donepezil   Click here for help

GtoPdb Ligand ID: 6599

Synonyms: Aricept® | E-2020
Approved drug
donepezil is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: May be refered to as donepezil hydrochloride (PubChem CID 5741). In addition to the original brand, Aricept, generic donepezil formulations are now approved by the US FDA.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: donepezil

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 38.77
Molecular weight 379.21
XLogP 3.67
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES COc1cc2c(cc1OC)CC(C2=O)CC1CCN(CC1)Cc1ccccc1
Isomeric SMILES COc1cc2c(cc1OC)CC(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
Bioactivity Comments
Reported as 188-fold selctive against acetylcholinesterase (P22303) over butyrylcholinesterase (P06276) [3].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
acetylcholinesterase (Cartwright blood group) Primary target of this compound Hs Inhibitor Inhibition 7.7 – 8.3 pIC50 - 1-3
pIC50 7.7 – 8.3 [1-3]