CA3014791A1 - Positive allosteric modulators of the muscarinic acetylcholine receptor m1 - Google Patents

Info

Publication number

CA3014791A1

CA3014791A1 CA3014791A CA3014791A CA3014791A1 CA 3014791 A1 CA3014791 A1 CA 3014791A1 CA 3014791 A CA3014791 A CA 3014791A CA 3014791 A CA3014791 A CA 3014791A CA 3014791 A1 CA3014791 A1 CA 3014791A1

Authority

CA

Canada

Prior art keywords

methyl

pyridine

carboxamide

thieno

ylphenyl

Prior art date

2016-02-16

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.)

Pending

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• 230000003281 allosteric effect Effects 0.000 title abstract description 24
• 102000018154 Muscarinic acetylcholine receptor M1 Human genes 0.000 title abstract description 3
• 108050007299 Muscarinic acetylcholine receptor M1 Proteins 0.000 title abstract description 3
• 150000001875 compounds Chemical class 0.000 claims abstract description 260
• 238000000034 method Methods 0.000 claims abstract description 63
• 208000020016 psychiatric disease Diseases 0.000 claims abstract description 23
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 17
• 208000012902 Nervous system disease Diseases 0.000 claims abstract description 9
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 419
• DSARAHGYZHXMQZ-UHFFFAOYSA-N thieno[3,2-b]pyridine-5-carboxamide Chemical compound NC(=O)C1=CC=C2SC=CC2=N1 DSARAHGYZHXMQZ-UHFFFAOYSA-N 0.000 claims description 332
• -1 N-(2-hydroxy-1-phenyl-ethyl)-7-[(6-methyl-3-pyridyl)oxy]thieno[3,2-b]pyridine-carboxamide Chemical compound 0.000 claims description 314
• 229910052739 hydrogen Inorganic materials 0.000 claims description 243
• 239000001257 hydrogen Substances 0.000 claims description 242
• 125000001072 heteroaryl group Chemical group 0.000 claims description 202
• 125000000217 alkyl group Chemical group 0.000 claims description 198
• 125000000623 heterocyclic group Chemical group 0.000 claims description 181
• 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 180
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 162
• 125000003118 aryl group Chemical group 0.000 claims description 154
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 143
• 125000003545 alkoxy group Chemical group 0.000 claims description 90
• 125000001188 haloalkyl group Chemical group 0.000 claims description 84
• 229910052736 halogen Inorganic materials 0.000 claims description 82
• 150000002367 halogens Chemical class 0.000 claims description 82
• 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 71
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 66
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 61
• 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 61
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 54
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 50
• 208000035475 disorder Diseases 0.000 claims description 42
• 229910052702 rhenium Inorganic materials 0.000 claims description 39
• 125000004076 pyridyl group Chemical group 0.000 claims description 36
• 238000011282 treatment Methods 0.000 claims description 32
• 239000003814 drug Substances 0.000 claims description 29
• 229940079593 drug Drugs 0.000 claims description 28
• 150000003839 salts Chemical class 0.000 claims description 28
• 201000000980 schizophrenia Diseases 0.000 claims description 26
• 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 25
• 208000028017 Psychotic disease Diseases 0.000 claims description 25
• 125000004430 oxygen atom Chemical group O* 0.000 claims description 24
• 208000024827 Alzheimer disease Diseases 0.000 claims description 20
• 102000014415 Muscarinic acetylcholine receptor Human genes 0.000 claims description 20
• 108050003473 Muscarinic acetylcholine receptor Proteins 0.000 claims description 20
• 208000002193 Pain Diseases 0.000 claims description 19
• 208000019901 Anxiety disease Diseases 0.000 claims description 18
• 125000004429 atom Chemical group 0.000 claims description 16
• 229910052717 sulfur Inorganic materials 0.000 claims description 16
• 230000000694 effects Effects 0.000 claims description 13
• 208000010877 cognitive disease Diseases 0.000 claims description 12
• 125000004966 cyanoalkyl group Chemical group 0.000 claims description 11
• 229910052701 rubidium Inorganic materials 0.000 claims description 11
• 241000124008 Mammalia Species 0.000 claims description 10
• 206010012289 Dementia Diseases 0.000 claims description 9
• 150000003857 carboxamides Chemical class 0.000 claims description 8
• 208000004454 Hyperalgesia Diseases 0.000 claims description 6
• 208000019022 Mood disease Diseases 0.000 claims description 6
• 208000027520 Somatoform disease Diseases 0.000 claims description 6
• 229910052760 oxygen Inorganic materials 0.000 claims description 6
• 208000027753 pain disease Diseases 0.000 claims description 6
• 208000011580 syndromic disease Diseases 0.000 claims description 6
• 208000020925 Bipolar disease Diseases 0.000 claims description 5
• 208000027691 Conduct disease Diseases 0.000 claims description 5
• 208000016285 Movement disease Diseases 0.000 claims description 5
• 230000036506 anxiety Effects 0.000 claims description 5
• 208000020706 Autistic disease Diseases 0.000 claims description 4
• 208000012661 Dyskinesia Diseases 0.000 claims description 4
• 206010019233 Headaches Diseases 0.000 claims description 4
• 208000018737 Parkinson disease Diseases 0.000 claims description 4
• 206010053552 allodynia Diseases 0.000 claims description 4
• 239000003937 drug carrier Substances 0.000 claims description 4
• 231100000869 headache Toxicity 0.000 claims description 4
• 208000024714 major depressive disease Diseases 0.000 claims description 4
• 208000004296 neuralgia Diseases 0.000 claims description 4
• 230000004770 neurodegeneration Effects 0.000 claims description 4
• 208000021722 neuropathic pain Diseases 0.000 claims description 4
• 208000019116 sleep disease Diseases 0.000 claims description 4
• 208000006820 Arthralgia Diseases 0.000 claims description 3
• 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims description 3
• 206010006002 Bone pain Diseases 0.000 claims description 3
• 206010058019 Cancer Pain Diseases 0.000 claims description 3
• 208000000094 Chronic Pain Diseases 0.000 claims description 3
• 206010065390 Inflammatory pain Diseases 0.000 claims description 3
• 206010043118 Tardive Dyskinesia Diseases 0.000 claims description 3
• 208000000323 Tourette Syndrome Diseases 0.000 claims description 3
• 230000003542 behavioural effect Effects 0.000 claims description 3
• 210000000988 bone and bone Anatomy 0.000 claims description 3
• 230000033001 locomotion Effects 0.000 claims description 3
• 230000003252 repetitive effect Effects 0.000 claims description 3
• WWAXMPARAGPGCI-UHFFFAOYSA-N 1-methyl-N-(oxan-4-ylmethyl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound CN1C=CC2=NC(=CC(=C21)CC1=CC=C(C=C1)C=1SC=CN=1)C(=O)NCC1CCOCC1 WWAXMPARAGPGCI-UHFFFAOYSA-N 0.000 claims description 2
• NSZSOGAVJQFURN-UHFFFAOYSA-N 1-methyl-N-(oxetan-2-ylmethyl)-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]pyrazolo[4,3-b]pyridine-5-carboxamide Chemical compound CN1N=CC2=NC(=CC(=C21)CC1=CC=C(C=C1)C=1N=CSC=1)C(=O)NCC1OCC1 NSZSOGAVJQFURN-UHFFFAOYSA-N 0.000 claims description 2
• XRSRCSXADBOHMA-UHFFFAOYSA-N 3-methyl-N-(oxetan-2-ylmethyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)N1N=CC=C1)C(=O)NCC1OCC1 XRSRCSXADBOHMA-UHFFFAOYSA-N 0.000 claims description 2
• AUYIWKJWXUGEEP-UHFFFAOYSA-N 7-[2-fluoro-4-(1-methylpyrazol-4-yl)phenoxy]-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)NC2CCOCC2)C=CS3)C=CC(=C1)C=1C=NN(C=1)C AUYIWKJWXUGEEP-UHFFFAOYSA-N 0.000 claims description 2
• RHKDYFYFZCKMNN-KPMSDPLLSA-N 7-[2-fluoro-4-(1-methylpyrazol-4-yl)phenoxy]-N-[(2R)-2-hydroxycyclobutyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)NC2[C@@H](CC2)O)C=CS3)C=CC(=C1)C=1C=NN(C=1)C RHKDYFYFZCKMNN-KPMSDPLLSA-N 0.000 claims description 2
• BNSPSDNVXVSXKK-LPHOPBHVSA-N 7-[2-fluoro-4-(1-methylpyrazol-4-yl)phenoxy]-N-[(3R,4S)-3-hydroxyoxan-4-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)N[C@@H]2[C@H](COCC2)O)C=CS3)C=CC(=C1)C=1C=NN(C=1)C BNSPSDNVXVSXKK-LPHOPBHVSA-N 0.000 claims description 2
• JAXPTVQXEWWZOC-OALUTQOASA-N 7-[2-fluoro-4-(1-methylpyrazol-4-yl)phenoxy]-N-[(3S,4S)-4-hydroxyoxan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)N[C@H]2COCC[C@@H]2O)C=CS3)C=CC(=C1)C=1C=NN(C=1)C JAXPTVQXEWWZOC-OALUTQOASA-N 0.000 claims description 2
• PXGDWECTUYBPIP-REWPJTCUSA-N 7-[2-fluoro-4-(2-methylindazol-4-yl)phenoxy]-N-[(3R,4S)-3-hydroxyoxan-4-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)N[C@@H]2[C@H](COCC2)O)C=CS3)C=CC(=C1)C=1C2=CN(N=C2C=CC=1)C PXGDWECTUYBPIP-REWPJTCUSA-N 0.000 claims description 2
• DMKFPWCVMLXHDW-GOTSBHOMSA-N 7-[2-fluoro-4-(2-methylindazol-4-yl)phenoxy]-N-[(3S,4S)-4-hydroxyoxan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)N[C@H]2COCC[C@@H]2O)C=CS3)C=CC(=C1)C=1C2=CN(N=C2C=CC=1)C DMKFPWCVMLXHDW-GOTSBHOMSA-N 0.000 claims description 2
• PXNFXKOAWZJZBW-UHFFFAOYSA-N 7-[[2,6-difluoro-4-(1,3-thiazol-4-yl)phenyl]methyl]-N-(2-oxaspiro[3.3]heptan-6-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C(=CC(=C1)C=1N=CSC=1)F)CC1=C2C(=NC(=C1)C(=O)NC1CC3(COC3)C1)C=CS2 PXNFXKOAWZJZBW-UHFFFAOYSA-N 0.000 claims description 2
• BTWLHKCBCFMEHC-REWPJTCUSA-N 7-[[4-(1,3-dimethylpyrazol-4-yl)phenyl]methyl]-N-[(3R,4S)-3-hydroxyoxan-4-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C(=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](COCC1)O)C=CS2)C BTWLHKCBCFMEHC-REWPJTCUSA-N 0.000 claims description 2
• BCXFNDHOKHFMII-GOTSBHOMSA-N 7-[[4-(1,3-dimethylpyrazol-4-yl)phenyl]methyl]-N-[(3S,4S)-4-hydroxyoxan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C(=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)N[C@H]1COCC[C@@H]1O)C=CS2)C BCXFNDHOKHFMII-GOTSBHOMSA-N 0.000 claims description 2
• CICSVDSHFSJLPF-UHFFFAOYSA-N 7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1CCOCC1)C=CS2 CICSVDSHFSJLPF-UHFFFAOYSA-N 0.000 claims description 2
• OEHZTEUVLRRHQU-UHFFFAOYSA-N 7-[[4-(1-methylpyrazol-4-yl)phenyl]methyl]-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1CCOCC1)C=CS2 OEHZTEUVLRRHQU-UHFFFAOYSA-N 0.000 claims description 2
• UMNFNFXHCUFECP-UHFFFAOYSA-N 7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1OC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1CCOCC1)C=CS2 UMNFNFXHCUFECP-UHFFFAOYSA-N 0.000 claims description 2
• SKACCYYMWJQMPQ-SFHVURJKSA-N 7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]-N-[(3S)-oxolan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1OC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1COCC1)C=CS2 SKACCYYMWJQMPQ-SFHVURJKSA-N 0.000 claims description 2
• PSFVCDWPXPLEIL-UHFFFAOYSA-N 7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1SC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1CCOCC1)C=CS2 PSFVCDWPXPLEIL-UHFFFAOYSA-N 0.000 claims description 2
• QEFQCDXJKGMUDS-LJQANCHMSA-N 7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]-N-[(3R)-oxan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1SC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)N[C@H]1COCCC1)C=CS2 QEFQCDXJKGMUDS-LJQANCHMSA-N 0.000 claims description 2
• YVPLPYCJQVDLAM-SFHVURJKSA-N 7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]-N-[(3S)-oxolan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1SC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1COCC1)C=CS2 YVPLPYCJQVDLAM-SFHVURJKSA-N 0.000 claims description 2
• LLDGBKBFEWLQHW-UHFFFAOYSA-N 7-[fluoro-[4-(1,3-thiazol-4-yl)phenyl]methyl]-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC(C1=C2C(=NC(=C1)C(=O)NC1CCOCC1)C=CS2)C1=CC=C(C=C1)C=1N=CSC=1 LLDGBKBFEWLQHW-UHFFFAOYSA-N 0.000 claims description 2
• 208000027448 Attention Deficit and Disruptive Behavior disease Diseases 0.000 claims description 2
• 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims description 2
• 206010064012 Central pain syndrome Diseases 0.000 claims description 2
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• 208000019695 Migraine disease Diseases 0.000 claims description 2
• LCKFRTWMIHSOBO-UHFFFAOYSA-N N-(1-hydroxy-2-methylpropan-2-yl)-7-(6-methylpyridin-3-yl)oxythieno[3,2-b]pyridine-5-carboxamide Chemical compound OCC(C)(C)NC(=O)C1=CC(=C2C(=N1)C=CS2)OC=1C=NC(=CC=1)C LCKFRTWMIHSOBO-UHFFFAOYSA-N 0.000 claims description 2
• RKOBAWFHFOEGMS-UHFFFAOYSA-N N-(1H-pyrazol-5-ylmethyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound N1N=C(C=C1)CNC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 RKOBAWFHFOEGMS-UHFFFAOYSA-N 0.000 claims description 2
• NWHYCNARIPLYSI-UHFFFAOYSA-N N-(2-cyanopropan-2-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C(#N)C(C)(C)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 NWHYCNARIPLYSI-UHFFFAOYSA-N 0.000 claims description 2
• DVIFXDFHVAONKN-UHFFFAOYSA-N N-(2-methoxyethyl)-7-(6-methylpyridin-3-yl)oxythieno[3,2-b]pyridine-5-carboxamide Chemical compound COCCNC(=O)C1=CC(=C2C(=N1)C=CS2)OC=1C=NC(=CC=1)C DVIFXDFHVAONKN-UHFFFAOYSA-N 0.000 claims description 2
• MUVWRJOXTLSMNX-UHFFFAOYSA-N N-(2-methoxyethyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound COCCNC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 MUVWRJOXTLSMNX-UHFFFAOYSA-N 0.000 claims description 2
• AMGWTQPODWFFLI-UHFFFAOYSA-N N-(2-methoxyethyl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound COCCNC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 AMGWTQPODWFFLI-UHFFFAOYSA-N 0.000 claims description 2
• SKSIBLPCIZRJAD-UHFFFAOYSA-N N-(2-methoxyethyl)-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound COCCNC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1 SKSIBLPCIZRJAD-UHFFFAOYSA-N 0.000 claims description 2
• FZJPPFYZPPAHJV-UHFFFAOYSA-N N-(4,4-difluorocyclohexyl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1(CCC(CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1)F FZJPPFYZPPAHJV-UHFFFAOYSA-N 0.000 claims description 2
• CYLRJFHTOVLYDH-UHFFFAOYSA-N N-(oxan-2-ylmethyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound N1(N=CC=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NCC1OCCCC1)C=CS2 CYLRJFHTOVLYDH-UHFFFAOYSA-N 0.000 claims description 2
• MCVUNLGESALLCH-UHFFFAOYSA-N N-(oxan-2-ylmethyl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1C(CCCC1)CNC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 MCVUNLGESALLCH-UHFFFAOYSA-N 0.000 claims description 2
• GMKANUFMUTYQIE-UHFFFAOYSA-N N-(oxan-4-ylmethyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound N1(N=CC=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NCC1CCOCC1)C=CS2 GMKANUFMUTYQIE-UHFFFAOYSA-N 0.000 claims description 2
• VTYCEEQBSHZLMS-UHFFFAOYSA-N N-(oxan-4-ylmethyl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CCC(CC1)CNC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 VTYCEEQBSHZLMS-UHFFFAOYSA-N 0.000 claims description 2
• IURKOVBALPUFNI-UHFFFAOYSA-N N-(oxan-4-ylmethyl)-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CCC(CC1)CNC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1 IURKOVBALPUFNI-UHFFFAOYSA-N 0.000 claims description 2
• HPAAQRXQJWYCTA-UHFFFAOYSA-N N-(oxetan-2-ylmethyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1C(CC1)CNC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 HPAAQRXQJWYCTA-UHFFFAOYSA-N 0.000 claims description 2
• ZMEDGVXZKPLHDO-UHFFFAOYSA-N N-(oxetan-2-ylmethyl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1C(CC1)CNC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 ZMEDGVXZKPLHDO-UHFFFAOYSA-N 0.000 claims description 2
• UDKRZVHEYSCGRH-UHFFFAOYSA-N N-(oxolan-2-ylmethyl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1C(CCC1)CNC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 UDKRZVHEYSCGRH-UHFFFAOYSA-N 0.000 claims description 2
• CDLSAIHVEGUBFL-UHFFFAOYSA-N N-(oxolan-3-ylmethyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound N1(N=CC=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NCC1COCC1)C=CS2 CDLSAIHVEGUBFL-UHFFFAOYSA-N 0.000 claims description 2
• JCUIJXYKHQIGIK-UHFFFAOYSA-N N-(oxolan-3-ylmethyl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CC(CC1)CNC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 JCUIJXYKHQIGIK-UHFFFAOYSA-N 0.000 claims description 2
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• COZSNZYHYMBOSC-LJQANCHMSA-N 3-methyl-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]-N-[(3R)-oxolan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)C1=NN(C=C1)C)C(=O)N[C@H]1COCC1 COZSNZYHYMBOSC-LJQANCHMSA-N 0.000 claims 1
• ISQFYUPMNIHHSI-UHFFFAOYSA-N 3-methyl-7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)C=1N=C(OC=1)C)C(=O)NC1CCOCC1 ISQFYUPMNIHHSI-UHFFFAOYSA-N 0.000 claims 1
• FGCSVAZJNPARSA-UHFFFAOYSA-N 3-methyl-N-(1-methylpiperidin-4-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)N1N=CC=C1)C(=O)NC1CCN(CC1)C FGCSVAZJNPARSA-UHFFFAOYSA-N 0.000 claims 1
• RPBFGMMRFSSPFY-UHFFFAOYSA-N 3-methyl-N-(1-methylpiperidin-4-yl)-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC=1C=NC(=CC=1)C)C(=O)NC1CCN(CC1)C RPBFGMMRFSSPFY-UHFFFAOYSA-N 0.000 claims 1
• MJCAEXVCZQFZJQ-UHFFFAOYSA-N 3-methyl-N-(2-oxaspiro[3.3]heptan-6-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)N1N=CC=C1)C(=O)NC1CC2(COC2)C1 MJCAEXVCZQFZJQ-UHFFFAOYSA-N 0.000 claims 1
• TUDNVQUHGURZPP-UHFFFAOYSA-N 3-methyl-N-(2-oxoazepan-3-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)N1N=CC=C1)C(=O)NC1C(NCCCC1)=O TUDNVQUHGURZPP-UHFFFAOYSA-N 0.000 claims 1
• VSPRRXKIPJHWSZ-UHFFFAOYSA-N 3-methyl-N-(2-oxopiperidin-3-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)N1N=CC=C1)C(=O)NC1C(NCCC1)=O VSPRRXKIPJHWSZ-UHFFFAOYSA-N 0.000 claims 1
• WDFLTZBGXGVICH-UHFFFAOYSA-N 3-methyl-N-(oxan-2-ylmethyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)N1N=CC=C1)C(=O)NCC1OCCCC1 WDFLTZBGXGVICH-UHFFFAOYSA-N 0.000 claims 1
• ZZXDNTZMFZPPIG-UHFFFAOYSA-N 3-methyl-N-(oxan-4-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)N1N=CC=C1)C(=O)NC1CCOCC1 ZZXDNTZMFZPPIG-UHFFFAOYSA-N 0.000 claims 1
• RMROXKADSXJPNF-UHFFFAOYSA-N 3-methyl-N-(oxan-4-ylmethyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)N1N=CC=C1)C(=O)NCC1CCOCC1 RMROXKADSXJPNF-UHFFFAOYSA-N 0.000 claims 1
• FGPBUWVLOUAANW-UHFFFAOYSA-N 3-methyl-N-(oxolan-3-ylmethyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)N1N=CC=C1)C(=O)NCC1COCC1 FGPBUWVLOUAANW-UHFFFAOYSA-N 0.000 claims 1
• SXWXZQVGFMKSEH-GOSISDBHSA-N 3-methyl-N-[(3R)-oxolan-3-yl]-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)N1N=CC=C1)C(=O)N[C@H]1COCC1 SXWXZQVGFMKSEH-GOSISDBHSA-N 0.000 claims 1
• SXWXZQVGFMKSEH-SFHVURJKSA-N 3-methyl-N-[(3S)-oxolan-3-yl]-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)N1N=CC=C1)C(=O)N[C@@H]1COCC1 SXWXZQVGFMKSEH-SFHVURJKSA-N 0.000 claims 1
• QWVFNYBOCREVNN-HXUWFJFHSA-N 3-methyl-N-[[(2R)-oxolan-2-yl]methyl]-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)N1N=CC=C1)C(=O)NC[C@@H]1OCCC1 QWVFNYBOCREVNN-HXUWFJFHSA-N 0.000 claims 1
• QWVFNYBOCREVNN-FQEVSTJZSA-N 3-methyl-N-[[(2S)-oxolan-2-yl]methyl]-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CSC=2C1=NC(=CC=2CC1=CC=C(C=C1)N1N=CC=C1)C(=O)NC[C@H]1OCCC1 QWVFNYBOCREVNN-FQEVSTJZSA-N 0.000 claims 1
• FBHFXBMSRMAQNA-UHFFFAOYSA-N 7-(6-methylpyridin-3-yl)oxy-N-(1H-pyrrol-2-ylmethyl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)OC1=C2C(=NC(=C1)C(=O)NCC=1NC=CC=1)C=CS2 FBHFXBMSRMAQNA-UHFFFAOYSA-N 0.000 claims 1
• ZJLGDFHNXIGTEY-UHFFFAOYSA-N 7-(6-methylpyridin-3-yl)oxy-N-(2-oxoazepan-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)OC1=C2C(=NC(=C1)C(=O)NC1C(NCCCC1)=O)C=CS2 ZJLGDFHNXIGTEY-UHFFFAOYSA-N 0.000 claims 1
• GKNFGMICAVJMTQ-UHFFFAOYSA-N 7-(6-methylpyridin-3-yl)oxy-N-(2-oxopiperidin-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)OC1=C2C(=NC(=C1)C(=O)NC1C(NCCC1)=O)C=CS2 GKNFGMICAVJMTQ-UHFFFAOYSA-N 0.000 claims 1
• FZDNIUMSVQRYMB-UHFFFAOYSA-N 7-(6-methylpyridin-3-yl)oxy-N-(3,3,3-trifluoro-2-hydroxypropyl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)OC1=C2C(=NC(=C1)C(=O)NCC(C(F)(F)F)O)C=CS2 FZDNIUMSVQRYMB-UHFFFAOYSA-N 0.000 claims 1
• VFWXBDIAFDIYOI-UHFFFAOYSA-N 7-(6-methylpyridin-3-yl)oxy-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)OC1=C2C(=NC(=C1)C(=O)NC1CCOCC1)C=CS2 VFWXBDIAFDIYOI-UHFFFAOYSA-N 0.000 claims 1
• YHXJJEPGDFQQIF-UHFFFAOYSA-N 7-(6-methylpyridin-3-yl)oxy-N-(oxolan-2-ylmethyl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)OC1=C2C(=NC(=C1)C(=O)NCC1OCCC1)C=CS2 YHXJJEPGDFQQIF-UHFFFAOYSA-N 0.000 claims 1
• PLVOHBDNLJURJR-UHFFFAOYSA-N 7-(6-methylpyridin-3-yl)oxy-N-(pyridin-2-ylmethyl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)OC1=C2C(=NC(=C1)C(=O)NCC1=NC=CC=C1)C=CS2 PLVOHBDNLJURJR-UHFFFAOYSA-N 0.000 claims 1
• DKBOFVDRQYXJHG-UHFFFAOYSA-N 7-[(2-methyl-1,3-thiazol-5-yl)methyl]-N-(2-oxoazepan-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1SC(=CN=1)CC1=C2C(=NC(=C1)C(=O)NC1C(NCCCC1)=O)C=CS2 DKBOFVDRQYXJHG-UHFFFAOYSA-N 0.000 claims 1
• XEPJVRWWWXNYLI-UHFFFAOYSA-N 7-[(2-methyl-1,3-thiazol-5-yl)methyl]-N-(2-oxopiperidin-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1SC(=CN=1)CC1=C2C(=NC(=C1)C(=O)NC1C(NCCC1)=O)C=CS2 XEPJVRWWWXNYLI-UHFFFAOYSA-N 0.000 claims 1
• JLVMAJPIMCABSS-UHFFFAOYSA-N 7-[(2-methylpyrimidin-5-yl)methyl]-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=NC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1CCOCC1)C=CS2 JLVMAJPIMCABSS-UHFFFAOYSA-N 0.000 claims 1
• OTTHCDJBHRADLN-UHFFFAOYSA-N 7-[(4-pyrazol-1-ylphenyl)methyl]-N-[1-(2,2,2-trifluoroethyl)azetidin-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound N1(N=CC=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1CN(C1)CC(F)(F)F)C=CS2 OTTHCDJBHRADLN-UHFFFAOYSA-N 0.000 claims 1
• HBTUXDCHBJDJDZ-UHFFFAOYSA-N 7-[(6-methylpyridin-3-yl)methyl]-N-(2-oxaspiro[3.3]heptan-6-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1CC3(COC3)C1)C=CS2 HBTUXDCHBJDJDZ-UHFFFAOYSA-N 0.000 claims 1
• IAZWTHLILXGWLA-UHFFFAOYSA-N 7-[(6-methylpyridin-3-yl)methyl]-N-(2-oxo-1,3-dihydroindol-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1C(NC3=CC=CC=C13)=O)C=CS2 IAZWTHLILXGWLA-UHFFFAOYSA-N 0.000 claims 1
• WFFTVBHASBQJNB-UHFFFAOYSA-N 7-[(6-methylpyridin-3-yl)methyl]-N-(2-oxoazepan-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1C(NCCCC1)=O)C=CS2 WFFTVBHASBQJNB-UHFFFAOYSA-N 0.000 claims 1
• MVPMMFZUGIOPAM-UHFFFAOYSA-N 7-[(6-methylpyridin-3-yl)methyl]-N-(2-oxopiperidin-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1C(NCCC1)=O)C=CS2 MVPMMFZUGIOPAM-UHFFFAOYSA-N 0.000 claims 1
• WQYKQQSIHUURPZ-UHFFFAOYSA-N 7-[(6-methylpyridin-3-yl)methyl]-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1CCOCC1)C=CS2 WQYKQQSIHUURPZ-UHFFFAOYSA-N 0.000 claims 1
• WKRBMYWWCBVABR-UHFFFAOYSA-N 7-[(6-methylpyridin-3-yl)methyl]-N-(oxetan-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1COC1)C=CS2 WKRBMYWWCBVABR-UHFFFAOYSA-N 0.000 claims 1
• WRXBITMGOKXERA-MRXNPFEDSA-N 7-[(6-methylpyridin-3-yl)methyl]-N-[(3R)-piperidin-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)N[C@H]1CNCCC1)C=CS2 WRXBITMGOKXERA-MRXNPFEDSA-N 0.000 claims 1
• QECNBJDOEKJGQS-HNNXBMFYSA-N 7-[(6-methylpyridin-3-yl)methyl]-N-[(3S)-oxolan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1COCC1)C=CS2 QECNBJDOEKJGQS-HNNXBMFYSA-N 0.000 claims 1
