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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL189171
CHEMBL189171
Compound Name ACEMETACIN
ChEMBL Synonyms ACEMETACIN | EMFLEX
Max Phase 4 (Approved)
Trade Names EMFLEX
Molecular Formula C21H18ClNO6

Additional synonyms for CHEMBL189171 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc2c(c1)c(CC(=O)OCC(=O)O)c(C)n2C(=O)c3ccc(Cl)cc3
Standard InChI InChI=1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-1 ...
Download InChI
Standard InChI Key FSQKKOOTNAMONP-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL189171

Molecule Features

CHEMBL189171 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cyclooxygenase inhibitor Cyclooxygenase PubMed PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Rheumatic DiseasesD012216EFO:0005755rheumatic disease4ATC

Clinical Data

ClinicalTrials.gov ACEMETACIN
The Cochrane Collaboration ACEMETACIN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL189171. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL230 Cyclooxygenase-2 Homo sapiens 1.000
CHEMBL3933 Prostanoid DP receptor Mus musculus 1.000
CHEMBL5847 Aldo-keto reductase family 1 member C2 Homo sapiens 1.000
CHEMBL2949 Cyclooxygenase-1 Ovis aries 1.000
CHEMBL1995 Prostanoid IP receptor Homo sapiens 1.000
CHEMBL3474 Phospholipase A2 group IIA Homo sapiens 1.000
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 1.000
CHEMBL2977 Cyclooxygenase-2 Rattus norvegicus 1.000
CHEMBL221 Cyclooxygenase-1 Homo sapiens 1.000
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 1.000
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.997
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.997
CHEMBL5071 G protein-coupled receptor 44 Homo sapiens 0.970
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 0.962
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.945
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.898
CHEMBL2392 DNA polymerase beta Homo sapiens 0.822
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.817
CHEMBL3816 Cytosolic phospholipase A2 Homo sapiens 0.654
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.558



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3933 Prostanoid DP receptor Mus musculus 1.000
CHEMBL230 Cyclooxygenase-2 Homo sapiens 1.000
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 1.000
CHEMBL5847 Aldo-keto reductase family 1 member C2 Homo sapiens 1.000
CHEMBL3474 Phospholipase A2 group IIA Homo sapiens 1.000
CHEMBL2949 Cyclooxygenase-1 Ovis aries 1.000
CHEMBL1995 Prostanoid IP receptor Homo sapiens 1.000
CHEMBL2977 Cyclooxygenase-2 Rattus norvegicus 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL221 Cyclooxygenase-1 Homo sapiens 1.000
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 1.000
CHEMBL3081 Aldose reductase Bos taurus 0.999
CHEMBL5905 Aldo-keto reductase family 1 member C1 Homo sapiens 0.997
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.979
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.957
CHEMBL3816 Cytosolic phospholipase A2 Homo sapiens 0.945
CHEMBL5071 G protein-coupled receptor 44 Homo sapiens 0.831
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.656
CHEMBL3563 Cruzipain Trypanosoma cruzi 0.642
CHEMBL1293255 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens 0.611

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
415.8 415.0823 3.47 6 94.83 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 1 0 7 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.6 - 4.49 .78 3 29 0.62

Structural Alerts

There are 2 structural alerts for CHEMBL189171. To view alerts please click here.

Compound Cross References

ATC M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AB - Acetic acid derivatives and related substances
M01AB11 - acemetacin

ChemSpider ChemSpider:FSQKKOOTNAMONP-UHFFFAOYSA-N
PubChem SID: 11112782 SID: 124882621 SID: 144207022 SID: 170466043 SID: 174007220 SID: 26746953 SID: 855677
Wikipedia Acemetacin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL189171



ACToR 53164-05-9
BindingDB 50336272
ChEBI 31162
ChemicalBook CB1492822
DrugBank DB13783
DrugCentral 47
eMolecules 533886
EPA CompTox Dashboard DTXSID7022540
FDA SRS 5V141XK28X
IBM Patent System 28F08C2209A0D51CB267923F38EBC615
LINCS LSM-5753
Mcule MCULE-3371205328
MolPort MolPort-002-045-405
Nikkaji J3.194A
PharmGKB PA166049184
PubChem 1981
PubChem: Drugs of the Future 12013312
PubChem: Thomson Pharma 14806697
Selleck acemetacin-emflex
SureChEMBL SCHEMBL23843
ZINC ZINC000000601272

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/FSQKKOOTNAMONP-UHFFFAOYSA-N spacer
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