CA2850852A1 - Morpholino substituted bicyclic pyrimidine urea or carbamate derivatives as mtor inhibitors - Google Patents

Info

Publication number

CA2850852A1

CA2850852A1 CA2850852A CA2850852A CA2850852A1 CA 2850852 A1 CA2850852 A1 CA 2850852A1 CA 2850852 A CA2850852 A CA 2850852A CA 2850852 A CA2850852 A CA 2850852A CA 2850852 A1 CA2850852 A1 CA 2850852A1

Authority

CA

Canada

Prior art keywords

pyrimidin

dioxido

dihydrothieno

phenyl

urea

Prior art date

2011-10-07

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

Abandoned

Links

• Espacenet
• Global Dossier
• CIPO
• Discuss

• 239000003628 mammalian target of rapamycin inhibitor Substances 0.000 title description 31
• 229940124302 mTOR inhibitor Drugs 0.000 title description 26
• 150000004657 carbamic acid derivatives Chemical class 0.000 title description 2
• 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 title description 2
• ZENDWEPAVHORFD-UHFFFAOYSA-N pyrimidine;urea Chemical compound NC(N)=O.C1=CN=CN=C1 ZENDWEPAVHORFD-UHFFFAOYSA-N 0.000 title description 2
• 125000002619 bicyclic group Chemical group 0.000 title 1
• 150000001875 compounds Chemical class 0.000 claims abstract description 186
• 102000013530 TOR Serine-Threonine Kinases Human genes 0.000 claims abstract description 81
• 108010065917 TOR Serine-Threonine Kinases Proteins 0.000 claims abstract description 81
• 239000003814 drug Substances 0.000 claims abstract description 25
• 238000011282 treatment Methods 0.000 claims abstract description 21
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 19
• 208000037765 diseases and disorders Diseases 0.000 claims abstract description 10
• 238000011321 prophylaxis Methods 0.000 claims abstract description 3
• 238000000034 method Methods 0.000 claims description 106
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 60
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 60
• 229910052739 hydrogen Inorganic materials 0.000 claims description 55
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 52
• 125000000217 alkyl group Chemical group 0.000 claims description 51
• 150000003839 salts Chemical class 0.000 claims description 50
• 229910052736 halogen Inorganic materials 0.000 claims description 46
• 229910052757 nitrogen Inorganic materials 0.000 claims description 42
• 201000010099 disease Diseases 0.000 claims description 40
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 38
• 125000005843 halogen group Chemical group 0.000 claims description 33
• 239000001257 hydrogen Substances 0.000 claims description 28
• 206010028980 Neoplasm Diseases 0.000 claims description 26
• -1 8-oxa-3-azabicyclo[3.2.1]octan-3-yl Chemical group 0.000 claims description 24
• 208000035475 disorder Diseases 0.000 claims description 20
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 18
• 230000004900 autophagic degradation Effects 0.000 claims description 16
• 201000011510 cancer Diseases 0.000 claims description 14
• 150000002367 halogens Chemical class 0.000 claims description 13
• 125000000623 heterocyclic group Chemical group 0.000 claims description 13
• 125000001153 fluoro group Chemical group F* 0.000 claims description 12
• 238000004519 manufacturing process Methods 0.000 claims description 11
• 230000004770 neurodegeneration Effects 0.000 claims description 11
• 208000015122 neurodegenerative disease Diseases 0.000 claims description 11
