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Compound Detail

CHEMBL3086767

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CCOC(=O)NCCCC(=O)NCCc1ccccc1

Basic Information

ChEMBL ID CHEMBL3086767
Phase Preclinical
Structure Type MOL
InChI Key HTOYBIILVCHURC-UHFFFAOYSA-N
11
Targets
15
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

278.4
MW (Da)
1.87
ALogP
3
HBA
2
HBD
67.4
PSA (Ų)
0.71
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H22N2O3
MW 278.35
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness -0.86

Activity Summary

IC50 15 meas. best 9.95

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 2
CHEMBL1937
IC50 9.95 8.39 0.1 3
Histone deacetylase 6
CHEMBL1865
IC50 6.36 6.0067 433.0 3
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
IC50 5.3 5.3 5000.0 1
Histone deacetylase 5
CHEMBL2563
IC50 5.3 5.3 5000.0 1
Histone deacetylase 7
CHEMBL2716
IC50 5.3 5.3 5000.0 1
Histone deacetylase 8
CHEMBL3192
IC50 5.3 5.3 5000.0 1
Histone deacetylase 1
CHEMBL325
IC50 5.3 5.3 5000.0 1
Histone deacetylase 11
CHEMBL3310
IC50 5.3 5.3 5000.0 1
Histone deacetylase 4
CHEMBL3524
IC50 5.3 5.3 5000.0 1
Histone deacetylase 9
CHEMBL4145
IC50 5.3 5.3 5000.0 1
Polyamine deacetylase HDAC10
CHEMBL5103
IC50 5.3 5.3 5000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 2 IC50 = 0.112 nM 9.95 Inhibition of human recombinant HDAC2 after 30 mins by fluorescence assay 24164245
Histone deacetylase 2 IC50 = 0.119 nM 9.92 Inhibition of human recombinant HDAC2 after 30 mins by fluorescence assay 24164245
Histone deacetylase 6 IC50 = 433.0 nM 6.36 Inhibition of human recombinant HDAC6 after 30 mins by fluorescence assay 24164245
Histone deacetylase 6 IC50 = 433.5 nM 6.36 Inhibition of human recombinant HDAC6 after 30 mins by fluorescence assay 24164245
Histone deacetylase 1 IC50 = 5000.0 nM 5.3 Inhibition of recombinant full length C-terminal FLAG-tagged/C-terminal His-tagg... 27614919
Histone deacetylase 2 IC50 = 5000.0 nM 5.3 Inhibition of recombinant full length C-terminal His-tagged human HDAC2 expresse... 27614919
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 5000.0 nM 5.3 Inhibition of recombinant full length C-terminal His-tagged human HDAC3/GST-tagg... 27614919
Histone deacetylase 4 IC50 = 5000.0 nM 5.3 Inhibition of recombinant C-terminal His-tagged/N-terminal GST-tagged human HDAC... 27614919
Histone deacetylase 5 IC50 = 5000.0 nM 5.3 Inhibition of recombinant C-terminal His-tagged human HDAC5 catalytic domain (65... 27614919
Histone deacetylase 7 IC50 = 5000.0 nM 5.3 Inhibition of recombinant N-terminal GST-tagged human HDAC7 (518 to end residues... 27614919
Histone deacetylase 8 IC50 = 5000.0 nM 5.3 Inhibition of recombinant full length C-terminal His-tagged human HDAC8 expresse... 27614919
Histone deacetylase 9 IC50 = 5000.0 nM 5.3 Inhibition of recombinant C-terminal His-tagged human HDAC9 (604 to 1066 residue... 27614919
Polyamine deacetylase HDAC10 IC50 = 5000.0 nM 5.3 Inhibition of recombinant N-terminal FLAG-tagged human HDAC10 (2 to 631 residues... 27614919
Histone deacetylase 11 IC50 = 5000.0 nM 5.3 Inhibition of full length recombinant human HDAC11 expressed in baculovirus expr... 27614919
Histone deacetylase 6 IC50 = 5000.0 nM 5.3 Inhibition of recombinant full length N-terminal GST-tagged human HDAC6 expresse... 27614919

Literature References

PubMed DOI Target Context # Activities
27614919 10.1016/j.bmc.2016.08.040 Histone deacetylase 2 5
24164245 10.1021/np400198r Histone deacetylase 4 4
24164245 10.1021/np400198r HCT-116 4
24164245 10.1021/np400198r Histone deacetylase 2 4
27614919 10.1016/j.bmc.2016.08.040 Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) 3
27614919 10.1016/j.bmc.2016.08.040 Histone deacetylase 5 3
27614919 10.1016/j.bmc.2016.08.040 Histone deacetylase 11 3
27614919 10.1016/j.bmc.2016.08.040 Histone deacetylase 6 3
27614919 10.1016/j.bmc.2016.08.040 Histone deacetylase 9 3
27614919 10.1016/j.bmc.2016.08.040 Polyamine deacetylase HDAC10 3
27614919 10.1016/j.bmc.2016.08.040 Histone deacetylase 1 3
27614919 10.1016/j.bmc.2016.08.040 Histone deacetylase 7 3
27614919 10.1016/j.bmc.2016.08.040 Histone deacetylase 4 3
27614919 10.1016/j.bmc.2016.08.040 Histone deacetylase 3
29100734 10.1016/j.bmc.2017.10.026 HCT-116 3
27614919 10.1016/j.bmc.2016.08.040 Histone deacetylase 8 3
27614919 10.1016/j.bmc.2016.08.040 Unchecked 2
27614919 10.1016/j.bmc.2016.08.040 PBMC 2
24164245 10.1021/np400198r Unchecked 2
24164245 10.1021/np400198r HuT78 2

Data from ChEMBL 36 via Core Engine