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

• ChemBase ID: 174286
• Molecular Formular: C24H30N2O3
• Molecular Mass: 395.49925484
• Monoisotopic Mass: 395.22899767
• SMILES: N1(C(CCCC1)CCc1c(cccc1)NC(=O)/C=C/c1cc(c(cc1)O)OC)[13CH3]
• Canonical SMILES: COc1cc(/C=C/C(=O)Nc2ccccc2CCC2CCCCN2[13CH3])ccc1O
• InChI: InChI=1S/C24H30N2O3/c1-26-16-6-5-8-20(26)13-12-19-7-3-4-9-21(19)25-24(28)15-11-18-10-14-22(27)23(17-18)29-2/h3-4,7,9-11,14-15,17,20,27H,5-6,8,12-13,16H2,1-2H3,(H,25,28)/b15-11+/i1+1
• InChIKey: MHMCLOWOLMUORZ-RZPYCMNISA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164230196
• PubChem CID: 71750577

CALCULATED PROPERTIES

• Acid pKa: 10.032057
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.3175272
• LogD (pH = 7.4): 2.6270506
• Log P: 4.227758
• Molar Refractivity: 119.4922 cm^3
• Polarizability: 45.057667 Å^3
• Polar Surface Area: 61.8 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M326352

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.