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Compound Detail

CHEMBL189171

ACEMETACIN
🧪 Phase II
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🧪 Phase II
COc1ccc2c(c1)c(CC(=O)OCC(=O)O)c(C)n2C(=O)c1ccc(Cl)cc1

Basic Information

ChEMBL ID CHEMBL189171
Name ACEMETACIN
Phase Phase II
Structure Type MOL
InChI Key FSQKKOOTNAMONP-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Acemetacin Acemetacina Acemetacine Emflex NSC-757413 Rantudil
3
Targets
4
Activities
2
Assay Types
1
PK Parameters
20
Publications
6
Known Names
1
Indications
1
Mechanisms

Molecular Properties

415.8
MW (Da)
3.47
ALogP
6
HBA
1
HBD
94.8
PSA (Ų)
0.62
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -metacin

Extended Properties

Molecular Formula C21H18ClNO6
MW 415.83
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.72

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cyclooxygenase inhibitor INHIBITOR Cyclooxygenase

Indications

Rheumatic Diseases

ATC Classification

M01AB11
acemetacin
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS

Activity Summary

IC50 2 meas. best 8.0
Ki 2 meas. best 4.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin G/H synthase 1
CHEMBL221
IC50 8.0 8.0 10.0 1
Prostaglandin G/H synthase 2
CHEMBL230
IC50 8.0 8.0 10.0 1
Lactoylglutathione lyase
CHEMBL2424
Ki 4.89 4.6 12900.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 4.5 hr -

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 346
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
21237663 10.1016/j.bmc.2010.12.039 Lactoylglutathione lyase 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Androgen receptor 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
37468498 10.1038/s41467-023-40064-9 Voltage-dependent L-type calcium channel subunit alpha-1C 1
37468498 10.1038/s41467-023-40064-9 Glutamate receptor ionotropic, NMDA 1 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine