JP2015520224A5 - - Google Patents

Info

Publication number

JP2015520224A5

JP2015520224A5 JP2015517912A JP2015517912A JP2015520224A5 JP 2015520224 A5 JP2015520224 A5 JP 2015520224A5 JP 2015517912 A JP2015517912 A JP 2015517912A JP 2015517912 A JP2015517912 A JP 2015517912A JP 2015520224 A5 JP2015520224 A5 JP 2015520224A5

Authority

JP

Japan

Prior art keywords

carboxylic acid

phenyl

piperidine

piperidin

ylmethyl

Prior art date

2013-06-21

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.)

Granted

Links

• Espacenet
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• 125000000217 alkyl group Chemical group 0.000 claims 33
• 125000001424 substituent group Chemical group 0.000 claims 26
• -1 fluoro alkoxide Chemical class 0.000 claims 24
• 125000000753 cycloalkyl group Chemical group 0.000 claims 20
• 150000001875 compounds Chemical class 0.000 claims 18
• 150000003839 salts Chemical class 0.000 claims 17
• 229910052739 hydrogen Inorganic materials 0.000 claims 16
• 239000001257 hydrogen Substances 0.000 claims 16
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 13
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 12
• 125000003709 fluoroalkyl group Chemical group 0.000 claims 10
• 229910052736 halogen Inorganic materials 0.000 claims 10
• 150000002367 halogens Chemical class 0.000 claims 10
• 229910052757 nitrogen Inorganic materials 0.000 claims 10
• 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 8
• 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 8
• 125000003118 aryl group Chemical group 0.000 claims 8
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
• 239000003814 drug Substances 0.000 claims 7
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 7
• 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 7
• 125000004433 nitrogen atom Chemical group N* 0.000 claims 7
• RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 6
• UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 6
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 5
• 206010028980 Neoplasm Diseases 0.000 claims 5
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 5
• 125000004093 cyano group Chemical group *C#N 0.000 claims 5
• 229910052731 fluorine Inorganic materials 0.000 claims 5
• 239000011737 fluorine Substances 0.000 claims 5
• 125000004428 fluoroalkoxy group Chemical group 0.000 claims 5
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 5
• 229910052760 oxygen Inorganic materials 0.000 claims 5
• 239000001301 oxygen Substances 0.000 claims 5
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
• 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 5
• NIOPLTJRTDQUMS-UHFFFAOYSA-N 1-[(3-aminophenyl)methyl]-N-(2-methylbutan-2-yl)piperidine-4-carboxamide Chemical compound CC(CC)(C)NC(=O)C1CCN(CC1)CC1=CC(=CC=C1)N NIOPLTJRTDQUMS-UHFFFAOYSA-N 0.000 claims 4
• FUYHFQRMFJNQNY-UHFFFAOYSA-N 1-[(3-aminophenyl)methyl]-n-tert-butylpiperidine-4-carboxamide Chemical compound C1CC(C(=O)NC(C)(C)C)CCN1CC1=CC=CC(N)=C1 FUYHFQRMFJNQNY-UHFFFAOYSA-N 0.000 claims 4
• OKBHXGBLXDNJJD-UHFFFAOYSA-N 6-(trifluoromethyl)pyridine-2-carboxylic acid Chemical compound OC(=O)C1=CC=CC(C(F)(F)F)=N1 OKBHXGBLXDNJJD-UHFFFAOYSA-N 0.000 claims 4
• YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 4
• NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 4
• 239000004480 active ingredient Substances 0.000 claims 4
• 229910052799 carbon Inorganic materials 0.000 claims 4
• 150000002431 hydrogen Chemical group 0.000 claims 4
• 208000027866 inflammatory disease Diseases 0.000 claims 4
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
• 125000004430 oxygen atom Chemical group O* 0.000 claims 4
• 208000023275 Autoimmune disease Diseases 0.000 claims 3
• 206010016654 Fibrosis Diseases 0.000 claims 3
• 150000001204 N-oxides Chemical class 0.000 claims 3
• 206010052779 Transplant rejections Diseases 0.000 claims 3
• 201000011510 cancer Diseases 0.000 claims 3
• 125000004432 carbon atom Chemical group C* 0.000 claims 3
• 230000004761 fibrosis Effects 0.000 claims 3
• 125000002757 morpholinyl group Chemical group 0.000 claims 3
• 125000003386 piperidinyl group Chemical group 0.000 claims 3
• 230000002265 prevention Effects 0.000 claims 3
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims 3
• 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 2
• NFFASAJHNHQAMQ-UHFFFAOYSA-N 1-[(3-aminophenyl)methyl]-n-cyclohexylpiperidine-4-carboxamide Chemical compound NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 NFFASAJHNHQAMQ-UHFFFAOYSA-N 0.000 claims 2
• DLRDXTGHDMVWQQ-UHFFFAOYSA-N 1-[[3-[(5-methylpyridine-3-carbonyl)amino]phenyl]methyl]azepane-4-carboxylic acid Chemical compound CC1=CN=CC(C(=O)NC=2C=C(CN3CCC(CCC3)C(O)=O)C=CC=2)=C1 DLRDXTGHDMVWQQ-UHFFFAOYSA-N 0.000 claims 2
• 101000617130 Homo sapiens Stromal cell-derived factor 1 Proteins 0.000 claims 2
• 102100021669 Stromal cell-derived factor 1 Human genes 0.000 claims 2
• 125000002947 alkylene group Chemical group 0.000 claims 2
• 125000003725 azepanyl group Chemical group 0.000 claims 2
• HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 claims 2
• 125000004122 cyclic group Chemical group 0.000 claims 2
• 201000010099 disease Diseases 0.000 claims 2
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
• 125000001153 fluoro group Chemical group F* 0.000 claims 2
• 125000001072 heteroaryl group Chemical group 0.000 claims 2
• 125000005549 heteroarylene group Chemical group 0.000 claims 2
• 125000005842 heteroatom Chemical group 0.000 claims 2
• 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 2
• 230000028993 immune response Effects 0.000 claims 2
• 125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 claims 2
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 2
