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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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
SMILES / InChI / InChIKey
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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
InChI Key PNVNVHUZROJLTJ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1993))
IUPAC Name Click here for help
1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol
International Nonproprietary Names Click here for help
INN number INN
6358 venlafaxine
Synonyms Click here for help
Effexor® | WY-45030
Database Links Click here for help
CAS Registry No. 93413-69-5
ChEMBL Ligand CHEMBL637
DrugBank Ligand DB00285
DrugCentral Ligand 2813
GtoPdb PubChem SID 178103894
PubChem CID 5656
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Wikipedia Venlafaxine