• 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 10
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 10
• 230000002757 inflammatory effect Effects 0.000 claims description 10
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 10
• 230000002062 proliferating effect Effects 0.000 claims description 10
• 206010052779 Transplant rejections Diseases 0.000 claims description 9
• 230000001363 autoimmune Effects 0.000 claims description 9
• 208000030159 metabolic disease Diseases 0.000 claims description 9
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 9
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
• 230000001900 immune effect Effects 0.000 claims description 8
• 125000004043 oxo group Chemical group O=* 0.000 claims description 8
• 229920006395 saturated elastomer Polymers 0.000 claims description 8
• 208000024172 Cardiovascular disease Diseases 0.000 claims description 7
• 208000009329 Graft vs Host Disease Diseases 0.000 claims description 7
• 230000000172 allergic effect Effects 0.000 claims description 7
• 208000010668 atopic eczema Diseases 0.000 claims description 7
• 239000003937 drug carrier Substances 0.000 claims description 7
• 208000024908 graft versus host disease Diseases 0.000 claims description 7
• 208000036142 Viral infection Diseases 0.000 claims description 6
• 208000016097 disease of metabolism Diseases 0.000 claims description 6
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
• 230000009385 viral infection Effects 0.000 claims description 6
• 238000006069 Suzuki reaction reaction Methods 0.000 claims description 4
• 125000005842 heteroatom Chemical group 0.000 claims description 4
• 125000003566 oxetanyl group Chemical group 0.000 claims description 4
• 125000004076 pyridyl group Chemical group 0.000 claims description 4
• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
• 125000003784 fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims description 3
• YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 2
• GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 2
• 101100160255 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) YLR154C-H gene Proteins 0.000 claims description 2
• 125000006001 difluoroethyl group Chemical group 0.000 claims description 2
• 125000005816 fluoropropyl group Chemical group [H]C([H])(F)C([H])([H])C([H])([H])* 0.000 claims description 2
• 150000002431 hydrogen Chemical class 0.000 claims description 2
• 125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 claims description 2
• 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims description 2
• 125000001624 naphthyl group Chemical group 0.000 claims description 2
• 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 2
• DOMOBJKRKZMJAT-UHFFFAOYSA-N 1-(2,2-difluoroethyl)-3-[4-[4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC(F)F)=CC=C1C(N=C1N2CC3CCC(O3)C2)=NC2=C1CS(=O)(=O)C2 DOMOBJKRKZMJAT-UHFFFAOYSA-N 0.000 claims 1
• XHHSHSSMZWHEGZ-LBPRGKRZSA-N 1-(2,2-difluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)F)=CC=2)=NC2=C1CS(=O)(=O)C2 XHHSHSSMZWHEGZ-LBPRGKRZSA-N 0.000 claims 1
• LGLAILBRUKQLGF-UHFFFAOYSA-N 1-(2-fluoroethyl)-3-[4-(5,7,7-trimethyl-4-morpholin-4-yl-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound CC1(C)S(=O)(=O)C(C)C2=C1N=C(C=1C=CC(NC(=O)NCCF)=CC=1)N=C2N1CCOCC1 LGLAILBRUKQLGF-UHFFFAOYSA-N 0.000 claims 1
