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

CHEMBL255231

LADOSTIGIL
🧪 Phase II
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
🧪 Phase II
C#CCN[C@@H]1CCc2ccc(OC(=O)N(C)CC)cc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL255231
Name LADOSTIGIL
Phase Phase II
Structure Type MOL
InChI Key LHXOCOHMBFOVJS-OAHLLOKOSA-N

Known Names

Ladostigil Ladostigilo TV-3326 FREE BASE
8
Targets
23
Activities
2
Assay Types
0
PK Parameters
20
Publications
3
Known Names
1
Indications

Molecular Properties

272.4
MW (Da)
2.35
ALogP
3
HBA
1
HBD
41.6
PSA (Ų)
0.86
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer
USAN Year 2000

Extended Properties

Molecular Formula C16H20N2O2
MW 272.35
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness -0.67

Indications

Dementia

Activity Summary

IC50 21 meas. best 6.32
Ki 2 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Butyrylcholinesterase
CHEMBL5077
 IC50 6.32 6.32 480.0 1
Cholinesterase
CHEMBL5763
 IC50 5.7 5.7 1980.0 2
Acetylcholinesterase
CHEMBL4768
 IC50 4.52 4.52 30300.0 1
Acetylcholinesterase
CHEMBL220
 IC50 4.5 4.3533 31800.0 3
Acetylcholinesterase
CHEMBL4078
 IC50 4.5 4.4 31800.0 2
Amine oxidase [flavin-containing] B
CHEMBL2039
 IC50 4.43 4.43 37100.0 5
Amine oxidase [flavin-containing] A
CHEMBL1951
 IC50 4.07 4.07 85000.0 1
Amine oxidase [flavin-containing] A
CHEMBL3358
 IC50 4.07 4.07 85000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Butyrylcholinesterase IC50 = 480.0 nM 6.32 Inhibition of equine BuChE after 120 mins by Ellman's method 23151013
Cholinesterase IC50 = 1980.0 nM 5.7 Inhibition of equine serum BuChE using S-butyrylthiocholine iodide as substrate ... 30108930
Cholinesterase IC50 = 1980.0 nM 5.7 Inhibition of equine serum butyrylcholinesterase using butyrylthiocholine as sub... 32031378
Acetylcholinesterase IC50 = 30300.0 nM 4.52 Inhibition of bovine AChE after 120 mins by Ellman's method 23151013
Acetylcholinesterase IC50 = 31800.0 nM 4.5 Inhibition of electric eel AChE using acetylthiocholine iodide as substrate prei... 30108930
Acetylcholinesterase IC50 = 31800.0 nM 4.5 Inhibition of human acetylcholinesterase using acetylthiocholine iodide as subst... 32031378
Amine oxidase [flavin-containing] B IC50 = 37100.0 nM 4.43 Inhibition of human recombinant MAO-B using benzylamine as substrate preincubate... 24128814
Amine oxidase [flavin-containing] B IC50 = 37100.0 nM 4.43 Inhibition of human MAO-B 32031378
Amine oxidase [flavin-containing] B IC50 = 37100.0 nM 4.43 Inhibition of human recombinant MAOB using kynuramine as substrate preincubated ... 30108930
Amine oxidase [flavin-containing] B IC50 = 37100.0 nM 4.43 Inhibition of human recombinant MAOB using benzylamine as substrate incubated fo... 23799643
Amine oxidase [flavin-containing] B IC50 = 37100.0 nM 4.43 Inhibition of human recombinant MAOB assessed as H2O2 production by Amplex Red r... 22978824
Acetylcholinesterase IC50 = 50000.0 nM 4.3 Inhibition of electric eel AChE using acetylthiocholine chloride as substrate pr... 23799643
Acetylcholinesterase IC50 = 52400.0 nM 4.28 Inhibition of human AchE 18181565
Acetylcholinesterase IC50 = 52400.0 nM 4.28 Inhibition of AChE in human erythrocytes preincubated for 60 mins followed by su... 31082225
Amine oxidase [flavin-containing] A IC50 = 85000.0 nM 4.07 Inhibitory concentration towards monoamine oxidase A in rat brain was measured 15027867
Amine oxidase [flavin-containing] A IC50 = 85000.0 nM 4.07 Inhibition of MAOA 18181565
Amine oxidase [flavin-containing] A IC50 = 85000.0 nM 4.07 Inhibition of MAO-A in rat brain using [14C]-5-hydroxytryptamine creatinine disu... 31082225

Literature References

PubMed DOI Target Context # Activities
15027867 10.1021/jm0310885 Amine oxidase [flavin-containing] B 5
15027867 10.1021/jm0310885 Amine oxidase [flavin-containing] A 5
23151013 10.1021/jm301411g H9c2 3
30744931 10.1016/j.bmc.2019.01.025 Rattus norvegicus 2
30108930 10.1039/C7MD00569E Unchecked 2
32206241 10.1039/C9MD00337A Mus musculus 2
32206241 10.1039/C9MD00337A Rattus norvegicus 2
32206241 10.1039/C9MD00337A Oryctolagus cuniculus 2
23151013 10.1021/jm301411g Unchecked 1
22978824 10.1021/jm300978h Amine oxidase [flavin-containing] A 1
23151013 10.1021/jm301411g Acetylcholinesterase 1
23799643 10.1021/jm400567s Amine oxidase [flavin-containing] B 1
23799643 10.1021/jm400567s Amine oxidase [flavin-containing] A 1
23799643 10.1021/jm400567s Cholinesterase 1
23799643 10.1021/jm400567s Acetylcholinesterase 1
24128814 10.1016/j.bmc.2013.09.050 Amine oxidase [flavin-containing] B 1
22978824 10.1021/jm300978h Amine oxidase [flavin-containing] B 1
30108930 10.1039/C7MD00569E Amine oxidase [flavin-containing] A 1
18181565 10.1021/jm7009364 Amine oxidase [flavin-containing] B 1
32031378 10.1021/acs.jmedchem.9b01617 Cholinesterase 1

Data from ChEMBL 36 via Core Engine