CHEBI:31588 - fabesetron

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ChEBI Name fabesetron
ChEBI ID CHEBI:31588
Definition An organic heterotricyclic compound that is 8,9-dihydropyrido[1,2-a]indol-6(7H)-one substituted by a (5-methyl-1H-imidazol-4-yl)methyl group at position 7R and a methyl group at position 10. It is a dual 5-HT3 and 5-HT4 receptors antagonist whose clinical development was terminated in phase II. It was being developed for the treatment of chemotherapy-induced emesis and irritable bowel syndrome.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C18H19N3O
Net Charge 0
Average Mass 293.370
Monoisotopic Mass 293.15281
InChI InChI=1S/C18H19N3O/c1-11-14-5-3-4-6-17(14)21-16(11)8-7-13(18(21)22)9-15-12(2)19-10-20-15/h3-6,10,13H,7-9H2,1-2H3,(H,19,20)/t13-/m1/s1
InChIKey AEKQMJRJRAHOAP-CYBMUJFWSA-N
SMILES N12C3=C(C(=C1CC[C@@H](C2=O)CC4=C(C)NC=N4)C)C=CC=C3
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): antiemetic
A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
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 fabesetron (CHEBI:31588) has role antiemetic (CHEBI:50919)
fabesetron (CHEBI:31588) has role serotonergic antagonist (CHEBI:48279)
fabesetron (CHEBI:31588) is a imidazoles (CHEBI:24780)
fabesetron (CHEBI:31588) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name
(7R)-10-methyl-7-[(5-methyl-1H-imidazol-4-yl)methyl]-8,9-dihydropyrido[1,2-a]indol-6(7H)-one
INNs Sources
fabesetron WHO MedNet
fabésétron WHO MedNet
fabesetrón WHO MedNet
fabesetronum WHO MedNet
Synonyms Sources
(+)-(R)-8,9-dihydro-10-methyl-7-((5-methylimidazol-4-yl)methyl)pyrido[1,2-a]indol-6(7H)-one ChemIDplus
FK 1052 ChEBI
FK-1052 ChEBI
FK1052 ChEBI
Registry Number Type Source
129300-27-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10688616 PubMed citation Europe PMC
11560875 PubMed citation Europe PMC
16079468 PubMed citation Europe PMC
7553979 PubMed citation Europe PMC
7697771 PubMed citation Europe PMC
7697772 PubMed citation Europe PMC
8331576 PubMed citation Europe PMC
8496821 PubMed citation Europe PMC
8944700 PubMed citation Europe PMC
Last Modified
11 December 2019