PHENYLBUTAZONE

Search structure
Trade Names:
Synonyms:
Status: Approved (1980) Withdrawn (1985)
Entry Type: Small molecule
Molecule Category: Parent
ATC: M01AA01
UNII: GN5P7K3T8S

Structure
InChI Key VYMDGNCVAMGZFE-UHFFFAOYSA-N
Smile CCCCC1C(=O)N(c2ccccc2)N(c2ccccc2)C1=O
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H20N2O2
Molecular Weight 308.38
AlogP 3.79
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 5.0
Polar Surface Area 40.62
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 23.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Cyclooxygenase inhibitor Expert
Primary Target
COX-1
COX-2
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - 19000 -
Enzyme Hydrolase
- - - - 85
Enzyme Oxidoreductase
- 15000 - - -
Enzyme
- 15000 - 19000 85
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 17-62

Metabolites

visNetwork

Indications

Mesh Heading Maximum Phase Mesh ID Reference

Related Entries

MCS

Scaffolds

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Skin and subcutaneous tissue disorders
33.33
General disorders and administration site conditions
10.83
Vascular disorders
10.0
Injury, poisoning and procedural complications
8.33
Gastrointestinal disorders
5.83
Immune system disorders
5.0
Infections and infestations
5.0
Eye disorders
4.17
Blood and lymphatic system disorders
3.33
Renal and urinary disorders
3.33
Nervous system disorders
2.5
Respiratory, thoracic and mediastinal disorders
2.5

Cross References

Resources Reference
CAS NUMBER 50-33-9
ChEBI 48574
ChEMBL CHEMBL101
DrugBank DB00812
DrugCentral 2145
EPA CompTox DTXSID9021136
FDA SRS GN5P7K3T8S
Human Metabolome Database HMDB0014950
Guide to Pharmacology 7270
KEGG C07440
PDB P1Z
PharmGKB PA450932
PubChem 4781
SureChEMBL SCHEMBL3632
ZINC ZINC000100004227
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