• WRXBITMGOKXERA-INIZCTEOSA-N 7-[(6-methylpyridin-3-yl)methyl]-N-[(3S)-piperidin-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1CNCCC1)C=CS2 WRXBITMGOKXERA-INIZCTEOSA-N 0.000 claims 1
• LJIHBAUVCQFSQA-ZYSHUDEJSA-N 7-[(R)-fluoro-(6-methylpyridin-3-yl)methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound F[C@@H](C1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](CCCC1)O)C=CS2)C=1C=NC(=CC=1)C LJIHBAUVCQFSQA-ZYSHUDEJSA-N 0.000 claims 1
• LJIHBAUVCQFSQA-SNRMKQJTSA-N 7-[(S)-fluoro-(6-methylpyridin-3-yl)methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound F[C@H](C1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](CCCC1)O)C=CS2)C=1C=NC(=CC=1)C LJIHBAUVCQFSQA-SNRMKQJTSA-N 0.000 claims 1
• JXFVGYPQMOFXHS-RXVVDRJESA-N 7-[2-fluoro-4-(1-methylpyrazol-4-yl)phenoxy]-N-[(1S,2S)-2-hydroxycycloheptyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)N[C@@H]2[C@H](CCCCC2)O)C=CS3)C=CC(=C1)C=1C=NN(C=1)C JXFVGYPQMOFXHS-RXVVDRJESA-N 0.000 claims 1
• GWCHKGFZEWYELB-PXNSSMCTSA-N 7-[2-fluoro-4-(1-methylpyrazol-4-yl)phenoxy]-N-[(1S,2S)-2-hydroxycyclohexyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)N[C@@H]2[C@H](CCCC2)O)C=CS3)C=CC(=C1)C=1C=NN(C=1)C GWCHKGFZEWYELB-PXNSSMCTSA-N 0.000 claims 1
• LRJODMPWAHMKAD-LPHOPBHVSA-N 7-[2-fluoro-4-(1-methylpyrazol-4-yl)phenoxy]-N-[(1S,2S)-2-hydroxycyclopentyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)N[C@@H]2[C@H](CCC2)O)C=CS3)C=CC(=C1)C=1C=NN(C=1)C LRJODMPWAHMKAD-LPHOPBHVSA-N 0.000 claims 1
• CTPRLUZDNKPGGJ-AVRDEDQJSA-N 7-[2-fluoro-4-(1-methylpyrazol-4-yl)phenoxy]-N-[(1S,2S)-2-methoxycyclohexyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)N[C@@H]2[C@H](CCCC2)OC)C=CS3)C=CC(=C1)C=1C=NN(C=1)C CTPRLUZDNKPGGJ-AVRDEDQJSA-N 0.000 claims 1
• MGVWLFWVJROTFO-DENIHFKCSA-N 7-[2-fluoro-4-(2-methylindazol-4-yl)phenoxy]-N-[(1R,2R)-2-hydroxycyclobutyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)N[C@H]2[C@@H](CC2)O)C=CS3)C=CC(=C1)C=1C2=CN(N=C2C=CC=1)C MGVWLFWVJROTFO-DENIHFKCSA-N 0.000 claims 1
• AYCMUDSXHDFAKP-DHLKQENFSA-N 7-[2-fluoro-4-(2-methylindazol-4-yl)phenoxy]-N-[(1S,2S)-2-hydroxycycloheptyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)N[C@@H]2[C@H](CCCCC2)O)C=CS3)C=CC(=C1)C=1C2=CN(N=C2C=CC=1)C AYCMUDSXHDFAKP-DHLKQENFSA-N 0.000 claims 1
• AKFJNWKCQBHMLB-URXFXBBRSA-N 7-[2-fluoro-4-(2-methylindazol-4-yl)phenoxy]-N-[(1S,2S)-2-hydroxycyclohexyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)N[C@@H]2[C@H](CCCC2)O)C=CS3)C=CC(=C1)C=1C2=CN(N=C2C=CC=1)C AKFJNWKCQBHMLB-URXFXBBRSA-N 0.000 claims 1
• VACOHCHHYZCWBC-REWPJTCUSA-N 7-[2-fluoro-4-(2-methylindazol-4-yl)phenoxy]-N-[(1S,2S)-2-hydroxycyclopentyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(OC2=C3C(=NC(=C2)C(=O)N[C@@H]2[C@H](CCC2)O)C=CS3)C=CC(=C1)C=1C2=CN(N=C2C=CC=1)C VACOHCHHYZCWBC-REWPJTCUSA-N 0.000 claims 1
• VZYAMACJEIFDIA-UHFFFAOYSA-N 7-[[2,6-difluoro-4-(1,3-thiazol-4-yl)phenyl]methyl]-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C(=CC(=C1)C=1N=CSC=1)F)CC1=C2C(=NC(=C1)C(=O)NC1CCOCC1)C=CS2 VZYAMACJEIFDIA-UHFFFAOYSA-N 0.000 claims 1
• FGCDJNALNNEZIG-OXQOHEQNSA-N 7-[[2,6-difluoro-4-(1,3-thiazol-4-yl)phenyl]methyl]-N-[(1R,2R)-2-hydroxycyclobutyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C(=CC(=C1)C=1N=CSC=1)F)CC1=C2C(=NC(=C1)C(=O)N[C@H]1[C@@H](CC1)O)C=CS2 FGCDJNALNNEZIG-OXQOHEQNSA-N 0.000 claims 1
• POPLHKAVSOEHQN-AVRDEDQJSA-N 7-[[2,6-difluoro-4-(1,3-thiazol-4-yl)phenyl]methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C(=CC(=C1)C=1N=CSC=1)F)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](CCCC1)O)C=CS2 POPLHKAVSOEHQN-AVRDEDQJSA-N 0.000 claims 1
• GXBANFWUTHCHNE-UWJYYQICSA-N 7-[[2,6-difluoro-4-(1,3-thiazol-4-yl)phenyl]methyl]-N-[(3R,4S)-3-hydroxyoxan-4-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C(=CC(=C1)C=1N=CSC=1)F)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](COCC1)O)C=CS2 GXBANFWUTHCHNE-UWJYYQICSA-N 0.000 claims 1
• XKPSPQDJZVRHOO-URXFXBBRSA-N 7-[[2,6-difluoro-4-(1-methylpyrazol-4-yl)phenyl]methyl]-N-[(1S,2S)-2-hydroxycycloheptyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C(=CC(=C1)C=1C=NN(C=1)C)F)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](CCCCC1)O)C=CS2 XKPSPQDJZVRHOO-URXFXBBRSA-N 0.000 claims 1
• STDSOKVGXHRPTD-REWPJTCUSA-N 7-[[2,6-difluoro-4-(1-methylpyrazol-4-yl)phenyl]methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C(=CC(=C1)C=1C=NN(C=1)C)F)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](CCCC1)O)C=CS2 STDSOKVGXHRPTD-REWPJTCUSA-N 0.000 claims 1
• IWHFGIVRLFGVMO-UGKGYDQZSA-N 7-[[2,6-difluoro-4-(1-methylpyrazol-4-yl)phenyl]methyl]-N-[(1S,2S)-2-hydroxycyclopentyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C(=CC(=C1)C=1C=NN(C=1)C)F)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](CCC1)O)C=CS2 IWHFGIVRLFGVMO-UGKGYDQZSA-N 0.000 claims 1
• ZTBOYOHKYSRYFZ-UGKGYDQZSA-N 7-[[2,6-difluoro-4-(1-methylpyrazol-4-yl)phenyl]methyl]-N-[(3R,4S)-3-hydroxyoxan-4-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C(=CC(=C1)C=1C=NN(C=1)C)F)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](COCC1)O)C=CS2 ZTBOYOHKYSRYFZ-UGKGYDQZSA-N 0.000 claims 1
• CJNDIPOPEBIYFO-VXKWHMMOSA-N 7-[[2,6-difluoro-4-(1-methylpyrazol-4-yl)phenyl]methyl]-N-[(3S,4S)-4-hydroxyoxan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C(=CC(=C1)C=1C=NN(C=1)C)F)CC1=C2C(=NC(=C1)C(=O)N[C@H]1COCC[C@@H]1O)C=CS2 CJNDIPOPEBIYFO-VXKWHMMOSA-N 0.000 claims 1
• HYEDDJIKSYAQBA-IGKIAQTJSA-N 7-[[2,6-difluoro-4-(2-methylindazol-4-yl)phenyl]methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C(=CC(=C1)C=1C2=CN(N=C2C=CC=1)C)F)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](CCCC1)O)C=CS2 HYEDDJIKSYAQBA-IGKIAQTJSA-N 0.000 claims 1
• CVUQCTJKBIPDDM-WIYYLYMNSA-N 7-[[2-fluoro-4-(1-methylpyrazol-4-yl)phenyl]methyl]-N-[(1R,2R)-2-hydroxycyclobutyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C=CC(=C1)C=1C=NN(C=1)C)CC1=C2C(=NC(=C1)C(=O)N[C@H]1[C@@H](CC1)O)C=CS2 CVUQCTJKBIPDDM-WIYYLYMNSA-N 0.000 claims 1
• QZYHLNIINMOPSX-URXFXBBRSA-N 7-[[2-fluoro-4-(1-methylpyrazol-4-yl)phenyl]methyl]-N-[(1S,2S)-2-hydroxycycloheptyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C=CC(=C1)C=1C=NN(C=1)C)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](CCCCC1)O)C=CS2 QZYHLNIINMOPSX-URXFXBBRSA-N 0.000 claims 1
• ORNURGMTCYTUQC-REWPJTCUSA-N 7-[[2-fluoro-4-(1-methylpyrazol-4-yl)phenyl]methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C=CC(=C1)C=1C=NN(C=1)C)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](CCCC1)O)C=CS2 ORNURGMTCYTUQC-REWPJTCUSA-N 0.000 claims 1
• BDGBYWYBLOFDSC-UGKGYDQZSA-N 7-[[2-fluoro-4-(1-methylpyrazol-4-yl)phenyl]methyl]-N-[(3R,4S)-3-hydroxyoxan-4-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C=CC(=C1)C=1C=NN(C=1)C)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](COCC1)O)C=CS2 BDGBYWYBLOFDSC-UGKGYDQZSA-N 0.000 claims 1
• MFOURJOBXFXLDM-VXKWHMMOSA-N 7-[[2-fluoro-4-(1-methylpyrazol-4-yl)phenyl]methyl]-N-[(3S,4S)-4-hydroxyoxan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1=C(C=CC(=C1)C=1C=NN(C=1)C)CC1=C2C(=NC(=C1)C(=O)N[C@H]1COCC[C@@H]1O)C=CS2 MFOURJOBXFXLDM-VXKWHMMOSA-N 0.000 claims 1
• AEKSCTWDEHCJMM-UHFFFAOYSA-N 7-[[4-(1,3-dimethylpyrazol-4-yl)phenyl]methyl]-N-(oxetan-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C(=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1COC1)C=CS2)C AEKSCTWDEHCJMM-UHFFFAOYSA-N 0.000 claims 1
• WDUIPRYIRIMDFX-URXFXBBRSA-N 7-[[4-(1,3-dimethylpyrazol-4-yl)phenyl]methyl]-N-[(1S,2S)-2-hydroxycyclohexyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C(=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](CCCC1)O)C=CS2)C WDUIPRYIRIMDFX-URXFXBBRSA-N 0.000 claims 1
• XVFJECPMUDWLJY-REWPJTCUSA-N 7-[[4-(1,3-dimethylpyrazol-4-yl)phenyl]methyl]-N-[(1S,2S)-2-hydroxycyclopentyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C(=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1[C@H](CCC1)O)C=CS2)C XVFJECPMUDWLJY-REWPJTCUSA-N 0.000 claims 1
• KPUODGKHCHQHKM-UHFFFAOYSA-N 7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]-N-(2-oxaspiro[3.3]heptan-6-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1CC3(COC3)C1)C=CS2 KPUODGKHCHQHKM-UHFFFAOYSA-N 0.000 claims 1
• NRVCYGFJXQCQHB-UHFFFAOYSA-N 7-[[4-(1-methyltriazol-4-yl)phenyl]methyl]-N-(2-oxaspiro[3.3]heptan-6-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=NC(=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1CC3(COC3)C1)C=CS2 NRVCYGFJXQCQHB-UHFFFAOYSA-N 0.000 claims 1
• RVQDCSTZWPPNTF-UHFFFAOYSA-N 7-[[4-(1-methyltriazol-4-yl)phenyl]methyl]-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=NC(=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1CCOCC1)C=CS2 RVQDCSTZWPPNTF-UHFFFAOYSA-N 0.000 claims 1
• ZVZUAWPSPBQPPR-QGZVFWFLSA-N 7-[[4-(1-methyltriazol-4-yl)phenyl]methyl]-N-[(3R)-oxolan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=NC(=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)N[C@H]1COCC1)C=CS2 ZVZUAWPSPBQPPR-QGZVFWFLSA-N 0.000 claims 1
• ZVZUAWPSPBQPPR-KRWDZBQOSA-N 7-[[4-(1-methyltriazol-4-yl)phenyl]methyl]-N-[(3S)-oxolan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=NC(=C1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1COCC1)C=CS2 ZVZUAWPSPBQPPR-KRWDZBQOSA-N 0.000 claims 1
• XEGODDVTYVMUIH-UHFFFAOYSA-N 7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]-N-(1-methylpiperidin-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1OC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1CN(CCC1)C)C=CS2 XEGODDVTYVMUIH-UHFFFAOYSA-N 0.000 claims 1
• VGBRERBRLOMTNB-UHFFFAOYSA-N 7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]-N-(1-methylpiperidin-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1OC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1CCN(CC1)C)C=CS2 VGBRERBRLOMTNB-UHFFFAOYSA-N 0.000 claims 1
• YXFZHACSZFSHRB-UHFFFAOYSA-N 7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]-N-(2-oxaspiro[3.3]heptan-6-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1OC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1CC3(COC3)C1)C=CS2 YXFZHACSZFSHRB-UHFFFAOYSA-N 0.000 claims 1
• BDNGOXFTWHVEIW-UHFFFAOYSA-N 7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]-N-(2-oxoazepan-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1OC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1C(NCCCC1)=O)C=CS2 BDNGOXFTWHVEIW-UHFFFAOYSA-N 0.000 claims 1
• NMXAMUWGJGPWMM-UHFFFAOYSA-N 7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]-N-(2-oxopiperidin-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1OC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1C(NCCC1)=O)C=CS2 NMXAMUWGJGPWMM-UHFFFAOYSA-N 0.000 claims 1
• SKACCYYMWJQMPQ-GOSISDBHSA-N 7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]-N-[(3R)-oxolan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1OC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)N[C@H]1COCC1)C=CS2 SKACCYYMWJQMPQ-GOSISDBHSA-N 0.000 claims 1
• PCSQTCQRLFSWMT-UHFFFAOYSA-N 7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]-N-(2-oxaspiro[3.3]heptan-6-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1SC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1CC3(COC3)C1)C=CS2 PCSQTCQRLFSWMT-UHFFFAOYSA-N 0.000 claims 1
• PVTFRGABACOHRP-UHFFFAOYSA-N 7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]-N-(2-oxoazepan-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1SC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1C(NCCCC1)=O)C=CS2 PVTFRGABACOHRP-UHFFFAOYSA-N 0.000 claims 1
• BFKFCQHSWQHQBC-UHFFFAOYSA-N 7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]-N-(2-oxopiperidin-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1SC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)NC1C(NCCC1)=O)C=CS2 BFKFCQHSWQHQBC-UHFFFAOYSA-N 0.000 claims 1
