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

CHEMBL2425955

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
Cc1nc2cc(/C=C/C(=O)NO)ccc2c(=O)n1-c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2425955
Phase Preclinical
Structure Type MOL
InChI Key MDTWRJDWPUJHKT-CSKARUKUSA-N
14
Targets
21
Activities
2
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

321.3
MW (Da)
2.21
ALogP
5
HBA
2
HBD
84.2
PSA (Ų)
0.44
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H15N3O3
MW 321.34
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -0.80

Activity Summary

IC50 17 meas. best 7.21
EC50 4 meas. best 5.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 7.21 7.135 62.0 2
Histone deacetylase 11
CHEMBL3310
 IC50 5.87 5.6 1350.0 2
Histone deacetylase 8
CHEMBL3192
 IC50 5.81 5.61 1555.0 2
Histone deacetylase 3
CHEMBL1829
 IC50 5.8 5.8 1589.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 5.79 5.46 1610.0 2
Histone deacetylase 1
CHEMBL325
 IC50 5.58 5.445 2600.0 2
Histone deacetylase 5
CHEMBL2563
 IC50 5.08 5.08 8415.0 1
PC-12
CHEMBL612556
 EC50 5.04 4.92 9200.0 2
SH-SY5Y
CHEMBL614910
 EC50 4.92 4.91 11900.0 2
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 4.76 4.76 17500.0 1
Amyloid-beta precursor protein
CHEMBL2487
 IC50 4.74 4.74 18400.0 1
Histone deacetylase 7
CHEMBL2716
 IC50 4.52 4.52 30000.0 1
Histone deacetylase 4
CHEMBL3524
 IC50 4.52 4.52 30000.0 1
Histone deacetylase 9
CHEMBL4145
 IC50 4.52 4.52 30000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 6.1 mL.min-1.kg-1 Homo sapiens
T1/2 3.107 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 62.0 nM 7.21 Inhibition of human HDAC6 expressed in baculovirus expression system in Sf9 cell... 37463500
Histone deacetylase 6 IC50 = 88.0 nM 7.06 Inhibition of human recombinant HDAC6 expressed in baculovirus/sf9 cells using R... 23905680
Histone deacetylase 11 IC50 = 1350.0 nM 5.87 Inhibition of human recombinant HDAC11 expressed in baculovirus/sf9 cells using ... 23905680
Histone deacetylase 8 IC50 = 1555.0 nM 5.81 Inhibition of human HDAC8 expressed in baculovirus expression system in Sf9 cell... 37463500
Histone deacetylase 3 IC50 = 1589.0 nM 5.8 Inhibition of human HDAC3 expressed in baculovirus expression system in Sf9 cell... 37463500
Histone deacetylase 2 IC50 = 1610.0 nM 5.79 Inhibition of human recombinant HDAC2 expressed in baculovirus/sf9 cells using R... 23905680
Histone deacetylase 1 IC50 = 2600.0 nM 5.58 Inhibition of human HDAC1 expressed in baculovirus expression system in Sf9 cell... 37463500
Histone deacetylase 8 IC50 = 3880.0 nM 5.41 Inhibition of human recombinant HDAC8 expressed in baculovirus/sf9 cells using R... 23905680
Histone deacetylase 11 IC50 = 4700.0 nM 5.33 Inhibition of human HDAC11 expressed in baculovirus expression system in Sf9 cel... 37463500
Histone deacetylase 1 IC50 = 4890.0 nM 5.31 Inhibition of human recombinant HDAC1 expressed in baculovirus/sf9 cells using R... 23905680
Histone deacetylase 2 IC50 = 7380.0 nM 5.13 Inhibition of human HDAC2 expressed in baculovirus expression system in Sf9 cell... 37463500
Histone deacetylase 5 IC50 = 8415.0 nM 5.08 Inhibition of human HDAC5 expressed in baculovirus expression system in Sf9 cell... 37463500
PC-12 EC50 = 9200.0 nM 5.04 Induction of neurite outgrowth in rat PC12 cells after 5 days 23905680
SH-SY5Y EC50 = 11900.0 nM 4.92 Induction of neurite outgrowth in human SH-SY5Y cells after 5 days 23905680
SH-SY5Y EC50 = 12700.0 nM 4.9 Increase of synaptic activity in human SH-SY5Y cells after 5 days by fluorescenc... 23905680
PC-12 EC50 = 15900.0 nM 4.8 Increase of synaptic activity in rat PC12 cells after 5 days by fluorescence ass... 23905680
Polyamine deacetylase HDAC10 IC50 = 17500.0 nM 4.76 Inhibition of human recombinant HDAC10 expressed in baculovirus/sf9 cells using ... 23905680
Amyloid-beta precursor protein IC50 = 18400.0 nM 4.74 Inhibition of amyloid beta aggregation (unknown origin) after 4 hrs by thioflavi... 23905680
Histone deacetylase 4 IC50 = 30000.0 nM 4.52 Inhibition of human HDAC4 expressed in baculovirus expression system in Sf9 cell... 37463500
Histone deacetylase 7 IC50 = 30000.0 nM 4.52 Inhibition of human HDAC7 expressed in baculovirus expression system in Sf9 cell... 37463500

Literature References

PubMed DOI Target Context # Activities
37463500 10.1021/acs.jmedchem.3c00644 Unchecked 17
23905680 10.1021/jm400564j PC-12 6
37463500 10.1021/acs.jmedchem.3c00644 NIH3T3 6
37463500 10.1021/acs.jmedchem.3c00644 ADMET 5
23905680 10.1021/jm400564j Unchecked 5
37463500 10.1021/acs.jmedchem.3c00644 Histone deacetylase 6 5
23905680 10.1021/jm400564j SH-SY5Y 3
37463500 10.1021/acs.jmedchem.3c00644 Histone deacetylase 8 3
23905680 10.1021/jm400564j Mus musculus 2
23905680 10.1021/jm400564j Amyloid-beta precursor protein 2
23905680 10.1021/jm400564j Histone deacetylase 6 1
37463500 10.1021/acs.jmedchem.3c00644 Histone deacetylase 11 1
37463500 10.1021/acs.jmedchem.3c00644 Histone deacetylase 1 1
23905680 10.1021/jm400564j Histone deacetylase 1 1
23905680 10.1021/jm400564j Histone deacetylase 2 1
23905680 10.1021/jm400564j Histone deacetylase 8 1
23905680 10.1021/jm400564j Polyamine deacetylase HDAC10 1
23905680 10.1021/jm400564j Histone deacetylase 11 1
23905680 10.1021/jm400564j Poly [ADP-ribose] polymerase 1 1
23905680 10.1021/jm400564j ADMET 1

Data from ChEMBL 36 via Core Engine