phenylbutazone   Click here for help

GtoPdb Ligand ID: 7270

Synonyms: Butazolidine®
Approved drug PDB Ligand Immunopharmacology Ligand
phenylbutazone is an approved drug
Compound class: Synthetic organic
Comment: Phenylbutazone was historically used as a nonsteroidal anti-inflammatory drug (NSAID). Although no longer approved for use in humans, this compound is widely used in animals to reduce muscular damage and inflammation. More recently, phenylbutazone, or 'bute', found notoriety as an illegal contaminant found in some meat samples tested in the European horse meat scandal of 2013. The UK Foods Standards Agency issued this statement regarding bute contamination.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 40.62
Molecular weight 308.15
XLogP 3.71
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCCCC1C(=O)N(N(C1=O)c1ccccc1)c1ccccc1
Isomeric SMILES CCCCC1C(=O)N(N(C1=O)c1ccccc1)c1ccccc1
InChI InChI=1S/C19H20N2O2/c1-2-3-14-17-18(22)20(15-10-6-4-7-11-15)21(19(17)23)16-12-8-5-9-13-16/h4-13,17H,2-3,14H2,1H3
InChI Key VYMDGNCVAMGZFE-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Non-steroidal anti-inflammatory ligands
Approved drug? Yes
Withdrawn drug? Yes
IUPAC Name Click here for help
4-butyl-1,2-diphenylpyrazolidine-3,5-dione
International Nonproprietary Names Click here for help
INN number INN
4 phenylbutazone
Synonyms Click here for help
Butazolidine®
Database Links Click here for help
CAS Registry No. 50-33-9
ChEMBL Ligand CHEMBL101
DrugBank Ligand DB00812
DrugCentral Ligand 2145
GtoPdb PubChem SID 178103844
PubChem CID 4781
RCSB PDB Ligand P1Z
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Wikipedia Phenylbutazone