2-hydroxy-5-[(E)-2-(4-{[3-oxo-3-(propan-2-yloxy)propyl]carbamoyl}phenyl)diazen-1-yl]benzoic acid

• ChemBase ID: 161108
• Molecular Formular: C20H21N3O6
• Molecular Mass: 399.39724
• Monoisotopic Mass: 399.14303541
• SMILES: c1cc(c(cc1/N=N/c1ccc(cc1)C(=O)NCCC(=O)OC(C)C)C(=O)O)O
• Canonical SMILES: CC(OC(=O)CCNC(=O)c1ccc(cc1)/N=N/c1ccc(c(c1)C(=O)O)O)C
• InChI: InChI=1S/C20H21N3O6/c1-12(2)29-18(25)9-10-21-19(26)13-3-5-14(6-4-13)22-23-15-7-8-17(24)16(11-15)20(27)28/h3-8,11-12,24H,9-10H2,1-2H3,(H,21,26)(H,27,28)/b23-22+
• InChIKey: XSIWYAAWJFZDML-GHVJWSGMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-5-[(E)-2-(4-{[3-oxo-3-(propan-2-yloxy)propyl]carbamoyl}phenyl)diazen-1-yl]benzoic acid
• IUPAC Traditional name: 2-hydroxy-5-[(E)-2-{4-[(3-isopropoxy-3-oxopropyl)carbamoyl]phenyl}diazen-1-yl]benzoic acid
• Synonyms: 5-[(1E)-2-[4-[[(1-methylethoxy-3-oxopropyl)amino]carbonyl]phenyl]diazenyl]-2-hydroxybenzoic Acid; (E)-2-Hydroxy-5-[[4-[[(3-isopropoxy-3-oxopropyl)amino]carbonyl]phenyl]azo]benzoic Acid; Balsalazide USP Impurity 5; Balsalazide Isopropyl Ester

Database IDs

• PubChem SID: 162255243
• PubChem CID: 71313616

CALCULATED PROPERTIES

• Acid pKa: 3.227927
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 1.84026
• LogD (pH = 7.4): 0.6512734
• Log P: 4.0917463
• Molar Refractivity: 108.3097 cm^3
• Polarizability: 39.239487 Å^3
• Polar Surface Area: 137.65 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B116315

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