3-[(2-chloropyridin-3-yl)carbamoyl]prop-2-enoic acid

• ChemBase ID: 83886
• Molecular Formular: C9H7ClN2O3
• Molecular Mass: 226.61648
• Monoisotopic Mass: 226.01451977
• SMILES: N(c1cccnc1Cl)C(=O)/C=C/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)Nc1cccnc1Cl
• InChI: InChI=1S/C9H7ClN2O3/c10-9-6(2-1-5-11-9)12-7(13)3-4-8(14)15/h1-5H,(H,12,13)(H,14,15)
• InChIKey: ABRUCYADYVVOSX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2-chloropyridin-3-yl)carbamoyl]prop-2-enoic acid
• IUPAC Traditional name: 3-[(2-chloropyridin-3-yl)carbamoyl]prop-2-enoic acid
• Synonyms: 4-[(2-chloro-3-pyridyl)amino]-4-oxo-2-butenoic acid

Database IDs

• MDL Number: MFCD01312882
• PubChem SID: 162071003
• PubChem CID: 5709365

CALCULATED PROPERTIES

• Acid pKa: 2.565859
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.8495723
• LogD (pH = 7.4): -2.509297
• Log P: 0.8662216
• Molar Refractivity: 56.5935 cm^3
• Polarizability: 20.348963 Å^3
• Polar Surface Area: 79.29 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true