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Compound Detail

CHEMBL140000

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CN(C)c1ccc(C(=O)NCCCCCCC(=O)NO)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL140000
Phase Preclinical
Structure Type MOL
InChI Key MXWDSZWTBOCWBK-UHFFFAOYSA-N
20
Targets
30
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

307.4
MW (Da)
1.94
ALogP
4
HBA
3
HBD
81.7
PSA (Ų)
0.37
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H25N3O3
MW 307.39
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness -0.81

Activity Summary

IC50 30 meas. best 8.37

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 3
CHEMBL1829
 IC50 8.37 8.37 4.3 1
Histone deacetylase 1
CHEMBL325
 IC50 8.14 6.835 7.3 2
Histone deacetylase 2
CHEMBL1937
 IC50 7.68 7.68 20.7 1
Histone deacetylase 6
CHEMBL1865
 IC50 7.56 6.84 27.4 2
Histone deacetylase
CHEMBL2093865
 IC50 7.34 6.565 46.0 2
Histone deacetylase
CHEMBL2095943
 IC50 7.34 6.6825 46.0 4
Unchecked
CHEMBL612545
 IC50 7.1 7.05 80.0 2
Histone deacetylase HD2
CHEMBL4919
 IC50 7.0 7.0 100.0 2
HCT-116
CHEMBL394
 IC50 6.7 6.69 200.0 2
Histone deacetylase 1
CHEMBL2915
 IC50 6.62 6.62 240.0 1
Leukotriene A-4 hydrolase
CHEMBL4618
 IC50 6.52 6.345 300.0 2
SW-620
CHEMBL612262
 IC50 6.16 6.16 700.0 1
A549
CHEMBL392
 IC50 6.1 6.1 800.0 1
Leukotriene A-4 hydrolase
CHEMBL3738
 IC50 6.1 6.1 790.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.89 5.89 1300.0 1
LS174T
CHEMBL614097
 IC50 5.82 5.82 1500.0 1
A-431
CHEMBL614069
 IC50 5.64 5.64 2300.0 1
Histone deacetylase 8
CHEMBL3797017
 IC50 5.5 5.5 3162.3 1
T-24
CHEMBL614774
 IC50 5.42 5.42 3800.0 1
NCI-H1299
CHEMBL612255
 IC50 5.41 5.41 3900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 3 IC50 = 4.3 nM 8.37 HDAC Inhibition Assay: All histone deacetylases were purchased from BPS Bioscien... -
Histone deacetylase 1 IC50 = 7.3 nM 8.14 HDAC Inhibition Assay: All histone deacetylases were purchased from BPS Bioscien... -
Histone deacetylase 2 IC50 = 20.7 nM 7.68 HDAC Inhibition Assay: All histone deacetylases were purchased from BPS Bioscien... -
Histone deacetylase 6 IC50 = 27.4 nM 7.56 Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi... -
Histone deacetylase IC50 = 46.0 nM 7.34 Inhibitory concentration against rat liver Histone deacetylase 14613312
Histone deacetylase IC50 = 46.0 nM 7.34 Concentration required to inhibit human Histone deacetylase (HDAC) enzyme by 50% 11831887
Histone deacetylase IC50 = 78.2 nM 7.11 Inhibitory activity against rat liver Histone deacetylase with substrate 3a 15456267
Unchecked IC50 = 80.0 nM 7.1 Inhibition of HDAC6 in rat liver extract 18054239
Histone deacetylase HD2 IC50 = 100.0 nM 7.0 Inhibitory concentration against maize Histone deacetylase 2 14613312
Histone deacetylase HD2 IC50 = 100.0 nM 7.0 Inhibition of maize Histone deacetylase 2 (HD-2) activity 10579829
Unchecked IC50 = 100.0 nM 7.0 Inhibition of maize HD2 31415174
Histone deacetylase IC50 = 148.0 nM 6.83 Inhibitory activity against rat liver Histone deacetylase with substrate 3b 15456267
HCT-116 IC50 = 200.0 nM 6.7 Concentration required to inhibit the colon HCT116 cell growth by 50%,P53 status... 11831887
HCT-116 IC50 = 210.0 nM 6.68 Concentration required to inhibit the HCT116 cell growth by 50%. 11831887
Histone deacetylase 1 IC50 = 240.0 nM 6.62 Inhibition of HDAC1 in rat liver extract 18054239
Leukotriene A-4 hydrolase IC50 = 300.0 nM 6.52 Inhibition of recombinant human LTA4H aminopeptidase activity expressed in Esche... 28218840
Leukotriene A-4 hydrolase IC50 = 680.0 nM 6.17 Inhibition of recombinant human LTA4H Epoxide Hydrolase expressed in Escherichia... 28218840
SW-620 IC50 = 700.0 nM 6.16 Concentration required to inhibit the colon SW 620 cell growth by 50%,P53 status... 11831887
Histone deacetylase 6 IC50 = 750.0 nM 6.12 Inhibition of FLAG-tagged HDAC6 expressed in human 293T cells 18054239
A549 IC50 = 800.0 nM 6.1 Concentration required to inhibit the lung A549 cell growth by 50%,P53 status of... 11831887

Literature References

PubMed DOI Target Context # Activities
28218840 10.1021/acs.jmedchem.6b01507 Mus musculus 30
28218840 10.1021/acs.jmedchem.6b01507 Leukotriene A-4 hydrolase 7
- 10.6019/CHEMBL4808148 Histone deacetylase 6 4
33691794 10.1186/s13148-021-01037-1 A549 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
11831887 10.1021/jm015568c Histone deacetylase 3
18054239 10.1016/j.bmc.2007.10.092 Unchecked 3
15456267 10.1021/jm0497592 Histone deacetylase 3
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
11831887 10.1021/jm015568c HCT-116 2
18054239 10.1016/j.bmc.2007.10.092 Histone deacetylase 1 2
11831887 10.1021/jm015568c T-24 1
28218840 10.1021/acs.jmedchem.6b01507 Polyunsaturated fatty acid lipoxygenase ALOX15 1
18054239 10.1016/j.bmc.2007.10.092 Histone deacetylase 6 1
11831887 10.1021/jm015568c NCI-H1299 1
14613312 10.1021/jm0303094 Histone deacetylase HD2 1
11831887 10.1021/jm015568c LS174T 1
11831887 10.1021/jm015568c NON-PROTEIN TARGET 1
11831887 10.1021/jm015568c SW-620 1
10579829 10.1021/jm991091h Histone deacetylase HD2 1

Data from ChEMBL 36 via Core Engine