ondansetron   

GtoPdb Ligand ID: 2290

Synonyms: GR-38032F/GR-38032 | ondansetron hydrochloride | ondansetron hydrochloride dihydrate | Zofran®
ondansetron is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: The approved drug ondansetron is a racemic mixture of two enantiomers. The structure shown here does not specify stereochemistry and represents the mixture.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 39.82
Molecular weight 293.15
XLogP 2.79
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C1C(CCc2c1c1ccccc1n2C)Cn1ccnc1C
Isomeric SMILES O=C1C(CCc2c1c1ccccc1n2C)Cn1ccnc1C
InChI InChI=1S/C18H19N3O/c1-12-19-9-10-21(12)11-13-7-8-16-17(18(13)22)14-5-3-4-6-15(14)20(16)2/h3-6,9-10,13H,7-8,11H2,1-2H3
InChI Key FELGMEQIXOGIFQ-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1991))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
9-methyl-3-[(2-methylimidazol-1-yl)methyl]-2,3-dihydro-1H-carbazol-4-one
International Nonproprietary Names
INN number INN
5965 ondansetron
Synonyms
GR-38032F/GR-38032 | ondansetron hydrochloride | ondansetron hydrochloride dihydrate | Zofran®
Database Links
BindingDB Ligand 50000493
CAS Registry No. 99614-02-5 (source: Scifinder)
ChEBI CHEBI:7773
ChEMBL Ligand CHEMBL46
DrugBank Ligand DB00904
DrugCentral Ligand 1992
GtoPdb PubChem SID 135650761
PubChem CID 4595
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Search UniChem for chemical match using the InChIKey FELGMEQIXOGIFQ-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone FELGMEQIXOGIFQ
Wikipedia Ondansetron