JPWO2020115501A5

JPWO2020115501A5 -

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Publication number: JPWO2020115501A5
Authority: JP; Japan
Prior art keywords: methyl; hydroxy; azaspiro; decan; carbonyl
Prior art date: 2023-01-11
Legal status : Pending

Application number

JP2021532111A

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English (en)

Japanese (ja)

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JP2022512128A (ja

JP2022512128A5 (https=

Publication date

2023-01-11

2018-12-06 Priority claimed from GBGB1819937.2A external-priority patent/GB201819937D0/en

2019-03-28 Priority claimed from GBGB1904339.7A external-priority patent/GB201904339D0/en

2019-08-07 Priority claimed from GBGB1911311.7A external-priority patent/GB201911311D0/en

2019-12-06 Application filed filed Critical

2019-12-06 Priority claimed from PCT/GB2019/053457 external-priority patent/WO2020115501A1/en

2022-02-02 Publication of JP2022512128A publication Critical patent/JP2022512128A/ja

2023-01-11 Publication of JP2022512128A5 publication Critical patent/JP2022512128A5/ja

2023-01-11 Publication of JPWO2020115501A5 publication Critical patent/JPWO2020115501A5/ja

Status Pending legal-status Critical Current

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229910052799 carbon Inorganic materials 0.000 claims 42
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 36
239000008194 pharmaceutical composition Substances 0.000 claims 35
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 28
125000003118 aryl group Chemical group 0.000 claims 25
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 24
229910052739 hydrogen Inorganic materials 0.000 claims 22
-1 C 1 -C 6 alkyl Chemical group 0.000 claims 21
125000005843 halogen group Chemical group 0.000 claims 19
125000001072 heteroaryl group Chemical group 0.000 claims 16
229910052757 nitrogen Inorganic materials 0.000 claims 15
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 14
125000003710 aryl alkyl group Chemical group 0.000 claims 13
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 12
125000004043 oxo group Chemical group O=* 0.000 claims 11
208000001072 type 2 diabetes mellitus Diseases 0.000 claims 10
DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1h-pyrimidin-6-one Chemical compound O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 claims 9
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 9
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 8
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 8
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 8
125000000623 heterocyclic group Chemical group 0.000 claims 8
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 8
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 8
125000001931 aliphatic group Chemical group 0.000 claims 7
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 7
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 7
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 7
125000000896 monocarboxylic acid group Chemical group 0.000 claims 7
229910052760 oxygen Inorganic materials 0.000 claims 7
125000004193 piperazinyl group Chemical group 0.000 claims 7
YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical class C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims 6
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 6
125000004076 pyridyl group Chemical group 0.000 claims 6
125000001424 substituent group Chemical group 0.000 claims 6
RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 6
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 6
YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 5
206010022489 Insulin Resistance Diseases 0.000 claims 5
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 5
208000008589 Obesity Diseases 0.000 claims 5
GLUUGHFHXGJENI-UHFFFAOYSA-N diethylenediamine Natural products C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 5
CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims 5
235000020824 obesity Nutrition 0.000 claims 5
GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 claims 5
150000003839 salts Chemical class 0.000 claims 5
229910052717 sulfur Inorganic materials 0.000 claims 5
101100439665 Arabidopsis thaliana SWI2 gene Proteins 0.000 claims 4
150000001204 N-oxides Chemical class 0.000 claims 4
WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims 4
125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 4
GDDJVAPPUNRHSX-UHFFFAOYSA-N 2-propyloctanamide Chemical compound CCCCCCC(C(N)=O)CCC GDDJVAPPUNRHSX-UHFFFAOYSA-N 0.000 claims 3
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 3
125000003368 amide group Chemical group 0.000 claims 3
MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims 3
150000001875 compounds Chemical class 0.000 claims 3
125000004093 cyano group Chemical group *C#N 0.000 claims 3
125000004212 difluorophenyl group Chemical group 0.000 claims 3
125000001207 fluorophenyl group Chemical group 0.000 claims 3
125000005842 heteroatom Chemical group 0.000 claims 3
125000000592 heterocycloalkyl group Chemical group 0.000 claims 3
125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 3
125000003386 piperidinyl group Chemical group 0.000 claims 3
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 3
150000003235 pyrrolidines Chemical class 0.000 claims 3
NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 3
229930192474 thiophene Chemical class 0.000 claims 3
UUFQTNFCRMXOAE-UHFFFAOYSA-N 1-methylmethylene Chemical group C[CH] UUFQTNFCRMXOAE-UHFFFAOYSA-N 0.000 claims 2
RGICCULPCWNRAB-UHFFFAOYSA-N 2-[2-(2-hexoxyethoxy)ethoxy]ethanol Chemical compound CCCCCCOCCOCCOCCO RGICCULPCWNRAB-UHFFFAOYSA-N 0.000 claims 2
101100167062 Caenorhabditis elegans chch-3 gene Proteins 0.000 claims 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims 2
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical compound OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 claims 2
125000000719 pyrrolidinyl group Chemical group 0.000 claims 2
125000001544 thienyl group Chemical group 0.000 claims 2
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 2
LVEFGKDNWGWBSX-GGXMVOPNSA-N (10S)-10-hydroxy-10-[(2-oxo-4-phenylpyridin-1-yl)methyl]-N-[(1R)-2,2,2-trifluoro-1-phenylethyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N[C@@H](C(F)(F)F)C1=CC=CC=C1)CN1C(C=C(C=C1)C1=CC=CC=C1)=O LVEFGKDNWGWBSX-GGXMVOPNSA-N 0.000 claims 1
HKYUDWVNCOHVLA-AREMUKBSSA-N (10S)-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-N-(thiophen-2-ylmethyl)-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(C3(CCCC3)CN(CC2)C(=O)NCC=2SC=CC=2)O)C=N1 HKYUDWVNCOHVLA-AREMUKBSSA-N 0.000 claims 1
DXZUIZQTGSTKHM-LEAFIULHSA-N (10S)-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-N-[(1R)-2,2,2-trifluoro-1-phenylethyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N[C@@H](C(F)(F)F)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=CC=C1 DXZUIZQTGSTKHM-LEAFIULHSA-N 0.000 claims 1
CNVXIEYJYRDCTQ-JOCHJYFZSA-N (10S)-N-(1,1,1,3,3,3-hexafluoropropan-2-yl)-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(O)CCN(CC32CCCC3)C(=O)NC(C(F)(F)F)C(F)(F)F)C=N1 CNVXIEYJYRDCTQ-JOCHJYFZSA-N 0.000 claims 1
SNXVPVGDNAIQGF-GDLZYMKVSA-N (10S)-N-(1,3-benzodioxol-5-ylmethyl)-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(O)CCN(CC32CCCC3)C(=O)NCC2=CC=C3OCOC3=C2)C=N1 SNXVPVGDNAIQGF-GDLZYMKVSA-N 0.000 claims 1
LRELSIHIKGAYKM-AREMUKBSSA-N (10S)-N-(cyclopropylmethyl)-10-hydroxy-N-methyl-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(C3(CCCC3)CN(CC2)C(=O)N(CC2CC2)C)O)C=N1 LRELSIHIKGAYKM-AREMUKBSSA-N 0.000 claims 1
MWIMWOFYXAJAEA-AREMUKBSSA-N (10S)-N-(furan-2-ylmethyl)-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(C3(CCCC3)CN(CC2)C(=O)NCC=2OC=CC=2)O)C=N1 MWIMWOFYXAJAEA-AREMUKBSSA-N 0.000 claims 1
OGLWZGPQXIXDSV-MUUNZHRXSA-N (10S)-N-[(2,3-difluorophenyl)methyl]-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(O)CCN(CC32CCCC3)C(=O)NCC2=CC=CC(F)=C2F)C=N1 OGLWZGPQXIXDSV-MUUNZHRXSA-N 0.000 claims 1
KXYFROISUPRDTH-MUUNZHRXSA-N (10S)-N-[(2,4-difluorophenyl)methyl]-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(O)CCN(CC32CCCC3)C(=O)NCC2=CC=C(F)C=C2F)C=N1 KXYFROISUPRDTH-MUUNZHRXSA-N 0.000 claims 1
IAVQJNBHCJJIGA-MUUNZHRXSA-N (10S)-N-[(2,6-difluorophenyl)methyl]-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(O)CCN(CC32CCCC3)C(=O)NCC2=C(F)C=CC=C2F)C=N1 IAVQJNBHCJJIGA-MUUNZHRXSA-N 0.000 claims 1
HMHZFWRVRXAPRY-RUZDIDTESA-N (10S)-N-[(3,3-difluorocyclobutyl)methyl]-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(O)CCN(CC32CCCC3)C(=O)NCC2CC(F)(F)C2)C=N1 HMHZFWRVRXAPRY-RUZDIDTESA-N 0.000 claims 1
XPOWARVCEMHMHG-MUUNZHRXSA-N (10S)-N-[(3,4-difluorophenyl)methyl]-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(O)CCN(CC32CCCC3)C(=O)NCC2=CC=C(F)C(F)=C2)C=N1 XPOWARVCEMHMHG-MUUNZHRXSA-N 0.000 claims 1
OYNKJAFNWHPORS-MUUNZHRXSA-N (10S)-N-[(3-fluorophenyl)methyl]-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(O)CCN(CC32CCCC3)C(=O)NCC2=CC=CC(F)=C2)C=N1 OYNKJAFNWHPORS-MUUNZHRXSA-N 0.000 claims 1
CMWKRINHFGQJAH-GDLZYMKVSA-N (10S)-N-[(4-cyanophenyl)methyl]-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(C3(CCCC3)CN(CC2)C(=O)NCC2=CC=C(C#N)C=C2)O)C=N1 CMWKRINHFGQJAH-GDLZYMKVSA-N 0.000 claims 1
KDNIQUOHQSOUCQ-HHHXNRCGSA-N (10S)-N-[(5-cyclopropyl-1,2,4-oxadiazol-3-yl)methyl]-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=C(C2=CC(=O)N(C[C@]3(C4(CCCC4)CN(CC3)C(=O)NCC3=NOC(=N3)C3CC3)O)C=N2)C=CC=C1 KDNIQUOHQSOUCQ-HHHXNRCGSA-N 0.000 claims 1
OKSLVYZFDJZGSH-UHFFFAOYSA-N (4-nitrophenyl) 10-[[5-(dimethylcarbamoyl)-2-oxo-4-phenylpyridin-1-yl]methyl]-10-hydroxy-7-azaspiro[4.5]decane-7-carboxylate Chemical compound N(C)(C(=O)C=1C(C2=CC=CC=C2)=CC(=O)N(C=1)CC1(CCN(CC21CCCC2)C(=O)OC1=CC=C(N(=O)=O)C=C1)O)C OKSLVYZFDJZGSH-UHFFFAOYSA-N 0.000 claims 1
FWVCCIREXASRFD-DNSVSACFSA-N (4R)-1-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-4-phenylpyrrolidin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC(C(CC1)(O)CN1C(C[C@@H](C1)C1=CC=CC=C1)=O)(C)C)C FWVCCIREXASRFD-DNSVSACFSA-N 0.000 claims 1
CUMYCCMITCZDHZ-JRSXUWQBSA-N (4S)-1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-4-phenylpyrrolidin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C[C@H](C1)C1=CC=CC=C1)=O)C CUMYCCMITCZDHZ-JRSXUWQBSA-N 0.000 claims 1
XDDUZDFLFJJRCY-YCQNMSHMSA-N (6R)-4-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-methylmorpholin-3-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C(CO[C@@H](C1)C)=O XDDUZDFLFJJRCY-YCQNMSHMSA-N 0.000 claims 1
