Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL659

GALANTAMINE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
COc1ccc2c3c1O[C@H]1C[C@@H](O)C=C[C@@]31CCN(C)C2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL659
Name GALANTAMINE
Phase Approved
Structure Type MOL
InChI Key ASUTZQLVASHGKV-JDFRZJQESA-N
Therapeutic ✓ Yes

Known Names

(-)-galantamine (-)-galanthamine Acumor xl Consion xl Elmino xl Galantamina Galantamine Galanthamine Galsya xl Galzemic xl Gatalin xl Gazylan xl +6 more
14
Targets
329
Activities
3
Assay Types
12
PK Parameters
20
Publications
18
Known Names
17
Indications

Molecular Properties

287.4
MW (Da)
1.85
ALogP
4
HBA
1
HBD
41.9
PSA (Ų)
0.80
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2001
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Year 2000

Extended Properties

Molecular Formula C17H21NO3
MW 287.36
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness 2.11

Indications

Dementia Alzheimer Disease Anxiety Autistic Disorder Dementia, Vascular Depressive Disorder Lewy Body Disease Schizophrenia Cocaine-Related Disorders HIV Infections Psychotic Disorders Tobacco Use Disorder Hypotension, Orthostatic Lecithin Cholesterol Acyltransferase Deficiency Memory Obesity Subarachnoid Hemorrhage

ATC Classification

N06DA04
galantamine
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOANALEPTICS

Activity Summary

IC50 305 meas. best 7.29
Ki 20 meas. best 7.21
EC50 4 meas. best 5.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cholinesterase
CHEMBL1914
 IC50 7.29 4.9784 51.0 49
Acetylcholinesterase
CHEMBL220
 Ki 7.21 6.685 61.9 6
Acetylcholinesterase
CHEMBL220
 IC50 7.0 5.8589 100.0 80
Acetylcholinesterase
CHEMBL4078
 IC50 6.88 5.8428 132.0 82
Cholinesterase
CHEMBL1914
 Ki 6.72 5.4533 192.5 6
Acetylcholinesterase
CHEMBL4780
 IC50 6.44 6.28 360.0 4
Acetylcholinesterase
CHEMBL4078
 Ki 6.37 6.055 428.0 6
Acetylcholinesterase
CHEMBL3199
 IC50 6.27 5.9857 538.0 7
SH-SY5Y
CHEMBL614910
 IC50 6.13 6.13 747.0 1
Acetylcholinesterase
CHEMBL220
 EC50 5.96 5.96 1100.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 5.83 5.6967 1480.0 3
Acetylcholinesterase
CHEMBL3198
 IC50 5.68 5.64 2080.0 2
Unchecked
CHEMBL612545
 IC50 5.51 5.0933 3120.0 3
Cholinesterase
CHEMBL5763
 IC50 5.5 4.8695 3200.0 57
Butyrylcholinesterase
CHEMBL3403
 IC50 5.23 5.23 5900.0 1
NIH3T3
CHEMBL614822
 IC50 5.14 5.14 7280.0 1
Cholinesterase
CHEMBL5763
 Ki 5.11 5.11 7700.0 1
Butyrylcholinesterase
CHEMBL5077
 Ki 5.1 5.1 8000.0 1
Butyrylcholinesterase
CHEMBL5077
 IC50 5.08 4.9611 8394.6 9
Acetylcholinesterase
CHEMBL4768
 IC50 5.06 5.06 8700.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 5.6 mL.min-1.kg-1 Homo sapiens
CL 5.6 mL.min-1.kg-1 Homo sapiens
Fu 0.82 - Homo sapiens
Fu 0.83 - Homo sapiens
KA - - Homo sapiens
KA - - Homo sapiens
KA - - Homo sapiens
KA - - Homo sapiens
KA - - Homo sapiens
Ke 25.7 uM Homo sapiens
MRT 6.8 hr Homo sapiens
T1/2 5.3 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cholinesterase IC50 = 51.0 nM 7.29 Inhibition of BchE (unknown origin) 38795518
Acetylcholinesterase Ki = 61.96 nM 7.21 Inhibition of human recombinant AChE using acetylthiocholine as substrate 23041347
Acetylcholinesterase Ki = 61.9 nM 7.21 Inhibition of human AChE assessed as acetylthiocholine hydrolysis 25088549
Acetylcholinesterase IC50 = 100.0 nM 7.0 Inhibitory activity against acetylcholinesterase in human RBC -
Acetylcholinesterase IC50 = 132.0 nM 6.88 Inhibition of electric eel AChE using acetylthiocholine iodide as substrate prei... 37031527
Acetylcholinesterase IC50 = 150.0 nM 6.82 Inhibition of electric eel AChE using acetylthiocholine iodide as substrate pre-... 35870364
Cholinesterase IC50 = 170.0 nM 6.77 Inhibition of butyrylcholinesterase (unknown origin) using butyrylthiocholine ch... -
Cholinesterase Ki = 192.5 nM 6.72 Inhibition of human BChE assessed as acetylthiocholine hydrolysis 25088549
Cholinesterase Ki = 192.47 nM 6.72 Inhibition of human recombinant BChE using acetylthiocholine as substrate 23041347
Acetylcholinesterase IC50 = 250.0 nM 6.6 Inhibition of electric eel AChE 28505534
Acetylcholinesterase Ki = 250.0 nM 6.6 Inhibition of acetylcholinesterase (unknown origin) assessed as AChI hydrolysis ... 25921269
Acetylcholinesterase IC50 = 300.0 nM 6.52 Inhibition AChE (unknown origin) using ATCI as substrate assessed as hydrolysis ... 26841168
Acetylcholinesterase Ki = 300.0 nM 6.52 Inhibition of AChE by Ellman's assay 20655219
Acetylcholinesterase IC50 = 300.0 nM 6.52 Inhibition of human AChE by Ellman's method 22425563
Acetylcholinesterase IC50 = 300.0 nM 6.52 Inhibition of acetylcholinesterase (unknown origin) 23199476
Acetylcholinesterase IC50 = 300.0 nM 6.52 Inhibition of AChE (unknown origin) 30031971
Acetylcholinesterase IC50 = 350.0 nM 6.46 Inhibition of AChE (unknown origin) 26159481
Acetylcholinesterase IC50 = 350.0 nM 6.46 Inhibition of human AChE 18479118
Acetylcholinesterase IC50 = 350.0 nM 6.46 Inhibition of AChE (unknown origin) 34153839
Acetylcholinesterase IC50 = 350.0 nM 6.46 Inhibition of AChE-induced amyloid beta aggregation 21216144

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 571
- 10.5281/zenodo.13943903 ADMET 89
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
29887354 10.1016/j.bmcl.2018.05.063 Acetylcholinesterase 12
24581918 10.1016/j.bmcl.2014.02.008 NON-PROTEIN TARGET 10
29887354 10.1016/j.bmcl.2018.05.063 Cholinesterase 8
19853328 10.1016/j.ejmech.2009.09.045 Brain 6
33479638 10.1039/d0md00009d Mus musculus 5
12182861 10.1016/s0960-894x(02)00482-1 Felis catus 5
29150331 10.1016/j.ejmech.2017.10.017 Amyloid-beta precursor protein 5
27376495 10.1016/j.ejmech.2016.06.036 NON-PROTEIN TARGET 5
21459491 10.1016/j.ejmech.2011.02.071 Acetylcholinesterase 4
18426954 10.1124/dmd.108.020479 ADMET 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
8126709 10.1021/jm00031a019 Mus musculus 3
7658452 10.1021/jm00018a025 Mus musculus 3
8126709 10.1021/jm00031a019 Rattus norvegicus 3
8126709 10.1021/jm00031a019 Acetylcholinesterase 3
24485122 10.1016/j.bmc.2014.01.010 Acetylcholinesterase 3
22425563 10.1016/j.bmcl.2012.02.057 Acetylcholinesterase 3

Data from ChEMBL 36 via Core Engine