• GQHFJVVKIFMATR-UHFFFAOYSA-N 1-(2-fluoroethyl)-3-[4-[4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCCF)=CC=C1C(N=C1N2CC3CCC(O3)C2)=NC2=C1CS(=O)(=O)C2 GQHFJVVKIFMATR-UHFFFAOYSA-N 0.000 claims 1
• GKMBYWKXCDKMRS-ZDUSSCGKSA-N 1-(2-fluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCF)=CC=2)=NC2=C1CS(=O)(=O)C2 GKMBYWKXCDKMRS-ZDUSSCGKSA-N 0.000 claims 1
• OBOYUQKGYQANBL-MLCCFXAWSA-N 1-(2-fluoroethyl)-3-[4-[5,7,7-trimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound CC1(C)S(=O)(=O)C(C)C2=C1N=C(C=1C=CC(NC(=O)NCCF)=CC=1)N=C2N1CCOC[C@@H]1C OBOYUQKGYQANBL-MLCCFXAWSA-N 0.000 claims 1
• XDPDUMRTIDNPMO-UHFFFAOYSA-N 1-(2-hydroxyethyl)-3-[4-[4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCCO)=CC=C1C(N=C1N2CC3CCC(O3)C2)=NC2=C1CS(=O)(=O)C2 XDPDUMRTIDNPMO-UHFFFAOYSA-N 0.000 claims 1
• SDUIYXKCZZSAEF-ZDUSSCGKSA-N 1-(2-hydroxyethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC2=C1CS(=O)(=O)C2 SDUIYXKCZZSAEF-ZDUSSCGKSA-N 0.000 claims 1
• LZVYPTMTEGGTFJ-UHFFFAOYSA-N 1-(3-fluoropropyl)-3-[4-[4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCCCF)=CC=C1C(N=C1N2CC3CCC(O3)C2)=NC2=C1CS(=O)(=O)C2 LZVYPTMTEGGTFJ-UHFFFAOYSA-N 0.000 claims 1
• JSOHXGJSEVULKJ-AWEZNQCLSA-N 1-(3-fluoropropyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCCF)=CC=2)=NC2=C1CS(=O)(=O)C2 JSOHXGJSEVULKJ-AWEZNQCLSA-N 0.000 claims 1
• DSEPRWCGCACJDI-MLCCFXAWSA-N 1-(cyclopropylmethyl)-3-[4-[5-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1S(=O)(=O)C(C)C2=C1N=C(C=1C=CC(NC(=O)NCC3CC3)=CC=1)N=C2N1CCOC[C@@H]1C DSEPRWCGCACJDI-MLCCFXAWSA-N 0.000 claims 1
• ZVRSXMXKIYBKHA-UEWDXFNNSA-N 1-[3-fluoro-4-[5,7,7-trimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]-3-methylurea Chemical compound FC1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1C(C)S(=O)(=O)C2(C)C ZVRSXMXKIYBKHA-UEWDXFNNSA-N 0.000 claims 1
• DPPZUXQNNUIBRE-UHFFFAOYSA-N 1-[4-(7,7-dimethyl-4-morpholin-4-yl-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl)phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CS(=O)(=O)C2(C)C DPPZUXQNNUIBRE-UHFFFAOYSA-N 0.000 claims 1
• RCXLSGUTNHTFPV-WUJWULDRSA-N 1-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-5,7,7-trimethyl-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]-3-fluorophenyl]-3-methylurea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C(=CC(NC(=O)NC)=CC=2)F)=NC2=C1C(C)S(=O)(=O)C2(C)C RCXLSGUTNHTFPV-WUJWULDRSA-N 0.000 claims 1
• MOIZYEFKOUCQHA-JRZJBTRGSA-N 1-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-5,7,7-trimethyl-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]-3-methylurea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC)=CC=2)=NC2=C1C(C)S(=O)(=O)C2(C)C MOIZYEFKOUCQHA-JRZJBTRGSA-N 0.000 claims 1
• RWTYATHCQVHGGM-AWEZNQCLSA-N 1-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7,7-dimethyl-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]-2-fluorophenyl]-3-methylurea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=C(F)C(NC(=O)NC)=CC=2)=NC2=C1CS(=O)(=O)C2(C)C RWTYATHCQVHGGM-AWEZNQCLSA-N 0.000 claims 1
• KKOZUFFILMRGQH-AWEZNQCLSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]-3-propan-2-ylurea Chemical compound C1=CC(NC(=O)NC(C)C)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CS(=O)(=O)C2 KKOZUFFILMRGQH-AWEZNQCLSA-N 0.000 claims 1
• SRKUSFHOYIWTOR-HNNXBMFYSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]-3-pyridin-3-ylurea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3C=NC=CC=3)=CC=2)=NC2=C1CS(=O)(=O)C2 SRKUSFHOYIWTOR-HNNXBMFYSA-N 0.000 claims 1
