PIRFENIDONE

/static/temp/default.svg

Search structure


Trade Names	ESBRIET
Synonyms	AMR-69 Esbriet NSC-748456 Pirespa Pirfenidone
Status
Molecule Category	UNKNOWN
ATC	L04AX05
UNII	D7NLD2JX7U
EPA CompTox	DTXSID4045183


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	ISWRGOKTTBVCFA-UHFFFAOYSA-N
Smiles	Cc1ccc(=O)n(-c2ccccc2)c1
InChI	InChI=1S/C12H11NO/c1-10-7-8-12(14)13(9-10)11-5-3-2-4-6-11/h2-9H,1H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C12H11NO
Molecular Weight	185.23
AlogP	2.15
Hydrogen Bond Acceptor	2.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	1.0
Polar Surface Area	22.0
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	14.0

Assay Description	Organism	Bioactivity	Reference
Antifibrotic activity in HFL1 cells assessed as inhibition of cell viability after 48 hrs by sulforhodamine B assay	Homo sapiens	710.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	-12.79 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	12.0 %		SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	26.19 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.2 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.04 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.04 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.2 %
Anti-idiopathic pulmonary fibrotic activity in bleomycin-induced Sprague-Dawley rat model assessed as inhibition of collagen deposition around trachea and cell hyperplasia at 150 mg/kg, po treated for 28 consecutive days by Hematoxylin and eosin staining based assay relative to control	Rattus norvegicus	100.0 %

Related Entries

Cross References

Resources	Reference
ChEBI	32016
ChEMBL	CHEMBL1256391
DrugBank	DB04951
DrugCentral	4224
FDA SRS	D7NLD2JX7U
Guide to Pharmacology	7532
PubChem	40632
SureChEMBL	SCHEMBL4708
ZINC	ZINC000000001958

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).