dextropropoxyphene

Ligand id: 7593

Name: dextropropoxyphene

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 9
Topological polar surface area 29.54
Molecular weight 339.22
XLogP 7.63
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name
[(2S,3R)-4-dimethylamino-3-methyl-1,2-di(phenyl)butan-2-yl] propanoate
International Nonproprietary Names
INN number INN
740 dextropropoxyphene
Synonyms
(+)-alpha-propoxyphene | Darvon® | propoxyphene
Comments
Dextropropoxyphene is principally an opioid analgesic. Chemically it is an optical isomer of levopropoxyphene (the (2R,3S) optical isomer with PubChem CID 200742); dextropropoxyphene being the (2S,3R) enantiomer. Marketing in Europe and the US has been discontinued due to concerns of fatal overdoses and heart arrhythmias.
Database Links
CAS Registry No. 469-62-5
ChEMBL Ligand CHEMBL1213351
DrugBank Ligand DB00647
GtoPdb PubChem SID 223365928
PubChem CID 10100
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Search UniChem for chemical match using the InChIKey XLMALTXPSGQGBX-GCJKJVERSA-N
Search UniChem for chemicals with the same backbone XLMALTXPSGQGBX
Wikipedia Dextropropoxyphene