CA2913697A1 - Imidazopyrrolidinone derivatives and their use in the treatment of disease - Google Patents

Info

Publication number

CA2913697A1

CA2913697A1 CA2913697A CA2913697A CA2913697A1 CA 2913697 A1 CA2913697 A1 CA 2913697A1 CA 2913697 A CA2913697 A CA 2913697A CA 2913697 A CA2913697 A CA 2913697A CA 2913697 A1 CA2913697 A1 CA 2913697A1

Authority

CA

Canada

Prior art keywords

imidazol

dihydropyrrolo

chlorophenyl

methyl

dimethyl

Prior art date

2013-05-27

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Abandoned

Links

• Espacenet
• Global Dossier
• CIPO
• Discuss

• 238000011282 treatment Methods 0.000 title claims description 27
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title description 48
• 201000010099 disease Diseases 0.000 title description 34
• LOROIKRUMJLRJU-UHFFFAOYSA-N 4,6-dihydro-1h-pyrrolo[2,3-d]imidazol-5-one Chemical class N1C=NC2=C1CC(=O)N2 LOROIKRUMJLRJU-UHFFFAOYSA-N 0.000 title description 3
• 150000001875 compounds Chemical class 0.000 claims abstract description 467
• 238000000034 method Methods 0.000 claims abstract description 245
• 150000003839 salts Chemical class 0.000 claims abstract description 68
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 18
• 238000004519 manufacturing process Methods 0.000 claims abstract description 5
• 239000013543 active substance Substances 0.000 claims abstract description 3
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 104
• -1 cyano, methyl Chemical group 0.000 claims description 65
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 59
• 229910052757 nitrogen Inorganic materials 0.000 claims description 51
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 35
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 33
• 229910052760 oxygen Inorganic materials 0.000 claims description 33
• 239000001301 oxygen Substances 0.000 claims description 33
• 239000003814 drug Substances 0.000 claims description 30
• 229920006395 saturated elastomer Polymers 0.000 claims description 30
• 125000005843 halogen group Chemical group 0.000 claims description 28
• JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 27
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 26
• 206010028980 Neoplasm Diseases 0.000 claims description 26
• 125000001424 substituent group Chemical group 0.000 claims description 23
• 125000000623 heterocyclic group Chemical group 0.000 claims description 22
• 201000011510 cancer Diseases 0.000 claims description 19
• 125000006163 5-membered heteroaryl group Chemical group 0.000 claims description 18
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 16
• UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 16
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 15
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 15
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 14
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 13
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 13
• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 12
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 12
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 11
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 11
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 10
• 125000005842 heteroatom Chemical group 0.000 claims description 9
• 125000001309 chloro group Chemical group Cl* 0.000 claims description 8
• 239000003937 drug carrier Substances 0.000 claims description 7
• 125000001153 fluoro group Chemical group F* 0.000 claims description 7
• 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 7
• 239000005864 Sulphur Chemical group 0.000 claims description 6
• 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
• 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 6
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 6
• VCGRFBXVSFAGGA-UHFFFAOYSA-N (1,1-dioxo-1,4-thiazinan-4-yl)-[6-[[3-(4-fluorophenyl)-5-methyl-1,2-oxazol-4-yl]methoxy]pyridin-3-yl]methanone Chemical compound CC=1ON=C(C=2C=CC(F)=CC=2)C=1COC(N=C1)=CC=C1C(=O)N1CCS(=O)(=O)CC1 VCGRFBXVSFAGGA-UHFFFAOYSA-N 0.000 claims description 4
• MAYZWDRUFKUGGP-VIFPVBQESA-N (3s)-1-[5-tert-butyl-3-[(1-methyltetrazol-5-yl)methyl]triazolo[4,5-d]pyrimidin-7-yl]pyrrolidin-3-ol Chemical compound CN1N=NN=C1CN1C2=NC(C(C)(C)C)=NC(N3C[C@@H](O)CC3)=C2N=N1 MAYZWDRUFKUGGP-VIFPVBQESA-N 0.000 claims description 4
• ZGYIXVSQHOKQRZ-COIATFDQSA-N (e)-n-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-3-cyano-7-[(3s)-oxolan-3-yl]oxyquinolin-6-yl]-4-(dimethylamino)but-2-enamide Chemical compound N#CC1=CN=C2C=C(O[C@@H]3COCC3)C(NC(=O)/C=C/CN(C)C)=CC2=C1NC(C=C1Cl)=CC=C1OCC1=CC=CC=N1 ZGYIXVSQHOKQRZ-COIATFDQSA-N 0.000 claims description 4
• APWRZPQBPCAXFP-UHFFFAOYSA-N 1-(1-oxo-2H-isoquinolin-5-yl)-5-(trifluoromethyl)-N-[2-(trifluoromethyl)pyridin-4-yl]pyrazole-4-carboxamide Chemical compound O=C1NC=CC2=C(C=CC=C12)N1N=CC(=C1C(F)(F)F)C(=O)NC1=CC(=NC=C1)C(F)(F)F APWRZPQBPCAXFP-UHFFFAOYSA-N 0.000 claims description 4
• BYHQTRFJOGIQAO-GOSISDBHSA-N 3-(4-bromophenyl)-8-[(2R)-2-hydroxypropyl]-1-[(3-methoxyphenyl)methyl]-1,3,8-triazaspiro[4.5]decan-2-one Chemical compound C[C@H](CN1CCC2(CC1)CN(C(=O)N2CC3=CC(=CC=C3)OC)C4=CC=C(C=C4)Br)O BYHQTRFJOGIQAO-GOSISDBHSA-N 0.000 claims description 4
• KVCQTKNUUQOELD-UHFFFAOYSA-N 4-amino-n-[1-(3-chloro-2-fluoroanilino)-6-methylisoquinolin-5-yl]thieno[3,2-d]pyrimidine-7-carboxamide Chemical compound N=1C=CC2=C(NC(=O)C=3C4=NC=NC(N)=C4SC=3)C(C)=CC=C2C=1NC1=CC=CC(Cl)=C1F KVCQTKNUUQOELD-UHFFFAOYSA-N 0.000 claims description 4
• KCBWAFJCKVKYHO-UHFFFAOYSA-N 6-(4-cyclopropyl-6-methoxypyrimidin-5-yl)-1-[[4-[1-propan-2-yl-4-(trifluoromethyl)imidazol-2-yl]phenyl]methyl]pyrazolo[3,4-d]pyrimidine Chemical compound C1(CC1)C1=NC=NC(=C1C1=NC=C2C(=N1)N(N=C2)CC1=CC=C(C=C1)C=1N(C=C(N=1)C(F)(F)F)C(C)C)OC KCBWAFJCKVKYHO-UHFFFAOYSA-N 0.000 claims description 4
• XIIOFHFUYBLOLW-UHFFFAOYSA-N selpercatinib Chemical compound OC(COC=1C=C(C=2N(C=1)N=CC=2C#N)C=1C=NC(=CC=1)N1CC2N(C(C1)C2)CC=1C=NC(=CC=1)OC)(C)C XIIOFHFUYBLOLW-UHFFFAOYSA-N 0.000 claims description 4
• MOWXJLUYGFNTAL-DEOSSOPVSA-N (s)-[2-chloro-4-fluoro-5-(7-morpholin-4-ylquinazolin-4-yl)phenyl]-(6-methoxypyridazin-3-yl)methanol Chemical compound N1=NC(OC)=CC=C1[C@@H](O)C1=CC(C=2C3=CC=C(C=C3N=CN=2)N2CCOCC2)=C(F)C=C1Cl MOWXJLUYGFNTAL-DEOSSOPVSA-N 0.000 claims description 3
• ABDDQTDRAHXHOC-QMMMGPOBSA-N 1-[(7s)-5,7-dihydro-4h-thieno[2,3-c]pyran-7-yl]-n-methylmethanamine Chemical compound CNC[C@@H]1OCCC2=C1SC=C2 ABDDQTDRAHXHOC-QMMMGPOBSA-N 0.000 claims description 3
• HCDMJFOHIXMBOV-UHFFFAOYSA-N 3-(2,6-difluoro-3,5-dimethoxyphenyl)-1-ethyl-8-(morpholin-4-ylmethyl)-4,7-dihydropyrrolo[4,5]pyrido[1,2-d]pyrimidin-2-one Chemical compound C=1C2=C3N(CC)C(=O)N(C=4C(=C(OC)C=C(OC)C=4F)F)CC3=CN=C2NC=1CN1CCOCC1 HCDMJFOHIXMBOV-UHFFFAOYSA-N 0.000 claims description 3
• WNEODWDFDXWOLU-QHCPKHFHSA-N 3-[3-(hydroxymethyl)-4-[1-methyl-5-[[5-[(2s)-2-methyl-4-(oxetan-3-yl)piperazin-1-yl]pyridin-2-yl]amino]-6-oxopyridin-3-yl]pyridin-2-yl]-7,7-dimethyl-1,2,6,8-tetrahydrocyclopenta[3,4]pyrrolo[3,5-b]pyrazin-4-one Chemical compound C([C@@H](N(CC1)C=2C=NC(NC=3C(N(C)C=C(C=3)C=3C(=C(N4C(C5=CC=6CC(C)(C)CC=6N5CC4)=O)N=CC=3)CO)=O)=CC=2)C)N1C1COC1 WNEODWDFDXWOLU-QHCPKHFHSA-N 0.000 claims description 3