125000006645 (C3-C4) cycloalkyl group Chemical group 0.000 claims 1
FTNJQNQLEGKTGD-UHFFFAOYSA-N 1,3-benzodioxole Chemical compound C1=CC=C2OCOC2=C1 FTNJQNQLEGKTGD-UHFFFAOYSA-N 0.000 claims 1
CHZHAIQKTRGWQI-FREGXXQWSA-N 1-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-4-(1-methylpyrazol-4-yl)pyridin-2-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C(C=C(C=C1)C=1C=NN(C=1)C)=O CHZHAIQKTRGWQI-FREGXXQWSA-N 0.000 claims 1
SGQQPLFDTIKTOV-FREGXXQWSA-N 1-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-4-(2-methylpyrazol-3-yl)pyridin-2-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C(C=C(C=C1)C1=CC=NN1C)=O SGQQPLFDTIKTOV-FREGXXQWSA-N 0.000 claims 1
UWBIBHUTYIVDCC-SETSBSEESA-N 1-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-4-[2-methyl-5-(trifluoromethyl)pyrazol-3-yl]pyridin-2-one Chemical compound CN1C(=CC(=N1)C(F)(F)F)C2=CC(=O)N(C=C2)C[C@@]3(CCN(CC34CCCC4)C(=O)N5CCNC[C@H]5C6=CC=CC=C6)O UWBIBHUTYIVDCC-SETSBSEESA-N 0.000 claims 1
YPYLNHQEZQYCQM-GMCHKSTQSA-N 1-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-4-phenylpyridin-2-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C(C=C(C=C1)C1=CC=CC=C1)=O YPYLNHQEZQYCQM-GMCHKSTQSA-N 0.000 claims 1
SMDLGFIPIOGKSY-FREGXXQWSA-N 1-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-4-pyrrolidin-1-ylpyridin-2-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C(C=C(C=C1)N1CCCC1)=O SMDLGFIPIOGKSY-FREGXXQWSA-N 0.000 claims 1
SPDNOSWARBIRGC-GMCHKSTQSA-N 1-[[(10S)-7-[(2R)-2-(2,5-difluorophenyl)piperazine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-4-phenylpyridin-2-one Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=CC(=CC3=O)C4=CC=CC=C4)O)C(=O)N5CCNC[C@H]5C6=C(C=CC(=C6)F)F SPDNOSWARBIRGC-GMCHKSTQSA-N 0.000 claims 1
RWSBAEGPHNKMFD-DPBCKWEASA-N 1-[[(4R)-1-[(2S)-2-(cyclohexylmethyl)-3-hydroxypropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-N,N-dimethyl-6-oxo-4-phenylpiperidine-3-carboxamide Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC([C@@](CC1)(O)CN1CC(C(CC1=O)C1=CC=CC=C1)C(=O)N(C)C)(C)C)CO RWSBAEGPHNKMFD-DPBCKWEASA-N 0.000 claims 1
RWSBAEGPHNKMFD-MRONQVKCSA-N 1-[[(4S)-1-[(2S)-2-(cyclohexylmethyl)-3-hydroxypropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-N,N-dimethyl-6-oxo-4-phenylpiperidine-3-carboxamide Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC([C@](CC1)(O)CN1CC(C(CC1=O)C1=CC=CC=C1)C(=O)N(C)C)(C)C)CO RWSBAEGPHNKMFD-MRONQVKCSA-N 0.000 claims 1
ZJJRAFVCMOHWTJ-QPQHGXMVSA-N 1-[[(4S)-4-hydroxy-3,3-dimethyl-1-[(3R)-3-phenylmorpholine-4-carbonyl]piperidin-4-yl]methyl]-N,N-dimethyl-6-oxo-4-phenylpyridine-3-carboxamide Chemical compound O[C@@]1(C(CN(CC1)C(=O)N1[C@@H](COCC1)C1=CC=CC=C1)(C)C)CN1C=C(C(=CC1=O)C1=CC=CC=C1)C(=O)N(C)C ZJJRAFVCMOHWTJ-QPQHGXMVSA-N 0.000 claims 1
VAUGMTYDXFKMSX-YDONVPIESA-N 1-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-5-(1H-pyrazol-5-yl)pyrazin-2-one Chemical compound C1=C(C=2N=CC(=O)N(C=2)CC2(C(C)(CN(C(=O)[C@@H](CC3CCCCC3)C)CC2)C)O)NN=C1 VAUGMTYDXFKMSX-YDONVPIESA-N 0.000 claims 1
PUYSEXAHXYWKSP-ICCFGIFFSA-N 1-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-5-(2-oxopyrrolidin-1-yl)pyrazin-2-one Chemical compound C1N(C(=O)CC1)C=1N=CC(=O)N(C=1)CC1(C(C)(CN(C(=O)[C@@H](CC2CCCCC2)C)CC1)C)O PUYSEXAHXYWKSP-ICCFGIFFSA-N 0.000 claims 1
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XXVPVOAMTUPZIN-YDONVPIESA-N 1-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-5-cyclopropylpyrazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC(C(CC1)(O)CN1C(C=NC(=C1)C1CC1)=O)(C)C)C XXVPVOAMTUPZIN-YDONVPIESA-N 0.000 claims 1
FVCUOKNOJLCAMA-QYWNIODHSA-N 1-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-5-indazol-1-ylpyrazin-2-one Chemical compound C1=CC=C2N(N=CC2=C1)C=1N=CC(=O)N(C=1)CC1(C(C)(CN(C(=O)[C@@H](CC2CCCCC2)C)CC1)C)O FVCUOKNOJLCAMA-QYWNIODHSA-N 0.000 claims 1
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JCHGTMCSFXEVSE-LIXIDFRTSA-N 1-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-5-methylpyrazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC(C(CC1)(O)CN1C(C=NC(=C1)C)=O)(C)C)C JCHGTMCSFXEVSE-LIXIDFRTSA-N 0.000 claims 1
ACGCKKFDHOSQAW-IHKRANBOSA-N 1-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-5-phenylpyrazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC(C(CC1)(O)CN1C(C=NC(=C1)C1=CC=CC=C1)=O)(C)C)C ACGCKKFDHOSQAW-IHKRANBOSA-N 0.000 claims 1
XTLMJWPPCNNJNF-OEPVSBQMSA-N 1-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-5-pyrazol-1-ylpyrazin-2-one Chemical compound N1(C=CC=N1)C=1N=CC(=O)N(C=1)CC1(C(C)(CN(C(=O)[C@@H](CC2CCCCC2)C)CC1)C)O XTLMJWPPCNNJNF-OEPVSBQMSA-N 0.000 claims 1
SGTNKBWTSZHULO-ACVCQEAVSA-N 1-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-5-pyridin-2-ylpyrazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC(C(CC1)(O)CN1C(C=NC(=C1)C1=NC=CC=C1)=O)(C)C)C SGTNKBWTSZHULO-ACVCQEAVSA-N 0.000 claims 1
QQAXUAWTDUFGAK-ACVCQEAVSA-N 1-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-5-pyridin-3-ylpyrazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC(C(CC1)(O)CN1C(C=NC(=C1)C=1C=NC=CC=1)=O)(C)C)C QQAXUAWTDUFGAK-ACVCQEAVSA-N 0.000 claims 1
XXUIUVZONKBVMH-ACVCQEAVSA-N 1-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-5-pyridin-4-ylpyrazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC(C(CC1)(O)CN1C(C=NC(=C1)C1=CC=NC=C1)=O)(C)C)C XXUIUVZONKBVMH-ACVCQEAVSA-N 0.000 claims 1
HZOMVNLYYFCUCI-PLEWWHCXSA-N 1-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]pyrazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC(C(CC1)(O)CN1C(C=NC=C1)=O)(C)C)C HZOMVNLYYFCUCI-PLEWWHCXSA-N 0.000 claims 1
CCLYJVUTERSNAN-CHQVSRGASA-N 1-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-3-methylpyrazin-2-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C(C(=NC=C1)C)=O CCLYJVUTERSNAN-CHQVSRGASA-N 0.000 claims 1
ZPSWWIWUPXDTTJ-CHQVSRGASA-N 1-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-5-methylpyrazin-2-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C(C=NC(=C1)C)=O ZPSWWIWUPXDTTJ-CHQVSRGASA-N 0.000 claims 1
LXKYRPZGGWOMES-YCIOTGQKSA-N 1-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-5-methylsulfanyl-4-phenylpyridin-2-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C(C=C(C(=C1)SC)C1=CC=CC=C1)=O LXKYRPZGGWOMES-YCIOTGQKSA-N 0.000 claims 1
QXURHXQPCBAXSD-RTDBYYFPSA-N 1-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-5-methylsulfinyl-4-phenylpyridin-2-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C(C=C(C(=C1)S(=O)C)C1=CC=CC=C1)=O QXURHXQPCBAXSD-RTDBYYFPSA-N 0.000 claims 1
YENLVIKFBSZBNB-YCIOTGQKSA-N 1-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-5-methylsulfonyl-4-phenylpyridin-2-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C(C=C(C(=C1)S(=O)(=O)C)C1=CC=CC=C1)=O YENLVIKFBSZBNB-YCIOTGQKSA-N 0.000 claims 1
MOOBFKPWCOEWRR-BWDMCYIDSA-N 1-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrazin-2-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C(C=NC=C1)=O MOOBFKPWCOEWRR-BWDMCYIDSA-N 0.000 claims 1
GKDNSUPLHLPVFM-OVCWQMANSA-N 1-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-4,6-dimethylazepan-2-one Chemical compound C[C@H](CC(F)(F)F)C(=O)N1CCC(O)(CN2CC(C)CC(C)CC2=O)C2(CCCC2)C1 GKDNSUPLHLPVFM-OVCWQMANSA-N 0.000 claims 1
HJVSXOXIMPIDNM-ZGGTZUKQSA-N 1-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-4-(methoxymethyl)piperidin-2-one Chemical compound COCC1CCN(CC2(O)CCN(CC22CCCC2)C(=O)[C@H](C)CC(F)(F)F)C(=O)C1 HJVSXOXIMPIDNM-ZGGTZUKQSA-N 0.000 claims 1
PYWSEKHDBZGLEC-IMHYJWESSA-N 1-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-4-phenylazetidin-2-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C(CC1C1=CC=CC=C1)=O PYWSEKHDBZGLEC-IMHYJWESSA-N 0.000 claims 1
IUZIHROWZTYWJJ-PHSANKKPSA-N 1-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-4-phenylpiperazin-2-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C(CN(CC1)C1=CC=CC=C1)=O IUZIHROWZTYWJJ-PHSANKKPSA-N 0.000 claims 1
CNLNEBSSMSJLFE-FKSKYRLFSA-N 1-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-4-pyridin-2-ylpiperazin-2-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C(CN(CC1)C1=NC=CC=C1)=O CNLNEBSSMSJLFE-FKSKYRLFSA-N 0.000 claims 1
SIRURBCLDOHPJN-IKJXHCRLSA-N 1-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrazin-2-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C(C=NC=C1)=O SIRURBCLDOHPJN-IKJXHCRLSA-N 0.000 claims 1
SOSYZWNXNZMLCI-BWDMCYIDSA-N 1-[[10-hydroxy-7-[(3R)-3-phenylmorpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrazin-2-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](COCC1)C1=CC=CC=C1)CN1C(C=NC=C1)=O SOSYZWNXNZMLCI-BWDMCYIDSA-N 0.000 claims 1
KVSFGTLMXIXRAW-UHFFFAOYSA-N 1-[[10-hydroxy-7-[3-(trifluoromethyl)pyrrolidine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-N,N-dimethyl-6-oxo-4-phenylpyridine-3-carboxamide Chemical compound N(C)(C(=O)C=1C(C2=CC=CC=C2)=CC(=O)N(C=1)CC1(O)CCN(CC21CCCC2)C(=O)N1CC(CC1)C(F)(F)F)C KVSFGTLMXIXRAW-UHFFFAOYSA-N 0.000 claims 1
QIRUORNHNYFGHQ-PLEWWHCXSA-N 1-[[7-[(2R)-3-cyclobutyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]pyrazin-2-one Chemical compound C1(CCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C=NC=C1)=O)C QIRUORNHNYFGHQ-PLEWWHCXSA-N 0.000 claims 1
RBVZSMJEHHCSSE-ZCQJSQKNSA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-3-propylbenzimidazol-2-one Chemical compound CCCn1c2ccccc2n(CC2(O)CCN(CC22CCCC2)C(=O)[C@H](C)CC2CCCCC2)c1=O RBVZSMJEHHCSSE-ZCQJSQKNSA-N 0.000 claims 1
KZEOCLKGDJZSCM-PEJQNEDZSA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-4-(hydroxymethyl)pyrrolidin-2-one Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(CN2CC(CO)CC2=O)C2(CCCC2)C1 KZEOCLKGDJZSCM-PEJQNEDZSA-N 0.000 claims 1
KPDMSAOBHKTRJG-VGOKPJQXSA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-4-methylpiperazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(CN(CC1)C)=O)C KPDMSAOBHKTRJG-VGOKPJQXSA-N 0.000 claims 1
GJLKAAJOLACHGP-VGOKPJQXSA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-4-methylsulfonylpiperazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(CN(CC1)S(=O)(=O)C)=O)C GJLKAAJOLACHGP-VGOKPJQXSA-N 0.000 claims 1
IFRABRQGODDNEK-DDAUYOFQSA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-4-phenylpiperazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(CN(CC1)C1=CC=CC=C1)=O)C IFRABRQGODDNEK-DDAUYOFQSA-N 0.000 claims 1
AYGLNNVHGAGTGA-DMDVIOLWSA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-5-(piperazine-1-carbonyl)pyrazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C=NC(=C1)C(=O)N1CCNCC1)=O)C AYGLNNVHGAGTGA-DMDVIOLWSA-N 0.000 claims 1
