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

• ChemBase ID: 5340
• Molecular Formular: C24H29NO3
• Molecular Mass: 379.49196
• Monoisotopic Mass: 379.21474379
• SMILES: c1(c(cc2c(c1)C(=O)[C@@H](C2)CC1CCN(CC1)Cc1ccccc1)OC)OC
• Canonical SMILES: COc1cc2c(cc1OC)C[C@H](C2=O)CC1CCN(CC1)Cc1ccccc1
• InChI: InChI=1S/C24H29NO3/c1-27-22-14-19-13-20(24(26)21(19)15-23(22)28-2)12-17-8-10-25(11-9-17)16-18-6-4-3-5-7-18/h3-7,14-15,17,20H,8-13,16H2,1-2H3/t20-/m1/s1
• InChIKey: ADEBPBSSDYVVLD-HXUWFJFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one
• IUPAC Traditional name: (R)-donepezil
• Synonyms: 1-BENZYL-4-[(5,6-DIMETHOXY-1-INDANON-2-YL)METHYL]PIPERIDINE

Database IDs

• PubChem SID: 160968769; 99444172
• PubChem CID: 1150567

CALCULATED PROPERTIES

JChem

• Polar Surface Area: 38.77 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• Acid pKa: 17.021936
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.2351922
• LogD (pH = 7.4): 2.9603515
• Log P: 4.207933
• Molar Refractivity: 112.1147 cm^3
• Polarizability: 43.49957 Å^3

ALOGPS 2.1

• Solubility (Water): 4.50e-03 g/l
• Log P: 4.14
• LOG S: -4.93

DETAILS

DrugBank - DB07701

Drug information: experimental