• QEFQCDXJKGMUDS-IBGZPJMESA-N 7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]-N-[(3S)-oxan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC=1SC=C(N=1)C1=CC=C(C=C1)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1COCCC1)C=CS2 QEFQCDXJKGMUDS-IBGZPJMESA-N 0.000 claims 1
• AWFMXJDDLQTLAW-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-(2-oxaspiro[3.3]heptan-6-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1CC3(COC3)C1)C=CS2 AWFMXJDDLQTLAW-UHFFFAOYSA-N 0.000 claims 1
• MAEZGHVWSBIMSQ-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-(oxan-2-ylmethyl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NCC1OCCCC1)C=CS2 MAEZGHVWSBIMSQ-UHFFFAOYSA-N 0.000 claims 1
• BAIXNTVSTPTTQK-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1CCOCC1)C=CS2 BAIXNTVSTPTTQK-UHFFFAOYSA-N 0.000 claims 1
• DVGFIHXAQMHXLG-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-(oxan-4-ylmethyl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NCC1CCOCC1)C=CS2 DVGFIHXAQMHXLG-UHFFFAOYSA-N 0.000 claims 1
• NTQOWDRPFITIRT-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-(oxetan-2-ylmethyl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NCC1OCC1)C=CS2 NTQOWDRPFITIRT-UHFFFAOYSA-N 0.000 claims 1
• JAYMOKCUYYCXFG-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-(oxetan-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1COC1)C=CS2 JAYMOKCUYYCXFG-UHFFFAOYSA-N 0.000 claims 1
• ULDUPQYYJXBPSS-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-(oxolan-3-ylmethyl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NCC1COCC1)C=CS2 ULDUPQYYJXBPSS-UHFFFAOYSA-N 0.000 claims 1
• OUXLSVNQUPEQIP-QGZVFWFLSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-[(3R)-oxan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)N[C@H]1COCCC1)C=CS2 OUXLSVNQUPEQIP-QGZVFWFLSA-N 0.000 claims 1
• QYLHSXFSDNIZDV-MRXNPFEDSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-[(3R)-oxolan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)N[C@H]1COCC1)C=CS2 QYLHSXFSDNIZDV-MRXNPFEDSA-N 0.000 claims 1
• OUXLSVNQUPEQIP-KRWDZBQOSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-[(3S)-oxan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1COCCC1)C=CS2 OUXLSVNQUPEQIP-KRWDZBQOSA-N 0.000 claims 1
• QYLHSXFSDNIZDV-INIZCTEOSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-[(3S)-oxolan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1COCC1)C=CS2 QYLHSXFSDNIZDV-INIZCTEOSA-N 0.000 claims 1
• REMNTAPMNXDEGD-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-[1-(oxetan-3-yl)azetidin-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1CN(C1)C1COC1)C=CS2 REMNTAPMNXDEGD-UHFFFAOYSA-N 0.000 claims 1
• FISLAYBQXSLFFL-QGZVFWFLSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-[[(2R)-oxolan-2-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC[C@@H]1OCCC1)C=CS2 FISLAYBQXSLFFL-QGZVFWFLSA-N 0.000 claims 1
• MYTJHWUVDNUMLG-QGZVFWFLSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-[[(2R)-pyrrolidin-2-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC[C@@H]1NCCC1)C=CS2 MYTJHWUVDNUMLG-QGZVFWFLSA-N 0.000 claims 1
• MYTJHWUVDNUMLG-KRWDZBQOSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-[[(2S)-pyrrolidin-2-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC[C@H]1NCCC1)C=CS2 MYTJHWUVDNUMLG-KRWDZBQOSA-N 0.000 claims 1
• ULDUPQYYJXBPSS-INIZCTEOSA-N 7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]-N-[[(3S)-oxolan-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=C(C=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC[C@H]1COCC1)C=CS2 ULDUPQYYJXBPSS-INIZCTEOSA-N 0.000 claims 1
• VLAACRINVPPUBC-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-(2-oxaspiro[3.3]heptan-6-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1CC3(COC3)C1)C=CS2 VLAACRINVPPUBC-UHFFFAOYSA-N 0.000 claims 1
• HIRCFQRUNATZCL-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-(oxan-2-ylmethyl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NCC1OCCCC1)C=CS2 HIRCFQRUNATZCL-UHFFFAOYSA-N 0.000 claims 1
• GCWFFJJBDJFMEF-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-(oxan-4-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1CCOCC1)C=CS2 GCWFFJJBDJFMEF-UHFFFAOYSA-N 0.000 claims 1
• WRYLXJQTKGYXDN-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-(oxan-4-ylmethyl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NCC1CCOCC1)C=CS2 WRYLXJQTKGYXDN-UHFFFAOYSA-N 0.000 claims 1
• AHCBVLLSMMALHE-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-(oxetan-2-ylmethyl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NCC1OCC1)C=CS2 AHCBVLLSMMALHE-UHFFFAOYSA-N 0.000 claims 1
• PUBMHSCUBXCQNM-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-(oxetan-3-yl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1COC1)C=CS2 PUBMHSCUBXCQNM-UHFFFAOYSA-N 0.000 claims 1
• KWFAEAUFKPHCSM-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-(oxolan-3-ylmethyl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NCC1COCC1)C=CS2 KWFAEAUFKPHCSM-UHFFFAOYSA-N 0.000 claims 1
• RLTASOQYXHKHBJ-GOSISDBHSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-[(3R)-oxan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)N[C@H]1COCCC1)C=CS2 RLTASOQYXHKHBJ-GOSISDBHSA-N 0.000 claims 1
• PVGJODOFWTWFIK-QGZVFWFLSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-[(3R)-oxolan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)N[C@H]1COCC1)C=CS2 PVGJODOFWTWFIK-QGZVFWFLSA-N 0.000 claims 1
• RLTASOQYXHKHBJ-SFHVURJKSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-[(3S)-oxan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1COCCC1)C=CS2 RLTASOQYXHKHBJ-SFHVURJKSA-N 0.000 claims 1
• PVGJODOFWTWFIK-KRWDZBQOSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-[(3S)-oxolan-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)N[C@@H]1COCC1)C=CS2 PVGJODOFWTWFIK-KRWDZBQOSA-N 0.000 claims 1
• OZZWWYSFMOPTQP-UHFFFAOYSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-[1-(oxetan-3-yl)azetidin-3-yl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC1CN(C1)C1COC1)C=CS2 OZZWWYSFMOPTQP-UHFFFAOYSA-N 0.000 claims 1
• BEQAUMKPCAUSLS-GOSISDBHSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-[[(2R)-oxolan-2-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC[C@@H]1OCCC1)C=CS2 BEQAUMKPCAUSLS-GOSISDBHSA-N 0.000 claims 1
• BEQAUMKPCAUSLS-SFHVURJKSA-N 7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]-N-[[(2S)-oxolan-2-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1N=CC(=C1)C1=CC=C(C=N1)CC1=C2C(=NC(=C1)C(=O)NC[C@H]1OCCC1)C=CS2 BEQAUMKPCAUSLS-SFHVURJKSA-N 0.000 claims 1
• YRKWTNPLCWIWTJ-WUQHVDQBSA-N 7-[ethoxy-(6-methylpyridin-3-yl)methyl]-N-[(1R,2R)-2-hydroxycyclohexyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C(C)OC(C1=C2C(=NC(=C1)C(=O)N[C@H]1[C@@H](CCCC1)O)C=CS2)C=1C=NC(=CC=1)C YRKWTNPLCWIWTJ-WUQHVDQBSA-N 0.000 claims 1
• LJIHBAUVCQFSQA-AOQMIGQVSA-N 7-[fluoro-(6-methylpyridin-3-yl)methyl]-N-[(1R,2R)-2-hydroxycyclohexyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC(C1=C2C(=NC(=C1)C(=O)N[C@H]1[C@@H](CCCC1)O)C=CS2)C=1C=NC(=CC=1)C LJIHBAUVCQFSQA-AOQMIGQVSA-N 0.000 claims 1
• MEOLNERHDBNFIM-UHFFFAOYSA-N N,3-dimethyl-N-(oxan-4-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN(C(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)N1N=CC=C1)C1CCOCC1 MEOLNERHDBNFIM-UHFFFAOYSA-N 0.000 claims 1
• SBLCTXUOMSZSKV-UHFFFAOYSA-N N-(1,1-dioxothiolan-3-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O=S1(CC(CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1)=O SBLCTXUOMSZSKV-UHFFFAOYSA-N 0.000 claims 1
• NADYMSYWKCUQIM-UHFFFAOYSA-N N-(1-bicyclo[1.1.1]pentanyl)-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C12CC(C1)(C2)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 NADYMSYWKCUQIM-UHFFFAOYSA-N 0.000 claims 1
• URMFBJZBXRDYKM-UHFFFAOYSA-N N-(1-cyanocyclopropyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C(#N)C1(CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 URMFBJZBXRDYKM-UHFFFAOYSA-N 0.000 claims 1
• XTKMJKPGUTUIOD-UHFFFAOYSA-N N-(1-cyanocyclopropyl)-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C(#N)C1(CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C XTKMJKPGUTUIOD-UHFFFAOYSA-N 0.000 claims 1
• RKVZTBRKCGKVAO-UHFFFAOYSA-N N-(1-cyclopropyl-2-hydroxyethyl)-7-(6-methylpyridin-3-yl)oxythieno[3,2-b]pyridine-5-carboxamide Chemical compound C1(CC1)C(CO)NC(=O)C1=CC(=C2C(=N1)C=CS2)OC=1C=NC(=CC=1)C RKVZTBRKCGKVAO-UHFFFAOYSA-N 0.000 claims 1
• GLIQHWVMALUQAE-UHFFFAOYSA-N N-(1-methoxypropan-2-yl)-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound COCC(C)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C1=NN(C=C1)C GLIQHWVMALUQAE-UHFFFAOYSA-N 0.000 claims 1
• MXPUKSNOIRGGGM-UHFFFAOYSA-N N-(1-methoxypropan-2-yl)-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound COCC(C)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C=1C=NN(C=1)C MXPUKSNOIRGGGM-UHFFFAOYSA-N 0.000 claims 1
• QHIUURITAQCKKT-UHFFFAOYSA-N N-(1-methyl-5-oxopyrrolidin-3-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1CC(CC1=O)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 QHIUURITAQCKKT-UHFFFAOYSA-N 0.000 claims 1
• XYNXVPITHBUYKW-UHFFFAOYSA-N N-(1-methylazetidin-3-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 XYNXVPITHBUYKW-UHFFFAOYSA-N 0.000 claims 1
• RSXGTYJVMIWANX-UHFFFAOYSA-N N-(1-methylpiperidin-3-yl)-7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1CC(CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(SC=1)C RSXGTYJVMIWANX-UHFFFAOYSA-N 0.000 claims 1
• XRULPPDCULXBLQ-UHFFFAOYSA-N N-(1-methylpiperidin-4-yl)-7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CN1CCC(CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(SC=1)C XRULPPDCULXBLQ-UHFFFAOYSA-N 0.000 claims 1
• ONZBPYAYSFJGHS-UHFFFAOYSA-N N-(1-tert-butylazetidin-3-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C(C)(C)(C)N1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 ONZBPYAYSFJGHS-UHFFFAOYSA-N 0.000 claims 1
• UOXXMTFDGVJPQI-UHFFFAOYSA-N N-(1-tert-butylazetidin-3-yl)-7-[[4-(1,3-dimethylpyrazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C(C)(C)(C)N1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1C(=NN(C=1)C)C UOXXMTFDGVJPQI-UHFFFAOYSA-N 0.000 claims 1
• FUOROHZWYFLXOV-UHFFFAOYSA-N N-(1-tert-butylazetidin-3-yl)-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C(C)(C)(C)N1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 FUOROHZWYFLXOV-UHFFFAOYSA-N 0.000 claims 1
• UCHQGHDXNLHBOA-UHFFFAOYSA-N N-(1-tert-butylazetidin-3-yl)-7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C(C)(C)(C)N1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(SC=1)C UCHQGHDXNLHBOA-UHFFFAOYSA-N 0.000 claims 1
• PQYDWHBGEFMZMM-UHFFFAOYSA-N N-(1H-imidazol-5-yl)-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound N1C=NC(=C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C PQYDWHBGEFMZMM-UHFFFAOYSA-N 0.000 claims 1
• GRINJQZCBWFNGF-UHFFFAOYSA-N N-(1H-indazol-3-yl)-7-(6-methylpyridin-3-yl)oxythieno[3,2-b]pyridine-5-carboxamide Chemical compound N1N=C(C2=CC=CC=C12)NC(=O)C1=CC(=C2C(=N1)C=CS2)OC=1C=NC(=CC=1)C GRINJQZCBWFNGF-UHFFFAOYSA-N 0.000 claims 1
• VVCYIMQRZFZSLL-UHFFFAOYSA-N N-(1H-indazol-3-yl)-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound N1N=C(C2=CC=CC=C12)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C VVCYIMQRZFZSLL-UHFFFAOYSA-N 0.000 claims 1
• WUKFPQLCVFWWSV-UHFFFAOYSA-N N-(2,2-dimethyloxan-4-yl)-1-methyl-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound CC1(OCCC(C1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1SC=CN=1)C WUKFPQLCVFWWSV-UHFFFAOYSA-N 0.000 claims 1