QFHNCRDRHYNUOZ-IFIVVKAWSA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-5-methylsulfanyl-4-phenylpyridin-2-one Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C=C1SC)CC1(C2(CCCC2)CN(CC1)C(=O)[C@@H](CC1CCCCC1)C)O QFHNCRDRHYNUOZ-IFIVVKAWSA-N 0.000 claims 1
PIVMNJVZTGSCPY-LSLLVVCHSA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-5-methylsulfinyl-4-phenylpyridin-2-one Chemical compound S(=O)(C)C=1C(C2=CC=CC=C2)=CC(=O)N(C=1)CC1(O)CCN(CC21CCCC2)C(=O)[C@@H](CC1CCCCC1)C PIVMNJVZTGSCPY-LSLLVVCHSA-N 0.000 claims 1
CUYWRHRMBXNNQI-IFIVVKAWSA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-5-methylsulfonyl-4-phenylpyridin-2-one Chemical compound C1=C(C2=CC(=O)N(C=C2S(=O)(=O)C)CC2(C3(CCCC3)CN(CC2)C(=O)[C@@H](CC2CCCCC2)C)O)C=CC=C1 CUYWRHRMBXNNQI-IFIVVKAWSA-N 0.000 claims 1
PUMNMTXBEYWVLG-DMDVIOLWSA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-5-pyridin-3-ylpyrazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C=NC(=C1)C=1C=NC=CC=1)=O)C PUMNMTXBEYWVLG-DMDVIOLWSA-N 0.000 claims 1
ZLGJTNWIWCPEOL-DMDVIOLWSA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-5-pyridin-4-ylpyrazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C=NC(=C1)C1=CC=NC=C1)=O)C ZLGJTNWIWCPEOL-DMDVIOLWSA-N 0.000 claims 1
ANFKEQGMHROFEU-HFLPEKOISA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]indole-2,3-dione Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(CN2C(=O)C(=O)c3ccccc23)C2(CCCC2)C1 ANFKEQGMHROFEU-HFLPEKOISA-N 0.000 claims 1
HYSXDBRDXTYCJF-PHSANKKPSA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]piperazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(CNCC1)=O)C HYSXDBRDXTYCJF-PHSANKKPSA-N 0.000 claims 1
OKCYPTCUWWPHEL-PHSANKKPSA-N 1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]pyrazin-2-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C=NC=C1)=O)C OKCYPTCUWWPHEL-PHSANKKPSA-N 0.000 claims 1
NVVUEALHSRUMPQ-YCIOTGQKSA-N 1-benzyl-5-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C(C1=CC=CC=C1)N1N=CC2=C1N=CN(C2=O)CC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O NVVUEALHSRUMPQ-YCIOTGQKSA-N 0.000 claims 1
SRNFVCNJJZSQRN-ICCFGIFFSA-N 1-benzyl-5-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=CC(CN2C3=C(C=N2)C(=O)N(CC2(O)CCN(CC42CCCC4)C(=O)[C@@H](CC(F)(F)F)C)C=N3)=CC=C1 SRNFVCNJJZSQRN-ICCFGIFFSA-N 0.000 claims 1
CCIIGBQAHJZMMX-YCIOTGQKSA-N 1-benzyl-5-[[10-hydroxy-7-[(3R)-3-phenylmorpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C(C1=CC=CC=C1)N1N=CC2=C1N=CN(C2=O)CC1(CCN(CC11CCCC1)C(=O)N1[C@@H](COCC1)C1=CC=CC=C1)O CCIIGBQAHJZMMX-YCIOTGQKSA-N 0.000 claims 1
TVXXORFVPJTKIX-CTLOQAHHSA-N 1-cyclopropyl-5-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1(CC1)N1N=CC2=C1N=CN(C2=O)CC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O TVXXORFVPJTKIX-CTLOQAHHSA-N 0.000 claims 1
NAIREVCEOOPECU-JGHKVMFLSA-N 1-cyclopropyl-5-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1(CC1)N1N=CC2=C1N=CN(C2=O)CC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)O NAIREVCEOOPECU-JGHKVMFLSA-N 0.000 claims 1
NQMGFHAICYWZLF-RBFZIWAESA-N 1-ethyl-5-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrazolo[3,4-d]pyrimidin-4-one Chemical compound CCn1ncc2c1ncn(CC1(O)CCN(CC11CCCC1)C(=O)[C@H](C)CC(F)(F)F)c2=O NQMGFHAICYWZLF-RBFZIWAESA-N 0.000 claims 1
DEYHQJWWDSXFLR-UHFFFAOYSA-N 10-[(4-acetyl-2-oxopiperazin-1-yl)methyl]-N-benzyl-10-hydroxy-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C(C)(=O)N1CC(N(CC1)CC1(CCN(CC11CCCC1)C(=O)NCC1=CC=CC=C1)O)=O DEYHQJWWDSXFLR-UHFFFAOYSA-N 0.000 claims 1
HQZJQKBWSFIJOY-UHFFFAOYSA-N 10-[(4-benzoyl-2-oxopiperazin-1-yl)methyl]-N-benzyl-10-hydroxy-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C(C1=CC=CC=C1)(=O)N1CC(N(CC1)CC1(CCN(CC11CCCC1)C(=O)NCC1=CC=CC=C1)O)=O HQZJQKBWSFIJOY-UHFFFAOYSA-N 0.000 claims 1
UNXQIEGWWKNDRV-UHFFFAOYSA-N 10-[[5-(dimethylcarbamoyl)-2-oxo-4-phenylpyridin-1-yl]methyl]-10-hydroxy-N,N-dimethyl-7-azaspiro[4.5]decane-7-carboxamide Chemical compound N(C)(C(=O)C=1C(C2=CC=CC=C2)=CC(=O)N(C=1)CC1(C2(CCCC2)CN(CC1)C(=O)N(C)C)O)C UNXQIEGWWKNDRV-UHFFFAOYSA-N 0.000 claims 1
QTKDVIRXZDMYOS-UHFFFAOYSA-N 10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-N-(2,2,2-trifluoroethyl)-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(CC2(O)CCN(CC32CCCC3)C(=O)NCC(F)(F)F)C=N1 QTKDVIRXZDMYOS-UHFFFAOYSA-N 0.000 claims 1
INKOZTQRALBBJU-UHFFFAOYSA-N 10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-N-(pyridin-2-ylmethyl)-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(CC2(O)CCN(CC32CCCC3)C(=O)NCC2=CC=CC=N2)C=N1 INKOZTQRALBBJU-UHFFFAOYSA-N 0.000 claims 1
JURKHXSEHJAEPW-UHFFFAOYSA-N 10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-N-(pyridin-3-ylmethyl)-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1=C(C2=CC(=O)N(CC3(C4(CCCC4)CN(CC3)C(=O)NCC3=CC=CN=C3)O)C=N2)C=CC=C1 JURKHXSEHJAEPW-UHFFFAOYSA-N 0.000 claims 1
AIWUHTMGQNDOJL-UHFFFAOYSA-N 10-hydroxy-N-[(1-methylcyclopropyl)methyl]-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound OC1(CCN(CC11CCCC1)C(=O)NCC1(CC1)C)CN1C=NC(=CC1=O)C1=CC=CC=C1 AIWUHTMGQNDOJL-UHFFFAOYSA-N 0.000 claims 1
CWSGBRPOCCKXNF-UHFFFAOYSA-N 10-hydroxy-N-methyl-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-N-(1,2-thiazol-5-ylmethyl)-7-azaspiro[4.5]decane-7-carboxamide Chemical compound OC1(CCN(CC11CCCC1)C(=O)N(C)CC1=CC=NS1)CN1C=NC(=CC1=O)C1=CC=CC=C1 CWSGBRPOCCKXNF-UHFFFAOYSA-N 0.000 claims 1
PVLRVNSTLFGKLD-UHFFFAOYSA-N 10-hydroxy-N-methyl-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-N-(pyridin-3-ylmethyl)-7-azaspiro[4.5]decane-7-carboxamide Chemical compound OC1(CCN(CC11CCCC1)C(=O)N(CC=1C=NC=CC=1)C)CN1C=NC(=CC1=O)C1=CC=CC=C1 PVLRVNSTLFGKLD-UHFFFAOYSA-N 0.000 claims 1
BAXOFTOLAUCFNW-UHFFFAOYSA-N 1H-indazole Chemical compound C1=CC=C2C=NNC2=C1 BAXOFTOLAUCFNW-UHFFFAOYSA-N 0.000 claims 1
125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 1
WSIGBSCJMHXDCQ-ADRQNKRLSA-N 2-(dimethylamino)-6-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrido[4,3-d]pyrimidin-5-one Chemical compound N(C)(C1=NC2=C(C=N1)C(=O)N(CC1(O)CCN(CC31CCCC3)C(=O)[C@@H](CC(F)(F)F)C)C=C2)C WSIGBSCJMHXDCQ-ADRQNKRLSA-N 0.000 claims 1
ZJCDVLYPVQSKOK-UHFFFAOYSA-N 2-[[1-(3-cyclohexyl-2-methylpropanoyl)-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-2-azaspiro[4.5]decan-3-one Chemical compound C1(CCCCC1)CC(C(=O)N1CC(C(CC1)(O)CN1CC2(CC1=O)CCCCC2)(C)C)C ZJCDVLYPVQSKOK-UHFFFAOYSA-N 0.000 claims 1
QYEFOVGPJPBWHX-UHFFFAOYSA-N 2-[[1-(3-cyclohexyl-2-methylpropanoyl)-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]isoindole-1,3-dione Chemical compound C1(CCCCC1)CC(C(=O)N1CC(C(CC1)(O)CN1C(C2=CC=CC=C2C1=O)=O)(C)C)C QYEFOVGPJPBWHX-UHFFFAOYSA-N 0.000 claims 1
JQJPPFRXIGVKPU-ICCFGIFFSA-N 2-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-3H-isoindol-1-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC(C(CC1)(O)CN1C(C2=CC=CC=C2C1)=O)(C)C)C JQJPPFRXIGVKPU-ICCFGIFFSA-N 0.000 claims 1
VDJHUEGGIOZJMI-QFADGXAASA-N 2-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC(C(CC1)(O)CN1N=C2N(C=CC=C2)C1=O)(C)C)C VDJHUEGGIOZJMI-QFADGXAASA-N 0.000 claims 1
JSNPKROAJCSUSY-YMQLSTQVSA-N 2-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-1-methylpyrazolo[3,4-d]pyrimidin-3-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1N(C2=NC=NC=C2C1=O)C JSNPKROAJCSUSY-YMQLSTQVSA-N 0.000 claims 1
YVDQRHHTBFDUIN-CKAQCJTGSA-N 2-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-1-methyl-6-methylsulfanylpyrazolo[3,4-d]pyrimidin-3-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1N(C2=NC(=NC=C2C1=O)SC)C YVDQRHHTBFDUIN-CKAQCJTGSA-N 0.000 claims 1
KMNYIHSPCMTVTC-XESZBRCGSA-N 2-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-2,7-naphthyridin-1-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C(C2=CN=CC=C2C=C1)=O KMNYIHSPCMTVTC-XESZBRCGSA-N 0.000 claims 1
NEEMEKAPIDAUMM-RBFZIWAESA-N 2-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-3H-pyrrolo[3,4-c]pyridin-1-one Chemical compound C[C@H](CC(F)(F)F)C(=O)N1CCC(O)(CN2Cc3cnccc3C2=O)C2(CCCC2)C1 NEEMEKAPIDAUMM-RBFZIWAESA-N 0.000 claims 1
DRPFRXFYHKAHFP-SMFUYQKNSA-N 2-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6,7-dimethoxyisoquinolin-1-one Chemical compound COc1cc2ccn(CC3(O)CCN(CC33CCCC3)C(=O)[C@H](C)CC(F)(F)F)c(=O)c2cc1OC DRPFRXFYHKAHFP-SMFUYQKNSA-N 0.000 claims 1
JFZLVRVTOBLBOF-ADRQNKRLSA-N 2-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-(trifluoromethyl)isoquinolin-1-one Chemical compound C[C@H](CC(F)(F)F)C(=O)N1CCC(O)(Cn2ccc3cc(ccc3c2=O)C(F)(F)F)C2(CCCC2)C1 JFZLVRVTOBLBOF-ADRQNKRLSA-N 0.000 claims 1
LSTZFVZYKCSNKC-BPNWFJGMSA-N 2-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-7-methoxyisoquinolin-1-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C(C2=CC(=CC=C2C=C1)OC)=O LSTZFVZYKCSNKC-BPNWFJGMSA-N 0.000 claims 1
JBHPRSBHMGZHRO-QOBPCVTDSA-N 2-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-N,N-dimethyl-1-oxoisoquinoline-4-carboxamide Chemical compound C[C@H](CC(F)(F)F)C(=O)N1CCC(O)(Cn2cc(C(=O)N(C)C)c3ccccc3c2=O)C2(CCCC2)C1 JBHPRSBHMGZHRO-QOBPCVTDSA-N 0.000 claims 1
SXHAVRRFEKUGEZ-LMUZMDBKSA-N 2-[[10-hydroxy-7-[(3R)-3-phenylmorpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-5-phenylpyridazin-3-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](COCC1)C1=CC=CC=C1)CN1N=CC(=CC1=O)C1=CC=CC=C1 SXHAVRRFEKUGEZ-LMUZMDBKSA-N 0.000 claims 1
QCZVMBIAKQEVBM-FOEZPWHWSA-N 2-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-1-methyl-6-methylsulfanylpyrazolo[3,4-d]pyrimidin-3-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1N(C2=NC(=NC=C2C1=O)SC)C)C QCZVMBIAKQEVBM-FOEZPWHWSA-N 0.000 claims 1
YZLRTJNYFXFXLZ-ICCFGIFFSA-N 2-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-1-methylpyrazolo[3,4-d]pyrimidin-3-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1N(C2=NC=NC=C2C1=O)C)C YZLRTJNYFXFXLZ-ICCFGIFFSA-N 0.000 claims 1
SUALRKISEZBLPJ-IHKRANBOSA-N 2-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-2,7-naphthyridin-1-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C2=CN=CC=C2C=C1)=O)C SUALRKISEZBLPJ-IHKRANBOSA-N 0.000 claims 1
QGSBFNGNCGMASB-IHKRANBOSA-N 2-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-3H-isoindol-1-one Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(CN2Cc3ccccc3C2=O)C2(CCCC2)C1 QGSBFNGNCGMASB-IHKRANBOSA-N 0.000 claims 1
JORPLWVZALZASZ-HJZHLRNFSA-N 2-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6,7-dimethoxyisoquinolin-1-one Chemical compound COc1cc2ccn(CC3(O)CCN(CC33CCCC3)C(=O)[C@H](C)CC3CCCCC3)c(=O)c2cc1OC JORPLWVZALZASZ-HJZHLRNFSA-N 0.000 claims 1