• SRVXSISGYBMIHR-UHFFFAOYSA-N 3-[3-[3-(2-amino-2-oxoethyl)phenyl]-5-chlorophenyl]-3-(5-methyl-1,3-thiazol-2-yl)propanoic acid Chemical compound S1C(C)=CN=C1C(CC(O)=O)C1=CC(Cl)=CC(C=2C=C(CC(N)=O)C=CC=2)=C1 SRVXSISGYBMIHR-UHFFFAOYSA-N 0.000 claims description 3
• IRPVABHDSJVBNZ-RTHVDDQRSA-N 5-[1-(cyclopropylmethyl)-5-[(1R,5S)-3-(oxetan-3-yl)-3-azabicyclo[3.1.0]hexan-6-yl]pyrazol-3-yl]-3-(trifluoromethyl)pyridin-2-amine Chemical compound C1=C(C(F)(F)F)C(N)=NC=C1C1=NN(CC2CC2)C(C2[C@@H]3CN(C[C@@H]32)C2COC2)=C1 IRPVABHDSJVBNZ-RTHVDDQRSA-N 0.000 claims description 3
• CYJRNFFLTBEQSQ-UHFFFAOYSA-N 8-(3-methyl-1-benzothiophen-5-yl)-N-(4-methylsulfonylpyridin-3-yl)quinoxalin-6-amine Chemical compound CS(=O)(=O)C1=C(C=NC=C1)NC=1C=C2N=CC=NC2=C(C=1)C=1C=CC2=C(C(=CS2)C)C=1 CYJRNFFLTBEQSQ-UHFFFAOYSA-N 0.000 claims description 3
• AYCPARAPKDAOEN-LJQANCHMSA-N N-[(1S)-2-(dimethylamino)-1-phenylethyl]-6,6-dimethyl-3-[(2-methyl-4-thieno[3,2-d]pyrimidinyl)amino]-1,4-dihydropyrrolo[3,4-c]pyrazole-5-carboxamide Chemical compound C1([C@H](NC(=O)N2C(C=3NN=C(NC=4C=5SC=CC=5N=C(C)N=4)C=3C2)(C)C)CN(C)C)=CC=CC=C1 AYCPARAPKDAOEN-LJQANCHMSA-N 0.000 claims description 3
• IDRGFNPZDVBSSE-UHFFFAOYSA-N OCCN1CCN(CC1)c1ccc(Nc2ncc3cccc(-c4cccc(NC(=O)C=C)c4)c3n2)c(F)c1F Chemical compound OCCN1CCN(CC1)c1ccc(Nc2ncc3cccc(-c4cccc(NC(=O)C=C)c4)c3n2)c(F)c1F IDRGFNPZDVBSSE-UHFFFAOYSA-N 0.000 claims description 3
• LXRZVMYMQHNYJB-UNXOBOICSA-N [(1R,2S,4R)-4-[[5-[4-[(1R)-7-chloro-1,2,3,4-tetrahydroisoquinolin-1-yl]-5-methylthiophene-2-carbonyl]pyrimidin-4-yl]amino]-2-hydroxycyclopentyl]methyl sulfamate Chemical compound CC1=C(C=C(S1)C(=O)C1=C(N[C@H]2C[C@H](O)[C@@H](COS(N)(=O)=O)C2)N=CN=C1)[C@@H]1NCCC2=C1C=C(Cl)C=C2 LXRZVMYMQHNYJB-UNXOBOICSA-N 0.000 claims description 3
• 230000004952 protein activity Effects 0.000 claims description 3
• XGVXKJKTISMIOW-ZDUSSCGKSA-N simurosertib Chemical compound N1N=CC(C=2SC=3C(=O)NC(=NC=3C=2)[C@H]2N3CCC(CC3)C2)=C1C XGVXKJKTISMIOW-ZDUSSCGKSA-N 0.000 claims description 3
• UCTNVNGRNJPSOM-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-3-ethyl-2-methyl-6H-pyrrolo[3,4-d]imidazol-4-one Chemical compound CCn1c(C)nc2C(N(C(=O)c12)c1cc(C)c2nnn(C)c2c1)c1ccc(Cl)cc1 UCTNVNGRNJPSOM-UHFFFAOYSA-N 0.000 claims 2
• IMSAXOAIYFOGTR-JOCHJYFZSA-N (4R)-4-(4-chlorophenyl)-2-(3,6-dihydro-2H-pyran-4-yl)-5-(3,7-dimethyltriazolo[4,5-b]pyridin-5-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)n1c(nc2C(=O)N([C@@H](c12)c1ccc(Cl)cc1)c1cc(C)c2nnn(C)c2n1)C1=CCOCC1 IMSAXOAIYFOGTR-JOCHJYFZSA-N 0.000 claims 1
• HQEUJXGKBKBFIW-OAQYLSRUSA-N (4R)-4-(4-chlorophenyl)-2-cyclopropyl-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound ClC1=CC=C(C=C1)[C@H]1N(C(C2=C1N(C(=N2)C2CC2)C(C)C)=O)C=2C=C(C=1N(C2)C(=NN1)C)C HQEUJXGKBKBFIW-OAQYLSRUSA-N 0.000 claims 1
• GAVLMQAIIHDXBG-XMMPIXPASA-N (4R)-4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-(2-methoxypyridin-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound ClC1=CC=C(C=C1)[C@H]1N(C(C2=C1N(C(=N2)C=2C(=NC=CC2)OC)C(C)C)=O)C=2C=C(C1=C(N(N=N1)C)C2)C GAVLMQAIIHDXBG-XMMPIXPASA-N 0.000 claims 1
• DVNSWDWISPDNHZ-IRCUZVAFSA-N (4R)-4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-(oxolan-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound ClC1=CC=C(C=C1)[C@H]1N(C(C2=C1N(C(=N2)C1COCC1)C(C)C)=O)C=1C=C(C2=C(N(N=N2)C)C=1)C DVNSWDWISPDNHZ-IRCUZVAFSA-N 0.000 claims 1
• YJEIXSZAEKFWTM-OAQYLSRUSA-N (4R)-4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-methyl-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)n1c(C)nc2C(=O)N([C@@H](c12)c1ccc(Cl)cc1)c1cc(C)c2nnn(C)c2c1 YJEIXSZAEKFWTM-OAQYLSRUSA-N 0.000 claims 1
• ZFJHDWKVFUWKQS-HXUWFJFHSA-N (4R)-4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-3-ethyl-2-methyl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CCn1c(C)nc2C(=O)N([C@@H](c12)c1ccc(Cl)cc1)c1cc(C)c2nnn(C)c2c1 ZFJHDWKVFUWKQS-HXUWFJFHSA-N 0.000 claims 1
• AXKZAOMIZYICQV-FBLFFUNLSA-N (4R)-4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-2-(oxolan-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound ClC1=CC=C(C=C1)[C@H]1N(C(C2=C1N(C(=N2)C1COCC1)C(C)C)=O)C=1C=C(C=2N(N=1)C(=NN=2)C)C AXKZAOMIZYICQV-FBLFFUNLSA-N 0.000 claims 1
• KJSPRHSFQGRYOT-LJQANCHMSA-N (4R)-4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-2-methyl-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)n1c(C)nc2C(=O)N([C@@H](c12)c1ccc(Cl)cc1)c1cc(C)c2nnc(C)n2n1 KJSPRHSFQGRYOT-LJQANCHMSA-N 0.000 claims 1
• OGJPTYDTRCDEJC-XMMPIXPASA-N (4R)-4-(4-chlorophenyl)-5-(7-methoxy-3-methylbenzotriazol-5-yl)-2-(2-methoxypyridin-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1cc(cc2n(C)nnc12)N1[C@@H](c2c(nc(-c3cccnc3OC)n2C(C)C)C1=O)c1ccc(Cl)cc1 OGJPTYDTRCDEJC-XMMPIXPASA-N 0.000 claims 1
• JUNKHWUBWMACDY-RUZDIDTESA-N (4R)-4-(4-chlorophenyl)-5-(7-methoxy-3-methylbenzotriazol-5-yl)-2-(6-methoxypyridin-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1ccc(cn1)-c1nc2C(=O)N([C@@H](c2n1C(C)C)c1ccc(Cl)cc1)c1cc(OC)c2nnn(C)c2c1 JUNKHWUBWMACDY-RUZDIDTESA-N 0.000 claims 1
• AREGGTVPTLNTCU-XMMPIXPASA-N (4R)-4-(4-chlorophenyl)-5-(7-methoxy-3-methylbenzotriazol-5-yl)-2-(oxan-4-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1cc(cc2n(C)nnc12)N1[C@@H](c2c(nc(C3CCOCC3)n2C(C)C)C1=O)c1ccc(Cl)cc1 AREGGTVPTLNTCU-XMMPIXPASA-N 0.000 claims 1
• WGJDGQSSFHDLIX-HXUWFJFHSA-N (4R)-4-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-(2,4-dimethoxypyrimidin-5-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1ncc(-c2nc3C(=O)N([C@@H](c3n2C(C)C)c2ccc(Cl)cc2)c2cc(C)c3nnc(C(F)F)n3c2)c(OC)n1 WGJDGQSSFHDLIX-HXUWFJFHSA-N 0.000 claims 1
• YORKSQKTPMJQBD-OAQYLSRUSA-N (4R)-4-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-(2-methoxypyridin-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1ncccc1-c1nc2C(=O)N([C@@H](c2n1C(C)C)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2c1 YORKSQKTPMJQBD-OAQYLSRUSA-N 0.000 claims 1
• BSZDTJJAUVZTBS-GOSISDBHSA-N (4R)-4-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-methyl-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)n1c(C)nc2C(=O)N([C@@H](c12)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2c1 BSZDTJJAUVZTBS-GOSISDBHSA-N 0.000 claims 1
• LMQMHIFIMOPETK-HXUWFJFHSA-N (4R)-4-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]-2-(2-methoxypyridin-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1ncccc1-c1nc2C(=O)N([C@@H](c2n1C(C)C)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2n1 LMQMHIFIMOPETK-HXUWFJFHSA-N 0.000 claims 1
• BUFWGONUWXTMGP-JOCHJYFZSA-N (4r)-4-(4-chlorophenyl)-2-(2,5-dihydrofuran-3-yl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1([C@H]2N(C(=O)C=3N=C(N(C2=3)C(C)C)C=2COCC=2)C2=CN3C(C)=NN=C3C(C)=C2)=CC=C(Cl)C=C1 BUFWGONUWXTMGP-JOCHJYFZSA-N 0.000 claims 1
• KLPMURBFDSDZSU-XMMPIXPASA-N (4r)-4-(4-chlorophenyl)-2-(3,6-dihydro-2h-pyran-4-yl)-5-(3,7-dimethylbenzotriazol-5-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1([C@H]2N(C(=O)C=3N=C(N(C2=3)C(C)C)C=2CCOCC=2)C=2C=C3N(C)N=NC3=C(C)C=2)=CC=C(Cl)C=C1 KLPMURBFDSDZSU-XMMPIXPASA-N 0.000 claims 1
