(2E)-3-(4-hydroxyphenyl)-N-(2-{2-[1-(13C,2H3)methylpiperidin-2-yl]ethyl}phenyl)prop-2-enamide

• ChemBase ID: 174288
• Molecular Formular: C23H28N2O2
• Molecular Mass: 365.47327484
• Monoisotopic Mass: 365.21843298
• SMILES: N1(C(CCCC1)CCc1c(cccc1)NC(=O)/C=C/c1ccc(cc1)O)[13CH3]
• Canonical SMILES: O=C(Nc1ccccc1CCC1CCCCN1[13CH3])/C=C/c1ccc(cc1)O
• InChI: InChI=1S/C23H28N2O2/c1-25-17-5-4-7-20(25)13-12-19-6-2-3-8-22(19)24-23(27)16-11-18-9-14-21(26)15-10-18/h2-3,6,8-11,14-16,20,26H,4-5,7,12-13,17H2,1H3,(H,24,27)/b16-11+/i1+1
• InChIKey: ATWQNFCHQINGLW-RPCWLZQTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-(4-hydroxyphenyl)-N-(2-{2-[1-(^1^3C,^2H₃)methylpiperidin-2-yl]ethyl}phenyl)prop-2-enamide
• IUPAC Traditional name: (2E)-3-(4-hydroxyphenyl)-N-(2-{2-[1-(^1^3C,^2H₃)methylpiperidin-2-yl]ethyl}phenyl)prop-2-enamide
• Synonyms: (2E)-N-[2-[2-(1-Methyl-2-piperidinyl)ethyl]phenyl]-3-(4-hydroxyphenyl)-2-propenamide-13C,d3

Database IDs

• PubChem SID: 164230198
• PubChem CID: 71750578

CALCULATED PROPERTIES

• Acid pKa: 9.149442
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4780003
• LogD (pH = 7.4): 2.792828
• Log P: 4.1228213
• Molar Refractivity: 113.029 cm^3
• Polarizability: 42.554863 Å^3
• Polar Surface Area: 52.57 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M326357

A labelled intermediate in the preparation of cinnamylpyridinium arenesulfonate salts. The compound may be used as a 5-HT2 antagonist for treating 5-HT2-related diseases such as haemorrhoids, for example.