(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide

• ChemBase ID: 6357
• Molecular Formular: C17H17NO4
• Molecular Mass: 299.32118
• Monoisotopic Mass: 299.11575803
• SMILES: c1(O)ccc(CCNC(=O)/C=C/c2ccc(O)c(O)c2)cc1
• Canonical SMILES: O=C(/C=C/c1ccc(c(c1)O)O)NCCc1ccc(cc1)O
• InChI: InChI=1S/C17H17NO4/c19-14-5-1-12(2-6-14)9-10-18-17(22)8-4-13-3-7-15(20)16(21)11-13/h1-8,11,19-21H,9-10H2,(H,18,22)/b8-4+
• InChIKey: VSHUQLRHTJOKTA-XBXARRHUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
• IUPAC Traditional name: (2E)-3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
• Synonyms: (2E)-3-(3,4-DIHYDROXYPHENYL)-N-[2-(4-HYDROXYPHENYL)ETHYL]ACRYLAMIDE

Database IDs

• PubChem SID: 162103391
• PubChem CID: 9994897

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.038804
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 2.655111
• LogD (pH = 7.4): 2.6454065
• Log P: 2.6552582
• Molar Refractivity: 85.0891 cm^3
• Polarizability: 31.982655 Å^3
• Polar Surface Area: 89.79 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.26
• LOG S: -3.9
• Solubility (Water): 3.80e-02 g/l

DETAILS

DrugBank - DB08754

Drug information: experimental