venlafaxine   Click here for help

GtoPdb Ligand ID: 7321

Synonyms: Effexor® | WY-45030
Approved drug
venlafaxine is an approved drug (FDA (1993))
Compound class: Synthetic organic
Comment: Venlafaxine is a selective serotonin-norepinephrine reuptake inhibitor (SNRI); a bicyclic antidepressant. Venlafaxine is a racemic mixture of R (PubChem CID 9795623) and S (PubChem CID 11846746) stereoisomers, which have assay data in PubChem but its is unclear if these apply to the experimentally separated forms. Marketed formulations may contain venlafaxine hydrochloride (PubChem CID 62923).
The major active metabolite of venlafaxine, desvenlafaxine (O-desmethylvenlafaxine) has also been developed as a drug.
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View more information in the IUPHAR Pharmacology Education Project: venlafaxine

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 32.7
Molecular weight 277.2
XLogP 2.83
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccc(cc1)C(C1(O)CCCCC1)CN(C)C
Isomeric SMILES COc1ccc(cc1)C(C1(O)CCCCC1)CN(C)C
InChI InChI=1S/C17H27NO2/c1-18(2)13-16(17(19)11-5-4-6-12-17)14-7-9-15(20-3)10-8-14/h7-10,16,19H,4-6,11-13H2,1-3H3
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Molecular structure representations generated using Open Babel