CHEBI:53289 - donepezil

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ChEBI Name donepezil
ChEBI ID CHEBI:53289
Definition A racemate comprising equimolar amounts of (R)- and (S)-donepezil. A centrally acting reversible acetylcholinesterase inhibitor, its main therapeutic use is in the treatment of Alzheimer's disease where it is used to increase cortical acetylcholine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C24H29NO3
Net Charge 0
Average Mass 379.500
Monoisotopic Mass 379.21474
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
InChIKey ADEBPBSSDYVVLD-UHFFFAOYSA-N
SMILES C1(=C(C=C2C(=C1)CC(C2=O)(CC3CCN(CC3)CC4=CC=CC=C4)[H])OC)OC
Roles Classification
Biological Role(s): EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
EC 3.1.1.7 (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
Application(s): nootropic agent
Any compound that improves mental functions such as cognition, memory, intelligence, motivation, attention, and concentration.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing donepezil (CHEBI:53289) has part (R)-donepezil (CHEBI:53292)
donepezil (CHEBI:53289) has part (S)-donepezil (CHEBI:53290)
donepezil (CHEBI:53289) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
donepezil (CHEBI:53289) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
donepezil (CHEBI:53289) has role nootropic agent (CHEBI:66980)
donepezil (CHEBI:53289) is a racemate (CHEBI:60911)
donepezil (CHEBI:53289) is conjugate base of donepezil (1+) (CHEBI:145498)
Incoming donepezil (1+) (CHEBI:145498) is conjugate acid of donepezil (CHEBI:53289)
INNs Sources
donepezil ChemIDplus
donépézil WHO MedNet
donepezilo WHO MedNet
donepezilum WHO MedNet
Manual Xrefs Databases
946 DrugCentral
D07869 KEGG DRUG
DB00843 DrugBank
Donepezil Wikipedia
LSM-1598 LINCS
View more database links
Registry Numbers Types Sources
120014-06-4 CAS Registry Number KEGG DRUG
120014-06-4 CAS Registry Number DrugBank
120014-06-4 CAS Registry Number ChemIDplus
7081955 Reaxys Registry Number Reaxys
7081955 Beilstein Registry Number Beilstein
Last Modified
26 November 2019