• KJAYNLZEOIBUQM-HNNXBMFYSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]-3-pyridin-4-ylurea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3C=CN=CC=3)=CC=2)=NC2=C1CS(=O)(=O)C2 KJAYNLZEOIBUQM-HNNXBMFYSA-N 0.000 claims 1
• QFXPMKTXPYFQSO-MLCCFXAWSA-N 1-[4-[5-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]-3-propylurea Chemical compound C1=CC(NC(=O)NCCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1C(C)S(=O)(=O)C2 QFXPMKTXPYFQSO-MLCCFXAWSA-N 0.000 claims 1
• OJDMFKGHYSDHOC-UHFFFAOYSA-N 1-[4-[7,7-dimethyl-4-(3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2C3CCC2COC3)=NC2=C1CS(=O)(=O)C2(C)C OJDMFKGHYSDHOC-UHFFFAOYSA-N 0.000 claims 1
• IZLPVLBNRGPOHA-CQSZACIVSA-N 1-[4-[7,7-dimethyl-4-[(3r)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CS(=O)(=O)C2(C)C IZLPVLBNRGPOHA-CQSZACIVSA-N 0.000 claims 1
• HCGQDQOTVMEVFV-HNNXBMFYSA-N 1-[4-[7,7-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,8-dihydrothiopyrano[4,3-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CS(=O)(=O)C(C)(C)C2 HCGQDQOTVMEVFV-HNNXBMFYSA-N 0.000 claims 1
• JXOGJIGWPPCUHU-LBPRGKRZSA-N 1-[4-[7,7-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]-2-fluorophenyl]-3-methylurea Chemical compound C1=C(F)C(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CS(=O)(=O)C2(C)C JXOGJIGWPPCUHU-LBPRGKRZSA-N 0.000 claims 1
• IBCNZLNGLTVWAW-ZDUSSCGKSA-N 1-[4-[7,7-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]-3-fluorophenyl]-3-ethylurea Chemical compound FC1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CS(=O)(=O)C2(C)C IBCNZLNGLTVWAW-ZDUSSCGKSA-N 0.000 claims 1
• AMKGDMBHTOCQEL-LBPRGKRZSA-N 1-[4-[7,7-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]-3-fluorophenyl]-3-methylurea Chemical compound FC1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CS(=O)(=O)C2(C)C AMKGDMBHTOCQEL-LBPRGKRZSA-N 0.000 claims 1
• PTQAIEPKJUMVJP-AWEZNQCLSA-N 1-[4-[7,7-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]-3-(2-fluoroethyl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCF)=CC=2)=NC2=C1CS(=O)(=O)C2(C)C PTQAIEPKJUMVJP-AWEZNQCLSA-N 0.000 claims 1
• IWUJBGZAQUIFSP-AWEZNQCLSA-N 1-[4-[7,7-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]-3-(oxetan-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3COC3)=CC=2)=NC2=C1CS(=O)(=O)C2(C)C IWUJBGZAQUIFSP-AWEZNQCLSA-N 0.000 claims 1
• IZLPVLBNRGPOHA-AWEZNQCLSA-N 1-[4-[7,7-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CS(=O)(=O)C2(C)C IZLPVLBNRGPOHA-AWEZNQCLSA-N 0.000 claims 1
• GIGYEYKNBDPIRS-ZDUSSCGKSA-N 1-[4-[7,7-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]-3-methylurea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CS(=O)(=O)C2(C)C GIGYEYKNBDPIRS-ZDUSSCGKSA-N 0.000 claims 1
• ABEVJNWPAYMKNG-UHFFFAOYSA-N 1-cyclopropyl-3-[4-(4-morpholin-4-yl-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C=1C=C(C=2N=C(C=3CS(=O)(=O)CC=3N=2)N2CCOCC2)C=CC=1NC(=O)NC1CC1 ABEVJNWPAYMKNG-UHFFFAOYSA-N 0.000 claims 1
• IFXAEMKDFWJOJW-UHFFFAOYSA-N 1-cyclopropyl-3-[4-(5-methyl-4-morpholin-4-yl-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1S(=O)(=O)C(C)C2=C1N=C(C=1C=CC(NC(=O)NC3CC3)=CC=1)N=C2N1CCOCC1 IFXAEMKDFWJOJW-UHFFFAOYSA-N 0.000 claims 1
• FOQLLQAMHWSGFN-LSDHHAIUSA-N 1-cyclopropyl-3-[4-[(5r)-5,7,7-trimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1([C@H](S(C2(C)C)(=O)=O)C)=C2N=C(C=2C=CC(NC(=O)NC3CC3)=CC=2)N=C1N1CCOC[C@@H]1C FOQLLQAMHWSGFN-LSDHHAIUSA-N 0.000 claims 1
