Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR0530)
Drug Name
Donepezil hydrochloride
Synonyms
Donepezil (Hydrochloride); Donepezil HCl; Donepezil hydrochloride; Donepezil, HCl; Donepezil; Donepezil [INN:BAN]; HSDB 7743; Donepezilo; Donepezilum; 120014-06-4; 2-((1-Benzylpiperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one; 2-[(1-benzyl-4-piperidyl)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one; 2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one; 2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one; ADEBPBSSDYVVLD-UHFFFAOYSA-N; C24H29NO3; CHEBI:53289; CHEMBL502; E 2020; E 2020 (pharmaceutical); E-2020; 1-Benzyl-4-((5,6-dimethoxy-1-indanon)-2-yl)methylpiperidine hcl; 110119-84-1; 120011-70-3; 2,3-Dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1H-inden-1-one hydrochloride; 2-((1-Benzylpiperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one hydrochloride; BNAG; C24H30ClNO3; CHEMBL1678; DSSTox_CID_26698; DSSTox_GSID_46698; DSSTox_RID_81832
Indication Alzheimer disease [ICD11: 8A20] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 416 Topological Polar Surface Area 38.8
Heavy Atom Count 29 Rotatable Bond Count 6
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
5741
ChEBI ID
CHEBI:4696
CAS Number
120011-70-3
TTD Drug ID
D0NS6H
Formula
C24H30ClNO3
Canonical SMILES
COC1=C(C=C2C(=C1)CC(C2=O)CC3CCN(CC3)CC4=CC=CC=C4)OC.Cl
InChI
1S/C24H29NO3.ClH/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;1H
InChIKey
XWAIAVWHZJNZQQ-UHFFFAOYSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
6-O-desmethyl donepezil DM006174
14553555
Unclear 1 [4]
6-O-desmethyl donepezil DM006174
14553555
Oxidation - O-dealkylation; hydroxylation 1 [5]
Donepezil M2 DM006176
11503234
Oxidation - Hydrolyzationn 1 [6] , [7]
Donepezil M4 DM006179 N. A. Hydrolysis - Hydrolysis 1 [5]
Donepezil M6 DM006180 N. A. Oxidation - N-oxidation 1 [5]
Donepezil M11 DM006175 N. A. Conjugation - Glucuronidation 2 [4]
Donepezil M12 DM006177 N. A. Conjugation - Glucuronidation 2 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006620 Donepezil hydrochloride Donepezil M1 Oxidation - O-dealkylation; hydroxylation Unclear [5]
MR006622 Donepezil hydrochloride Donepezil M2 Oxidation - Hydrolyzationn Unclear [6], [7]
MR006624 Donepezil hydrochloride Donepezil M4 Hydrolysis - Hydrolysis Unclear [5]
MR006625 Donepezil hydrochloride Donepezil M6 Oxidation - N-oxidation Unclear [5]
MR006621 Donepezil M1 Donepezil M11 Conjugation - Glucuronidation Unclear [4]
MR006623 Donepezil M2 Donepezil M12 Conjugation - Glucuronidation Unclear [4]
⏷ Show the Full List of 6 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[2]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
References
1 Donepezil Hydrochloride was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Stereoselective metabolism of donepezil and steady-state plasma concentrations of S-donepezil based on CYP2D6 polymorphisms in the therapeutic responses of Han Chinese patients with Alzheimer's disease. J Pharmacol Sci. 2015 Nov;129(3):188-95.
3 Donepezil plasma concentrations, CYP2D6 and CYP3A4 phenotypes, and cognitive outcome in Alzheimer's disease. Eur J Clin Pharmacol. 2016 Jun;72(6):711-7.
4 DrugBank(Pharmacology-Metabolism): Donepezil hydrochloride
5 Metabolism and elimination of 14C-donepezil in healthy volunteers: a single-dose study
6 An evaluation of the pharmacokinetics of donepezil HCl in patients with moderately to severely impaired renal function
7 Donepezil in Alzheimer's disease: From conventional trials to pharmacogenetics

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.