Compound Detail
CHEMBL340978
BENOXAPROFEN 💊 Approved Drug
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💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL340978 |
| Name | BENOXAPROFEN |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | MITFXPHMIHQXPI-UHFFFAOYSA-N |
1
Targets
3
Activities
1
Assay Types
1
PK Parameters
20
Publications
10
Known Names
1
Indications
1
Mechanisms
Molecular Properties
301.7
MW (Da)
4.34
ALogP
3
HBA
1
HBD
63.3
PSA (Ų)
0.78
QED
0
Ro5 Violations
3
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1982 |
| Availability | Withdrawn |
| Chirality | Racemic |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Arachidonate 12-lipoxygenase inhibitor | INHIBITOR | Polyunsaturated fatty acid lipoxygenase ALOX12 | ✓ | ✓ |
Indications
Rheumatic Diseases
ATC Classification
M01AE06
benoxaprofen
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
Drug Warnings
Withdrawn
nephrotoxicity
Liver and kidney failure; Gastrointestinal bleeding; Ulcers
Withdrawn
gastrointestinal toxicity
Serious toxic effects on various organ systems, particularly the gastrointestinal tract, the liver and bone marrow, in addition to previously known effects on the skin, eyes and nails. Subsequent to t...
Withdrawn
hematological toxicity
Serious toxic effects on various organ systems, particularly the gastrointestinal tract, the liver and bone marrow, in addition to previously known effects on the skin, eyes and nails. Subsequent to t...
Withdrawn
hepatotoxicity
Liver and kidney failure; Gastrointestinal bleeding; Ulcers
Withdrawn
carcinogenicity
Liver necrosis; Photosensitivity; Animal carcinogenicity
Withdrawn
hepatotoxicity
associated with fatal cholestatic jaundice among other serious adverse reactions
Withdrawn
hepatotoxicity
Serious toxic effects on various organ systems, particularly the gastrointestinal tract, the liver and bone marrow, in addition to previously known effects on the skin, eyes and nails. Subsequent to t...
Withdrawn
hepatotoxicity
Liver and kidney failure; Gastrointestinal bleeding; Ulcers
Withdrawn
hepatotoxicity
Liver necrosis; Photosensitivity; Animal carcinogenicity
Withdrawn
carcinogenicity
Serious toxic effects on various organ systems, particularly the gastrointestinal tract, the liver and bone marrow, in addition to previously known effects on the skin, eyes and nails. Subsequent to t...
Activity Summary
IC50 3 meas. best 4.0
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Bile salt export pump CHEMBL2073674 | IC50 | 4.0 | 4.0 | 99100.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| T1/2 | 19.0 | hr | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Bile salt export pump | IC50 | = | 99100.0 | nM | 4.0 | Inhibition of Sprague-Dawley rat Bsep expressed in plasma membrane vesicles of S... | 21965623 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| - | 10.6019/CHEMBL3885881 | Rattus norvegicus | 174 |
| 6608000 | 10.1021/jm00369a033 | Rattus norvegicus | 6 |
| 874954 | 10.1021/jm00216a011 | Rattus norvegicus | 4 |
| 37468498 | 10.1038/s41467-023-40064-9 | Nuclear receptor subfamily 1 group I member 2 | 3 |
| 20014752 | 10.1021/tx900326k | Hepatotoxicity | 3 |
| 37468498 | 10.1038/s41467-023-40064-9 | Gamma-aminobutyric acid receptor subunit alpha-1 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Progesterone receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Muscarinic acetylcholine receptor M2 | 2 |
| 26948801 | 10.1016/j.drudis.2016.02.015 | Homo sapiens | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-1A adrenergic receptor | 2 |
| 21965623 | 10.1124/dmd.111.040758 | Bile salt export pump | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Cannabinoid receptor 1 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-2A adrenergic receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 2A | 2 |
| 22194678 | 10.1371/journal.pcbi.1002310 | Hepatotoxicity | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 2B | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Androgen receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 1A | 2 |
| - | 10.6019/CHEMBL4651402 | SARS-CoV-2 | 2 |
| - | 10.6019/CHEMBL3301361 | No relevant target | 1 |
Data from ChEMBL 36 via Core Engine