pirfenidone   Click here for help

GtoPdb Ligand ID: 7532

Synonyms: AMR-69 | Esbriet®
Approved drug Immunopharmacology Ligand
pirfenidone is an approved drug (EMA (2011), FDA (2014))
Compound class: Synthetic organic
Comment: Pirfenidone is an anti-fibrotic drug. In addition to its proven anti-fibrotic effects in lung tissue, pirfenidone-induced in vitro and in vivo anti-fibrotic activity has been reported in experimental liver and renal fibrosis [3,5].

SARS-CoV-2: COVID-19 is accompanied by inflammation and fibrotic lung damage that appears to persist beyond immediate recovery. The clinical potential for applying the antifibrotic activity of pirfenidone to help treat COVID-19-related pulmonary fibrosis is reviewed by Ferrara et al. (2020) [2].
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 0
Rotatable bonds 1
Topological polar surface area 21.48
Molecular weight 185.08
XLogP 3.08
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES Cc1ccc(=O)n(c1)c1ccccc1
Isomeric SMILES Cc1ccc(=O)n(c1)c1ccccc1
InChI InChI=1S/C12H11NO/c1-10-7-8-12(14)13(9-10)11-5-3-2-4-6-11/h2-9H,1H3
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA (2011), FDA (2014))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
3825 pirfenidone
Synonyms Click here for help
AMR-69 | Esbriet®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9683547
Reactome Reaction Reactome logo R-HSA-9683546
Other databases
CAS Registry No. 53179-13-8
ChEMBL Ligand CHEMBL1256391
DrugBank Ligand DB04951
DrugCentral Ligand 4224
GtoPdb PubChem SID 187051833
PubChem CID 40632
Search Google for chemical match using the InChIKey ISWRGOKTTBVCFA-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ISWRGOKTTBVCFA
Search PubMed clinical trials pirfenidone
Search PubMed titles pirfenidone
Search PubMed titles/abstracts pirfenidone
UniChem Compound Search for chemical match using the InChIKey ISWRGOKTTBVCFA-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ISWRGOKTTBVCFA-UHFFFAOYSA-N
Wikipedia Pirfenidone

Product suppliers

View disclaimer

Pirfenidone (links to external site)
Cat. No. 1093