sodium 2-[2-amino-3-(4-bromobenzoyl)phenyl]-2-oxoacetate

• ChemBase ID: 179571
• Molecular Formular: C15H9BrNNaO4
• Molecular Mass: 370.13003
• Monoisotopic Mass: 368.96126405
• SMILES: c1(ccc(cc1)C(=O)c1c(c(ccc1)C(=O)C(=O)[O-])N)Br.[Na+]
• Canonical SMILES: Brc1ccc(cc1)C(=O)c1cccc(c1N)C(=O)C(=O)[O-].[Na+]
• InChI: InChI=1S/C15H10BrNO4.Na/c16-9-6-4-8(5-7-9)13(18)10-2-1-3-11(12(10)17)14(19)15(20)21;/h1-7H,17H2,(H,20,21);/q;+1/p-1
• InChIKey: JBHOQRLXZXDGOO-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-[2-amino-3-(4-bromobenzoyl)phenyl]-2-oxoacetate
• IUPAC Traditional name: sodium 2-[2-amino-3-(4-bromobenzoyl)phenyl]-2-oxoacetate
• Synonyms: 2-Amino-3-(4-bromobenzoyl)-α-oxobenzeneacetic Acid Sodium; 2-Amino-3-(4-bromobenzoyl)phenyloxoacetic Acid; WAY 127039-A-1 Sodium Salt

Database IDs

• PubChem SID: 164235481
• PubChem CID: 71752991

CALCULATED PROPERTIES

• LogD (pH = 7.4): 0.6755753
• Log P: 4.189667
• Molar Refractivity: 91.9915 cm^3
• Polarizability: 30.136667 Å^3
• Polar Surface Area: 100.29 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 2.4352539
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.2468067

DETAILS

Toronto Research Chemicals - W498700

WAY 127039-A-1 is a metabolite of Bromfenac sodium (B678550).

REFERENCES

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