• PTZJHIUMDDFCMD-UONOGXRCSA-N 1-cyclopropyl-3-[4-[(5r)-5-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1([C@H](S(C2)(=O)=O)C)=C2N=C(C=2C=CC(NC(=O)NC3CC3)=CC=2)N=C1N1CCOC[C@@H]1C PTZJHIUMDDFCMD-UONOGXRCSA-N 0.000 claims 1
• PTZJHIUMDDFCMD-KGLIPLIRSA-N 1-cyclopropyl-3-[4-[(5s)-5-methyl-4-[(3r)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1([C@@H](S(C2)(=O)=O)C)=C2N=C(C=2C=CC(NC(=O)NC3CC3)=CC=2)N=C1N1CCOC[C@H]1C PTZJHIUMDDFCMD-KGLIPLIRSA-N 0.000 claims 1
• PTZJHIUMDDFCMD-KBPBESRZSA-N 1-cyclopropyl-3-[4-[(5s)-5-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1([C@@H](S(C2)(=O)=O)C)=C2N=C(C=2C=CC(NC(=O)NC3CC3)=CC=2)N=C1N1CCOC[C@@H]1C PTZJHIUMDDFCMD-KBPBESRZSA-N 0.000 claims 1
• XZUZIENJVIHTTD-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[4-(3-ethylmorpholin-4-yl)-5-methyl-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound CCC1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1C(C)S(=O)(=O)C2 XZUZIENJVIHTTD-UHFFFAOYSA-N 0.000 claims 1
• NIMRYHVGEYTTLW-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[4-(3-ethylmorpholin-4-yl)-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound CCC1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1CS(=O)(=O)C2 NIMRYHVGEYTTLW-UHFFFAOYSA-N 0.000 claims 1
• KLAFJFGOACGDON-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[4-(3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C=1C=C(C=2N=C(C=3CS(=O)(=O)CC=3N=2)N2C3CCC2COC3)C=CC=1NC(=O)NC1CC1 KLAFJFGOACGDON-UHFFFAOYSA-N 0.000 claims 1
• QISLHEXPUOACOB-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C=1C=C(C=2N=C(C=3CS(=O)(=O)CC=3N=2)N2CC3CCC(O3)C2)C=CC=1NC(=O)NC1CC1 QISLHEXPUOACOB-UHFFFAOYSA-N 0.000 claims 1
• MTHDMBXVDMTBNP-OKILXGFUSA-N 1-cyclopropyl-3-[4-[4-[(2s,6r)-2,6-dimethylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1[C@@H](C)O[C@@H](C)CN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1CS(=O)(=O)C2 MTHDMBXVDMTBNP-OKILXGFUSA-N 0.000 claims 1
• LPSHTXQPFSXJOB-CYBMUJFWSA-N 1-cyclopropyl-3-[4-[4-[(3r)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1CS(=O)(=O)C2 LPSHTXQPFSXJOB-CYBMUJFWSA-N 0.000 claims 1
• XZUZIENJVIHTTD-IBYPIGCZSA-N 1-cyclopropyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-5-methyl-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1C(C)S(=O)(=O)C2 XZUZIENJVIHTTD-IBYPIGCZSA-N 0.000 claims 1
• SIBSISWCPBOCCQ-SFHVURJKSA-N 1-cyclopropyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7,7-dimethyl-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1CS(=O)(=O)C2(C)C SIBSISWCPBOCCQ-SFHVURJKSA-N 0.000 claims 1
• JGSFAQOCIXEFQL-ZDUSSCGKSA-N 1-cyclopropyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-5,5-dioxo-6,7-dihydrothieno[3,2-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1S(=O)(=O)CC2 JGSFAQOCIXEFQL-ZDUSSCGKSA-N 0.000 claims 1
• CBOPGLRBWYFSAV-ZDUSSCGKSA-N 1-cyclopropyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1CSC2 CBOPGLRBWYFSAV-ZDUSSCGKSA-N 0.000 claims 1
• LPSHTXQPFSXJOB-ZDUSSCGKSA-N 1-cyclopropyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1CS(=O)(=O)C2 LPSHTXQPFSXJOB-ZDUSSCGKSA-N 0.000 claims 1
• WKRMKFLEXUWZBH-AWEZNQCLSA-N 1-cyclopropyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-7,8-dihydro-5h-thiopyrano[4,3-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1CS(=O)(=O)CC2 WKRMKFLEXUWZBH-AWEZNQCLSA-N 0.000 claims 1