• 125000006574 non-aromatic ring group Chemical group 0.000 claims 2
• 239000008194 pharmaceutical composition Substances 0.000 claims 2
• 125000004193 piperazinyl group Chemical group 0.000 claims 2
• 102000005962 receptors Human genes 0.000 claims 2
• 108020003175 receptors Proteins 0.000 claims 2
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
• PDNZJLMPXLQDPL-UHFFFAOYSA-N (1-aminocyclopentyl)methanol Chemical compound OCC1(N)CCCC1 PDNZJLMPXLQDPL-UHFFFAOYSA-N 0.000 claims 1
• KRDAZCQNLFQBKF-UHFFFAOYSA-N 1-[(3-aminophenyl)methyl]-N-cyclopentylpiperidine-4-carboxamide Chemical compound NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCC2)=C1 KRDAZCQNLFQBKF-UHFFFAOYSA-N 0.000 claims 1
• HIFRNNPTJMGJRD-UHFFFAOYSA-N 1-[(3-benzamidophenyl)methyl]-n-cyclohexylpiperidine-4-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3C=CC=CC=3)C=CC=2)CCC1C(=O)NC1CCCCC1 HIFRNNPTJMGJRD-UHFFFAOYSA-N 0.000 claims 1
• KEWMZDGJLUQISJ-UHFFFAOYSA-N 1-[(5-benzamido-2-chlorophenyl)methyl]-n-cyclopentylpiperidine-4-carboxamide Chemical compound C1=C(CN2CCC(CC2)C(=O)NC2CCCC2)C(Cl)=CC=C1NC(=O)C1=CC=CC=C1 KEWMZDGJLUQISJ-UHFFFAOYSA-N 0.000 claims 1
• AZIWYCVYBYMBJL-UHFFFAOYSA-N 1-[1-(3-benzamidophenyl)ethyl]-N-[(4-fluorophenyl)methyl]piperidine-4-carboxamide Chemical compound C=1C=CC(NC(=O)C=2C=CC=CC=2)=CC=1C(C)N(CC1)CCC1C(=O)NCC1=CC=C(F)C=C1 AZIWYCVYBYMBJL-UHFFFAOYSA-N 0.000 claims 1
• CBSDCXGDCKHMIJ-UHFFFAOYSA-N 1-[1-(3-benzamidophenyl)ethyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound C=1C=CC(NC(=O)C=2C=CC=CC=2)=CC=1C(C)N(CC1)CCC1C(=O)NC1CCCCC1 CBSDCXGDCKHMIJ-UHFFFAOYSA-N 0.000 claims 1
• USDYXAGXVSDWSJ-UHFFFAOYSA-N 1-[1-[3-[(4-chlorobenzoyl)amino]phenyl]ethyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound C=1C=CC(NC(=O)C=2C=CC(Cl)=CC=2)=CC=1C(C)N(CC1)CCC1C(=O)NC1CCCCC1 USDYXAGXVSDWSJ-UHFFFAOYSA-N 0.000 claims 1
• YVFGRNKFYNQZBN-UHFFFAOYSA-N 1-[[2-chloro-5-[(4-fluorobenzoyl)amino]phenyl]methyl]-n-cyclopentylpiperidine-4-carboxamide Chemical compound C1=CC(F)=CC=C1C(=O)NC1=CC=C(Cl)C(CN2CCC(CC2)C(=O)NC2CCCC2)=C1 YVFGRNKFYNQZBN-UHFFFAOYSA-N 0.000 claims 1
• GUDRCTXILCXKRP-UHFFFAOYSA-N 1-[[3-(1-benzofuran-3-carbonylamino)phenyl]methyl]-n-cyclohexylpiperidine-4-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3C4=CC=CC=C4OC=3)C=CC=2)CCC1C(=O)NC1CCCCC1 GUDRCTXILCXKRP-UHFFFAOYSA-N 0.000 claims 1
• XZHAIDMIRVVWCN-UHFFFAOYSA-N 1-[[3-(cyclobutanecarbonylamino)phenyl]methyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound C1CCC1C(=O)NC(C=1)=CC=CC=1CN(CC1)CCC1C(=O)NC1CCCCC1 XZHAIDMIRVVWCN-UHFFFAOYSA-N 0.000 claims 1
• VTCQMWNBVKOUQF-UHFFFAOYSA-N 1-[[3-(cycloheptanecarbonylamino)phenyl]methyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C3CCCCCC3)C=CC=2)CCC1C(=O)NC1CCCCC1 VTCQMWNBVKOUQF-UHFFFAOYSA-N 0.000 claims 1
• UOQFPZNVAOEIKV-UHFFFAOYSA-N 1-[[3-(cyclohexanecarbonylamino)phenyl]methyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C3CCCCC3)C=CC=2)CCC1C(=O)NC1CCCCC1 UOQFPZNVAOEIKV-UHFFFAOYSA-N 0.000 claims 1
• OQQOTPNAJQNZEQ-UHFFFAOYSA-N 1-[[3-[(2-chloro-4-fluorobenzoyl)amino]phenyl]methyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound ClC1=CC(F)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 OQQOTPNAJQNZEQ-UHFFFAOYSA-N 0.000 claims 1
• BYZODOODQBEZRS-UHFFFAOYSA-N 1-[[3-[(2-chlorobenzoyl)amino]phenyl]methyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound ClC1=CC=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 BYZODOODQBEZRS-UHFFFAOYSA-N 0.000 claims 1
• JAJKOZLXESOUQF-UHFFFAOYSA-N 1-[[3-[(2-phenylacetyl)amino]phenyl]methyl]piperidine-4-carboxylic acid Chemical compound C1CC(C(=O)O)CCN1CC1=CC=CC(NC(=O)CC=2C=CC=CC=2)=C1 JAJKOZLXESOUQF-UHFFFAOYSA-N 0.000 claims 1
• IMSSWGKCMMQGTO-UHFFFAOYSA-N 1-[[3-[(3-chloro-2-methylbenzoyl)amino]phenyl]methyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound CC1=C(Cl)C=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 IMSSWGKCMMQGTO-UHFFFAOYSA-N 0.000 claims 1
• APKJPHVGULVLIT-UHFFFAOYSA-N 1-[[3-[(3-chloro-5-fluorobenzoyl)amino]phenyl]methyl]-n-cyclohexylpiperidine-4-carboxamide Chemical compound FC1=CC(Cl)=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 APKJPHVGULVLIT-UHFFFAOYSA-N 0.000 claims 1
• OFWWJVZHNUGQLT-UHFFFAOYSA-N 1-[[3-[(3-chlorobenzoyl)amino]phenyl]methyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound ClC1=CC=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 OFWWJVZHNUGQLT-UHFFFAOYSA-N 0.000 claims 1
• KKYZCIGPIFZOPN-UHFFFAOYSA-N 1-[[3-[(3-cyanobenzoyl)amino]phenyl]methyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3C=C(C=CC=3)C#N)C=CC=2)CCC1C(=O)NC1CCCCC1 KKYZCIGPIFZOPN-UHFFFAOYSA-N 0.000 claims 1
• YHVLFOJKSSUFQS-UHFFFAOYSA-N 1-[[3-[(4-chloro-2-fluorobenzoyl)amino]phenyl]methyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound FC1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 YHVLFOJKSSUFQS-UHFFFAOYSA-N 0.000 claims 1
• FNRIFUBHBPXIKB-UHFFFAOYSA-N 1-[[3-[(4-chloro-2-methylbenzoyl)amino]phenyl]methyl]-n-cyclohexylpiperidine-4-carboxamide Chemical compound CC1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 FNRIFUBHBPXIKB-UHFFFAOYSA-N 0.000 claims 1
• ZGVAYAUIPCYZJT-UHFFFAOYSA-N 1-[[3-[(4-chloro-3-fluorobenzoyl)amino]phenyl]methyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound C1=C(Cl)C(F)=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 ZGVAYAUIPCYZJT-UHFFFAOYSA-N 0.000 claims 1
• AOCGNIQLFQCHQE-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N,N-diethylpiperidine-4-carboxamide Chemical compound C1CC(C(=O)N(CC)CC)CCN1CC1=CC=CC(NC(=O)C=2C=CC(Cl)=CC=2)=C1 AOCGNIQLFQCHQE-UHFFFAOYSA-N 0.000 claims 1
• ZAGPTLSBGGNZJU-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)piperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2C3=CC=CC=C3CCC2)=C1 ZAGPTLSBGGNZJU-UHFFFAOYSA-N 0.000 claims 1
