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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL188952
CHEMBL188952
Compound Name PIRPROFEN
ChEMBL Synonyms PIRPROFEN | SU 21524
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names
Molecular Formula C13H14ClNO2

Additional synonyms for CHEMBL188952 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C(=O)O)c1ccc(N2CC=CC2)c(Cl)c1
Standard InChI InChI=1S/C13H14ClNO2/c1-9(13(16)17)10-4-5-12(11(14)8-10)15-6 ...
Download InChI
Standard InChI Key PIDSZXPFGCURGN-UHFFFAOYSA-N

Sources

  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL188952

Molecule Features

CHEMBL188952 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1990
Country Spain; Germany; France
Reason Gastrointestinal Toxicity; Hepatotoxicity
Class Gastrotoxicity; Hepatotoxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cyclooxygenase inhibitor Cyclooxygenase PubMed PubMed

Clinical Data

ClinicalTrials.gov PIRPROFEN
The Cochrane Collaboration PIRPROFEN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
251.7 251.0713 2.9 3 40.54 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 3 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.56 3.53 2.15 -.6 1 17 0.84

Structural Alerts

There are 1 structural alerts for CHEMBL188952. To view alerts please click here.

Compound Cross References

ATC M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AE - Propionic acid derivatives
M01AE08 - pirprofen

ChemSpider ChemSpider:PIDSZXPFGCURGN-UHFFFAOYSA-N
Wikipedia Pirprofen

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL188952



ACToR 31793-07-4
ChEBI 135028
DrugCentral 2213
EPA CompTox Dashboard DTXSID7023489
IBM Patent System 7E5AA69F1124CD891B1C3BBE86B77402
Nikkaji J20.028J
PubChem 35935
PubChem: Drugs of the Future 12013319
PubChem: Thomson Pharma 15221228
SureChEMBL SCHEMBL24311

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/PIDSZXPFGCURGN-UHFFFAOYSA-N spacer
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