, 5H), 8.03(d, J=3.7, 1H), 12.43(brs, 1H). DMSO-d6 1-294 282 1.44-1.47(m, 2H), 1.53-1.55(m, 2H), 1.84(brs, 2H), 1.94(brs, 2H), 2.28(t, J=7.0, 2H), 2.50(s, 3H), 4.44(t, J=7.0, 2H), 5.20(brs, 1H), 7.93(d, J=3.6, 1H), 12.30(brs, 1H). DMSO-d6 1-298 286 1.55-1.63(m, 1H), 1.77-1.84(m, 2H), 1.90-1.99(m, 1H), 2.49(s, 3H), 3.58(dd, J=14.4, 7.6, 1H), 3.73(dd, J=14.4, 7.0, 1H), 4.31(dd, J=14.0, 8.4, 1H), 4.52(dd, J=14.0, 3.3, 1H), 7.92(s, 1H), 12.30(brs, 1H). DMSO-d6 1-300 288 5.62(s, 2H), 7.28-7.33(m, 5H), 7.98(s, 1H), 8.40(s, 1H), 12.42(brs, 1H). DMSO-d6 1-301 289 6.20(s, 2H), 7.19-7.32(m, 5H), 8.17(s, 1H), 8.63(s, 1H), 13.82(brs, 1H). DMSO-d6 1-302 290 0.85(d, J=1.6, 6H), 1.75-1.85 (m, 1H), 2.66(d, J=1.9, 2H), 5.77(s, 2H), 7.05(d, J=1.7, 2H), 7.22-7.34(m, 3H), 7.99(s, 1H), 12.38(brs, 1H). DMSO-d6 1-303 291 0.95-1.09 (m, 4H), 1.87-1.94(m, 1H), 5.84(s, 2H), 7.13(d, J=1.7, 2H), 7.25-7.35(m, 3H), 7.97(s, 1H), 12.35(brs, 1H). DMSO-d6 1-306 294 2.69 (t, J=1.8, 2H), 3.07 (t, J=1.8, 2H), 5.74(s, 2H), 7.05-7.37 (m, 10H), 8.00(s, 1H), 12.42(brs, 1H). DMSO-d6 1-307 295 5.70(s, 2H), 6.78-6.80(m, 2H), 7.18-7.21(m, 3H), 7.50-7.57(m, 5H), 8.06(s, 1H), 12.46(brs, 1H). DMSO-d6 1-311 298 2.89(t, J=7.1, 2H), 4.54(t, J=7.1, 2H), 6.78-6.79(m, 2H), 7.14-7.16(m, 3H), 7.31-7.33(m, 2H), 7.51-7.57(m, 3H), 8.05(d, J=3.7, 1H), 12.49(brs, 1H). DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 1-312 299 2.92(t, J=7.4, 2H), 4.97(t, J=7.4, 2H), 6.77-6.79(m, 2H), 7.15-7.16(m, 3H), 7.41-7.43(m, 2H), 7.55-7.61(m, 3H), 8.23(s, 1H), 13.88(s, 1H). DMO-d6 1-313 300 2.13(s, 3H), 3.01(t, J=7.1, 2H), 4.55(t, J=7.1, 2H), 7.07-7.09(m, 2H), 7.22-7.28(m, 3H), 7.95(d, J=3.9, 1H), 12.34(brs, 1H). DMSO-d6 1-316 303 0.82-0.90(m, 6H), 1.87-1.95(m, 1H), 2.01-2.05(t, J=1.8, 2H), 2.60-2.72(m, 2H), 4.31-4.46(m, 4H),7.15-7.30(m, 5H), 8.27(d, J=3.3, 1H), 13.64(brs, 1H). DMSO-d6 1-318 305 1.75(t, J=1.7, 2H), 2.48-2.54(m, 2H), 4.20-4.34(m, 4H), 7.02-7.38(m, 10H), 7.98(t, J=1.7, 1H), 12.36(brs, 1H). DMSO-d6 1-319 306 1.75(t, J=1.7, 2H), 2.64(t, J=1.9, 2H), 2.92 (t, J=1.8, 2H), 3.11 (t, J=1.8, 2H), 4.34-4.48(m, 2H), 7.06-7.27(m, 10H), 8.09(d, J=3.2, 1H), 13.63(brs, 1H). DMSO-d6 1-320 307 1.87-1.94(m, 2H), 2.38(t, J=7.5, 2H), 4.37(t, J=7.5, 2H), 6.98(d, J=6.8, 2H), 7.10-7.18(m, 3H), 7.58(s, 5H), 8.03(s, 1H), 12.45(brs, 1H). DMSO-d6 1-398 331 2.53(s, 3H), 5.88(s, 2H), 6.97(dd, J=5.1, 3.5, 1H), 7.12(d, J=3.5, 1H), 7.47(dd, J=5.1, 1.5, 1H), 7.98(d, J=3.6, 1H), 12.44(brs, 1H). DMSO-d6 1-400 333 2.12(s, 3H), 2.43(s, 3H), 5.59(s, 2H), 5.93(s, 1H), 6.19(s, 1H), 7.89(d, J=3.4, 1H), 12.30(brs, 1H). DMSO-d6 1-417 336 2.17(s, 3H), 3.26(t, J=6.9, 2H), 4.55(t, J=6.9 2H), 6.73-6.74(m, 1H), 6.92-6.95(m, 1H), 7.35-7.36(m, 1H), 7.96(d, J=3.7, 1H), 12.36(brs, 1H). DMSO-d6 2-015 472 3.44-3.49(m, 2H), 4.54(t, J=5.1, 2H), 7.38-7.41(m, 4H), 7.47-7.50(m, 3H), 7.55-7.57(m, 2H), 8.03(s, 1H), 8.40(t, J=5.6, 1H), 12.48(brs, 1H). DMSO-d6 2-026 477 3.48-3.50(m, 2H), 3.87(s, 3H), 4.56(t, J=5.0, 2H), 7.34-7.49(m, 5H), 7.66(d, J=8.5, 2H), 7.98(d, J=8.5, 2H), 8.04(s, 1H), 8.52(t, J=5.6, 1H), 12.48(brs, 1H). DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 2-031 478 3.39-3.47(m, 2H), 4.49(t, J=5.0, 2H), 6.58(dd, J=3.4,1.7, 1H), 6.86(d, J=3.4, 1H), 7.36-7.37(m, 4H), 7.44-7.49(m, 1H), 7.78(d, J=1.7, 1H), 8.04(s, 1H), 8.17(t, J=5.9, 1H), 12.48(brs, 1H). DMSO-d6 2-033 480 3.47-3.51(m, 2H), 4.58(t, J=5.1, 2H), 7.37-7.47(m, 6H), 7.86-7.89(m, 1H), 8.04(s, 1H), 8.53(t, J=6.0, 1H), 8.66-8.71(m, 2H), 12.50(brs, 1H). DMSO-d6 2-034 481 3.47-3.51(m, 2H), 4.57(t, J=5.0, 2H), 7.35-7.49(m, 7H), 8.04(s, 1H), 8.63-8.67(m, 3H), 12.50(brs, 1H). DMSO-d6 2-035 482 3.45-3.46(m, 2H), 4.55(t, J=4.5, 2H), 7.13(d, J=3.9, 1H), 7.37-7.46(m, 5H), 7.70(d, J=3.9, 1H), 8.06(s, 1H), 8.66(t, J=5.6, 1H), 12.50(brs, 1H). DMSO-d6 2-062 489 1.85-1.90(m, 2H), 3.05-3.10(m, 2H), 4.41(t, J=7.2, 2H), 7.45-7.70(m, 9H), 8.03(s, 1H), 8.43(t, J=5.2, 1H), 12.48(brs, 1H). DMSO-d6 2-063 490 1.82-1.89(m, 2H), 3.04-3.09(m, 2H), 4.41(t, J=7.4, 2H), 7.49-7.60(m, 7H), 7.70(d, J=8.6, 2H), 8.03(s, 1H), 