CA2935329A1 - Heteroaryl substituted nicotinamide compounds - Google Patents

Info

Publication number

CA2935329A1

CA2935329A1 CA2935329A CA2935329A CA2935329A1 CA 2935329 A1 CA2935329 A1 CA 2935329A1 CA 2935329 A CA2935329 A CA 2935329A CA 2935329 A CA2935329 A CA 2935329A CA 2935329 A1 CA2935329 A1 CA 2935329A1

Authority

CA

Canada

Prior art keywords

pyridin

nicotinamide

cyano

fluoro

hydroxy

Prior art date

2014-01-03

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
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• 125000001072 heteroaryl group Chemical group 0.000 title claims abstract description 23
• 150000005480 nicotinamides Chemical class 0.000 title description 4
• -1 pyrrolo[2,3-b]pyridinyl Chemical group 0.000 claims abstract description 369
• 150000001875 compounds Chemical class 0.000 claims abstract description 232
• 150000003839 salts Chemical class 0.000 claims abstract description 64
• 125000003226 pyrazolyl group Chemical group 0.000 claims abstract description 27
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 18
• 208000027866 inflammatory disease Diseases 0.000 claims abstract description 10
• 208000023275 Autoimmune disease Diseases 0.000 claims abstract description 9
• 230000002757 inflammatory effect Effects 0.000 claims abstract description 5
• 125000001041 indolyl group Chemical group 0.000 claims abstract description 4
• 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 claims abstract description 4
• 125000005899 2,3-dihydro-1H-pyrrolo[2,3-b]pyridinyl group Chemical group 0.000 claims abstract description 3
• DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims description 882
• 235000005152 nicotinamide Nutrition 0.000 claims description 372
• 239000011570 nicotinamide Substances 0.000 claims description 372
• 229960003966 nicotinamide Drugs 0.000 claims description 372
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 203
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 110
• 125000001424 substituent group Chemical group 0.000 claims description 84
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 69
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 67
• 125000001412 tetrahydropyranyl group Chemical group 0.000 claims description 57
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 54
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 53
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 50
• 125000003566 oxetanyl group Chemical group 0.000 claims description 50
• 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 48
• 125000002757 morpholinyl group Chemical group 0.000 claims description 38
• 125000000217 alkyl group Chemical group 0.000 claims description 37
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 37
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 37
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 34
• 125000005466 alkylenyl group Chemical group 0.000 claims description 34
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 33
• 201000010099 disease Diseases 0.000 claims description 31
• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 28
• 125000003386 piperidinyl group Chemical group 0.000 claims description 25
• 229910052801 chlorine Inorganic materials 0.000 claims description 24
• 229910052731 fluorine Inorganic materials 0.000 claims description 24
• CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims description 24
• 125000004076 pyridyl group Chemical group 0.000 claims description 24
• 125000003709 fluoroalkyl group Chemical group 0.000 claims description 23
• 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 22
• 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 21
• 125000002883 imidazolyl group Chemical group 0.000 claims description 20
• 229910052794 bromium Inorganic materials 0.000 claims description 18
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 17
• 229910052739 hydrogen Inorganic materials 0.000 claims description 17
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 17
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 16
• 125000002393 azetidinyl group Chemical group 0.000 claims description 16
• 125000004122 cyclic group Chemical group 0.000 claims description 16
• 125000004193 piperazinyl group Chemical group 0.000 claims description 15
• 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims description 14
• VUWZPRWSIVNGKG-UHFFFAOYSA-N fluoromethane Chemical compound F[CH2] VUWZPRWSIVNGKG-UHFFFAOYSA-N 0.000 claims description 14
• NIZFPIBTGJOVRT-UHFFFAOYSA-N bicyclo[2.2.1]heptan-4-ol Chemical compound C1CC2CCC1(O)C2 NIZFPIBTGJOVRT-UHFFFAOYSA-N 0.000 claims description 13
• IGVGARQHWLUJIO-UHFFFAOYSA-N 2,3,3a,4-tetrahydro-1,3-benzothiazol-2-amine Chemical compound C1C=CC=C2SC(N)NC21 IGVGARQHWLUJIO-UHFFFAOYSA-N 0.000 claims description 12
• 201000005569 Gout Diseases 0.000 claims description 12
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 12
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 12
• 239000003814 drug Substances 0.000 claims description 11
• NERNEXMEYQFFHU-UHFFFAOYSA-N 1,3-diazaspiro[4.5]decane-2,4-dione Chemical compound N1C(=O)NC(=O)C11CCCCC1 NERNEXMEYQFFHU-UHFFFAOYSA-N 0.000 claims description 10
• NXFFJDQHYLNEJK-UHFFFAOYSA-N 2-[4-[(4-chlorophenyl)methyl]-7-fluoro-5-methylsulfonyl-2,3-dihydro-1h-cyclopenta[b]indol-3-yl]acetic acid Chemical compound C1=2C(S(=O)(=O)C)=CC(F)=CC=2C=2CCC(CC(O)=O)C=2N1CC1=CC=C(Cl)C=C1 NXFFJDQHYLNEJK-UHFFFAOYSA-N 0.000 claims description 10
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 9
• 206010039073 rheumatoid arthritis Diseases 0.000 claims description 9
• 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 8
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 8
• 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 8
• 125000000335 thiazolyl group Chemical group 0.000 claims description 8
• 206010009900 Colitis ulcerative Diseases 0.000 claims description 7
• 201000006704 Ulcerative Colitis Diseases 0.000 claims description 7
• 125000006390 chloropyrimidinyl group Chemical group 0.000 claims description 7
• 125000004212 difluorophenyl group Chemical group 0.000 claims description 7
• 239000003937 drug carrier Substances 0.000 claims description 7
• 125000001207 fluorophenyl group Chemical group 0.000 claims description 7
• 201000006417 multiple sclerosis Diseases 0.000 claims description 7
• 125000003831 tetrazolyl group Chemical group 0.000 claims description 7
• 125000004306 triazinyl group Chemical group 0.000 claims description 7
• 125000001425 triazolyl group Chemical group 0.000 claims description 7
• 208000011231 Crohn disease Diseases 0.000 claims description 6
• JNCMHMUGTWEVOZ-UHFFFAOYSA-N F[CH]F Chemical compound F[CH]F JNCMHMUGTWEVOZ-UHFFFAOYSA-N 0.000 claims description 6
• 206010016207 Familial Mediterranean fever Diseases 0.000 claims description 6
• 206010018634 Gouty Arthritis Diseases 0.000 claims description 6
• 108010081348 HRT1 protein Hairy Proteins 0.000 claims description 6
• 102100021881 Hairy/enhancer-of-split related with YRPW motif protein 1 Human genes 0.000 claims description 6
• 201000004681 Psoriasis Diseases 0.000 claims description 6
• 208000022993 cryopyrin-associated periodic syndrome Diseases 0.000 claims description 6
• 239000003085 diluting agent Substances 0.000 claims description 6
• UHCBBWUQDAVSMS-UHFFFAOYSA-N fluoroethane Chemical compound CCF UHCBBWUQDAVSMS-UHFFFAOYSA-N 0.000 claims description 6
• 208000024908 graft versus host disease Diseases 0.000 claims description 6
• 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims description 6
• 238000004519 manufacturing process Methods 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
• 125000001715 oxadiazolyl group Chemical group 0.000 claims description 6
• 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 5
• 208000009329 Graft vs Host Disease Diseases 0.000 claims description 5
• DFPAKSUCGFBDDF-ZQBYOMGUSA-N [14c]-nicotinamide Chemical compound N[14C](=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-ZQBYOMGUSA-N 0.000 claims description 5
• 208000006673 asthma Diseases 0.000 claims description 5
• 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 claims description 5
• 125000002098 pyridazinyl group Chemical group 0.000 claims description 5
• 201000000596 systemic lupus erythematosus Diseases 0.000 claims description 5
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 4
• 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 4
• 208000023328 Basedow disease Diseases 0.000 claims description 4
• IABLHLGYPHASNB-IYARVYRRSA-N C(C)(=O)N[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC(C)C)N1C=CC2=C1N=CN=C2)=O Chemical compound C(C)(=O)N[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC(C)C)N1C=CC2=C1N=CN=C2)=O IABLHLGYPHASNB-IYARVYRRSA-N 0.000 claims description 4
• NSGGQAVSYDUJGK-JCNLHEQBSA-N C(C)(C)NC1=CC(=NC=C1C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)N1C=CC2=C1N=CN=C2 Chemical compound C(C)(C)NC1=CC(=NC=C1C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)N1C=CC2=C1N=CN=C2 NSGGQAVSYDUJGK-JCNLHEQBSA-N 0.000 claims description 4
• 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims description 4
• 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 4
• 208000015023 Graves' disease Diseases 0.000 claims description 4
• 206010059176 Juvenile idiopathic arthritis Diseases 0.000 claims description 4
• 108060008683 Tumor Necrosis Factor Receptor Proteins 0.000 claims description 4
• 125000004966 cyanoalkyl group Chemical group 0.000 claims description 4
• 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 4
• 125000002971 oxazolyl group Chemical group 0.000 claims description 4
• 208000020408 systemic-onset juvenile idiopathic arthritis Diseases 0.000 claims description 4
• 102000003298 tumor necrosis factor receptor Human genes 0.000 claims description 4
• 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 3
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 3
• 230000000737 periodic effect Effects 0.000 claims description 3
• 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
• 208000011580 syndromic disease Diseases 0.000 claims description 3
• 125000006712 (C1-C4) deuteroalkyl group Chemical group 0.000 claims description 2
• 125000002733 (C1-C6) fluoroalkyl group Chemical group 0.000 claims description 2
• 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 2
• 208000005777 Lupus Nephritis Diseases 0.000 claims description 2
• 125000000392 cycloalkenyl group Chemical group 0.000 claims description 2
• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
• 125000005345 deuteroalkyl group Chemical group 0.000 claims description 2
• 125000002541 furyl group Chemical group 0.000 claims description 2
• 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
• 206010025135 lupus erythematosus Diseases 0.000 claims description 2
• 208000004296 neuralgia Diseases 0.000 claims description 2
• 208000021722 neuropathic pain Diseases 0.000 claims description 2
• 238000002560 therapeutic procedure Methods 0.000 claims description 2
• 125000001113 thiadiazolyl group Chemical group 0.000 claims description 2
• MNBZCMUZKQJIJP-LBXVMSDZSA-N 4-[(3-aminocyclopentyl)amino]-6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound NC1CC(CC1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1C=CC=2C1=NC=C(C2)C#N MNBZCMUZKQJIJP-LBXVMSDZSA-N 0.000 claims 8
• FVDCNCNSRJWBDU-LBXVMSDZSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(3-hydroxycyclopentyl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC(CC2)O FVDCNCNSRJWBDU-LBXVMSDZSA-N 0.000 claims 8
• DYBZYXWEMQGBKG-LEHRNKBSSA-N 4-[(3-fluorocyclopentyl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-(5-fluoropyrazolo[3,4-b]pyridin-1-yl)pyridine-3-carboxamide Chemical compound FC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC(CC2)F DYBZYXWEMQGBKG-LEHRNKBSSA-N 0.000 claims 6
• ANFPJFFCRKZASL-JANGERMGSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(3-hydroxybutylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCCC(C)O ANFPJFFCRKZASL-JANGERMGSA-N 0.000 claims 6