• HNDWQWBBDFRSMS-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-(1,3-thiazol-2-ylmethyl)piperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NCC=2SC=CN=2)=C1 HNDWQWBBDFRSMS-UHFFFAOYSA-N 0.000 claims 1
• VIYYDDZWNVAJNF-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-(1-cyanocyclopropyl)piperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2(CC2)C#N)=C1 VIYYDDZWNVAJNF-UHFFFAOYSA-N 0.000 claims 1
• XKPYHDVEUZFXKM-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-(2,3-dihydro-1H-inden-1-yl)piperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2C3=CC=CC=C3CC2)=C1 XKPYHDVEUZFXKM-UHFFFAOYSA-N 0.000 claims 1
• OQPJXLVHWKNSBE-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-(2,3-dihydro-1H-inden-2-yl)piperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CC3=CC=CC=C3C2)=C1 OQPJXLVHWKNSBE-UHFFFAOYSA-N 0.000 claims 1
• XOCDTMWPZROXDL-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-(4,4-difluorocyclohexyl)piperidine-4-carboxamide Chemical compound C1CC(F)(F)CCC1NC(=O)C1CCN(CC=2C=C(NC(=O)C=3C=CC(Cl)=CC=3)C=CC=2)CC1 XOCDTMWPZROXDL-UHFFFAOYSA-N 0.000 claims 1
• JCBDRAVVBWPHLM-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-(cyclohexylmethyl)piperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NCC2CCCCC2)=C1 JCBDRAVVBWPHLM-UHFFFAOYSA-N 0.000 claims 1
• QWWGGUMDTREIDC-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-(cyclopentylmethyl)piperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NCC2CCCC2)=C1 QWWGGUMDTREIDC-UHFFFAOYSA-N 0.000 claims 1
• YGRWLZIXSKFSIE-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-(oxan-4-yl)piperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCOCC2)=C1 YGRWLZIXSKFSIE-UHFFFAOYSA-N 0.000 claims 1
• SRJNJPQHDSHRTL-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-(pyridin-2-ylmethyl)piperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NCC=2N=CC=CC=2)=C1 SRJNJPQHDSHRTL-UHFFFAOYSA-N 0.000 claims 1
• AKXDBIHZEOMCMQ-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-[(2-chlorophenyl)methyl]piperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NCC=2C(=CC=CC=2)Cl)=C1 AKXDBIHZEOMCMQ-UHFFFAOYSA-N 0.000 claims 1
• LYLKMNXLWGWXCK-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-[(2-methoxyphenyl)methyl]piperidine-4-carboxamide Chemical compound COC1=CC=CC=C1CNC(=O)C1CCN(CC=2C=C(NC(=O)C=3C=CC(Cl)=CC=3)C=CC=2)CC1 LYLKMNXLWGWXCK-UHFFFAOYSA-N 0.000 claims 1
• XNWWCHGGOATWOR-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 XNWWCHGGOATWOR-UHFFFAOYSA-N 0.000 claims 1
• WUXOTSVBWOBCDK-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-N-cyclopropylpiperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CC2)=C1 WUXOTSVBWOBCDK-UHFFFAOYSA-N 0.000 claims 1
• ZHUMBVIWUSFPAQ-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-n-(2,2,2-trifluoroethyl)piperidine-4-carboxamide Chemical compound C1CC(C(=O)NCC(F)(F)F)CCN1CC1=CC=CC(NC(=O)C=2C=CC(Cl)=CC=2)=C1 ZHUMBVIWUSFPAQ-UHFFFAOYSA-N 0.000 claims 1
• OIUNQSREKLLNDG-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-n-(2-methoxyethyl)piperidine-4-carboxamide Chemical compound C1CC(C(=O)NCCOC)CCN1CC1=CC=CC(NC(=O)C=2C=CC(Cl)=CC=2)=C1 OIUNQSREKLLNDG-UHFFFAOYSA-N 0.000 claims 1
• LVBQKJVDHOCPMK-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-n-cyclopentylpiperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCC2)=C1 LVBQKJVDHOCPMK-UHFFFAOYSA-N 0.000 claims 1
• CULVDHVSSDHIGO-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-n-methylpiperidine-4-carboxamide Chemical compound C1CC(C(=O)NC)CCN1CC1=CC=CC(NC(=O)C=2C=CC(Cl)=CC=2)=C1 CULVDHVSSDHIGO-UHFFFAOYSA-N 0.000 claims 1
• GKCFGLBUEJGUOQ-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]-n-propan-2-ylpiperidine-4-carboxamide Chemical compound C1CC(C(=O)NC(C)C)CCN1CC1=CC=CC(NC(=O)C=2C=CC(Cl)=CC=2)=C1 GKCFGLBUEJGUOQ-UHFFFAOYSA-N 0.000 claims 1
• ZLJHBKDDUOKRQH-UHFFFAOYSA-N 1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]piperidine-4-carboxylic acid Chemical compound C1CC(C(=O)O)CCN1CC1=CC=CC(NC(=O)C=2C=CC(Cl)=CC=2)=C1 ZLJHBKDDUOKRQH-UHFFFAOYSA-N 0.000 claims 1
• CCBHNNBGAXYMMJ-UHFFFAOYSA-N 1-[[3-[(4-cyanobenzoyl)amino]phenyl]methyl]-N-cyclohexylpiperidine-4-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3C=CC(=CC=3)C#N)C=CC=2)CCC1C(=O)NC1CCCCC1 CCBHNNBGAXYMMJ-UHFFFAOYSA-N 0.000 claims 1
• NPQKEIRXATXNCR-UHFFFAOYSA-N 1-[[3-[(4-fluorobenzoyl)amino]phenyl]methyl]-N-methyl-N-(2-methylpropyl)piperidine-4-carboxamide Chemical compound C1CC(C(=O)N(C)CC(C)C)CCN1CC1=CC=CC(NC(=O)C=2C=CC(F)=CC=2)=C1 NPQKEIRXATXNCR-UHFFFAOYSA-N 0.000 claims 1
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• ABTMEKLDDFJOTC-UHFFFAOYSA-N N-[3-[1-[4-(cyclohexylcarbamoyl)piperidin-1-yl]ethyl]phenyl]-2-methylpyrimidine-4-carboxamide Chemical compound C=1C=CC(NC(=O)C=2N=C(C)N=CC=2)=CC=1C(C)N(CC1)CCC1C(=O)NC1CCCCC1 ABTMEKLDDFJOTC-UHFFFAOYSA-N 0.000 claims 1
• AFPRTCLJDCXSLL-UHFFFAOYSA-N N-[3-[1-[4-(cyclohexylcarbamoyl)piperidin-1-yl]ethyl]phenyl]-5-methylpyrazine-2-carboxamide Chemical compound C=1C=CC(NC(=O)C=2N=CC(C)=NC=2)=CC=1C(C)N(CC1)CCC1C(=O)NC1CCCCC1 AFPRTCLJDCXSLL-UHFFFAOYSA-N 0.000 claims 1
• CAUUQRYFNVYXEI-UHFFFAOYSA-N N-[3-[1-[4-(cyclohexylcarbamoyl)piperidin-1-yl]ethyl]phenyl]-5-methylpyridine-3-carboxamide Chemical compound C=1C=CC(NC(=O)C=2C=C(C)C=NC=2)=CC=1C(C)N(CC1)CCC1C(=O)NC1CCCCC1 CAUUQRYFNVYXEI-UHFFFAOYSA-N 0.000 claims 1
• ZDEVDEJRXQHOOM-UHFFFAOYSA-N N-[3-[1-[4-(cyclohexylcarbamoyl)piperidin-1-yl]ethyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C=1C=CC(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)=CC=1C(C)N(CC1)CCC1C(=O)NC1CCCCC1 ZDEVDEJRXQHOOM-UHFFFAOYSA-N 0.000 claims 1
