Compound Detail
CHEMBL101
PHENYLBUTAZONE 💊 Approved Drug
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💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL101 |
| Name | PHENYLBUTAZONE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | VYMDGNCVAMGZFE-UHFFFAOYSA-N |
| Therapeutic | ✓ Yes |
9
Targets
18
Activities
2
Assay Types
2
PK Parameters
20
Publications
30
Known Names
3
Indications
1
Mechanisms
Molecular Properties
308.4
MW (Da)
3.79
ALogP
2
HBA
0
HBD
40.6
PSA (Ų)
0.79
QED
0
Ro5 Violations
5
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1980 |
| Availability | Withdrawn |
| Chirality | Achiral |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Cyclooxygenase inhibitor | INHIBITOR | Cyclooxygenase | ✓ | ✓ |
Indications
Arthralgia Myalgia Rheumatic Diseases
ATC Classification
M01AA01
phenylbutazone
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M02AA01
phenylbutazone
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
Drug Warnings
Withdrawn
General Warning
severe adverse reactions
Withdrawn
drug misuse
Off-Label Abuse; Hematologic Toxicity
Withdrawn
hematological toxicity
aplastic anaemia and agranulocytosis
Withdrawn
hematological toxicity
Off-Label Abuse; Hematologic Toxicity
Withdrawn
hematological toxicity
aplastic anaemia and agranulocytosis
Withdrawn
General Warning
toxicity
Activity Summary
IC50 12 meas. best 5.52
Ki 6 meas. best 10.0
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Nicotinate phosphoribosyltransferase CHEMBL4523354 | Ki | 10.0 | 10.0 | 0.1 | 1 |
| Prostaglandin G/H synthase 1 CHEMBL221 | IC50 | 5.52 | 5.52 | 3000.0 | 1 |
| Cyclooxygenase-2 CHEMBL4033 | IC50 | 5.42 | 5.42 | 3790.0 | 1 |
| fMet-Leu-Phe receptor CHEMBL3359 | Ki | 5.28 | 5.28 | 5300.0 | 1 |
| Plasmodium falciparum CHEMBL364 | IC50 | 5.0 | 4.9167 | 10000.0 | 6 |
| Unchecked CHEMBL612545 | IC50 | 5.0 | 5.0 | 10000.0 | 1 |
| Cyclooxygenase CHEMBL2095157 | IC50 | 4.82 | 4.82 | 15000.0 | 1 |
| Cytochrome P450 2C9 CHEMBL3397 | Ki | 4.72 | 4.72 | 19000.0 | 1 |
| Organic anion transporter 3 CHEMBL1641348 | Ki | 4.46 | 4.46 | 34700.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 8.71 | uL.min-1.(10^6cells)-1 | Rattus norvegicus |
| F | 80.0 | % | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine