ACEMETACIN

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Synonyms
Status
Molecule Category UNKNOWN
ATC M01AB11
UNII 5V141XK28X
EPA CompTox DTXSID7022540

Structure

InChI Key FSQKKOOTNAMONP-UHFFFAOYSA-N
Smiles COc1ccc2c(c1)c(CC(=O)OCC(=O)O)c(C)n2C(=O)c1ccc(Cl)cc1
InChI
InChI=1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25)

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H18ClNO6
Molecular Weight 415.83
AlogP 3.47
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 94.83
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 29.0

Bioactivity

Mechanism of Action Action Reference
Cyclooxygenase inhibitor INHIBITOR PubMed PubMed PubMed PubMed PubMed
Protein: Cyclooxygenase
Description: Prostaglandin G/H synthase 1
Organism : Homo sapiens
P23219 ENSG00000095303
Protein: Cyclooxygenase
Description: Prostaglandin G/H synthase 2
Organism : Homo sapiens
P35354 ENSG00000073756
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Lyase
- - - 12900-49000 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 58
Assay Description Organism Bioactivity Reference
In vitro inhibitory activity against ovine cyclooxygenase-1 (COX-1) at 200 uM; Inactive None 50.0 %
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 57.75 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 84.99 %

Cross References

Resources Reference
ChEBI 31162
ChEMBL CHEMBL189171
DrugBank DB13783
DrugCentral 47
FDA SRS 5V141XK28X
PharmGKB PA166049184
PubChem 1981
SureChEMBL SCHEMBL23843
ZINC ZINC000000601272
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