QXDMBTHESCMDDS-IYOGPWPASA-N 2-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-N,N-dimethyl-1-oxoisoquinoline-4-carboxamide Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(Cn2cc(C(=O)N(C)C)c3ccccc3c2=O)C2(CCCC2)C1 QXDMBTHESCMDDS-IYOGPWPASA-N 0.000 claims 1
VHJYKJIUFLIPDS-UHFFFAOYSA-N 2-methylpropyl 10-[[5-(dimethylcarbamoyl)-2-oxo-4-phenylpyridin-1-yl]methyl]-10-hydroxy-7-azaspiro[4.5]decane-7-carboxylate Chemical compound N(C)(C(=O)C=1C(C2=CC=CC=C2)=CC(=O)N(C=1)CC1(O)CCN(CC21CCCC2)C(=O)OCC(C)C)C VHJYKJIUFLIPDS-UHFFFAOYSA-N 0.000 claims 1
SAXURKYCZMBYJL-SSEXGKCCSA-N 3-[[(10S)-10-hydroxy-7-(2-phenylpyrazolidine-1-carbonyl)-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1N(CCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=CC=C1 SAXURKYCZMBYJL-SSEXGKCCSA-N 0.000 claims 1
PVMMGYCTRFCPMW-XDFJSJKPSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-methyl-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@](CNCC1)(C1=CC=CC=C1)C)CN1C=NC(=CC1=O)C1=CC=CC=C1 PVMMGYCTRFCPMW-XDFJSJKPSA-N 0.000 claims 1
RJFQHYUXCSJVGV-GMCHKSTQSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenyl-4-(2,2,2-trifluoroethyl)piperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=CC([C@H]2N(C(=O)N3CC[C@](C4(CCCC4)C3)(CN3C(=O)C=C(C4=CC=CC=C4)N=C3)O)CCN(C2)CC(F)(F)F)=CC=C1 RJFQHYUXCSJVGV-GMCHKSTQSA-N 0.000 claims 1
KWYJPJRPTLKYQY-ABYGYWHVSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-(1-methylpyrazol-4-yl)pyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C=1C=NN(C=1)C KWYJPJRPTLKYQY-ABYGYWHVSA-N 0.000 claims 1
VSPUIQHFKLYRTI-QVWWMRLHSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-(2-methoxyphenyl)pyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=C(C=CC=C1)OC VSPUIQHFKLYRTI-QVWWMRLHSA-N 0.000 claims 1
JDTFYUQQXUPFDM-GMCHKSTQSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-(2-methylphenyl)pyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=C(C=CC=C1)C JDTFYUQQXUPFDM-GMCHKSTQSA-N 0.000 claims 1
HDEMSQRQAQKKJN-ABYGYWHVSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-(2-methylpyrazol-3-yl)pyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=NN1C HDEMSQRQAQKKJN-ABYGYWHVSA-N 0.000 claims 1
DVYVKBNDOSWBKV-GMCHKSTQSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-(4-methoxyphenyl)pyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=C(C=C1)OC DVYVKBNDOSWBKV-GMCHKSTQSA-N 0.000 claims 1
DNPGSECSFMGKFR-GMCHKSTQSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-(4-methylphenyl)pyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=C(C=C1)C DNPGSECSFMGKFR-GMCHKSTQSA-N 0.000 claims 1
RSPXYMAZOCCMNF-HFZDXXHNSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-(methylamino)pyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)NC RSPXYMAZOCCMNF-HFZDXXHNSA-N 0.000 claims 1
PNIJWWOEHAQXNX-SUYBVONHSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-[2-(trifluoromethoxy)phenyl]pyrimidin-4-one Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC=CC=C4OC(F)(F)F)O)C(=O)N5CCNC[C@H]5C6=CC=CC=C6 PNIJWWOEHAQXNX-SUYBVONHSA-N 0.000 claims 1
RRAPETDUJQCFQS-HFZDXXHNSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-methoxypyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)OC RRAPETDUJQCFQS-HFZDXXHNSA-N 0.000 claims 1
FTNDRPWYMUJHIP-BKMJKUGQSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-methylpyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C FTNDRPWYMUJHIP-BKMJKUGQSA-N 0.000 claims 1
MXTJOAKBZHOLMB-JTSJOTPCSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=CC=C1 MXTJOAKBZHOLMB-JTSJOTPCSA-N 0.000 claims 1
HSPUISMKFWJKHX-SETSBSEESA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-piperidin-1-ylpyrimidin-4-one Chemical compound C1CCN(CC1)C2=CC(=O)N(C=N2)C[C@@]3(CCN(CC34CCCC4)C(=O)N5CCNC[C@H]5C6=CC=CC=C6)O HSPUISMKFWJKHX-SETSBSEESA-N 0.000 claims 1
IEFNSIIZJPZWEA-PWUYWRBVSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-pyrrolidin-1-ylpyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)N1CCCC1 IEFNSIIZJPZWEA-PWUYWRBVSA-N 0.000 claims 1
BTJVDDOXPAEGDX-PWUYWRBVSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-thiophen-2-ylpyrimidin-4-one Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC=CS4)O)C(=O)N5CCNC[C@H]5C6=CC=CC=C6 BTJVDDOXPAEGDX-PWUYWRBVSA-N 0.000 claims 1
XTXCGZOHTADUHA-ABYGYWHVSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-thiophen-3-ylpyrimidin-4-one Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CSC=C4)O)C(=O)N5CCNC[C@H]5C6=CC=CC=C6 XTXCGZOHTADUHA-ABYGYWHVSA-N 0.000 claims 1
ONQKCUDWLUMARG-GMCHKSTQSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-4-methyl-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=CC([C@H]2N(C(=O)N3CC[C@](CN4C(=O)C=C(C5=CC=CC=C5)N=C4)(O)C4(CCCC4)C3)CCN(C2)C)=CC=C1 ONQKCUDWLUMARG-GMCHKSTQSA-N 0.000 claims 1
GAKARXLKXVKENF-SUYBVONHSA-N 3-[[(10S)-10-hydroxy-7-[(2R)-5-oxo-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNC(C1)=O)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=CC=C1 GAKARXLKXVKENF-SUYBVONHSA-N 0.000 claims 1
MXTJOAKBZHOLMB-DLFZDVPBSA-N 3-[[(10S)-10-hydroxy-7-[(2S)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=CC=C1 MXTJOAKBZHOLMB-DLFZDVPBSA-N 0.000 claims 1
XOTPZXBJRXKSBO-JTSJOTPCSA-N 3-[[(10S)-10-hydroxy-7-[(2S)-2-phenylpyrrolidine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=C([C@H]2N(CCC2)C(=O)N2CC[C@](C3(CCCC3)C2)(CN2C(=O)C=C(C3=CC=CC=C3)N=C2)O)C=CC=C1 XOTPZXBJRXKSBO-JTSJOTPCSA-N 0.000 claims 1
MDYPFRDTIOZXDS-ABYGYWHVSA-N 3-[[(10S)-10-hydroxy-7-[(3R)-3-phenylmorpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-(1-methylpyrazol-4-yl)pyrimidin-4-one Chemical compound C1=CC([C@H]2N(C(=O)N3CC[C@](CN4C(=O)C=C(C5=CN(N=C5)C)N=C4)(O)C4(CCCC4)C3)CCOC2)=CC=C1 MDYPFRDTIOZXDS-ABYGYWHVSA-N 0.000 claims 1
RIUDEAGCNCKPFC-ABYGYWHVSA-N 3-[[(10S)-10-hydroxy-7-[(3R)-3-phenylmorpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-(2-methylpyrazol-3-yl)pyrimidin-4-one Chemical compound C1=CC=CC=C1[C@H]1N(C(=O)N2CC[C@](CN3C(=O)C=C(C4=CC=NN4C)N=C3)(O)C3(CCCC3)C2)CCOC1 RIUDEAGCNCKPFC-ABYGYWHVSA-N 0.000 claims 1
LCXVRXUWGQXRMG-JTSJOTPCSA-N 3-[[(10S)-10-hydroxy-7-[(3R)-3-phenylmorpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=CC([C@H]2N(C(=O)N3CC[C@](C4(CCCC4)C3)(CN3C(=O)C=C(C4=CC=CC=C4)N=C3)O)CCOC2)=CC=C1 LCXVRXUWGQXRMG-JTSJOTPCSA-N 0.000 claims 1
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LCXVRXUWGQXRMG-DLFZDVPBSA-N 3-[[(10S)-10-hydroxy-7-[(3S)-3-phenylmorpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=CC=CC=C1[C@@H]1N(C(=O)N2CC[C@](CN3C(=O)C=C(C4=CC=CC=C4)N=C3)(O)C3(CCCC3)C2)CCOC1 LCXVRXUWGQXRMG-DLFZDVPBSA-N 0.000 claims 1
CCXULKFIRHAGDI-SLJLDQLWSA-N 3-[[(10S)-10-hydroxy-7-[2-[4-(trifluoromethyl)phenyl]piperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=C(C=CC(=C1)C1N(C(=O)N2CC[C@](CN3C(=O)C=C(C4=CC=CC=C4)N=C3)(O)C3(CCCC3)C2)CCNC1)C(F)(F)F CCXULKFIRHAGDI-SLJLDQLWSA-N 0.000 claims 1
YFMPFSBIBBZIPZ-XMMPIXPASA-N 3-[[(10S)-10-hydroxy-7-[3-(trifluoromethyl)azetidine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(O)CCN(CC32CCCC3)C(=O)N2CC(C(F)(F)F)C2)C=N1 YFMPFSBIBBZIPZ-XMMPIXPASA-N 0.000 claims 1
DZHWBWUTSHGSQV-GBAXHLBXSA-N 3-[[(10S)-10-hydroxy-7-[3-(trifluoromethyl)pyrrolidine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(C[C@]2(O)CCN(CC32CCCC3)C(=O)N2CCC(C(F)(F)F)C2)C=N1 DZHWBWUTSHGSQV-GBAXHLBXSA-N 0.000 claims 1
KUDMKGHATITQTL-SLJLDQLWSA-N 3-[[(10S)-7-(1,1-dioxo-3-phenyl-1,4-thiazinane-4-carbonyl)-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=CC=CC=C1C1N(C(=O)N2CC[C@](C3(CCCC3)C2)(CN2C(=O)C=C(C3=CC=CC=C3)N=C2)O)CCS(=O)(=O)C1 KUDMKGHATITQTL-SLJLDQLWSA-N 0.000 claims 1
POICTTGYTDVWLU-JTSJOTPCSA-N 3-[[(10S)-7-[(2R)-2-(2,5-difluorophenyl)piperazine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-(3-fluorophenyl)pyrimidin-4-one Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC(=CC=C4)F)O)C(=O)N5CCNC[C@H]5C6=C(C=CC(=C6)F)F POICTTGYTDVWLU-JTSJOTPCSA-N 0.000 claims 1
UAIIRMPWNSOAID-GMCHKSTQSA-N 3-[[(10S)-7-[(2R)-2-(2,5-difluorophenyl)piperazine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-(3-methylphenyl)pyrimidin-4-one Chemical compound FC1=C(C=C(C=C1)F)[C@H]1N(CCNC1)C(=O)N1CC2(CCCC2)[C@](CC1)(O)CN1C=NC(=CC1=O)C=1C=C(C=CC=1)C UAIIRMPWNSOAID-GMCHKSTQSA-N 0.000 claims 1
FBLKWVUJQOOVSQ-JTSJOTPCSA-N 3-[[(10S)-7-[(2R)-2-(2,5-difluorophenyl)piperazine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC=CC=C4)O)C(=O)N5CCNC[C@H]5C6=C(C=CC(=C6)F)F FBLKWVUJQOOVSQ-JTSJOTPCSA-N 0.000 claims 1
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DIWDFNQECFABMO-JTSJOTPCSA-N 3-[[(10S)-7-[(2R)-2-(3-fluorophenyl)piperazine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound FC=1C=C(C=CC=1)[C@H]1N(CCNC1)C(=O)N1CC2(CCCC2)[C@](CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1 DIWDFNQECFABMO-JTSJOTPCSA-N 0.000 claims 1
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AWAIVXFEKRZZPS-RYCFQHDISA-N 3-[[(10S)-7-[(2R)-4-acetyl-2-phenylpiperazine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=CC([C@H]2N(C(=O)N3CC[C@@](CN4C(=O)C=C(C5=CC=CC=C5)N=C4)(C4(CCCC4)C3)O)CCN(C2)C(=O)C)=CC=C1 AWAIVXFEKRZZPS-RYCFQHDISA-N 0.000 claims 1
HUYPEWSYXZZSSU-OBNYREETSA-N 3-[[(10S)-7-[(2S,4R)-4-amino-2-phenylpiperidine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound N[C@H]1C[C@H](N(CC1)C(=O)N1CC2(CCCC2)[C@](CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1)C1=CC=CC=C1 HUYPEWSYXZZSSU-OBNYREETSA-N 0.000 claims 1
HUYPEWSYXZZSSU-ZSHICZCASA-N 3-[[(10S)-7-[(2S,4S)-4-amino-2-phenylpiperidine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound N[C@@H]1C[C@H](N(CC1)C(=O)N1CC2(CCCC2)[C@](CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1)C1=CC=CC=C1 HUYPEWSYXZZSSU-ZSHICZCASA-N 0.000 claims 1
CPVIMFCIUPHVAE-ABYGYWHVSA-N 3-[[(10S)-7-[(3R)-3-(4-fluorophenyl)morpholine-4-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-(2-methylpyrazol-3-yl)pyrimidin-4-one Chemical compound C1=CC(F)=CC=C1[C@H]1N(C(=O)N2CC[C@](C3(C2)CCCC3)(CN2C(=O)C=C(C3=CC=NN3C)N=C2)O)CCOC1 CPVIMFCIUPHVAE-ABYGYWHVSA-N 0.000 claims 1
XLWVZLDIIACIBK-JTSJOTPCSA-N 3-[[(10S)-7-[(3R)-3-(4-fluorophenyl)morpholine-4-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=CC(=CC=C1[C@H]1N(C(=O)N2CC[C@](C3(CCCC3)C2)(CN2C(=O)C=C(C3=CC=CC=C3)N=C2)O)CCOC1)F XLWVZLDIIACIBK-JTSJOTPCSA-N 0.000 claims 1
VGJBEEHVRFPCFB-SLJLDQLWSA-N 3-[[(10S)-7-[2-(2-fluorophenyl)piperazine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound FC1=C(C=CC=C1)C1N(CCNC1)C(=O)N1CC2(CCCC2)[C@](CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1 VGJBEEHVRFPCFB-SLJLDQLWSA-N 0.000 claims 1
