2-{2-amino-3-[(2H5)benzoyl]phenyl}acetamide

• ChemBase ID: 175008
• Molecular Formular: C15H14N2O2
• Molecular Mass: 254.28386
• Monoisotopic Mass: 254.1055277
• SMILES: c1c(c(c(cc1)CC(=O)N)N)C(=O)c1ccccc1
• Canonical SMILES: NC(=O)Cc1cccc(c1N)C(=O)c1ccccc1
• InChI: InChI=1S/C15H14N2O2/c16-13(18)9-11-7-4-8-12(14(11)17)15(19)10-5-2-1-3-6-10/h1-8H,9,17H2,(H2,16,18)
• InChIKey: QEFAQIPZVLVERP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-amino-3-[(^2H₅)benzoyl]phenyl}acetamide
• IUPAC Traditional name: 2-[2-amino-3-(^2H₅)benzoylphenyl]acetamide
• Synonyms: 2-Amino-3-benzoylbenzeneacetamide-d5; AHR 9434-d5; AL 6515-d5; Nevanac-d5; Nepafenac-d5

Database IDs

• PubChem SID: 164230918
• PubChem CID: 71750946

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• Acid pKa: 15.818239
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.0843859
• LogD (pH = 7.4): 2.0844774
• Log P: 2.0844786
• Molar Refractivity: 74.4637 cm^3
• Polarizability: 28.029673 Å^3
• Polar Surface Area: 86.18 Å^2
• Rotatable Bonds: 4

DETAILS

Toronto Research Chemicals - N390082

Labelled Nepafenac (N390080). A non-steroidal anti-inflammatory with analgesic activity; selective COX-2 inhibitor. Prodrug of Amfenac.

REFERENCES

• Walsh, D.A., et al.: J. Med. Chem., 33, 2296 (1990)
• Gamache, D.A., et al.: Inflammation, 24, 357 (1990)
• Lindstrom, R., et al.: Curr. Med. Res. Opin., 22, 397 (1990)