• SUBDSXJJYOIKCK-UHFFFAOYSA-N N-[3-[1-[4-(cyclohexylcarbamoyl)piperidin-1-yl]ethyl]phenyl]-6-methylpyridine-2-carboxamide Chemical compound C=1C=CC(NC(=O)C=2N=C(C)C=CC=2)=CC=1C(C)N(CC1)CCC1C(=O)NC1CCCCC1 SUBDSXJJYOIKCK-UHFFFAOYSA-N 0.000 claims 1
• LYSNLKYWIXFGQP-UHFFFAOYSA-N N-[3-[1-[4-(cyclohexylcarbamoyl)piperidin-1-yl]ethyl]phenyl]pyrazine-2-carboxamide Chemical compound C=1C=CC(NC(=O)C=2N=CC=NC=2)=CC=1C(C)N(CC1)CCC1C(=O)NC1CCCCC1 LYSNLKYWIXFGQP-UHFFFAOYSA-N 0.000 claims 1
• DVAJJXLJQLFVKP-UHFFFAOYSA-N N-[3-[1-[4-(cyclohexylcarbamoyl)piperidin-1-yl]ethyl]phenyl]pyridine-2-carboxamide Chemical compound C=1C=CC(NC(=O)C=2N=CC=CC=2)=CC=1C(C)N(CC1)CCC1C(=O)NC1CCCCC1 DVAJJXLJQLFVKP-UHFFFAOYSA-N 0.000 claims 1
• QTVBVEWPHVTULP-UYAOXDASSA-N N-[3-[[(2R,4R)-4-(cyclohexylcarbamoyl)-2-methylpiperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C[C@@H]1C[C@@H](CCN1Cc1cccc(NC(=O)c2cccc(n2)C(F)(F)F)c1)C(=O)NC1CCCCC1 QTVBVEWPHVTULP-UYAOXDASSA-N 0.000 claims 1
• QTVBVEWPHVTULP-ICSRJNTNSA-N N-[3-[[(2S,4S)-4-(cyclohexylcarbamoyl)-2-methylpiperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C[C@H]1C[C@H](CCN1Cc1cccc(NC(=O)c2cccc(n2)C(F)(F)F)c1)C(=O)NC1CCCCC1 QTVBVEWPHVTULP-ICSRJNTNSA-N 0.000 claims 1
• RAHWQSZFAUHTTE-UHFFFAOYSA-N N-[3-[[3-(cyclopentylcarbamoyl)pyrrolidin-1-yl]methyl]phenyl]-5-methylpyridine-3-carboxamide Chemical compound CC1=CN=CC(C(=O)NC=2C=C(CN3CC(CC3)C(=O)NC3CCCC3)C=CC=2)=C1 RAHWQSZFAUHTTE-UHFFFAOYSA-N 0.000 claims 1
• RYRHEFZZFQSXGA-UHFFFAOYSA-N N-[3-[[3-(tert-butylcarbamoyl)pyrrolidin-1-yl]methyl]phenyl]-5-methylpyridine-3-carboxamide Chemical compound Cc1cncc(c1)C(=O)Nc1cccc(CN2CCC(C2)C(=O)NC(C)(C)C)c1 RYRHEFZZFQSXGA-UHFFFAOYSA-N 0.000 claims 1
• TYZBNPHUKQPPRC-UHFFFAOYSA-N N-[3-[[4-(1-hydroxybutan-2-ylcarbamoyl)piperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1CC(C(=O)NC(CO)CC)CCN1CC1=CC=CC(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)=C1 TYZBNPHUKQPPRC-UHFFFAOYSA-N 0.000 claims 1
• SXVUTGYPIAONFW-UHFFFAOYSA-N N-[3-[[4-(1-methoxypropan-2-ylcarbamoyl)piperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1CC(C(=O)NC(C)COC)CCN1CC1=CC=CC(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)=C1 SXVUTGYPIAONFW-UHFFFAOYSA-N 0.000 claims 1
• ZQAGGJMGNNCDQB-UHFFFAOYSA-N N-[3-[[4-(2,2-dimethylpyrrolidine-1-carbonyl)piperidin-1-yl]methyl]phenyl]-5-methylpyridine-3-carboxamide Chemical compound CC1=CN=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)N3C(CCC3)(C)C)C=CC=2)=C1 ZQAGGJMGNNCDQB-UHFFFAOYSA-N 0.000 claims 1
• AQMDBICDZCZPRO-UHFFFAOYSA-N N-[3-[[4-(2-methylbutan-2-ylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-(trifluoromethyl)pyridine-2-carboxamide Chemical compound CC(CC)(C)NC(=O)C1CCN(CC1)CC=1C=C(C=CC1)NC(=O)C1=NC=C(C=C1)C(F)(F)F AQMDBICDZCZPRO-UHFFFAOYSA-N 0.000 claims 1
• LTYKSTZBACYLQK-UHFFFAOYSA-N N-[3-[[4-(3-methylbutylcarbamoyl)piperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1CC(C(=O)NCCC(C)C)CCN1CC1=CC=CC(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)=C1 LTYKSTZBACYLQK-UHFFFAOYSA-N 0.000 claims 1
• SXVKQKWXRCFXOE-UHFFFAOYSA-N N-[3-[[4-(azepane-1-carbonyl)piperidin-1-yl]methyl]phenyl]-5-methylpyridine-3-carboxamide Chemical compound CC1=CN=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)N3CCCCCC3)C=CC=2)=C1 SXVKQKWXRCFXOE-UHFFFAOYSA-N 0.000 claims 1
• CRTPDMOTJUVUTJ-UHFFFAOYSA-N N-[3-[[4-(butylcarbamoyl)piperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1CC(C(=O)NCCCC)CCN1CC1=CC=CC(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)=C1 CRTPDMOTJUVUTJ-UHFFFAOYSA-N 0.000 claims 1
• PGTQGEQQXILNBM-UHFFFAOYSA-N N-[3-[[4-(cyclobutylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-methylpyridine-3-carboxamide Chemical compound CC1=CN=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCC3)C=CC=2)=C1 PGTQGEQQXILNBM-UHFFFAOYSA-N 0.000 claims 1
• UKORFJAVYCEFPV-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]-4-fluorophenyl]-5-methylpyridine-3-carboxamide Chemical compound CC1=CN=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C(F)=CC=2)=C1 UKORFJAVYCEFPV-UHFFFAOYSA-N 0.000 claims 1
• FJLKPARHYZWESS-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3ON=CC=3)C=CC=2)CCC1C(=O)NC1CCCCC1 FJLKPARHYZWESS-UHFFFAOYSA-N 0.000 claims 1
• RTJIPKVYCBWOFV-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-1H-indazole-3-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3C4=CC=CC=C4NN=3)C=CC=2)CCC1C(=O)NC1CCCCC1 RTJIPKVYCBWOFV-UHFFFAOYSA-N 0.000 claims 1
• CONQIUXVPYTREV-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-1H-indole-3-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3C4=CC=CC=C4NC=3)C=CC=2)CCC1C(=O)NC1CCCCC1 CONQIUXVPYTREV-UHFFFAOYSA-N 0.000 claims 1
• IZRNXMYOMVUMRS-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-1H-pyrrolo[2,3-b]pyridine-5-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3C=C4C=CNC4=NC=3)C=CC=2)CCC1C(=O)NC1CCCCC1 IZRNXMYOMVUMRS-UHFFFAOYSA-N 0.000 claims 1
• YECNLKWVQKAKPU-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-2-(dimethylamino)-6-methylpyrimidine-4-carboxamide Chemical compound CN(C)C1=NC(C)=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=N1 YECNLKWVQKAKPU-UHFFFAOYSA-N 0.000 claims 1
• HYZQLGRUYQXBKY-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-2-methoxypyridine-3-carboxamide Chemical compound COC1=NC=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 HYZQLGRUYQXBKY-UHFFFAOYSA-N 0.000 claims 1
• QEXZUKQZSBDNMH-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-2-methylpyridine-4-carboxamide Chemical compound C1=NC(C)=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 QEXZUKQZSBDNMH-UHFFFAOYSA-N 0.000 claims 1
• NHAFUGQVWWSFPE-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-3-methylpyridine-2-carboxamide Chemical compound CC1=CC=CN=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 NHAFUGQVWWSFPE-UHFFFAOYSA-N 0.000 claims 1