• KAAYGNCJQZGKTF-UHFFFAOYSA-N N-(2,2-dimethyloxan-4-yl)-1-methyl-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound CC1(OCCC(C1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1N=CSC=1)C KAAYGNCJQZGKTF-UHFFFAOYSA-N 0.000 claims 1
• UQRCRBSYTXNHEK-UHFFFAOYSA-N N-(2,2-dimethyloxan-4-yl)-1-methyl-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound CC1(OCCC(C1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC=1C=NC(=CC=1)C1=NN(C=C1)C)C UQRCRBSYTXNHEK-UHFFFAOYSA-N 0.000 claims 1
• QQRNASDRJYHJJS-UHFFFAOYSA-N N-(2,2-dimethyloxan-4-yl)-1-methyl-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound CC1(OCCC(C1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC=1C=NC(=CC=1)C=1C=NN(C=1)C)C QQRNASDRJYHJJS-UHFFFAOYSA-N 0.000 claims 1
• BFVSQQLREIWLTE-UHFFFAOYSA-N N-(2,2-dimethyloxan-4-yl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1(OCCC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1)C BFVSQQLREIWLTE-UHFFFAOYSA-N 0.000 claims 1
• ITRQAPHPPUVREP-UHFFFAOYSA-N N-(2,2-dimethyloxan-4-yl)-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1(OCCC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1)C ITRQAPHPPUVREP-UHFFFAOYSA-N 0.000 claims 1
• PFERFJATUQMPKG-UHFFFAOYSA-N N-(2,2-dimethyloxan-4-yl)-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1(OCCC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=NN(C=C1)C)C PFERFJATUQMPKG-UHFFFAOYSA-N 0.000 claims 1
• XELXRLKNFDUJHN-UHFFFAOYSA-N N-(2,2-dimethyloxan-4-yl)-7-[[4-(1-methylpyrazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1(OCCC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1C=NN(C=1)C)C XELXRLKNFDUJHN-UHFFFAOYSA-N 0.000 claims 1
• GXDOBOZLBNHEMZ-UHFFFAOYSA-N N-(2,2-dimethyloxan-4-yl)-7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1(OCCC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(OC=1)C)C GXDOBOZLBNHEMZ-UHFFFAOYSA-N 0.000 claims 1
• PBBQOQUTLGGKGM-UHFFFAOYSA-N N-(2,2-dimethyloxan-4-yl)-7-[[4-[(2,2-dimethyloxan-4-yl)carbamoyl]phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1(OCCC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C(NC1CC(OCC1)(C)C)=O)C PBBQOQUTLGGKGM-UHFFFAOYSA-N 0.000 claims 1
• AUCRKLWBTUEBIR-UHFFFAOYSA-N N-(2,2-dimethyloxan-4-yl)-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1(OCCC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C1=NN(C=C1)C)C AUCRKLWBTUEBIR-UHFFFAOYSA-N 0.000 claims 1
• MLUFNLUQGOREEU-UHFFFAOYSA-N N-(2,2-dimethyloxan-4-yl)-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1(OCCC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C=1C=NN(C=1)C)C MLUFNLUQGOREEU-UHFFFAOYSA-N 0.000 claims 1
• QLGBAIURHRZQLL-UHFFFAOYSA-N N-(2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl)-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C1(CCN2CCCC12)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 QLGBAIURHRZQLL-UHFFFAOYSA-N 0.000 claims 1
• NQXRSZPMSVDLKO-UHFFFAOYSA-N N-(2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl)-7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C1(CCN2CCCC12)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(SC=1)C NQXRSZPMSVDLKO-UHFFFAOYSA-N 0.000 claims 1
• YWQUANYNNLUQCS-UHFFFAOYSA-N N-(2,6-dimethyloxan-4-yl)-1-methyl-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound CC1OC(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC=1C=NC(=CC=1)C1=NN(C=C1)C)C YWQUANYNNLUQCS-UHFFFAOYSA-N 0.000 claims 1
• LRLYDTZCBOIEPL-UHFFFAOYSA-N N-(2,6-dimethyloxan-4-yl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1OC(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1)C LRLYDTZCBOIEPL-UHFFFAOYSA-N 0.000 claims 1
• ZEORAIHZNWSHIQ-UHFFFAOYSA-N N-(2,6-dimethyloxan-4-yl)-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1OC(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1)C ZEORAIHZNWSHIQ-UHFFFAOYSA-N 0.000 claims 1
• MIZOGPFZEMZVEQ-UHFFFAOYSA-N N-(2,6-dimethyloxan-4-yl)-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1OC(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=NN(C=C1)C)C MIZOGPFZEMZVEQ-UHFFFAOYSA-N 0.000 claims 1
• UNLVWMHAVDQYGL-UHFFFAOYSA-N N-(2,6-dimethyloxan-4-yl)-7-[[4-(1-methylpyrazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1OC(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1C=NN(C=1)C)C UNLVWMHAVDQYGL-UHFFFAOYSA-N 0.000 claims 1
• HUXVZRBTSVSFRF-UHFFFAOYSA-N N-(2,6-dimethyloxan-4-yl)-7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1OC(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(OC=1)C)C HUXVZRBTSVSFRF-UHFFFAOYSA-N 0.000 claims 1
• RNMILRPLKROVHH-UHFFFAOYSA-N N-(2,6-dimethyloxan-4-yl)-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1OC(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C1=NN(C=C1)C)C RNMILRPLKROVHH-UHFFFAOYSA-N 0.000 claims 1
• JIUYNYGTKIEQSF-UHFFFAOYSA-N N-(2,6-dimethyloxan-4-yl)-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1OC(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C=1C=NN(C=1)C)C JIUYNYGTKIEQSF-UHFFFAOYSA-N 0.000 claims 1
• IOVYURGDUKAHGP-UHFFFAOYSA-N N-(2-hydroxy-2-methylcycloheptyl)-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound OC1(C(CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C)C IOVYURGDUKAHGP-UHFFFAOYSA-N 0.000 claims 1
• ZTTOIARVKGKXJD-UHFFFAOYSA-N N-(2-methoxyethyl)-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound COCCNC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C1=NN(C=C1)C ZTTOIARVKGKXJD-UHFFFAOYSA-N 0.000 claims 1
• GAHYLYLDLOTIMZ-UHFFFAOYSA-N N-(2-methoxyethyl)-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound COCCNC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C=1C=NN(C=1)C GAHYLYLDLOTIMZ-UHFFFAOYSA-N 0.000 claims 1
• XRPAOKPOTAXFBL-UHFFFAOYSA-N N-(2-oxaspiro[3.3]heptan-6-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C1OCC11CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 XRPAOKPOTAXFBL-UHFFFAOYSA-N 0.000 claims 1
• ATARDRJKLZWDOB-UHFFFAOYSA-N N-(2-oxaspiro[3.3]heptan-6-yl)-7-[[4-(1,3,5-trimethylpyrazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C1OCC11CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1C(=NN(C=1C)C)C ATARDRJKLZWDOB-UHFFFAOYSA-N 0.000 claims 1
• QTGTUNBWCHVQRQ-UHFFFAOYSA-N N-(2-oxaspiro[3.3]heptan-6-yl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C1OCC11CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 QTGTUNBWCHVQRQ-UHFFFAOYSA-N 0.000 claims 1
• AHQGEQFUOVNCAL-UHFFFAOYSA-N N-(2-oxaspiro[3.3]heptan-6-yl)-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C1OCC11CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 AHQGEQFUOVNCAL-UHFFFAOYSA-N 0.000 claims 1
• CKLQFLGRZRGKJW-UHFFFAOYSA-N N-(2-oxaspiro[3.3]heptan-6-yl)-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C1OCC11CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1 CKLQFLGRZRGKJW-UHFFFAOYSA-N 0.000 claims 1
• YAVXSSDDRTXABI-UHFFFAOYSA-N N-(2-oxoazepan-3-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O=C1NCCCCC1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 YAVXSSDDRTXABI-UHFFFAOYSA-N 0.000 claims 1
• SEHDCWHKUPTCCH-UHFFFAOYSA-N N-(2-oxoazepan-3-yl)-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O=C1NCCCCC1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 SEHDCWHKUPTCCH-UHFFFAOYSA-N 0.000 claims 1
• RJNLYPFVGALIOJ-UHFFFAOYSA-N N-(2-oxoazepan-3-yl)-7-[[6-(trifluoromethyl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O=C1NCCCCC1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C(F)(F)F RJNLYPFVGALIOJ-UHFFFAOYSA-N 0.000 claims 1
• IISIRLVAJWMHEN-UHFFFAOYSA-N N-(2-oxocyclopentyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O=C1C(CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 IISIRLVAJWMHEN-UHFFFAOYSA-N 0.000 claims 1
• WLEQXPVTXRCOAU-UHFFFAOYSA-N N-(2-oxopiperidin-3-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O=C1NCCCC1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 WLEQXPVTXRCOAU-UHFFFAOYSA-N 0.000 claims 1
• RIXDYSBFNDFOFN-UHFFFAOYSA-N N-(2-oxopiperidin-3-yl)-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O=C1NCCCC1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 RIXDYSBFNDFOFN-UHFFFAOYSA-N 0.000 claims 1
• NTCYSDQCGUJMLE-UHFFFAOYSA-N N-(2-oxopiperidin-3-yl)-7-[[6-(trifluoromethyl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O=C1NCCCC1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C(F)(F)F NTCYSDQCGUJMLE-UHFFFAOYSA-N 0.000 claims 1
• HQAKYONJSRIFCL-UHFFFAOYSA-N N-(3,3-difluorocyclobutyl)-1-methyl-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound FC1(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1SC=CN=1)F HQAKYONJSRIFCL-UHFFFAOYSA-N 0.000 claims 1
• LRYUQAFYTSTAEY-UHFFFAOYSA-N N-(3,3-difluorocyclobutyl)-1-methyl-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound FC1(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC=1C=NC(=CC=1)C1=NN(C=C1)C)F LRYUQAFYTSTAEY-UHFFFAOYSA-N 0.000 claims 1
• MGKQKTOIEZMPPK-UHFFFAOYSA-N N-(3,3-difluorocyclobutyl)-3-methyl-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1(CC(C1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)C1=NN(C=C1)C)F MGKQKTOIEZMPPK-UHFFFAOYSA-N 0.000 claims 1
• HBTXWHIDJKOMBT-UHFFFAOYSA-N N-(3,3-difluorocyclobutyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1)F HBTXWHIDJKOMBT-UHFFFAOYSA-N 0.000 claims 1
• DDVIZCCOEVEMDI-UHFFFAOYSA-N N-(3,3-difluorocyclobutyl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1)F DDVIZCCOEVEMDI-UHFFFAOYSA-N 0.000 claims 1
• HLOFQHHESFUZTI-UHFFFAOYSA-N N-(3,3-difluorocyclobutyl)-7-[[4-[(3,3-difluorocyclobutyl)carbamoyl]phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C(NC1CC(C1)(F)F)=O)F HLOFQHHESFUZTI-UHFFFAOYSA-N 0.000 claims 1
• ZBVAULJRPMCYDB-UHFFFAOYSA-N N-(3,3-difluorocyclobutyl)-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C1=NN(C=C1)C)F ZBVAULJRPMCYDB-UHFFFAOYSA-N 0.000 claims 1
• QWZDOFKJAJWHII-UHFFFAOYSA-N N-(3,3-difluorocyclobutyl)-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1(CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C=1C=NN(C=1)C)F QWZDOFKJAJWHII-UHFFFAOYSA-N 0.000 claims 1
• BWFRJWSOAVLTRZ-UHFFFAOYSA-N N-(3,3-dimethyloxan-4-yl)-1-methyl-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound CC1(COCCC1NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1SC=CN=1)C BWFRJWSOAVLTRZ-UHFFFAOYSA-N 0.000 claims 1
• INTUMCYGDPRJQC-UHFFFAOYSA-N N-(3,3-dimethyloxan-4-yl)-1-methyl-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound CC1(COCCC1NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C1=NN(C=C1)C)C INTUMCYGDPRJQC-UHFFFAOYSA-N 0.000 claims 1
• CFWCIJNMVNNCKK-UHFFFAOYSA-N N-(3,3-dimethyloxan-4-yl)-1-methyl-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound CC1(COCCC1NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC=1C=NC(=CC=1)C1=NN(C=C1)C)C CFWCIJNMVNNCKK-UHFFFAOYSA-N 0.000 claims 1
• UEBALSLUAGERJE-UHFFFAOYSA-N N-(3,3-dimethyloxan-4-yl)-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1(COCCC1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1)C UEBALSLUAGERJE-UHFFFAOYSA-N 0.000 claims 1
• PGEQGPYMBVTFRD-UHFFFAOYSA-N N-(3,3-dimethyloxan-4-yl)-7-[[4-(1-methylpyrazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1(COCCC1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1C=NN(C=1)C)C PGEQGPYMBVTFRD-UHFFFAOYSA-N 0.000 claims 1
• GKNNXGBOPABPTH-UHFFFAOYSA-N N-(3,3-dimethyloxan-4-yl)-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1(COCCC1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C1=NN(C=C1)C)C GKNNXGBOPABPTH-UHFFFAOYSA-N 0.000 claims 1
• BQYZKLRTMPSEEG-UHFFFAOYSA-N N-(3,3-dimethyloxan-4-yl)-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1(COCCC1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C=1C=NN(C=1)C)C BQYZKLRTMPSEEG-UHFFFAOYSA-N 0.000 claims 1
