2-[(1-benzylpiperidin-4-yl)methyl]-5-hydroxy-6-methoxy-2,3-dihydro-1H-inden-1-one

• ChemBase ID: 166492
• Molecular Formular: C23H27NO3
• Molecular Mass: 365.46538
• Monoisotopic Mass: 365.19909373
• SMILES: c1(c(cc2c(c1)C(=O)C(C2)CC1CCN(CC1)Cc1ccccc1)O)OC
• Canonical SMILES: COc1cc2c(cc1O)CC(C2=O)CC1CCN(CC1)Cc1ccccc1
• InChI: InChI=1S/C23H27NO3/c1-27-22-14-20-18(13-21(22)25)12-19(23(20)26)11-16-7-9-24(10-8-16)15-17-5-3-2-4-6-17/h2-6,13-14,16,19,25H,7-12,15H2,1H3
• InChIKey: DSMISVLYMKJMLP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1-benzylpiperidin-4-yl)methyl]-5-hydroxy-6-methoxy-2,3-dihydro-1H-inden-1-one
• IUPAC Traditional name: 2-[(1-benzylpiperidin-4-yl)methyl]-5-hydroxy-6-methoxy-2,3-dihydroinden-1-one
• Synonyms: 1-Benzyl-4-[(5-hydroxy-6-methoxy-1-oxo-indan-2-yl)methylpiperidine; 5-O-Desmethyl Donepezil

Database IDs

• CAS Number: 120013-57-2
• PubChem SID: 162260625
• PubChem CID: 11503234

CALCULATED PROPERTIES

• Acid pKa: 8.055849
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.1258767
• LogD (pH = 7.4): 2.8020022
• Log P: 3.1840932
• Molar Refractivity: 107.6324 cm^3
• Polarizability: 41.582558 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 170-172°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D292010

A metabolite of Donepezil (D531750), an inhibitor of acetylcholinesterase.