• OWRMWXQMGOZNPC-AWEZNQCLSA-N 1-cyclopropyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7,8-dihydro-5h-thiopyrano[4,3-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1CSCC2 OWRMWXQMGOZNPC-AWEZNQCLSA-N 0.000 claims 1
• DTRRFSMNAUOSAH-AWEZNQCLSA-N 1-cyclopropyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7,8-dihydro-6h-thiopyrano[3,2-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1SCCC2 DTRRFSMNAUOSAH-AWEZNQCLSA-N 0.000 claims 1
• ZDQYTKONHYFZQR-NFOMZHRRSA-N 1-cyclopropyl-3-[4-[5,7-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C=12C(C)S(=O)(=O)C(C)C2=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC=1N1CCOC[C@@H]1C ZDQYTKONHYFZQR-NFOMZHRRSA-N 0.000 claims 1
• XYUAGXOXDFFZRI-FHERZECASA-N 1-cyclopropyl-3-[4-[5,7-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-7,8-dihydro-5h-thiopyrano[4,3-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1C(C)S(=O)(=O)C(C)C2 XYUAGXOXDFFZRI-FHERZECASA-N 0.000 claims 1
• NATFTUNGWCUINW-KTQQKIMGSA-N 1-cyclopropyl-3-[4-[5-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1S(=O)(=O)C(CC)C2=C1N=C(C=1C=CC(NC(=O)NC3CC3)=CC=1)N=C2N1CCOC[C@@H]1C NATFTUNGWCUINW-KTQQKIMGSA-N 0.000 claims 1
• FGDZUNGMYHIJSV-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[5-methyl-4-(3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1S(=O)(=O)C(C)C(C(=N2)N3C4CCC3COC4)=C1N=C2C(C=C1)=CC=C1NC(=O)NC1CC1 FGDZUNGMYHIJSV-UHFFFAOYSA-N 0.000 claims 1
• CJCKEVOQMKGKGT-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[5-methyl-4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1S(=O)(=O)C(C)C(C(=N2)N3CC4CCC(O4)C3)=C1N=C2C(C=C1)=CC=C1NC(=O)NC1CC1 CJCKEVOQMKGKGT-UHFFFAOYSA-N 0.000 claims 1
• PTZJHIUMDDFCMD-KWCCSABGSA-N 1-cyclopropyl-3-[4-[5-methyl-4-[(3r)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1S(=O)(=O)C(C)C2=C1N=C(C=1C=CC(NC(=O)NC3CC3)=CC=1)N=C2N1CCOC[C@H]1C PTZJHIUMDDFCMD-KWCCSABGSA-N 0.000 claims 1
• PTZJHIUMDDFCMD-LSLKUGRBSA-N 1-cyclopropyl-3-[4-[5-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1S(=O)(=O)C(C)C2=C1N=C(C=1C=CC(NC(=O)NC3CC3)=CC=1)N=C2N1CCOC[C@@H]1C PTZJHIUMDDFCMD-LSLKUGRBSA-N 0.000 claims 1
• SASGGXUCBYHSDM-MLCCFXAWSA-N 1-cyclopropyl-3-[4-[5-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-7,8-dihydro-5h-thiopyrano[4,3-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1C(C)S(=O)(=O)CC2 SASGGXUCBYHSDM-MLCCFXAWSA-N 0.000 claims 1
• IJFVQKCBLRLTQJ-AWEZNQCLSA-N 1-cyclopropyl-3-[4-[6,6-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-5,5-dioxo-7h-thieno[3,2-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1S(=O)(=O)C(C)(C)C2 IJFVQKCBLRLTQJ-AWEZNQCLSA-N 0.000 claims 1
• NRGBYJVUETZWNN-UHFFFAOYSA-N 1-cyclopropyl-3-[4-[7,7-dimethyl-4-(3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound N=1C(N2C3CCC2COC3)=C2CS(=O)(=O)C(C)(C)C2=NC=1C(C=C1)=CC=C1NC(=O)NC1CC1 NRGBYJVUETZWNN-UHFFFAOYSA-N 0.000 claims 1
• ITKFZXHURONRPX-CQSZACIVSA-N 1-cyclopropyl-3-[4-[7,7-dimethyl-4-[(3r)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1CS(=O)(=O)C2(C)C ITKFZXHURONRPX-CQSZACIVSA-N 0.000 claims 1
• WPUSYXXXRWVUEH-HNNXBMFYSA-N 1-cyclopropyl-3-[4-[7,7-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,8-dihydrothiopyrano[4,3-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1CS(=O)(=O)C(C)(C)C2 WPUSYXXXRWVUEH-HNNXBMFYSA-N 0.000 claims 1
• ITKFZXHURONRPX-AWEZNQCLSA-N 1-cyclopropyl-3-[4-[7,7-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1CS(=O)(=O)C2(C)C ITKFZXHURONRPX-AWEZNQCLSA-N 0.000 claims 1
