Compound: SB236057
SMILES: O=C(N1c2c(cc3OCC4(c3c2)CCN(CC)CC4)CC1)c5ccc(-c6c(cc(-c7oc(C)nn7)cc6)C)cc5
InChIKey: WXAKEEQOWUHGCI-UHFFFAOYSA-N
Synonyms: SB236057, SB-236057, 6W25PBE4MD, SB 236057, (1'-Ethyl-6,7-dihydro-5H-spiro(furo(2,3-f)indole-3,4'-piperidin)-5-yl)(2'-methyl-4'-(5-methyl-1,3,4-oxadiazol-2-yl)biphenyl-4-yl)methanone, DTXSID0047321, (1'-ethyl-6,7-dihydro-5H-spiro[furo[2,3-f]indole-3,4'-piperidin]-5-yl)[2'-methyl-4'-(5-methyl-1,3,4-oxadiazol-2-yl)biphenyl-4-yl]methanone, 1'-ethyl-7-((4-(2-methyl-4-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)phenyl)carbonyl)-2,5,6,7-tetrahydrospiro(furo(2,3-f)indole-1,4'-piperidine), 1'-ethyl-7-({4-[2-methyl-4-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]phenyl}carbonyl)-2,5,6,7-tetrahydrospiro[furo[2,3-f]indole-1,4'-piperidine], RefChem:931360, DTXCID8027321, 180083-49-2, (1'-ethylspiro[6,7-dihydro-2H-furo[2,3-f]indole-3,4'-piperidine]-5-yl)-[4-[2-methyl-4-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]phenyl]methanone, Methanone, (1'-ethyl-2,5,6,7-tetrahydrospiro[3H-furo[2,3-f]indole-3,4'-piperidin]-5-yl)[2'-methyl-4'-(5-methyl-1,3,4-oxadiazol-2-yl)[1,1'-biphenyl]-4-yl]-, WXAKEEQOWUHGCI-UHFFFAOYSA-N, Methanone, (1'-ethyl-2,5,6,7-tetrahydrospiro(3H-furo(2,3-f)indole-3,4'-piperidin)-5-yl)(2'-methyl-4'-(5-methyl-1,3,4-oxadiazol-2-yl)(1,1'-biphenyl)-4-yl)-, Spiro(2H-furo(2,3-f)indole-3(5H),4'-piperidine), 1'-ethyl-6,7-dihydro-5-((2'-methyl-4'-(5-methyl-1,3,4-oxadiazol-2-yl)(1,1'-biphenyl)-4-yl)carbonyl)-, Spiro[2H-furo[2,3-f]indole-3(5H),4'-piperidine], 1'-ethyl-6,7-dihydro-5-[[2'-methyl-4'-(5-methyl-1,3,4-oxadiazol-2-yl)[1,1'-biphenyl]-4-yl]carbonyl]-, UNII-6W25PBE4MD, GTPL3231, orb1699387, SCHEMBL7831487, CHEMBL1628625, SCHEMBL29391659, AKOS040749421, NCGC00247934-01, (1'-ethyl-6,7-dihydro-2H,5H-spiro[furo[2,3-f]indole-3,4'-piperidin]-5-yl)(2'-methyl-4'-(5-methyl-1,3,4-oxadiazol-2-yl)-[1,1'-biphenyl]-4-yl)methanone, HY-116603, NS00015636, L000541, Q21098842, (1'-Ethyl-6,7-dihydro-2H,5H-spiro[furo[2,3-f]indole-3,4'-piperidin]-5-yl)[2'-methyl-4'-(5-methyl-1,3,4-oxadiazol-2-yl)[1,1'-biphenyl]-4-yl]methanone, 1'-ethyl-5-(2'-methyl-4'-(5-methyl-1,3,4-oxadiazol-2-yl)bipheny-4-carbonyl)-2,3,6,7-tetrahydrospiro(furo(2,3-f)indole-3,4'-pipridine), 1'-Ethyl-5-[2'-methyl-4'-(5-methyl-1,3,4-oxadiazol-2-yl)biphenyl-4-carbonyl]-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine]
Theoretical properties:
molecular_formula: C33H34N4O3
molecular_weight: 534.6 g/mol
exact_mass: 534.26309096 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 4
heavy_atom_count: 40
topological_polar_surface_area: 71.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: SB-236057 is a compound which is a potent and selective inverse agonist for the serotonin receptor 5-HT1B, acting especially at 5-HT1B autoreceptors on nerve terminals. It produces a rapid increase in serotonin levels in the brain, and was originally researched as a potential antidepressant. However subsequent research found that SB-236,057 also acts as a potent teratogen, producing severe musculoskeletal birth defects when rodents were exposed to it during pregnancy. This has made it of little use for research into its original applications, yet has made it useful for studying embryonic development instead. The drug was under development by GlaxoSmithKline for the treatment of major depressive disorder in the 2000s and reached the preclinical research stage of development but was never marketed.