8.39(t, J=5.4, 1H), 12.48(brs, 1H). DMSO-d6 2-092 495 1.85-1.89(m, 2H), 3.06-3.11(m, 2H), 3.87(s, 3H), 4.42(t, J=7.2, 2H), 7.48-7.53(m, 3H), 7.58-7.60(m, 2H), 7.79-7.81(m, 2H), 7.98-8.03(m, 3H), 8.51(t, J=5.5, 1H), 12.48(brs, 1H). DMSO-d6 2-093 496 1.85-1.90(m, 2H), 3.07-3.11(m, 2H), 4.43(t, J=7.3, 2H), 7.45-7.60(m, 6H), 8.01-8.03(m, 2H), 8.51(t, J=5.5, 1H), 8.67-8.68(m, 1H), 8.84-8.85(m, 1H), 12.49(brs, 1H). DMSO-d6 2-096 497 1.85-1.88(m, 2H), 3.06-3.10(m, 2H), 4.42(t, J=7.4, 2H), 7.49-7.61(m, 7H), 8.03(s, 1H), 8.60(t, J=5.4, 1H), 8.66-8.71(m, 2H), 12.49(brs, 1H). DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 2-147 500 1.72-1.75(m, 2H), 2.83-2.88(m, 2H), 3.46(s, 2H), 4.36(t, J=7.2, 2H), 6.81(d, J=3.4, 1H), 6.90-6.92(m, 1H), 7.30-7.32(m, 1H), 7.60(s, 5H), 7.93(t, J=5.5, 1H), 8.03(d, J=3.9, 1H), 12.47(brs, 1H). DMSO-d6 2-208 502 1.30(s, 9H), 1.68-1.76(m, 2H), 2.71-2.74(m, 2H), 4.34(t, J=7.3, 2H), 6.64(t, J=5.7, 1H), 7.61(s, 5H), 8.03(d, J=3.7, 1H), 12.47(brs, 1H). DMSO-d6 2-507 503 1.76(s, 3H), 4.20(t, J=4.9, 2H), 4.60(t, J=4.9, 2H), 7.63(s, 5H), 8.06(s, 1H), 12.54(brs, 1H). DMSO-d6 2-509 504 4.45(t, J=4.6, 2H), 4.82(t, J=4.6, 2H), 7.49-7.61(m, 8H), 7.70-7.73(m, 1H), 8.04(s, 1H), 12.54(brs, 1H). DMSO-d6 2-519 506 1.72(s, 3H), 1.86-1.92(m, 2H), 3.74(t, J=5.7, 2H), 4.46(t, J=7.0, 2H), 7.62(s, 5H), 8.04(s, 1H), 12.49(brs, 1H). DMSO-d6 2-521 508 2.04-2.07(m, 2H), 4.05(t, J=5.5, 2H), 4.56(t, J=7.1, 2H), 7.44-7.64(m, 10H), 8.02(s, 1H), 12.49(brs, 1H). DMSO-d6 2-523 510 2.05-2.08(m, 2H), 4.05(t, J=5.4, 2H), 4.57(t, J=6.7, 2H), 7.43-7.59(m, 8H), 7.70-7.73(m, 1H), 8.01(s, 1H), 12.48(brs, 1H). DMSO-d6 2-530 517 2.00-2.04(m, 2H), 4.00(t, J=5.6, 2H), 4.53(t, J=6.8, 2H), 6.64(dd, J=3.7, 1.7, 1H), 6.96(dd, J=3.7, 0.85, 1H), 7.49-7.59(m, 5H), 7.90(dd, J=1.7, 0.85, 1H), 8.02(s, 1H), 12.49(brs, 1H). DMSO-d6 2-147 500 1.72-1.75(m, 2H), 2.83-2.88(m, 2H), 3.46(s, 2H), 4.36(t, J=7.2, 2H), 6.81(d, J=3.4, 1H), 6.90-6.92(m, 1H), 7.30-7.32(m, 1H), 7.60(s, 5H), 7.93(t, J=5.5, 1H), 8.03(d, J=3.9, 1H), 12.47(brs, 1H). DMSO-d6 2-208 502 1.30(s, 9H), 1.68-1.76(m, 2H), 2.71-2.74(m, 2H), 4.34(t, J=7.3, 2H), 6.64(t, J=5.7, 1H), 7.61(s, 5H), 8.03(d, J=3.7, 1H), 12.47(brs, 1H). DMSO-d6 2-507 503 1.76(s, 3H), 4.20(t, J=4.9, 2H), 4.60(t, J=4.9, 2H), 7.63(s, 5H), 8.06(s, 1H), 12.54(brs, 1H). DMSO-d6 2-509 504 4.45(t, J=4.6, 2H), 4.82(t, J=4.6, 2H), 7.49-7.61(m, 8H), 7.70-7.73(m, 1H), 8.04(s, 1H), 12.54(brs, 1H). DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 2-519 506 1.72(s, 3H), 1.86-1.92(m, 2H), 3.74(t, J=5.7, 2H), 4.46(t, J=7.0, 2H), 7.62(s, 5H), 8.04(s, 1H), 12.49(brs, 1H). DMSO-d6 2-521 508 2.04-2.07(m, 2H), 4.05(t, J=5.5, 2H), 4.56(t, J=7.1, 2H), 7.44-7.64(m, 10H), 8.02(s, 1H), 12.49(brs, 1H). DMSO-d6 2-523 510 2.05-2.08(m, 2H), 4.05(t, J=5.4, 2H), 4.57(t, J=6.7, 2H), 7.43-7.59(m, 8H), 7.70-7.73(m, 1H), 8.01(s, 1H), 12.48(brs, 1H). DMSO-d6 2-530 517 2.00-2.04(m, 2H), 4.00(t, J=5.6, 2H), 4.53(t, J=6.8, 2H), 6.64(dd, J=3.7, 1.7, 1H), 6.96(dd, J=3.7, 0.85, 1H), 7.49-7.59(m, 5H), 7.90(dd, J=1.7, 0.85, 1H), 8.02(s, 1H), 12.49(brs, 1H). DMSO-d6 2-147 500 1.72-1.75(m, 2H), 2.83-2.88(m, 2H), 3.46(s, 2H), 4.36(t, J=7.2, 2H), 6.81(d, J=3.4, 1H), 6.90-6.92(m, 1H), 7.30-7.32(m, 1H), 7.60(s, 5H), 7.93(t, J=5.5, 1H), 8.03(d, J=3.9, 1H), 12.47(brs, 1H). DMSO-d6 2-208 502 1.30(s, 9H), 1.68-1.76(m, 2H), 2.71-2.74(m, 2H), 4.34(t, J=7.3, 2H), 6.64(t, J=5.7, 1H), 7.61(s, 5H), 8.03(d, J=3.7, 1H), 12.47(brs, 1H). DMSO-d6 2-519 506 1.72(s, 3H), 1.86-1.92(m, 2H), 3.74(t, J=5.7, 2H), 4.46(t, J=7.0, 2H), 7.62(s, 5H), 8.04(s, 1H), 12.49(brs, 1H). DMSO-d6 2-521 508 2.04-2.07(m, 2H), 4.05(t, J=5.5, 2H), 4.56(t, J=7.1, 2H), 7.44-7.64(m, 10H), 8.02(s, 1H), 12.49(brs, 1H). DMSO-d6 2-523 510 2.05-2.08(m, 2H), 4.05(t, J=5.4, 2H), 4.57(t, J=6.7, 2H), 7.43-7.59(m, 8H), 7.70-7.73(m, 1H), 8.01(s, 1H), 12.48(brs, 1H). DMSO-d6 2-530 517 2.00-2.04(m, 2H), 4.00(t, J=5.6, 2H), 4.53(t, J=6.8, 2H), 6.64(dd, J=3.7, 1.7, 1H), 6.96(dd, J=3.7, 0.85, 1H), 7.49-7.59(m, 5H), 7.90(dd, J=1.7, 0.85, 1H), 8.02(s, 1H), 12.49(brs, 