• GDPTZQRCWNHWNV-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-4,6-dimethylpyridine-2-carboxamide Chemical compound CC1=CC(C)=NC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 GDPTZQRCWNHWNV-UHFFFAOYSA-N 0.000 claims 1
• TXPNMEGADCWGLZ-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-4-(trifluoromethyl)pyridine-2-carboxamide Chemical compound FC(F)(F)C1=CC=NC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 TXPNMEGADCWGLZ-UHFFFAOYSA-N 0.000 claims 1
• HJYBOYYPRFDYPU-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-cyclopropylpyridine-3-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3C=C(C=NC=3)C3CC3)C=CC=2)CCC1C(=O)NC1CCCCC1 HJYBOYYPRFDYPU-UHFFFAOYSA-N 0.000 claims 1
• SQOWDKGDYAJXSU-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-fluoropyridine-3-carboxamide Chemical compound FC1=CN=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 SQOWDKGDYAJXSU-UHFFFAOYSA-N 0.000 claims 1
• AIHLALPAPQQMMF-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-methyl-1,2-oxazole-3-carboxamide Chemical compound O1C(C)=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=N1 AIHLALPAPQQMMF-UHFFFAOYSA-N 0.000 claims 1
• MMIXSOLXGWJXLL-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound FC(F)(F)C1=CC=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=N1 MMIXSOLXGWJXLL-UHFFFAOYSA-N 0.000 claims 1
• POZAVMMDKKVUAJ-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-3-carboxamide Chemical compound C1=NC(C(F)(F)F)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 POZAVMMDKKVUAJ-UHFFFAOYSA-N 0.000 claims 1
• LOHOFOGBFLFMBB-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]-6-methylpyridine-3-carboxamide Chemical compound C1=NC(C)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 LOHOFOGBFLFMBB-UHFFFAOYSA-N 0.000 claims 1
• XGGCLTMRGUAGOK-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]pyridine-2-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3N=CC=CC=3)C=CC=2)CCC1C(=O)NC1CCCCC1 XGGCLTMRGUAGOK-UHFFFAOYSA-N 0.000 claims 1
• BWDCZCZCLMZHCR-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3C=NC=CC=3)C=CC=2)CCC1C(=O)NC1CCCCC1 BWDCZCZCLMZHCR-UHFFFAOYSA-N 0.000 claims 1
• TXTFLIYPDYXIOX-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3C=CN=CC=3)C=CC=2)CCC1C(=O)NC1CCCCC1 TXTFLIYPDYXIOX-UHFFFAOYSA-N 0.000 claims 1
• FVJOSHJAIBZGMU-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3N=CC=CN=3)C=CC=2)CCC1C(=O)NC1CCCCC1 FVJOSHJAIBZGMU-UHFFFAOYSA-N 0.000 claims 1
• NVNKUVYLYMOOAF-UHFFFAOYSA-N N-[3-[[4-(cyclohexylcarbamoyl)piperidin-1-yl]methyl]phenyl]pyrimidine-4-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3N=CN=CC=3)C=CC=2)CCC1C(=O)NC1CCCCC1 NVNKUVYLYMOOAF-UHFFFAOYSA-N 0.000 claims 1
• DPLBDEKAECWDAE-UHFFFAOYSA-N N-[3-[[4-(cyclopentylcarbamoyl)piperidin-1-yl]methyl]phenyl]-4-(trifluoromethyl)pyridine-2-carboxamide Chemical compound FC(F)(F)C1=CC=NC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCC3)C=CC=2)=C1 DPLBDEKAECWDAE-UHFFFAOYSA-N 0.000 claims 1
• DOXSQVKLAWHZBB-UHFFFAOYSA-N N-[3-[[4-(cyclopentylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-(trifluoromethyl)pyridine-3-carboxamide Chemical compound FC(F)(F)C1=CN=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCC3)C=CC=2)=C1 DOXSQVKLAWHZBB-UHFFFAOYSA-N 0.000 claims 1
• DTOUKIPSJJKZFU-UHFFFAOYSA-N N-[3-[[4-(cyclopentylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-methoxypyridine-3-carboxamide Chemical compound COC1=CN=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCC3)C=CC=2)=C1 DTOUKIPSJJKZFU-UHFFFAOYSA-N 0.000 claims 1
• VSAPFUJIFSGTJR-UHFFFAOYSA-N N-[3-[[4-(cyclopentylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-methylpyridine-3-carboxamide Chemical compound CC1=CN=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCC3)C=CC=2)=C1 VSAPFUJIFSGTJR-UHFFFAOYSA-N 0.000 claims 1
• ONHXOYWTUXPDPT-UHFFFAOYSA-N N-[3-[[4-(cyclopentylcarbamoyl)piperidin-1-yl]methyl]phenyl]quinoline-3-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3C=C4C=CC=CC4=NC=3)C=CC=2)CCC1C(=O)NC1CCCC1 ONHXOYWTUXPDPT-UHFFFAOYSA-N 0.000 claims 1
• BRHSYAUJKGXSDD-UHFFFAOYSA-N N-[3-[[4-(cyclopropylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-fluoropyridine-2-carboxamide Chemical compound N1=CC(F)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CC2)=C1 BRHSYAUJKGXSDD-UHFFFAOYSA-N 0.000 claims 1
• WQXMWORONPXFJH-UHFFFAOYSA-N N-[3-[[4-(cyclopropylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-fluoropyridine-3-carboxamide Chemical compound FC1=CN=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CC3)C=CC=2)=C1 WQXMWORONPXFJH-UHFFFAOYSA-N 0.000 claims 1
• KVJVTYRLRPBDAS-UHFFFAOYSA-N N-[3-[[4-(cyclopropylcarbamoyl)piperidin-1-yl]methyl]phenyl]-6-methylpyridine-2-carboxamide Chemical compound CC1=CC=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CC3)C=CC=2)=N1 KVJVTYRLRPBDAS-UHFFFAOYSA-N 0.000 claims 1
• UNOSFMVQUBZGHO-UHFFFAOYSA-N N-[3-[[4-(methylcarbamoyl)piperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1CC(C(=O)NC)CCN1CC1=CC=CC(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)=C1 UNOSFMVQUBZGHO-UHFFFAOYSA-N 0.000 claims 1
• JZKIENITNGRNQZ-UHFFFAOYSA-N N-[3-[[4-(pentylcarbamoyl)piperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1CC(C(=O)NCCCCC)CCN1CC1=CC=CC(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)=C1 JZKIENITNGRNQZ-UHFFFAOYSA-N 0.000 claims 1
• PEHJCEOWKAKYOY-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)-4-fluoropiperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1CC(C(=O)NC(C)(C)C)(F)CCN1CC1=CC=CC(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)=C1 PEHJCEOWKAKYOY-UHFFFAOYSA-N 0.000 claims 1
