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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1957))
Withdrawn drug? Yes
IUPAC Name Click here for help
4-hydroxy-3-(1-phenylpropyl)-2H-chromen-2-one
International Nonproprietary Names Click here for help
INN number INN
247 phenprocoumon
Synonyms Click here for help
Liquamar® | phenprocoumarol
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9035040
Reactome Reaction Reactome logo R-HSA-9026967
Other databases
CAS Registry No. 435-97-2
DrugBank Ligand DB00946
DrugCentral Ligand 2138
GtoPdb PubChem SID 178103445
PubChem CID 54680692
Search Google for chemical match using the InChIKey DQDAYGNAKTZFIW-UHFFFAOYSA-N
Search Google for chemicals with the same backbone DQDAYGNAKTZFIW
Search PubMed clinical trials phenprocoumon
Search PubMed titles phenprocoumon
Search PubMed titles/abstracts phenprocoumon
Search UniChem for chemical match using the InChIKey DQDAYGNAKTZFIW-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone DQDAYGNAKTZFIW
Wikipedia Phenprocoumon