• AHDQFUWGEYVKDP-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[2-fluoro-2-(3-hydroxyoxetan-3-yl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCC(C1(COC1)O)F)C(=C2)NC(C)C AHDQFUWGEYVKDP-UHFFFAOYSA-N 0.000 claims 5
• 125000004575 3-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 4
• KDRKBTLUUIXZBU-LADRWXRNSA-N 4-[(3-aminocyclopentyl)amino]-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound NC1CC(CC1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1N=CC=2C1=NC=C(C2)C#N KDRKBTLUUIXZBU-LADRWXRNSA-N 0.000 claims 4
• JIHUQPSKFFAMQP-KPMSDPLLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[(3,3-difluorocyclopentyl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC(CC2)(F)F JIHUQPSKFFAMQP-KPMSDPLLSA-N 0.000 claims 4
• BNLCFNJSPRBWLJ-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(3-hydroxybutyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC(C)O)C(=C2)NC(C)C BNLCFNJSPRBWLJ-UHFFFAOYSA-N 0.000 claims 4
• ZVCPDKYBRFNEPS-DIAVIDTQSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-4-methylpentyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C(C)C)O)F)C(=C2)NC(C)C ZVCPDKYBRFNEPS-DIAVIDTQSA-N 0.000 claims 4
• JCVANOXNUKRWNN-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[1-(1-methylsulfonylazetidine-3-carbonyl)piperidin-4-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1CCN(CC1)C(=O)C1CN(C1)S(=O)(=O)C)C(=C2)NC(C)C JCVANOXNUKRWNN-UHFFFAOYSA-N 0.000 claims 4
• KLMIIJJVCQXXEX-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[3-(methanesulfonamido)butyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC(C)NS(=O)(=O)C)C(=C2)NC(C)C KLMIIJJVCQXXEX-UHFFFAOYSA-N 0.000 claims 4
• GYYUPSNZRMJWBT-QNSVNVJESA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-4-[(4,4-difluorooxolan-3-yl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2COCC2(F)F GYYUPSNZRMJWBT-QNSVNVJESA-N 0.000 claims 4
• MFOKOHPMPJLQDI-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-(4-hydroxy-1-bicyclo[2.2.1]heptanyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC13CCC(CC1)(C3)O)C(=C2)NC(C)C MFOKOHPMPJLQDI-UHFFFAOYSA-N 0.000 claims 4
• OIIBJHGQSMRLFM-OAQYLSRUSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(3-sulfamoylanilino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC(=CC=C2)S(N)(=O)=O OIIBJHGQSMRLFM-OAQYLSRUSA-N 0.000 claims 4
• BPHJXKPJAUOKCJ-GOSISDBHSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(1-methylcyclopropyl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2(CC2)C BPHJXKPJAUOKCJ-GOSISDBHSA-N 0.000 claims 4
• CJBBAOCEBITCOR-AFMYVXGZSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(3-fluorooxan-4-yl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2C(COCC2)F CJBBAOCEBITCOR-AFMYVXGZSA-N 0.000 claims 4
• ZJFYOWHIXAWXEK-WIXQSORDSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[3-(2,2,2-trifluoroethylamino)cyclopentyl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC(CC2)NCC(F)(F)F ZJFYOWHIXAWXEK-WIXQSORDSA-N 0.000 claims 4
• ADGJSGULIJNUIP-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[2-fluoro-2-(3-hydroxyoxetan-3-yl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NCC(C1(COC1)O)F)C(=C2)NC(C)C ADGJSGULIJNUIP-UHFFFAOYSA-N 0.000 claims 4
• VCQDIPHQOVIZME-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[4-(1-cyclopropyl-1-hydroxyethyl)cyclohexyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC1CCC(CC1)C(C)(O)C1CC1)C(=C2)NC(C)C VCQDIPHQOVIZME-UHFFFAOYSA-N 0.000 claims 4
• RHOQJZOHJOWYFT-JTTJXQCZSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-(5-fluoropyrazolo[3,4-b]pyridin-1-yl)-4-[(3-hydroxycyclopentyl)amino]pyridine-3-carboxamide Chemical compound FC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC(CC2)O RHOQJZOHJOWYFT-JTTJXQCZSA-N 0.000 claims 4
• 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims 4
• 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 3
• UAYXQFIOSGYLPW-XGWLTEMNSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(1R,2R)-2-(hydroxymethyl)cyclopropyl]amino]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@H]2[C@@H](C2)CO UAYXQFIOSGYLPW-XGWLTEMNSA-N 0.000 claims 3
• KXZCEDGLILHLAT-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C KXZCEDGLILHLAT-QGZVFWFLSA-N 0.000 claims 3
• 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 2
• FDOZSXHRUCFSEP-HXUWFJFHSA-N 1-[4-(1,3-benzoxazol-6-ylamino)-5-[[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]carbamoyl]pyridin-2-yl]pyrazolo[3,4-b]pyridine-5-carboxamide Chemical compound O1C=NC2=C1C=C(C=C2)NC2=CC(=NC=C2C(NC[C@H](C(C)(C)O)F)=O)N2N=CC=1C2=NC=C(C1)C(=O)N FDOZSXHRUCFSEP-HXUWFJFHSA-N 0.000 claims 2
• TURYFHROMWPGCU-GOSISDBHSA-N 1-[4-(azetidin-3-ylmethylamino)-5-[[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]carbamoyl]pyridin-2-yl]pyrrolo[2,3-b]pyridine-5-carboxamide Chemical compound N1CC(C1)CNC1=CC(=NC=C1C(NC[C@H](C(C)(C)O)F)=O)N1C=CC=2C1=NC=C(C2)C(=O)N TURYFHROMWPGCU-GOSISDBHSA-N 0.000 claims 2
• PABHAGKYDXMMJH-JOCHJYFZSA-N 2-methylpropyl N-[[1-[5-[[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]carbamoyl]-4-(propan-2-ylamino)pyridin-2-yl]pyrrolo[2,3-b]pyridin-5-yl]methyl]carbamate Chemical compound F[C@H](CNC(=O)C=1C(=CC(=NC1)N1C=CC=2C1=NC=C(C2)CNC(OCC(C)C)=O)NC(C)C)C(C)(C)O PABHAGKYDXMMJH-JOCHJYFZSA-N 0.000 claims 2
• GSMHQIQNGMGOCR-OAQYLSRUSA-N 4-(1,3-benzothiazol-6-ylamino)-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound S1C=NC2=C1C=C(C=C2)NC2=CC(=NC=C2C(=O)NC[C@H](C(C)(C)O)F)N2N=CC=1C2=NC=C(C1)C#N GSMHQIQNGMGOCR-OAQYLSRUSA-N 0.000 claims 2
• WMMDEXMMBNBYRX-JOCHJYFZSA-N 4-(1,3-benzothiazol-6-ylamino)-6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound S1C=NC2=C1C=C(C=C2)NC2=CC(=NC=C2C(=O)NC[C@H](C(C)(C)O)F)N2C=CC=1C2=NC=C(C1)C#N WMMDEXMMBNBYRX-JOCHJYFZSA-N 0.000 claims 2
• MGEBHJVSXLZMEG-JOCHJYFZSA-N 4-(1,3-benzoxazol-6-ylamino)-6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound O1C=NC2=C1C=C(C=C2)NC2=CC(=NC=C2C(=O)NC[C@H](C(C)(C)O)F)N2C=CC=1C2=NC=C(C1)C#N MGEBHJVSXLZMEG-JOCHJYFZSA-N 0.000 claims 2
• DGIAYHGMUTXKBW-OAQYLSRUSA-N 4-(2H-benzotriazol-5-ylamino)-6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound N1N=NC2=C1C=C(C=C2)NC2=CC(=NC=C2C(=O)NC[C@H](C(C)(C)O)F)N2C=CC=1C2=NC=C(C1)C#N DGIAYHGMUTXKBW-OAQYLSRUSA-N 0.000 claims 2
• NPKYEULLEDSBTK-OAQYLSRUSA-N 4-(3-carbamoylanilino)-6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(N)(=O)C=1C=C(C=CC1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1C=CC=2C1=NC=C(C2)C#N NPKYEULLEDSBTK-OAQYLSRUSA-N 0.000 claims 2
• QYBKXEZMPUWSPR-HXUWFJFHSA-N 4-(3-cyano-2-fluoroanilino)-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=C(C(=CC=C2)C#N)F QYBKXEZMPUWSPR-HXUWFJFHSA-N 0.000 claims 2
• SFLUKXBMSPRQKP-OAQYLSRUSA-N 4-(3-cyano-2-fluoroanilino)-6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=C(C(=CC=C2)C#N)F SFLUKXBMSPRQKP-OAQYLSRUSA-N 0.000 claims 2
• CJVXJLZTOYLJLW-OAQYLSRUSA-N 4-(3-cyanoanilino)-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC(=CC=C2)C#N CJVXJLZTOYLJLW-OAQYLSRUSA-N 0.000 claims 2
• VDJALEYZVCZDBW-JOCHJYFZSA-N 4-(3-cyanoanilino)-6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC(=CC=C2)C#N VDJALEYZVCZDBW-JOCHJYFZSA-N 0.000 claims 2
• NSIOMQIXAYTWCZ-OAQYLSRUSA-N 4-(4-carbamoylanilino)-6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(N)(=O)C1=CC=C(C=C1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1C=CC=2C1=NC=C(C2)C#N NSIOMQIXAYTWCZ-OAQYLSRUSA-N 0.000 claims 2
• WGXLIILNAYHYAL-OAQYLSRUSA-N 4-(4-cyanoanilino)-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC=C(C=C2)C#N WGXLIILNAYHYAL-OAQYLSRUSA-N 0.000 claims 2
• FCJKVKVZBVEKEK-MRXNPFEDSA-N 4-(cyclopropylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-(5-fluoropyrazolo[3,4-b]pyridin-1-yl)pyridine-3-carboxamide Chemical compound C1(CC1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1N=CC=2C1=NC=C(C2)F FCJKVKVZBVEKEK-MRXNPFEDSA-N 0.000 claims 2
• KMVCREJQMCAFTJ-OAHLLOKOSA-N 4-(cyclopropylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-pyrazolo[3,4-d]pyrimidin-1-ylpyridine-3-carboxamide Chemical compound C1(CC1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1N=CC=2C1=NC=NC2 KMVCREJQMCAFTJ-OAHLLOKOSA-N 0.000 claims 2
• MPCSWKAMAOGERT-MRXNPFEDSA-N 4-(cyclopropylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-pyrrolo[2,3-d]pyrimidin-7-ylpyridine-3-carboxamide Chemical compound C1(CC1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1C=CC2=C1N=CN=C2 MPCSWKAMAOGERT-MRXNPFEDSA-N 0.000 claims 2
• SQEVLRXBGGYTTA-UHFFFAOYSA-N 4-(tert-butylamino)-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(3-fluoro-3-methylbutyl)pyridine-3-carboxamide Chemical compound C(C)(C)(C)NC1=CC(=NC=C1C(=O)NCCC(C)(C)F)N1N=CC=2C1=NC=C(C2)C#N SQEVLRXBGGYTTA-UHFFFAOYSA-N 0.000 claims 2
• XXHNMBSJJKQQHK-QGZVFWFLSA-N 4-(tert-butylamino)-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(C)(C)(C)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1N=CC=2C1=NC=C(C2)C#N XXHNMBSJJKQQHK-QGZVFWFLSA-N 0.000 claims 2
• UAYADTMIZAGMIX-HXUWFJFHSA-N 4-[(1-acetylazetidin-3-yl)amino]-6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(C)(=O)N1CC(C1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1C=CC=2C1=NC=C(C2)C#N UAYADTMIZAGMIX-HXUWFJFHSA-N 0.000 claims 2
• PRZKBXGXQRCRLY-JOCHJYFZSA-N 4-[(1-acetylpiperidin-4-yl)amino]-6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(C)(=O)N1CCC(CC1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1C=CC=2C1=NC=C(C2)C#N PRZKBXGXQRCRLY-JOCHJYFZSA-N 0.000 claims 2
• ZEJBDLQGWRFURY-GOSISDBHSA-N 4-[(3-amino-2,2-dimethylpropyl)amino]-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound NCC(CNC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1N=CC=2C1=NC=C(C2)C#N)(C)C ZEJBDLQGWRFURY-GOSISDBHSA-N 0.000 claims 2
• MDZLMPSQMGFHSW-FZKQIMNGSA-N 4-[[(2R)-butan-2-yl]amino]-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound [C@@H](C)(CC)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1N=CC=2C1=NC=C(C2)C#N MDZLMPSQMGFHSW-FZKQIMNGSA-N 0.000 claims 2
• MDZLMPSQMGFHSW-SCLBCKFNSA-N 4-[[(2S)-butan-2-yl]amino]-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound [C@H](C)(CC)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1N=CC=2C1=NC=C(C2)C#N MDZLMPSQMGFHSW-SCLBCKFNSA-N 0.000 claims 2
• VYBXBZJGLGCODE-WIYYLYMNSA-N 4-[[(3R)-1-(2-cyanoacetyl)pyrrolidin-3-yl]amino]-6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@H]2CN(CC2)C(CC#N)=O VYBXBZJGLGCODE-WIYYLYMNSA-N 0.000 claims 2
• RIKJADQAUBEMBM-QGZVFWFLSA-N 4-[[1-(2,2-difluoroethyl)pyrazol-4-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-(5-fluoropyrazolo[3,4-b]pyridin-1-yl)pyridine-3-carboxamide Chemical compound FC(CN1N=CC(=C1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1N=CC=2C1=NC=C(C2)F)F RIKJADQAUBEMBM-QGZVFWFLSA-N 0.000 claims 2
• VIZZPTHAPDMHQW-CQSZACIVSA-N 6-(2-aminopurin-9-yl)-N-[(2R)-2,3-difluoro-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=NC=C2N=CN(C2=N1)C1=NC=C(C(=O)NC[C@H](C(C)(C)F)F)C(=C1)NC(C)C VIZZPTHAPDMHQW-CQSZACIVSA-N 0.000 claims 2
• VJXZFFLYSZYASO-OAHLLOKOSA-N 6-(2-aminopyrrolo[2,3-d]pyrimidin-7-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC=1N=CC2=C(N1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C VJXZFFLYSZYASO-OAHLLOKOSA-N 0.000 claims 2
• ZYFYMVODNZNXCC-MRXNPFEDSA-N 6-(5-amino-6-cyanoimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C)C#N ZYFYMVODNZNXCC-MRXNPFEDSA-N 0.000 claims 2
• SXZNJGZYTHGZCA-MRXNPFEDSA-N 6-(5-bromopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound BrC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C SXZNJGZYTHGZCA-MRXNPFEDSA-N 0.000 claims 2
• UEAYPVSMYGCRQI-LJQANCHMSA-N 6-(5-chloroindol-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound ClC=1C=C2C=CN(C2=CC1)C1=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C1)NC(C)C UEAYPVSMYGCRQI-LJQANCHMSA-N 0.000 claims 2
• NYYBKXVMRIAOFQ-RHSMWYFYSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-4-[[(2R)-2-fluorobutyl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC[C@@H](CC)F NYYBKXVMRIAOFQ-RHSMWYFYSA-N 0.000 claims 2
• YCWXXNCLYYNMMU-GOSISDBHSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(2,2-difluoropropyl)pyrazol-4-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CC(C)(F)F YCWXXNCLYYNMMU-GOSISDBHSA-N 0.000 claims 2
