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Compound Detail

CHEMBL2425965

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CCc1nc2cc(/C=C/C(=O)NO)ccc2c(=O)n1CCc1ccc(OC)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2425965
Phase Preclinical
Structure Type MOL
InChI Key DWWXXRKGLLUOGK-YRNVUSSQSA-N
7
Targets
8
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

393.4
MW (Da)
2.73
ALogP
6
HBA
2
HBD
93.5
PSA (Ų)
0.37
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H23N3O4
MW 393.44
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.79

Activity Summary

IC50 5 meas. best 7.39
EC50 3 meas. best 5.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 7.39 7.39 41.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.23 6.23 594.0 1
Histone deacetylase 1
CHEMBL325
 IC50 5.74 5.74 1810.0 1
Histone deacetylase 11
CHEMBL3310
 IC50 5.41 5.41 3910.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 5.32 5.32 4780.0 1
PC-12
CHEMBL612556
 EC50 5.14 4.915 7200.0 2
SH-SY5Y
CHEMBL614910
 EC50 4.69 4.69 20600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 41.0 nM 7.39 Inhibition of human recombinant HDAC6 expressed in baculovirus/sf9 cells using R... 23905680
Histone deacetylase 8 IC50 = 594.0 nM 6.23 Inhibition of human recombinant HDAC8 expressed in baculovirus/sf9 cells using R... 23905680
Histone deacetylase 1 IC50 = 1810.0 nM 5.74 Inhibition of human recombinant HDAC1 expressed in baculovirus/sf9 cells using R... 23905680
Histone deacetylase 11 IC50 = 3910.0 nM 5.41 Inhibition of human recombinant HDAC11 expressed in baculovirus/sf9 cells using ... 23905680
Histone deacetylase 2 IC50 = 4780.0 nM 5.32 Inhibition of human recombinant HDAC2 expressed in baculovirus/sf9 cells using R... 23905680
PC-12 EC50 = 7200.0 nM 5.14 Induction of neurite outgrowth in rat PC12 cells after 5 days 23905680
SH-SY5Y EC50 = 20600.0 nM 4.69 Increase of synaptic activity in human SH-SY5Y cells after 5 days by fluorescenc... 23905680
PC-12 EC50 = 20600.0 nM 4.69 Increase of synaptic activity in rat PC12 cells after 5 days by fluorescence ass... 23905680

Literature References

PubMed DOI Target Context # Activities
23905680 10.1021/jm400564j PC-12 3
23905680 10.1021/jm400564j SH-SY5Y 2
23905680 10.1021/jm400564j Unchecked 2
23905680 10.1021/jm400564j Vero 1
23905680 10.1021/jm400564j ADMET 1
23905680 10.1021/jm400564j Histone deacetylase 11 1
23905680 10.1021/jm400564j Histone deacetylase 6 1
23905680 10.1021/jm400564j Histone deacetylase 8 1
23905680 10.1021/jm400564j Histone deacetylase 2 1
23905680 10.1021/jm400564j Histone deacetylase 1 1

Data from ChEMBL 36 via Core Engine