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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL502
CHEMBL502
Compound Name DONEPEZIL
ChEMBL Synonyms ARICEPT EVESS | DONEPEZIL HYDROCHLORIDE | E-2020 | E2020 | [14C]Donepezil Hydrochloride | BNAG | ARICEPT | Aricept | DONEPEZIL | Donepezil Hydrochloride Monohydrate | ARICEPT ODT
Max Phase 4 (Approved)
Trade Names ARICEPT EVESS | DONEPEZIL HYDROCHLORIDE | ARICEPT ODT | ARICEPT
Molecular Formula C24H29NO3

Additional synonyms for CHEMBL502 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cc2CC(CC3CCN(Cc4ccccc4)CC3)C(=O)c2cc1OC
Standard InChI InChI=1S/C24H29NO3/c1-27-22-14-19-13-20(24(26)21(19)15-23(22 ...
Download InChI
Standard InChI Key ADEBPBSSDYVVLD-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL502

Molecule Features

CHEMBL502 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Acetylcholinesterase inhibitor Acetylcholinesterase DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis3ClinicalTrials
Autistic DisorderD001321EFO:0003758autism2ClinicalTrials
Brain NeoplasmsD001932EFO:0003833brain neoplasm3ClinicalTrials
GliomaD005910EFO:0000326central nervous system cancer2ClinicalTrials
StrokeD020521EFO:0000712stroke1ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
ClinicalTrials
Fragile X SyndromeD005600Orphanet:908Fragile X syndrome2ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
Migraine DisordersD008881EFO:0003821migraine disorder2ClinicalTrials
AmblyopiaD0005501ClinicalTrials
Tobacco Use DisorderD014029EFO:0003768nicotine dependence2ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease4ClinicalTrials
DailyMed
DailyMed
DailyMed
ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
NeuralgiaD009437EFO:0005762neuropathic pain2ClinicalTrials
ClinicalTrials
Supranuclear Palsy, ProgressiveD013494Orphanet:240071Classical progressive supranuclear palsy2ClinicalTrials
Child Development Disorders, PervasiveD002659EFO:0003756autism spectrum disorder2ClinicalTrials
Dementia, VascularD015140EFO:0004718vascular dementia3ClinicalTrials
ClinicalTrials
Skin DiseasesD012871EFO:0000701skin disease1ClinicalTrials
Down SyndromeD004314EFO:0001064Down syndrome3ClinicalTrials
Rett SyndromeD015518Orphanet:778Rett syndrome3ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
Cognitive DysfunctionD060825HP:0100543cognitive impairment3ClinicalTrials
ClinicalTrials
Parkinson DiseaseD010300EFO:0002508Parkinson's disease3ClinicalTrials

Clinical Data

ClinicalTrials.gov DONEPEZIL
The Cochrane Collaboration DONEPEZIL

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL502. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL220 Acetylcholinesterase Homo sapiens 1.000
CHEMBL3198 Acetylcholinesterase Mus musculus 1.000
CHEMBL3199 Acetylcholinesterase Rattus norvegicus 1.000
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 1.000
CHEMBL287 Sigma opioid receptor Homo sapiens 1.000
CHEMBL4780 Acetylcholinesterase Torpedo californica 1.000
CHEMBL4153 Sigma-1 receptor Cavia porcellus 1.000
CHEMBL5763 Cholinesterase Equus caballus 0.999
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.999
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 0.999
CHEMBL1914 Butyrylcholinesterase Homo sapiens 0.997
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.997
CHEMBL4768 Acetylcholinesterase Bos taurus 0.997
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.993
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.992
CHEMBL3465 Sigma opioid receptor Mus musculus 0.991
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.988
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.977
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 0.971
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.924



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL220 Acetylcholinesterase Homo sapiens 1.000
CHEMBL3198 Acetylcholinesterase Mus musculus 1.000
CHEMBL3199 Acetylcholinesterase Rattus norvegicus 1.000
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 1.000
CHEMBL5763 Cholinesterase Equus caballus 1.000
CHEMBL3403 Butyrylcholinesterase Rattus norvegicus 1.000
CHEMBL287 Sigma opioid receptor Homo sapiens 1.000
CHEMBL4768 Acetylcholinesterase Bos taurus 1.000
CHEMBL1914 Butyrylcholinesterase Homo sapiens 1.000
CHEMBL4153 Sigma-1 receptor Cavia porcellus 1.000
CHEMBL2967 Dopamine D1 receptor Bos taurus 1.000
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 0.999
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.999
CHEMBL3465 Sigma opioid receptor Mus musculus 0.999
CHEMBL4780 Acetylcholinesterase Torpedo californica 0.997
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.997
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.988
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.984
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 0.965
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.888

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
379.5 379.2147 4.36 6 38.77 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 0 0 4 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.84 3.91 2.47 2 28 0.75

Structural Alerts

There are 1 structural alerts for CHEMBL502. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06D - ANTI-DEMENTIA DRUGS
N06DA - Anticholinesterases
N06DA02 - donepezil

ChemSpider ChemSpider:ADEBPBSSDYVVLD-UHFFFAOYSA-N
DailyMed donepezil hydrochloride
PubChem SID: 50112790
Wikipedia Donepezil

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL502



ACToR 120014-06-4
BindingDB 8960
Brenda 55195 2444 70637 80306
ChEBI 53289
ChemicalBook CB0156314
DrugBank DB00843
DrugCentral 946
eMolecules 873089
EPA CompTox Dashboard DTXSID8048317
Guide to Pharmacology 6599
Human Metabolome Database HMDB0005041
IBM Patent System 8E76694824EF4F95B03479058682AF03
LINCS LSM-1598
MolPort MolPort-003-847-014
Nikkaji J458.527E
PharmGKB PA449394
PubChem 3152
PubChem: Thomson Pharma 14829295
SureChEMBL SCHEMBL2149

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/ADEBPBSSDYVVLD-UHFFFAOYSA-N spacer
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