4-acetamido-3-(2-hydroxyacetamido)benzoic acid

• ChemBase ID: 4133
• Molecular Formular: C11H12N2O5
• Molecular Mass: 252.22338
• Monoisotopic Mass: 252.07462149
• SMILES: CC(=O)Nc1ccc(cc1NC(=O)CO)C(=O)O
• Canonical SMILES: OCC(=O)Nc1cc(ccc1NC(=O)C)C(=O)O
• InChI: InChI=1S/C11H12N2O5/c1-6(15)12-8-3-2-7(11(17)18)4-9(8)13-10(16)5-14/h2-4,14H,5H2,1H3,(H,12,15)(H,13,16)(H,17,18)
• InChIKey: CRHJDPGLFDNPOA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-acetamido-3-(2-hydroxyacetamido)benzoic acid
• IUPAC Traditional name: 4-acetamido-3-(2-hydroxyacetamido)benzoic acid
• Synonyms: 4-(Acetylamino)-3-[(Hydroxyacetyl)Amino]Benzoic Acid

Database IDs

• PubChem SID: 160967565; 46506091
• PubChem CID: 446324

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.022981
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.1984293
• LogD (pH = 7.4): -3.8567493
• Log P: -0.7109986
• Molar Refractivity: 64.7424 cm^3
• Polarizability: 23.192865 Å^3
• Polar Surface Area: 115.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.38
• LOG S: -2.51
• Solubility (Water): 7.88e-01 g/l

DETAILS

DrugBank - DB04565

Drug information: experimental