• NHZWYHIQLGLMFJ-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)-4-methylpiperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1CC(C(=O)NC(C)(C)C)(C)CCN1CC1=CC=CC(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)=C1 NHZWYHIQLGLMFJ-UHFFFAOYSA-N 0.000 claims 1
• WMBCXOPJUJPDTH-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]-2-methoxyphenyl]-5-methylpyridine-3-carboxamide Chemical compound C1=CC=C(NC(=O)C=2C=C(C)C=NC=2)C(OC)=C1CN1CCC(C(=O)NC(C)(C)C)CC1 WMBCXOPJUJPDTH-UHFFFAOYSA-N 0.000 claims 1
• IWZSSWCPBIYFEV-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]-2-methoxyphenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1=CC=C(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)C(OC)=C1CN1CCC(C(=O)NC(C)(C)C)CC1 IWZSSWCPBIYFEV-UHFFFAOYSA-N 0.000 claims 1
• JMJBCXMFTDQBBH-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]-4-ethylphenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C(C)(C)(C)NC(=O)C1CCN(CC1)CC=1C=C(C=CC1CC)NC(=O)C1=NC(=CC=C1)C(F)(F)F JMJBCXMFTDQBBH-UHFFFAOYSA-N 0.000 claims 1
• AKPQWVFYNAMCKR-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]-4-fluorophenyl]-5-methylpyridine-3-carboxamide Chemical compound CC1=CN=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC(C)(C)C)C(F)=CC=2)=C1 AKPQWVFYNAMCKR-UHFFFAOYSA-N 0.000 claims 1
• TUZMJYTYCKMACY-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]-4-methoxyphenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1=C(CN2CCC(CC2)C(=O)NC(C)(C)C)C(OC)=CC=C1NC(=O)C1=CC=CC(C(F)(F)F)=N1 TUZMJYTYCKMACY-UHFFFAOYSA-N 0.000 claims 1
• WSSIHKUJQJTHAT-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]-5-methylphenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C=1C(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)=CC(C)=CC=1CN1CCC(C(=O)NC(C)(C)C)CC1 WSSIHKUJQJTHAT-UHFFFAOYSA-N 0.000 claims 1
• JVMIXKQMZJVNKM-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]phenyl]-1,2,3-benzothiadiazole-5-carboxamide Chemical compound C(C)(C)(C)NC(=O)C1CCN(CC1)CC=1C=C(C=CC1)NC(=O)C=1C=CC2=C(N=NS2)C1 JVMIXKQMZJVNKM-UHFFFAOYSA-N 0.000 claims 1
• YBTVHBLUYVGUAH-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]phenyl]-1,3-benzothiazole-6-carboxamide Chemical compound C(C)(C)(C)NC(=O)C1CCN(CC1)CC=1C=C(C=CC1)NC(=O)C1=CC2=C(N=CS2)C=C1 YBTVHBLUYVGUAH-UHFFFAOYSA-N 0.000 claims 1
• SFLDCAFMWCIXBE-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]phenyl]-2,3-dihydro-1H-indole-3-carboxamide Chemical compound C1CC(C(=O)NC(C)(C)C)CCN1CC1=CC=CC(NC(=O)C2C3=CC=CC=C3NC2)=C1 SFLDCAFMWCIXBE-UHFFFAOYSA-N 0.000 claims 1
• UCEASSJHTJFPOO-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]phenyl]-4-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1CC(C(=O)NC(C)(C)C)CCN1CC1=CC=CC(NC(=O)C=2N=CC=C(C=2)C(F)(F)F)=C1 UCEASSJHTJFPOO-UHFFFAOYSA-N 0.000 claims 1
• DLSOQFJZORWBJW-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-chloro-3-fluoropyridine-2-carboxamide Chemical compound C(C)(C)(C)NC(=O)C1CCN(CC1)CC=1C=C(C=CC1)NC(=O)C1=NC=C(C=C1F)Cl DLSOQFJZORWBJW-UHFFFAOYSA-N 0.000 claims 1
• QJHYSOMCENSKJQ-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-chloropyridine-2-carboxamide Chemical compound C(C)(C)(C)NC(=O)C1CCN(CC1)CC=1C=C(C=CC1)NC(=O)C1=NC=C(C=C1)Cl QJHYSOMCENSKJQ-UHFFFAOYSA-N 0.000 claims 1
• OLRAHQYWAUGTFY-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-cyclopropylpyridine-3-carboxamide Chemical compound C1CC(C(=O)NC(C)(C)C)CCN1CC1=CC=CC(NC(=O)C=2C=C(C=NC=2)C2CC2)=C1 OLRAHQYWAUGTFY-UHFFFAOYSA-N 0.000 claims 1
• GKAQBFVBOFYLNB-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-ethylpyridine-3-carboxamide Chemical compound CCC1=CN=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC(C)(C)C)C=CC=2)=C1 GKAQBFVBOFYLNB-UHFFFAOYSA-N 0.000 claims 1
• BQVINWDFLPALKA-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-fluoropyridine-2-carboxamide Chemical compound C(C)(C)(C)NC(=O)C1CCN(CC1)CC=1C=C(C=CC1)NC(=O)C1=NC=C(C=C1)F BQVINWDFLPALKA-UHFFFAOYSA-N 0.000 claims 1
• UKAXUWWFIXIBCQ-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-methoxypyridine-3-carboxamide Chemical compound COC1=CN=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC(C)(C)C)C=CC=2)=C1 UKAXUWWFIXIBCQ-UHFFFAOYSA-N 0.000 claims 1
• AMOLKKSTHCZXAF-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1CC(C(=O)NC(C)(C)C)CCN1CC1=CC=CC(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)=C1 AMOLKKSTHCZXAF-UHFFFAOYSA-N 0.000 claims 1
• MBWSODZLFVYLPR-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]phenyl]-7-chloroquinoline-3-carboxamide Chemical compound C1CC(C(=O)NC(C)(C)C)CCN1CC1=CC=CC(NC(=O)C=2C=C3C=CC(Cl)=CC3=NC=2)=C1 MBWSODZLFVYLPR-UHFFFAOYSA-N 0.000 claims 1
• DPUGYKIZBFADID-UHFFFAOYSA-N N-[3-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]phenyl]quinoxaline-2-carboxamide Chemical compound C1CC(C(=O)NC(C)(C)C)CCN1CC1=CC=CC(NC(=O)C=2N=C3C=CC=CC3=NC=2)=C1 DPUGYKIZBFADID-UHFFFAOYSA-N 0.000 claims 1
• DNZLCAWYEVDWBT-UHFFFAOYSA-N N-[3-[[4-[(1-hydroxy-2-methylpropan-2-yl)carbamoyl]piperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1CC(C(=O)NC(C)(CO)C)CCN1CC1=CC=CC(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)=C1 DNZLCAWYEVDWBT-UHFFFAOYSA-N 0.000 claims 1
• DOTJXUNEEDIKOR-UHFFFAOYSA-N N-[3-[[4-[(4,4-difluorocyclohexyl)carbamoyl]piperidin-1-yl]methyl]phenyl]-5-methylpyridine-3-carboxamide Chemical compound CC1=CN=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCC(F)(F)CC3)C=CC=2)=C1 DOTJXUNEEDIKOR-UHFFFAOYSA-N 0.000 claims 1
• GIFMPROPTKAGKX-UHFFFAOYSA-N N-[3-[[4-[(4-methylcyclohexyl)carbamoyl]piperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1CC(C)CCC1NC(=O)C1CCN(CC=2C=C(NC(=O)C=3N=C(C=CC=3)C(F)(F)F)C=CC=2)CC1 GIFMPROPTKAGKX-UHFFFAOYSA-N 0.000 claims 1
• KNBNODDSKXAEIW-UHFFFAOYSA-N N-[3-[[4-[methyl(2-methylpropyl)carbamoyl]piperidin-1-yl]methyl]phenyl]-5-(trifluoromethyl)pyridine-3-carboxamide Chemical compound C1CC(C(=O)N(C)CC(C)C)CCN1CC1=CC=CC(NC(=O)C=2C=C(C=NC=2)C(F)(F)F)=C1 KNBNODDSKXAEIW-UHFFFAOYSA-N 0.000 claims 1