1H). DMSO-d6 2-147 500 1.72-1.75(m, 2H), 2.83-2.88(m, 2H), 3.46(s, 2H), 4.36(t, J=7.2, 2H), 6.81(d, J=3.4, 1H), 6.90-6.92(m, 1H), 7.30-7.32(m, 1H), 7.60(s, 5H), 7.93(t, J=5.5, 1H), 8.03(d, J=3.9, 1H), 12.47(brs, 1H). DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 2-208 502 1.30(s, 9H), 1.68-1.76(m, 2H), 2.71-2.74(m, 2H), 4.34(t, J=7.3, 2H), 6.64(t, J=5.7, 1H), 7.61(s, 5H), 8.03(d, J=3.7, 1H), 12.47(brs, 1H). DMSO-d6 2-507 503 1.76(s, 3H), 4.20(t, J=4.9, 2H), 4.60(t, J=4.9, 2H), 7.63(s, 5H), 8.06(s, 1H), 12.54 (brs, 1H). DMSO-d6 2-509 504 4.45(t, J=4.6, 2H), 4.82(t, J=4.6, 2H), 7.49-7.61(m, 8H), 7.70-7.73(m, 1H), 8.04(s, 1H), 12.54(brs, 1H). DMSO-d6 2-519 506 1.72(s, 3H), 1.86-1.92(m, 2H), 3.74(t, J=5.7, 2H), 4.46(t, J=7.0, 2H), 7.62(s, 5H), 8.04(s, 1H), 12.49(brs, 1H). DMSO-d6 2-521 508 2.04-2.07(m, 2H), 4.05(t, J=5.5, 2H), 4.56(t, J=7.1, 2H), 7.44-7.64(m, 10H), 8.02(s, 1H), 12.49(brs, 1H). DMSO-d6 2-523 510 2.05-2.08(m, 2H), 4.05(t, J=5.4, 2H), 4.57(t, J=6.7, 2H), 7.43-7.59(m, 8H), 7.70-7.73(m, 1H), 8.01(s, 1H), 12.48(brs, 1H). DMSO-d6 2-530 517 2.00-2.04(m, 2H), 4.00(t, J=5.6, 2H), 4.53(t, J=6.8, 2H), 6.64(dd, J=3.7, 1.7, 1H), 6.96(dd, J=3.7, 0.85, 1H), 7.49-7.59(m, 5H), 7.90(dd, J=1.7, 0.85, 1H), 8.02(s, 1H), 12.49(brs, 1H). DMSO-d6 3-012 903 0.68(t, J=7.6, 6H), 1.10-1.23(m, 2H), 1.26-1.36(m, 2H), 2.53(brq, J=5.7, 2H), 3.32-3.42(m, 1H), 4.92(t, J=7.6, 2H), 7.43(d, J=8.6, 1H), 7.55-7.69(m, 5H), 8.20(s, 1H), 13.81(brs, 1H) DMSO-d6 3-073 914 2.77(t, J=7.3, 2H), 5.04(t, J=7.3, 2H), 7.01(t, J=7.4, 1H), 7.25(t, J=7.9, 2H), 7.41(d, J=7.8, 2H), 7.53-7.62(m, 5H), 8.23(s, 1H), 9.81(s, 1H), 13.83(brs, 1H) DMSO-d6 3-099 925 2.51(br, 2H) 3.02(brs, 3H), 4.85(brt, J=7.1, 2H), 7.05(brd, J=7.1, 2H), 7.24-7.38(m, 3H), 7.55-7.68(m, 5H), 8.15(d, J=3.4, 1H), 13.71(brs, 1H) DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 3-148 944 1.62-1.79(m, 4H), 2.71(brt, J=7.8, 2H), 3.15(q, J=6.6, 4H), 4.92(brt, J=7.6, 2H), 7.62-7.68(m, 5H), 8.21(d, J=3.7, 1H), 13.83(brs, 1H) DMSO-d6 3-152 945 1.28-1.36(m, 4H), 1.45-1.53(m, 2H), 2.77(t, J=7.8, 2H), 3.14-3.18(m, 2H), 3.26-3.30(m, 2H), 4.88(t, J=7.6, 2H), 7.62-7.66(m, 5H), 8.21(s, 1H), 13.8(brs, 1H) DMSO-d6 3-156 946 1.41-1.43(m, 4H), 1.54-1.56(m, 2H), 2.95(t, J=7.8, 6H), 3.31-3.42(m, 4H), 5.20-5.23(m, 2H), 6.87-6.88(m, 1H), 7.34(d, J=3.7, 1H), 8.14(s, 1H), 8.17(s, 1H), 13.79(s, 1H) DMSO-d6 3-206 953 1.16(t, J=7,1, 3H), 1.20-1.39(m, 2H), 1.73(brt, J=9.5, 2H), 2.61(brt, J=10.5, 1H), 2.72-2.93(m, 3H), 3.57(brd, J=13.7, 1H), 4.00-4.10(m, 3H), 4.83-4.92(m, 2H), 7.60-7.68(m, 5H), 8.21(s, 1H), 13.82(brs, 1H) DMSO-d6 3-148 944 1.62-1.79(m, 4H), 2.71(brt, J=7.8, 2H), 3.15(q, J=6.6, 4H), 4.92(brt, J=7.6, 2H), 7.62-7.68(m, 5H), 8.21(d, J=3.7, 1H), 13.83(brs, 1H) DMSO-d6 3-152 945 1.28-1.36(m, 4H), 1.45-1.53(m, 2H), 2.77(t, J=7.8, 2H), 3.14-3.18(m, 2H), 3.26-3.30(m, 2H), 4.88(t, J=7.6, 2H), 7.62-7.66(m, 5H), 8.21(s, 1H), 13.8(brs, 1H) DMSO-d6 3-156 946 1.41-1.43(m, 4H), 1.54-1.56(m, 2H), 2.95(t, J=7.8, 6H), 3.31-3.42(m, 4H), 5.20-5.23(m, 2H), 6.87-6.88(m, 1H), 7.34(d, J=3.7, 1H), 8.14(s, 1H), 8.17(s, 1H), 13.79(s, 1H) DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 3-206 953 1.16(t, J=7.1, 3H), 1.20-1.39(m, 2H), 1.73(brt, J=9.5, 2H), 2.61(brt, J=10.5, 1H), 2.72-2.93(m, 3H), 3.57(brd, J=13.7, 1H), 4.00-4.10(m, 3H), 4.83-4.92(m, 2H), 7.60-7.68(m, 5H), 8.21(s, 1H), 13.82(brs, 1H) DMSO-d6 3-220 956 1.17-1.35(m, 2H), 1.61(brt, J=10.2, 2H), 2.24(tt, J=11.2, J=3.9, 1H), 2.40-2.50(m, 1H), 2.72-2.87(m, 3H), 3.63(brd, J=13.4, 1H), 4.18(brd, J=13.0, 1H), 4.88(t, J=7.0, 2H), 6.76(brs, 1H), 7.23(brs, 1H), 7.62-7.68(m, 5H), 8.21(d, J=3.7, 1H), 13.84 (brs, 1H) DMSO-d6 3-241 958 1.20-1.43(m, 2H), 1.72(brt, J=14.4, 2H), 2.67(brt, J=11.7, 1H), 2.74-2.80(m, 2H), 3.01(brt, J=11.5, 1H), 3.60-3.74(m, 2H), 4.24(brd, J=13.4, 1H), 4.82-4.97(m, 2H), 7.53(t, J=7.6, 2H), 7.61-7.68(m, 6H), 7.97(d, J=8.0, 2H), 8.21(s, 1H), 13.84(brs, 1H) DMSO-d6 3-294 962 2.78(brt, J=7.6, 2H), 3.21(brt, J=4.9, 2H), 3.25-3.35(m, 2H), 3.38-3.48(m, 4H), 4.91(brt, J=7,1, 2H), 7.62-7.68(m, 