ISNRNUCXJVUDMF-SLJLDQLWSA-N 3-[[(10S)-7-[2-(3,4-difluorophenyl)piperazine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound FC=1C=C(C=CC=1F)C1N(CCNC1)C(=O)N1CC2(CCCC2)[C@](CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1 ISNRNUCXJVUDMF-SLJLDQLWSA-N 0.000 claims 1
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UAGKVMNFLIUKFQ-UHFFFAOYSA-N 3-[[10-hydroxy-7-(2-methylpyrrolidine-1-carbonyl)-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound CC1CCCN1C(=O)N1CCC(O)(Cn2cnc(cc2=O)-c2ccccc2)C2(CCCC2)C1 UAGKVMNFLIUKFQ-UHFFFAOYSA-N 0.000 claims 1
YLQHOBJQQVVXSW-UHFFFAOYSA-N 3-[[10-hydroxy-7-(2-oxa-5-azabicyclo[4.1.0]heptane-5-carbonyl)-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C12OCCN(C2C1)C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1 YLQHOBJQQVVXSW-UHFFFAOYSA-N 0.000 claims 1
UICAGZWDOAZIEM-UHFFFAOYSA-N 3-[[10-hydroxy-7-(2-propan-2-ylpiperazine-1-carbonyl)-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1C(CNCC1)C(C)C)CN1C=NC(=CC1=O)C1=CC=CC=C1 UICAGZWDOAZIEM-UHFFFAOYSA-N 0.000 claims 1
MJMFOVXZPCLSDC-UHFFFAOYSA-N 3-[[10-hydroxy-7-(2-pyridin-3-ylpyrrolidine-1-carbonyl)-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1C(CCC1)C=1C=NC=CC=1)CN1C=NC(=CC1=O)C1=CC=CC=C1 MJMFOVXZPCLSDC-UHFFFAOYSA-N 0.000 claims 1
ZJHAGRRNQMSHTA-UHFFFAOYSA-N 3-[[10-hydroxy-7-(2-pyridin-4-ylpyrrolidine-1-carbonyl)-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1C(CCC1)C1=CC=NC=C1)CN1C=NC(=CC1=O)C1=CC=CC=C1 ZJHAGRRNQMSHTA-UHFFFAOYSA-N 0.000 claims 1
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APSZGYPTRPMABU-UHFFFAOYSA-N 3-[[10-hydroxy-7-(3-thiophen-2-ylmorpholine-4-carbonyl)-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(Cn2cnc(cc2=O)-c2ccccc2)CCN(CC11CCCC1)C(=O)N1CCOCC1c1cccs1 APSZGYPTRPMABU-UHFFFAOYSA-N 0.000 claims 1
GHTJUAUFEBJYCB-UHFFFAOYSA-N 3-[[10-hydroxy-7-(4-oxa-1-azaspiro[5.5]undecane-1-carbonyl)-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1CCOCC11CCCCC1)CN1C=NC(=CC1=O)C1=CC=CC=C1 GHTJUAUFEBJYCB-UHFFFAOYSA-N 0.000 claims 1
OSQKXKWCUVPKJP-UHFFFAOYSA-N 3-[[10-hydroxy-7-(7-oxa-1-azaspiro[3.4]octane-1-carbonyl)-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1CCC11COCC1)CN1C=NC(=CC1=O)C1=CC=CC=C1 OSQKXKWCUVPKJP-UHFFFAOYSA-N 0.000 claims 1
PPCLIUCIULSXIK-TUHVGIAZSA-N 3-[[10-hydroxy-7-[(2R)-2-methylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C)CN1C=NC(=CC1=O)C1=CC=CC=C1 PPCLIUCIULSXIK-TUHVGIAZSA-N 0.000 claims 1
PJDOGKZRWVXVNE-ADRQNKRLSA-N 3-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-7-methoxyquinazolin-4-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C=NC2=CC(=CC=C2C1=O)OC PJDOGKZRWVXVNE-ADRQNKRLSA-N 0.000 claims 1
DPFVDOONKUFBGE-QMRFKDRMSA-N 3-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]thieno[2,3-d]pyrimidin-4-one Chemical compound C[C@H](CC(F)(F)F)C(=O)N1CCC(O)(Cn2cnc3sccc3c2=O)C2(CCCC2)C1 DPFVDOONKUFBGE-QMRFKDRMSA-N 0.000 claims 1
SPTTYTGGUMNZPI-ZZDYIDRTSA-N 3-[[10-hydroxy-7-[(2S)-2-(1,2-oxazol-3-yl)pyrrolidine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CCC1)C1=NOC=C1)CN1C=NC(=CC1=O)C1=CC=CC=C1 SPTTYTGGUMNZPI-ZZDYIDRTSA-N 0.000 claims 1
JXGAMNKPXDSTFN-UHFKCPIBSA-N 3-[[10-hydroxy-7-[(2S)-2-(5-methyl-1H-1,2,4-triazol-3-yl)pyrrolidine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CCC1)C1=NNC(=N1)C)CN1C=NC(=CC1=O)C1=CC=CC=C1 JXGAMNKPXDSTFN-UHFKCPIBSA-N 0.000 claims 1
ITKDJDKYYYTTCF-YJJLJQPASA-N 3-[[10-hydroxy-7-[(2S)-2-(thiophen-2-ylmethyl)pyrrolidine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CCC1)CC=1SC=CC=1)CN1C=NC(=CC1=O)C1=CC=CC=C1 ITKDJDKYYYTTCF-YJJLJQPASA-N 0.000 claims 1
QKGBHFOZPXLUHD-UHFFFAOYSA-N 3-[[10-hydroxy-7-[2-(methoxymethyl)piperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1C(CNCC1)COC)CN1C=NC(=CC1=O)C1=CC=CC=C1 QKGBHFOZPXLUHD-UHFFFAOYSA-N 0.000 claims 1
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GGCSOJIDRXJWEN-UHFFFAOYSA-N 3-[[10-hydroxy-7-[3-(methoxymethyl)morpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound COCC1COCCN1C(=O)N1CCC(O)(Cn2cnc(cc2=O)-c2ccccc2)C2(CCCC2)C1 GGCSOJIDRXJWEN-UHFFFAOYSA-N 0.000 claims 1
WKFVBZREXTWCSQ-UHFFFAOYSA-N 3-[[10-hydroxy-7-[3-(trifluoromethyl)morpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1C(COCC1)C(F)(F)F)CN1C=NC(=CC1=O)C1=CC=CC=C1 WKFVBZREXTWCSQ-UHFFFAOYSA-N 0.000 claims 1
CQAKGNOVAIFUQD-DEOSSOPVSA-N 3-[[4-hydroxy-1-[(2R)-2-phenylpiperazine-1-carbonyl]piperidin-4-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=CC=C1 CQAKGNOVAIFUQD-DEOSSOPVSA-N 0.000 claims 1
MWOPCHILKMMGPB-DEOSSOPVSA-N 3-[[4-hydroxy-1-[(3R)-3-phenylmorpholine-4-carbonyl]piperidin-4-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC1)C(=O)N1[C@@H](COCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=CC=C1 MWOPCHILKMMGPB-DEOSSOPVSA-N 0.000 claims 1
VFZYQVKRJBSERP-MLAKCTNMSA-N 3-[[5-hydroxy-2-[(2R)-2-phenylpiperazine-1-carbonyl]-2-azaspiro[5.5]undecan-5-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=CC([C@H]2N(C(=O)N3CCC(CN4C(=O)C=C(C5=CC=CC=C5)N=C4)(C4(CCCCC4)C3)O)CCNC2)=CC=C1 VFZYQVKRJBSERP-MLAKCTNMSA-N 0.000 claims 1
LZAYFFQNMYDGOK-LMUZMDBKSA-N 3-[[5-hydroxy-2-[(2R)-2-phenylpiperazine-1-carbonyl]-9-oxa-2-azaspiro[5.5]undecan-5-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCOCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=CC=C1 LZAYFFQNMYDGOK-LMUZMDBKSA-N 0.000 claims 1
SVNVRTXCUPMVIY-MLAKCTNMSA-N 3-[[5-hydroxy-2-[(3R)-3-phenylmorpholine-4-carbonyl]-2-azaspiro[5.5]undecan-5-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCCCC1)C(=O)N1[C@@H](COCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=CC=C1 SVNVRTXCUPMVIY-MLAKCTNMSA-N 0.000 claims 1
PULGUICHCBSZBT-LMUZMDBKSA-N 3-[[5-hydroxy-2-[(3R)-3-phenylmorpholine-4-carbonyl]-9-oxa-2-azaspiro[5.5]undecan-5-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=CC([C@H]2N(C(=O)N3CCC(C4(CCOCC4)C3)(CN3C(=O)C=C(C4=CC=CC=C4)N=C3)O)CCOC2)=CC=C1 PULGUICHCBSZBT-LMUZMDBKSA-N 0.000 claims 1
KUCFQCUTTYAEQA-UHFFFAOYSA-N 3-[[7-(2,2-difluoromorpholine-4-carbonyl)-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound FC1(CN(CCO1)C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1)F KUCFQCUTTYAEQA-UHFFFAOYSA-N 0.000 claims 1
PRDJSFKYYPRCSY-UHFFFAOYSA-N 3-[[7-(2,2-dimethylpyrrolidine-1-carbonyl)-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound CC1(N(CCC1)C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1)C PRDJSFKYYPRCSY-UHFFFAOYSA-N 0.000 claims 1
HFQZBOGXDDBQAR-UHFFFAOYSA-N 3-[[7-(2-cyclobutylpiperazine-1-carbonyl)-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(Cn2cnc(cc2=O)-c2ccccc2)CCN(CC11CCCC1)C(=O)N1CCNCC1C1CCC1 HFQZBOGXDDBQAR-UHFFFAOYSA-N 0.000 claims 1
UPZYAYLYAUWPGP-UHFFFAOYSA-N 3-[[7-(2-cyclopropylpiperazine-1-carbonyl)-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1(CC1)C1N(CCNC1)C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1 UPZYAYLYAUWPGP-UHFFFAOYSA-N 0.000 claims 1
LDGQECQCSDVZBV-UHFFFAOYSA-N 3-[[7-(2-cyclopropylpyrrolidine-1-carbonyl)-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1(CC1)C1N(CCC1)C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1 LDGQECQCSDVZBV-UHFFFAOYSA-N 0.000 claims 1
WTUPUFLPBOEJNS-UHFFFAOYSA-N 3-[[7-(3-azabicyclo[3.1.0]hexane-3-carbonyl)-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1=CC=CC(=C1)C1=CC(=O)N(CC2(CCN(CC32CCCC3)C(=O)N2CC3C(C2)C3)O)C=N1 WTUPUFLPBOEJNS-UHFFFAOYSA-N 0.000 claims 1
SCPZTQNBJZGVRM-UHFFFAOYSA-N 3-[[7-(3-cyclobutylmorpholine-4-carbonyl)-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(Cn2cnc(cc2=O)-c2ccccc2)CCN(CC11CCCC1)C(=O)N1CCOCC1C1CCC1 SCPZTQNBJZGVRM-UHFFFAOYSA-N 0.000 claims 1
BIKUEELMPNLZGF-UHFFFAOYSA-N 3-[[7-(3-cyclopropylazetidine-1-carbonyl)-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1(CC1)C1CN(C1)C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1 BIKUEELMPNLZGF-UHFFFAOYSA-N 0.000 claims 1
HCUJVFJDXCZPFA-UHFFFAOYSA-N 3-[[7-(3-cyclopropylmorpholine-4-carbonyl)-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1(CC1)C1N(CCOC1)C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1 HCUJVFJDXCZPFA-UHFFFAOYSA-N 0.000 claims 1
CVBDSHFUFXBVMB-UHFFFAOYSA-N 3-[[7-(3-cyclopropylpyrrolidine-1-carbonyl)-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound C1(CC1)C1CN(CC1)C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1 CVBDSHFUFXBVMB-UHFFFAOYSA-N 0.000 claims 1
ABWYQQKHDMILJE-HFLPEKOISA-N 3-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-2-methylpyrido[3,4-d]pyrimidin-4-one Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(Cn2c(C)nc3cnccc3c2=O)C2(CCCC2)C1 ABWYQQKHDMILJE-HFLPEKOISA-N 0.000 claims 1
RZHRFXLIUZVVBK-BPADPFCFSA-N 3-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6,7-dimethoxyquinazolin-4-one Chemical compound COc1cc2ncn(CC3(O)CCN(CC33CCCC3)C(=O)[C@H](C)CC3CCCCC3)c(=O)c2cc1OC RZHRFXLIUZVVBK-BPADPFCFSA-N 0.000 claims 1
RHXNJJYVULEBEN-ICCFGIFFSA-N 3-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-7H-pyrrolo[2,3-d]pyrimidin-4-one Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(Cn2cnc3[nH]ccc3c2=O)C2(CCCC2)C1 RHXNJJYVULEBEN-ICCFGIFFSA-N 0.000 claims 1
ANHPWTHKZJWFMA-ACVCQEAVSA-N 3-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]pyrido[4,3-d]pyrimidin-4-one Chemical compound C1CC2(C(CN3C(=O)C4=CN=CC=C4N=C3)(O)CCN(C2)C(=O)[C@@H](CC2CCCCC2)C)CC1 ANHPWTHKZJWFMA-ACVCQEAVSA-N 0.000 claims 1
YKKHRWMNORRBNR-IHKRANBOSA-N 3-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]quinazolin-4-one Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(Cn2cnc3ccccc3c2=O)C2(CCCC2)C1 YKKHRWMNORRBNR-IHKRANBOSA-N 0.000 claims 1
CJDITIRVVPCYPH-ICCFGIFFSA-N 3-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]thieno[2,3-d]pyrimidin-4-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC2=C(C1=O)C=CS2)C CJDITIRVVPCYPH-ICCFGIFFSA-N 0.000 claims 1
SXGBMMHURFIKOU-ICCFGIFFSA-N 3-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]thieno[3,2-d]pyrimidin-4-one Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(Cn2cnc3ccsc3c2=O)C2(CCCC2)C1 SXGBMMHURFIKOU-ICCFGIFFSA-N 0.000 claims 1
GQLZYSUJPMQXSW-UHFFFAOYSA-N 3-[[7-[3-(difluoromethyl)pyrrolidine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound FC(C1CN(CC1)C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1)F GQLZYSUJPMQXSW-UHFFFAOYSA-N 0.000 claims 1
BOCCNYHNFSQISJ-UHFFFAOYSA-N 3-[[7-[4-(difluoromethyl)piperidine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound FC(C1CCN(CC1)C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1)F BOCCNYHNFSQISJ-UHFFFAOYSA-N 0.000 claims 1