• QRYOKDRMUWRCNC-LJQANCHMSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(2-cyanoethyl)pyrazol-4-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CCC#N QRYOKDRMUWRCNC-LJQANCHMSA-N 0.000 claims 2
• QVJDDRIJMROONU-MRXNPFEDSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-4-[[2-(difluoromethoxy)-2-methylpropyl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC(C)(C)OC(F)F QVJDDRIJMROONU-MRXNPFEDSA-N 0.000 claims 2
• WRRIYXFCAYHKIM-UHFFFAOYSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-(2-morpholin-4-ylethyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCN1CCOCC1)C(=C2)NC(C)C WRRIYXFCAYHKIM-UHFFFAOYSA-N 0.000 claims 2
• HWPJPHASWPXBPQ-MRXNPFEDSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2,3-difluoro-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)F)F)C(=C2)NC(C)C HWPJPHASWPXBPQ-MRXNPFEDSA-N 0.000 claims 2
• KEMUCYRFZZIBDV-GOSISDBHSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(oxan-4-ylamino)pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CCOCC2 KEMUCYRFZZIBDV-GOSISDBHSA-N 0.000 claims 2
• XBAVFUADMAKJPD-MRXNPFEDSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(oxetan-3-ylamino)pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2COC2 XBAVFUADMAKJPD-MRXNPFEDSA-N 0.000 claims 2
• CQWAMJPGRKGZRI-MRXNPFEDSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C CQWAMJPGRKGZRI-MRXNPFEDSA-N 0.000 claims 2
• IOIZZRPAGUPGLO-LJQANCHMSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(1-propan-2-ylpyrazol-4-yl)amino]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)C(C)C IOIZZRPAGUPGLO-LJQANCHMSA-N 0.000 claims 2
• OKPCCXXZYTXSOP-LJQANCHMSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(1-propylpyrazol-4-yl)amino]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CCC OKPCCXXZYTXSOP-LJQANCHMSA-N 0.000 claims 2
• JBMSAMOLSRLBBB-QRWMCTBCSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(2-hydroxy-3-methylbutyl)amino]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC(C(C)C)O JBMSAMOLSRLBBB-QRWMCTBCSA-N 0.000 claims 2
• XHFWDOMTYDGSAY-WMLDXEAASA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(2S)-1-hydroxybutan-2-yl]amino]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@H](CO)CC XHFWDOMTYDGSAY-WMLDXEAASA-N 0.000 claims 2
• OBGHRBOKXNOHPI-QGZVFWFLSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(2,2,2-trifluoroethyl)pyrazol-4-yl]amino]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CC(F)(F)F OBGHRBOKXNOHPI-QGZVFWFLSA-N 0.000 claims 2
• HXYJSCGJGOVVRR-LJQANCHMSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(2-methoxyethyl)pyrazol-4-yl]amino]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CCOC HXYJSCGJGOVVRR-LJQANCHMSA-N 0.000 claims 2
• LEFVETSDWIDJMU-UHFFFAOYSA-N 6-(5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-[2-fluoro-2-(3-hydroxyoxetan-3-yl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCC(C1(COC1)O)F)C(=C2)NC(C)C LEFVETSDWIDJMU-UHFFFAOYSA-N 0.000 claims 2
• QARKYDRRULREBY-QGZVFWFLSA-N 6-(5-chloropyrrolo[2,3-b]pyridin-1-yl)-4-(cyclopropylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC2 QARKYDRRULREBY-QGZVFWFLSA-N 0.000 claims 2
• QAZHCVDQTALKJV-MRXNPFEDSA-N 6-(5-chloropyrrolo[2,3-b]pyridin-1-yl)-4-(ethylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC QAZHCVDQTALKJV-MRXNPFEDSA-N 0.000 claims 2
• OJPISAMXONVLLN-UHFFFAOYSA-N 6-(5-chloropyrrolo[2,3-b]pyridin-1-yl)-N-(3-hydroxy-3-methylbutyl)-4-(oxan-4-ylamino)pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NCCC(C)(C)O)C(=C2)NC2CCOCC2 OJPISAMXONVLLN-UHFFFAOYSA-N 0.000 claims 2
• XANBFOVLWAGFMY-QGZVFWFLSA-N 6-(5-chloropyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C XANBFOVLWAGFMY-QGZVFWFLSA-N 0.000 claims 2
• PKKAJNOGTIBKBR-QGZVFWFLSA-N 6-(5-chloropyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(2-hydroxy-2-methylpropyl)amino]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC(C)(C)O PKKAJNOGTIBKBR-QGZVFWFLSA-N 0.000 claims 2
• OCRNYQQQLWBSHB-GOSISDBHSA-N 6-(5-cyano-2,3-dihydropyrrolo[2,3-b]pyridin-1-yl)-4-(cyclopropylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(CC2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC2 OCRNYQQQLWBSHB-GOSISDBHSA-N 0.000 claims 2
• GKYDWSONRCAFSB-GOSISDBHSA-N 6-(5-cyano-2,3-dihydropyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(oxetan-3-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(CC2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2COC2 GKYDWSONRCAFSB-GOSISDBHSA-N 0.000 claims 2
• XDROLSLUXFOACX-GOSISDBHSA-N 6-(5-cyano-2,3-dihydropyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(CC2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C XDROLSLUXFOACX-GOSISDBHSA-N 0.000 claims 2
• HPVVUVJYKCRNCV-HXUWFJFHSA-N 6-(5-cyanoindol-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C=CN(C2=CC1)C1=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C1)NC(C)C HPVVUVJYKCRNCV-HXUWFJFHSA-N 0.000 claims 2
• MMCPAMSQUGNPML-GOSISDBHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(2,2-dimethylpropylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC(C)(C)C MMCPAMSQUGNPML-GOSISDBHSA-N 0.000 claims 2
• WVPPXMISHWHDSQ-PQJIZZRHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(3-fluorobutylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCCC(C)F WVPPXMISHWHDSQ-PQJIZZRHSA-N 0.000 claims 2
• YOFASDGWGZYYLR-GOSISDBHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(cyclobutylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CCC2 YOFASDGWGZYYLR-GOSISDBHSA-N 0.000 claims 2
• UXOKRVWJKRLBSR-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(cyclopropylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC2 UXOKRVWJKRLBSR-QGZVFWFLSA-N 0.000 claims 2
• AAXBXPGVRRKMPI-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)-N-(1-propan-2-ylsulfonylpiperidin-4-yl)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1CCN(CC1)S(=O)(=O)C(C)C)C(=C2)NC(C)C AAXBXPGVRRKMPI-UHFFFAOYSA-N 0.000 claims 2
• QAELJMIRDBOASW-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)-N-(1-pyrimidin-2-ylpiperidin-4-yl)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1CCN(CC1)C1=NC=CC=N1)C(=C2)NC(C)C QAELJMIRDBOASW-UHFFFAOYSA-N 0.000 claims 2
• OTUBVOKGHKVPGM-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)-N-(1H-pyrrolo[2,3-c]pyridin-5-yl)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC=1C=C3C(=CN1)NC=C3)C(=C2)NC(C)C OTUBVOKGHKVPGM-UHFFFAOYSA-N 0.000 claims 2
• KGNYBYULAFTJGU-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)-N-(2-pyridin-4-ylethyl)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC1=CC=NC=C1)C(=C2)NC(C)C KGNYBYULAFTJGU-UHFFFAOYSA-N 0.000 claims 2
• XMWCDZXBAFFDAE-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)-N-(2H-tetrazol-5-ylmethyl)pyridine-3-carboxamide Chemical compound N=1NN=NC1CNC(C1=CN=C(C=C1NC(C)C)N1N=CC=2C1=NC=C(C2)C#N)=O XMWCDZXBAFFDAE-UHFFFAOYSA-N 0.000 claims 2
• CGQRHQFGBXPGOS-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)-N-[1-(propan-2-ylsulfamoyl)piperidin-4-yl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1CCN(CC1)S(NC(C)C)(=O)=O)C(=C2)NC(C)C CGQRHQFGBXPGOS-UHFFFAOYSA-N 0.000 claims 2
• KHFFGYYIMYNNHH-LJQANCHMSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[(1-ethylpyrazol-4-yl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CC KHFFGYYIMYNNHH-LJQANCHMSA-N 0.000 claims 2
• FUBSJWBVYIDELJ-GOSISDBHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[(1-fluorocyclobutyl)methylamino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC2(CCC2)F FUBSJWBVYIDELJ-GOSISDBHSA-N 0.000 claims 2
• RNBOHPGJVWATMT-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[(2,2-difluoro-3-hydroxy-3-methylbutyl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC(C(C)(C)O)(F)F RNBOHPGJVWATMT-QGZVFWFLSA-N 0.000 claims 2
• ODXOTCDPTISNGE-GOSISDBHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[(2,5-dimethylpyrazol-3-yl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC(=NN2C)C ODXOTCDPTISNGE-GOSISDBHSA-N 0.000 claims 2
• WHAIRRCGWUFOEV-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[(3,3-difluorocyclobutyl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC(C2)(F)F WHAIRRCGWUFOEV-QGZVFWFLSA-N 0.000 claims 2
• FUGDNJSQRKMYJH-LADRWXRNSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[(3-fluorocyclopentyl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC(CC2)F FUGDNJSQRKMYJH-LADRWXRNSA-N 0.000 claims 2
• BLEARHDTMMELNN-TZHYSIJRSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[(4,4-difluorooxolan-3-yl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2COCC2(F)F BLEARHDTMMELNN-TZHYSIJRSA-N 0.000 claims 2
• JECUYUDLCXRCAC-LBXVMSDZSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[(4-fluorocyclohexyl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CCC(CC2)F JECUYUDLCXRCAC-LBXVMSDZSA-N 0.000 claims 2
• QJMOOBQGTLZTTP-LJQANCHMSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC(=NN2)C2CC2 QJMOOBQGTLZTTP-LJQANCHMSA-N 0.000 claims 2
• APTQOGKWVSMUHG-MRXNPFEDSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[2-(difluoromethoxy)ethylamino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCCOC(F)F APTQOGKWVSMUHG-MRXNPFEDSA-N 0.000 claims 2
• NZKFSOJCIGTZNS-AWEZNQCLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[(2S)-1-hydroxypropan-2-yl]amino]-N-(3-methylbutyl)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC(C)C)C(=C2)N[C@H](CO)C NZKFSOJCIGTZNS-AWEZNQCLSA-N 0.000 claims 2
• KLBPPKOIYGZGRH-QLYHWAPBSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[(2S)-3-fluorobutan-2-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@@H](C)C(C)F KLBPPKOIYGZGRH-QLYHWAPBSA-N 0.000 claims 2
• KGRQMJWKNWYSEO-NTKDMRAZSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[(3R)-1-(2,4-difluorobenzoyl)pyrrolidin-3-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@H]2CN(CC2)C(C2=C(C=C(C=C2)F)F)=O KGRQMJWKNWYSEO-NTKDMRAZSA-N 0.000 claims 2
• DPMLSZOFHFPNHM-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(2,2-difluoroethyl)pyrazol-3-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=NN(C=C2)CC(F)F DPMLSZOFHFPNHM-QGZVFWFLSA-N 0.000 claims 2
• TUWXJJNZNDJPBJ-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(2,2-difluoroethyl)pyrazol-4-yl]amino]-N-(2,2-difluoro-3-hydroxy-3-methylbutyl)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCC(C(C)(C)O)(F)F)C(=C2)NC=2C=NN(C2)CC(F)F TUWXJJNZNDJPBJ-UHFFFAOYSA-N 0.000 claims 2
• LXUNUETVEDUWIX-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(2,2-difluoroethyl)pyrazol-4-yl]amino]-N-(2-ethoxyethyl)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCOCC)C(=C2)NC=2C=NN(C2)CC(F)F LXUNUETVEDUWIX-UHFFFAOYSA-N 0.000 claims 2
• NKWQECORFHBKHI-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(2,2-difluoroethyl)pyrazol-4-yl]amino]-N-(2-methylpropyl)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCC(C)C)C(=C2)NC=2C=NN(C2)CC(F)F NKWQECORFHBKHI-UHFFFAOYSA-N 0.000 claims 2
• KCYJWUITTHENPY-GOSISDBHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(2,2-difluoroethyl)pyrazol-4-yl]amino]-N-[(2R)-2,3-difluoro-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)F)F)C(=C2)NC=2C=NN(C2)CC(F)F KCYJWUITTHENPY-GOSISDBHSA-N 0.000 claims 2
• IBOZZZSAWUVNEQ-GOSISDBHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(2,2-difluoroethyl)pyrazol-4-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CC(F)F IBOZZZSAWUVNEQ-GOSISDBHSA-N 0.000 claims 2
• NHQDSFFPKOOMSV-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(2,2-difluoroethyl)pyrazol-4-yl]amino]-N-ethylpyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCC)C(=C2)NC=2C=NN(C2)CC(F)F NHQDSFFPKOOMSV-UHFFFAOYSA-N 0.000 claims 2
• DXXMEKWNVCWOGJ-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(2,2-difluoroethyl)pyrazol-4-yl]amino]-N-propan-2-ylpyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC(C)C)C(=C2)NC=2C=NN(C2)CC(F)F DXXMEKWNVCWOGJ-UHFFFAOYSA-N 0.000 claims 2
• QIDDWZFSQVWYFM-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(2,2-difluoroethyl)pyrazol-4-yl]amino]-N-propylpyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC)C(=C2)NC=2C=NN(C2)CC(F)F QIDDWZFSQVWYFM-UHFFFAOYSA-N 0.000 claims 2
• XGUJOPJORCKOHJ-LJQANCHMSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(2,2-difluoropropyl)pyrazol-4-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CC(C)(F)F XGUJOPJORCKOHJ-LJQANCHMSA-N 0.000 claims 2
