cocaine

Ligand id: 2286

Name: cocaine

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 55.84
Molecular weight 303.15
XLogP 3.34
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Natural product or derivative
Approved drug? Yes
IUPAC Name
methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
Database Links
BindingDB Ligand 50006232
CAS Registry No. 50-36-2
ChEBI CHEBI:27958
ChEMBL Ligand CHEMBL370805
DrugBank Ligand DB00907
PharmGKB Drug PA449072
PubChem CID 446220
RCSB PDB Ligand COC
Search Google for chemical match using the InChIKey ZPUCINDJVBIVPJ-LJISPDSOSA-N
Search Google for chemicals with the same backbone ZPUCINDJVBIVPJ
Wikipedia Cocaine
Comments
Cocaine is a tropane alkaloid obtained from leaves of the South American shrub Erythroxylon coca. Topically applied cocaine has local anesthetic effects, causing loss of feeling or numbness. It also causes vasoconstriction.
There is no information on the US Drugs@FDA website regarding marketing approval for formulations of this drug.