alosetron   

GtoPdb Ligand ID: 2296

Synonyms: GR68755 | Lotronex®
alosetron is an approved drug (FDA (2002))
Compound class: Synthetic organic
Comment: Having been withdrawn by the manufacturer in 2000 following reports of severe adverse effects, the FDA approved a supplemental new drug application (2002) which allows remarketing of the drug, but under conditions of restricted use.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 53.92
Molecular weight 294.15
XLogP 2.32
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C1N(CCc2c1c1ccccc1n2C)Cc1nc[nH]c1C
Isomeric SMILES O=C1N(CCc2c1c1ccccc1n2C)Cc1nc[nH]c1C
InChI InChI=1S/C17H18N4O/c1-11-13(19-10-18-11)9-21-8-7-15-16(17(21)22)12-5-3-4-6-14(12)20(15)2/h3-6,10H,7-9H2,1-2H3,(H,18,19)
InChI Key JSWZEAMFRNKZNL-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2002))
IUPAC Name
5-methyl-2-[(5-methyl-1H-imidazol-4-yl)methyl]-3,4-dihydropyrido[4,3-b]indol-1-one
International Nonproprietary Names
INN number INN
6906 alosetron
Synonyms
GR68755 | Lotronex®
Database Links
BindingDB Ligand 50131429
CAS Registry No. 122852-42-0
ChEBI CHEBI:253342
ChEMBL Ligand CHEMBL1110
DrugBank Ligand DB00969
DrugCentral Ligand 129
GtoPdb PubChem SID 135649921
PubChem CID 2099
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Search UniChem for chemical match using the InChIKey JSWZEAMFRNKZNL-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone JSWZEAMFRNKZNL
Wikipedia Alosetron