• MNCRDFOGPJRZIT-LJQANCHMSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(ethylcarbamoyl)pyrazol-4-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)C(NCC)=O MNCRDFOGPJRZIT-LJQANCHMSA-N 0.000 claims 2
• GYBPJJYUZIQFIO-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(1-ethylsulfonylpiperidin-4-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1CCN(CC1)S(=O)(=O)CC)C(=C2)NC(C)C GYBPJJYUZIQFIO-UHFFFAOYSA-N 0.000 claims 2
• GMBKTXIYSWLFKY-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(2,2-difluoro-3-hydroxy-3-methylbutyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCC(C(C)(C)O)(F)F)C(=C2)NC(C)C GMBKTXIYSWLFKY-UHFFFAOYSA-N 0.000 claims 2
• AYXVFXQHYMLPMP-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(2-cyclopropylethyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC1CC1)C(=C2)NC(C)C AYXVFXQHYMLPMP-UHFFFAOYSA-N 0.000 claims 2
• YAYCHJSCRZWZBV-ZDUSSCGKSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(2-cyclopropylethyl)-4-[[(2S)-1-hydroxypropan-2-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC1CC1)C(=C2)N[C@H](CO)C YAYCHJSCRZWZBV-ZDUSSCGKSA-N 0.000 claims 2
• XZCQSAOFWZLLEK-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(2-diethoxyphosphorylethyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCP(OCC)(OCC)=O)C(=C2)NC(C)C XZCQSAOFWZLLEK-UHFFFAOYSA-N 0.000 claims 2
• KPCAXQRCUFPLEW-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(2-morpholin-4-yl-2-oxoethyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCC(=O)N1CCOCC1)C(=C2)NC(C)C KPCAXQRCUFPLEW-UHFFFAOYSA-N 0.000 claims 2
• BGQVATYVDYCQCS-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(2-morpholin-4-ylethyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCN1CCOCC1)C(=C2)NC(C)C BGQVATYVDYCQCS-UHFFFAOYSA-N 0.000 claims 2
• SNEXXOCGKCIIEI-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(2-morpholin-4-ylpyrimidin-5-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC=1C=NC(=NC1)N1CCOCC1)C(=C2)NC(C)C SNEXXOCGKCIIEI-UHFFFAOYSA-N 0.000 claims 2
• TXQDWBPBEVGDTJ-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(3,3-difluorobutyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC(C)(F)F)C(=C2)NC(C)C TXQDWBPBEVGDTJ-UHFFFAOYSA-N 0.000 claims 2
• WRGBCXWOBDKQHY-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(3-hydroxy-3-methylbutyl)-4-(oxan-4-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC(C)(C)O)C(=C2)NC2CCOCC2 WRGBCXWOBDKQHY-UHFFFAOYSA-N 0.000 claims 2
• YXXQOSPDXBXADA-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(3-hydroxy-3-methylbutyl)-4-(oxetan-3-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC(C)(C)O)C(=C2)NC2COC2 YXXQOSPDXBXADA-UHFFFAOYSA-N 0.000 claims 2
• QIORAKXQKNWQFL-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(3-methylbutyl)-4-(oxetan-3-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC(C)C)C(=C2)NC2COC2 QIORAKXQKNWQFL-UHFFFAOYSA-N 0.000 claims 2
• IOZZKWZMFYYMOE-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(3-methylbutyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC(C)C)C(=C2)NC(C)C IOZZKWZMFYYMOE-UHFFFAOYSA-N 0.000 claims 2
• JKVJVIPHFJAORR-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(3-morpholin-4-ylpropyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCCN1CCOCC1)C(=C2)NC(C)C JKVJVIPHFJAORR-UHFFFAOYSA-N 0.000 claims 2
• CFFZHDUGKQPNDU-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(4-morpholin-4-ylphenyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1=CC=C(C=C1)N1CCOCC1)C(=C2)NC(C)C CFFZHDUGKQPNDU-UHFFFAOYSA-N 0.000 claims 2
• IXKTUGRQUSWDQK-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(5-hydroxypyridin-2-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1=NC=C(C=C1)O)C(=C2)NC(C)C IXKTUGRQUSWDQK-UHFFFAOYSA-N 0.000 claims 2
• VVTJFOKYJXPFLI-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(5-methoxypyrazin-2-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1=NC=C(N=C1)OC)C(=C2)NC(C)C VVTJFOKYJXPFLI-UHFFFAOYSA-N 0.000 claims 2
• TXXZJTQDYJOAQS-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(5-morpholin-4-ylpyridin-2-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1=NC=C(C=C1)N1CCOCC1)C(=C2)NC(C)C TXXZJTQDYJOAQS-UHFFFAOYSA-N 0.000 claims 2
• LXYSEDXJTKGDDP-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(6-piperazin-1-ylpyridin-3-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC=1C=NC(=CC1)N1CCNCC1)C(=C2)NC(C)C LXYSEDXJTKGDDP-UHFFFAOYSA-N 0.000 claims 2
• IVRPGQJLUKENDQ-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2,3-difluoro-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)F)F)C(=C2)NC(C)C IVRPGQJLUKENDQ-QGZVFWFLSA-N 0.000 claims 2
• PEVHGVCWWGBSBT-OAQYLSRUSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2,3-difluoro-3-methylbutyl]-4-[4-(1-methyltetrazol-5-yl)anilino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)F)F)C(=C2)NC2=CC=C(C=C2)C2=NN=NN2C PEVHGVCWWGBSBT-OAQYLSRUSA-N 0.000 claims 2
• OBRJOEWIXBNRHD-OAHLLOKOSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-(methylamino)-3-oxopropyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(=O)NC)F)C(=C2)NC(C)C OBRJOEWIXBNRHD-OAHLLOKOSA-N 0.000 claims 2
• QGMAWAIXVBYBNC-GOSISDBHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(1,3-oxazol-4-ylmethylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC=2N=COC2 QGMAWAIXVBYBNC-GOSISDBHSA-N 0.000 claims 2
• MKSBFTKWAJAAAD-MRXNPFEDSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(3,3,3-trifluoropropylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCCC(F)(F)F MKSBFTKWAJAAAD-MRXNPFEDSA-N 0.000 claims 2
• OOZDTSMYWIRWSE-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(3-fluoropropylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCCCF OOZDTSMYWIRWSE-QGZVFWFLSA-N 0.000 claims 2
• GAHGLTMHWBYMMW-LJQANCHMSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(oxan-4-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CCOCC2 GAHGLTMHWBYMMW-LJQANCHMSA-N 0.000 claims 2
• YWLITVFFGZSXAO-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(oxetan-3-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2COC2 YWLITVFFGZSXAO-QGZVFWFLSA-N 0.000 claims 2
• WKMZLWVHEDDZNQ-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCCC WKMZLWVHEDDZNQ-QGZVFWFLSA-N 0.000 claims 2
• UFBMVIBCQYKJKH-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(1-methylcyclopropyl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2(CC2)C UFBMVIBCQYKJKH-QGZVFWFLSA-N 0.000 claims 2
• OEYYOVDYZPNDOJ-GOSISDBHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(1-methylsulfonylpyrazol-4-yl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)S(=O)(=O)C OEYYOVDYZPNDOJ-GOSISDBHSA-N 0.000 claims 2
• PKOSDQDNBPVSMM-HXUWFJFHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(1-propylpyrazol-4-yl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CCC PKOSDQDNBPVSMM-HXUWFJFHSA-N 0.000 claims 2
• CVZOBSKWFTWVCV-PLEWWHCXSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(2-fluoro-3-hydroxy-2-methylpropyl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC(CO)(C)F CVZOBSKWFTWVCV-PLEWWHCXSA-N 0.000 claims 2
• LYNKSXRGULDXFV-GOSISDBHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(2-methoxy-2-methylpropyl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC(C)(C)OC LYNKSXRGULDXFV-GOSISDBHSA-N 0.000 claims 2
• YOLPFNYXENQSIE-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(2-methylpyrazol-3-yl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC=NN2C YOLPFNYXENQSIE-QGZVFWFLSA-N 0.000 claims 2
• BBRBXBJSYCNPEI-GOSISDBHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(3-fluoro-3-methylbutyl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCCC(C)(C)F BBRBXBJSYCNPEI-GOSISDBHSA-N 0.000 claims 2
• IIBAQHMMLXDZFM-MRXNPFEDSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(5-methyl-1,3,4-thiadiazol-2-yl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2SC(=NN2)C IIBAQHMMLXDZFM-MRXNPFEDSA-N 0.000 claims 2
• HAOFFINFSLFHLO-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(5-methyl-1H-pyrazol-3-yl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC(=NN2)C HAOFFINFSLFHLO-QGZVFWFLSA-N 0.000 claims 2
• PJKIRTFIEQIQSG-LJQANCHMSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(5-propan-2-yl-1H-pyrazol-3-yl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC(=NN2)C(C)C PJKIRTFIEQIQSG-LJQANCHMSA-N 0.000 claims 2
• WUVBGPVCSCCXSP-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[2-(methanesulfonamido)ethylamino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCCNS(=O)(=O)C WUVBGPVCSCCXSP-QGZVFWFLSA-N 0.000 claims 2
• IQMKRRCQUQFMIZ-JOCHJYFZSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[4-(1,2,4-triazol-1-yl)anilino]pyridine-3-carboxamide Chemical compound N1(N=CN=C1)C1=CC=C(C=C1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1N=CC=2C1=NC=C(C2)C#N IQMKRRCQUQFMIZ-JOCHJYFZSA-N 0.000 claims 2
• HEEKQINZDCAHFU-XMMPIXPASA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[4-(1-methylpyrazol-4-yl)anilino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC=C(C=C2)C=2C=NN(C2)C HEEKQINZDCAHFU-XMMPIXPASA-N 0.000 claims 2
• YRWRZGYJXFJFKY-OAQYLSRUSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[4-(1-methyltetrazol-5-yl)anilino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC=C(C=C2)C2=NN=NN2C YRWRZGYJXFJFKY-OAQYLSRUSA-N 0.000 claims 2
• YPRBNMOLLIWNPY-YXJHDRRASA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(1R,2R)-2-(hydroxymethyl)cyclopropyl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@H]2[C@@H](C2)CO YPRBNMOLLIWNPY-YXJHDRRASA-N 0.000 claims 2
• CXGAKWXRURKONL-BBTUJRGHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(1S,3S)-3-(2-hydroxypropan-2-yl)cyclopentyl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@@H]2C[C@H](CC2)C(C)(C)O CXGAKWXRURKONL-BBTUJRGHSA-N 0.000 claims 2
• IAMRKUYIYATLPD-MAUKXSAKSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(2S)-1-hydroxybutan-2-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@H](CO)CC IAMRKUYIYATLPD-MAUKXSAKSA-N 0.000 claims 2
• UFEBJAKKJGACRF-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(2,2,2-trifluoroethyl)pyrazol-3-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=NN(C=C2)CC(F)(F)F UFEBJAKKJGACRF-QGZVFWFLSA-N 0.000 claims 2
• GUYXWNHBCOSVGP-HXUWFJFHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(2-fluoro-2-methylpropyl)pyrazol-4-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CC(C)(C)F GUYXWNHBCOSVGP-HXUWFJFHSA-N 0.000 claims 2
• JADNUYPQFVBDKN-HXUWFJFHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(2-hydroxy-2-methylpropyl)pyrazol-4-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CC(C)(C)O JADNUYPQFVBDKN-HXUWFJFHSA-N 0.000 claims 2
• LWODVMIIVMVQPY-HXUWFJFHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(2-methoxyethyl)pyrazol-4-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CCOC LWODVMIIVMVQPY-HXUWFJFHSA-N 0.000 claims 2
• XSRVKFWZYYTPHS-HXUWFJFHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(5-fluoropyrimidin-2-yl)azetidin-3-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CN(C2)C2=NC=C(C=N2)F XSRVKFWZYYTPHS-HXUWFJFHSA-N 0.000 claims 2
• HTFWDVFSXSXTOX-JOCHJYFZSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(5-fluoropyrimidin-2-yl)piperidin-4-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CCN(CC2)C2=NC=C(C=N2)F HTFWDVFSXSXTOX-JOCHJYFZSA-N 0.000 claims 2
• MEGITHDTOCAYJP-JOCHJYFZSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(oxan-4-yl)pyrazol-4-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)C2CCOCC2 MEGITHDTOCAYJP-JOCHJYFZSA-N 0.000 claims 2
• YEYRUNXUIDTNDD-HXUWFJFHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(oxetan-3-yl)pyrazol-4-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)C2COC2 YEYRUNXUIDTNDD-HXUWFJFHSA-N 0.000 claims 2
• QIIGOQNNKVBHKJ-GOSISDBHSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-morpholin-4-yl-3-oxopropyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(=O)N1CCOCC1)F)C(=C2)NC(C)C QIIGOQNNKVBHKJ-GOSISDBHSA-N 0.000 claims 2
• NHXAGKWSWQZMSE-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-oxo-3-(propan-2-ylamino)propyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(=O)NC(C)C)F)C(=C2)NC(C)C NHXAGKWSWQZMSE-QGZVFWFLSA-N 0.000 claims 2
