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

• ChemBase ID: 5090
• Molecular Formular: C17H14N2O2
• Molecular Mass: 278.30526
• Monoisotopic Mass: 278.1055277
• SMILES: c1ccccc1c1ccc(cc1)NC(=O)/C(=C(/C)\O)/C#N
• Canonical SMILES: N#C/C(=C(/O)\C)/C(=O)Nc1ccc(cc1)c1ccccc1
• InChI: InChI=1S/C17H14N2O2/c1-12(20)16(11-18)17(21)19-15-9-7-14(8-10-15)13-5-3-2-4-6-13/h2-10,20H,1H3,(H,19,21)/b16-12-
• InChIKey: MUVPBAIVOHJDOC-VBKFSLOCSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 99443914; 160968520
• PubChem CID: 54727972; 42617940

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.40969
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.8578517
• LogD (pH = 7.4): 1.8769196
• Log P: 2.90826
• Molar Refractivity: 83.5553 cm^3
• Polarizability: 31.915037 Å^3
• Polar Surface Area: 73.12 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.12
• LOG S: -4.47
• Solubility (Water): 9.36e-03 g/l

DETAILS

DrugBank - DB07443

Drug information: experimental