• MGLUYQBSWDKFIR-HSZRJFAPSA-N (4r)-4-(4-chlorophenyl)-2-(3,6-dihydro-2h-pyran-4-yl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1([C@H]2N(C(=O)C=3N=C(N(C2=3)C(C)C)C=2CCOCC=2)C2=CN3C(C)=NN=C3C(C)=C2)=CC=C(Cl)C=C1 MGLUYQBSWDKFIR-HSZRJFAPSA-N 0.000 claims 1
• QSLHPKXGYOTUHN-JOCHJYFZSA-N (4r)-4-(4-chlorophenyl)-2-(3,6-dihydro-2h-pyran-4-yl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1([C@H]2N(C(=O)C=3N=C(N(C2=3)C(C)C)C=2CCOCC=2)C2=NN3C(C)=NN=C3C(C)=C2)=CC=C(Cl)C=C1 QSLHPKXGYOTUHN-JOCHJYFZSA-N 0.000 claims 1
• NBBLMCRKPAWOPH-XMMPIXPASA-N (4r)-4-(4-chlorophenyl)-2-(3,6-dihydro-2h-pyran-4-yl)-5-(7-methoxy-3-methylbenzotriazol-5-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)N1C([C@H](N(C2=O)C=3C=C(C=4N=NN(C)C=4C=3)OC)C=3C=CC(Cl)=CC=3)=C2N=C1C1=CCOCC1 NBBLMCRKPAWOPH-XMMPIXPASA-N 0.000 claims 1
• IMXDUOIANVGJIA-LJQANCHMSA-N (4r)-4-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-3-propan-2-yl-2-(1,3-thiazol-2-yl)-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1([C@H]2N(C(=O)C=3N=C(N(C2=3)C(C)C)C=2SC=CN=2)C2=CN(C)C(=O)C(C)=C2)=CC=C(Cl)C=C1 IMXDUOIANVGJIA-LJQANCHMSA-N 0.000 claims 1
• NPLFXOGRUJPLAA-XMMPIXPASA-N (4r)-4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-(oxan-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1([C@H]2N(C(=O)C=3N=C(N(C2=3)C(C)C)C2CCOCC2)C=2C=C3N(C)N=NC3=C(C)C=2)=CC=C(Cl)C=C1 NPLFXOGRUJPLAA-XMMPIXPASA-N 0.000 claims 1
• GLMGIYSAZNFOHX-XMMPIXPASA-N (4r)-4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(1-methyl-3,6-dihydro-2h-pyridin-5-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1([C@H]2N(C(=O)C=3N=C(N(C2=3)C(C)C)C=2CN(C)CCC=2)C2=CN3C(C)=NN=C3C(C)=C2)=CC=C(Cl)C=C1 GLMGIYSAZNFOHX-XMMPIXPASA-N 0.000 claims 1
• OGVXCCMPKKUNFP-HSZRJFAPSA-N (4r)-4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(oxan-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1([C@H]2N(C(=O)C=3N=C(N(C2=3)C(C)C)C2CCOCC2)C2=CN3C(C)=NN=C3C(C)=C2)=CC=C(Cl)C=C1 OGVXCCMPKKUNFP-HSZRJFAPSA-N 0.000 claims 1
• WODOTYIRVRGFSJ-HXUWFJFHSA-N (4r)-4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-methyl-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1([C@H]2N(C(=O)C=3N=C(C)N(C2=3)C(C)C)C2=CN3C(C)=NN=C3C(C)=C2)=CC=C(Cl)C=C1 WODOTYIRVRGFSJ-HXUWFJFHSA-N 0.000 claims 1
• YSAPPGXSSQEHTA-JOCHJYFZSA-N (4r)-4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-2-(oxan-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1([C@H]2N(C(=O)C=3N=C(N(C2=3)C(C)C)C2CCOCC2)C2=NN3C(C)=NN=C3C(C)=C2)=CC=C(Cl)C=C1 YSAPPGXSSQEHTA-JOCHJYFZSA-N 0.000 claims 1
• NVUCJVXTEMYIJR-HXUWFJFHSA-N (6R)-6-(4-chlorophenyl)-2-(2,4-dimethoxypyrimidin-5-yl)-5-(8-methoxy-3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ncc(-c2nc3C(=O)N([C@@H](c3[nH]2)c2ccc(Cl)cc2)c2cc(OC)c3nnc(C)n3c2)c(OC)n1 NVUCJVXTEMYIJR-HXUWFJFHSA-N 0.000 claims 1
• IFLPDVNBLNGRJS-HXUWFJFHSA-N (6R)-6-(4-chlorophenyl)-2-(3,6-dihydro-2H-pyran-4-yl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound Cc1cc(cn(C)c1=O)N1[C@@H](c2[nH]c(nc2C1=O)C1=CCOCC1)c1ccc(Cl)cc1 IFLPDVNBLNGRJS-HXUWFJFHSA-N 0.000 claims 1
• MVALXNVRFKZEQJ-HXUWFJFHSA-N (6R)-6-(4-chlorophenyl)-2-(3,6-dihydro-2H-pyran-4-yl)-5-(3,7-dimethyltriazolo[4,5-b]pyridin-5-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound Cc1cc(nc2n(C)nnc12)N1[C@@H](c2[nH]c(nc2C1=O)C1=CCOCC1)c1ccc(Cl)cc1 MVALXNVRFKZEQJ-HXUWFJFHSA-N 0.000 claims 1
• WPRFMKAORZZEIZ-OAQYLSRUSA-N (6R)-6-(4-chlorophenyl)-2-(3,6-dihydro-2H-pyran-4-yl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound ClC1=CC=C(C=C1)[C@H]1N(C(C2=C1NC(=N2)C=2CCOCC2)=O)C=2C=C(C=1N(C2)C(=NN1)C)C WPRFMKAORZZEIZ-OAQYLSRUSA-N 0.000 claims 1
• VUWJZAUOMZSUEU-GOSISDBHSA-N (6R)-6-(4-chlorophenyl)-2-cyclopropyl-5-(1,5-dimethyl-6-oxopyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound Cc1cc(cn(C)c1=O)N1[C@@H](c2nc([nH]c2C1=O)C1CC1)c1ccc(Cl)cc1 VUWJZAUOMZSUEU-GOSISDBHSA-N 0.000 claims 1
• BQDONWPMBNKZCG-HXUWFJFHSA-N (6R)-6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(2-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ncccc1-c1nc2C(=O)N([C@@H](c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c(=O)n(C)c1 BQDONWPMBNKZCG-HXUWFJFHSA-N 0.000 claims 1
• GQVNARRVGGOXNP-OAQYLSRUSA-N (6R)-6-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-methyl-3-propan-2-yl-6H-pyrrolo[3,4-d]imidazol-4-one Chemical compound CC(C)n1c(C)nc2[C@H](N(C(=O)c12)c1cc(C)c2nnn(C)c2c1)c1ccc(Cl)cc1 GQVNARRVGGOXNP-OAQYLSRUSA-N 0.000 claims 1
• UCTNVNGRNJPSOM-HXUWFJFHSA-N (6R)-6-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-3-ethyl-2-methyl-6H-pyrrolo[3,4-d]imidazol-4-one Chemical compound CCn1c(C)nc2[C@H](N(C(=O)c12)c1cc(C)c2nnn(C)c2c1)c1ccc(Cl)cc1 UCTNVNGRNJPSOM-HXUWFJFHSA-N 0.000 claims 1
• RCXOWIAUDIGVEW-HXUWFJFHSA-N (6R)-6-(4-chlorophenyl)-5-(3,7-dimethyltriazolo[4,5-b]pyridin-5-yl)-2-(2-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ncccc1-c1nc2C(=O)N([C@@H](c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c2nnn(C)c2n1 RCXOWIAUDIGVEW-HXUWFJFHSA-N 0.000 claims 1
• QIJUHAIEZZEKSX-OAQYLSRUSA-N (6R)-6-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(2-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ncccc1-c1nc2C(=O)N([C@@H](c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c2nnc(C)n2c1 QIJUHAIEZZEKSX-OAQYLSRUSA-N 0.000 claims 1
• CLMSQBWNXNAWOK-JOCHJYFZSA-N (6R)-6-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(6-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ccc(cn1)-c1nc2C(=O)N([C@@H](c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c2nnc(C)n2c1 CLMSQBWNXNAWOK-JOCHJYFZSA-N 0.000 claims 1
• SBDOCCVDBJLSLR-JOCHJYFZSA-N (6R)-6-(4-chlorophenyl)-5-(8-methoxy-3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(6-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ccc(cn1)-c1nc2C(=O)N([C@@H](c2[nH]1)c1ccc(Cl)cc1)c1cc(OC)c2nnc(C)n2c1 SBDOCCVDBJLSLR-JOCHJYFZSA-N 0.000 claims 1
• VFDAORCFAAAXRV-LJQANCHMSA-N (6R)-6-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-(2-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ncccc1-c1nc2C(=O)N([C@@H](c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2c1 VFDAORCFAAAXRV-LJQANCHMSA-N 0.000 claims 1
• CBNDXTMVECMPGV-JOCHJYFZSA-N (6r)-6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(2-methoxypyridin-3-yl)-3-propan-2-yl-6h-pyrrolo[3,4-d]imidazol-4-one Chemical compound COC1=NC=CC=C1C(N1C(C)C)=NC2=C1C(=O)N(C1=CN(C)C(=O)C(C)=C1)[C@@H]2C1=CC=C(Cl)C=C1 CBNDXTMVECMPGV-JOCHJYFZSA-N 0.000 claims 1
• XNRZMTWJFLFRMR-OAQYLSRUSA-N (6r)-6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(6-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound C1=NC(OC)=CC=C1C(N1)=NC2=C1[C@@H](C=1C=CC(Cl)=CC=1)N(C1=CN(C)C(=O)C(C)=C1)C2=O XNRZMTWJFLFRMR-OAQYLSRUSA-N 0.000 claims 1
• MZKIOOQWOZDDMX-OAQYLSRUSA-N (6r)-6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(6-methoxypyridin-3-yl)-3-methyl-6h-pyrrolo[3,4-d]imidazol-4-one Chemical compound C1=NC(OC)=CC=C1C(N1C)=NC2=C1C(=O)N(C1=CN(C)C(=O)C(C)=C1)[C@@H]2C1=CC=C(Cl)C=C1 MZKIOOQWOZDDMX-OAQYLSRUSA-N 0.000 claims 1