• QWRXCTZYOGLYCU-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-3-(difluoromethoxy)-2-fluoro-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)OC(F)F)F)C(=C2)NC(C)C QWRXCTZYOGLYCU-QGZVFWFLSA-N 0.000 claims 2
• GWWSQNZXPDSXKR-LJQANCHMSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-3-ethoxy-2-fluoro-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)OCC)F)C(=C2)NC(C)C GWWSQNZXPDSXKR-LJQANCHMSA-N 0.000 claims 2
• KXZCEDGLILHLAT-KRWDZBQOSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2S)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@@H](C(C)(C)O)F)C(=C2)NC(C)C KXZCEDGLILHLAT-KRWDZBQOSA-N 0.000 claims 2
• MVGRLQPXSNBSCQ-QGZVFWFLSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(3R)-1-methylsulfonylpiperidin-3-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)N[C@H]1CN(CCC1)S(=O)(=O)C)C(=C2)NC(C)C MVGRLQPXSNBSCQ-QGZVFWFLSA-N 0.000 claims 2
• MVGRLQPXSNBSCQ-KRWDZBQOSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(3S)-1-methylsulfonylpiperidin-3-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)N[C@@H]1CN(CCC1)S(=O)(=O)C)C(=C2)NC(C)C MVGRLQPXSNBSCQ-KRWDZBQOSA-N 0.000 claims 2
• RCRHSULXPAXQDS-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[1-(1-methylsulfonylazetidin-3-yl)pyrazol-4-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC=1C=NN(C1)C1CN(C1)S(=O)(=O)C)C(=C2)NC(C)C RCRHSULXPAXQDS-UHFFFAOYSA-N 0.000 claims 2
• QSHWJGNNVHJYTH-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[1-(2,2-difluoroethyl)pyrazol-4-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC=1C=NN(C1)CC(F)F)C(=C2)NC(C)C QSHWJGNNVHJYTH-UHFFFAOYSA-N 0.000 claims 2
• DLYNLVXDPMFCGF-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[1-(2-methylpropanoyl)piperidin-4-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1CCN(CC1)C(C(C)C)=O)C(=C2)NC(C)C DLYNLVXDPMFCGF-UHFFFAOYSA-N 0.000 claims 2
• ONIAHQJPPBSJCQ-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[1-(methylsulfamoyl)piperidin-4-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1CCN(CC1)S(NC)(=O)=O)C(=C2)NC(C)C ONIAHQJPPBSJCQ-UHFFFAOYSA-N 0.000 claims 2
• WWOPSYVLTKNGHF-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[1-(oxan-4-yl)pyrazol-4-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC=1C=NN(C1)C1CCOCC1)C(=C2)NC(C)C WWOPSYVLTKNGHF-UHFFFAOYSA-N 0.000 claims 2
• NDNMZMXCNNFKJU-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[2-(1,1-dioxo-1,4-thiazinan-4-yl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCN1CCS(CC1)(=O)=O)C(=C2)NC(C)C NDNMZMXCNNFKJU-UHFFFAOYSA-N 0.000 claims 2
• KRQLCXPRHUFIQM-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[2-(1,4-dihydroxy-4-methylcyclohexyl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC1(CCC(CC1)(C)O)O)C(=C2)NC(C)C KRQLCXPRHUFIQM-UHFFFAOYSA-N 0.000 claims 2
• JXBOOVITOBTQKE-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[2-(1-hydroxy-4-methoxycyclohexyl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC1(CCC(CC1)OC)O)C(=C2)NC(C)C JXBOOVITOBTQKE-UHFFFAOYSA-N 0.000 claims 2
• SWEFIBLGVPAYBS-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[2-(1-hydroxycyclopentyl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC1(CCCC1)O)C(=C2)NC(C)C SWEFIBLGVPAYBS-UHFFFAOYSA-N 0.000 claims 2
• IYFWLBGKCWAFAD-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[2-(1-methylpiperidin-4-yl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC1CCN(CC1)C)C(=C2)NC(C)C IYFWLBGKCWAFAD-UHFFFAOYSA-N 0.000 claims 2
• YAMNEMHESDNQKW-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[2-(3-hydroxypyrrolidin-3-yl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC1(CNCC1)O)C(=C2)NC(C)C YAMNEMHESDNQKW-UHFFFAOYSA-N 0.000 claims 2
• PJZWVDKFRGJITA-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[2-(4-fluorophenyl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC1=CC=C(C=C1)F)C(=C2)NC(C)C PJZWVDKFRGJITA-UHFFFAOYSA-N 0.000 claims 2
• GFVOJWJVWSJFRP-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[2-(4-hydroxy-1-methylpiperidin-4-yl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC1(CCN(CC1)C)O)C(=C2)NC(C)C GFVOJWJVWSJFRP-UHFFFAOYSA-N 0.000 claims 2
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• QQFOMKJAKMWEJW-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[2-(oxan-4-yl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC1CCOCC1)C(=C2)NC(C)C QQFOMKJAKMWEJW-UHFFFAOYSA-N 0.000 claims 2
• AQRRPAKMBWVNRL-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[2-[4-hydroxy-1-(oxetan-3-yl)piperidin-4-yl]ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC1(CCN(CC1)C1COC1)O)C(=C2)NC(C)C AQRRPAKMBWVNRL-UHFFFAOYSA-N 0.000 claims 2
• HJPBHGWPEGRBOF-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[2-fluoro-2-(oxan-4-yl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCC(C1CCOCC1)F)C(=C2)NC(C)C HJPBHGWPEGRBOF-UHFFFAOYSA-N 0.000 claims 2
• SHXYRCGMACKPPB-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[3-(ethylamino)-3-oxopropyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC(=O)NCC)C(=C2)NC(C)C SHXYRCGMACKPPB-UHFFFAOYSA-N 0.000 claims 2
• JBRGFSVAUPXTNV-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[3-(methanesulfonamido)-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC(C)(NS(=O)(=O)C)C)C(=C2)NC(C)C JBRGFSVAUPXTNV-UHFFFAOYSA-N 0.000 claims 2
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• YNKVEYLLFYKWMV-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[5-(4-methoxypiperidin-1-yl)pyridin-2-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1=NC=C(C=C1)N1CCC(CC1)OC)C(=C2)NC(C)C YNKVEYLLFYKWMV-UHFFFAOYSA-N 0.000 claims 2
• JAZQXACWPMKTTK-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[5-(4-methylpiperazin-1-yl)pyridin-2-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1=NC=C(C=C1)N1CCN(CC1)C)C(=C2)NC(C)C JAZQXACWPMKTTK-UHFFFAOYSA-N 0.000 claims 2
• DAJLYWRJIGKABQ-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[5-[2-(dimethylamino)ethoxy]pyridin-2-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC1=NC=C(C=C1)OCCN(C)C)C(=C2)NC(C)C DAJLYWRJIGKABQ-UHFFFAOYSA-N 0.000 claims 2
• CLTVYGCREJLTQH-UHFFFAOYSA-N 6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[6-(dimethylamino)pyridin-3-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC=1C=NC(=CC1)N(C)C)C(=C2)NC(C)C CLTVYGCREJLTQH-UHFFFAOYSA-N 0.000 claims 2
• LCMARHFRAQJUTM-LJQANCHMSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-4-(cyclobutylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CCC2 LCMARHFRAQJUTM-LJQANCHMSA-N 0.000 claims 2
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• CFEDNKIXNWADGG-GOSISDBHSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-4-(cyclopropylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC2 CFEDNKIXNWADGG-GOSISDBHSA-N 0.000 claims 2
• KFSNDEVCMRLYMY-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-4-(cyclopropylamino)-N-[2-(methanesulfonamido)ethyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NCCNS(=O)(=O)C)C(=C2)NC2CC2 KFSNDEVCMRLYMY-UHFFFAOYSA-N 0.000 claims 2
• GHOYTVBLDYSILK-QGZVFWFLSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-4-(ethylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC GHOYTVBLDYSILK-QGZVFWFLSA-N 0.000 claims 2
• YSVBIGCZVHAXSM-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-4-(propan-2-ylamino)-N-[2-(4-sulfamoylphenyl)ethyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NCCC1=CC=C(C=C1)S(N)(=O)=O)C(=C2)NC(C)C YSVBIGCZVHAXSM-UHFFFAOYSA-N 0.000 claims 2
• VEEJITCKDVNINW-LJQANCHMSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-4-[(1-fluorocyclobutyl)methylamino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC2(CCC2)F VEEJITCKDVNINW-LJQANCHMSA-N 0.000 claims 2
• DSBNRDYBJHRFPR-MOMVYJMYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-4-[(3,3-difluoro-2-hydroxycyclohexyl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2C(C(CCC2)(F)F)O DSBNRDYBJHRFPR-MOMVYJMYSA-N 0.000 claims 2
• IUQQFQSFLNFNSS-GOSISDBHSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-4-[(3,3-difluorocyclobutyl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC(C2)(F)F IUQQFQSFLNFNSS-GOSISDBHSA-N 0.000 claims 2
• MADHTMRSFJHJCD-JLTOFOAXSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-4-[[(1R)-1-cyclopropylethyl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@H](C)C2CC2 MADHTMRSFJHJCD-JLTOFOAXSA-N 0.000 claims 2
• MADHTMRSFJHJCD-VBKZILBWSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-4-[[(1S)-1-cyclopropylethyl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@@H](C)C2CC2 MADHTMRSFJHJCD-VBKZILBWSA-N 0.000 claims 2
• DHDDEODPQZJIAF-ZDUSSCGKSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-4-[[(2S)-1-hydroxypropan-2-yl]amino]-N-[2-(methanesulfonamido)ethyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NCCNS(=O)(=O)C)C(=C2)N[C@H](CO)C DHDDEODPQZJIAF-ZDUSSCGKSA-N 0.000 claims 2
• KJGJBJAIRFHWIO-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-(1-methylsulfonylpiperidin-4-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC1CCN(CC1)S(=O)(=O)C)C(=C2)NC(C)C KJGJBJAIRFHWIO-UHFFFAOYSA-N 0.000 claims 2
• XKGGSEBAVCHRKQ-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-(2,4-dioxo-1,3-diazaspiro[4.5]decan-8-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC1CCC3(C(NC(N3)=O)=O)CC1)C(=C2)NC(C)C XKGGSEBAVCHRKQ-UHFFFAOYSA-N 0.000 claims 2
• CMEAVEMZAITVDH-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-(3-hydroxy-3-methylbutyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NCCC(C)(C)O)C(=C2)NC(C)C CMEAVEMZAITVDH-UHFFFAOYSA-N 0.000 claims 2
• URLMSHFMEYHYSO-OALUTQOASA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(1S,3S)-3-(2-hydroxypropan-2-yl)cyclopentyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1C[C@H](CC1)C(C)(C)O)C(=C2)NC(C)C URLMSHFMEYHYSO-OALUTQOASA-N 0.000 claims 2
• UOYZSRSFFJIIKF-OAQYLSRUSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2,3-difluoro-3-methylbutyl]-4-(3-hydroxyanilino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)F)F)C(=C2)NC2=CC(=CC=C2)O UOYZSRSFFJIIKF-OAQYLSRUSA-N 0.000 claims 2
• XIFYANZEZVMBFY-OTOKDRCRSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-(propan-2-ylamino)butyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)NC(C)C)F)C(=C2)NC(C)C XIFYANZEZVMBFY-OTOKDRCRSA-N 0.000 claims 2
• SXTWKDYKXIWORC-JOCHJYFZSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(1H-indazol-5-ylamino)pyridine-3-carboxamide Chemical compound N1N=CC2=CC(=CC=C12)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1C=CC=2C1=NC=C(C2)C#N SXTWKDYKXIWORC-JOCHJYFZSA-N 0.000 claims 2
• DNVZPMJAPUTMQV-MRXNPFEDSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(2,2,2-trifluoroethylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC(F)(F)F DNVZPMJAPUTMQV-MRXNPFEDSA-N 0.000 claims 2
• KTBUUNJFPVFEAR-OAQYLSRUSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(2-morpholin-4-ylethylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCCN2CCOCC2 KTBUUNJFPVFEAR-OAQYLSRUSA-N 0.000 claims 2
• FJWNQWAVGFXJGZ-QGZVFWFLSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(3,3,3-trifluoropropylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCCC(F)(F)F FJWNQWAVGFXJGZ-QGZVFWFLSA-N 0.000 claims 2
• XVHQMYAHDLBHHX-OAQYLSRUSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(3-hydroxyanilino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC(=CC=C2)O XVHQMYAHDLBHHX-OAQYLSRUSA-N 0.000 claims 2
• UOGCOAYULLKVIC-JOCHJYFZSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(3-methoxyanilino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC(=CC=C2)OC UOGCOAYULLKVIC-JOCHJYFZSA-N 0.000 claims 2
• NSCFZAOLQWGDEU-JANGERMGSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(4-hydroxybutan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)CCO NSCFZAOLQWGDEU-JANGERMGSA-N 0.000 claims 2
• GBZQUQDOFMXLHS-XMMPIXPASA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(4-imidazol-1-ylanilino)pyridine-3-carboxamide Chemical compound N1(C=NC=C1)C1=CC=C(C=C1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1C=CC=2C1=NC=C(C2)C#N GBZQUQDOFMXLHS-XMMPIXPASA-N 0.000 claims 2
• ZVFUEIZYFYCWME-CAWMZFRYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(4-methylpentan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)CC(C)C ZVFUEIZYFYCWME-CAWMZFRYSA-N 0.000 claims 2
