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Compound Detail

CHEMBL433041

EPTASTIGMINE
🧪 Phase II
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🧪 Phase II
CCCCCCCNC(=O)Oc1ccc2c(c1)[C@]1(C)CCN(C)[C@@H]1N2C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL433041
Name EPTASTIGMINE
Phase Phase II
Structure Type MOL
InChI Key RRGMXBQMCUKRLH-CTNGQTDRSA-N

Known Names

Eptastigmina Eptastigmine N-demethyl-n-heptylphysostigmine
4
Targets
21
Activities
2
Assay Types
1
PK Parameters
20
Publications
3
Known Names

Molecular Properties

359.5
MW (Da)
4.11
ALogP
4
HBA
1
HBD
44.8
PSA (Ų)
0.74
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer
USAN Stem -stigmine

Extended Properties

Molecular Formula C21H33N3O2
MW 359.51
Aromatic Rings 1
Heavy Atoms 26
NP-Likeness 0.71

Activity Summary

IC50 20 meas. best 9.16
Ki 1 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cholinesterase
CHEMBL1914
 IC50 9.16 8.515 0.7 4
Acetylcholinesterase
CHEMBL220
 IC50 8.3 7.3054 5.0 13
Acetylcholinesterase
CHEMBL3199
 IC50 8.05 7.135 9.0 2
Acetylcholinesterase
CHEMBL220
 Ki 7.0 7.0 100.0 1
Acetylcholinesterase
CHEMBL3198
 IC50 6.83 6.83 148.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 10.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cholinesterase IC50 = 0.69 nM 9.16 In vitro inhibition of human serum Butyrylcholinesterase using butyrylthiocholin... -
Cholinesterase IC50 = 5.0 nM 8.3 Ex vivo inhibition of human plasma Butyrylcholinesterase. 12166941
Cholinesterase IC50 = 5.0 nM 8.3 Inhibitory concentration against human plasma Butyrylcholinesterase 15715468
Cholinesterase IC50 = 5.0 nM 8.3 Anticholinesterase activity against human plasma BChE 16570913
Acetylcholinesterase IC50 = 5.0 nM 8.3 Inhibition of human erythrocytes BChE 21459491
Acetylcholinesterase IC50 = 5.0 nM 8.3 Inhibition of human plasma BChE 21459491
Acetylcholinesterase IC50 = 9.0 nM 8.05 Inhibition of acetylcholinesterase. -
Acetylcholinesterase IC50 = 9.0 nM 8.05 Compound was evaluated in vitro in rats for the inhibition of brain (striatal) a... -
Acetylcholinesterase IC50 = 22.0 nM 7.66 Anticholinesterase activity against human erythrocyte AChE 16570913
Acetylcholinesterase IC50 = 22.0 nM 7.66 Inhibition of human erythrocytes AChE 21459491
Acetylcholinesterase IC50 = 22.0 nM 7.66 Inhibition of human AChE by Ellmans test 20684567
Acetylcholinesterase IC50 = 22.0 nM 7.66 Inhibitory concentration against human erythrocyte Acetylcholinesterase 15715468
Acetylcholinesterase IC50 = 22.0 nM 7.66 Ex vivo inhibition of human erythrocyte Acetylcholinesterase. 12166941
Acetylcholinesterase Ki = 100.0 nM 7.0 Binding affinity to AChE (unknown origin) assessed as inhibition constant 35858523
Acetylcholinesterase IC50 = 110.0 nM 6.96 In vitro inhibitory activity against human AchE (Acetylcholinesterase) 1573636
Acetylcholinesterase IC50 = 110.0 nM 6.96 In vitro inhibitory activity against human acetylcholinesterase 8027982
Acetylcholinesterase IC50 = 125.0 nM 6.9 Inhibitory activity against acetylcholinesterase in human RBC -
Acetylcholinesterase IC50 = 148.0 nM 6.83 Inhibitory activity against acetylcholinesterase in mice at the dose of 4.8 mg/k... 8027982
Acetylcholinesterase IC50 = 290.0 nM 6.54 Inhibition of Acetylcholinesterase (AChE) from human RBC -
Acetylcholinesterase IC50 = 600.0 nM 6.22 Inhibitory activity against acetylcholinesterase in rat brain -

Literature References

PubMed DOI Target Context # Activities
- 10.1016/S0960-894X(96)00592-6 Acetylcholinesterase 7
- 10.1016/S0960-894X(96)00592-6 Mus musculus 6
- 10.1016/0960-894X(96)00072-8 Acetylcholinesterase 5
21459491 10.1016/j.ejmech.2011.02.071 Acetylcholinesterase 4
8027982 10.1021/jm00039a013 Mus musculus 4
- 10.1016/0960-894X(96)00072-8 Amine oxidase [flavin-containing] B 4
- 10.1016/0960-894X(96)00072-8 Amine oxidase [flavin-containing] A 4
1573636 10.1021/jm00086a011 Mus musculus 2
- 10.1016/0960-894X(96)00102-3 Acetylcholinesterase 2
8027982 10.1021/jm00039a013 Acetylcholinesterase 2
- 10.1016/S0960-894X(96)00592-6 Cholinesterase 1
12166941 10.1021/jm010491d Acetylcholinesterase 1
12166941 10.1021/jm010491d Cholinesterase 1
12166941 10.1021/jm010491d Cholinesterases; ACHE & BCHE 1
1573636 10.1021/jm00086a011 Acetylcholinesterase 1
15715468 10.1021/jm049309+ Acetylcholinesterase 1
15715468 10.1021/jm049309+ Cholinesterase 1
16570913 10.1021/jm050578p Acetylcholinesterase 1
16570913 10.1021/jm050578p Cholinesterase 1
35858523 10.1016/j.ejmech.2022.114606 ADMET 1

Data from ChEMBL 36 via Core Engine