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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL527
CHEMBL527
Compound Name PIROXICAM
ChEMBL Synonyms CP-16,171-85 | PIROFLAM 10 | CP-16,171 | PIROZIP 10 | FELDENE 20 | PIROZIP 20 | FLAMATROL | FELDENE | PIROXICAM | LARAPAM | PIROXICAM OLAMINE | PIROFLAM 20 | KENTENE | FELDENE P | BREXIDOL
Max Phase 4 (Approved)
Trade Names PIROFLAM 10 | FELDENE 20 | FELDENE | FLAMATROL | PIROZIP 20 | LARAPAM | PIROXICAM | BREXIDOL | FELDENE P | KENTENE | PIROFLAM 20 | PIROZIP 10
Molecular Formula C15H13N3O4S

Additional synonyms for CHEMBL527 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1C(=C(O)c2ccccc2S1(=O)=O)C(=O)Nc3ccccn3
Standard InChI InChI=1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(1 ...
Download InChI
Standard InChI Key QYSPLQLAKJAUJT-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • HeCaToS Compounds
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL527

Molecule Features

CHEMBL527 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cyclooxygenase inhibitor Cyclooxygenase PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
OsteoarthritisD010003EFO:0002506osteoarthritis4FDA
Renal ColicD056844EFO:1001412Renal Colic1ClinicalTrials
Arthritis, RheumatoidD001172EFO:0000685rheumatoid arthritis4FDA
Eye DiseasesD005128EFO:0005752eye inflammation4ATC
Osteoarthritis, KneeD020370EFO:0004616osteoarthritis, knee2ClinicalTrials
Rheumatic DiseasesD012216EFO:0005755rheumatic disease4ATC
ArthralgiaD018771HP:0002829arthralgia4ATC
MyalgiaD063806HP:0003326Myalgia4ATC

Clinical Data

ClinicalTrials.gov PIROXICAM
The Cochrane Collaboration PIROXICAM

Metabolites for CHEMBL527

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL527. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.283
CHEMBL2736 Metabotropic glutamate receptor 4 Homo sapiens 0.244

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
331.4 331.0627 1.58 2 99.6 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 7 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.5 3.54 .59 -2.27 2 23 0.87

Structural Alerts

There are no structural alerts for CHEMBL527

Compound Cross References

ATC M - MUSCULO-SKELETAL SYSTEM
M02 - TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
M02A - TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
M02AA - Antiinflammatory preparations, non-steroids for topical use
M02AA07 - piroxicam

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01B - ANTIINFLAMMATORY AGENTS
S01BC - Antiinflammatory agents, non-steroids
S01BC06 - piroxicam

M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AC - Oxicams
M01AC01 - piroxicam

ChemSpider ChemSpider:QYSPLQLAKJAUJT-UHFFFAOYSA-N
DailyMed piroxicam
PubChem SID: 11111641 SID: 11111642 SID: 11113322 SID: 124881135 SID: 144203782 SID: 144207349 SID: 170464817 SID: 26746904 SID: 26751443 SID: 50085963 SID: 50103896 SID: 511550 SID: 856007 SID: 859011
Wikipedia Piroxicam

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL527



ACToR 36322-90-4
BindingDB 85245
Brenda 4121
ChEBI 8249
ChemicalBook CB1375282
DrugBank DB00554
DrugCentral 2210
eMolecules 593185
EPA CompTox Dashboard DTXSID5021170
FDA SRS 13T4O6VMAM
Guide to Pharmacology 7273
Human Metabolome Database HMDB0014694
IBM Patent System 8DDCFA8D524EA78282A0C09A4A599673
KEGG Ligand C01608
Mcule MCULE-1939282084
Metabolights MTBLC8249
MolPort MolPort-001-888-120
Nikkaji J3.498C
PubChem 54676228
PubChem: Drugs of the Future 12013846
PubChem: Thomson Pharma 14924343
Selleck Piroxicam(Feldene)
SureChEMBL SCHEMBL13462
ZINC ZINC000051133897

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