• ANNHQLAGJSDZJL-HXUWFJFHSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(oxan-4-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CCOCC2 ANNHQLAGJSDZJL-HXUWFJFHSA-N 0.000 claims 2
• PUZVBNZCFGDFPA-OAQYLSRUSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(oxan-4-ylmethylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC2CCOCC2 PUZVBNZCFGDFPA-OAQYLSRUSA-N 0.000 claims 2
• QVMPRTWTYQYTFA-GOSISDBHSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(oxetan-3-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2COC2 QVMPRTWTYQYTFA-GOSISDBHSA-N 0.000 claims 2
• MYDUROMSIMMXOY-GOSISDBHSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C MYDUROMSIMMXOY-GOSISDBHSA-N 0.000 claims 2
• JHHUDNPJVINVAO-LJQANCHMSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(1-hydroxycyclobutyl)methylamino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC2(CCC2)O JHHUDNPJVINVAO-LJQANCHMSA-N 0.000 claims 2
• DITGVNQHNKVFFH-OAQYLSRUSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(1-methylsulfonylpiperidin-4-yl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CCN(CC2)S(=O)(=O)C DITGVNQHNKVFFH-OAQYLSRUSA-N 0.000 claims 2
• KCPSDEMRFWCWIV-AREMUKBSSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(1-phenylpiperidin-4-yl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CCN(CC2)C2=CC=CC=C2 KCPSDEMRFWCWIV-AREMUKBSSA-N 0.000 claims 2
• SCRJXOPNOHNARJ-OAQYLSRUSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(1-propylpyrazol-4-yl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CCC SCRJXOPNOHNARJ-OAQYLSRUSA-N 0.000 claims 2
• BXIUTQVZRYYZLQ-LSCLNCKRSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(4-hydroxy-1-bicyclo[2.2.1]heptanyl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC21CCC(CC2)(C1)O BXIUTQVZRYYZLQ-LSCLNCKRSA-N 0.000 claims 2
• CQXIZBOVDKRCMT-IVAFLUGOSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[2-(3-methylmorpholin-4-yl)ethylamino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCCN2C(COCC2)C CQXIZBOVDKRCMT-IVAFLUGOSA-N 0.000 claims 2
• MRLMYJRGCXVAOQ-HSZRJFAPSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[3-(1H-imidazol-2-yl)anilino]pyridine-3-carboxamide Chemical compound N1C(=NC=C1)C=1C=C(C=CC1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1C=CC=2C1=NC=C(C2)C#N MRLMYJRGCXVAOQ-HSZRJFAPSA-N 0.000 claims 2
• AVCIGXLBEFEMJC-JOCHJYFZSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[3-(hydroxymethyl)anilino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2=CC(=CC=C2)CO AVCIGXLBEFEMJC-JOCHJYFZSA-N 0.000 claims 2
• OXHZKOQFRVMXPC-HSZRJFAPSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[4-(1,2,4-triazol-1-yl)anilino]pyridine-3-carboxamide Chemical compound N1(N=CN=C1)C1=CC=C(C=C1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1C=CC=2C1=NC=C(C2)C#N OXHZKOQFRVMXPC-HSZRJFAPSA-N 0.000 claims 2
• OROLYSNXQLGZJK-MISYRCLQSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(1R,2R)-2-hydroxycyclopentyl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@H]2[C@@H](CCC2)O OROLYSNXQLGZJK-MISYRCLQSA-N 0.000 claims 2
• CXTYGPJXWDUYRJ-FZKQIMNGSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(2R)-1-fluoropropan-2-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@@H](CF)C CXTYGPJXWDUYRJ-FZKQIMNGSA-N 0.000 claims 2
• PCZDTCOMNUMZOV-RTBURBONSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC[C@H](C(C)(C)O)F PCZDTCOMNUMZOV-RTBURBONSA-N 0.000 claims 2
• SRPMGPKURIQWID-UYAOXDASSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(2R)-2-fluoro-3-oxo-3-(propan-2-ylamino)propyl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC[C@H](C(=O)NC(C)C)F SRPMGPKURIQWID-UYAOXDASSA-N 0.000 claims 2
• CYZWJXNIOTTZDS-FZKQIMNGSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(2R)-2-fluoropropyl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC[C@@H](C)F CYZWJXNIOTTZDS-FZKQIMNGSA-N 0.000 claims 2
• CYZWJXNIOTTZDS-SCLBCKFNSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(2S)-2-fluoropropyl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC[C@H](C)F CYZWJXNIOTTZDS-SCLBCKFNSA-N 0.000 claims 2
• GXSDTVUVVZPZDW-GWGYHSHPSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(2S)-3-hydroxy-5-methylhexan-2-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@@H](C)C(CC(C)C)O GXSDTVUVVZPZDW-GWGYHSHPSA-N 0.000 claims 2
• HWJXGCYEYGOGCE-DENIHFKCSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(3R)-1-(5-fluoropyrimidin-2-yl)pyrrolidin-3-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@H]2CN(CC2)C2=NC=C(C=N2)F HWJXGCYEYGOGCE-DENIHFKCSA-N 0.000 claims 2
• NMHRLANGFQMVRW-YLJYHZDGSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(3R)-1-methylsulfonylpyrrolidin-3-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@H]2CN(CC2)S(=O)(=O)C NMHRLANGFQMVRW-YLJYHZDGSA-N 0.000 claims 2
• IFSGHUOXHSLSNT-VQIMIIECSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(3R)-oxolan-3-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@H]2COCC2 IFSGHUOXHSLSNT-VQIMIIECSA-N 0.000 claims 2
• PWKSYZPVBRNRFY-VQIMIIECSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(3R)-pyrrolidin-3-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@H]2CNCC2 PWKSYZPVBRNRFY-VQIMIIECSA-N 0.000 claims 2
• JKBRSKQBVXMVNU-BHIYHBOVSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(3R,4S)-4-fluorooxolan-3-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@@H]2COC[C@H]2F JKBRSKQBVXMVNU-BHIYHBOVSA-N 0.000 claims 2
• OYBSHMAQINZNFI-GUDVDZBRSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(3R,4S)-4-hydroxyoxolan-3-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@@H]2COC[C@H]2O OYBSHMAQINZNFI-GUDVDZBRSA-N 0.000 claims 2
• IFSGHUOXHSLSNT-QFBILLFUSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(3S)-oxolan-3-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@@H]2COCC2 IFSGHUOXHSLSNT-QFBILLFUSA-N 0.000 claims 2
• UANKSFSMEGRREW-LJQANCHMSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(E)-3-hydroxy-3-methylbut-1-enyl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=CC(C)(C)O UANKSFSMEGRREW-LJQANCHMSA-N 0.000 claims 2
• RUTUXFGXSFRWFD-LJQANCHMSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(2,2,2-trifluoroethyl)pyrazol-4-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CC(F)(F)F RUTUXFGXSFRWFD-LJQANCHMSA-N 0.000 claims 2
• LTLBZIPENRWWHN-OAQYLSRUSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(5-fluoropyrimidin-2-yl)azetidin-3-yl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CN(C2)C2=NC=C(C=N2)F LTLBZIPENRWWHN-OAQYLSRUSA-N 0.000 claims 2
• KPTDEDHZEHJTAW-QYGXFBIXSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[2-(1H-imidazol-5-yl)cyclopropyl]amino]pyridine-3-carboxamide Chemical compound N1C=NC(=C1)C1C(C1)NC1=CC(=NC=C1C(=O)NC[C@H](C(C)(C)O)F)N1C=CC=2C1=NC=C(C2)C#N KPTDEDHZEHJTAW-QYGXFBIXSA-N 0.000 claims 2
• CRPCDRSYNCWGOQ-ORWMALAUSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[3-(hydroxymethyl)cyclohexyl]amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC(CCC2)CO CRPCDRSYNCWGOQ-ORWMALAUSA-N 0.000 claims 2
• PEIOLYYKLLPIDX-MRXNPFEDSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-methoxypropyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](COC)F)C(=C2)NC(C)C PEIOLYYKLLPIDX-MRXNPFEDSA-N 0.000 claims 2
• DPPRLUQHAQZWIU-HXUWFJFHSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2R)-3-ethoxy-2-fluoro-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)OCC)F)C(=C2)NC(C)C DPPRLUQHAQZWIU-HXUWFJFHSA-N 0.000 claims 2
• NSCFZAOLQWGDEU-PKDNWHCCSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2S)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(4-hydroxybutan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@@H](C(C)(C)O)F)C(=C2)NC(C)CCO NSCFZAOLQWGDEU-PKDNWHCCSA-N 0.000 claims 2
• MYDUROMSIMMXOY-SFHVURJKSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2S)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@@H](C(C)(C)O)F)C(=C2)NC(C)C MYDUROMSIMMXOY-SFHVURJKSA-N 0.000 claims 2
• OSEYRHLYCDXBLO-RUINGEJQSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[(2S)-2-fluoro-3-hydroxybutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@@H](C(C)O)F)C(=C2)NC(C)C OSEYRHLYCDXBLO-RUINGEJQSA-N 0.000 claims 2
• RQEQIZKLRBHQCU-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[2-(1-hydroxycyclopentyl)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NCCC1(CCCC1)O)C(=C2)NC(C)C RQEQIZKLRBHQCU-UHFFFAOYSA-N 0.000 claims 2
• NECVWZJWYPWQKL-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NCC(=O)N1CCN(CC1)C)C(=C2)NC(C)C NECVWZJWYPWQKL-UHFFFAOYSA-N 0.000 claims 2
• DVUSWHVFVDTUEL-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[2-(methanesulfonamido)ethyl]-4-(oxan-4-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NCCNS(=O)(=O)C)C(=C2)NC2CCOCC2 DVUSWHVFVDTUEL-UHFFFAOYSA-N 0.000 claims 2
• QOUGDAOVCJXJQC-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[2-(methanesulfonamido)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NCCNS(=O)(=O)C)C(=C2)NC(C)C QOUGDAOVCJXJQC-UHFFFAOYSA-N 0.000 claims 2
• XIMLFSGWEOYRLI-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[2-(morpholin-4-ylsulfonylamino)ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NCCNS(=O)(=O)N1CCOCC1)C(=C2)NC(C)C XIMLFSGWEOYRLI-UHFFFAOYSA-N 0.000 claims 2
• SCHKGAJFACZLAA-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[2-[(2-hydroxy-2-methylpropanoyl)amino]ethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NCCNC(C(C)(C)O)=O)C(=C2)NC(C)C SCHKGAJFACZLAA-UHFFFAOYSA-N 0.000 claims 2
• PCYUHFYYGFHPGE-UHFFFAOYSA-N 6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-N-[3-[(2-methylpropan-2-yl)oxy]propyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(C)(C)(C)OCCCNC(C1=CN=C(C=C1NC(C)C)N1C=CC=2C1=NC=C(C2)C#N)=O PCYUHFYYGFHPGE-UHFFFAOYSA-N 0.000 claims 2
• LQZZTJHPZMCLIZ-OAHLLOKOSA-N 6-(6-amino-5-chloropyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound CC(C)NC1=CC(=NC=C1C(=O)NC[C@@H](F)C(C)(C)O)N1N=CC2=C1N=C(N)C(Cl)=C2 LQZZTJHPZMCLIZ-OAHLLOKOSA-N 0.000 claims 2
• TUFNARKXWDXURS-NJDYIHGXSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(1-bicyclo[1.1.1]pentanylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC21CC(C2)C1)C#N TUFNARKXWDXURS-NJDYIHGXSA-N 0.000 claims 2
• BUMZBVAIJDWMKD-MRXNPFEDSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(cyclopropylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC2)C#N BUMZBVAIJDWMKD-MRXNPFEDSA-N 0.000 claims 2
• YKKRDCRLFSOWCJ-OAHLLOKOSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(ethylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC)C#N YKKRDCRLFSOWCJ-OAHLLOKOSA-N 0.000 claims 2
• TZAGTUBYAYQIAL-UHFFFAOYSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)-N-propylpyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NCCC)C(=C2)NC(C)C)C#N TZAGTUBYAYQIAL-UHFFFAOYSA-N 0.000 claims 2
• JTJUFHCMYXZNLL-MRXNPFEDSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(tert-butylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)(C)C)C#N JTJUFHCMYXZNLL-MRXNPFEDSA-N 0.000 claims 2
• NJOJKTFAIRXHCT-SJKOYZFVSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[(2R)-butan-2-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)N[C@H](C)CC)C#N NJOJKTFAIRXHCT-SJKOYZFVSA-N 0.000 claims 2
• DCUHNZGXNZPARS-UHFFFAOYSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(1-cyanocyclopropyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC1(CC1)C#N)C(=C2)NC(C)C)C#N DCUHNZGXNZPARS-UHFFFAOYSA-N 0.000 claims 2
• WMQQVROBVMSCDG-UHFFFAOYSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(1-methylcyclopropyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC1(CC1)C)C(=C2)NC(C)C)C#N WMQQVROBVMSCDG-UHFFFAOYSA-N 0.000 claims 2
• JMLLBPWPCVRYBT-UHFFFAOYSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(2-cyclopropylethyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NCCC1CC1)C(=C2)NC(C)C)C#N JMLLBPWPCVRYBT-UHFFFAOYSA-N 0.000 claims 2
• BOCJQRSYLIUISM-UHFFFAOYSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(3-fluoro-3-methylbutyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NCCC(C)(C)F)C(=C2)NC(C)C)C#N BOCJQRSYLIUISM-UHFFFAOYSA-N 0.000 claims 2
• BHSXDRPIWNYYLO-UHFFFAOYSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(3-methylbutyl)-4-(oxetan-3-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NCCC(C)C)C(=C2)NC2COC2)C#N BHSXDRPIWNYYLO-UHFFFAOYSA-N 0.000 claims 2
