2-hydroxy-4-{[(1E)-3-oxo-3-phenylprop-1-en-1-yl]amino}benzoic acid

• ChemBase ID: 197307
• Molecular Formular: C16H13NO4
• Molecular Mass: 283.27872
• Monoisotopic Mass: 283.0844579
• SMILES: c1(c(cc(N/C=C/C(=O)c2ccccc2)cc1)O)C(=O)O
• Canonical SMILES: O=C(c1ccccc1)/C=C/Nc1ccc(c(c1)O)C(=O)O
• InChI: InChI=1S/C16H13NO4/c18-14(11-4-2-1-3-5-11)8-9-17-12-6-7-13(16(20)21)15(19)10-12/h1-10,17,19H,(H,20,21)/b9-8+
• InChIKey: MSFFPBOSAHNARW-CMDGGOBGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-4-{[(1E)-3-oxo-3-phenylprop-1-en-1-yl]amino}benzoic acid
• IUPAC Traditional name: 2-hydroxy-4-{[(1E)-3-oxo-3-phenylprop-1-en-1-yl]amino}benzoic acid

Database IDs

• PubChem SID: 164253217
• PubChem CID: 1750858

CALCULATED PROPERTIES

• Acid pKa: 3.3924057
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.0402591
• LogD (pH = 7.4): -0.26972446
• Log P: 3.1350935
• Molar Refractivity: 80.3138 cm^3
• Polarizability: 29.334677 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Isomers (2:1)
• Classification: Derivatives & analogs of Natural Compounds