• OAHZRIRAWDNZID-UHFFFAOYSA-N N-[3-[[4-[methyl(2-methylpropyl)carbamoyl]piperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1CC(C(=O)N(C)CC(C)C)CCN1CC1=CC=CC(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)=C1 OAHZRIRAWDNZID-UHFFFAOYSA-N 0.000 claims 1
• VPBITJKPXBAHMS-UHFFFAOYSA-N N-[4-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]thiophen-2-yl]-5-methylpyridine-3-carboxamide Chemical compound CC1=CN=CC(C(=O)NC=2SC=C(CN3CCC(CC3)C(=O)NC(C)(C)C)C=2)=C1 VPBITJKPXBAHMS-UHFFFAOYSA-N 0.000 claims 1
• WWBNUPXWSXZUEL-UHFFFAOYSA-N N-[4-chloro-3-[[4-(cyclopentylcarbamoyl)piperidin-1-yl]methyl]phenyl]-5-(trifluoromethyl)pyridine-2-carboxamide Chemical compound N1=CC(C(F)(F)F)=CC=C1C(=O)NC1=CC=C(Cl)C(CN2CCC(CC2)C(=O)NC2CCCC2)=C1 WWBNUPXWSXZUEL-UHFFFAOYSA-N 0.000 claims 1
• DGCVFUGXQJATEQ-UHFFFAOYSA-N N-[4-chloro-3-[[4-(cyclopentylcarbamoyl)piperidin-1-yl]methyl]phenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound FC(F)(F)C1=CC=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCC3)C(Cl)=CC=2)=N1 DGCVFUGXQJATEQ-UHFFFAOYSA-N 0.000 claims 1
• TZVSLYVAGLMXPP-UHFFFAOYSA-N N-[4-chloro-3-[[4-(cyclopentylcarbamoyl)piperidin-1-yl]methyl]phenyl]quinoline-3-carboxamide Chemical compound ClC1=CC=C(NC(=O)C=2C=C3C=CC=CC3=NC=2)C=C1CN(CC1)CCC1C(=O)NC1CCCC1 TZVSLYVAGLMXPP-UHFFFAOYSA-N 0.000 claims 1
• QIOKEYPRGHOZKT-UHFFFAOYSA-N N-[5-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]-2-ethylphenyl]-5-methylpyridine-3-carboxamide Chemical compound CCc1ccc(CN2CCC(CC2)C(=O)NC(C)(C)C)cc1NC(=O)c1cncc(C)c1 QIOKEYPRGHOZKT-UHFFFAOYSA-N 0.000 claims 1
• OAGCCEAEOANWQK-UHFFFAOYSA-N N-[5-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]-2-ethylphenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C(C)(C)(C)NC(=O)C1CCN(CC1)CC=1C=CC(=C(C1)NC(=O)C1=NC(=CC=C1)C(F)(F)F)CC OAGCCEAEOANWQK-UHFFFAOYSA-N 0.000 claims 1
• GIRMBAJMGXQJKI-UHFFFAOYSA-N N-[5-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]-2-methoxyphenyl]-5-methylpyridine-3-carboxamide Chemical compound C1=C(NC(=O)C=2C=C(C)C=NC=2)C(OC)=CC=C1CN1CCC(C(=O)NC(C)(C)C)CC1 GIRMBAJMGXQJKI-UHFFFAOYSA-N 0.000 claims 1
• VENKGIFSPGHQHW-UHFFFAOYSA-N N-[5-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]-2-methoxyphenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1=C(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)C(OC)=CC=C1CN1CCC(C(=O)NC(C)(C)C)CC1 VENKGIFSPGHQHW-UHFFFAOYSA-N 0.000 claims 1
• GHKSGRPKHNXBHE-UHFFFAOYSA-N N-[5-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]-2-methylphenyl]-5-methylpyridine-3-carboxamide Chemical compound CC1=CN=CC(C(=O)NC=2C(=CC=C(CN3CCC(CC3)C(=O)NC(C)(C)C)C=2)C)=C1 GHKSGRPKHNXBHE-UHFFFAOYSA-N 0.000 claims 1
• CATVBXAOUQSPII-UHFFFAOYSA-N N-[5-[[4-(tert-butylcarbamoyl)piperidin-1-yl]methyl]-2-methylphenyl]-6-(trifluoromethyl)pyridine-2-carboxamide Chemical compound C1=C(NC(=O)C=2N=C(C=CC=2)C(F)(F)F)C(C)=CC=C1CN1CCC(C(=O)NC(C)(C)C)CC1 CATVBXAOUQSPII-UHFFFAOYSA-N 0.000 claims 1
• QLLNEYPNZVXDCW-UHFFFAOYSA-N N-benzyl-1-[[3-[(4-chlorobenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NCC=2C=CC=CC=2)=C1 QLLNEYPNZVXDCW-UHFFFAOYSA-N 0.000 claims 1
• IWBOOFCCLSBTOB-UHFFFAOYSA-N N-cyclohexyl-1-[1-[3-[(4-fluorobenzoyl)amino]phenyl]ethyl]piperidine-4-carboxamide Chemical compound C=1C=CC(NC(=O)C=2C=CC(F)=CC=2)=CC=1C(C)N(CC1)CCC1C(=O)NC1CCCCC1 IWBOOFCCLSBTOB-UHFFFAOYSA-N 0.000 claims 1
• YMWKAPXXXGSQTJ-UHFFFAOYSA-N N-cyclohexyl-1-[1-[3-[(4-methoxybenzoyl)amino]phenyl]ethyl]piperidine-4-carboxamide Chemical compound C1=CC(OC)=CC=C1C(=O)NC1=CC=CC(C(C)N2CCC(CC2)C(=O)NC2CCCCC2)=C1 YMWKAPXXXGSQTJ-UHFFFAOYSA-N 0.000 claims 1
• WIZXULXYVGVFEO-UHFFFAOYSA-N N-cyclohexyl-1-[1-[3-[[2-[3-(trifluoromethyl)phenyl]acetyl]amino]phenyl]ethyl]piperidine-4-carboxamide Chemical compound C=1C=CC(NC(=O)CC=2C=C(C=CC=2)C(F)(F)F)=CC=1C(C)N(CC1)CCC1C(=O)NC1CCCCC1 WIZXULXYVGVFEO-UHFFFAOYSA-N 0.000 claims 1
• JTKVXORXZGXJTI-UHFFFAOYSA-N N-cyclohexyl-1-[1-[3-[[2-methyl-5-(2-methylpropyl)pyrazole-3-carbonyl]amino]phenyl]ethyl]piperidine-4-carboxamide Chemical compound CN1N=C(CC(C)C)C=C1C(=O)NC1=CC=CC(C(C)N2CCC(CC2)C(=O)NC2CCCCC2)=C1 JTKVXORXZGXJTI-UHFFFAOYSA-N 0.000 claims 1
• FDSVZGRJTUGLPU-UHFFFAOYSA-N N-cyclohexyl-1-[1-[3-[[4-(trifluoromethyl)benzoyl]amino]phenyl]ethyl]piperidine-4-carboxamide Chemical compound C=1C=CC(NC(=O)C=2C=CC(=CC=2)C(F)(F)F)=CC=1C(C)N(CC1)CCC1C(=O)NC1CCCCC1 FDSVZGRJTUGLPU-UHFFFAOYSA-N 0.000 claims 1
• OFCHGAWKJNGFRT-UHFFFAOYSA-N N-cyclohexyl-1-[[3-(1H-imidazole-2-carbonylamino)phenyl]methyl]piperidine-4-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3NC=CN=3)C=CC=2)CCC1C(=O)NC1CCCCC1 OFCHGAWKJNGFRT-UHFFFAOYSA-N 0.000 claims 1
• IXGIAAHLWAQHFM-UHFFFAOYSA-N N-cyclohexyl-1-[[3-(3,3-dimethylbutanoylamino)phenyl]methyl]piperidine-4-carboxamide Chemical compound CC(C)(C)CC(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 IXGIAAHLWAQHFM-UHFFFAOYSA-N 0.000 claims 1
• CIJSUDVKQRGPCF-UHFFFAOYSA-N N-cyclohexyl-1-[[3-(3-phenylpropanoylamino)phenyl]methyl]piperidine-4-carboxamide Chemical compound C=1C=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=CC=1NC(=O)CCC1=CC=CC=C1 CIJSUDVKQRGPCF-UHFFFAOYSA-N 0.000 claims 1
• PZPPUJKMJLOJCE-UHFFFAOYSA-N N-cyclohexyl-1-[[3-(cyclopentanecarbonylamino)phenyl]methyl]piperidine-4-carboxamide Chemical compound C1CCCC1C(=O)NC(C=1)=CC=CC=1CN(CC1)CCC1C(=O)NC1CCCCC1 PZPPUJKMJLOJCE-UHFFFAOYSA-N 0.000 claims 1
• AMCJIVLDCCMEHT-UHFFFAOYSA-N N-cyclohexyl-1-[[3-(naphthalene-2-carbonylamino)phenyl]methyl]piperidine-4-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3C=C4C=CC=CC4=CC=3)C=CC=2)CCC1C(=O)NC1CCCCC1 AMCJIVLDCCMEHT-UHFFFAOYSA-N 0.000 claims 1