5H), 8.21(s, 1H), 13.75(brs, 1H) DMSO-d6 3-353 973 1.97(s, 3H), 2.81-2.83(m, 2H), 3.19-3.30(m, 8H) 4.89-4.93(m, 2H), 7.647.66(m, 5H), 8.22(d, J=3.9, 1H), 13.84(brs, 1H) DMSO-d6 3-560 996 1.90(m, 2H), 2.11(t, J=7.6, 2H), 3.69(s, 3H), 4.87(t, J=6.6, 2H), 6.57(d, J=7.8, 1H), 6.96(d, J=8.2, 1H), 7.10-7.20(m, 2H), 7.55-7.59(m, 3H), 7.65-7.67(m, 2H), 8.19(s, 1H), 9.70(s, 1H), 13.8(brs, 1H) DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 3-577 1002 1.90-1.97(m, 2H), 2.30(t, J=7.0, 2H), 4.92(t, J=7.1, 2H), 7.56-7.57(m, 3H), 7.67-7.69(m, 2H), 7.85(d, J=5.6, 2H), 8.20(d, J=3.4, 1H), 8.64(d, J=6.6, 2H), 11.05(s, 1H), 13.83(s, 1H) DMSO-d6 3-600 1012 1.85(tt, J=7.1, 2H), 2.00(t, J=7.3, 2H), 4.26(d, J=5.6, 2H), 4.84(t, J=7.6, 2H), 7.32(d, J=8.0, 1H), 7.40(m, 1H), 7.60-7.68(m, 5H), 7.90-7.95(m, 1H), 8.20(d, 3.64, 1H), 8.36(t, J=5.8, 1H), 8.54(d, J=5.1, 1H)13.8(brs, 1H) DMSO-d6 3-616 1015 0.70-0.97(m, 5H), 1.51(brt, J=14.4, 3H), 1.73-1.85(m, 2H), 2.00-2.20(m, 2H), 2.32(td, J=10.7, J=1.5, 1H), 2.79(t, J=13.2, 1H), 3.50-3.62(m, 1H), 4.14(d, J=12.7, 1H), 4.84(t, J=8.1, 2H), 7.52-7.59(m, 5H), 8.20(d, J=3.6, 1H), 13.81(brs, 1H) DMSO-d6 4-029 1128 1.78-1.85(m, 2H), 2.04(t, J=7.2, 2H), 4.83(t, J=7.3, 2H), 7.63-7.65(m, 5H), 8.20(s, 1H), 12.03(brs, 1H), 13.81(brs, 1H) DMSO-d6 4-030 1129 1.05(t, J=7.1, 3H), 1.77-1.87(m, 2H), 2.09(t, J=7.1, 2H), 3.82(q, J=7.3, 2H), 4.42(t, J=6.8, 2H), 7.55-7.69(m, 5H), 8.04(s, 1H), 12.48(brs, 1H) DMSO-d6 4-031 1130 1.05(t, J=7.1, 3H), 1.79-1.89(m, 2H), 2.12(t, J=7.3, 2H), 3.84(q, J=7.1, 2H), 4.85(t, J=7.1, 2H), 7.57-7.71(m, 5H), 8.20(s, 1H), 13.83(brs, 1H) DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 1-0460 347 3.06(t, J=7.1, 2H), 3.20-3.50(m, 3H), 4.89(t, J=6.8, 2H), 7.49(t, J=8.3, 2H), 7.76-7.93(m, 1H), 8.27(s, 1H) DMSO-d6 1-0499 353 2.27(s, 4H), 3.55(m, 2H), 5.08(brs, 2H), 7.56(m, 5H), 8.17(d, J=3.2, 1H), 13.83(brs, 1H) DMSO-d6 1-0511 356 1.10-1.40(m, 6H), 1.85-2.15(m, 4H), 3.87(s, 3H), 4.30-4.40(m, 4H), 8.10(d, J=2.5, 1H), 13.60(brs, 1H). DMSO-d6 1-0526 366 0.92-0.93(m, 6H), 1.93(m, 1H), 3.27-3.35(m, 4H), 4.80(t, J=7.1, 2H), 7.13(t, J=8.0, 2H), 7.57-7.61(m, 1H), 8.15(s, 1H), 11.60(brs, 1H). CDCl3 1-0674 395 0.90-1.10(m, 9H), 7.30-7.40(m, 4H), 7.50-7.60(m, 4H), 8.10(d, J=2.5, 1H), 13.20(brs, 1H), 13.60(brs, 1H). DMSO-d6 1-0685 405 3.50-3.80(m, 9H), 6.50(d, J=1.7, 1H), 7.00(d, J=1.7, 1H), 7.50-7.60(m, 4H), 8.10(d, J=2.5, 1H), 13.40(brs, 1H), 13.60(brs, 1H). DMSO-d6 1-0686 406 7.50-7.80(m, 7H), 8.00(s, 1H), 8.15(d, J=2.5, 1H), 9.50-9.70(m, 1H), 13.40(brs, 1H), 13.60(brs, 1H). DMSO-d6 1-0691 409 3.10-3.40(m, 4H),7.00-7.20(m, 3H), 8.00(s, 1H), 13.40(brs, 1H), 13.60(brs, 1H). DMSO-d6 1-0692 410 2.52-2.65(m, 3H), 7.50-7.70(m, 6H), 8.00(t, J=1.8, 2H), 8.15(d, J=2.5, 1H), 13.40(brs, 1H), 13.60(brs, 1H). DMSO-d6 1-0694 412 6.90-7.35(m, 4H), 8.10(d, J=2.5, 1H), 13.40(brs, 1H), 13.60(brs, 1H). DMSO-d6 1-0695 413 6.80-6.90(m, 2H), 7.35-7.40(m, 2H), 8.15(d, J=2.5, 1H), 13.40(brs, 1H), 13.60(brs, 1H). DMSO-d6 1-0699 416 4.60-4.75(m, 2H), 7.10-7.35(m, 4H), 8.15(d, J=2.5, 1H), 13.40(brs, 1H), 13.60(brs, 1H). DMSO-d6 1-0700 417 4.50-4.70(m, 2H), 7.20-7.40(m, 4H), 8.10(d, J=2.5, 1H), 13.30(brs, 1H), 13.50(brs, 1H). DMSO-d6 1-0702 419 1.10-1.30(m, 3H), 3.30-3.40(m, 2H), 7.50-7.60(m, 4H), 7.70-7.80(m, 2H), 7.95-8.05(m, 2H), 8.15(d, J=2.2, 1H), 13.40(brs, 1H), 13.60(brs, 1H). DMSO-d6 1-0706 423 7.30(d, J=5.0, 2H), 7.40-7.60(m, 9H), 8.15(d, J=2.5, 1H), 13.20(brs, 1H), 13.50(brs, 1H) DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 1-0738 445 2.33(s, 3H), 7.22(m, 1H), 7.31(m, 1H), 7.54(m, 1H), 8.21(s, 1H), 13.39(brs, 1H), 13.87(brs, 1H). DMSO-d6 1-0739 446 2.22(m, 3H), 7.31-7.46(m, 3H), 8.22(s, 1H), 13.47(brs, 1H), 13.88(brs, 1H). DMSO-d6 1-0740 447 2.29(s, 3H), 7.31-7.40(m, 2H), 7.46(m, 1H), 8.22(s, 1H), 13.45(brs, 1H), 13.88(brs, 1H). DMSO-d6 1-0741 448 2.32(s, 3H), 3.83(s, 3H), 6.91-7.01(m, 2H), 7.40(m, 1H), 8.17(s, 1H). DMSO-d6 1-0749 451 2.29(s, 3H), 7.48(s, 1H), 8.00(s, 1H), 8.14(s, 1H), 13.30-13.80(brs, 2H). DMSO-d6 1-0860 456 0.89-0.97(m, 6H), 