MSGWWGYWYARIQO-PKMDPOOCSA-N 3-[[9-hydroxy-6-[(2R)-2-phenylpiperazine-1-carbonyl]-6-azaspiro[3.5]nonan-9-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=CC=C1 MSGWWGYWYARIQO-PKMDPOOCSA-N 0.000 claims 1
WBPKVMALEMNWMT-PKMDPOOCSA-N 3-[[9-hydroxy-6-[(3R)-3-phenylmorpholine-4-carbonyl]-6-azaspiro[3.5]nonan-9-yl]methyl]-6-phenylpyrimidin-4-one Chemical compound OC1(CCN(CC11CCC1)C(=O)N1[C@@H](COCC1)C1=CC=CC=C1)CN1C=NC(=CC1=O)C1=CC=CC=C1 WBPKVMALEMNWMT-PKMDPOOCSA-N 0.000 claims 1
VBRSCBZUUQMAFU-BSXJZHEVSA-N 3-fluoro-1-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-4-phenylpyridin-2-one Chemical compound C1=CC([C@H]2N(C(=O)N3CCC(CN4C(=O)C(=C(C5=CC=CC=C5)C=C4)F)(O)C4(CCCC4)C3)CCNC2)=CC=C1 VBRSCBZUUQMAFU-BSXJZHEVSA-N 0.000 claims 1
JKDQXRUTZLPJMC-GMCHKSTQSA-N 4-(2-fluorophenyl)-1-[[(10S)-7-[(2R)-2-(3-fluorophenyl)piperazine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]pyridin-2-one Chemical compound FC1=C(C=CC=C1)C1=CC(N(C=C1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC(=CC=C1)F)O)=O JKDQXRUTZLPJMC-GMCHKSTQSA-N 0.000 claims 1
QEJAOARLVYCDKT-HXUWFJFHSA-N 4-(2-fluorophenyl)-1-[[4-hydroxy-1-[(3R)-3-phenylbutanoyl]piperidin-4-yl]methyl]piperazin-2-one Chemical compound FC1=C(C=CC=C1)N1CC(N(CC1)CC1(CCN(CC1)C(C[C@@H](C)C1=CC=CC=C1)=O)O)=O QEJAOARLVYCDKT-HXUWFJFHSA-N 0.000 claims 1
OPCBYDXNWVQVDU-TUHVGIAZSA-N 4-(4,4-dimethylcyclohexyl)-1-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]piperazin-2-one Chemical compound CC1(CCC(CC1)N1CC(N(CC1)CC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)O)=O)C OPCBYDXNWVQVDU-TUHVGIAZSA-N 0.000 claims 1
MOALONAATLYMTL-BWDMCYIDSA-N 4-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]morpholin-3-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C(COCC1)=O MOALONAATLYMTL-BWDMCYIDSA-N 0.000 claims 1
XDDUZDFLFJJRCY-TZGCNFNXSA-N 4-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-6-methylmorpholin-3-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C(COC(C1)C)=O XDDUZDFLFJJRCY-TZGCNFNXSA-N 0.000 claims 1
ADVLUCPOUAYXLR-IWPPFLRJSA-N 4-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-7-oxa-4-azaspiro[2.5]octan-5-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C2(CC2)COCC1=O ADVLUCPOUAYXLR-IWPPFLRJSA-N 0.000 claims 1
WLNMSUKBWGNAMH-IKJXHCRLSA-N 4-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]morpholin-3-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C(COCC1)=O WLNMSUKBWGNAMH-IKJXHCRLSA-N 0.000 claims 1
JSAFIRHPPSSGEY-YDONVPIESA-N 4-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-5-oxopyrazine-2-carboxylic acid Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=C(N=CC1=O)C(=O)O)C JSAFIRHPPSSGEY-YDONVPIESA-N 0.000 claims 1
ZKDPEPJBECMJPR-ACVCQEAVSA-N 4-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-N,N-dimethyl-5-oxopyrazine-2-carboxamide Chemical compound N(C)(C(=O)C=1N=CC(=O)N(C=1)CC1(O)CCN(CC21CCCC2)C(=O)[C@@H](CC1CCCCC1)C)C ZKDPEPJBECMJPR-ACVCQEAVSA-N 0.000 claims 1
AKKUIUIKBXMSHO-PHSANKKPSA-N 4-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]morpholin-3-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(COCC1)=O)C AKKUIUIKBXMSHO-PHSANKKPSA-N 0.000 claims 1
VPVYZSGTDGVLJF-ACVCQEAVSA-N 4-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]pyrido[3,2-b][1,4]oxazin-3-one Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(CN2C(=O)COc3cccnc23)C2(CCCC2)C1 VPVYZSGTDGVLJF-ACVCQEAVSA-N 0.000 claims 1
RCVRCYJYGVFILF-IWPPFLRJSA-N 4-acetyl-1-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]piperazin-2-one Chemical compound C(C)(=O)N1CC(N(CC1)CC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)O)=O RCVRCYJYGVFILF-IWPPFLRJSA-N 0.000 claims 1
GJVYYCMLBAPDBR-TUHVGIAZSA-N 4-acetyl-1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]piperazin-2-one Chemical compound C(C)(=O)N1CC(N(CC1)CC1(CCN(CC11CCCC1)C([C@@H](CC1CCCCC1)C)=O)O)=O GJVYYCMLBAPDBR-TUHVGIAZSA-N 0.000 claims 1
ANPGXNFXNIYUNL-OEPVSBQMSA-N 4-benzoyl-1-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]piperazin-2-one Chemical compound C(C1=CC=CC=C1)(=O)N1CC(N(CC1)CC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)O)=O ANPGXNFXNIYUNL-OEPVSBQMSA-N 0.000 claims 1
IVECLDAIQLVQDA-UHFFFAOYSA-N 4-benzyl-1-[[1-(3-cyclohexyl-2-methylpropanoyl)-4-hydroxypiperidin-4-yl]methyl]pyrrolidin-2-one Chemical compound C(C1=CC=CC=C1)C1CC(N(C1)CC1(CCN(CC1)C(C(CC1CCCCC1)C)=O)O)=O IVECLDAIQLVQDA-UHFFFAOYSA-N 0.000 claims 1
SHYBXVRKUQSDHT-UHFFFAOYSA-N 4-benzyl-1-[[1-(3-cyclohexylpropanoyl)-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]pyrrolidin-2-one Chemical compound C(C1=CC=CC=C1)C1CC(N(C1)CC1(C(CN(CC1)C(CCC1CCCCC1)=O)(C)C)O)=O SHYBXVRKUQSDHT-UHFFFAOYSA-N 0.000 claims 1
POVOMGPPXFEJJB-URZATXOXSA-N 4-benzyl-1-[[1-[(2R)-3-cyclohexyl-2-methylpropanoyl]-4-hydroxy-3,3-dimethylpiperidin-4-yl]methyl]pyrrolidin-2-one Chemical compound C(C1=CC=CC=C1)C1CC(N(C1)CC1(C(CN(CC1)C([C@@H](CC1CCCCC1)C)=O)(C)C)O)=O POVOMGPPXFEJJB-URZATXOXSA-N 0.000 claims 1
LVJCFHHXYSAYLD-UHFFFAOYSA-N 4-benzyl-1-[[4-hydroxy-3,3-dimethyl-1-(2-methyl-3-phenylpropanoyl)piperidin-4-yl]methyl]pyrrolidin-2-one Chemical compound C(C1=CC=CC=C1)C1CC(N(C1)CC1(C(CN(CC1)C(C(CC1=CC=CC=C1)C)=O)(C)C)O)=O LVJCFHHXYSAYLD-UHFFFAOYSA-N 0.000 claims 1
DCQXAMDLWUXFAF-ABSJTJJKSA-N 4-benzyl-1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]pyrrolidin-2-one Chemical compound C(C1=CC=CC=C1)C1CC(N(C1)CC1(CCN(CC11CCCC1)C([C@@H](CC1CCCCC1)C)=O)O)=O DCQXAMDLWUXFAF-ABSJTJJKSA-N 0.000 claims 1
XKFHXAJTNKQWGE-BKMJKUGQSA-N 4-chloro-1-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyridin-2-one Chemical compound ClC1=CC(N(C=C1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O)=O XKFHXAJTNKQWGE-BKMJKUGQSA-N 0.000 claims 1
YQIBXSCOSHWROF-HKLSIYAESA-N 4-chloro-1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-5-(methylsulfonimidoyl)pyridin-2-one Chemical compound S(=N)(=O)(C=1C(Cl)=CC(=O)N(CC2(O)CCN(CC32CCCC3)C(=O)[C@@H](CC2CCCCC2)C)C=1)C YQIBXSCOSHWROF-HKLSIYAESA-N 0.000 claims 1
AGXDUIAOCNEENE-ICCFGIFFSA-N 4-chloro-1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-5-methylsulfanylpyridin-2-one Chemical compound ClC1=CC(N(C=C1SC)CC1(CCN(CC11CCCC1)C([C@@H](CC1CCCCC1)C)=O)O)=O AGXDUIAOCNEENE-ICCFGIFFSA-N 0.000 claims 1
AERYJZYJUOLLOE-ICCFGIFFSA-N 4-chloro-1-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-5-methylsulfonylpyridin-2-one Chemical compound CS(=O)(=O)C=1C(Cl)=CC(=O)N(CC2(C3(CCCC3)CN(CC2)C(=O)[C@@H](CC2CCCCC2)C)O)C=1 AERYJZYJUOLLOE-ICCFGIFFSA-N 0.000 claims 1
KHFQPEUSVHBHRR-ABYGYWHVSA-N 4-cyclopropyl-1-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyridin-2-one Chemical compound C1(CC1)C1=CC(N(C=C1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O)=O KHFQPEUSVHBHRR-ABYGYWHVSA-N 0.000 claims 1
NKSKVFHYJZCOCP-ZGGTZUKQSA-N 4-ethyl-1-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]piperidin-2-one Chemical compound C(C)C1CC(N(CC1)CC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)O)=O NKSKVFHYJZCOCP-ZGGTZUKQSA-N 0.000 claims 1
VOFYVBNABTZKGU-YMQLSTQVSA-N 5-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-1-methylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC2=C(C1=O)C=NN2C VOFYVBNABTZKGU-YMQLSTQVSA-N 0.000 claims 1
CRTSTOPZTHFKTM-BSXJZHEVSA-N 5-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC2=C(C1=O)C=NN2C1=CC=CC=C1 CRTSTOPZTHFKTM-BSXJZHEVSA-N 0.000 claims 1
RVNNHARNCAZDIT-QMRFKDRMSA-N 5-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-1-methylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C=NC2=C(C1=O)C=NN2C RVNNHARNCAZDIT-QMRFKDRMSA-N 0.000 claims 1
UZVSISPQTBIUIZ-YDONVPIESA-N 5-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1=C(N2C3=C(C=N2)C(=O)N(CC2(O)CCN(CC42CCCC4)C(=O)[C@@H](CC(F)(F)F)C)C=N3)C=CC=C1 UZVSISPQTBIUIZ-YDONVPIESA-N 0.000 claims 1
AGCVOUOPKQGFRZ-ACVCQEAVSA-N 5-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-1-ethylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound CCn1ncc2c1ncn(CC1(O)CCN(CC11CCCC1)C(=O)[C@H](C)CC1CCCCC1)c2=O AGCVOUOPKQGFRZ-ACVCQEAVSA-N 0.000 claims 1
XPTDNDFFPAJFIO-WNEYBHKTSA-N 5-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-1-phenylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC2=C(C1=O)C=NN2C1=CC=CC=C1)C XPTDNDFFPAJFIO-WNEYBHKTSA-N 0.000 claims 1
DJZXJIBCTWERMI-ACVCQEAVSA-N 5-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-2-ethylpyrazolo[3,4-d]pyrimidin-4-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC=2C(C1=O)=CN(N=2)CC)C DJZXJIBCTWERMI-ACVCQEAVSA-N 0.000 claims 1
CEVOARAYKQOBMN-ACVCQEAVSA-N 5-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]thieno[3,2-c]pyridin-4-one Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(Cn2ccc3sccc3c2=O)C2(CCCC2)C1 CEVOARAYKQOBMN-ACVCQEAVSA-N 0.000 claims 1
WWSRGKIXGLATGC-MLAKCTNMSA-N 5-fluoro-1-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-4-phenylpyridin-2-one Chemical compound FC=1C(=CC(N(C=1)CC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O)=O)C1=CC=CC=C1 WWSRGKIXGLATGC-MLAKCTNMSA-N 0.000 claims 1
DSXPSGZYWGYEKS-GMMLNUAGSA-N 6,7-difluoro-3-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]quinazolin-4-one Chemical compound FC=1C=C2C(N(C=NC2=CC=1F)CC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O)=O DSXPSGZYWGYEKS-GMMLNUAGSA-N 0.000 claims 1
ZMRSTPIYUZQLKA-GMMLNUAGSA-N 6,7-difluoro-3-[[10-hydroxy-7-[(3R)-3-phenylmorpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]quinazolin-4-one Chemical compound FC=1C=C2C(N(C=NC2=CC=1F)CC1(CCN(CC11CCCC1)C(=O)N1[C@@H](COCC1)C1=CC=CC=C1)O)=O ZMRSTPIYUZQLKA-GMMLNUAGSA-N 0.000 claims 1
IHZAZMHAEDNTDW-ZBWWXOROSA-N 6-(2-cyclopropyloxyphenyl)-3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound C1(CC1)OC1=C(C=CC=C1)C1=CC(N(C=N1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O)=O IHZAZMHAEDNTDW-ZBWWXOROSA-N 0.000 claims 1
HNRGMZMQKVEGGV-QVWWMRLHSA-N 6-(2-fluoro-6-methylphenyl)-3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound FC1=C(C(=CC=C1)C)C1=CC(N(C=N1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O)=O HNRGMZMQKVEGGV-QVWWMRLHSA-N 0.000 claims 1
SHYKEBNHVQZYDC-JTSJOTPCSA-N 6-(2-fluorophenyl)-3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound FC1=C(C=CC=C1)C1=CC(N(C=N1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O)=O SHYKEBNHVQZYDC-JTSJOTPCSA-N 0.000 claims 1
AUQJNCXMXBLGEM-JTSJOTPCSA-N 6-(2-fluorophenyl)-3-[[(10S)-7-[(2R)-2-(3-fluorophenyl)piperazine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC=CC=C4F)O)C(=O)N5CCNC[C@H]5C6=CC(=CC=C6)F AUQJNCXMXBLGEM-JTSJOTPCSA-N 0.000 claims 1
