(2Z)-2-({1-[(2H5)benzyl]piperidin-4-yl}methylidene)-6-(benzyloxy)-5-methoxy-2,3-dihydro-1H-inden-1-one

• ChemBase ID: 161432
• Molecular Formular: C30H31NO3
• Molecular Mass: 453.57204
• Monoisotopic Mass: 453.23039386
• SMILES: c12c(C(=O)/C(=C\C3CCN(CC3)Cc3ccccc3)/C1)cc(c(c2)OC)OCc1ccccc1
• Canonical SMILES: COc1cc2C/C(=C/C3CCN(CC3)Cc3ccccc3)/C(=O)c2cc1OCc1ccccc1
• InChI: InChI=1S/C30H31NO3/c1-33-28-18-25-17-26(16-22-12-14-31(15-13-22)20-23-8-4-2-5-9-23)30(32)27(25)19-29(28)34-21-24-10-6-3-7-11-24/h2-11,16,18-19,22H,12-15,17,20-21H2,1H3/b26-16-
• InChIKey: WFVLOAOZVBVDEA-QQXSKIMKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-({1-[(^2H₅)benzyl]piperidin-4-yl}methylidene)-6-(benzyloxy)-5-methoxy-2,3-dihydro-1H-inden-1-one
• IUPAC Traditional name: (2Z)-2-({1-[(^2H₅)benzyl]piperidin-4-yl}methylidene)-6-(benzyloxy)-5-methoxy-3H-inden-1-one
• Synonyms: 2,3-Dihydro-5-methoxy-6-(phenylmethoxy)-2-[[1-(phenyl-d5-methyl)-4-piperidinyl]methylene]-1H-inden-1-one; 1-(Benzyl-d5)-4-[(6-benzyloxy-5-methoxy-1-indanone)-2-ylidenyl]methylpiperidine

Database IDs

• PubChem SID: 162255567
• PubChem CID: 46780708

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.7839124
• LogD (pH = 7.4): 4.499804
• Log P: 5.782794
• Molar Refractivity: 137.6032 cm^3
• Polarizability: 52.9003 Å^3
• Polar Surface Area: 38.77 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Tan Solid

DETAILS

Toronto Research Chemicals - B232957

A labelled benzylalkylpiperidine derivative as acetylcholinesterase inhibitor.

REFERENCES

• Xu, A., et al.: Neuroscience Lett., 331, 33 (2002)