warfarin   Click here for help

GtoPdb Ligand ID: 6853

Synonyms: Coumadin® | Marevan® | panwarfin
Approved drug
warfarin is an approved drug (FDA (1954))
Compound class: Synthetic organic
Comment: PubChem CID 54678486 is an enatiomeric mixture of the much more active S-form (CID 54688261) and the R-form (CID 54684598) [2]. This reference also reviews important pharmacogenomic aspects of this drug but note the application of this has become controversial (see the PharmKB drug link). Note also there is also a tautomeric variant depicted as CID 54689812. Marketed formulations may specify warfarin sodium (CID 16204922) or warfarin potassium (CID 23706212).
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: warfarin

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 67.51
Molecular weight 308.1
XLogP 3.6
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CC(=O)CC(c1c(=O)oc2c(c1O)cccc2)c1ccccc1
Isomeric SMILES CC(=O)CC(c1c(=O)oc2c(c1O)cccc2)c1ccccc1
InChI InChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1954))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
341 warfarin
Synonyms Click here for help
Coumadin® | Marevan® | panwarfin
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9014945
Reactome Reaction Reactome logo R-HSA-9026967
Other databases
CAS Registry No. 81-81-2
ChEMBL Ligand CHEMBL1464
DrugBank Ligand DB00682
DrugCentral Ligand 2847
GtoPdb PubChem SID 178103459
Immunopaedia Search warfarin
PubChem CID 54678486
Search Google for chemical match using the InChIKey PJVWKTKQMONHTI-UHFFFAOYSA-N
Search Google for chemicals with the same backbone PJVWKTKQMONHTI
Search PubMed clinical trials warfarin
Search PubMed titles warfarin
Search PubMed titles/abstracts warfarin
UniChem Compound Search for chemical match using the InChIKey PJVWKTKQMONHTI-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey PJVWKTKQMONHTI-UHFFFAOYSA-N
Wikipedia Warfarin