ILTBMRXZGBSZJA-JTSJOTPCSA-N 6-(3-fluorophenyl)-3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound FC=1C=C(C=CC=1)C1=CC(N(C=N1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O)=O ILTBMRXZGBSZJA-JTSJOTPCSA-N 0.000 claims 1
IQRBUYDVTUKLPC-JTSJOTPCSA-N 6-(3-fluorophenyl)-3-[[(10S)-7-[(2R)-2-(3-fluorophenyl)piperazine-1-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound FC=1C=C(C=CC=1)C1=CC(N(C=N1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC(=CC=C1)F)O)=O IQRBUYDVTUKLPC-JTSJOTPCSA-N 0.000 claims 1
WHKHFNQIDNUBBY-JTSJOTPCSA-N 6-(4-fluorophenyl)-3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound FC1=CC=C(C=C1)C1=CC(N(C=N1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O)=O WHKHFNQIDNUBBY-JTSJOTPCSA-N 0.000 claims 1
HPLJKBKFBAMWES-SETSBSEESA-N 6-(4-fluoropiperidin-1-yl)-3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)N4CCC(CC4)F)O)C(=O)N5CCNC[C@H]5C6=CC=CC=C6 HPLJKBKFBAMWES-SETSBSEESA-N 0.000 claims 1
FWKQNHOHKXJSDF-WXVAWEFUSA-N 6-(dimethylamino)-3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound CN(C1=CC(N(C=N1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O)=O)C FWKQNHOHKXJSDF-WXVAWEFUSA-N 0.000 claims 1
CWIPDXPNPKEJBH-WXVAWEFUSA-N 6-(dimethylamino)-3-[[(10S)-10-hydroxy-7-[(3R)-3-phenylmorpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound C1=CC([C@H]2N(C(=O)N3CC[C@](CN4C(=O)C=C(N(C)C)N=C4)(O)C4(CCCC4)C3)CCOC2)=CC=C1 CWIPDXPNPKEJBH-WXVAWEFUSA-N 0.000 claims 1
FMPPFESLWXSOND-XYFQYJLHSA-N 6-[2-(difluoromethoxy)phenyl]-3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound FC(OC1=C(C=CC=C1)C1=CC(N(C=N1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O)=O)F FMPPFESLWXSOND-XYFQYJLHSA-N 0.000 claims 1
GBEWXLCPICSCFG-PWUYWRBVSA-N 6-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-2-methylsulfanylpyrido[4,3-d]pyrimidin-5-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C(C2=C(N=C(N=C2)SC)C=C1)=O GBEWXLCPICSCFG-PWUYWRBVSA-N 0.000 claims 1
YXEQQQQLCJHALB-RBJSKKJNSA-N 6-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrido[4,3-d]pyrimidin-5-one Chemical compound O[C@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C(C2=C(N=CN=C2)C=C1)=O YXEQQQQLCJHALB-RBJSKKJNSA-N 0.000 claims 1
NPCZTBIVWCFHTF-YMQLSTQVSA-N 6-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-2-methylpyrazolo[4,3-d]pyrimidin-7-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1C=NC=2C(C1=O)=NN(C=2)C NPCZTBIVWCFHTF-YMQLSTQVSA-N 0.000 claims 1
NLUJTXOJNDBHMX-ICCFGIFFSA-N 6-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-2-(4-methylpiperazin-1-yl)pyrido[4,3-d]pyrimidin-5-one Chemical compound N1(C)CCN(CC1)C1=NC2=C(C=N1)C(=O)N(CC1(C3(CCCC3)CN(CC1)C(=O)[C@@H](CC(F)(F)F)C)O)C=C2 NLUJTXOJNDBHMX-ICCFGIFFSA-N 0.000 claims 1
GOKGULIWHWIPKJ-YDONVPIESA-N 6-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-2-(4-methylpiperazin-1-yl)pyrimido[4,5-d]pyrimidin-5-one Chemical compound N1(C)CCN(CC1)C1=NC=C2C(=O)N(CC3(C4(CCCC4)CN(CC3)C(=O)[C@@H](CC(F)(F)F)C)O)C=NC2=N1 GOKGULIWHWIPKJ-YDONVPIESA-N 0.000 claims 1
QJFAYVCAMMKYCG-JGHKVMFLSA-N 6-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-2-(methylamino)pyrido[4,3-d]pyrimidin-5-one Chemical compound C1CC2(C(CN3C(=O)C4=C(N=C(N=C4)NC)C=C3)(O)CCN(C2)C(=O)[C@@H](CC(F)(F)F)C)CC1 QJFAYVCAMMKYCG-JGHKVMFLSA-N 0.000 claims 1
MNOLBKZWHWEHDH-JGHKVMFLSA-N 6-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-2-methoxypyrido[4,3-d]pyrimidin-5-one Chemical compound C1CC2(C(CN3C(=O)C4=C(N=C(N=C4)OC)C=C3)(O)CCN(C2)C(=O)[C@@H](CC(F)(F)F)C)CC1 MNOLBKZWHWEHDH-JGHKVMFLSA-N 0.000 claims 1
BFLBFJJZYLKYKJ-JGHKVMFLSA-N 6-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-2-methylsulfanylpyrido[4,3-d]pyrimidin-5-one Chemical compound C1CC2(C(CN3C(=O)C4=C(N=C(N=C4)SC)C=C3)(O)CCN(C2)C(=O)[C@@H](CC(F)(F)F)C)CC1 BFLBFJJZYLKYKJ-JGHKVMFLSA-N 0.000 claims 1
KNBRDCLMBKUHMX-CKAQCJTGSA-N 6-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-2-methylsulfanylpyrimido[4,5-d]pyrimidin-5-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C=NC2=NC(=NC=C2C1=O)SC KNBRDCLMBKUHMX-CKAQCJTGSA-N 0.000 claims 1
RPHKKTXSFQMKRG-YDONVPIESA-N 6-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-2-morpholin-4-ylpyrido[4,3-d]pyrimidin-5-one Chemical compound C1CN(CCO1)C1=NC2=C(C=N1)C(=O)N(CC1(C3(CCCC3)CN(CC1)C(=O)[C@@H](CC(F)(F)F)C)O)C=C2 RPHKKTXSFQMKRG-YDONVPIESA-N 0.000 claims 1
MNYPZSMARSKDFC-BPNWFJGMSA-N 6-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-2-morpholin-4-ylpyrimido[4,5-d]pyrimidin-5-one Chemical compound O1CCN(CC1)C1=NC=C2C(=O)N(CC3(O)CCN(CC43CCCC4)C(=O)[C@@H](CC(F)(F)F)C)C=NC2=N1 MNYPZSMARSKDFC-BPNWFJGMSA-N 0.000 claims 1
WHKFOUULLOZRRY-YDONVPIESA-N 6-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-2-piperazin-1-ylpyrido[4,3-d]pyrimidin-5-one Chemical compound OC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)CN1C(C2=C(N=C(N=C2)N2CCNCC2)C=C1)=O WHKFOUULLOZRRY-YDONVPIESA-N 0.000 claims 1
VPOOIQRVXAFVRI-RBFZIWAESA-N 6-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]-7H-pyrrolo[3,4-b]pyridin-5-one Chemical compound C[C@H](CC(F)(F)F)C(=O)N1CCC(O)(CN2Cc3ncccc3C2=O)C2(CCCC2)C1 VPOOIQRVXAFVRI-RBFZIWAESA-N 0.000 claims 1
USOUQEBWUILHPA-RBFZIWAESA-N 6-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrido[4,3-d]pyrimidin-5-one Chemical compound C1CC2(C(CN3C(=O)C4=C(N=CN=C4)C=C3)(O)CCN(C2)C(=O)[C@@H](CC(F)(F)F)C)CC1 USOUQEBWUILHPA-RBFZIWAESA-N 0.000 claims 1
QFWWITNJFFYAQS-ICCFGIFFSA-N 6-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-2-methylpyrazolo[4,3-d]pyrimidin-7-one Chemical compound C1CC2(C(CN3C(=O)C4=NN(C=C4N=C3)C)(O)CCN(C2)C(=O)[C@@H](CC2CCCCC2)C)CC1 QFWWITNJFFYAQS-ICCFGIFFSA-N 0.000 claims 1
NZZIEWLKBYDRIR-HFLPEKOISA-N 6-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-2-methylsulfanylpyrido[4,3-d]pyrimidin-5-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C2=C(N=C(N=C2)SC)C=C1)=O)C NZZIEWLKBYDRIR-HFLPEKOISA-N 0.000 claims 1
RHTPCJVYPZEFQU-FOEZPWHWSA-N 6-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-2-methylsulfanylpyrimido[4,5-d]pyrimidin-5-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC2=NC(=NC=C2C1=O)SC)C RHTPCJVYPZEFQU-FOEZPWHWSA-N 0.000 claims 1
UZXKYWJKVWVDDL-ACVCQEAVSA-N 6-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-5H-pyrrolo[3,4-b]pyridin-7-one Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(CN2Cc3cccnc3C2=O)C2(CCCC2)C1 UZXKYWJKVWVDDL-ACVCQEAVSA-N 0.000 claims 1
QDJKLSKQCLJFHR-ACVCQEAVSA-N 6-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-7H-pyrrolo[3,4-b]pyridin-5-one Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(CN2Cc3ncccc3C2=O)C2(CCCC2)C1 QDJKLSKQCLJFHR-ACVCQEAVSA-N 0.000 claims 1
WQDPGZGPKIWGIS-ACVCQEAVSA-N 6-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]pyrido[4,3-d]pyrimidin-5-one Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C2=C(N=CN=C2)C=C1)=O)C WQDPGZGPKIWGIS-ACVCQEAVSA-N 0.000 claims 1
JJPHYFKFBJEGPJ-NBGIEHNGSA-N 6-chloro-3-[[(10S)-10-hydroxy-7-[(3R)-3-phenylmorpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound ClC1=CC(N(C=N1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](COCC1)C1=CC=CC=C1)O)=O JJPHYFKFBJEGPJ-NBGIEHNGSA-N 0.000 claims 1
BPOHFLNMVLRGFM-NBGIEHNGSA-N 6-chloro-3-[[(10S)-7-[(3R)-3-(4-fluorophenyl)morpholine-4-carbonyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound ClC1=CC(N(C=N1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](COCC1)C1=CC=C(C=C1)F)O)=O BPOHFLNMVLRGFM-NBGIEHNGSA-N 0.000 claims 1
PZAJHRJPACLWTO-JGHKVMFLSA-N 6-chloro-3-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]quinazolin-4-one Chemical compound ClC=1C=C2C(N(C=NC2=CC=1)CC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)O)=O PZAJHRJPACLWTO-JGHKVMFLSA-N 0.000 claims 1
KIVYHHXJTMLONU-OJQMSQGESA-N 6-chloro-3-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-7-fluoroquinazolin-4-one Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(Cn2cnc3cc(F)c(Cl)cc3c2=O)C2(CCCC2)C1 KIVYHHXJTMLONU-OJQMSQGESA-N 0.000 claims 1
USYCSZOWOYNZTK-RBJSKKJNSA-N 6-cyclopropyl-3-[[(10S)-10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound C1(CC1)C1=CC(N(C=N1)C[C@@]1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O)=O USYCSZOWOYNZTK-RBJSKKJNSA-N 0.000 claims 1
NTXREXJUVGYYFW-RBJSKKJNSA-N 6-cyclopropyl-3-[[(10S)-10-hydroxy-7-[(3R)-3-phenylmorpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]pyrimidin-4-one Chemical compound C1=CC([C@H]2N(C(=O)N3CC[C@](CN4C(=O)C=C(C5CC5)N=C4)(O)C4(CCCC4)C3)CCOC2)=CC=C1 NTXREXJUVGYYFW-RBJSKKJNSA-N 0.000 claims 1
SAFIMYZUMBXXQL-FPPRHVDESA-N 6-cyclopropyl-4-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]morpholin-3-one Chemical compound C1(CC1)C1OCC(N(C1)CC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)O)=O SAFIMYZUMBXXQL-FPPRHVDESA-N 0.000 claims 1
SAZFPYWTNMFPNL-GMMLNUAGSA-N 6-fluoro-3-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]quinazolin-4-one Chemical compound FC=1C=C2C(N(C=NC2=CC=1)CC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)O)=O SAZFPYWTNMFPNL-GMMLNUAGSA-N 0.000 claims 1
KAYDIUQICFKRTG-GMMLNUAGSA-N 6-fluoro-3-[[10-hydroxy-7-[(3R)-3-phenylmorpholine-4-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]quinazolin-4-one Chemical compound FC=1C=C2C(N(C=NC2=CC=1)CC1(CCN(CC11CCCC1)C(=O)N1[C@@H](COCC1)C1=CC=CC=C1)O)=O KAYDIUQICFKRTG-GMMLNUAGSA-N 0.000 claims 1
CSBPQHGADOHBPJ-UHFFFAOYSA-N 6h-pyrido[4,3-d]pyrimidin-5-one Chemical compound C1=NC=C2C(=O)NC=CC2=N1 CSBPQHGADOHBPJ-UHFFFAOYSA-N 0.000 claims 1
AOJUTBUOPMZKPV-YMQLSTQVSA-N 7-[[10-hydroxy-7-[(2R)-2-phenylpiperazine-1-carbonyl]-7-azaspiro[4.5]decan-10-yl]methyl]-5,8-dihydroimidazo[1,2-a]pyrazin-6-one Chemical compound OC1(CCN(CC11CCCC1)C(=O)N1[C@@H](CNCC1)C1=CC=CC=C1)CN1CC=2N(CC1=O)C=CN=2 AOJUTBUOPMZKPV-YMQLSTQVSA-N 0.000 claims 1
KUEOBYLFCDJFEQ-JGHKVMFLSA-N 7-chloro-3-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]quinazolin-4-one Chemical compound ClC1=CC=C2C(N(C=NC2=C1)CC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)O)=O KUEOBYLFCDJFEQ-JGHKVMFLSA-N 0.000 claims 1
GCDFYKIYTWREAW-ADRQNKRLSA-N 7-fluoro-2-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]isoquinolin-1-one Chemical compound FC1=CC=C2C=CN(C(C2=C1)=O)CC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)O GCDFYKIYTWREAW-ADRQNKRLSA-N 0.000 claims 1
HRACPEFHQOVCHA-JGHKVMFLSA-N 7-fluoro-3-[[10-hydroxy-7-[(2R)-4,4,4-trifluoro-2-methylbutanoyl]-7-azaspiro[4.5]decan-10-yl]methyl]quinazolin-4-one Chemical compound C[C@H](CC(F)(F)F)C(=O)N1CCC(O)(Cn2cnc3cc(F)ccc3c2=O)C2(CCCC2)C1 HRACPEFHQOVCHA-JGHKVMFLSA-N 0.000 claims 1
