CHEBI:64069 - SB 224289

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ChEBI Name SB 224289
ChEBI ID CHEBI:64069
Definition A member of the class of benzamides obtained by formal condensation of the carboxy group of 2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-carboxylic acid with the secondary amino group of 1'-methyl-6,7-dihydro-5H-spiro[furo[2,3-f]indole-3,4'-piperidine]. Selective 5-HT1B receptor antagonist (pKi = 8.2). Displays >60-fold selectivity over 5-HT1D, 5-HT1A, 5-HT1E, 5-HT1F, 5-HT2A and 5-HT2C receptors in radioligand binding and functional assays. Centrally active following oral administration in vivo.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C32H32N4O3
Net Charge 0
Average Mass 520.62150
Monoisotopic Mass 520.24744
InChI InChI=1S/C32H32N4O3/c1-20-16-25(30-33-21(2)39-34-30)8-9-26(20)22-4-6-23(7-5-22)31(37)36-13-10-24-17-29-27(18-28(24)36)32(19-38-29)11-14-35(3)15-12-32/h4-9,16-18H,10-15,19H2,1-3H3
InChIKey ATQMRMGXINTJHV-UHFFFAOYSA-N
SMILES CN1CCC2(CC1)COc1cc3CCN(C(=O)c4ccc(cc4)-c4ccc(cc4C)-c4noc(C)n4)c3cc21
Roles Classification
Biological Role(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Application(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
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ChEBI Ontology
Outgoing SB 224289 (CHEBI:64069) has role serotonergic antagonist (CHEBI:48279)
SB 224289 (CHEBI:64069) is a 1,2,4-oxadiazole (CHEBI:46809)
SB 224289 (CHEBI:64069) is a azaspiro compound (CHEBI:35624)
SB 224289 (CHEBI:64069) is a benzamides (CHEBI:22702)
SB 224289 (CHEBI:64069) is a organic heterotetracyclic compound (CHEBI:38163)
SB 224289 (CHEBI:64069) is conjugate base of SB 224289(1+) (CHEBI:64071)
Incoming SB 224289(1+) (CHEBI:64071) is conjugate acid of SB 224289 (CHEBI:64069)
IUPAC Name
(1'-methyl-6,7-dihydro-5H-spiro[furo[2,3-f]indole-3,4'-piperidin]-5-yl)[2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methanone
Synonym Source
SB224289 ChEBI
Manual Xref Database
US5972951 Patent
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Registry Number Type Source
180083-23-2 CAS Registry Number Reaxys
Citations Waiting for Citations Types Sources
18190518 PubMed citation Europe PMC
19144744 PubMed citation Europe PMC
19604677 PubMed citation Europe PMC
20385119 PubMed citation Europe PMC
20412834 PubMed citation Europe PMC
21212522 PubMed citation Europe PMC
21473863 PubMed citation Europe PMC
21653728 PubMed citation Europe PMC
Last Modified
06 March 2014