3,5-bis[(E)-2-{4-[(2-carboxyethyl)carbamoyl]phenyl}diazen-1-yl]-2-hydroxybenzoic acid

• ChemBase ID: 163735
• Molecular Formular: C27H24N6O9
• Molecular Mass: 576.51426
• Monoisotopic Mass: 576.16047638
• SMILES: c1(/N=N/c2ccc(cc2)C(=O)NCCC(=O)O)cc(cc(c1O)C(=O)O)/N=N/c1ccc(cc1)C(=O)NCCC(=O)O
• Canonical SMILES: OC(=O)CCNC(=O)c1ccc(cc1)/N=N/c1cc(/N=N/c2ccc(cc2)C(=O)NCCC(=O)O)c(c(c1)C(=O)O)O
• InChI: InChI=1S/C27H24N6O9/c34-22(35)9-11-28-25(39)15-1-5-17(6-2-15)30-32-19-13-20(27(41)42)24(38)21(14-19)33-31-18-7-3-16(4-8-18)26(40)29-12-10-23(36)37/h1-8,13-14,38H,9-12H2,(H,28,39)(H,29,40)(H,34,35)(H,36,37)(H,41,42)/b32-30+,33-31+
• InChIKey: GTWSSNPLAKYAOG-RRPBDJRISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-bis[(E)-2-{4-[(2-carboxyethyl)carbamoyl]phenyl}diazen-1-yl]-2-hydroxybenzoic acid
• IUPAC Traditional name: 3,5-bis[(E)-2-{4-[(2-carboxyethyl)carbamoyl]phenyl}diazen-1-yl]-2-hydroxybenzoic acid
• Synonyms: 3,5-Bis[(1E)-2-[4-[[(2-carboxyethyl)amino]carbonyl]phenyl]diazenyl]-2-hydroxybenzoic Acid; (E,E)-3,5-Di-[4-(2-Carboxyethylcarbamoyl)phenylazo]]salicylic Acid; Balsalazide USP Impurity 1; 3-[(1E)-2-[4-[[(2-Carboxyethyl)amino]carbonyl]phenyl]diazenyl] Balsalazide

Database IDs

• CAS Number: 1242567-11-8
• PubChem SID: 162257870
• PubChem CID: 46867867

CALCULATED PROPERTIES

• Acid pKa: 3.1312966
• H Acceptors: 13
• H Donor: 6
• LogD (pH = 5.5): -1.2816817
• LogD (pH = 7.4): -5.6410913
• Log P: 4.367676
• Molar Refractivity: 153.4513 cm^3
• Polarizability: 53.753807 Å^3
• Polar Surface Area: 239.77 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C178020

An impurity of the anti-inflammatory drug Balsalazide (B116300).