• OSOMHZBGIZCTKM-OAQYLSRUSA-N (6r)-6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-3-ethyl-2-(2-methoxypyridin-3-yl)-6h-pyrrolo[3,4-d]imidazol-4-one Chemical compound N1([C@@H](C=2N=C(N(C=2C1=O)CC)C=1C(=NC=CC=1)OC)C=1C=CC(Cl)=CC=1)C=1C=C(C)C(=O)N(C)C=1 OSOMHZBGIZCTKM-OAQYLSRUSA-N 0.000 claims 1
• FQEWVABJRCOJBI-JOCHJYFZSA-N (6r)-6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-3-ethyl-2-(6-methoxypyridin-3-yl)-6h-pyrrolo[3,4-d]imidazol-4-one Chemical compound N1([C@@H](C=2N=C(N(C=2C1=O)CC)C=1C=NC(OC)=CC=1)C=1C=CC(Cl)=CC=1)C=1C=C(C)C(=O)N(C)C=1 FQEWVABJRCOJBI-JOCHJYFZSA-N 0.000 claims 1
• CMEIUJXPMXIULZ-UHFFFAOYSA-N 2-(1-acetyl-3,6-dihydro-2h-pyridin-4-yl)-4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3CCN(CC=3)C(C)=O)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 CMEIUJXPMXIULZ-UHFFFAOYSA-N 0.000 claims 1
• RJVJSMKBCOIXKN-UHFFFAOYSA-N 2-methylpropyl 4-[4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-6-oxo-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-2-yl]-3,6-dihydro-2h-pyridine-1-carboxylate Chemical compound C1N(C(=O)OCC(C)C)CCC(C=2N(C=3C(N(C(=O)C=3N=2)C2=CN3C(C)=NN=C3C(C)=C2)C=2C=CC(Cl)=CC=2)C(C)C)=C1 RJVJSMKBCOIXKN-UHFFFAOYSA-N 0.000 claims 1
• SDLMPYCGZKLARA-UHFFFAOYSA-N 3-tert-butyl-4-(4-chlorophenyl)-2-cyclopropyl-5-(1,5-dimethyl-6-oxopyridin-3-yl)-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound CN1C(=O)C(C)=CC(N2C(C3=C(N(C(C4CC4)=N3)C(C)(C)C)C2C=2C=CC(Cl)=CC=2)=O)=C1 SDLMPYCGZKLARA-UHFFFAOYSA-N 0.000 claims 1
• OTZHGAAUXLOJFP-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(2,4-dimethoxypyrimidin-5-yl)-5-(3,7-dimethyl-1,2-benzoxazol-5-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound COC1=NC(OC)=NC=C1C(N1C(C)C)=NC2=C1C(C=1C=CC(Cl)=CC=1)N(C=1C=C3C(C)=NOC3=C(C)C=1)C2=O OTZHGAAUXLOJFP-UHFFFAOYSA-N 0.000 claims 1
• CQPGVZBZRUVJJZ-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(2,4-dimethoxypyrimidin-5-yl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound COC1=NC(OC)=NC=C1C(N1C(C)C)=NC2=C1C(C=1C=CC(Cl)=CC=1)N(C1=CN3C(C)=NN=C3C(C)=C1)C2=O CQPGVZBZRUVJJZ-UHFFFAOYSA-N 0.000 claims 1
• HXENBKGGEPBXOQ-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(2,4-dimethoxypyrimidin-5-yl)-5-(8-methoxy-3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-methyl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound COC1=NC(OC)=NC=C1C(N1C)=NC2=C1C(C=1C=CC(Cl)=CC=1)N(C1=CN3C(C)=NN=C3C(OC)=C1)C2=O HXENBKGGEPBXOQ-UHFFFAOYSA-N 0.000 claims 1
• BUFWGONUWXTMGP-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(2,5-dihydrofuran-3-yl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3COCC=3)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 BUFWGONUWXTMGP-UHFFFAOYSA-N 0.000 claims 1
• GTFJSDPFUPQADT-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(2,5-dihydrofuran-3-yl)-5-[3-(fluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3COCC=3)=NC=2C(=O)N(C2=CN3C(CF)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 GTFJSDPFUPQADT-UHFFFAOYSA-N 0.000 claims 1
• IQIUDSWFPYGIST-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(3,5-dimethyl-1,2-oxazol-4-yl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C3=C(ON=C3C)C)=NC=2C(=O)N(C2=CN(C)C(=O)C(C)=C2)C1C1=CC=C(Cl)C=C1 IQIUDSWFPYGIST-UHFFFAOYSA-N 0.000 claims 1
• IMSAXOAIYFOGTR-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(3,6-dihydro-2H-pyran-4-yl)-5-(3,7-dimethyltriazolo[4,5-b]pyridin-5-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound ClC1=CC=C(C=C1)C1N(C(C2=C1N(C(=N2)C=2CCOCC2)C(C)C)=O)C2=CC(=C1C(=N2)N(N=N1)C)C IMSAXOAIYFOGTR-UHFFFAOYSA-N 0.000 claims 1
• LNMBTRIQLCOCGP-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(3,6-dihydro-2h-pyran-4-yl)-5-(3,7-dimethylbenzotriazol-5-yl)-3-(oxetan-3-yl)-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C=1C=2N(C)N=NC=2C(C)=CC=1N(C1=O)C(C=2C=CC(Cl)=CC=2)C(N2C3COC3)=C1N=C2C1=CCOCC1 LNMBTRIQLCOCGP-UHFFFAOYSA-N 0.000 claims 1
• KLPMURBFDSDZSU-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(3,6-dihydro-2h-pyran-4-yl)-5-(3,7-dimethylbenzotriazol-5-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3CCOCC=3)=NC=2C(=O)N(C=2C=C3N(C)N=NC3=C(C)C=2)C1C1=CC=C(Cl)C=C1 KLPMURBFDSDZSU-UHFFFAOYSA-N 0.000 claims 1
• MGLUYQBSWDKFIR-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(3,6-dihydro-2h-pyran-4-yl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3CCOCC=3)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 MGLUYQBSWDKFIR-UHFFFAOYSA-N 0.000 claims 1
• QSLHPKXGYOTUHN-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(3,6-dihydro-2h-pyran-4-yl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3CCOCC=3)=NC=2C(=O)N(C2=NN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 QSLHPKXGYOTUHN-UHFFFAOYSA-N 0.000 claims 1
• NBBLMCRKPAWOPH-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(3,6-dihydro-2h-pyran-4-yl)-5-(7-methoxy-3-methylbenzotriazol-5-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C=1C=2N(C)N=NC=2C(OC)=CC=1N(C1=O)C(C=2C=CC(Cl)=CC=2)C(N2C(C)C)=C1N=C2C1=CCOCC1 NBBLMCRKPAWOPH-UHFFFAOYSA-N 0.000 claims 1
• NTQVJGUGYLGXNI-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(3,6-dihydro-2h-pyran-4-yl)-5-(8-methoxy-3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C=1N2C(C)=NN=C2C(OC)=CC=1N(C1=O)C(C=2C=CC(Cl)=CC=2)C(N2C(C)C)=C1N=C2C1=CCOCC1 NTQVJGUGYLGXNI-UHFFFAOYSA-N 0.000 claims 1
• QGIHDISRDFTWAD-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-(3,6-dihydro-2h-pyran-4-yl)-5-[3-(fluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3CCOCC=3)=NC=2C(=O)N(C2=CN3C(CF)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 QGIHDISRDFTWAD-UHFFFAOYSA-N 0.000 claims 1
• WKDIHLGAKPCUJV-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-[1-(2,2-dimethylpropyl)piperidin-4-yl]-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound ClC1=CC=C(C=C1)C1N(C(C2=C1N(C(=N2)C2CCN(CC2)CC(C)(C)C)C(C)C)=O)C=2C=C(C=1N(C2)C(=NN1)C)C WKDIHLGAKPCUJV-UHFFFAOYSA-N 0.000 claims 1
• NJQDQDHZAAGIQX-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-cyclopentyl-5-(1,5-dimethyl-6-oxopyridin-3-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C3CCCC3)=NC=2C(=O)N(C2=CN(C)C(=O)C(C)=C2)C1C1=CC=C(Cl)C=C1 NJQDQDHZAAGIQX-UHFFFAOYSA-N 0.000 claims 1
• LMLJGVCFCYGAST-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-cyclopropyl-5-(1,5-dimethyl-6-oxopyridin-3-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C3CC3)=NC=2C(=O)N(C2=CN(C)C(=O)C(C)=C2)C1C1=CC=C(Cl)C=C1 LMLJGVCFCYGAST-UHFFFAOYSA-N 0.000 claims 1
• UAEXWMVCHTWKPO-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-cyclopropyl-5-(3,7-dimethylbenzotriazol-5-yl)-3-(oxetan-3-yl)-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C=1C=2N(C)N=NC=2C(C)=CC=1N(C1=O)C(C=2C=CC(Cl)=CC=2)C(N2C3COC3)=C1N=C2C1CC1 UAEXWMVCHTWKPO-UHFFFAOYSA-N 0.000 claims 1
• RWCOZMKQKSUZIN-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-cyclopropyl-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-methyl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C=1N2C(C)=NN=C2C(C)=CC=1N(C1=O)C(C=2C=CC(Cl)=CC=2)C(N2C)=C1N=C2C1CC1 RWCOZMKQKSUZIN-UHFFFAOYSA-N 0.000 claims 1
• HQEUJXGKBKBFIW-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-cyclopropyl-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C3CC3)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 HQEUJXGKBKBFIW-UHFFFAOYSA-N 0.000 claims 1
