CHEBI:64067 - SB 224289 hydrochloride

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ChEBI Name SB 224289 hydrochloride
ChEBI ID CHEBI:64067
Definition A hydrochloride that is the monohydrochloride salt of SB 224289. 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.
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Formula C32H33ClN4O3
Net Charge 0
Average Mass 557.08200
Monoisotopic Mass 556.22412
InChI InChI=1S/C32H32N4O3.ClH/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;1H
InChIKey GKGKBZYMDILCOF-UHFFFAOYSA-N
SMILES Cl.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): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing SB 224289 hydrochloride (CHEBI:64067) has part SB 224289(1+) (CHEBI:64071)
SB 224289 hydrochloride (CHEBI:64067) has role prodrug (CHEBI:50266)
SB 224289 hydrochloride (CHEBI:64067) has role serotonergic antagonist (CHEBI:48279)
SB 224289 hydrochloride (CHEBI:64067) is a hydrochloride (CHEBI:36807)
IUPAC Names
(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 hydrochloride
1'-methyl-5-{[2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]carbonyl}-6,7-dihydro-5H-spiro[furo[2,3-f]indole-3,4'-piperidinium] chloride
Registry Number Type Source
8248456 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
20306273 PubMed citation Europe PMC
Last Modified
01 March 2012