1.90-1.96(m, 1H), 3.24(t, J=6.0, 2H), 3.29-3.35(m, 2H), 4.41(t, J=7.1, 2H), 7.12(t, J=7.6, 2H), 7.50-7.59(m, 1H), 7.98(s, 1H), 10.1(brs, 1H). CDCl3 1-1072 466 1.04-1.12(m, 6H), 2.04-2.10(m, 1H), 3.44-3.53(m, 4H), 4.63(t, J=7.1, 2H), 7.97(brs, 1H). CDCl3 2-0559 525 1.63(s, 3H), 3.57(m, 2H), 5.14(brs, 2H), 6.41(s, 1H), 7.39(m, 2H), 7.49(m, 1H), 7.58(m, 2H), 7.82(m, 1H), 8.22(m, 1H), 8.28(m, 1H), 13.85(brs, 1H) DMSO-d6 2-0560 526 1.93(s, 3H), 3.57(brs, 2H), 4.89(brs, 1H), 5.17(brs, 1H), 6.99(d, J=5.1, 1H), 7.34-7.62(m, 5H), 7.78(d, J=5.2, 1H), 8.20(s, 1H), 8.30(m, 1H), 13.84(brs, 1H) DMSO-d6 2-0568 530 3.50(m, 2H), 5.09(brs, 2H), 7.33-7.40(m, 4H), 7.45-7.52(m, 4H), 7.58(m, 1H), 8.23(s, 1H), 8.36(m, 1H), 13.86(brs, 1H) DMSO-d6 2-0596 536 1.61(s, 3H), 3.49(brs, 2H), 3.73(s, 3H), 5.07(brs, 2H), 6.37(s, 1H), 6.87 (m, 2H), 7.49(m, 2H), 7.75(s, 1H), 8.07(m, 1H), 8.16(m, 1H), DMSO-d6 2-0597 537 1.94(s, 3H), 3.55(brs, 2H), 3.79(s, 3H), 4.86(brs, 1H), 5.15(brs, 1H), 6.92(d, J=8.6, 2H), 6.99(d, J=5.1, 1H), 7.56(d, J=8.5, 2H), 7.78(d, J=4.8, 1H), 8.14(m, 1H), 8.20(s, 1H), 13.84(brs, 1H) DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 2-0623 546 1.98(s, 3H), 2.01(s, 3H), 3.52(brs, 2H), 3.80(brs, 2H), 4.86(brs, 1H), 5.14(brs, 1H), 6.40(t, J=7.6, 1H), 7.01-7.17(m, 3H), 7.79(d, J=5.1, 1H), 8.03(m, 1H), 8.20(d, J=3.7, 1H), 13.83(brs, 1H) DMSO-d6 2-0645 552 3.53(brs, 2H), 4.49(brs, 1H), 5.41(brs, 1H), 6.23(m, 1H), 6.38(m, 1H), 6.53(brs, 2H), 7.28(m, 2H), 8.01(m, 2H), 8.22(m, 1H), 13.91(brs, 1H) DMSO-d6 2-0694 559 1.62(s, 3H), 3.51(m, 2H), 5.09(brs, 2H), 6.38(s, 1H), 7.18(m, 2H), 7.59(m, 2H), 7.76(m, 1H), 8.16(m, 1H), 8.26(m, 1H) DMSO-d6 2-0696 561 3.59(m, 2H), 4.59(brs, 1H), 5.41(brs, 1H), 7.17-7.30(m, 3H), 7.67(m, 2H), 7.99(m, 1H), 8.22(s, 1H), 8.36(m, 1H), 13. 92(brs, 1H) DMSO-d6 2-0731 568 3.53(m, 2H), 5.13(brs, 2H), 7.29-7.45(m, 5H), 7.74(m, 1H), 7.95(m, 1H), 8.23(s, 1H), 8.35(m, 2H), 8.63(m, 1H), 13.86(brs, 1H) DMSO-d6 2-0761 571 3.52(m, 2H), 5.10(brs, 2H), 7.32-7,47(m, 5H), 7.74(m, 2H), 8.26(m, 3H), 8.57(m, 1H), 13.84(brs, 1H) DMSO-d6 2-0772 572 3.51(m, 2H), 5.08(brs, 1H), 7.32-7.49(m, 5H), 7.62(m, 2H), 7.96(m, 2H), 8.22(s, 1H), 8.40(m, 1H), 13.20(brs, 1H), 13.85(brs, 1H) DMSO-d6 2-0773 573 1.60(s, 3H), 3.53(m, 2H), 5.09(brs, 2H), 6.40(s, 1H), 7.62(m, 2H), 7.77(s, 1H), 7.90(m, 2H), 8.17(m, 1H), 8.41(m, 1H) DMSO-d6 2-0886 586 1.95(s, 3H), 3.58(brs, 2H), 3.87(s, 3H), 4.87(brs, 1H), 5.20(brs, 1H), 7.00(d, J=5.1, 1H), 7.72(d, J=8.3, 2H), 7.79(d, J=5.1, 1H), 7.98(d, J=8.3, 2H), 8.20(s, 1H), 8.51(m, 1H), 13.84(brs, 1H) DMSO-d6 2-0887 587 3.61(m, 2H), 3.87(s, 3H), 4.60(brs, 1H), 5.42(brs, 1H), 7.26(m, 1H), 7.72(m, 2H), 7.93-8.05(m, 3H), 8.22(m, 1H), 8.54(m, 1H), 13.92(m, 1H) DMSO-d6 2-1087 607 2.72(s, 3H), 3.46(m, 2H), 5.04(brs, 2H), 6.49(t, J=7.4, 1H), 6.58(d, J=8.6, 1H), 7.20-7.38(m, 6H), 7.49(m, 1H), 7.97(m, 1H), 8.22(d, J=3.4, 1H), 13.82(brs, 1H) DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 2-1351 654 3.55(m, 2H), 4.54(brs, 1H), 5.35(brs, 1H), 6.56(m, 1H), 6.89(m, 1H), 7.27(m, 1H), 7.76(m, 1H), 8.00(m, 1H), 8.18-8.26(m, 2H), 13.91(brs, 1H) DMSO-d6 2-1378 662 1.71(s, 3H), 3.54(m, 2H), 5.11(brs, 2H), 6.43(s, 1H), 7.07(m, 1H), 7.45(m, 1H), 7.70(m, 1H), 7.81(s, 1H), 8.22(m, 1H), 8.28(m, 1H), 8.28(m, 1H), 13.87(brs, 1H) DMSO-d6 2-1406 673 2.21(s, 6H), 3.40(m, 2H), 4.99(brs, 2H), 6.12(s, 1H), 7.38(m, 4H), 7.52(m, 2H), 8.22(s, 1H), 13.83(brs, 1H) DMSO-d6 2-1461 689 3.47(m, 2H), 4.97(brs, 2H), 6.05(m, 1H), 6.52(m, 1H), 6.79(m, 1H), 7.35(m, 4H), 7.49(m, 1H), 7.73(m, 1H), 8.22(s, 1H), 11.21(brs, 1H), 13.84(brs, 1H) DMSO-d6 2-1779 730 1.82(m, 2H), 2.91(m, 2H), 4.83(m, 2H), 6.23(m, 1H), 7.31(m, 1H), 7.45-7.65(m, 7H), 7.97(s, 1H), 8.19(s, 1H), 8.55(s, 1H) DMSO-d6 2-1792 743 3.80(brs, 2H), 5.09(brs, 2H), 7.42-7.64(m, 8H), 7.83(m, 2H), 8.23(m, 1H), 9.67(s, 1H), 12.74(brs, 1H), 13.85(brs, 1H) DMSO-d6 2-1803 754 1.61(s, 3H), 2.82(m, 2H), 4.78(m, 2H), 7.63(m, 6H), 8.19(s, 1H) DMSO-d6 2-1807 756 3.66(m, 2H), 5.38(brs, 2H), 6.53(m, 1H), 7.25(m, 1H), 7.36(m, 2H), 7.47(m, 1H), 