• SGQSLPKSTYGKNO-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-cyclopropyl-5-(8-methoxy-3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-methyl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C=1N2C(C)=NN=C2C(OC)=CC=1N(C1=O)C(C=2C=CC(Cl)=CC=2)C(N2C)=C1N=C2C1CC1 SGQSLPKSTYGKNO-UHFFFAOYSA-N 0.000 claims 1
• ULIAHCSBBVNLGS-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-cyclopropyl-5-(8-methoxy-3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C=1N2C(C)=NN=C2C(OC)=CC=1N(C1=O)C(C=2C=CC(Cl)=CC=2)C(N2C(C)C)=C1N=C2C1CC1 ULIAHCSBBVNLGS-UHFFFAOYSA-N 0.000 claims 1
• UHWGSUFICDUCKV-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-cyclopropyl-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound ClC1=CC=C(C=C1)C1N(C(C2=C1N(C(=N2)C2CC2)C(C)C)=O)C=2C=C(C=1N(C2)C(=NN1)C(F)F)C UHWGSUFICDUCKV-UHFFFAOYSA-N 0.000 claims 1
• OENGVXVRDHPNME-UHFFFAOYSA-N 4-(4-chlorophenyl)-3-cyclopropyl-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(1,3-thiazol-2-yl)-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound CN1C(=O)C(C)=CC(N2C(C3=C(N(C(C=4SC=CN=4)=N3)C3CC3)C2C=2C=CC(Cl)=CC=2)=O)=C1 OENGVXVRDHPNME-UHFFFAOYSA-N 0.000 claims 1
• PMIMBFPXSMELLC-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(2,4-dimethyl-1,3-thiazol-5-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C3=C(N=C(C)S3)C)=NC=2C(=O)N(C2=CN(C)C(=O)C(C)=C2)C1C1=CC=C(Cl)C=C1 PMIMBFPXSMELLC-UHFFFAOYSA-N 0.000 claims 1
• WKAWRKNMCTXBMF-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(2-fluoropyridin-3-yl)-3-methyl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound CN1C(=O)C(C)=CC(N2C(C3=C(N(C(C=4C(=NC=CC=4)F)=N3)C)C2C=2C=CC(Cl)=CC=2)=O)=C1 WKAWRKNMCTXBMF-UHFFFAOYSA-N 0.000 claims 1
• OVLDCYAZEIXCEQ-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(2-methyl-1,3-thiazol-5-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3SC(C)=NC=3)=NC=2C(=O)N(C2=CN(C)C(=O)C(C)=C2)C1C1=CC=C(Cl)C=C1 OVLDCYAZEIXCEQ-UHFFFAOYSA-N 0.000 claims 1
• UWHQJIJZHLHELR-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(6-methoxypyridin-3-yl)-3-methyl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=NC(OC)=CC=C1C(N1C)=NC2=C1C(C=1C=CC(Cl)=CC=1)N(C1=CN(C)C(=O)C(C)=C1)C2=O UWHQJIJZHLHELR-UHFFFAOYSA-N 0.000 claims 1
• XKUUHELVHBNAMN-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-3-methyl-2-morpholin-4-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound Cc1cc(cn(C)c1=O)N1C(c2c(nc(N3CCOCC3)n2C)C1=O)c1ccc(Cl)cc1 XKUUHELVHBNAMN-UHFFFAOYSA-N 0.000 claims 1
• IMXDUOIANVGJIA-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-3-propan-2-yl-2-(1,3-thiazol-2-yl)-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3SC=CN=3)=NC=2C(=O)N(C2=CN(C)C(=O)C(C)=C2)C1C1=CC=C(Cl)C=C1 IMXDUOIANVGJIA-UHFFFAOYSA-N 0.000 claims 1
• MLQZIRMMNHSJKH-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-3-propan-2-yl-2-(1,3-thiazol-5-yl)-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3SC=NC=3)=NC=2C(=O)N(C2=CN(C)C(=O)C(C)=C2)C1C1=CC=C(Cl)C=C1 MLQZIRMMNHSJKH-UHFFFAOYSA-N 0.000 claims 1
• WHSDNSXIFWGGOD-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-3-propan-2-yl-2-(1h-pyrrol-2-yl)-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3NC=CC=3)=NC=2C(=O)N(C2=CN(C)C(=O)C(C)=C2)C1C1=CC=C(Cl)C=C1 WHSDNSXIFWGGOD-UHFFFAOYSA-N 0.000 claims 1
• DNXFUDZUKZRLEU-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(1-methyl-6-oxopyridin-3-yl)-2-(1,2-oxazol-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C3=CON=C3)=NC=2C(=O)N(C2=CN(C)C(=O)C=C2)C1C1=CC=C(Cl)C=C1 DNXFUDZUKZRLEU-UHFFFAOYSA-N 0.000 claims 1
• WXZFQCVRGXOYGQ-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(1-methyl-6-oxopyridin-3-yl)-2-(1-methylpyrazol-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)n1c(nc2C(=O)N(C(c12)c1ccc(Cl)cc1)c1ccc(=O)n(C)c1)-c1ccn(C)n1 WXZFQCVRGXOYGQ-UHFFFAOYSA-N 0.000 claims 1
• FYEHQUXVXRMVBS-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(1-methyl-6-oxopyridin-3-yl)-2-(2-methylpyrazol-3-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3N(N=CC=3)C)=NC=2C(=O)N(C2=CN(C)C(=O)C=C2)C1C1=CC=C(Cl)C=C1 FYEHQUXVXRMVBS-UHFFFAOYSA-N 0.000 claims 1
• OOPLGRXMPNAWKN-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(1-methyl-6-oxopyridin-3-yl)-3-propan-2-yl-2-pyridin-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)n1c(nc2C(=O)N(C(c12)c1ccc(Cl)cc1)c1ccc(=O)n(C)c1)-c1ccccn1 OOPLGRXMPNAWKN-UHFFFAOYSA-N 0.000 claims 1
• RWRYTMPXTGYISG-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,7-dimethyl-1,2-benzoxazol-5-yl)-2-(6-methoxypyridin-3-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=NC(OC)=CC=C1C(N1C(C)C)=NC2=C1C(C=1C=CC(Cl)=CC=1)N(C=1C=C3C(C)=NOC3=C(C)C=1)C2=O RWRYTMPXTGYISG-UHFFFAOYSA-N 0.000 claims 1
• NUBBUOMZQPTGKS-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-(1-methyl-3,6-dihydro-2h-pyridin-4-yl)-3-(oxetan-3-yl)-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1N(C)CCC(C=2N(C=3C(N(C(=O)C=3N=2)C=2C=C3N(C)N=NC3=C(C)C=2)C=2C=CC(Cl)=CC=2)C2COC2)=C1 NUBBUOMZQPTGKS-UHFFFAOYSA-N 0.000 claims 1
• VVSCZWKYDATSNC-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-(1-methyl-3,6-dihydro-2h-pyridin-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3CCN(C)CC=3)=NC=2C(=O)N(C=2C=C3N(C)N=NC3=C(C)C=2)C1C1=CC=C(Cl)C=C1 VVSCZWKYDATSNC-UHFFFAOYSA-N 0.000 claims 1
• GAVLMQAIIHDXBG-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-(2-methoxypyridin-3-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound COC1=NC=CC=C1C(N1C(C)C)=NC2=C1C(C=1C=CC(Cl)=CC=1)N(C=1C=C3N(C)N=NC3=C(C)C=1)C2=O GAVLMQAIIHDXBG-UHFFFAOYSA-N 0.000 claims 1
• UVCPBOQPPSLUPY-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-(6-methoxypyridin-3-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=NC(OC)=CC=C1C(N1C(C)C)=NC2=C1C(C=1C=CC(Cl)=CC=1)N(C=1C=C3N(C)N=NC3=C(C)C=1)C2=O UVCPBOQPPSLUPY-UHFFFAOYSA-N 0.000 claims 1
• NGGZYQVCSSIVJR-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-(oxan-4-yl)-3-(oxetan-3-yl)-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound ClC1=CC=C(C=C1)C1N(C(C2=C1N(C(=N2)C2CCOCC2)C2COC2)=O)C=2C=C(C1=C(N(N=N1)C)C2)C NGGZYQVCSSIVJR-UHFFFAOYSA-N 0.000 claims 1
• NPLFXOGRUJPLAA-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-(oxan-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C3CCOCC3)=NC=2C(=O)N(C=2C=C3N(C)N=NC3=C(C)C=2)C1C1=CC=C(Cl)C=C1 NPLFXOGRUJPLAA-UHFFFAOYSA-N 0.000 claims 1
• DVNSWDWISPDNHZ-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-(oxolan-3-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C3COCC3)=NC=2C(=O)N(C=2C=C3N(C)N=NC3=C(C)C=2)C1C1=CC=C(Cl)C=C1 DVNSWDWISPDNHZ-UHFFFAOYSA-N 0.000 claims 1
• FEBAVJBCNBJJOC-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-methyl-3-(oxetan-3-yl)-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC1=NC=2C(=O)N(C=3C=C4N(C)N=NC4=C(C)C=3)C(C=3C=CC(Cl)=CC=3)C=2N1C1COC1 FEBAVJBCNBJJOC-UHFFFAOYSA-N 0.000 claims 1
• YJEIXSZAEKFWTM-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-methyl-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C)=NC=2C(=O)N(C=2C=C3N(C)N=NC3=C(C)C=2)C1C1=CC=C(Cl)C=C1 YJEIXSZAEKFWTM-UHFFFAOYSA-N 0.000 claims 1
