DONEPEZIL

Search structure
Synonyms:
Status: Approved (1996)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N06DA02
UNII: 8SSC91326P

Structure
InChI Key ADEBPBSSDYVVLD-UHFFFAOYSA-N
Smile COc1cc2c(cc1OC)C(=O)C(CC1CCN(Cc3ccccc3)CC1)C2
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H29NO3
Molecular Weight 379.5
AlogP 4.36
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 6.0
Polar Surface Area 38.77
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 28.0

Pharmacology

Primary Target
acetylcholinesterase (Cartwright blood group)
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- - - - 10
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 54680 - - 8-87
Enzyme Hydrolase
43 7-26100 - 7-38 0-98
Enzyme Oxidoreductase
- 15000-15000 - - 0
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A1A subfamily
- 169-3200 - - 80
Enzyme Transferase
- 5 - - 22
Ion channel Ligand-gated ion channel Nicotinic acetylcholine receptor Nicotinic acetylcholine receptor epsilon subunit
- - - - 29-91
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 1995 - - -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 34300 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 350 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - - 10
Membrane receptor
- 350 - 15-15 14-34
Other membrane protein
- - - 15 -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 34850 - - 18-76
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 72900 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 3 D009369 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Stroke 3 D020521 ClinicalTrials
Parkinson Disease 3 D010300 ClinicalTrials
Alzheimer Disease 3 D000544 ClinicalTrials
Multiple Sclerosis 3 D009103 ClinicalTrials
Dementia, Vascular 3 D015140 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Cognitive Dysfunction 3 D060825 ClinicalTrials
Aphasia 3 D001037 ClinicalTrials
Ischemic Stroke 3 D000083242 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Neuralgia 2 D009437 ClinicalTrials
Diabetes Mellitus, Type 2 2 D003924 ClinicalTrials
Supranuclear Palsy, Progressive 2 D013494 ClinicalTrials
Fragile X Syndrome 2 D005600 ClinicalTrials
Delirium 2 D003693 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Child Development Disorders, Pervasive 2 D002659 ClinicalTrials
Tobacco Use Disorder 2 D014029 ClinicalTrials
Wounds and Injuries 2 D014947 ClinicalTrials
Amblyopia 1 D000550 ClinicalTrials
Skin Diseases 1 D012871 ClinicalTrials
Central Nervous System Diseases 1 D002493 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 120014-06-4
ChEBI 53289
ChEMBL CHEMBL502
DrugBank DB00843
DrugCentral 946
EPA CompTox DTXSID8048317
FDA SRS 8SSC91326P
Human Metabolome Database HMDB0005041
Guide to Pharmacology 6599
PharmGKB PA449394
PubChem 3152
SureChEMBL SCHEMBL2149
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