(2E)-3-{[3-(2-methylpropanamido)phenyl]carbamoyl}prop-2-enoic acid

• ChemBase ID: 23561
• Molecular Formular: C14H16N2O4
• Molecular Mass: 276.28784
• Monoisotopic Mass: 276.111007
• SMILES: C(=O)(Nc1cc(NC(=O)/C=C/C(=O)O)ccc1)C(C)C
• Canonical SMILES: O=C(Nc1cccc(c1)NC(=O)C(C)C)/C=C/C(=O)O
• InChI: InChI=1S/C14H16N2O4/c1-9(2)14(20)16-11-5-3-4-10(8-11)15-12(17)6-7-13(18)19/h3-9H,1-2H3,(H,15,17)(H,16,20)(H,18,19)/b7-6+
• InChIKey: WZQOWDIGATYPRQ-VOTSOKGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-{[3-(2-methylpropanamido)phenyl]carbamoyl}prop-2-enoic acid
• IUPAC Traditional name: (2E)-3-{[3-(2-methylpropanamido)phenyl]carbamoyl}prop-2-enoic acid
• Synonyms: (E)-4-[3-(Isobutyrylamino)anilino]-4-oxo-2-butenoic acid

Database IDs

• MDL Number: MFCD09429219
• PubChem SID: 160986868
• PubChem CID: 17189148

CALCULATED PROPERTIES

• Acid pKa: 3.3972223
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.2156138
• LogD (pH = 7.4): -1.5289973
• Log P: 1.8746201
• Molar Refractivity: 76.9487 cm^3
• Polarizability: 27.769688 Å^3
• Polar Surface Area: 95.5 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false