2-amino-3-(4-bromobenzoyl)benzoic acid

• ChemBase ID: 159828
• Molecular Formular: C14H10BrNO3
• Molecular Mass: 320.1381
• Monoisotopic Mass: 318.98440519
• SMILES: c1(ccc(cc1)C(=O)c1c(c(ccc1)C(=O)O)N)Br
• Canonical SMILES: Brc1ccc(cc1)C(=O)c1cccc(c1N)C(=O)O
• InChI: InChI=1S/C14H10BrNO3/c15-9-6-4-8(5-7-9)13(17)10-2-1-3-11(12(10)16)14(18)19/h1-7H,16H2,(H,18,19)
• InChIKey: ZIZCAIMGHAJJPV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(4-bromobenzoyl)benzoic acid
• IUPAC Traditional name: 2-amino-3-(4-bromobenzoyl)benzoic acid
• Synonyms: 2-Amino-3-(4-bromobenzoyl)benzoic Acid

Database IDs

• CAS Number: 241496-82-2
• PubChem SID: 162253963
• PubChem CID: 71313153

CALCULATED PROPERTIES

• Acid pKa: 4.5245633
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.3063068
• LogD (pH = 7.4): 1.5362473
• Log P: 4.3300085
• Molar Refractivity: 76.2129 cm^3
• Polarizability: 28.271944 Å^3
• Polar Surface Area: 80.39 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A593840

2-Amino-3-(4-bromobenzoyl)benzoic Acid is a metabolite of Bromfenac sodium (B678550).

REFERENCES

• Walsh, D.A., et al.: J. Med. Chem., 25, 446 (1982)