• WTDQWZPPVBDRKD-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)n1cnc2C(=O)N(C(c12)c1ccc(Cl)cc1)c1cc(C)c2nnn(C)c2c1 WTDQWZPPVBDRKD-UHFFFAOYSA-N 0.000 claims 1
• VQVSQBFKHGXUFK-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,7-dimethyltriazolo[4,5-b]pyridin-5-yl)-2-(2-methoxypyridin-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1ncccc1-c1nc2C(=O)N(C(c2n1C(C)C)c1ccc(Cl)cc1)c1cc(C)c2nnn(C)c2n1 VQVSQBFKHGXUFK-UHFFFAOYSA-N 0.000 claims 1
• RIDHDDTVNQHKEQ-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,7-dimethyltriazolo[4,5-b]pyridin-5-yl)-2-(6-methoxypyridin-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1ccc(cn1)-c1nc2C(=O)N(C(c2n1C(C)C)c1ccc(Cl)cc1)c1cc(C)c2nnn(C)c2n1 RIDHDDTVNQHKEQ-UHFFFAOYSA-N 0.000 claims 1
• SNDFCVARRAHINB-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(1,3-oxazol-2-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3OC=CN=3)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 SNDFCVARRAHINB-UHFFFAOYSA-N 0.000 claims 1
• FRJGKZLDWJMCPQ-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(1-ethyl-3,6-dihydro-2h-pyridin-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1N(CC)CCC(C=2N(C=3C(N(C(=O)C=3N=2)C2=CN3C(C)=NN=C3C(C)=C2)C=2C=CC(Cl)=CC=2)C(C)C)=C1 FRJGKZLDWJMCPQ-UHFFFAOYSA-N 0.000 claims 1
• OFFYQYIVOWBZLD-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(1-methyl-3,6-dihydro-2h-pyridin-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3CCN(C)CC=3)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 OFFYQYIVOWBZLD-UHFFFAOYSA-N 0.000 claims 1
• GLMGIYSAZNFOHX-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(1-methyl-3,6-dihydro-2h-pyridin-5-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3CN(C)CCC=3)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 GLMGIYSAZNFOHX-UHFFFAOYSA-N 0.000 claims 1
• QDMDJWBTMQQUPC-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(1-methylpiperidin-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C3CCN(C)CC3)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 QDMDJWBTMQQUPC-UHFFFAOYSA-N 0.000 claims 1
• IZWQPEYVFYWESQ-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(1-methylsulfonyl-3,6-dihydro-2h-pyridin-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3CCN(CC=3)S(C)(=O)=O)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 IZWQPEYVFYWESQ-UHFFFAOYSA-N 0.000 claims 1
• XRQOPEVIGOZEJD-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(6-methoxypyridin-3-yl)-3-methyl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=NC(OC)=CC=C1C(N1C)=NC2=C1C(C=1C=CC(Cl)=CC=1)N(C1=CN3C(C)=NN=C3C(C)=C1)C2=O XRQOPEVIGOZEJD-UHFFFAOYSA-N 0.000 claims 1
• IOHXSSTYGFWMFM-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(6-methoxypyridin-3-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=NC(OC)=CC=C1C(N1C(C)C)=NC2=C1C(C=1C=CC(Cl)=CC=1)N(C1=CN3C(C)=NN=C3C(C)=C1)C2=O IOHXSSTYGFWMFM-UHFFFAOYSA-N 0.000 claims 1
• OGVXCCMPKKUNFP-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(oxan-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C3CCOCC3)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 OGVXCCMPKKUNFP-UHFFFAOYSA-N 0.000 claims 1
• WODOTYIRVRGFSJ-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-methyl-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 WODOTYIRVRGFSJ-UHFFFAOYSA-N 0.000 claims 1
• LEMUMFMXNFTRTL-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-piperidin-4-yl-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C3CCNCC3)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 LEMUMFMXNFTRTL-UHFFFAOYSA-N 0.000 claims 1
• AURWSPRKUDZZIW-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-2-(1,2,3,6-tetrahydropyridin-4-yl)-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3CCNCC=3)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 AURWSPRKUDZZIW-UHFFFAOYSA-N 0.000 claims 1
• AMRTUWDHDGIYSC-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-2-(2,2,6,6-tetramethyl-1,3-dihydropyridin-4-yl)-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3CC(C)(C)NC(C)(C)C=3)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 AMRTUWDHDGIYSC-UHFFFAOYSA-N 0.000 claims 1
• HNJGEQPWIDZIRC-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-2-(1-methylpiperidin-4-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)n1c(nc2C(=O)N(C(c12)c1ccc(Cl)cc1)c1cc(C)c2nnc(C)n2n1)C1CCN(C)CC1 HNJGEQPWIDZIRC-UHFFFAOYSA-N 0.000 claims 1
• YSAPPGXSSQEHTA-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-2-(oxan-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C3CCOCC3)=NC=2C(=O)N(C2=NN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 YSAPPGXSSQEHTA-UHFFFAOYSA-N 0.000 claims 1
• AXKZAOMIZYICQV-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-2-(oxolan-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)n1c(nc2C(=O)N(C(c12)c1ccc(Cl)cc1)c1cc(C)c2nnc(C)n2n1)C1CCOC1 AXKZAOMIZYICQV-UHFFFAOYSA-N 0.000 claims 1
• KJSPRHSFQGRYOT-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-2-methyl-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C)=NC=2C(=O)N(C2=NN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 KJSPRHSFQGRYOT-UHFFFAOYSA-N 0.000 claims 1
• CFUYRGUSQPAALN-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(7-methoxy-3-methylbenzotriazol-5-yl)-2-(1-methyl-3,6-dihydro-2h-pyridin-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C=1C=2N(C)N=NC=2C(OC)=CC=1N(C1=O)C(C=2C=CC(Cl)=CC=2)C(N2C(C)C)=C1N=C2C1=CCN(C)CC1 CFUYRGUSQPAALN-UHFFFAOYSA-N 0.000 claims 1
• ZAIFEOJGYZIMNX-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(7-methoxy-3-methylbenzotriazol-5-yl)-2-(1-methyl-3,6-dihydro-2h-pyridin-5-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C=1C=2N(C)N=NC=2C(OC)=CC=1N(C1=O)C(C=2C=CC(Cl)=CC=2)C(N2C(C)C)=C1N=C2C1=CCCN(C)C1 ZAIFEOJGYZIMNX-UHFFFAOYSA-N 0.000 claims 1
• VVPPHMRXPGDFBQ-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(7-methoxy-3-methylbenzotriazol-5-yl)-2-(1-methylpiperidin-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C=1C=2N(C)N=NC=2C(OC)=CC=1N(C1=O)C(C=2C=CC(Cl)=CC=2)C(N2C(C)C)=C1N=C2C1CCN(C)CC1 VVPPHMRXPGDFBQ-UHFFFAOYSA-N 0.000 claims 1
• OGJPTYDTRCDEJC-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(7-methoxy-3-methylbenzotriazol-5-yl)-2-(2-methoxypyridin-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1cc(cc2n(C)nnc12)N1C(c2c(nc(-c3cccnc3OC)n2C(C)C)C1=O)c1ccc(Cl)cc1 OGJPTYDTRCDEJC-UHFFFAOYSA-N 0.000 claims 1
• JUNKHWUBWMACDY-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(7-methoxy-3-methylbenzotriazol-5-yl)-2-(6-methoxypyridin-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1ccc(cn1)-c1nc2C(=O)N(C(c2n1C(C)C)c1ccc(Cl)cc1)c1cc(OC)c2nnn(C)c2c1 JUNKHWUBWMACDY-UHFFFAOYSA-N 0.000 claims 1
• AREGGTVPTLNTCU-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(7-methoxy-3-methylbenzotriazol-5-yl)-2-(oxan-4-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C=1C=2N(C)N=NC=2C(OC)=CC=1N(C1=O)C(C=2C=CC(Cl)=CC=2)C(N2C(C)C)=C1N=C2C1CCOCC1 AREGGTVPTLNTCU-UHFFFAOYSA-N 0.000 claims 1
