ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL659
CHEMBL659
Compound Name GALANTAMINE
ChEMBL Synonyms GALANTHAMINE | RAZADYNE | Razadyne er | REMINYL | Razadyne | Galantamine | GALANTAMINE HYDROBROMIDE
Max Phase 4 (Approved)
Trade Names GALANTAMINE HYDROBROMIDE | Razadyne er | REMINYL | RAZADYNE
Molecular Formula C17H21NO3

Additional synonyms for CHEMBL659 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc2CN(C)CC[C@@]34C=C[C@H](O)C[C@@H]3Oc1c24
Standard InChI InChI=1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(2 ...
Download InChI
Standard InChI Key ASUTZQLVASHGKV-JDFRZJQESA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL659

Molecule Features

CHEMBL659 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer 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
ALZHEIMER DISEASED000544EFO:0000249ALZHEIMERS DISEASE3ClinicalTrials
SCHIZOPHRENIAD012559EFO:0000692SCHIZOPHRENIA2ClinicalTrials
SUBARACHNOID HEMORRHAGED013345EFO:0000713SUBARACHNOID HEMORRHAGE1ClinicalTrials
DEMENTIAD003704EFO:0003862DEMENTIA4ATC
ClinicalTrials
MEMORY DISORDERSD008569EFO:0001072MEMORY IMPAIRMENT1ClinicalTrials
TOBACCO USE DISORDERD014029EFO:0003768NICOTINE DEPENDENCE2ClinicalTrials
COCAINE-RELATED DISORDERSD019970EFO:0002610COCAINE DEPENDENCE2ClinicalTrials
LECITHIN ACYLTRANSFERASE DEFICIENCYD007863Orphanet:79292FISH-EYE DISEASE1ClinicalTrials
OBESITYD009765EFO:0001073OBESITY1ClinicalTrials

Clinical Data

ClinicalTrials.gov GALANTAMINE
The Cochrane Collaboration GALANTAMINE

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 CHEMBL659. 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
CHEMBL3199 Acetylcholinesterase Rattus norvegicus 1.000
CHEMBL4780 Acetylcholinesterase Torpedo californica 1.000
CHEMBL3041 Mu opioid receptor Bos taurus 0.992
CHEMBL237 Kappa opioid receptor Homo sapiens 0.985
CHEMBL4354 Mu opioid receptor Cavia porcellus 0.944
CHEMBL236 Delta opioid receptor Homo sapiens 0.918
CHEMBL3952 Kappa opioid receptor Cavia porcellus 0.901
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.778
CHEMBL233 Mu opioid receptor Homo sapiens 0.716
CHEMBL2858 Mu opioid receptor Mus musculus 0.274



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3403 Butyrylcholinesterase Rattus norvegicus 1.000
CHEMBL4780 Acetylcholinesterase Torpedo californica 1.000
CHEMBL3199 Acetylcholinesterase Rattus norvegicus 1.000
CHEMBL3041 Mu opioid receptor Bos taurus 0.999
CHEMBL3952 Kappa opioid receptor Cavia porcellus 0.997
CHEMBL237 Kappa opioid receptor Homo sapiens 0.992
CHEMBL236 Delta opioid receptor Homo sapiens 0.980
CHEMBL311 Glutamate [NMDA] receptor subunit epsilon 2 Rattus norvegicus 0.975
CHEMBL4354 Mu opioid receptor Cavia porcellus 0.968
CHEMBL233 Mu opioid receptor Homo sapiens 0.945
CHEMBL2858 Mu opioid receptor Mus musculus 0.856
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.772
CHEMBL4329 Kappa opioid receptor Mus musculus 0.678

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
287.4 287.1521 1.44 1 41.93 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 4 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.93 7.92 -.05 -.69 1 21 0.79

Structural Alerts

There are 1 structural alerts for CHEMBL659. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06D - ANTI-DEMENTIA DRUGS
N06DA - Anticholinesterases
N06DA04 - galantamine

ChemSpider ChemSpider:ASUTZQLVASHGKV-JDFRZJQESA-N
DailyMed galantamine hydrobromide
PubChem SID: 104171341 SID: 144204358 SID: 26751839
Wikipedia Galantamine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL659



ACToR 1953-04-4 357-70-0 1551-02-6
BindingDB 10404
Brenda 25855 17243 1391
ChEBI 42944
DrugBank DB00674
DrugCentral 1272
eMolecules 31226179 36753247 901931
EPA CompTox Dashboard DTXSID2045606
FDA SRS 0D3Q044KCA
Guide to Pharmacology 6693
Human Metabolome Database HMDB14812
IBM Patent System 0FC7945BC41A84660333F5CEC865A45A
KEGG Ligand C08526
LINCS LSM-5604
Mcule MCULE-7226205054 MCULE-7156449246
Metabolights MTBLC42944
Nikkaji J11.407C
NMRShiftDB 20062583
PDBe GNT
PharmGKB PA449726
PubChem 9651
PubChem: Thomson Pharma 14751181 14775584
SureChEMBL SCHEMBL2577
ZINC ZINC000000491073

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