(2Z)-N-[2-chloro-4-(2-methoxyphenyl)phenyl]-2-cyano-3-hydroxybut-2-enamide

• ChemBase ID: 5799
• Molecular Formular: C18H15ClN2O3
• Molecular Mass: 342.7763
• Monoisotopic Mass: 342.07712003
• SMILES: COc1ccccc1c1cc(Cl)c(cc1)NC(=O)/C(=C(/C)\O)/C#N
• Canonical SMILES: N#C/C(=C(/O)\C)/C(=O)Nc1ccc(cc1Cl)c1ccccc1OC
• InChI: InChI=1S/C18H15ClN2O3/c1-11(22)14(10-20)18(23)21-16-8-7-12(9-15(16)19)13-5-3-4-6-17(13)24-2/h3-9,22H,1-2H3,(H,21,23)/b14-11-
• InChIKey: YUDQXOMZBLEWBH-KAMYIIQDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-N-[2-chloro-4-(2-methoxyphenyl)phenyl]-2-cyano-3-hydroxybut-2-enamide
• IUPAC Traditional name: (2Z)-N-[2-chloro-4-(2-methoxyphenyl)phenyl]-2-cyano-3-hydroxybut-2-enamide
• Synonyms: (2Z)-N-(3-chloro-2'-methoxybiphenyl-4-yl)-2-cyano-3-hydroxybut-2-enamide

Database IDs

• PubChem SID: 99444643; 160969226
• PubChem CID: 42617944; 54727975

CALCULATED PROPERTIES

JChem

• Acid pKa: 5.836858
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.1902184
• LogD (pH = 7.4): 1.78443
• Log P: 3.3546336
• Molar Refractivity: 94.8233 cm^3
• Polarizability: 36.29165 Å^3
• Polar Surface Area: 82.35 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.77
• LOG S: -4.92
• Solubility (Water): 4.11e-03 g/l

DETAILS

DrugBank - DB08172

Drug information: experimental