Drug Details

General Information of the Drug (ID: DR3826)
Name
Donepezil
Synonyms
donepezil; 120014-06-4; Aricept; 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; HSDB 7743; CHEMBL502; 2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one; (S)-E2020 (free base); C24H29NO3; CHEBI:53289; 2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one; 1H-Inden-1-one, 2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-; donepezilo; Donepezil [INN:BAN]; 1H-Inden-1-one, 2,3-dihydro-5,6-dimethoxy-2-((1-(phenylmethyl)-4-piperidinyl)methyl)-; 142057-80-5; NSC 737535; NSC 758882; NCGC00167537-01; donepezilum; Domepezil; Donepezil (INN); Donaz (TN); PubChem22271; Spectrum_001664; Spectrum5_001662; SCHEMBL2149; Oprea1_188452; KBioSS_002144; BDBM8960; GTPL6599; SCHEMBL8265876; DTXSID8048317; KBio2_002144; KBio2_004712; KBio2_007280; AMY8939; CHEBI:145499; BCPP000253; HMS3886M11; BCP07590; EBD50998; MFCD00912833; s5073; STK003905; AKOS000277311; AKOS016842349; AC-6969; BCP9000622; CCG-268401; DB00843; MRF-0000323; AK-72906; HY-14566; I903; SBI-0206789.P001; AB0013927; FT-0601545; D07869; S-6065; 32288-EP2269989A1; 32288-EP2269990A1; 32288-EP2275420A1; 32288-EP2278970A1; 32288-EP2280010A2; 32288-EP2281815A1; 32288-EP2283811A1; 32288-EP2289882A1; 32288-EP2289886A1; 32288-EP2295417A1; 32288-EP2298758A1; 32288-EP2298759A1; 32288-EP2298761A1; 32288-EP2298772A1; 32288-EP2298776A1; 32288-EP2301933A1; 32288-EP2305640A2; 32288-EP2305664A1; 32288-EP2305675A1; 32288-EP2308839A1; 32288-EP2311823A1; 32288-EP2311827A1; AB00640013-07; AB00640013-08; AB00640013_09; AB00640013_10; 014D064; Q415081; Q-100098; BRD-A49160188-003-04-4; Z1741977105; 2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxyindan-1-one; (+/-)-2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-indan-1-one; 2-[(1-benzyl-4-piperidyl)methyl]- 5,6-dimethoxy-2,3-dihydroinden-1-one; 2,3-dihydro-5,6-dimethoxy-2 [[1-(phenyl methyl)-4-piperidinyl]methyl]-1H-inden-1-one; 2,3-dihydro-5,6-dimethoxy-2[[1-(phenyl methyl)-4-piperidinyl]methyl]-1H-inden-1-one; 5,6-dimethoxy-2-[[1-(phenylmethyl)piperidin-4-yl]methyl]-2,3-dihydroinden-1-one
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Molecular Type
Small molecule
Disease Alzheimer disease [ICD-11: 8A20] Approved [1]
Structure
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2D MOL

3D MOL

ADMET Property
Absorption Cmax
The maximum plasma concentration (Cmax) of drug is 11.754 mcg/L
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 2: low solubility and high permeability
Bioavailability
The bioavailability of drug is 90%
Clearance
The clearance of drug is 0.13 C 0.19 L/h/kg
Elimination
57% of drug was eliminated in the urine, and 5% was eliminated in the feces
Half-life
The concentration or amount of drug in body reduced by one-half in 70 hours
Metabolism
The drug is metabolized via the CYP3A4 and CYP2D6 in the liver
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 0.3764 micromolar/kg/day
Vd
The volume of distribution (Vd) of drug is 11.8 +/- 1.7 L/kg
Water Solubility
The ability of drug to dissolve in water is measured as 0.0029 mg/mL
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Formula
C24H29NO3
PubChem CID
3152
Canonical SMILES
COC1=C(C=C2C(=C1)CC(C2=O)CC3CCN(CC3)CC4=CC=CC=C4)OC
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
CAS Number
CAS 120014-06-4
ChEBI ID
CHEBI:53289
TTD Drug ID
D0NS6H
DrugBank ID
DB00843
Target and Pathway
Target(s) Acetylcholinesterase (AChE)  Molecule Info  [2]
KEGG Pathway Glycerophospholipid metabolism Click to Show/Hide
2 Cholinergic synapse
Panther Pathway Muscarinic acetylcholine receptor 1 and 3 signaling pathway Click to Show/Hide
2 Muscarinic acetylcholine receptor 2 and 4 signaling pathway
3 Nicotinic acetylcholine receptor signaling pathway
Pathwhiz Pathway Phospholipid Biosynthesis Click to Show/Hide
Pathway Interaction Database ATF-2 transcription factor network Click to Show/Hide
WikiPathways Monoamine Transport Click to Show/Hide
2 Biogenic Amine Synthesis
3 Acetylcholine Synthesis
4 Integrated Pancreatic Cancer Pathway
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 6599).
Reference 2 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 2465).