(2Z)-2-cyano-3-cyclopropyl-3-hydroxy-N-(4-phenylphenyl)prop-2-enamide

• ChemBase ID: 5796
• Molecular Formular: C19H16N2O2
• Molecular Mass: 304.34254
• Monoisotopic Mass: 304.12117776
• SMILES: C1CC1/C(=C(\C#N)/C(=O)Nc1ccc(cc1)c1ccccc1)/O
• Canonical SMILES: N#C/C(=C(\C1CC1)/O)/C(=O)Nc1ccc(cc1)c1ccccc1
• InChI: InChI=1S/C19H16N2O2/c20-12-17(18(22)15-6-7-15)19(23)21-16-10-8-14(9-11-16)13-4-2-1-3-5-13/h1-5,8-11,15,22H,6-7H2,(H,21,23)/b18-17-
• InChIKey: CAGGGMPTWTUYHZ-ZCXUNETKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-cyano-3-cyclopropyl-3-hydroxy-N-(4-phenylphenyl)prop-2-enamide
• IUPAC Traditional name: (2Z)-2-cyano-3-cyclopropyl-3-hydroxy-N-(4-phenylphenyl)prop-2-enamide
• Synonyms: (2Z)-N-biphenyl-4-yl-2-cyano-3-cyclopropyl-3-hydroxyprop-2-enamide

Database IDs

• PubChem SID: 99444640; 160969223
• PubChem CID: 42617941; 54723327

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.009849
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.2150834
• LogD (pH = 7.4): 1.9276812
• Log P: 3.3320293
• Molar Refractivity: 90.7487 cm^3
• Polarizability: 34.86924 Å^3
• Polar Surface Area: 73.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.43
• LOG S: -4.56
• Solubility (Water): 8.32e-03 g/l

DETAILS

DrugBank - DB08169

Drug information: experimental