Levopropoxyphene napsylate anhydrousProduct ingredient for Levopropoxyphene

Name
Levopropoxyphene napsylate anhydrous
Drug Entry
Levopropoxyphene

Levopropoxyphene is a stereoisomer of propoxyphene in the form of 2S, 3R enantiomer. It was sold as an antitussive, but it was removed from the market in the 70s.3 Levopropoxyphene was developed by Lilly and FDA approved on March 21st, 1962. This drug presented different dosages and it was administered as a capsule or suspension.

Accession Number
DBSALT001392
Structure
Synonyms
Levopropoxyphene 2-naphthalenesulfonate / Levopropoxyphene napsilate anhydrous / Levopropoxyphene napsylate, anhydrous
UNII
W7DQT6KY5S
CAS Number
5714-90-9
Weight
Average: 547.71
Monoisotopic: 547.239244469
Chemical Formula
C32H37NO5S
InChI Key
VZPXFHVJUUSVLH-VNJAQMQMSA-N
InChI
InChI=1S/C22H29NO2.C10H8O3S/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19;11-14(12,13)10-6-5-8-3-1-2-4-9(8)7-10/h6-15,18H,5,16-17H2,1-4H3;1-7H,(H,11,12,13)/t18-,22+;/m0./s1
IUPAC Name
(2R,3S)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl propanoate; naphthalene-2-sulfonic acid
SMILES
OS(=O)(=O)C1=CC=C2C=CC=CC2=C1.CCC(=O)O[C@](CC1=CC=CC=C1)([C@@H](C)CN(C)C)C1=CC=CC=C1
ChemSpider
5036775
ChEMBL
CHEMBL1593906
Predicted Properties
PropertyValueSource
Water Solubility0.00419 mg/mLALOGPS
logP4.06ALOGPS
logP4.9Chemaxon
logS-4.9ALOGPS
pKa (Strongest Basic)9.52Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area29.54 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity102.88 m3·mol-1Chemaxon
Polarizability39.02 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleYesChemaxon