2-[(2-{2-[(2,6-dichloro-4-hydroxyphenyl)amino]phenyl}acetyl)oxy]acetic acid

• ChemBase ID: 170072
• Molecular Formular: C16H13Cl2NO5
• Molecular Mass: 370.18412
• Monoisotopic Mass: 369.01707788
• SMILES: c1ccc(c(c1)CC(=O)OCC(=O)O)Nc1c(cc(cc1Cl)O)Cl
• Canonical SMILES: OC(=O)COC(=O)Cc1ccccc1Nc1c(Cl)cc(cc1Cl)O
• InChI: InChI=1S/C16H13Cl2NO5/c17-11-6-10(20)7-12(18)16(11)19-13-4-2-1-3-9(13)5-15(23)24-8-14(21)22/h1-4,6-7,19-20H,5,8H2,(H,21,22)
• InChIKey: BTDFYMBLEDMWOK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-{2-[(2,6-dichloro-4-hydroxyphenyl)amino]phenyl}acetyl)oxy]acetic acid
• IUPAC Traditional name: [(2-{2-[(2,6-dichloro-4-hydroxyphenyl)amino]phenyl}acetyl)oxy]acetic acid
• Synonyms: 2-[(2,6-Dichloro-4-hydroxyphenyl)amino]benzeneacetic Acid Carboxymethyl Ester; 4'-Hydroxy Aceclofenac

Database IDs

• CAS Number: 229308-90-1
• PubChem SID: 164225982
• PubChem CID: 9842299

CALCULATED PROPERTIES

• Acid pKa: 3.4330976
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.522855
• LogD (pH = 7.4): 0.15919638
• Log P: 3.5793214
• Molar Refractivity: 88.296 cm^3
• Polarizability: 34.221924 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H726500

A metabolite of Aceclofenac.

REFERENCES

• Yscla, A., et al.: Drugs Exp. Clin. Res., 14, 491 (1988)
• Ballesteros, R., et al.: Clin. Trials J., 27, 12 (1990)