2-[(2-{1-[4-chloro(2H4)benzoyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetyl)oxy]acetic acid

• ChemBase ID: 158837
• Molecular Formular: C21H18ClNO6
• Molecular Mass: 415.82372
• Monoisotopic Mass: 415.08226498
• SMILES: c1c(cc2c(c1)n(c(c2CC(=O)OCC(=O)O)C)C(=O)c1ccc(cc1)Cl)OC
• Canonical SMILES: COc1ccc2c(c1)c(CC(=O)OCC(=O)O)c(n2C(=O)c1ccc(cc1)Cl)C
• 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)
• InChIKey: FSQKKOOTNAMONP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-{1-[4-chloro(^2H₄)benzoyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetyl)oxy]acetic acid
• IUPAC Traditional name: [(2-{1-[4-chloro(^2H₄)benzoyl]-5-methoxy-2-methylindol-3-yl}acetyl)oxy]acetic acid
• Synonyms: 1-(4-Chlorobenzoyl-d4)-5-methoxy-2-methyl-1H-indole-3-acetic Acid Carboxymethyl Ester; TV-1322-d4; Acemix-d4; Emflex-d4; Rantudil-d4; Solart-d4; Acemetacin-d4

Database IDs

• PubChem SID: 162252972
• PubChem CID: 46779843

CALCULATED PROPERTIES

• Acid pKa: 3.2567155
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.9297007
• LogD (pH = 7.4): -0.2813634
• Log P: 3.1535518
• Molar Refractivity: 105.6643 cm^3
• Polarizability: 41.835335 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Pale Yellow Crystalline Solid
• Melting Point: 150-153°C

DETAILS

Toronto Research Chemicals - A130702

Anti-inflammatory.

REFERENCES

• Jacobi, H., et al.: Arzneim.-Forsch., 30, 1398 (1980)