• YDLISZOJJJELQQ-UHFFFAOYSA-N N-cyclohexyl-1-[[3-(thiophene-2-carbonylamino)phenyl]methyl]piperidine-4-carboxamide Chemical compound C1CN(CC=2C=C(NC(=O)C=3SC=CC=3)C=CC=2)CCC1C(=O)NC1CCCCC1 YDLISZOJJJELQQ-UHFFFAOYSA-N 0.000 claims 1
• ZQFYPZXXGUZLOS-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(2,3-difluorobenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound FC1=CC=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1F ZQFYPZXXGUZLOS-UHFFFAOYSA-N 0.000 claims 1
• HAGQKKJDNJOCKY-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(2,3-dimethylbenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound CC1=CC=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1C HAGQKKJDNJOCKY-UHFFFAOYSA-N 0.000 claims 1
• FFLZKMWPULLTPF-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(2,4-dichlorobenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound ClC1=CC(Cl)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 FFLZKMWPULLTPF-UHFFFAOYSA-N 0.000 claims 1
• DYIPVJNPVNKKRC-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(2,4-dimethylbenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound CC1=CC(C)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 DYIPVJNPVNKKRC-UHFFFAOYSA-N 0.000 claims 1
• LNMUWKFXTCXSIZ-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(2,5-dichlorobenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound ClC1=CC=C(Cl)C(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 LNMUWKFXTCXSIZ-UHFFFAOYSA-N 0.000 claims 1
• QFCFRSQISJRJHO-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(2,5-dimethylbenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound CC1=CC=C(C)C(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 QFCFRSQISJRJHO-UHFFFAOYSA-N 0.000 claims 1
• YYTQDTOMASPQIX-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(2,6-difluorobenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 YYTQDTOMASPQIX-UHFFFAOYSA-N 0.000 claims 1
• RCWLVJLIXGGKAS-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(2-cyclohexylacetyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound C=1C=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=CC=1NC(=O)CC1CCCCC1 RCWLVJLIXGGKAS-UHFFFAOYSA-N 0.000 claims 1
• UMCCZVVOPAMCGS-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(2-fluoro-4-methylbenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound FC1=CC(C)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 UMCCZVVOPAMCGS-UHFFFAOYSA-N 0.000 claims 1
• GORZFWDCYFBLGD-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(2-methoxybenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound COC1=CC=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 GORZFWDCYFBLGD-UHFFFAOYSA-N 0.000 claims 1
• JKHZYRRRDWYKGD-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(2-methylbenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound CC1=CC=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 JKHZYRRRDWYKGD-UHFFFAOYSA-N 0.000 claims 1
• KRCPZSDQUIEMQJ-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(2-phenylacetyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound C=1C=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=CC=1NC(=O)CC1=CC=CC=C1 KRCPZSDQUIEMQJ-UHFFFAOYSA-N 0.000 claims 1
• NYTDMOVVPIWJHS-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(2-pyridin-2-ylacetyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound C=1C=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=CC=1NC(=O)CC1=CC=CC=N1 NYTDMOVVPIWJHS-UHFFFAOYSA-N 0.000 claims 1
• KSLVTLQCDJBMGR-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(3,5-dichlorobenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound ClC1=CC(Cl)=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 KSLVTLQCDJBMGR-UHFFFAOYSA-N 0.000 claims 1
• KGLQWMHPXYABBK-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(3,5-difluorobenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound FC1=CC(F)=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 KGLQWMHPXYABBK-UHFFFAOYSA-N 0.000 claims 1
• FXMSJIAWXQAZPN-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(3,5-dimethoxybenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound COC1=CC(OC)=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 FXMSJIAWXQAZPN-UHFFFAOYSA-N 0.000 claims 1
• WLNKYEKGQYAWAZ-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(3,5-dimethylbenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound CC1=CC(C)=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 WLNKYEKGQYAWAZ-UHFFFAOYSA-N 0.000 claims 1
• FGTDYDRNUQQHPP-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(3-fluoro-2-methylbenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound CC1=C(F)C=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 FGTDYDRNUQQHPP-UHFFFAOYSA-N 0.000 claims 1
• FOZNXACNEFFHBQ-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(3-fluoro-4-methoxybenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound C1=C(F)C(OC)=CC=C1C(=O)NC1=CC=CC(CN2CCC(CC2)C(=O)NC2CCCCC2)=C1 FOZNXACNEFFHBQ-UHFFFAOYSA-N 0.000 claims 1
• HLAHKGYXIJKVHP-UHFFFAOYSA-N N-cyclohexyl-1-[[3-[(3-fluorobenzoyl)amino]phenyl]methyl]piperidine-4-carboxamide Chemical compound FC1=CC=CC(C(=O)NC=2C=C(CN3CCC(CC3)C(=O)NC3CCCCC3)C=CC=2)=C1 HLAHKGYXIJKVHP-UHFFFAOYSA-N 0.000 claims 1
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• 239000002253 acid Substances 0.000 claims 1
• 125000002837 carbocyclic group Chemical group 0.000 claims 1
• 125000002993 cycloalkylene group Chemical group 0.000 claims 1
• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
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• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
• 125000004980 cyclopropylene group Chemical group 0.000 claims 1
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