7.57(m, 2H), 7.95(s, 1H), 8.17(m, 1H), 8.42(m, 1H), 13.78(brs, 1H) DMSO-d6 2-1809 758 3.64(m, 2H), 3.78(s, 3H), 5.35(brs, 2H), 6.70(m, 1H), 6.91(m, 2H), 7.26(m, 1H), 7.56(m, 2H), 7.94(m, 1H), 8.18(m, 1H), 8.28(m, 1H), 13.79(brs, 1H) DMSO-d6 2-1812 761 3.52(m, 2H), 5.22(brs, 2H), 6.22(m, 1H), 6.76(m, 1H), 6.88(m, 1H), 7.19(m, 2H), 7.26(m, 2H), 7.47(m, 1H), 8.03(m, 1H), 8.17(m, 1H), 8.33(s, 1H), 13.78(brs, 1H) DMSO-d6 2-1822 771 3.44(m, 2H), 5.01(brs, 2H), 7.17-7.43(m, 7H), 7.54(m, 2H), 8.17(m, 2H), 13.78(brs, 1H) DMSO-d6 Compound No. Example NMR δ(ppm) Solvent 2-1835 784 3.59(m, 2H), 5.33(brs, 2H), 6.64(m, 1H), 7.13-7.19(m, 3H), 7.58(m, 2H), 7.88(m, 1H), 8.12(s, 1H), 8.39(m, 1H), 13.71(brs, 1H) DMSO-d6 2-1842 791 1.98(s, 3H), 4.32(brs, 2H), 5.44(brs, 2H), 7.11-7.18(m, 4H), 7.33(t, J=7.3, 1H), 7.41(t, J=7.6, 1H), 7.50(d, J=8.0, 1H), 7.75(m, 2H), 8.21(d, J=3.4, 1H), 13.90(brs, 1H) DMSO-d6 2-1855 803 2.70(s, 3H), 3.63(m, 2H), 5.20(m, 2H), 7.65(m, 5H), 8.22(m, 1H), 13.88(brs, 1H) DMSO-d6 2-1903 850 2.02-2.23(m, 4H), 3.27(m, 2H), 4.89(brs, 2H), 7.60(m, 6H), 8.22(m, 1H), 13.82(brs, 1H) DMSO-d6 2-1906 853 3.55(m, 2H), 4.69(m, 1H), 5.27(m, 1H), 7.11(m, 1H), 7.25(m, 1H), 7.34(m, 1H), 7.42(m, 2H), 7.50-7.65(m, 4H), 8.21-8.33(m, 2H), 13.91(brs, 1H). DMSO-d6 2-1908 855 1.35(t, J=7.1, 3H), 3.51(m, 2H), 4.02(q, J=7.1, 2H), 5.08(brs, 2H), 6.84(m, 2H), 7.30(m, 2H), 7.41(m, 2H), 7.49-7.60(m, 3H), 8.20(m, 2H), 13.78(brs, 1H). DMSO-d6 2-1930 877 3.21-3.97(m, 12H), 4.41(brs, 2H), 5.03(brs, 2H), 7.03(m, 2H), 7.31-7.59(m, 6H), 8.09(m, 1H), 8.23(m, 1H), 10.10(brs, 1H), 13.84(brs, 1H) DMSO-d6 2-1940 887 3.34(m, 2H), 4.94(brs, 2H), 6.02(m, 1H), 7.28(m, 2H), 7.40(m, 3H), 7.56(m, 2H), 7.77(m, 2H), 8.23(s, 1H), 8.64(m, 1H) DMSO-d6 2-1946 893 1.86(s, 3H), 4.02(m, 2H), 5.11(brs, 1H), 5.49(brs, 1H), 6.78(m, 1H), 7.62(m, 1H), 7.77(m, 2H), 8.06-8.23(m, 3H), 8.64(m, 1H), 9.91(brs, 1H), 13.94(brs, 1H) DMSO-d6 2-1948 895 3.47(m, 2H), 4.54(m, 2H), 7.15-7.70(m, 9H), 8.03(s, 1H), 8.34(t, J=5.6, 1H), 12.49(brs, 1H) DMSO-d6 2-1949 896 1.72(s, 3H), 3.54(m, 2H), 4.61(brs, 2H), 6.43(s, 1H), 7.23(m, 2H), 7.65(m, 2H), 7.76(s, 1H), 8.03(m, 1H), 8.38(m, 1H), 12.53(brs, 1H) DMSO-d6 Example 1176. Measurement of GSK-3 enzyme activityinhibition
[0491] After adding 25 µL of phospho-glycogen synthasepeptide-2 substrate solution [6 µM phospho-glycogensynthase peptide-2, 20 µM ATP, 16 mM MOPS buffer (pH7.0), 0.2 mM EDTA, 20 mM magnesium acetate, 0.1 µCi [γ-³²P]ATP(specific activity: approximately 110 TBq/mmol)]to 5 µL of the test compound using 5% dimethylsulfoxideas the solvent, reaction was initiated by furtheraddition of 20 µL of a GSK-3β enzyme solution [10 mUrecombinant human GSK-3β, 20 mM MOPS buffer (pH 7.0), 1mM EDTA, 0.1% polyoxyethylene lauryl ether (23 LaurylEther; Brij 35), 5% glycerol, 0.1% β-mercaptoethanol].After conducting the reaction for 20 minutes at roomtemperature, an equivalent volume of a 200 mM phosphoricacid solution was added to quench the reaction, and 90 µLof the reaction product was adsorbed onto a MultiScreenPH plate (Millipore) and rinsed with a 100 mM phosphoricacid solution. After drying the plate, 30 µL ofMicroScint-O (Packard BioScience) was added, and the cpmwas measured with a scintillation counter to determinethe inhibiting activity. Phospho GS Peptide2 is Tyr-Arg-Arg-Ala-Ala-Val-Pro-Pro-Ser-Pro-Ser-Leu-Ser-Arg-His-Ser-Ser-Pro-His-Gln-Ser(P)-Glu-Asp-Glu-Glu-Glu.
[0492] As a result of measuring the GSK-3 enzyme inhibitingactivity (IC₅₀) of the compounds of the invention in thismanner, inhibiting activity of IC₅₀ < 10 nM was found forCompound Nos. 2-0559, 2-0560, 2-0561, 2-0562, 2-0596, 2-0597,2-0598, 2-0599, 2-0616, 2-0617, 2-0618, 2-0623, 2-0624,2-0625, 2-0643, 2-0644, 2-0645, 2-0646, 2-0694, 2-0695,2-0696, 2-0697, 2-0743, 2-0773, 2-0790, 2-0886, 2-0887,2-0888, 2-1057, 2-1079, 2-1350, 2-1351, 2-1378, 2-1379,2-1380, 2-1392, 2-1441, 2-1463, 2-1464, 2-1532, 2-1534,2-1824, 2-1825, 2-1927, 2-1928, 2-1929, 2-1946, 3-0137, 3-0152, 3-0156, 3-0207, 3-0231, 3-0235, 3-1777, 3-1778and 3-1779.