• BHHISRQWOKUVFO-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(7-methoxy-3-methylbenzotriazol-5-yl)-2-methyl-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C=1C=2N(C)N=NC=2C(OC)=CC=1N(C(C1=C2N(C(C)=N1)C(C)C)=O)C2C1=CC=C(Cl)C=C1 BHHISRQWOKUVFO-UHFFFAOYSA-N 0.000 claims 1
• OXYDGMKIFXNGOS-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(8-methoxy-3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(6-methoxypyridin-3-yl)-3-methyl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=NC(OC)=CC=C1C(N1C)=NC2=C1C(C=1C=CC(Cl)=CC=1)N(C1=CN3C(C)=NN=C3C(OC)=C1)C2=O OXYDGMKIFXNGOS-UHFFFAOYSA-N 0.000 claims 1
• XQGQHZQHQKHLDK-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-(8-methoxy-3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(6-methoxypyridin-3-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=NC(OC)=CC=C1C(N1C(C)C)=NC2=C1C(C=1C=CC(Cl)=CC=1)N(C1=CN3C(C)=NN=C3C(OC)=C1)C2=O XQGQHZQHQKHLDK-UHFFFAOYSA-N 0.000 claims 1
• WGJDGQSSFHDLIX-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-(2,4-dimethoxypyrimidin-5-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1ncc(-c2nc3C(=O)N(C(c3n2C(C)C)c2ccc(Cl)cc2)c2cc(C)c3nnc(C(F)F)n3c2)c(OC)n1 WGJDGQSSFHDLIX-UHFFFAOYSA-N 0.000 claims 1
• YORKSQKTPMJQBD-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-(2-methoxypyridin-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1ncccc1-c1nc2C(=O)N(C(c2n1C(C)C)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2c1 YORKSQKTPMJQBD-UHFFFAOYSA-N 0.000 claims 1
• RJPKAAVNTLYQAC-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-(3,6-dihydro-2H-pyran-4-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)n1c(nc2C(=O)N(C(c12)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2c1)C1=CCOCC1 RJPKAAVNTLYQAC-UHFFFAOYSA-N 0.000 claims 1
• JSKLBERKQHGHCP-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-[2-methoxy-4-(trifluoromethyl)phenyl]-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1cc(ccc1-c1nc2C(=O)N(C(c2n1C(C)C)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2c1)C(F)(F)F JSKLBERKQHGHCP-UHFFFAOYSA-N 0.000 claims 1
• BSZDTJJAUVZTBS-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-methyl-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)n1c(C)nc2C(=O)N(C(c12)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2c1 BSZDTJJAUVZTBS-UHFFFAOYSA-N 0.000 claims 1
• LMQMHIFIMOPETK-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]-2-(2-methoxypyridin-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1ncccc1-c1nc2C(=O)N(C(c2n1C(C)C)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2n1 LMQMHIFIMOPETK-UHFFFAOYSA-N 0.000 claims 1
• GTYWOEFUZYKPQR-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]-2-(3,6-dihydro-2H-pyran-4-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)n1c(nc2C(=O)N(C(c12)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2n1)C1=CCOCC1 GTYWOEFUZYKPQR-UHFFFAOYSA-N 0.000 claims 1
• HMRUYZVXBSSKBX-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]-2-(6-methoxypyridin-3-yl)-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound COc1ccc(cn1)-c1nc2C(=O)N(C(c2n1C(C)C)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2n1 HMRUYZVXBSSKBX-UHFFFAOYSA-N 0.000 claims 1
• IPDBNDHFDHKHDZ-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]-2-methyl-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound CC(C)n1c(C)nc2C(=O)N(C(c12)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2n1 IPDBNDHFDHKHDZ-UHFFFAOYSA-N 0.000 claims 1
• IXNBIPCXYOBMSS-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-[3-(fluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-(1-methyl-3,6-dihydro-2h-pyridin-5-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound C1=2N(C(C)C)C(C=3CN(C)CCC=3)=NC=2C(=O)N(C2=CN3C(CF)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 IXNBIPCXYOBMSS-UHFFFAOYSA-N 0.000 claims 1
• NEOVBISHUWMCQM-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-[3-(fluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-(2-methoxypyridin-3-yl)-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-6-one Chemical compound COC1=NC=CC=C1C(N1C(C)C)=NC2=C1C(C=1C=CC(Cl)=CC=1)N(C1=CN3C(CF)=NN=C3C(C)=C1)C2=O NEOVBISHUWMCQM-UHFFFAOYSA-N 0.000 claims 1
• RKSYSKOBHCWHKB-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-[3-(fluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-3-propan-2-yl-2-(2,2,6,6-tetramethyl-1,3-dihydropyridin-4-yl)-4H-pyrrolo[3,4-d]imidazol-6-one Chemical compound ClC1=CC=C(C=C1)C1N(C(C2=C1N(C(=N2)C=2CC(NC(C2)(C)C)(C)C)C(C)C)=O)C=2C=C(C=1N(C2)C(=NN1)CF)C RKSYSKOBHCWHKB-UHFFFAOYSA-N 0.000 claims 1
• JEBJXGHLBZQKNY-UHFFFAOYSA-N 5-[6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-4-oxo-3-propyl-6h-pyrrolo[3,4-d]imidazol-2-yl]pyridine-3-carbonitrile Chemical compound O=C1C=2N(CCC)C(C=3C=C(C=NC=3)C#N)=NC=2C(C=2C=CC(Cl)=CC=2)N1C=1C=C(C)C(=O)N(C)C=1 JEBJXGHLBZQKNY-UHFFFAOYSA-N 0.000 claims 1
• JHVSPUDTTXELLE-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(2,4-dimethoxypyrimidin-5-yl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound ClC1=CC=C(C=C1)C1N(C(C2=C1NC(=N2)C=2C(=NC(=NC2)OC)OC)=O)C=2C=C(C=1N(C2)C(=NN1)C)C JHVSPUDTTXELLE-UHFFFAOYSA-N 0.000 claims 1
• NVUCJVXTEMYIJR-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(2,4-dimethoxypyrimidin-5-yl)-5-(8-methoxy-3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ncc(-c2nc3C(=O)N(C(c3[nH]2)c2ccc(Cl)cc2)c2cc(OC)c3nnc(C)n3c2)c(OC)n1 NVUCJVXTEMYIJR-UHFFFAOYSA-N 0.000 claims 1
• IFLPDVNBLNGRJS-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(3,6-dihydro-2H-pyran-4-yl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound Cc1cc(cn(C)c1=O)N1C(c2[nH]c(nc2C1=O)C1=CCOCC1)c1ccc(Cl)cc1 IFLPDVNBLNGRJS-UHFFFAOYSA-N 0.000 claims 1
• MVALXNVRFKZEQJ-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(3,6-dihydro-2H-pyran-4-yl)-5-(3,7-dimethyltriazolo[4,5-b]pyridin-5-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound ClC1=CC=C(C=C1)C1N(C(C2=C1NC(=N2)C=2CCOCC2)=O)C2=CC(=C1C(=N2)N(N=N1)C)C MVALXNVRFKZEQJ-UHFFFAOYSA-N 0.000 claims 1
• WPRFMKAORZZEIZ-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(3,6-dihydro-2H-pyran-4-yl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound Cc1nnc2c(C)cc(cn12)N1C(c2[nH]c(nc2C1=O)C1=CCOCC1)c1ccc(Cl)cc1 WPRFMKAORZZEIZ-UHFFFAOYSA-N 0.000 claims 1
• VUWJZAUOMZSUEU-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-cyclopropyl-5-(1,5-dimethyl-6-oxopyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound CN1C(=O)C(C)=CC(N2C(C=3N=C(NC=3C2C=2C=CC(Cl)=CC=2)C2CC2)=O)=C1 VUWJZAUOMZSUEU-UHFFFAOYSA-N 0.000 claims 1
• JFLRJPGRSNHGAL-UHFFFAOYSA-N 6-(4-chlorophenyl)-3-cyclopropyl-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-methyl-6H-pyrrolo[3,4-d]imidazol-4-one Chemical compound Cc1nc2C(N(C(=O)c2n1C1CC1)c1cc(C)c2nnc(C)n2c1)c1ccc(Cl)cc1 JFLRJPGRSNHGAL-UHFFFAOYSA-N 0.000 claims 1
• NCEJUIVQBWZGMA-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound ClC1=CC=C(C=C1)C1N(C(C2=C1NC(=N2)C=2CCN(CC2)C)=O)C2=CN(C(C(=C2)C)=O)C NCEJUIVQBWZGMA-UHFFFAOYSA-N 0.000 claims 1
• BQDONWPMBNKZCG-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(2-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ncccc1-c1nc2C(=O)N(C(c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c(=O)n(C)c1 BQDONWPMBNKZCG-UHFFFAOYSA-N 0.000 claims 1
