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Compound Detail

CHEMBL2414098

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O=C(CCCCCCc1nc2ccc(Br)cc2[nH]1)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2414098
Phase Preclinical
Structure Type MOL
InChI Key KGEJYSFIEAQAKU-UHFFFAOYSA-N
17
Targets
25
Activities
1
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

340.2
MW (Da)
3.32
ALogP
3
HBA
3
HBD
78.0
PSA (Ų)
0.41
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 C14H18BrN3O2
MW 340.22
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.85

Activity Summary

IC50 25 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 9
CHEMBL4145
 IC50 8.96 8.96 1.1 1
Histone deacetylase 6
CHEMBL1865
 IC50 8.72 8.72 1.9 1
Histone deacetylase 5
CHEMBL2563
 IC50 8.6 8.6 2.5 1
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 8.52 8.52 3.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 8.19 8.19 6.4 1
Histone deacetylase 1
CHEMBL325
 IC50 7.7 7.7 20.2 1
Histone deacetylase 11
CHEMBL3310
 IC50 7.48 7.48 33.4 1
Histone deacetylase 2
CHEMBL1937
 IC50 7.47 7.47 34.1 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.05 6.1425 89.0 8
NCI-H69
CHEMBL614805
 IC50 6.82 6.795 150.0 2
NCI-H295R
CHEMBL612593
 IC50 6.75 6.75 180.0 1
SK-OV-3
CHEMBL614925
 IC50 6.58 6.58 260.0 1
Histone deacetylase 4
CHEMBL3524
 IC50 6.55 6.55 279.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.55 6.55 282.0 1
Histone deacetylase 7
CHEMBL2716
 IC50 6.5 6.5 313.0 1
MDA-MB-231
CHEMBL400
 IC50 6.09 6.09 820.0 1
A2780
CHEMBL614004
 IC50 5.72 5.72 1900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 9 IC50 = 1.1 nM 8.96 Inhibition of HDAC9 (unknown origin) 23906422
Histone deacetylase 6 IC50 = 1.9 nM 8.72 Inhibition of HDAC6 (unknown origin) 23906422
Histone deacetylase 5 IC50 = 2.5 nM 8.6 Inhibition of HDAC5 (unknown origin) 23906422
Polyamine deacetylase HDAC10 IC50 = 3.0 nM 8.52 Inhibition of HDAC10 (unknown origin) 23906422
Histone deacetylase 3 IC50 = 6.4 nM 8.19 Inhibition of HDAC3 (unknown origin) 23906422
Histone deacetylase 1 IC50 = 20.2 nM 7.7 Inhibition of HDAC1 (unknown origin) 23906422
Histone deacetylase 11 IC50 = 33.4 nM 7.48 Inhibition of HDAC11 (unknown origin) 23906422
Histone deacetylase 2 IC50 = 34.1 nM 7.47 Inhibition of HDAC2 (unknown origin) 23906422
NON-PROTEIN TARGET IC50 = 89.0 nM 7.05 Cytotoxicity against human MiaPaCa cells 23906422
NCI-H69 IC50 = 150.0 nM 6.82 Cytotoxicity against human H69 cells 23906422
NCI-H69 IC50 = 170.0 nM 6.77 Cytotoxicity against Gil1 expressing human H69 cells 23906422
NCI-H295R IC50 = 180.0 nM 6.75 Cytotoxicity against human NCI-H295R cells 23906422
NON-PROTEIN TARGET IC50 = 230.0 nM 6.64 Cytotoxicity against human MIHA cells 23906422
SK-OV-3 IC50 = 260.0 nM 6.58 Cytotoxicity against human SKOV3 cells 23906422
Histone deacetylase 8 IC50 = 282.0 nM 6.55 Inhibition of HDAC8 (unknown origin) 23906422
Histone deacetylase 4 IC50 = 279.0 nM 6.55 Inhibition of HDAC4 (unknown origin) 23906422
Histone deacetylase 7 IC50 = 313.0 nM 6.5 Inhibition of HDAC7 (unknown origin) 23906422
NON-PROTEIN TARGET IC50 = 560.0 nM 6.25 Cytotoxicity against human H23 cells 23906422
NON-PROTEIN TARGET IC50 = 610.0 nM 6.21 Cytotoxicity against human Hep3B cells 23906422
MDA-MB-231 IC50 = 820.0 nM 6.09 Cytotoxicity against human MDA-MB-231 cells 23906422

Literature References

PubMed DOI Target Context # Activities
23906422 10.1016/j.bmcl.2013.07.001 NON-PROTEIN TARGET 8
23906422 10.1016/j.bmcl.2013.07.001 NCI-H69 2
23906422 10.1016/j.bmcl.2013.07.001 Histone deacetylase 9 1
23906422 10.1016/j.bmcl.2013.07.001 SK-OV-3 1
23906422 10.1016/j.bmcl.2013.07.001 Histone deacetylase 1 1
23906422 10.1016/j.bmcl.2013.07.001 Histone deacetylase 2 1
23906422 10.1016/j.bmcl.2013.07.001 Histone deacetylase 3 1
23906422 10.1016/j.bmcl.2013.07.001 Histone deacetylase 4 1
23906422 10.1016/j.bmcl.2013.07.001 Histone deacetylase 5 1
23906422 10.1016/j.bmcl.2013.07.001 Histone deacetylase 6 1
23906422 10.1016/j.bmcl.2013.07.001 Histone deacetylase 7 1
23906422 10.1016/j.bmcl.2013.07.001 Histone deacetylase 8 1
23906422 10.1016/j.bmcl.2013.07.001 MDA-MB-231 1
23906422 10.1016/j.bmcl.2013.07.001 Polyamine deacetylase HDAC10 1
23906422 10.1016/j.bmcl.2013.07.001 Histone deacetylase 11 1
23906422 10.1016/j.bmcl.2013.07.001 A2780 1
23906422 10.1016/j.bmcl.2013.07.001 NCI-H295R 1
23906422 10.1016/j.bmcl.2013.07.001 MIA PaCa-2 1
23906422 10.1016/j.bmcl.2013.07.001 Mus musculus 1

Data from ChEMBL 36 via Core Engine