INDPWOXRNARTIK-HFLPEKOISA-N 8-amino-4-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-1,4-benzoxazin-3-one Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(CN2C(=O)COc3c(N)cccc23)C2(CCCC2)C1 INDPWOXRNARTIK-HFLPEKOISA-N 0.000 claims 1
101100495911 Arabidopsis thaliana CHR10 gene Proteins 0.000 claims 1
101100439663 Arabidopsis thaliana CHR7 gene Proteins 0.000 claims 1
PKPCBGFFNBYHKL-UHFFFAOYSA-N C1(CC1)CC1N(CCOC1)C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1 Chemical compound C1(CC1)CC1N(CCOC1)C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC(=CC1=O)C1=CC=CC=C1 PKPCBGFFNBYHKL-UHFFFAOYSA-N 0.000 claims 1
GXENTMODMCTXPH-ACVCQEAVSA-N C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C2=C(C=C1)OC=C2)=O)C Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C2=C(C=C1)OC=C2)=O)C GXENTMODMCTXPH-ACVCQEAVSA-N 0.000 claims 1
FDQCOQLEYBBANJ-ACVCQEAVSA-N C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C2=NC=CN=C2C=C1)=O)C Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C2=NC=CN=C2C=C1)=O)C FDQCOQLEYBBANJ-ACVCQEAVSA-N 0.000 claims 1
ZLHAVZGJODFWLH-OJQMSQGESA-N C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC2=CC(=C(C=C2C1=O)F)F)C Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=NC2=CC(=C(C=C2C1=O)F)F)C ZLHAVZGJODFWLH-OJQMSQGESA-N 0.000 claims 1
DIAILOIBGRQFGA-SUYBVONHSA-N C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=C(C(=CC=C4)F)F)O)C(=O)N5CCNC[C@H]5C6=CC=CC=C6 Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=C(C(=CC=C4)F)F)O)C(=O)N5CCNC[C@H]5C6=CC=CC=C6 DIAILOIBGRQFGA-SUYBVONHSA-N 0.000 claims 1
CAVSKCWRNHZQLQ-RYCFQHDISA-N C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC5=C(COC5)C=C4)O)C(=O)N6CCNC[C@H]6C7=CC=CC=C7 Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC5=C(COC5)C=C4)O)C(=O)N6CCNC[C@H]6C7=CC=CC=C7 CAVSKCWRNHZQLQ-RYCFQHDISA-N 0.000 claims 1
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UNQBCJFYBMBOCX-BFGHFXMOSA-N C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC=C(C=C4)OC5CC5)O)C(=O)N6CCNC[C@H]6C7=CC=CC=C7 Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC=C(C=C4)OC5CC5)O)C(=O)N6CCNC[C@H]6C7=CC=CC=C7 UNQBCJFYBMBOCX-BFGHFXMOSA-N 0.000 claims 1
MHOFHJBQLGLCCW-HOINCLMKSA-N C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC=CC=C4)O)C(=O)N5CCNCC5C6=CC=CS6 Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC=CC=C4)O)C(=O)N5CCNCC5C6=CC=CS6 MHOFHJBQLGLCCW-HOINCLMKSA-N 0.000 claims 1
MZQZFUNAEVFRPV-SNSSHHSLSA-N C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC=CC=C4)O)C(=O)N5CCNCC5C6=CSC=C6 Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC=CC=C4)O)C(=O)N5CCNCC5C6=CSC=C6 MZQZFUNAEVFRPV-SNSSHHSLSA-N 0.000 claims 1
DHXWUWRWQSKDTK-SUYBVONHSA-N C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC=CC=C4)O)C(=O)N5CCNC[C@H]5C6=C(C(=CC=C6)F)F Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)C4=CC=CC=C4)O)C(=O)N5CCNC[C@H]5C6=C(C(=CC=C6)F)F DHXWUWRWQSKDTK-SUYBVONHSA-N 0.000 claims 1
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MLXUXGFDJDDTOF-WXVAWEFUSA-N C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)N4CC(C4)(F)F)O)C(=O)N5CCNC[C@H]5C6=CC=CC=C6 Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)N4CC(C4)(F)F)O)C(=O)N5CCNC[C@H]5C6=CC=CC=C6 MLXUXGFDJDDTOF-WXVAWEFUSA-N 0.000 claims 1
UAKUEJLBSWNIDO-AMOMTVJWSA-N C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)N4CC5CC5C4)O)C(=O)N6CCNC[C@H]6C7=CC=CC=C7 Chemical compound C1CCC2(C1)CN(CC[C@]2(CN3C=NC(=CC3=O)N4CC5CC5C4)O)C(=O)N6CCNC[C@H]6C7=CC=CC=C7 UAKUEJLBSWNIDO-AMOMTVJWSA-N 0.000 claims 1
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101150065749 Churc1 gene Proteins 0.000 claims 1
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RXDYLIKWKRNNFA-ABYGYWHVSA-N FC1=CC=C(C=C1)[C@H]1N(CCOC1)C(=O)N1CC2(CCCC2)[C@](CC1)(O)CN1C=NC(=CC1=O)C=1C=NN(C=1)C Chemical compound FC1=CC=C(C=C1)[C@H]1N(CCOC1)C(=O)N1CC2(CCCC2)[C@](CC1)(O)CN1C=NC(=CC1=O)C=1C=NN(C=1)C RXDYLIKWKRNNFA-ABYGYWHVSA-N 0.000 claims 1
GPWCZOPPMPOCKX-JGHKVMFLSA-N FC=1C=C2C(N(C=NC2=CC=1)CC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)O)=O Chemical compound FC=1C=C2C(N(C=NC2=CC=1)CC1(CCN(CC11CCCC1)C([C@@H](CC(F)(F)F)C)=O)O)=O GPWCZOPPMPOCKX-JGHKVMFLSA-N 0.000 claims 1
JNCMHMUGTWEVOZ-UHFFFAOYSA-N F[CH]F Chemical compound F[CH]F JNCMHMUGTWEVOZ-UHFFFAOYSA-N 0.000 claims 1
108010081348 HRT1 protein Hairy Proteins 0.000 claims 1
102100021881 Hairy/enhancer-of-split related with YRPW motif protein 1 Human genes 0.000 claims 1
101000644843 Homo sapiens Ubiquitin carboxyl-terminal hydrolase 19 Proteins 0.000 claims 1
101001043818 Mus musculus Interleukin-31 receptor subunit alpha Proteins 0.000 claims 1
VPGKWDMTPDLIHZ-UHFFFAOYSA-N N-(1,3-dihydro-2-benzofuran-5-ylmethyl)-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1OCC2=CC(=CC=C12)CNC(=O)N1CC2(CCCC2)C(CC1)(CN1C=NC(=CC1=O)C1=CC=CC=C1)O VPGKWDMTPDLIHZ-UHFFFAOYSA-N 0.000 claims 1
JZIAICNDEWWIOP-UHFFFAOYSA-N N-(1-cyclopropylethyl)-10-hydroxy-N-methyl-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1(CC1)C(C)N(C(=O)N1CC2(CCCC2)C(CC1)(CN1C=NC(=CC1=O)C1=CC=CC=C1)O)C JZIAICNDEWWIOP-UHFFFAOYSA-N 0.000 claims 1
RZFAFNGHSWDNIF-UHFFFAOYSA-N N-(3,6-dihydro-2H-pyran-5-ylmethyl)-10-hydroxy-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound O1CC(=CCC1)CNC(=O)N1CC2(CCCC2)C(CC1)(CN1C=NC(=CC1=O)C1=CC=CC=C1)O RZFAFNGHSWDNIF-UHFFFAOYSA-N 0.000 claims 1
YZUCCKKSBLKESJ-UHFFFAOYSA-N N-(cyclohexylmethyl)-10-[[5-(dimethylcarbamoyl)-2-oxo-4-phenylpyridin-1-yl]methyl]-10-hydroxy-N-methyl-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1(CCCCC1)CN(C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(C=C(C(=C1)C(N(C)C)=O)C1=CC=CC=C1)=O)C YZUCCKKSBLKESJ-UHFFFAOYSA-N 0.000 claims 1
RZKRLLKPYGLGOE-UHFFFAOYSA-N N-(furan-2-ylmethyl)-10-hydroxy-N-methyl-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound O1C(=CC=C1)CN(C(=O)N1CC2(CCCC2)C(CC1)(CN1C=NC(=CC1=O)C1=CC=CC=C1)O)C RZKRLLKPYGLGOE-UHFFFAOYSA-N 0.000 claims 1
OVVSNZMGYXBQCP-UHFFFAOYSA-N N-(furan-3-ylmethyl)-10-hydroxy-N-methyl-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound O1C=C(C=C1)CN(C(=O)N1CC2(CCCC2)C(CC1)(CN1C=NC(=CC1=O)C1=CC=CC=C1)O)C OVVSNZMGYXBQCP-UHFFFAOYSA-N 0.000 claims 1
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OFFAWLZFVMUZSC-UHFFFAOYSA-N N-benzyl-10-hydroxy-10-[(6-oxo-4-pyrrolidin-1-ylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C1N(CCC1)C1=CC(=O)N(CC2(O)CCN(CC32CCCC3)C(=O)NCC2=CC=CC=C2)C=N1 OFFAWLZFVMUZSC-UHFFFAOYSA-N 0.000 claims 1
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KDRTVCFLSQGKCV-UHFFFAOYSA-N N-benzyl-10-hydroxy-10-[[4-(2-methylpyrazol-3-yl)-6-oxopyrimidin-1-yl]methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound C=1C=C(N(N=1)C)C1=CC(=O)N(CC2(O)CCN(CC32CCCC3)C(=O)NCC2=CC=CC=C2)C=N1 KDRTVCFLSQGKCV-UHFFFAOYSA-N 0.000 claims 1
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HTOWMFUHCABOPA-UHFFFAOYSA-N N-cyclobutyl-10-hydroxy-N-methyl-10-[(6-oxo-4-phenylpyrimidin-1-yl)methyl]-7-azaspiro[4.5]decane-7-carboxamide Chemical compound CN(C1CCC1)C(=O)N1CCC(O)(Cn2cnc(cc2=O)-c2ccccc2)C2(CCCC2)C1 HTOWMFUHCABOPA-UHFFFAOYSA-N 0.000 claims 1
NCOAPJSPAISDOO-UHFFFAOYSA-N N-cyclohexyl-10-[[5-(dimethylcarbamoyl)-2-oxo-4-phenylpyridin-1-yl]methyl]-10-hydroxy-N-methyl-7-azaspiro[4.5]decane-7-carboxamide Chemical compound N(C)(C(=O)C=1C(C2=CC=CC=C2)=CC(=O)N(C=1)CC1(C2(CCCC2)CN(CC1)C(=O)N(C1CCCCC1)C)O)C NCOAPJSPAISDOO-UHFFFAOYSA-N 0.000 claims 1
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102100038239 Protein Churchill Human genes 0.000 claims 1
FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical class C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims 1
102100020728 Ubiquitin carboxyl-terminal hydrolase 19 Human genes 0.000 claims 1
125000002877 alkyl aryl group Chemical group 0.000 claims 1
125000005119 alkyl cycloalkyl group Chemical group 0.000 claims 1
125000000217 alkyl group Chemical group 0.000 claims 1
YNQLUTRBYVCPMQ-UHFFFAOYSA-N alpha-methyl toluene Natural products CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims 1
125000002393 azetidinyl group Chemical group 0.000 claims 1
GMGZNPMYFKGUOO-LYYPKXFYSA-N benzyl 4-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-3-oxopiperazine-1-carboxylate Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C(CN(CC1)C(=O)OCC1=CC=CC=C1)=O)C GMGZNPMYFKGUOO-LYYPKXFYSA-N 0.000 claims 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
125000000131 cyclopropyloxy group Chemical group C1(CC1)O* 0.000 claims 1
125000000723 dihydrobenzofuranyl group Chemical group O1C(CC2=C1C=CC=C2)* 0.000 claims 1
239000003085 diluting agent Substances 0.000 claims 1
239000003814 drug Substances 0.000 claims 1
239000003937 drug carrier Substances 0.000 claims 1
150000005194 ethylbenzenes Chemical class 0.000 claims 1
125000001153 fluoro group Chemical group F* 0.000 claims 1
YUCFVHQCAFKDQG-UHFFFAOYSA-N fluoromethane Chemical compound F[CH] YUCFVHQCAFKDQG-UHFFFAOYSA-N 0.000 claims 1
125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
150000002460 imidazoles Chemical class 0.000 claims 1
239000003112 inhibitor Substances 0.000 claims 1
238000004519 manufacturing process Methods 0.000 claims 1
YPANPHOPLJVQQD-ICCFGIFFSA-N methyl 4-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-5-oxopyrazine-2-carboxylate Chemical compound C1(CCCCC1)C[C@H](C(=O)N1CC2(CCCC2)C(CC1)(O)CN1C=C(N=CC1=O)C(=O)OC)C YPANPHOPLJVQQD-ICCFGIFFSA-N 0.000 claims 1
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SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 claims 1
150000004866 oxadiazoles Chemical class 0.000 claims 1
150000004885 piperazines Chemical class 0.000 claims 1
150000003053 piperidines Chemical class 0.000 claims 1
125000003226 pyrazolyl group Chemical group 0.000 claims 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
125000000714 pyrimidinyl group Chemical group 0.000 claims 1
WNZSZPNACNYHNZ-DMDVIOLWSA-N tert-butyl 4-[[7-[(2R)-3-cyclohexyl-2-methylpropanoyl]-10-hydroxy-7-azaspiro[4.5]decan-10-yl]methyl]-3-oxopiperazine-1-carboxylate Chemical compound C[C@H](CC1CCCCC1)C(=O)N1CCC(O)(CN2CCN(CC2=O)C(=O)OC(C)(C)C)C2(CCCC2)C1 WNZSZPNACNYHNZ-DMDVIOLWSA-N 0.000 claims 1
150000003527 tetrahydropyrans Chemical class 0.000 claims 1
125000005505 thiomorpholino group Chemical group 0.000 claims 1
125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(F)F 0.000 claims 1
NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical group CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims 1

JP2021532111A 2018-12-06 2019-12-06 医薬化合物およびユビキチン特異的プロテアーゼ１９（ｕｓｐ１９）阻害剤としてのその使用 Pending JP2022512128A (ja)