• CBNDXTMVECMPGV-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(2-methoxypyridin-3-yl)-3-propan-2-yl-6h-pyrrolo[3,4-d]imidazol-4-one Chemical compound COC1=NC=CC=C1C(N1C(C)C)=NC2=C1C(=O)N(C1=CN(C)C(=O)C(C)=C1)C2C1=CC=C(Cl)C=C1 CBNDXTMVECMPGV-UHFFFAOYSA-N 0.000 claims 1
• SOSVCXWWZFMQQP-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(5-fluoro-2-methoxypyridin-4-yl)-3-propyl-6h-pyrrolo[3,4-d]imidazol-4-one Chemical compound O=C1C=2N(CCC)C(C=3C(=CN=C(OC)C=3)F)=NC=2C(C=2C=CC(Cl)=CC=2)N1C=1C=C(C)C(=O)N(C)C=1 SOSVCXWWZFMQQP-UHFFFAOYSA-N 0.000 claims 1
• XNRZMTWJFLFRMR-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(6-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound C1=NC(OC)=CC=C1C(N1)=NC2=C1C(C=1C=CC(Cl)=CC=1)N(C1=CN(C)C(=O)C(C)=C1)C2=O XNRZMTWJFLFRMR-UHFFFAOYSA-N 0.000 claims 1
• MZKIOOQWOZDDMX-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-2-(6-methoxypyridin-3-yl)-3-methyl-6h-pyrrolo[3,4-d]imidazol-4-one Chemical compound C1=NC(OC)=CC=C1C(N1C)=NC2=C1C(=O)N(C1=CN(C)C(=O)C(C)=C1)C2C1=CC=C(Cl)C=C1 MZKIOOQWOZDDMX-UHFFFAOYSA-N 0.000 claims 1
• OSOMHZBGIZCTKM-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-3-ethyl-2-(2-methoxypyridin-3-yl)-6h-pyrrolo[3,4-d]imidazol-4-one Chemical compound O=C1C=2N(CC)C(C=3C(=NC=CC=3)OC)=NC=2C(C=2C=CC(Cl)=CC=2)N1C=1C=C(C)C(=O)N(C)C=1 OSOMHZBGIZCTKM-UHFFFAOYSA-N 0.000 claims 1
• SUIIIOQGACLJMI-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-3-ethyl-2-(2-methylpyrazol-3-yl)-6h-pyrrolo[3,4-d]imidazol-4-one Chemical compound O=C1C=2N(CC)C(C=3N(N=CC=3)C)=NC=2C(C=2C=CC(Cl)=CC=2)N1C=1C=C(C)C(=O)N(C)C=1 SUIIIOQGACLJMI-UHFFFAOYSA-N 0.000 claims 1
• FQEWVABJRCOJBI-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(1,5-dimethyl-6-oxopyridin-3-yl)-3-ethyl-2-(6-methoxypyridin-3-yl)-6h-pyrrolo[3,4-d]imidazol-4-one Chemical compound O=C1C=2N(CC)C(C=3C=NC(OC)=CC=3)=NC=2C(C=2C=CC(Cl)=CC=2)N1C=1C=C(C)C(=O)N(C)C=1 FQEWVABJRCOJBI-UHFFFAOYSA-N 0.000 claims 1
• RYGFKPUPLGKCHY-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-(2-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ncccc1-c1nc2C(=O)N(C(c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c2nnn(C)c2c1 RYGFKPUPLGKCHY-UHFFFAOYSA-N 0.000 claims 1
• DAXLHHYYMDQRCH-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-methyl-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound C1=2NC(C)=NC=2C(=O)N(C=2C=C3N(C)N=NC3=C(C)C=2)C1C1=CC=C(Cl)C=C1 DAXLHHYYMDQRCH-UHFFFAOYSA-N 0.000 claims 1
• GQVNARRVGGOXNP-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(3,7-dimethylbenzotriazol-5-yl)-2-methyl-3-propan-2-yl-6h-pyrrolo[3,4-d]imidazol-4-one Chemical compound C=1C(C)=C2N=NN(C)C2=CC=1N1C(=O)C=2N(C(C)C)C(C)=NC=2C1C1=CC=C(Cl)C=C1 GQVNARRVGGOXNP-UHFFFAOYSA-N 0.000 claims 1
• RCXOWIAUDIGVEW-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(3,7-dimethyltriazolo[4,5-b]pyridin-5-yl)-2-(2-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ncccc1-c1nc2C(=O)N(C(c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c2nnn(C)c2n1 RCXOWIAUDIGVEW-UHFFFAOYSA-N 0.000 claims 1
• QIJUHAIEZZEKSX-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(2-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ncccc1-c1nc2C(=O)N(C(c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c2nnc(C)n2c1 QIJUHAIEZZEKSX-UHFFFAOYSA-N 0.000 claims 1
• BWECVGNIEMDNMY-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(4-fluoro-2-methoxyphenyl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1cc(F)ccc1-c1nc2C(=O)N(C(c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c2nnc(C)n2c1 BWECVGNIEMDNMY-UHFFFAOYSA-N 0.000 claims 1
• CLMSQBWNXNAWOK-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(6-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ccc(cn1)-c1nc2C(=O)N(C(c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c2nnc(C)n2c1 CLMSQBWNXNAWOK-UHFFFAOYSA-N 0.000 claims 1
• PHSQIKIQGFDDEU-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-[2-methoxy-4-(trifluoromethyl)phenyl]-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound ClC1=CC=C(C=C1)C1N(C(C2=C1NC(=N2)C2=C(C=C(C=C2)C(F)(F)F)OC)=O)C=2C=C(C=1N(C2)C(=NN1)C)C PHSQIKIQGFDDEU-UHFFFAOYSA-N 0.000 claims 1
• SBDOCCVDBJLSLR-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-(8-methoxy-3-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2-(6-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ccc(cn1)-c1nc2C(=O)N(C(c2[nH]1)c1ccc(Cl)cc1)c1cc(OC)c2nnc(C)n2c1 SBDOCCVDBJLSLR-UHFFFAOYSA-N 0.000 claims 1
• VFDAORCFAAAXRV-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-(2-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ncccc1-c1nc2C(=O)N(C(c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2c1 VFDAORCFAAAXRV-UHFFFAOYSA-N 0.000 claims 1
• GAFAVXVVQUWUQX-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-(6-methoxypyridin-3-yl)-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound COc1ccc(cn1)-c1nc2C(=O)N(C(c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2c1 GAFAVXVVQUWUQX-UHFFFAOYSA-N 0.000 claims 1
• XOUGFEOTWVNPHI-UHFFFAOYSA-N 6-(4-chlorophenyl)-5-[3-(difluoromethyl)-8-methyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-2-methyl-1,6-dihydropyrrolo[3,4-d]imidazol-4-one Chemical compound Cc1nc2C(=O)N(C(c2[nH]1)c1ccc(Cl)cc1)c1cc(C)c2nnc(C(F)F)n2c1 XOUGFEOTWVNPHI-UHFFFAOYSA-N 0.000 claims 1
• FOEVWVKNXOCNTG-UHFFFAOYSA-N ethyl 4-[4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-6-oxo-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-2-yl]-3,6-dihydro-2h-pyridine-1-carboxylate Chemical compound C1N(C(=O)OCC)CCC(C=2N(C=3C(N(C(=O)C=3N=2)C2=CN3C(C)=NN=C3C(C)=C2)C=2C=CC(Cl)=CC=2)C(C)C)=C1 FOEVWVKNXOCNTG-UHFFFAOYSA-N 0.000 claims 1
• BKQJIPRADVVRKL-UHFFFAOYSA-N methyl 4-[4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-6-oxo-3-propan-2-yl-4H-pyrrolo[3,4-d]imidazol-2-yl]piperidine-1-carboxylate Chemical compound COC(=O)N1CCC(CC1)c1nc2C(=O)N(C(c2n1C(C)C)c1ccc(Cl)cc1)c1cc(C)c2nnc(C)n2c1 BKQJIPRADVVRKL-UHFFFAOYSA-N 0.000 claims 1
• CPWCZLPJMXCWDY-UHFFFAOYSA-N methyl 4-[4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-6-oxo-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-2-yl]-3,6-dihydro-2h-pyridine-1-carboxylate Chemical compound C1N(C(=O)OC)CCC(C=2N(C=3C(N(C(=O)C=3N=2)C2=CN3C(C)=NN=C3C(C)=C2)C=2C=CC(Cl)=CC=2)C(C)C)=C1 CPWCZLPJMXCWDY-UHFFFAOYSA-N 0.000 claims 1
• RZJAOODRKRAJBF-UHFFFAOYSA-N n-tert-butyl-4-[4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-6-oxo-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-2-yl]-3,6-dihydro-2h-pyridine-1-carboxamide Chemical compound C1=2N(C(C)C)C(C=3CCN(CC=3)C(=O)NC(C)(C)C)=NC=2C(=O)N(C2=CN3C(C)=NN=C3C(C)=C2)C1C1=CC=C(Cl)C=C1 RZJAOODRKRAJBF-UHFFFAOYSA-N 0.000 claims 1
• SWZWWWDWBVBZDV-UHFFFAOYSA-N propan-2-yl 4-[4-(4-chlorophenyl)-5-(3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-6-oxo-3-propan-2-yl-4h-pyrrolo[3,4-d]imidazol-2-yl]-3,6-dihydro-2h-pyridine-1-carboxylate Chemical compound C1N(C(=O)OC(C)C)CCC(C=2N(C=3C(N(C(=O)C=3N=2)C2=CN3C(C)=NN=C3C(C)=C2)C=2C=CC(Cl)=CC=2)C(C)C)=C1 SWZWWWDWBVBZDV-UHFFFAOYSA-N 0.000 claims 1
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