[0493] Inhibiting activity of 10 nM ≤ IC₅₀ < 30 nM wasfound for Compound Nos. 1-0026, 1-0529, 1-0595, 1-0610,1-0698, 2-0595, 2-0601, 2-0607, 2-0614, 2-0621, 2-0642,2-1076, 2-1108, 2-1170, 2-1352, 2-1381, 2-1499, 2-1807,2-1809, 2-1810, 2-1811, 2-1826, 2-1829, 2-1835, 2-1836,2-1906, 2-1907, 2-1909, 2-1910, 2-1911, 2-1912, 2-1913,2-1914, 2-1915, 2-1917, 2-1919, 3-0004, 3-0074, 3-0160,3-0168, 3-0175, 3-0206, 3-0220, 3-0242, 3-0297, 3-0362,3-0898, 3-0974, 3-0978, 3-0982, 3-1776, 3-1810, 4-0092and 6-0413.
[0494] Inhibiting activity of 30 nM ≤ IC₅₀ < 100 nM wasfound for Compound Nos. 1-0010, 1-0016, 1-0037, 1-0047,1-0241, 1-0514, 1-0515, 1-0516, 1-0518, 1-0519, 1-0521,1-0596, 1-0601, 1-0602, 1-0609, 1-0676, 1-0678, 1-0686,1-0699, 1-0700, 1-0708, 1-0724, 1-0725, 1-0728, 1-0738,1-0739, 1-0740, 1-0741, 1-0749, 1-0751, 2-0558, 2-0573,2-0578, 2-0604, 2-0635, 2-0671, 2-0682, 2-0687, 2-0688,2-0708, 2-0740, 2-0761, 2-0772, 2-0787, 2-0817, 2-0823,2-0834, 2-0869, 2-0882, 2-0884, 2-1021, 2-1054, 2-1060,2-1065, 2-1068, 2-1075, 2-1083, 2-1087, 2-1101, 2-1115,2-1133, 2-1135, 2-1143, 2-1151, 2-1188, 2-1195, 2-1202,2-1209, 2-1216, 2-1223, 2-1226, 2-1229, 2-1247, 2-1261,2-1348, 2-1358, 2-1365, 2-1377, 2-1389, 2-1406, 2-1411,2-1416, 2-1418, 2-1425, 2-1438, 2-1445, 2-1452, 2-1455,2-1461, 2-1465, 2-1467, 2-1473, 2-1474, 2-1497, 2-1498,2-1531, 2-1601, 2-1777, 2-1788, 2-1804, 2-1808, 2-1812,2-1822, 2-1828, 2-1855, 2-1867, 2-1871, 2-1877, 2-1916,2-1918, 2-1920, 2-1921, 2-1925, 2-1926, 2-1930, 2-1940,2-1942, 3-0016, 3-0029, 3-0038, 3-0065, 3-0090, 3-0110,3-0117, 3-0135, 3-0136, 3-0140, 3-0148, 3-0217, 3-0241,3-0294, 3-0351, 3-0353, 3-0357, 3-0397, 3-0924, 3-0947,3-0962, 3-0977, 3-0981, 3-0983, 3-0986, 3-0989, 3-0990,3-0991, 3-1783, 3-1792, 3-1793, 3-1799, 3-1803, 3-1812,3-1815, 3-1820, 4-0002, 6-0414, 6-1029, 6-1031 and 6-1033.
[0495] Inhibiting activity of 100 nM ≤ IC₅₀ < 1 µM wasfound for Compound Nos. 1-0008, 1-0011, 1-0019, 1-0027,1-0030, 1-0032, 1-0034, 1-0039, 1-0045, 1-0046, 1-0049,1-0050, 1-0071, 1-0072, 1-0087, 1-0101, 1-0108, 1-0122,1-0135, 1-0228, 1-0230, 1-0235, 1-0240, 1-0248, 1-0250,1-0264, 1-0273, 1-0314, 1-0473, 1-0476, 1-0477, 1-0509,1-0510, 1-0511, 1-0512, 1-0517, 1-0524, 1-0526, 1-0527,1-0530, 1-0531, 1-0532, 1-0533, 1-0534, 1-0535, 1-0536,1-0543, 1-0549, 1-0567, 1-0573, 1-0588, 1-0593, 1-0607,1-0608, 1-0612, 1-0671, 1-0674, 1-0679, 1-0681, 1-0682,1-0684, 1-0685, 1-0688, 1-0689, 1-0690, 1-0692, 1-0693,1-0696, 1-0697, 1-0701, 1-0702, 1-0703, 1-0705, 1-0706,1-0709, 1-0710, 1-0721, 1-0722, 1-0723, 1-0726, 1-0727,1-0729, 1-0731, 1-0732, 1-0733, 1-0734, 1-0735, 1-0736,1-0743, 1-0748, 1-0750, 1-0752, 1-0860, 1-0863, 1-1068,1-1076, 2-0552, 2-0557, 2-0563, 2-0568, 2-0586, 2-0590,2-0600, 2-0656, 2-0698, 2-0703, 2-0706, 2-0710, 2-0731,2-0777, 2-0782, 2-0815, 2-0867, 2-1052, 2-1053, 2-1066,2-1067, 2-1086, 2-1094, 2-1123, 2-1134, 2-1142, 2-1144,2-1146, 2-1148, 2-1149, 2-1150, 2-1154, 2-1161, 2-1162,2-1163, 2-1177, 2-1232, 2-1240, 2-1254, 2-1268, 2-1282,2-1283, 2-1284, 2-1346, 2-1347, 2-1354, 2-1382, 2-1387,2-1388, 2-1396, 2-1401, 2-1417, 2-1423, 2-1424, 2-1431,2-1458, 2-1466, 2-1468, 2-1469, 2-1470, 2-1472, 2-1479,2-1485, 2-1487, 2-1488, 2-1489, 2-1490, 2-1516, 2-1521,2-1526, 2-1589, 2-1662, 2-1768, 2-1770, 2-1776, 2-1779,2-1780, 2-1782, 2-1783, 2-1785, 2-1786, 2-1787, 2-1789,2-1790, 2-1791, 2-1792, 2-1793, 2-1794, 2-1795, 2-1796,2-1797, 2-1801, 2-1803, 2-1805, 2-1806, 2-1813, 2-1814,2-1815, 2-1816, 2-1817, 2-1818, 2-1819, 2-1820, 2-1821,2-1823, 2-1827, 2-1830, 2-1831, 2-1832, 2-1833, 2-1834,2-1837, 2-1838, 2-1839, 2-1841, 2-1842, 2-1845, 2-1846,2-1847, 2-1848, 2-1850, 2-1852, 2-1856, 2-1862, 2-1863,2-1864, 2-1865, 2-1866, 2-1868, 2-1869, 2-1870, 2-1872,2-1873, 2-1874, 2-1875, 2-1878, 2-1879, 2-1880, 2-1881,2-1883, 2-1884, 2-1885, 2-1887, 2-1888, 2-1889, 2-1890, 2-1891, 2-1892, 2-1893, 2-1895, 2-1896, 2-1897, 2-1898,2-1899, 2-1900, 2-1901, 2-1902, 2-1903, 2-1905, 2-1908,2-1922, 2-1923, 2-1938, 2-1939, 2-1941, 2-1943, 2-1944,2-1945, 2-1949, 2-1950, 2-1951, 2-2158, 2-2159, 3-0001,3-0009, 3-0012, 3-0019, 3-0020, 3-0037, 3-0053, 3-0064,3-0073, 3-0082, 3-0083, 3-0085, 3-0086, 3-0087, 3-0091,3-0109, 3-0112, 3-0115, 3-0116, 3-0118, 3-0119, 3-0124,3-0125, 3-0126, 3-0134, 3-0139, 3-0143, 3-0184, 3-0197,3-0198, 3-0243, 3-0244, 3-0325, 3-0331, 3-0339, 3-0340,3-0348, 3-0349, 3-0350, 3-0352, 3-0398, 3-0399, 3-0430,3-0532, 3-0541, 3-0542, 3-0543, 3-0545, 3-0551, 3-0552,3-0553, 3-0554, 3-0555, 3-0556, 3-0559, 3-0560, 3-0564,3-0567, 3-0575, 3-0577, 3-0584, 3-0589, 3-0596, 3-0597,3-0598, 3-0599, 3-0600, 3-0605, 3-0615, 3-0616, 3-0635,3-0636, 3-0642, 3-0647, 3-0651, 3-0652, 3-0653, 3-0654,3-0680, 3-0683, 3-0684, 3-0685, 3-0686, 3-0689, 3-0690,3-0710, 3-0711, 3-0724, 3-0725, 3-0726, 3-0909, 3-0949,3-0950, 3-0963, 3-0966, 3-0968, 3-0970, 3-0973, 3-0979,3-0980, 3-0985, 3-0987, 3-0992, 3-0993, 3-1780, 3-1781,3-1782, 3-1784, 3-1791, 3-1795, 3-1797, 3-1801, 3-1802,3-1806, 3-1807, 3-1809, 3-1811, 3-1813, 3-1814, 3-1816,3-1817, 3-1819, 3-1821, 3-1824, 3-1825, 3-1826, 4-0001,4-0007, 4-0029, 4-0031, 5-0001, 5-0006, 5-0041, 5-0049,5-0060, 5-0074, 6-0055, 6-0056, 6-0057, 6-0058, 6-0061,6-0268, 6-0273, 6-0278, 6-0283, 6-0298, 6-0300, 6-0304,6-0308, 6-0312, 6-0316, 6-0320, 6-0324, 6-0333, 6-0341,6-0347, 6-0374, 6-0378 and 6-1027.
