SB-224289

SB-224289 is a selective serotonin 5-HT_1B receptor antagonist or inverse agonist which is used in scientific research.^{[1][2][3][4][5]} It is more than 75-fold selective for the serotonin 5-HT_1B receptor over all other serotonin receptors.^[3] The drug indirectly increases serotonin release by blocking inhibitory serotonin 5-HT_1B autoreceptors.^[1][3] In addition to its serotonin 5-HT_1B receptor antagonism, SB-224289 has subsequently been found to counteract the antifungal effects of the marine depsipeptide papuamide A.^[6]

SB-224289

Clinical data
Other names	SB224289
Drug class	Serotonin 5-HT1B receptor antagonist or inverse agonist
Identifiers
IUPAC name [4-[2-methyl-4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]phenyl]-(1'-methylspiro[6,7-dihydro-2H-furo[2,3-f]indole-3,4'-piperidine]-5-yl)methanone
CAS Number	180083-23-2
PubChem CID	3378093
DrugBank	DB17052
ChemSpider	2623391
UNII	F95C648W4N
ChEBI	CHEBI:64069
ChEMBL	ChEMBL281350
CompTox Dashboard (EPA)	DTXSID4043987
Chemical and physical data
Formula	C32H32N4O3
Molar mass	520.633 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC1=C(C=CC(=C1)C2=NOC(=N2)C)C3=CC=C(C=C3)C(=O)N4CCC5=CC6=C(C=C54)C7(CCN(CC7)C)CO6
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 Key:ATQMRMGXINTJHV-UHFFFAOYSA-N