• PRXDSNWIGMXHEB-JHAYDQECSA-N 1-cyclopropyl-3-[4-[7-fluoro-7-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1CS(=O)(=O)C2(C)F PRXDSNWIGMXHEB-JHAYDQECSA-N 0.000 claims 1
• NXJSNBXHECGNMG-LSLKUGRBSA-N 1-cyclopropyl-3-[4-[7-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C=12CS(=O)(=O)C(C)C2=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC=1N1CCOC[C@@H]1C NXJSNBXHECGNMG-LSLKUGRBSA-N 0.000 claims 1
• HQADXOKORBKKGD-MLCCFXAWSA-N 1-cyclopropyl-3-[4-[7-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-7,8-dihydro-5h-thiopyrano[4,3-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CC3)=CC=2)=NC2=C1CS(=O)(=O)C(C)C2 HQADXOKORBKKGD-MLCCFXAWSA-N 0.000 claims 1
• MWVPVSMZQXQKFK-UEWDXFNNSA-N 1-ethyl-3-[2-fluoro-4-[5-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=C(F)C(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1C(C)S(=O)(=O)C2 MWVPVSMZQXQKFK-UEWDXFNNSA-N 0.000 claims 1
• CWYGFUYGCDCLPR-PBHICJAKSA-N 1-ethyl-3-[4-[(5r)-4-[(3s)-3-ethylmorpholin-4-yl]-5-methyl-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1[C@@H](C)S(=O)(=O)C2 CWYGFUYGCDCLPR-PBHICJAKSA-N 0.000 claims 1
• XBBPNIZKDLRPDM-UONOGXRCSA-N 1-ethyl-3-[4-[(5r)-5-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1[C@@H](C)S(=O)(=O)C2 XBBPNIZKDLRPDM-UONOGXRCSA-N 0.000 claims 1
• CWYGFUYGCDCLPR-YOEHRIQHSA-N 1-ethyl-3-[4-[(5s)-4-[(3s)-3-ethylmorpholin-4-yl]-5-methyl-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1[C@H](C)S(=O)(=O)C2 CWYGFUYGCDCLPR-YOEHRIQHSA-N 0.000 claims 1
• XBBPNIZKDLRPDM-KBPBESRZSA-N 1-ethyl-3-[4-[(5s)-5-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1[C@H](C)S(=O)(=O)C2 XBBPNIZKDLRPDM-KBPBESRZSA-N 0.000 claims 1
• CHANNKWYSHJTBZ-UHFFFAOYSA-N 1-ethyl-3-[4-[4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CC3CCC(O3)C2)=NC2=C1CS(=O)(=O)C2 CHANNKWYSHJTBZ-UHFFFAOYSA-N 0.000 claims 1
• TXUWIFYOPOEMGE-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7,7-dimethyl-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CS(=O)(=O)C2(C)C TXUWIFYOPOEMGE-KRWDZBQOSA-N 0.000 claims 1
• LCJULVNUJFKFRC-JRZJBTRGSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-methyl-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CS(=O)(=O)C2C LCJULVNUJFKFRC-JRZJBTRGSA-N 0.000 claims 1
• IYGRPQSJSHUJLP-ZDUSSCGKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CS(=O)(=O)C2 IYGRPQSJSHUJLP-ZDUSSCGKSA-N 0.000 claims 1
• SLYBINBFUIDZMB-MLCCFXAWSA-N 1-ethyl-3-[4-[5,7,7-trimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1C(C)S(=O)(=O)C2(C)C SLYBINBFUIDZMB-MLCCFXAWSA-N 0.000 claims 1
• XFMLDRCZRQHGLK-PIVQAISJSA-N 1-ethyl-3-[4-[5-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1C(CC)S(=O)(=O)C2 XFMLDRCZRQHGLK-PIVQAISJSA-N 0.000 claims 1
• XBBPNIZKDLRPDM-LSLKUGRBSA-N 1-ethyl-3-[4-[5-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1C(C)S(=O)(=O)C2 XBBPNIZKDLRPDM-LSLKUGRBSA-N 0.000 claims 1
• UQTBPSDSPSXENH-UHFFFAOYSA-N 1-methyl-3-[4-[4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2CC3CCC(O3)C2)=NC2=C1CS(=O)(=O)C2 UQTBPSDSPSXENH-UHFFFAOYSA-N 0.000 claims 1
• JHPHVOVQKZFJPF-LBPRGKRZSA-N 1-methyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CS(=O)(=O)C2 JHPHVOVQKZFJPF-LBPRGKRZSA-N 0.000 claims 1
• BKHHPUYBBKIPBW-LSLKUGRBSA-N 1-methyl-3-[4-[5,7,7-trimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,6-dioxo-5h-thieno[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1C(C)S(=O)(=O)C2(C)C BKHHPUYBBKIPBW-LSLKUGRBSA-N 0.000 claims 1
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