• VSTZGNLMEJBMRT-UHFFFAOYSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-(3-methylbutyl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NCCC(C)C)C(=C2)NC(C)C)C#N VSTZGNLMEJBMRT-UHFFFAOYSA-N 0.000 claims 2
• FNJOETBVWGWFGK-GFCCVEGCSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(1R)-1-cyclopropylethyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)N[C@H](C)C1CC1)C(=C2)NC(C)C)C#N FNJOETBVWGWFGK-GFCCVEGCSA-N 0.000 claims 2
• DUJQELDSNGTVRC-MRXNPFEDSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2,3-difluoro-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)F)F)C(=C2)NC(C)C)C#N DUJQELDSNGTVRC-MRXNPFEDSA-N 0.000 claims 2
• AGSJNZOVFNVYIF-MRXNPFEDSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C)C#N AGSJNZOVFNVYIF-MRXNPFEDSA-N 0.000 claims 2
• QRPPVEMATFPXNI-MRXNPFEDSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCCC)C#N QRPPVEMATFPXNI-MRXNPFEDSA-N 0.000 claims 2
• XPZSXTHHZAXAFE-BDJLRTHQSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(2R)-2-fluoropropyl]amino]pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC[C@@H](C)F)C#N XPZSXTHHZAXAFE-BDJLRTHQSA-N 0.000 claims 2
• XPZSXTHHZAXAFE-MEDUHNTESA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[(2S)-2-fluoropropyl]amino]pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC[C@H](C)F)C#N XPZSXTHHZAXAFE-MEDUHNTESA-N 0.000 claims 2
• JCXRWBZUJDOEIS-LLVKDONJSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-[(2R)-2-fluoropropyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC[C@@H](C)F)C(=C2)NC(C)C)C#N JCXRWBZUJDOEIS-LLVKDONJSA-N 0.000 claims 2
• CSKMBNXVCYTKAN-UHFFFAOYSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-cyclohexyl-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC1CCCCC1)C(=C2)NC(C)C)C#N CSKMBNXVCYTKAN-UHFFFAOYSA-N 0.000 claims 2
• VDJZZJIONAFBHQ-UHFFFAOYSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-cyclopent-2-en-1-yl-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC1C=CCC1)C(=C2)NC(C)C)C#N VDJZZJIONAFBHQ-UHFFFAOYSA-N 0.000 claims 2
• PQVIAUWKCYWRRR-UHFFFAOYSA-N 6-(6-amino-5-cyanopyrazolo[3,4-b]pyridin-1-yl)-N-methyl-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=C(C=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC)C(=C2)NC(C)C)C#N PQVIAUWKCYWRRR-UHFFFAOYSA-N 0.000 claims 2
• PDFAZRDERGCQGV-CYBMUJFWSA-N 6-(6-aminopyrazolo[3,4-d]pyrimidin-1-yl)-4-(ethylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound NC1=NC=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC PDFAZRDERGCQGV-CYBMUJFWSA-N 0.000 claims 2
• WSVZCYLWHXLJLL-CQSZACIVSA-N 6-(6-aminopyrazolo[3,4-d]pyrimidin-1-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC1=NC=C2C(=N1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C WSVZCYLWHXLJLL-CQSZACIVSA-N 0.000 claims 2
• LNYZGGNVNXQBIV-GOSISDBHSA-N 6-(6-chloroimidazo[4,5-b]pyridin-3-yl)-4-[(1-ethylpyrazol-4-yl)amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CC LNYZGGNVNXQBIV-GOSISDBHSA-N 0.000 claims 2
• LIVDLWMNPCRETG-QGZVFWFLSA-N 6-(6-chloroimidazo[4,5-b]pyridin-3-yl)-4-[[1-(2,2-difluoroethyl)pyrazol-4-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CC(F)F LIVDLWMNPCRETG-QGZVFWFLSA-N 0.000 claims 2
• VQXUMABIUJJDCW-LJQANCHMSA-N 6-(6-chloroimidazo[4,5-b]pyridin-3-yl)-4-[[1-(2-cyanoethyl)pyrazol-4-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CCC#N VQXUMABIUJJDCW-LJQANCHMSA-N 0.000 claims 2
• MVWHQECEJRYEAB-MRXNPFEDSA-N 6-(6-chloroimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(oxetan-3-ylamino)pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2COC2 MVWHQECEJRYEAB-MRXNPFEDSA-N 0.000 claims 2
• IUYGKDGPFQWAKO-MRXNPFEDSA-N 6-(6-chloroimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C IUYGKDGPFQWAKO-MRXNPFEDSA-N 0.000 claims 2
• UQTCXTXYGIKLJR-LJQANCHMSA-N 6-(6-chloroimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(1-propan-2-ylpyrazol-4-yl)amino]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)C(C)C UQTCXTXYGIKLJR-LJQANCHMSA-N 0.000 claims 2
• XMTNGFDBIGCVGI-LJQANCHMSA-N 6-(6-chloroimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(1-propylpyrazol-4-yl)amino]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CCC XMTNGFDBIGCVGI-LJQANCHMSA-N 0.000 claims 2
• FRJLFEGHBHXIJT-QGZVFWFLSA-N 6-(6-chloroimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(2,2,2-trifluoroethyl)pyrazol-4-yl]amino]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CC(F)(F)F FRJLFEGHBHXIJT-QGZVFWFLSA-N 0.000 claims 2
• YBQYWOIIJLUPKC-LJQANCHMSA-N 6-(6-chloroimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(2-methoxyethyl)pyrazol-4-yl]amino]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CCOC YBQYWOIIJLUPKC-LJQANCHMSA-N 0.000 claims 2
• VUFUZVVTFSRXGR-LJQANCHMSA-N 6-(6-chloroimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[[1-(3-fluoropropyl)pyrazol-4-yl]amino]pyridine-3-carboxamide Chemical compound ClC=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CCCF VUFUZVVTFSRXGR-LJQANCHMSA-N 0.000 claims 2
• UINBHVIPJXVCOG-QGZVFWFLSA-N 6-(6-cyanoimidazo[4,5-b]pyridin-3-yl)-4-(cyclopropylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CC2 UINBHVIPJXVCOG-QGZVFWFLSA-N 0.000 claims 2
• CFDSZFWTBPLQEV-MRXNPFEDSA-N 6-(6-cyanoimidazo[4,5-b]pyridin-3-yl)-4-(ethylamino)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCC CFDSZFWTBPLQEV-MRXNPFEDSA-N 0.000 claims 2
• MGMYLXLTGWUIKG-GOSISDBHSA-N 6-(6-cyanoimidazo[4,5-b]pyridin-3-yl)-4-[[1-(2,2-difluoroethyl)pyrazol-4-yl]amino]-N-[(2R)-2,3-difluoro-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)F)F)C(=C2)NC=2C=NN(C2)CC(F)F MGMYLXLTGWUIKG-GOSISDBHSA-N 0.000 claims 2
• CQYPKAPZTBBJRA-GOSISDBHSA-N 6-(6-cyanoimidazo[4,5-b]pyridin-3-yl)-4-[[1-(2,2-difluoroethyl)pyrazol-4-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CC(F)F CQYPKAPZTBBJRA-GOSISDBHSA-N 0.000 claims 2
• PXFOANHIEFZVFA-YBMSBYLISA-N 6-(6-cyanoimidazo[4,5-b]pyridin-3-yl)-4-[[1-[2-(difluoromethoxy)propyl]pyrazol-4-yl]amino]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC=2C=NN(C2)CC(C)OC(F)F PXFOANHIEFZVFA-YBMSBYLISA-N 0.000 claims 2
• MRVFOEHIOCTZJG-QGZVFWFLSA-N 6-(6-cyanoimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2,3-difluoro-3-methylbutyl]-4-(oxetan-3-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)F)F)C(=C2)NC2COC2 MRVFOEHIOCTZJG-QGZVFWFLSA-N 0.000 claims 2
• CXCOOSRUINXXKI-QGZVFWFLSA-N 6-(6-cyanoimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2,3-difluoro-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)F)F)C(=C2)NC(C)C CXCOOSRUINXXKI-QGZVFWFLSA-N 0.000 claims 2
• IODDMZNGSTYTSY-LJQANCHMSA-N 6-(6-cyanoimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(oxan-4-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CCOCC2 IODDMZNGSTYTSY-LJQANCHMSA-N 0.000 claims 2
• ZGUNYMKUAYUFIJ-QGZVFWFLSA-N 6-(6-cyanoimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(oxetan-3-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2COC2 ZGUNYMKUAYUFIJ-QGZVFWFLSA-N 0.000 claims 2
• KSFIUOTUFLLVFV-QGZVFWFLSA-N 6-(6-cyanoimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NCCC KSFIUOTUFLLVFV-QGZVFWFLSA-N 0.000 claims 2
• MJXXCJSHXMMQHI-QGZVFWFLSA-N 6-(6-cyanoimidazo[4,5-b]pyridin-3-yl)-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(1-methylcyclopropyl)amino]pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(C=N2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2(CC2)C MJXXCJSHXMMQHI-QGZVFWFLSA-N 0.000 claims 2
• GQUOYCHIEXIQOD-QGZVFWFLSA-N 6-[2-(dimethylamino)pyrrolo[2,3-d]pyrimidin-7-yl]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound CN(C=1N=CC2=C(N1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C)C GQUOYCHIEXIQOD-QGZVFWFLSA-N 0.000 claims 2
• MPLAGAZWVMTNAA-MRXNPFEDSA-N 6-[5-(difluoromethyl)pyrazolo[3,4-b]pyridin-1-yl]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound FC(C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C)F MPLAGAZWVMTNAA-MRXNPFEDSA-N 0.000 claims 2
• ILNPLCKPZSYDIX-JOCHJYFZSA-N 6-[5-[(3,3-dimethylbutanoylamino)methyl]pyrrolo[2,3-b]pyridin-1-yl]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound CC(CC(=O)NCC=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C)(C)C ILNPLCKPZSYDIX-JOCHJYFZSA-N 0.000 claims 2
• JNJHZZKTVPIAQN-OAQYLSRUSA-N 6-[5-[(butanoylamino)methyl]pyrrolo[2,3-b]pyridin-1-yl]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(CCC)(=O)NCC=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C JNJHZZKTVPIAQN-OAQYLSRUSA-N 0.000 claims 2
• TZKOXCDNXFKEGC-JOCHJYFZSA-N 6-[5-[(butylcarbamoylamino)methyl]pyrrolo[2,3-b]pyridin-1-yl]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(CCC)NC(NCC=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C)=O TZKOXCDNXFKEGC-JOCHJYFZSA-N 0.000 claims 2
• YRCMXTKNSXAIGF-OAQYLSRUSA-N 6-[5-[(cyclopropanecarbonylamino)methyl]pyrrolo[2,3-b]pyridin-1-yl]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C1(CC1)C(=O)NCC=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C YRCMXTKNSXAIGF-OAQYLSRUSA-N 0.000 claims 2
• RZOJPJGVNNWNAJ-JOCHJYFZSA-N 6-[5-[(diethylcarbamoylamino)methyl]pyrrolo[2,3-b]pyridin-1-yl]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(C)N(C(NCC=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C)=O)CC RZOJPJGVNNWNAJ-JOCHJYFZSA-N 0.000 claims 2
• IPTKFRMZYYDJQY-RUZDIDTESA-N 6-[5-[[(2-cyclohexylacetyl)amino]methyl]pyrrolo[2,3-b]pyridin-1-yl]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C1(CCCCC1)CC(=O)NCC=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C IPTKFRMZYYDJQY-RUZDIDTESA-N 0.000 claims 2
• KWWCDLYQMPRRCJ-XMMPIXPASA-N 6-[5-[[(2-cyclopentylacetyl)amino]methyl]pyrrolo[2,3-b]pyridin-1-yl]-N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C1(CCCC1)CC(=O)NCC=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C KWWCDLYQMPRRCJ-XMMPIXPASA-N 0.000 claims 2
• XDKFQVXZEGPDPB-MXVIHJGJSA-N C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(C)(C)O)C(=C2)NC(C)C Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(C)(C)O)C(=C2)NC(C)C XDKFQVXZEGPDPB-MXVIHJGJSA-N 0.000 claims 2
• NLZMVCAGJOYHLQ-WGSAOQKQSA-N C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(C)(C)O)C(=C2)NCC Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(C)(C)O)C(=C2)NCC NLZMVCAGJOYHLQ-WGSAOQKQSA-N 0.000 claims 2
• VZFLWQULSTXRQR-UAPYVXQJSA-N C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)C(=C2)NC(C)C Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)C(=C2)NC(C)C VZFLWQULSTXRQR-UAPYVXQJSA-N 0.000 claims 2
• JVYZULDQSNYATJ-RUCARUNLSA-N C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)C(=C2)NC2CC2 Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)C(=C2)NC2CC2 JVYZULDQSNYATJ-RUCARUNLSA-N 0.000 claims 2
• ORWGKBJNTCEKPP-KESTWPANSA-N C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)C(=C2)NC2CCOCC2 Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)C(=C2)NC2CCOCC2 ORWGKBJNTCEKPP-KESTWPANSA-N 0.000 claims 2
• QPYNPSIRCQLZNI-KESTWPANSA-N C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC1CC1)=O)C(=C2)NC(C)C Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC1CC1)=O)C(=C2)NC(C)C QPYNPSIRCQLZNI-KESTWPANSA-N 0.000 claims 2
• JARKIUNKWZEQTN-KESTWPANSA-N C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NCC)=O)C(=C2)NC(C)C Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NCC)=O)C(=C2)NC(C)C JARKIUNKWZEQTN-KESTWPANSA-N 0.000 claims 2
• XYCKVQPSOMRMOS-IYARVYRRSA-N C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)O)C(=C2)NC(C)C Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)O)C(=C2)NC(C)C XYCKVQPSOMRMOS-IYARVYRRSA-N 0.000 claims 2
• PFBHJYQLGACXDP-WGSAOQKQSA-N C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)S(=O)(=O)C)C(=C2)NC(C)C Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)S(=O)(=O)C)C(=C2)NC(C)C PFBHJYQLGACXDP-WGSAOQKQSA-N 0.000 claims 2
• MZNIMZWVULFJIH-WGSAOQKQSA-N C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)SC)C(=C2)NC(C)C Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)SC)C(=C2)NC(C)C MZNIMZWVULFJIH-WGSAOQKQSA-N 0.000 claims 2
• LHKBDTZLUABBMN-IYARVYRRSA-N C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)[N+](=O)[O-])C(=C2)NC(C)C Chemical compound C(#N)C=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)[N+](=O)[O-])C(=C2)NC(C)C LHKBDTZLUABBMN-IYARVYRRSA-N 0.000 claims 2
