(2E)-3-{[(2-chlorophenyl)methyl]carbamoyl}prop-2-enoic acid

• ChemBase ID: 23575
• Molecular Formular: C11H10ClNO3
• Molecular Mass: 239.655
• Monoisotopic Mass: 239.03492087
• SMILES: C(=O)(/C=C/C(=O)O)NCc1c(Cl)cccc1
• Canonical SMILES: O=C(NCc1ccccc1Cl)/C=C/C(=O)O
• InChI: InChI=1S/C11H10ClNO3/c12-9-4-2-1-3-8(9)7-13-10(14)5-6-11(15)16/h1-6H,7H2,(H,13,14)(H,15,16)/b6-5+
• InChIKey: BRAVTRZYPNRJQI-AATRIKPKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-{[(2-chlorophenyl)methyl]carbamoyl}prop-2-enoic acid
• IUPAC Traditional name: (2E)-3-{[(2-chlorophenyl)methyl]carbamoyl}prop-2-enoic acid
• Synonyms: (E)-4-[(2-Chlorobenzyl)amino]-4-oxo-2-butenoic acid

Database IDs

• MDL Number: MFCD06065160
• PubChem SID: 160986882
• PubChem CID: 17620648

CALCULATED PROPERTIES

• Acid pKa: 3.4715788
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.31637752
• LogD (pH = 7.4): -1.6798525
• Log P: 1.7043369
• Molar Refractivity: 60.7433 cm^3
• Polarizability: 22.947144 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false