[0496] Inhibiting activity of 1 µM ≤ IC₅₀ < 10 µM was foundfor Compound Nos. 1-0006, 1-0007, 1-0009, 1-0012, 1-0015,1-0018, 1-0020, 1-0022, 1-0023, 1-0024, 1-0025, 1-0033,1-0036, 1-0038, 1-0040, 1-0041, 1-0043, 1-0044, 1-0048,1-0052, 1-0054, 1-0055, 1-0056, 1-0061, 1-0062, 1-0063,1-0068, 1-0069, 1-0070, 1-0073, 1-0074, 1-0076, 1-0077,1-0079, 1-0082, 1-0084, 1-0086, 1-0088, 1-0090, 1-0091,1-0093, 1-0099, 1-0100, 1-0105, 1-0113, 1-0114, 1-0129,1-0132, 1-0133, 1-0136, 1-0137, 1-0194, 1-0208, 1-0215,1-0225, 1-0226, 1-0227, 1-0231, 1-0232, 1-0233, 1-0234, 1-0236, 1-0237, 1-0238, 1-0239, 1-0243, 1-0244, 1-0245,1-0246, 1-0247, 1-0253, 1-0254, 1-0263, 1-0274, 1-0275,1-0292, 1-0293, 1-0294, 1-0295, 1-0297, 1-0299, 1-0301,1-0303, 1-0304, 1-0308, 1-0312, 1-0315, 1-0316, 1-0317,1-0319, 1-0320, 1-0321, 1-0323, 1-0324, 1-0325, 1-0326,1-0328, 1-0349, 1-0362, 1-0372, 1-0394, 1-0396, 1-0416,1-0459, 1-0460, 1-0493, 1-0495, 1-0497, 1-0499, 1-0501,1-0537, 1-0555, 1-0585, 1-0586, 1-0587, 1-0667, 1-0672,1-0673, 1-0675, 1-0683, 1-0687, 1-0694, 1-0695, 1-0707,1-0715, 1-0730, 1-0753, 1-0759, 1-0760, 1-0926, 1-0941,1-1040, 1-1065, 1-1066, 1-1067, 1-1072, 1-1074, 1-1075,2-0016, 2-0018, 2-0032, 2-0034, 2-0036, 2-0037, 2-0060,2-0072, 2-0092, 2-0093, 2-0096, 2-0117, 2-0147, 2-0208,2-0519, 2-0521, 2-0523, 2-0529, 2-0530, 2-0531, 2-0536,2-0537, 2-0539, 2-0893, 2-1059, 2-1074, 2-1128, 2-1345,2-1353, 2-1355, 2-1471, 2-1486, 2-1664, 2-1769, 2-1771,2-1772, 2-1773, 2-1774, 2-1775, 2-1778, 2-1781, 2-1784,2-1799, 2-1800, 2-1802, 2-1840, 2-1843, 2-1844, 2-1849,2-1851, 2-1853, 2-1854, 2-1857, 2-1858, 2-1859, 2-1860,2-1861, 2-1876, 2-1882, 2-1886, 2-1894, 2-1904, 2-1924,2-1931, 2-1932, 2-1933, 2-1934, 2-1935, 2-1936, 2-1947,2-1948, 3-0021, 3-0036, 3-0081, 3-0099, 3-0100, 3-0544,3-0550, 3-0561, 3-0568, 3-0591, 3-0634, 3-0682, 3-0687,3-0688, 3-0727, 3-0965, 3-0969, 3-0970(S), 3-0971, 3-0984,3-0988, 3-1785, 3-1786, 3-1787, 3-1788, 3-1794, 3-1796,3-1798, 3-1800, 3-1805, 3-1808, 3-1818, 3-1822, 3-1823,4-0005, 4-0030, 5-0005, 5-0016, 5-0038, 5-0051, 5-0054,6-0328(R), 6-0328(S), 6-0337, 6-0343, 6-0345, 6-0349,6-0353, 6-0370, 6-0382, 6-0390 and 6-0394. Thecompound numbers represent the compound numbers in Tables1 to 214 listed as the preferred examples.
[0497] The pyrrolopyrimidine derivatives of the inventionthus exhibit powerful GSK-3 inhibiting activity. It wastherefore demonstrated that they may be clinically usefulas GSK-3 activity inhibitors to be used for preventionand/or treatment of various diseases associated with GSK-3. Example 1177 Preparation of tablets
[0498] Tablets were prepared each having the followingcomposition. Compound (Example 1) 50 mg Lactose 230 mg Potato starch 80 mg Polyvinylpyrrolidone 11 mg Magnesium stearate 5 mg
[0499] The compound of the invention (compound of Example1), lactose and potato starch were combined, and themixture was evenly moistened with a 20% ethanol solutioncontaining the polyvinylpyrrolidone and passed through a20 nm mesh screen, dried at 45°C and passed through a 15nm mesh screen. The granules obtained in this mannerwere mixed with the magnesium stearate and compressedinto tablets. Industrial Applicability
[0500] The pyrrolo[3,2-d]pyrimidine derivatives representedby formula (I) and their medically acceptable saltsexhibit GSK-3 inhibiting activity. Drugs comprising thecompounds as effective ingredients are therefore expectedto be useful as therapeutic or prophylactic agents forconditions in which GSK-3 is implicated, such asdiabetes, diabetes complications, Alzheimer's disease,neurodegenerative diseases, manic depression, traumaticencephalopathy, alopecia, inflammatory diseases, cancerand immune deficiency.