• XVNVVUWOJIUHSB-SAABIXHNSA-N C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)C(=C2)NC(C)C Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)C(=C2)NC(C)C XVNVVUWOJIUHSB-SAABIXHNSA-N 0.000 claims 2
• IKTSTKWIXYLEPE-RZDIXWSQSA-N C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)C(=C2)NC2CC2 Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)C(=C2)NC2CC2 IKTSTKWIXYLEPE-RZDIXWSQSA-N 0.000 claims 2
• LUDHQPNPTSDUMU-IYARVYRRSA-N C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)NS(=O)(=O)C)C(=C2)NC(C)C Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)NS(=O)(=O)C)C(=C2)NC(C)C LUDHQPNPTSDUMU-IYARVYRRSA-N 0.000 claims 2
• FCGKKQHVNJBYCS-GVCCJCGKSA-N C(#N)C=1C=C2C(=NC=1)N(C=C2)C1=NC=C(C(=O)N[C@@H]2CC[C@H](CC2)C(NC([2H])([2H])[2H])=O)C(=C1)NCC(C)(C)O Chemical compound C(#N)C=1C=C2C(=NC=1)N(C=C2)C1=NC=C(C(=O)N[C@@H]2CC[C@H](CC2)C(NC([2H])([2H])[2H])=O)C(=C1)NCC(C)(C)O FCGKKQHVNJBYCS-GVCCJCGKSA-N 0.000 claims 2
• XVNVVUWOJIUHSB-LBTIGQLYSA-N C(#N)C=1C=C2C(=NC=1)N(N=C2)C1=NC=C(C(=O)N[C@@H]2CC[C@H](CC2)C(NC([2H])([2H])[2H])=O)C(=C1)NC(C)C Chemical compound C(#N)C=1C=C2C(=NC=1)N(N=C2)C1=NC=C(C(=O)N[C@@H]2CC[C@H](CC2)C(NC([2H])([2H])[2H])=O)C(=C1)NC(C)C XVNVVUWOJIUHSB-LBTIGQLYSA-N 0.000 claims 2
• VJQKJEVREYUDHE-KESTWPANSA-N C(#N)C=1C=C2C=CN(C2=CC1)C1=NC=C(C(=O)N[C@@H]2CC[C@H](CC2)C(NC)=O)C(=C1)NC(C)C Chemical compound C(#N)C=1C=C2C=CN(C2=CC1)C1=NC=C(C(=O)N[C@@H]2CC[C@H](CC2)C(NC)=O)C(=C1)NC(C)C VJQKJEVREYUDHE-KESTWPANSA-N 0.000 claims 2
• CMEIQWNPGCWPJH-WGSAOQKQSA-N C(C)(=O)N[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC(C)C)N1N=CC=2C1=NC=C(C=2)C#N)=O Chemical compound C(C)(=O)N[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC(C)C)N1N=CC=2C1=NC=C(C=2)C#N)=O CMEIQWNPGCWPJH-WGSAOQKQSA-N 0.000 claims 2
• VLYOVNMXLNNPSI-KESTWPANSA-N C(C)(=O)N[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC1CC1)N1C=CC=2C1=NC=C(C2)C#N)=O Chemical compound C(C)(=O)N[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC1CC1)N1C=CC=2C1=NC=C(C2)C#N)=O VLYOVNMXLNNPSI-KESTWPANSA-N 0.000 claims 2
• RVSVISOZJVZOCW-WGSAOQKQSA-N C(C)(=O)N[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC1CCOCC1)N1C=CC2=C1N=CN=C2)=O Chemical compound C(C)(=O)N[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC1CCOCC1)N1C=CC2=C1N=CN=C2)=O RVSVISOZJVZOCW-WGSAOQKQSA-N 0.000 claims 2
• JEKAEIPEDJEJCY-MEMLXQNLSA-N C(C)(=O)N[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC1CCOCC1)N1C=CC=2C1=NC=C(C2)C#N)=O Chemical compound C(C)(=O)N[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC1CCOCC1)N1C=CC=2C1=NC=C(C2)C#N)=O JEKAEIPEDJEJCY-MEMLXQNLSA-N 0.000 claims 2
• XVWOZBKANGWFSX-AQYVVDRMSA-N C(N)(=O)C=1C=C(C=CC1)NC1=CC(=NC=C1C(=O)N[C@@H]1CC[C@H](CC1)S(=O)(=O)C)N1C=CC=2C1=NC=C(C2)C#N Chemical compound C(N)(=O)C=1C=C(C=CC1)NC1=CC(=NC=C1C(=O)N[C@@H]1CC[C@H](CC1)S(=O)(=O)C)N1C=CC=2C1=NC=C(C2)C#N XVWOZBKANGWFSX-AQYVVDRMSA-N 0.000 claims 2
• LOARTXLIPHIIKA-SAABIXHNSA-N CNC(=O)[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC1CCOCC1)N1C=CC2=C1N=CN=C2)=O Chemical compound CNC(=O)[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC1CCOCC1)N1C=CC2=C1N=CN=C2)=O LOARTXLIPHIIKA-SAABIXHNSA-N 0.000 claims 2
• AONYYVRQIIBLJK-WGSAOQKQSA-N COC(N[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC(C)C)N1C=CC=2C1=NC=C(C2)C#N)=O)=O Chemical compound COC(N[C@@H]1CC[C@H](CC1)NC(C1=CN=C(C=C1NC(C)C)N1C=CC=2C1=NC=C(C2)C#N)=O)=O AONYYVRQIIBLJK-WGSAOQKQSA-N 0.000 claims 2
• ADNZOUCIUCAEBV-CZIWCDLHSA-N ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)C(=C2)NC(C)C Chemical compound ClC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)N[C@@H]1CC[C@H](CC1)C(NC)=O)C(=C2)NC(C)C ADNZOUCIUCAEBV-CZIWCDLHSA-N 0.000 claims 2
• VBSOHCNYBZYDMG-UHFFFAOYSA-N N-(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC=1SC2=C(N1)CCC(C2)NC(C2=CN=C(C=C2NC(C)C)N2N=CC=1C2=NC=C(C1)C#N)=O VBSOHCNYBZYDMG-UHFFFAOYSA-N 0.000 claims 2
• SLPMRBQLRZPJCL-UHFFFAOYSA-N N-(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)-6-(5-cyanopyrrolo[2,3-b]pyridin-1-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound NC=1SC2=C(N1)CCC(C2)NC(C2=CN=C(C=C2NC(C)C)N2C=CC=1C2=NC=C(C1)C#N)=O SLPMRBQLRZPJCL-UHFFFAOYSA-N 0.000 claims 2
• LBCJSRSOLOFEBD-UHFFFAOYSA-N N-(3-hydroxy-3-methylbutyl)-4-(oxan-4-ylamino)-6-pyrrolo[2,3-d]pyrimidin-7-ylpyridine-3-carboxamide Chemical compound OC(CCNC(C1=CN=C(C=C1NC1CCOCC1)N1C=CC2=C1N=CN=C2)=O)(C)C LBCJSRSOLOFEBD-UHFFFAOYSA-N 0.000 claims 2
• QXCJSXBXJGFACL-UHFFFAOYSA-N N-(3-hydroxy-3-methylbutyl)-4-(propan-2-ylamino)-6-pyrrolo[2,3-d]pyrimidin-7-ylpyridine-3-carboxamide Chemical compound OC(CCNC(C1=CN=C(C=C1NC(C)C)N1C=CC2=C1N=CN=C2)=O)(C)C QXCJSXBXJGFACL-UHFFFAOYSA-N 0.000 claims 2
• WTIZOCSZRCUJFO-GOSISDBHSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(oxan-4-ylamino)-6-pyrrolo[2,3-d]pyrimidin-7-ylpyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC1CCOCC1)N1C=CC2=C1N=CN=C2)=O)C(C)(C)O WTIZOCSZRCUJFO-GOSISDBHSA-N 0.000 claims 2
• CWTAFFRTPZWRJY-GOSISDBHSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)-6-(3-pyridazin-4-ylpyrazol-1-yl)pyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1N=C(C=C1)C1=CN=NC=C1)=O)C(C)(C)O CWTAFFRTPZWRJY-GOSISDBHSA-N 0.000 claims 2
• LWCBLKJOTKQQAP-OAQYLSRUSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)-6-[5-[(propylcarbamoylamino)methyl]pyrrolo[2,3-b]pyridin-1-yl]pyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1C=CC=2C1=NC=C(C2)CNC(=O)NCCC)=O)C(C)(C)O LWCBLKJOTKQQAP-OAQYLSRUSA-N 0.000 claims 2
• ZMUPVOWKMZPKCH-OAHLLOKOSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)-6-pyrazolo[3,4-d]pyrimidin-1-ylpyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1N=CC=2C1=NC=NC2)=O)C(C)(C)O ZMUPVOWKMZPKCH-OAHLLOKOSA-N 0.000 claims 2
• WFCYRBWVGCVRPN-QGZVFWFLSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)-6-pyrrolo[2,3-b]pyridin-1-ylpyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1C=CC=2C1=NC=CC2)=O)C(C)(C)O WFCYRBWVGCVRPN-QGZVFWFLSA-N 0.000 claims 2
• FJUOQXBUCDNGPY-MRXNPFEDSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-(propan-2-ylamino)-6-pyrrolo[2,3-d]pyrimidin-7-ylpyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1C=CC2=C1N=CN=C2)=O)C(C)(C)O FJUOQXBUCDNGPY-MRXNPFEDSA-N 0.000 claims 2
• FQYXRQREZOQKQP-MRXNPFEDSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-4-[(2-hydroxy-2-methylpropyl)amino]-6-pyrrolo[2,3-d]pyrimidin-7-ylpyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NCC(C)(C)O)N1C=CC2=C1N=CN=C2)=O)C(C)(C)O FQYXRQREZOQKQP-MRXNPFEDSA-N 0.000 claims 2
• KVRIQDQUDMYPLM-KPMSDPLLSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-(5-fluoropyrazolo[3,4-b]pyridin-1-yl)-4-(oxan-3-ylamino)pyridine-3-carboxamide Chemical compound FC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2COCCC2 KVRIQDQUDMYPLM-KPMSDPLLSA-N 0.000 claims 2
• PIVNBIICPHCZGP-GOSISDBHSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-(5-fluoropyrazolo[3,4-b]pyridin-1-yl)-4-(oxan-4-ylamino)pyridine-3-carboxamide Chemical compound FC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2CCOCC2 PIVNBIICPHCZGP-GOSISDBHSA-N 0.000 claims 2
• TXZRSXTWLLARGE-MRXNPFEDSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-(5-fluoropyrazolo[3,4-b]pyridin-1-yl)-4-(oxetan-3-ylamino)pyridine-3-carboxamide Chemical compound FC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC2COC2 TXZRSXTWLLARGE-MRXNPFEDSA-N 0.000 claims 2
• JKBFVARDLBFPLQ-MRXNPFEDSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-(5-fluoropyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound FC=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C JKBFVARDLBFPLQ-MRXNPFEDSA-N 0.000 claims 2
• SVARHBJSSWOWDB-QGZVFWFLSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-(5-fluoropyrrolo[2,3-b]pyridin-1-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound FC=1C=C2C(=NC1)N(C=C2)C2=NC=C(C(=O)NC[C@H](C(C)(C)O)F)C(=C2)NC(C)C SVARHBJSSWOWDB-QGZVFWFLSA-N 0.000 claims 2
• RHVYLIAXRUUBAS-MRXNPFEDSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-(5-hydroxypyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1N=CC=2C1=NC=C(C2)O)=O)C(C)(C)O RHVYLIAXRUUBAS-MRXNPFEDSA-N 0.000 claims 2
• CYYODMKGTQIPDV-QGZVFWFLSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-(5-methoxypyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1N=CC=2C1=NC=C(C2)OC)=O)C(C)(C)O CYYODMKGTQIPDV-QGZVFWFLSA-N 0.000 claims 2
• VUJIPMWAQLYBNV-QGZVFWFLSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-(5-methylpyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1N=CC=2C1=NC=C(C2)C)=O)C(C)(C)O VUJIPMWAQLYBNV-QGZVFWFLSA-N 0.000 claims 2
• OUWNLGDYPZZGMX-MRXNPFEDSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-[2-(2-hydroxyethylamino)purin-9-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1C2=NC(=NC=C2N=C1)NCCO)=O)C(C)(C)O OUWNLGDYPZZGMX-MRXNPFEDSA-N 0.000 claims 2
• QOVDTNCZEBZDDM-GOSISDBHSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-[2-[(2-hydroxy-2-methylpropyl)amino]pyrrolo[2,3-d]pyrimidin-7-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1C=CC2=C1N=C(N=C2)NCC(C)(C)O)=O)C(C)(C)O QOVDTNCZEBZDDM-GOSISDBHSA-N 0.000 claims 2
• XEPBHIZHBWPKBV-QZTJIDSGSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-[2-[[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]amino]purin-9-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1C2=NC(=NC=C2N=C1)NC[C@H](C(C)(C)O)F)=O)C(C)(C)O XEPBHIZHBWPKBV-QZTJIDSGSA-N 0.000 claims 2
• LWHXZWSOYVKXNL-OAQYLSRUSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-[5-[(3-methylbutanoylamino)methyl]pyrazolo[3,4-b]pyridin-1-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1N=CC=2C1=NC=C(C2)CNC(CC(C)C)=O)=O)C(C)(C)O LWHXZWSOYVKXNL-OAQYLSRUSA-N 0.000 claims 2
• ZKUPWMFYYOHLQV-HSZRJFAPSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-[5-[(4-methylpentanoylamino)methyl]pyrrolo[2,3-b]pyridin-1-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1C=CC=2C1=NC=C(C2)CNC(CCC(C)C)=O)=O)C(C)(C)O ZKUPWMFYYOHLQV-HSZRJFAPSA-N 0.000 claims 2
• QBMNOAIUJKEPFH-AVKWCDSFSA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-[5-[(oxolane-3-carbonylamino)methyl]pyrrolo[2,3-b]pyridin-1-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1C=CC=2C1=NC=C(C2)CNC(=O)C2COCC2)=O)C(C)(C)O QBMNOAIUJKEPFH-AVKWCDSFSA-N 0.000 claims 2
• XPHVKHKGHVMHIV-RUZDIDTESA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-[5-[[(2-phenylacetyl)amino]methyl]pyrrolo[2,3-b]pyridin-1-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1C=CC=2C1=NC=C(C2)CNC(CC2=CC=CC=C2)=O)=O)C(C)(C)O XPHVKHKGHVMHIV-RUZDIDTESA-N 0.000 claims 2
• GGLSKPIIQJKRBM-XMMPIXPASA-N N-[(2R)-2-fluoro-3-hydroxy-3-methylbutyl]-6-[5-[[[2-(oxan-4-yl)acetyl]amino]methyl]pyrrolo[2,3-b]pyridin-1-yl]-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound F[C@H](CNC(C1=CN=C(C=C1NC(C)C)N1C=CC=2C1=NC=C(C2)CNC(CC2CCOCC2)=O)=O)C(C)(C)O GGLSKPIIQJKRBM-XMMPIXPASA-N 0.000 claims 2
• CZMIPRVOPHHGTJ-QGZVFWFLSA-N N-[(2R)-3-ethyl-2-fluoro-3-hydroxypentyl]-4-(propan-2-ylamino)-6-pyrazolo[3,4-d]pyrimidin-1-ylpyridine-3-carboxamide Chemical compound C(C)C([C@@H](CNC(C1=CN=C(C=C1NC(C)C)N1N=CC=2C1=NC=NC2)=O)F)(CC)O CZMIPRVOPHHGTJ-QGZVFWFLSA-N 0.000 claims 2
• ALFAYWOIAKZVMC-UHFFFAOYSA-N N-[(3-benzyl-1,2,4-oxadiazol-5-yl)methyl]-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(C1=CC=CC=C1)C1=NOC(=N1)CNC(C1=CN=C(C=C1NC(C)C)N1N=CC=2C1=NC=C(C2)C#N)=O ALFAYWOIAKZVMC-UHFFFAOYSA-N 0.000 claims 2
• WAGUKAVZXHZKNL-UHFFFAOYSA-N N-[2-[1-(2-cyanoacetyl)piperidin-4-yl]ethyl]-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(#N)C=1C=C2C(=NC1)N(N=C2)C2=NC=C(C(=O)NCCC1CCN(CC1)C(CC#N)=O)C(=C2)NC(C)C WAGUKAVZXHZKNL-UHFFFAOYSA-N 0.000 claims 2
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• QVXKELIRLNDKDF-UHFFFAOYSA-N N-butyl-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-(propan-2-ylamino)pyridine-3-carboxamide Chemical compound C(CCC)NC(C1=CN=C(C=C1NC(C)C)N1N=CC=2C1=NC=C(C2)C#N)=O QVXKELIRLNDKDF-UHFFFAOYSA-N 0.000 claims 2
• FJVZNHUZTQKPIR-UHFFFAOYSA-N N-tert-butyl-6-(5-cyanopyrazolo[3,4-b]pyridin-1-yl)-4-[[1-(2,2-difluoroethyl)pyrazol-4-yl]amino]pyridine-3-carboxamide Chemical compound C(C)(C)(C)NC(C1=CN=C(C=C1NC=1C=NN(C1)CC(F)F)N1N=CC=2C1=NC=C(C2)C#N)=O FJVZNHUZTQKPIR-UHFFFAOYSA-N 0.000 claims 2
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