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Compound Detail

CHEMBL364545

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CNC(=O)Oc1cccc(CN(C)CCCCCCCOc2ccc3c(c2)O/C(=C\c2cccc4ccccc24)C3=O)c1

Basic Information

ChEMBL ID CHEMBL364545
Phase Preclinical
Structure Type MOL
InChI Key WNFYHXIHRPVKKQ-XSVYLIDLSA-N
2
Targets
4
Activities
1
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

578.7
MW (Da)
7.64
ALogP
6
HBA
1
HBD
77.1
PSA (Ų)
0.13
QED
2
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C36H38N2O5
MW 578.71
Aromatic Rings 4
Heavy Atoms 43
NP-Likeness -0.74

Activity Summary

IC50 4 meas. best 8.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Acetylcholinesterase
CHEMBL220
IC50 8.68 6.6 2.1 3
Cholinesterase
CHEMBL1914
IC50 4.4 4.4 40200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Acetylcholinesterase IC50 = 2.09 nM 8.68 Inhibition of AChE 20053484
Acetylcholinesterase IC50 = 2760.0 nM 5.56 Inhibition of recombinant human AChE 15974596
Acetylcholinesterase IC50 = 2760.0 nM 5.56 Inhibition of human AchE 18181565
Cholinesterase IC50 = 40200.0 nM 4.4 Inhibition of isolated human BuChE 15974596

Literature References

PubMed DOI Target Context # Activities
15974596 10.1021/jm049515h Acetylcholinesterase 2
18181565 10.1021/jm7009364 Acetylcholinesterase 2
15974596 10.1021/jm049515h Cholinesterase 1
15974596 10.1021/jm049515h Cholinesterases; ACHE & BCHE 1
15974596 10.1021/jm049515h No relevant target 1
20053484 10.1016/j.ejmech.2009.12.038 Acetylcholinesterase 1

Data from ChEMBL 36 via Core Engine