4-acetamido-3-hydroxy-5-nitrobenzoic acid

• ChemBase ID: 6178
• Molecular Formular: C9H8N2O6
• Molecular Mass: 240.16962
• Monoisotopic Mass: 240.03823599
• SMILES: C(=O)(O)c1cc(O)c(NC(=O)C)c([N+](=O)[O-])c1
• Canonical SMILES: CC(=O)Nc1c(O)cc(cc1[N+](=O)[O-])C(=O)O
• InChI: InChI=1S/C9H8N2O6/c1-4(12)10-8-6(11(16)17)2-5(9(14)15)3-7(8)13/h2-3,13H,1H3,(H,10,12)(H,14,15)
• InChIKey: JIDRTCHFBHJIDG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-acetamido-3-hydroxy-5-nitrobenzoic acid
• IUPAC Traditional name: 4-acetamido-3-hydroxy-5-nitrobenzoic acid
• Synonyms: 4-(ACETYLAMINO)-3-HYDROXY-5-NITROBENZOIC ACID

Database IDs

• PubChem SID: 99445041; 160969603
• PubChem CID: 3364665

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.609294
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.3839077
• LogD (pH = 7.4): -3.0021887
• Log P: 0.504958
• Molar Refractivity: 57.4828 cm^3
• Polarizability: 20.301353 Å^3
• Polar Surface Area: 132.45 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.41
• LOG S: -2.58
• Solubility (Water): 6.33e-01 g/l

DETAILS

DrugBank - DB08570

Drug information: experimental