phenprocoumon   Click here for help

GtoPdb Ligand ID: 6839

Synonyms: Liquamar® | phenprocoumarol
Approved drug
phenprocoumon is an approved drug (FDA (1957))
Compound class: Synthetic organic
Comment: Vitamin K epoxide reductase complex subunit 1 isoform 1 inhibitor. The INN-designated compound is a racemic mixture of two enantiomers.The structure shown here does not specify stereochemistry and represents the mixture.
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: phenprocoumon

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 50.44
Molecular weight 280.11
XLogP 4.99
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CCC(c1c(=O)oc2c(c1O)cccc2)c1ccccc1
Isomeric SMILES CCC(c1c(=O)oc2c(c1O)cccc2)c1ccccc1
InChI InChI=1S/C18H16O3/c1-2-13(12-8-4-3-5-9-12)16-17(19)14-10-6-7-11-15(14)21-18(16)20/h3-11,13,19H,2H2,1H3
InChI Key DQDAYGNAKTZFIW-UHFFFAOYSA-N
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
vitamin K epoxide reductase complex subunit 1 Primary target of this compound Hs Inhibitor Inhibition - - - 1
[1]