3-amino-4-acetamido-5-hydroxybenzoic acid

• ChemBase ID: 6179
• Molecular Formular: C9H10N2O4
• Molecular Mass: 210.1867
• Monoisotopic Mass: 210.06405681
• SMILES: C(=O)(O)c1cc(N)c(NC(=O)C)c(O)c1
• Canonical SMILES: CC(=O)Nc1c(N)cc(cc1O)C(=O)O
• InChI: InChI=1S/C9H10N2O4/c1-4(12)11-8-6(10)2-5(9(14)15)3-7(8)13/h2-3,13H,10H2,1H3,(H,11,12)(H,14,15)
• InChIKey: CALDTVBHJMBRTM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-4-acetamido-5-hydroxybenzoic acid
• IUPAC Traditional name: 3-amino-4-acetamido-5-hydroxybenzoic acid
• Synonyms: 4-(ACETYLAMINO)-5-AMINO-3-HYDROXYBENZOIC ACID

Database IDs

• PubChem SID: 160969604; 99445042
• PubChem CID: 446366

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.6539207
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.1708759
• LogD (pH = 7.4): -2.9563167
• Log P: -0.2639522
• Molar Refractivity: 54.8585 cm^3
• Polarizability: 19.406313 Å^3
• Polar Surface Area: 112.65 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.79
• LOG S: -1.87
• Solubility (Water): 2.82e+00 g/l

DETAILS

DrugBank - DB08571

Drug information: experimental