(2E)-3-(phenylcarbamoyl)prop-2-enoic acid

• ChemBase ID: 111074
• Molecular Formular: C10H9NO3
• Molecular Mass: 191.18336
• Monoisotopic Mass: 191.05824315
• SMILES: OC(=O)/C=C/C(=O)Nc1ccccc1
• Canonical SMILES: O=C(Nc1ccccc1)/C=C/C(=O)O
• InChI: InChI=1S/C10H9NO3/c12-9(6-7-10(13)14)11-8-4-2-1-3-5-8/h1-7H,(H,11,12)(H,13,14)
• InChIKey: WHZLCOICKHIPRL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-(phenylcarbamoyl)prop-2-enoic acid; 3-(phenylcarbamoyl)prop-2-enoic acid
• IUPAC Traditional name: maleanilic acid; 3-(phenylcarbamoyl)prop-2-enoic acid
• Synonyms: (E)-4-oxo-4-(phenylamino)but-2-enoic acid; N-PHENYLMALEAMIC ACID

Database IDs

• CAS Number: 555-59-9
• PubChem SID: 162097011
• PubChem CID: 668160

CALCULATED PROPERTIES

• Acid pKa: 3.6161532
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.4863878
• LogD (pH = 7.4): -1.9439477
• Log P: 1.3933876
• Molar Refractivity: 52.8843 cm^3
• Polarizability: 19.185019 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true