• CURWWAOHAKTGSZ-UHFFFAOYSA-N N-(3-fluorocyclobutyl)-1-methyl-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound FC1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1SC=CN=1 CURWWAOHAKTGSZ-UHFFFAOYSA-N 0.000 claims 1
• MGJBBFAYFJXLPI-UHFFFAOYSA-N N-(3-fluorocyclobutyl)-1-methyl-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound FC1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC=1C=NC(=CC=1)C1=NN(C=C1)C MGJBBFAYFJXLPI-UHFFFAOYSA-N 0.000 claims 1
• FYQQFYVZDMGTFO-UHFFFAOYSA-N N-(3-fluorocyclobutyl)-3-methyl-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1CC(C1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)C1=NN(C=C1)C FYQQFYVZDMGTFO-UHFFFAOYSA-N 0.000 claims 1
• KARQJEKNCWVGHM-UHFFFAOYSA-N N-(3-fluorocyclobutyl)-7-(6-methylpyridin-3-yl)oxythieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)OC=1C=NC(=CC=1)C KARQJEKNCWVGHM-UHFFFAOYSA-N 0.000 claims 1
• ANDXKAZGOXIHNW-UHFFFAOYSA-N N-(3-fluorocyclobutyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 ANDXKAZGOXIHNW-UHFFFAOYSA-N 0.000 claims 1
• NZXLOWJQGDRVMX-UHFFFAOYSA-N N-(3-fluorocyclobutyl)-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C NZXLOWJQGDRVMX-UHFFFAOYSA-N 0.000 claims 1
• VMKFESBSCZANHZ-UHFFFAOYSA-N N-(3-fluorocyclobutyl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 VMKFESBSCZANHZ-UHFFFAOYSA-N 0.000 claims 1
• ZJUWQLDSAKSLQF-UHFFFAOYSA-N N-(3-fluorocyclobutyl)-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 ZJUWQLDSAKSLQF-UHFFFAOYSA-N 0.000 claims 1
• NCTSJHKBKLZRRR-UHFFFAOYSA-N N-(3-fluorocyclobutyl)-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1 NCTSJHKBKLZRRR-UHFFFAOYSA-N 0.000 claims 1
• BUELGDSVTYUWFS-UHFFFAOYSA-N N-(3-fluorocyclobutyl)-7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(SC=1)C BUELGDSVTYUWFS-UHFFFAOYSA-N 0.000 claims 1
• PVXXVDWEPBRCAO-UHFFFAOYSA-N N-(3-fluorocyclobutyl)-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound FC1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C=1C=NN(C=1)C PVXXVDWEPBRCAO-UHFFFAOYSA-N 0.000 claims 1
• PBAJQSIPJZDXDP-UHFFFAOYSA-N N-(3-hydroxy-1-adamantyl)-3-methyl-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound OC12CC3(CC(CC(C1)C3)C2)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC=1C=NC(=CC=1)C PBAJQSIPJZDXDP-UHFFFAOYSA-N 0.000 claims 1
• NBHMZGVAEZXQPK-UHFFFAOYSA-N N-(3-hydroxy-1-adamantyl)-7-[(2-methyl-1,3-thiazol-5-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound OC12CC3(CC(CC(C1)C3)C2)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CN=C(S1)C NBHMZGVAEZXQPK-UHFFFAOYSA-N 0.000 claims 1
• XENPTGHDHRZENW-UHFFFAOYSA-N N-(3-hydroxy-1-adamantyl)-7-[[6-(trifluoromethyl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound OC12CC3(CC(CC(C1)C3)C2)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C(F)(F)F XENPTGHDHRZENW-UHFFFAOYSA-N 0.000 claims 1
• LIGQXZNEOGKXQN-UHFFFAOYSA-N N-(3-methoxycyclobutyl)-7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound COC1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(SC=1)C LIGQXZNEOGKXQN-UHFFFAOYSA-N 0.000 claims 1
• MLSIJBVNIBSPEU-UHFFFAOYSA-N N-(3-methoxypropyl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound COCCCNC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 MLSIJBVNIBSPEU-UHFFFAOYSA-N 0.000 claims 1
• FRGNDTRNSXZROJ-UHFFFAOYSA-N N-(3-methoxypropyl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound COCCCNC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 FRGNDTRNSXZROJ-UHFFFAOYSA-N 0.000 claims 1
• ONYLFPBHJLOLQU-UHFFFAOYSA-N N-(3-methyloxan-4-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1COCCC1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 ONYLFPBHJLOLQU-UHFFFAOYSA-N 0.000 claims 1
• QRNDTHJFOFSAEJ-UHFFFAOYSA-N N-(3-methyloxan-4-yl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1COCCC1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 QRNDTHJFOFSAEJ-UHFFFAOYSA-N 0.000 claims 1
• OHXJWENLKYOYOF-UHFFFAOYSA-N N-(3-methyloxetan-3-yl)-7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1(COC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(SC=1)C OHXJWENLKYOYOF-UHFFFAOYSA-N 0.000 claims 1
• ISGAOEJJZZUWMN-UHFFFAOYSA-N N-(4-hydroxy-3,3-dimethylbutan-2-yl)-7-(6-methylpyridin-3-yl)oxythieno[3,2-b]pyridine-5-carboxamide Chemical compound OCC(C(C)NC(=O)C1=CC(=C2C(=N1)C=CS2)OC=1C=NC(=CC=1)C)(C)C ISGAOEJJZZUWMN-UHFFFAOYSA-N 0.000 claims 1
• ZKRYRHLYVVVTJE-UHFFFAOYSA-N N-(5-methyl-1H-pyrazol-3-yl)-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=NNC(=C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C ZKRYRHLYVVVTJE-UHFFFAOYSA-N 0.000 claims 1
• WMJQDBRTZXUYMD-UHFFFAOYSA-N N-(azetidin-2-ylmethyl)-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound N1C(CC1)CNC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C1=NN(C=C1)C WMJQDBRTZXUYMD-UHFFFAOYSA-N 0.000 claims 1
• RCOSQWIYXJKNSB-UHFFFAOYSA-N N-(azetidin-2-ylmethyl)-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound N1C(CC1)CNC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C=1C=NN(C=1)C RCOSQWIYXJKNSB-UHFFFAOYSA-N 0.000 claims 1
• FRFMEHNZBARNCJ-UHFFFAOYSA-N N-(oxan-3-yl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CC(CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 FRFMEHNZBARNCJ-UHFFFAOYSA-N 0.000 claims 1
• ZRFPMOKSSVSYRE-UHFFFAOYSA-N N-(oxan-4-yl)-7-(4-pyrazol-1-ylbenzoyl)thieno[3,2-b]pyridine-5-carboxamide Chemical compound N1(N=CC=C1)C1=CC=C(C(=O)C2=C3C(=NC(=C2)C(=O)NC2CCOCC2)C=CS3)C=C1 ZRFPMOKSSVSYRE-UHFFFAOYSA-N 0.000 claims 1
• IVAATJWPEVJXBI-UHFFFAOYSA-N N-(oxan-4-yl)-7-[[4-(1,3,5-trimethylpyrazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CCC(CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1C(=NN(C=1C)C)C IVAATJWPEVJXBI-UHFFFAOYSA-N 0.000 claims 1
• MQBRGPYGYXCXGE-UHFFFAOYSA-N N-(oxan-4-yl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CCC(CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 MQBRGPYGYXCXGE-UHFFFAOYSA-N 0.000 claims 1
• PFHWIMMSIGWTJJ-UHFFFAOYSA-N N-(oxan-4-yl)-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CCC(CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 PFHWIMMSIGWTJJ-UHFFFAOYSA-N 0.000 claims 1
• KCRHUCZPCNXYLV-UHFFFAOYSA-N N-(oxan-4-yl)-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CCC(CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1 KCRHUCZPCNXYLV-UHFFFAOYSA-N 0.000 claims 1
• LRSQYAMCKDFZRX-UHFFFAOYSA-N N-(oxan-4-yl)-7-[[4-(oxan-4-ylcarbamoyl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CCC(CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C(NC1CCOCC1)=O LRSQYAMCKDFZRX-UHFFFAOYSA-N 0.000 claims 1
• NXXYDIKYXCFNLQ-UHFFFAOYSA-N N-(oxan-4-yl)-7-[[6-(trifluoromethyl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CCC(CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C(F)(F)F NXXYDIKYXCFNLQ-UHFFFAOYSA-N 0.000 claims 1
• HSQJINQCPJACBE-UHFFFAOYSA-N N-(oxetan-3-yl)-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 HSQJINQCPJACBE-UHFFFAOYSA-N 0.000 claims 1
• HBKBWQIEIUFVKJ-UHFFFAOYSA-N N-(oxetan-3-yl)-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 HBKBWQIEIUFVKJ-UHFFFAOYSA-N 0.000 claims 1
• CPEGOCLFOOTYQV-UHFFFAOYSA-N N-(oxetan-3-yl)-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 CPEGOCLFOOTYQV-UHFFFAOYSA-N 0.000 claims 1
• WPKVDBJNFNJPMX-UHFFFAOYSA-N N-(oxetan-3-yl)-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1 WPKVDBJNFNJPMX-UHFFFAOYSA-N 0.000 claims 1
• CSJKUOMPCZSCCP-YLJYHZDGSA-N N-[(1R,2R)-2-hydroxycyclobutyl]-1-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]pyrazolo[4,3-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=NN2C)CC1=CC=C(C=C1)N1N=CC=C1 CSJKUOMPCZSCCP-YLJYHZDGSA-N 0.000 claims 1
• XLZXITYSVUNHRG-OXQOHEQNSA-N N-[(1R,2R)-2-hydroxycyclobutyl]-1-methyl-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]pyrazolo[4,3-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=NN2C)CC1=CC=C(C=C1)C=1N=CSC=1 XLZXITYSVUNHRG-OXQOHEQNSA-N 0.000 claims 1
• APARUEFXZSSVHY-IUODEOHRSA-N N-[(1R,2R)-2-hydroxycyclobutyl]-7-(6-methylpyridin-3-yl)oxythieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)OC=1C=NC(=CC=1)C APARUEFXZSSVHY-IUODEOHRSA-N 0.000 claims 1
• DGFTZWYEUKWWCM-YLJYHZDGSA-N N-[(1R,2R)-2-hydroxycyclobutyl]-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 DGFTZWYEUKWWCM-YLJYHZDGSA-N 0.000 claims 1
• FZNMKJLHUNRVAJ-RHSMWYFYSA-N N-[(1R,2R)-2-hydroxycyclobutyl]-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C FZNMKJLHUNRVAJ-RHSMWYFYSA-N 0.000 claims 1
• LNERZTNJHQFYTH-DENIHFKCSA-N N-[(1R,2R)-2-hydroxycyclobutyl]-7-[[4-(1,3,5-trimethylpyrazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1C(=NN(C=1C)C)C LNERZTNJHQFYTH-DENIHFKCSA-N 0.000 claims 1
• OBXXKIAQTHXAII-OXQOHEQNSA-N N-[(1R,2R)-2-hydroxycyclobutyl]-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 OBXXKIAQTHXAII-OXQOHEQNSA-N 0.000 claims 1
• CYALNGPHAZWCNF-WIYYLYMNSA-N N-[(1R,2R)-2-hydroxycyclobutyl]-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=NN(C=C1)C CYALNGPHAZWCNF-WIYYLYMNSA-N 0.000 claims 1
• ASGYZGCGYIANBT-DYESRHJHSA-N N-[(1R,2R)-2-hydroxycyclobutyl]-7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(SC=1)C ASGYZGCGYIANBT-DYESRHJHSA-N 0.000 claims 1
• PTONMGMQSDGDAG-YLJYHZDGSA-N N-[(1R,2R)-2-hydroxycyclobutyl]-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C1=NN(C=C1)C PTONMGMQSDGDAG-YLJYHZDGSA-N 0.000 claims 1
• PHZUGLOEQUYKOX-FYYLOGMGSA-N N-[(1R,2R)-2-hydroxycycloheptyl]-3-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)N1N=CC=C1 PHZUGLOEQUYKOX-FYYLOGMGSA-N 0.000 claims 1
• NPWCCEVAVVTPSL-UYAOXDASSA-N N-[(1R,2R)-2-hydroxycycloheptyl]-3-methyl-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC=1C=NC(=CC=1)C NPWCCEVAVVTPSL-UYAOXDASSA-N 0.000 claims 1
• HDLGAZKPEVTEMR-CRAIPNDOSA-N N-[(1R,2R)-2-hydroxycycloheptyl]-7-[(2-methyl-1,3-thiazol-5-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CN=C(S1)C HDLGAZKPEVTEMR-CRAIPNDOSA-N 0.000 claims 1
• BTQXBJZLARSVPU-VQIMIIECSA-N N-[(1R,2R)-2-hydroxycycloheptyl]-7-[(2-methylpyrimidin-5-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=NC=1)C BTQXBJZLARSVPU-VQIMIIECSA-N 0.000 claims 1
• PHNKWGARNPWDDV-NFBKMPQASA-N N-[(1R,2R)-2-hydroxycycloheptyl]-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 PHNKWGARNPWDDV-NFBKMPQASA-N 0.000 claims 1
• OENPJRKVMUIWKN-AUSIDOKSSA-N N-[(1R,2R)-2-hydroxycycloheptyl]-7-[[4-(1-methyltriazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=NN(C=1)C OENPJRKVMUIWKN-AUSIDOKSSA-N 0.000 claims 1
• LLEFEDWIPXPWSF-HYBUGGRVSA-N N-[(1R,2R)-2-hydroxycycloheptyl]-7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(OC=1)C LLEFEDWIPXPWSF-HYBUGGRVSA-N 0.000 claims 1
• QRFQJMYANQTAAN-CRAIPNDOSA-N N-[(1R,2R)-2-hydroxycycloheptyl]-7-[[6-(trifluoromethyl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C(F)(F)F QRFQJMYANQTAAN-CRAIPNDOSA-N 0.000 claims 1
• CKBVRLFYILEQHX-IFMALSPDSA-N N-[(1R,2R)-2-hydroxycyclohexyl]-3-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)N1N=CC=C1 CKBVRLFYILEQHX-IFMALSPDSA-N 0.000 claims 1
• QNFKZXDYYDGWQL-IEBWSBKVSA-N N-[(1R,2R)-2-hydroxycyclohexyl]-3-methyl-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC=1C=NC(=CC=1)C QNFKZXDYYDGWQL-IEBWSBKVSA-N 0.000 claims 1
• CCGGNBXZOKRFLB-CRAIPNDOSA-N N-[(1R,2R)-2-hydroxycyclohexyl]-7-[(2-methylpyrimidin-5-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=NC=1)C CCGGNBXZOKRFLB-CRAIPNDOSA-N 0.000 claims 1
• AOMZKRKOCHYJDH-XMSQKQJNSA-N N-[(1R,2R)-2-hydroxycyclohexyl]-7-[[4-(1-methyltriazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=NN(C=1)C AOMZKRKOCHYJDH-XMSQKQJNSA-N 0.000 claims 1
