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

• ChemBase ID: 5204
• Molecular Formular: C19H18N2O3
• Molecular Mass: 322.35782
• Monoisotopic Mass: 322.13174245
• SMILES: CCOc1cc(ccc1)c1ccc(cc1)NC(=O)/C(=C(/C)\O)/C#N
• Canonical SMILES: CCOc1cccc(c1)c1ccc(cc1)NC(=O)/C(=C(\O)/C)/C#N
• InChI: InChI=1S/C19H18N2O3/c1-3-24-17-6-4-5-15(11-17)14-7-9-16(10-8-14)21-19(23)18(12-20)13(2)22/h4-11,22H,3H2,1-2H3,(H,21,23)/b18-13-
• InChIKey: RPILZQUCBKIPAZ-AQTBWJFISA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160968634; 99444032
• PubChem CID: 54727985; 42617954

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.3859844
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.0543265
• LogD (pH = 7.4): 2.0545669
• Log P: 3.1073968
• Molar Refractivity: 94.7671 cm^3
• Polarizability: 36.259396 Å^3
• Polar Surface Area: 82.35 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.6
• LOG S: -4.77
• Solubility (Water): 5.43e-03 g/l

DETAILS

DrugBank - DB07561

Drug information: experimental