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Compound Detail

CHEMBL19490

ZOMEPIRAC
💊 Approved Drug
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💊 Approved Drug
Cc1cc(CC(=O)O)n(C)c1C(=O)c1ccc(Cl)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL19490
Name ZOMEPIRAC
Phase Approved
Structure Type MOL
InChI Key ZXVNMYWKKDOREA-UHFFFAOYSA-N

Known Names

Zomepirac Zomepiraco
1
Targets
6
Activities
2
Assay Types
4
PK Parameters
20
Publications
2
Known Names
1
Indications

Molecular Properties

291.7
MW (Da)
2.85
ALogP
3
HBA
1
HBD
59.3
PSA (Ų)
0.88
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1980
Availability Withdrawn
Chirality Achiral

Flags

Withdrawn Natural Product
USAN Stem -ac
USAN Year 1978

Extended Properties

Molecular Formula C15H14ClNO3
MW 291.73
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.65

Indications

Rheumatic Diseases

ATC Classification

M01AB04
zomepirac
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS

Drug Warnings

Withdrawn
immune system toxicity
serious allergic reactions, including five deaths from anaphylaxis
Country: Worldwide   Year: 1983
Withdrawn
immune system toxicity
serious allergic reactions, including five deaths from anaphylaxis
Country: Worldwide   Year: 1983

Activity Summary

Ki 5 meas.
IC50 1 meas. best 4.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cyclooxygenase
CHEMBL2096674
 IC50 4.82 4.82 15000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.0 uL.min-1.(10^6cells)-1 Homo sapiens
CL - - Homo sapiens
CL - - Homo sapiens
T1/2 0.5 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cyclooxygenase IC50 = 15000.0 nM 4.82 Inhibition of prostaglandin G/H synthase obtained from bovine seminal vesicles. 6436487

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 459
16472241 10.2174/1570163043334794 Hepatotoxicity 18
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
6436487 10.1021/jm00377a001 Rattus norvegicus 4
3572970 10.1021/jm00388a013 Rattus norvegicus 4
20926620 10.1124/dmd.110.035600 HEK293 3
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
21467212 10.1124/dmd.111.039180 Liver microsome 3
2724294 10.1021/jm00126a010 Rattus norvegicus 2
22931300 10.1021/tx300075j Cytochrome P450 3A4 2
21237663 10.1016/j.bmc.2010.12.039 Lactoylglutathione lyase 2
19939518 10.1016/j.ejmech.2009.10.025 Hematopoietic prostaglandin D synthase 2
21467212 10.1124/dmd.111.039180 ADMET 2
3488405 10.1021/jm00158a020 Rattus norvegicus 2
3491210 10.1021/jm00161a030 Rattus norvegicus 2
3491210 10.1021/jm00161a030 Mus musculus 2
3086559 10.1021/jm00156a004 Mus musculus 2
6436487 10.1021/jm00377a001 ADMET 2
6436487 10.1021/jm00377a001 Mus musculus 2

Data from ChEMBL 36 via Core Engine