• TXCLNPWCYMKINZ-AUSIDOKSSA-N N-[(1R,2R)-2-hydroxycyclohexyl]-7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(OC=1)C TXCLNPWCYMKINZ-AUSIDOKSSA-N 0.000 claims 1
• DUBCXPCQTOVTCX-RHSMWYFYSA-N N-[(1R,2R)-2-hydroxycyclohexyl]-7-[[6-(trifluoromethyl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C(F)(F)F DUBCXPCQTOVTCX-RHSMWYFYSA-N 0.000 claims 1
• XJNYRPCNUNEYAH-TZIWHRDSSA-N N-[(1R,2R)-2-hydroxycyclopentyl]-3-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)N1N=CC=C1 XJNYRPCNUNEYAH-TZIWHRDSSA-N 0.000 claims 1
• CMBGHOKQHIUIHX-SJLPKXTDSA-N N-[(1R,2R)-2-hydroxycyclopentyl]-3-methyl-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC=1C=NC(=CC=1)C CMBGHOKQHIUIHX-SJLPKXTDSA-N 0.000 claims 1
• UZBWDLGSZKWAIE-CZUORRHYSA-N N-[(1R,2R)-2-hydroxycyclopentyl]-7-[(2-methyl-1,3-thiazol-5-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CN=C(S1)C UZBWDLGSZKWAIE-CZUORRHYSA-N 0.000 claims 1
• KKXVKHOSCLDDFL-RHSMWYFYSA-N N-[(1R,2R)-2-hydroxycyclopentyl]-7-[(2-methylpyrimidin-5-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=NC=1)C KKXVKHOSCLDDFL-RHSMWYFYSA-N 0.000 claims 1
• JRDZCARAEAYPRZ-WIYYLYMNSA-N N-[(1R,2R)-2-hydroxycyclopentyl]-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 JRDZCARAEAYPRZ-WIYYLYMNSA-N 0.000 claims 1
• ZRBJRKSVGXUWRW-DYESRHJHSA-N N-[(1R,2R)-2-hydroxycyclopentyl]-7-[[4-(1-methyltriazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=NN(C=1)C ZRBJRKSVGXUWRW-DYESRHJHSA-N 0.000 claims 1
• GHZUXLUKTDUQRZ-XMSQKQJNSA-N N-[(1R,2R)-2-hydroxycyclopentyl]-7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(OC=1)C GHZUXLUKTDUQRZ-XMSQKQJNSA-N 0.000 claims 1
• WQAKZGABOJYTKP-XMSQKQJNSA-N N-[(1R,2R)-2-hydroxycyclopentyl]-7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(SC=1)C WQAKZGABOJYTKP-XMSQKQJNSA-N 0.000 claims 1
• CXJBPDIMLJSYRR-CZUORRHYSA-N N-[(1R,2R)-2-hydroxycyclopentyl]-7-[[6-(trifluoromethyl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C(F)(F)F CXJBPDIMLJSYRR-CZUORRHYSA-N 0.000 claims 1
• LYOVPWMUDDDTAQ-FYYLOGMGSA-N N-[(1R,2R)-2-methoxycyclohexyl]-3-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CO[C@H]1[C@@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)N1N=CC=C1 LYOVPWMUDDDTAQ-FYYLOGMGSA-N 0.000 claims 1
• GDEOUQISFPWBSK-UYAOXDASSA-N N-[(1R,2R)-2-methoxycyclohexyl]-3-methyl-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CO[C@H]1[C@@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC=1C=NC(=CC=1)C GDEOUQISFPWBSK-UYAOXDASSA-N 0.000 claims 1
• GPSUBOAHADNGND-NFBKMPQASA-N N-[(1R,2R)-2-methoxycyclohexyl]-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CO[C@H]1[C@@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 GPSUBOAHADNGND-NFBKMPQASA-N 0.000 claims 1
• BKUBKAJPBYXEFO-AUSIDOKSSA-N N-[(1R,2R)-2-methoxycyclohexyl]-7-[[4-(1-methyltriazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CO[C@H]1[C@@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=NN(C=1)C BKUBKAJPBYXEFO-AUSIDOKSSA-N 0.000 claims 1
• OHPIRUWNOAEHBR-HYBUGGRVSA-N N-[(1R,2R)-2-methoxycyclohexyl]-7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CO[C@H]1[C@@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(OC=1)C OHPIRUWNOAEHBR-HYBUGGRVSA-N 0.000 claims 1
• ZCAWOQQPZZGVOQ-CRAIPNDOSA-N N-[(1R,2R)-2-methoxycyclohexyl]-7-[[6-(trifluoromethyl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CO[C@H]1[C@@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C(F)(F)F ZCAWOQQPZZGVOQ-CRAIPNDOSA-N 0.000 claims 1
• KTGSVEQBFPSBPP-SCJBVOHCSA-N N-[(1S)-5-hydroxy-2-adamantyl]-3-methyl-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound OC12CC3C([C@@H](CC(C1)C3)C2)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC=1C=NC(=CC=1)C KTGSVEQBFPSBPP-SCJBVOHCSA-N 0.000 claims 1
• SYJYWERNEMLYIP-JAIGALCASA-N N-[(1S)-5-hydroxy-2-adamantyl]-7-[(2-methyl-1,3-thiazol-5-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound OC12CC3C([C@@H](CC(C1)C3)C2)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CN=C(S1)C SYJYWERNEMLYIP-JAIGALCASA-N 0.000 claims 1
• OATJAGYMSAJUHQ-AVFUGLTFSA-N N-[(1S)-5-hydroxy-2-adamantyl]-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound OC12CC3C([C@@H](CC(C1)C3)C2)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C OATJAGYMSAJUHQ-AVFUGLTFSA-N 0.000 claims 1
• CNBRSRXEKSGFTF-VKIPIHHKSA-N N-[(1S)-5-hydroxy-2-adamantyl]-7-[[6-(trifluoromethyl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound OC12CC3C([C@@H](CC(C1)C3)C2)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C(F)(F)F CNBRSRXEKSGFTF-VKIPIHHKSA-N 0.000 claims 1
• LIFWHIKPZSWSAE-PXNSSMCTSA-N N-[(1S,2S)-2-hydroxycyclobutyl]-1-methyl-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1SC=CN=1 LIFWHIKPZSWSAE-PXNSSMCTSA-N 0.000 claims 1
• MHDPDLQGBNENLP-UWJYYQICSA-N N-[(1S,2S)-2-hydroxycyclobutyl]-1-methyl-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1N=CSC=1 MHDPDLQGBNENLP-UWJYYQICSA-N 0.000 claims 1
• ARXKJRZBUPCANW-RXVVDRJESA-N N-[(1S,2S)-2-hydroxycyclobutyl]-1-methyl-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC=1C=NC(=CC=1)C1=NN(C=C1)C ARXKJRZBUPCANW-RXVVDRJESA-N 0.000 claims 1
• WQRKZUCFVGULFT-ICSRJNTNSA-N N-[(1S,2S)-2-hydroxycyclobutyl]-3-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)N1N=CC=C1 WQRKZUCFVGULFT-ICSRJNTNSA-N 0.000 claims 1
• YXHPNBIOZHDLBL-RDJZCZTQSA-N N-[(1S,2S)-2-hydroxycyclobutyl]-3-methyl-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC=1C=NC(=CC=1)C YXHPNBIOZHDLBL-RDJZCZTQSA-N 0.000 claims 1
• HNKVJRGHWWRZHY-WFASDCNBSA-N N-[(1S,2S)-2-hydroxycyclobutyl]-7-[(2-methyl-1,3-thiazol-5-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CN=C(S1)C HNKVJRGHWWRZHY-WFASDCNBSA-N 0.000 claims 1
• UFRJQHNGDVXYLJ-LPHOPBHVSA-N N-[(1S,2S)-2-hydroxycyclobutyl]-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 UFRJQHNGDVXYLJ-LPHOPBHVSA-N 0.000 claims 1
• JPXGMTROVGOGRJ-LPHOPBHVSA-N N-[(1S,2S)-2-hydroxycyclobutyl]-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1 JPXGMTROVGOGRJ-LPHOPBHVSA-N 0.000 claims 1
• SGHPLTZDBIKSGN-JXFKEZNVSA-N N-[(1S,2S)-2-hydroxycyclobutyl]-7-[[4-(1-methyltriazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=NN(C=1)C SGHPLTZDBIKSGN-JXFKEZNVSA-N 0.000 claims 1
• NZGKPOUHIDWUNB-UWJYYQICSA-N N-[(1S,2S)-2-hydroxycyclobutyl]-7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(OC=1)C NZGKPOUHIDWUNB-UWJYYQICSA-N 0.000 claims 1
• CDDVIOBJIARKPH-PXNSSMCTSA-N N-[(1S,2S)-2-hydroxycyclobutyl]-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C=1C=NN(C=1)C CDDVIOBJIARKPH-PXNSSMCTSA-N 0.000 claims 1
• NABXQFUQUBKBQE-WFASDCNBSA-N N-[(1S,2S)-2-hydroxycyclobutyl]-7-[[6-(trifluoromethyl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C(F)(F)F NABXQFUQUBKBQE-WFASDCNBSA-N 0.000 claims 1
• HVMMWGSDMWDQGL-RDPSFJRHSA-N N-[(1S,2S)-2-hydroxycycloheptyl]-1-methyl-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1N=CSC=1 HVMMWGSDMWDQGL-RDPSFJRHSA-N 0.000 claims 1
• SMURYKNSGLJKGM-YJBOKZPZSA-N N-[(1S,2S)-2-hydroxycycloheptyl]-7-(6-methylpyridin-3-yl)oxythieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)OC=1C=NC(=CC=1)C SMURYKNSGLJKGM-YJBOKZPZSA-N 0.000 claims 1
• BSHGAMAOQYJMFY-PXNSSMCTSA-N N-[(1S,2S)-2-hydroxycycloheptyl]-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C BSHGAMAOQYJMFY-PXNSSMCTSA-N 0.000 claims 1
• JEDBKUKSOGGQHZ-CVDCTZTESA-N N-[(1S,2S)-2-hydroxycycloheptyl]-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 JEDBKUKSOGGQHZ-CVDCTZTESA-N 0.000 claims 1
• WLBJROPLYDAAPC-RDPSFJRHSA-N N-[(1S,2S)-2-hydroxycycloheptyl]-7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(SC=1)C WLBJROPLYDAAPC-RDPSFJRHSA-N 0.000 claims 1
• PAOXQMYFMNIROP-REWPJTCUSA-N N-[(1S,2S)-2-hydroxycycloheptyl]-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C1=NN(C=C1)C PAOXQMYFMNIROP-REWPJTCUSA-N 0.000 claims 1
• GQJVBKYSTNHMDM-REWPJTCUSA-N N-[(1S,2S)-2-hydroxycycloheptyl]-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C=1C=NN(C=1)C GQJVBKYSTNHMDM-REWPJTCUSA-N 0.000 claims 1
• BHLVPTZVWMBSEZ-UGKGYDQZSA-N N-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]pyrazolo[4,3-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=NN2C)CC1=CC=C(C=C1)N1N=CC=C1 BHLVPTZVWMBSEZ-UGKGYDQZSA-N 0.000 claims 1
• OFJACKCRYKLWLZ-REWPJTCUSA-N N-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)N1N=CC=C1 OFJACKCRYKLWLZ-REWPJTCUSA-N 0.000 claims 1
• KKPLPWBEQRVERC-UGKGYDQZSA-N N-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1SC=CN=1 KKPLPWBEQRVERC-UGKGYDQZSA-N 0.000 claims 1
• HYEDDENFYVWPNV-AVRDEDQJSA-N N-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]pyrazolo[4,3-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=NN2C)CC1=CC=C(C=C1)C=1N=CSC=1 HYEDDENFYVWPNV-AVRDEDQJSA-N 0.000 claims 1
• PBWXMWNIDXNMGY-CVDCTZTESA-N N-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1N=CSC=1 PBWXMWNIDXNMGY-CVDCTZTESA-N 0.000 claims 1
• RAJLALCFKADLKA-REWPJTCUSA-N N-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC=1C=NC(=CC=1)C1=NN(C=C1)C RAJLALCFKADLKA-REWPJTCUSA-N 0.000 claims 1
• DBJWYBMKJVZOLC-REWPJTCUSA-N N-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC=1C=NC(=CC=1)C=1C=NN(C=1)C DBJWYBMKJVZOLC-REWPJTCUSA-N 0.000 claims 1
• MWPPFRQLRUZCAG-REWPJTCUSA-N N-[(1S,2S)-2-hydroxycyclohexyl]-2-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=C(S2)C)CC1=CC=C(C=C1)N1N=CC=C1 MWPPFRQLRUZCAG-REWPJTCUSA-N 0.000 claims 1
• XFTQTAGSOWMNQE-GMAHTHKFSA-N N-[(1S,2S)-2-hydroxycyclohexyl]-3-methyl-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)C1=NN(C=C1)C XFTQTAGSOWMNQE-GMAHTHKFSA-N 0.000 claims 1
• RYOGHMBLROJMMP-LPHOPBHVSA-N N-[(1S,2S)-2-hydroxycyclohexyl]-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound Cc1ccc(Cc2cc(nc3ccsc23)C(=O)N[C@H]2CCCC[C@@H]2O)cn1 RYOGHMBLROJMMP-LPHOPBHVSA-N 0.000 claims 1
• BBWPWXGQKZKLAX-AVRDEDQJSA-N N-[(1S,2S)-2-hydroxycyclohexyl]-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 BBWPWXGQKZKLAX-AVRDEDQJSA-N 0.000 claims 1
• LOWBVEKJUUZDLO-REWPJTCUSA-N N-[(1S,2S)-2-hydroxycyclohexyl]-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=NN(C=C1)C LOWBVEKJUUZDLO-REWPJTCUSA-N 0.000 claims 1
• RFJIOYAXHBRPJP-CVDCTZTESA-N N-[(1S,2S)-2-hydroxycyclohexyl]-7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(SC=1)C RFJIOYAXHBRPJP-CVDCTZTESA-N 0.000 claims 1
• SYQIMPGTCROOAW-UGKGYDQZSA-N N-[(1S,2S)-2-hydroxycyclohexyl]-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C1=NN(C=C1)C SYQIMPGTCROOAW-UGKGYDQZSA-N 0.000 claims 1
• AUTLAHUMUQJOOA-UGKGYDQZSA-N N-[(1S,2S)-2-hydroxycyclohexyl]-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C=1C=NN(C=1)C AUTLAHUMUQJOOA-UGKGYDQZSA-N 0.000 claims 1
• YYRHRAQTUJLKGI-RXVVDRJESA-N N-[(1S,2S)-2-hydroxycyclopentyl]-1-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]pyrazolo[4,3-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=NN2C)CC1=CC=C(C=C1)N1N=CC=C1 YYRHRAQTUJLKGI-RXVVDRJESA-N 0.000 claims 1
• YGHJCRVSFIWKFA-RXVVDRJESA-N N-[(1S,2S)-2-hydroxycyclopentyl]-1-methyl-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1SC=CN=1 YGHJCRVSFIWKFA-RXVVDRJESA-N 0.000 claims 1
• HCHNWTMALOFPSU-UWJYYQICSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-1-methyl-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]pyrazolo[4,3-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=NN2C)CC1=CC=C(C=C1)C=1N=CSC=1 HCHNWTMALOFPSU-UWJYYQICSA-N 0.000 claims 1
• JOFCSEAVAWDOFB-AVRDEDQJSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-1-methyl-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1N=CSC=1 JOFCSEAVAWDOFB-AVRDEDQJSA-N 0.000 claims 1
• LNSGMFDGDDTQPG-UGKGYDQZSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-2-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=C(S2)C)CC1=CC=C(C=C1)N1N=CC=C1 LNSGMFDGDDTQPG-UGKGYDQZSA-N 0.000 claims 1
