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

CHEMBL140525

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
O=CN(O)CCCCCC(C(=O)Nc1cnc2ccccc2c1)C(=O)Nc1cnc2ccccc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL140525
Phase Preclinical
Structure Type MOL
InChI Key LVVLIGYGORJCSS-UHFFFAOYSA-N
10
Targets
10
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

485.5
MW (Da)
4.38
ALogP
6
HBA
3
HBD
124.5
PSA (Ų)
0.10
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H27N5O4
MW 485.54
Aromatic Rings 4
Heavy Atoms 36
NP-Likeness -0.47

Activity Summary

EC50 5 meas. best 5.29
IC50 5 meas. best 6.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
 IC50 6.8 6.8 160.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 6.7 6.7 200.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.16 6.16 690.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 6.11 6.11 780.0 1
Histone deacetylase
CHEMBL2093865
 IC50 6.01 6.01 970.0 1
Unchecked
CHEMBL612545
 EC50 5.29 5.29 5100.0 1
Jurkat
CHEMBL397
 EC50 4.96 4.96 11000.0 1
U-937
CHEMBL612794
 EC50 4.4 4.4 40000.0 1
Homo sapiens
CHEMBL372
 EC50 4.39 4.39 41000.0 1
Osteoclast-like
CHEMBL614359
 EC50 4.11 4.11 78000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 IC50 = 160.0 nM 6.8 Inhibition of Histone deacetylase 1 (HDAC1) of HeLa nuclear extracts 14698179
Histone deacetylase 2 IC50 = 200.0 nM 6.7 Inhibition of Histone deacetylase 2 (HDAC2) activity of HeLa nuclear extracts 14698179
Histone deacetylase 8 IC50 = 690.0 nM 6.16 Inhibition of Histone deacetylase 8 (HDAC8) of HeLa nuclear extracts 14698179
Histone deacetylase 6 IC50 = 780.0 nM 6.11 Inhibition of Histone deacetylase 6 (HDAC6) of HeLa nuclear extracts 14698179
Histone deacetylase IC50 = 970.0 nM 6.01 Inhibition of Histone deacetylase (HDAC)of HeLa nuclear extracts 14698179
Unchecked EC50 = 5100.0 nM 5.29 Activity in histone hyperacetylation assay in cells 14698179
Jurkat EC50 = 11000.0 nM 4.96 Compound was tested for anti-proliferative activity in Jurkat human leukemia cel... 14698179
U-937 EC50 = 40000.0 nM 4.4 Compound was tested for anti-proliferative activity in U-937 human leukemia cell... 14698179
Homo sapiens EC50 = 41000.0 nM 4.39 Compound was tested for anti-proliferative activity in human hepatocytes 14698179
Osteoclast-like EC50 = 78000.0 nM 4.11 Compound was tested for anti-proliferative activity in human bone marrow cells 14698179

Literature References

PubMed DOI Target Context # Activities
14698179 10.1016/j.bmcl.2003.10.055 Histone deacetylase 1 1
14698179 10.1016/j.bmcl.2003.10.055 Histone deacetylase 2 1
14698179 10.1016/j.bmcl.2003.10.055 Histone deacetylase 6 1
14698179 10.1016/j.bmcl.2003.10.055 Histone deacetylase 8 1
14698179 10.1016/j.bmcl.2003.10.055 Histone deacetylase 1
14698179 10.1016/j.bmcl.2003.10.055 Unchecked 1
14698179 10.1016/j.bmcl.2003.10.055 U-937 1
14698179 10.1016/j.bmcl.2003.10.055 Jurkat 1
14698179 10.1016/j.bmcl.2003.10.055 Homo sapiens 1
14698179 10.1016/j.bmcl.2003.10.055 Osteoclast-like 1

Data from ChEMBL 36 via Core Engine