• SZRKAEDZQILDEY-UNMCSNQZSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-3-methyl-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)C1=NN(C=C1)C SZRKAEDZQILDEY-UNMCSNQZSA-N 0.000 claims 1
• GTCYQEIQQXRMLI-UGKGYDQZSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-3-methyl-7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)C=1N=C(OC=1)C GTCYQEIQQXRMLI-UGKGYDQZSA-N 0.000 claims 1
• OHEZZHLGUVFZGJ-BBRMVZONSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-7-(6-methylpyridin-3-yl)oxythieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)OC=1C=NC(=CC=1)C OHEZZHLGUVFZGJ-BBRMVZONSA-N 0.000 claims 1
• IYDFZQRWBQUOKC-YJBOKZPZSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C IYDFZQRWBQUOKC-YJBOKZPZSA-N 0.000 claims 1
• RTXQZBPDSSQALP-REWPJTCUSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-7-[[4-(1,3,5-trimethylpyrazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1C(=NN(C=1C)C)C RTXQZBPDSSQALP-REWPJTCUSA-N 0.000 claims 1
• NBQUVQQUJCFJOZ-PXNSSMCTSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 NBQUVQQUJCFJOZ-PXNSSMCTSA-N 0.000 claims 1
• VHGLCHZWENPFPY-UWJYYQICSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 VHGLCHZWENPFPY-UWJYYQICSA-N 0.000 claims 1
• SFFFGDWSYONMGX-PXNSSMCTSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1 SFFFGDWSYONMGX-PXNSSMCTSA-N 0.000 claims 1
• QMRGLPVSMGTAJN-UGKGYDQZSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=NN(C=C1)C QMRGLPVSMGTAJN-UGKGYDQZSA-N 0.000 claims 1
• HIOOPBISABXTKO-RXVVDRJESA-N N-[(1S,2S)-2-hydroxycyclopentyl]-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C1=NN(C=C1)C HIOOPBISABXTKO-RXVVDRJESA-N 0.000 claims 1
• IVFQQRSRTPMLGB-RXVVDRJESA-N N-[(1S,2S)-2-hydroxycyclopentyl]-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C=1C=NN(C=1)C IVFQQRSRTPMLGB-RXVVDRJESA-N 0.000 claims 1
• FHTBCUQTPNPLMC-RDPSFJRHSA-N N-[(1S,2S)-2-methoxycyclohexyl]-7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound CO[C@@H]1[C@H](CCCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(SC=1)C FHTBCUQTPNPLMC-RDPSFJRHSA-N 0.000 claims 1
• XOOCCGFYXSEQLD-UHFFFAOYSA-N N-[(2,5-dimethylphenyl)methyl]-7-(6-methylpyridin-3-yl)oxythieno[3,2-b]pyridine-5-carboxamide Chemical compound CC1=C(C=C(C=C1)C)CNC(=O)C1=CC(=C2C(=N1)C=CS2)OC=1C=NC(=CC=1)C XOOCCGFYXSEQLD-UHFFFAOYSA-N 0.000 claims 1
• ONOIHWOIYDRRCX-QRTHJKPMSA-N N-[(2R,6S)-2,6-dimethyloxan-4-yl]-1-methyl-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound C[C@@H]1O[C@@H](CC(C1)NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1N=CSC=1)C ONOIHWOIYDRRCX-QRTHJKPMSA-N 0.000 claims 1
• INZGJJSNMQCMCI-GOSISDBHSA-N N-[(3R)-oxan-3-yl]-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1C[C@@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 INZGJJSNMQCMCI-GOSISDBHSA-N 0.000 claims 1
• UTXRSWZJAPACKX-QGZVFWFLSA-N N-[(3R)-oxolan-3-yl]-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1C[C@@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 UTXRSWZJAPACKX-QGZVFWFLSA-N 0.000 claims 1
• RQDBUSVJPKCPLF-QGZVFWFLSA-N N-[(3R)-oxolan-3-yl]-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1C[C@@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 RQDBUSVJPKCPLF-QGZVFWFLSA-N 0.000 claims 1
• FDZWJZPJXXPFPL-QGZVFWFLSA-N N-[(3R)-oxolan-3-yl]-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1C[C@@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1 FDZWJZPJXXPFPL-QGZVFWFLSA-N 0.000 claims 1
• HEBPFXQUBPNVKC-NHCUHLMSSA-N N-[(3R,4R)-4-hydroxyoxan-3-yl]-3-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](COCC1)NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)N1N=CC=C1 HEBPFXQUBPNVKC-NHCUHLMSSA-N 0.000 claims 1
• SUJUPTSJYDMWSN-HZPDHXFCSA-N N-[(3R,4R)-4-hydroxyoxan-3-yl]-7-[(2-methyl-1,3-thiazol-5-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](COCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CN=C(S1)C SUJUPTSJYDMWSN-HZPDHXFCSA-N 0.000 claims 1
• XKTHYQPJOMSEOG-IAGOWNOFSA-N N-[(3R,4R)-4-hydroxyoxan-3-yl]-7-[(2-methylpyrimidin-5-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](COCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=NC=1)C XKTHYQPJOMSEOG-IAGOWNOFSA-N 0.000 claims 1
• OAGDYPVKXKXGGT-NHCUHLMSSA-N N-[(3R,4R)-4-hydroxyoxan-3-yl]-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](COCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 OAGDYPVKXKXGGT-NHCUHLMSSA-N 0.000 claims 1
• PMSUKLQHSODZSB-NHCUHLMSSA-N N-[(3R,4R)-4-hydroxyoxan-3-yl]-7-[[4-(1-methyltriazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](COCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=NN(C=1)C PMSUKLQHSODZSB-NHCUHLMSSA-N 0.000 claims 1
• GXCTZPLQHSFCDO-FGZHOGPDSA-N N-[(3R,4R)-4-hydroxyoxan-3-yl]-7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](COCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(OC=1)C GXCTZPLQHSFCDO-FGZHOGPDSA-N 0.000 claims 1
• NXPAIOXHVFYNIF-NHCUHLMSSA-N N-[(3R,4R)-4-hydroxyoxan-3-yl]-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](COCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C1=NN(C=C1)C NXPAIOXHVFYNIF-NHCUHLMSSA-N 0.000 claims 1
• SZJUJCCETCBZFW-HZPDHXFCSA-N N-[(3R,4R)-4-hydroxyoxan-3-yl]-7-[[6-(trifluoromethyl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1[C@@H](COCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C(F)(F)F SZJUJCCETCBZFW-HZPDHXFCSA-N 0.000 claims 1
• MKBXOGABBOXTFL-RXVVDRJESA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-1-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]pyrazolo[4,3-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=NN2C)CC1=CC=C(C=C1)N1N=CC=C1 MKBXOGABBOXTFL-RXVVDRJESA-N 0.000 claims 1
• PQUJILCJYVMKGB-UGKGYDQZSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-1-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)N1N=CC=C1 PQUJILCJYVMKGB-UGKGYDQZSA-N 0.000 claims 1
• FOTBCWZWSBWPFT-RXVVDRJESA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-1-methyl-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1SC=CN=1 FOTBCWZWSBWPFT-RXVVDRJESA-N 0.000 claims 1
• RPPUAZGWPSFION-UWJYYQICSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-1-methyl-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]pyrazolo[4,3-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=NN2C)CC1=CC=C(C=C1)C=1N=CSC=1 RPPUAZGWPSFION-UWJYYQICSA-N 0.000 claims 1
• QCSXSECMTUYPNF-AVRDEDQJSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-1-methyl-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C=1N=CSC=1 QCSXSECMTUYPNF-AVRDEDQJSA-N 0.000 claims 1
• KSFAVMSTVJMHAO-REWPJTCUSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-1-methyl-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC1=CC=C(C=C1)C1=NN(C=C1)C KSFAVMSTVJMHAO-REWPJTCUSA-N 0.000 claims 1
• IUIZKMZGVUSHLU-UGKGYDQZSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-1-methyl-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]pyrrolo[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CN2C)CC=1C=NC(=CC=1)C=1C=NN(C=1)C IUIZKMZGVUSHLU-UGKGYDQZSA-N 0.000 claims 1
• WQILRSSOSHCLCS-UGKGYDQZSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-2-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=C(S2)C)CC1=CC=C(C=C1)N1N=CC=C1 WQILRSSOSHCLCS-UGKGYDQZSA-N 0.000 claims 1
• MMOAVKFRKVJGAP-FPOVZHCZSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-3-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)N1N=CC=C1 MMOAVKFRKVJGAP-FPOVZHCZSA-N 0.000 claims 1
• MKGXBFUMUALLDY-UNMCSNQZSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-3-methyl-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)C1=NN(C=C1)C MKGXBFUMUALLDY-UNMCSNQZSA-N 0.000 claims 1
• RZOUDLSEEPPNIA-UGKGYDQZSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-3-methyl-7-[[4-(2-methyl-1,3-oxazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)C=1N=C(OC=1)C RZOUDLSEEPPNIA-UGKGYDQZSA-N 0.000 claims 1
• TZHYZJIOAGYLRT-BBRMVZONSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-7-(6-methylpyridin-3-yl)oxythieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CS2)OC=1C=NC(=CC=1)C TZHYZJIOAGYLRT-BBRMVZONSA-N 0.000 claims 1
• QEKKCFJIYMJCRH-YJBOKZPZSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C QEKKCFJIYMJCRH-YJBOKZPZSA-N 0.000 claims 1
• HQXKHVZSVKNYNO-UWJYYQICSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 HQXKHVZSVKNYNO-UWJYYQICSA-N 0.000 claims 1
• QXSGULTXFKXIEL-UGKGYDQZSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-7-[[4-(1-methylpyrazol-3-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=NN(C=C1)C QXSGULTXFKXIEL-UGKGYDQZSA-N 0.000 claims 1
• SCQTUVBQXQEGQK-UGKGYDQZSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-7-[[4-(1-methylpyrazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1C=NN(C=1)C SCQTUVBQXQEGQK-UGKGYDQZSA-N 0.000 claims 1
• ZGGGTSKOBGHERT-AVRDEDQJSA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-7-[[4-(2-methyl-1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=C(SC=1)C ZGGGTSKOBGHERT-AVRDEDQJSA-N 0.000 claims 1
• CLPBUOKHLXZZHR-RXVVDRJESA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-7-[[6-(1-methylpyrazol-3-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C1=NN(C=C1)C CLPBUOKHLXZZHR-RXVVDRJESA-N 0.000 claims 1
• PDRKJVXKYMBUFJ-RXVVDRJESA-N N-[(3R,4S)-3-hydroxyoxan-4-yl]-7-[[6-(1-methylpyrazol-4-yl)pyridin-3-yl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC=1C=NC(=CC=1)C=1C=NN(C=1)C PDRKJVXKYMBUFJ-RXVVDRJESA-N 0.000 claims 1
• RSSQWVOIDCXDRZ-KXBFYZLASA-N N-[(3R,4S)-3-methyloxan-4-yl]-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound C[C@H]1COCC[C@@H]1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1 RSSQWVOIDCXDRZ-KXBFYZLASA-N 0.000 claims 1
• INZGJJSNMQCMCI-SFHVURJKSA-N N-[(3S)-oxan-3-yl]-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1C[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 INZGJJSNMQCMCI-SFHVURJKSA-N 0.000 claims 1
• UTXRSWZJAPACKX-KRWDZBQOSA-N N-[(3S)-oxolan-3-yl]-7-[[4-(1,3-thiazol-2-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1C[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1SC=CN=1 UTXRSWZJAPACKX-KRWDZBQOSA-N 0.000 claims 1
• RQDBUSVJPKCPLF-KRWDZBQOSA-N N-[(3S)-oxolan-3-yl]-7-[[4-(1,3-thiazol-4-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1C[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C=1N=CSC=1 RQDBUSVJPKCPLF-KRWDZBQOSA-N 0.000 claims 1
• FDZWJZPJXXPFPL-KRWDZBQOSA-N N-[(3S)-oxolan-3-yl]-7-[[4-(1,3-thiazol-5-yl)phenyl]methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O1C[C@H](CC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)C1=CN=CS1 FDZWJZPJXXPFPL-KRWDZBQOSA-N 0.000 claims 1
• ALTLFGXFURMYGX-SFHVURJKSA-N N-[(3S)-piperidin-3-yl]-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound N1C[C@H](CCC1)NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CC=C(C=C1)N1N=CC=C1 ALTLFGXFURMYGX-SFHVURJKSA-N 0.000 claims 1
• MMOAVKFRKVJGAP-TZIWHRDSSA-N N-[(3S,4R)-3-hydroxyoxan-4-yl]-3-methyl-7-[(4-pyrazol-1-ylphenyl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1COCC[C@H]1NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC1=CC=C(C=C1)N1N=CC=C1 MMOAVKFRKVJGAP-TZIWHRDSSA-N 0.000 claims 1
• YOJXKZPQGNMTLI-SJLPKXTDSA-N N-[(3S,4R)-3-hydroxyoxan-4-yl]-3-methyl-7-[(6-methylpyridin-3-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1COCC[C@H]1NC(=O)C1=CC(=C2C(=N1)C(=CS2)C)CC=1C=NC(=CC=1)C YOJXKZPQGNMTLI-SJLPKXTDSA-N 0.000 claims 1
• QNZQXLWRKPQHLS-CZUORRHYSA-N N-[(3S,4R)-3-hydroxyoxan-4-yl]-7-[(2-methyl-1,3-thiazol-5-yl)methyl]thieno[3,2-b]pyridine-5-carboxamide Chemical compound O[C@@H]1COCC[C@H]1NC(=O)C1=CC(=C2C(=N1)C=CS2)CC1=CN=C(S1)C QNZQXLWRKPQHLS-CZUORRHYSA-N 0.000 claims 1
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