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Compound Detail

CHEMBL4095667

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O=C(NO)c1ccc(CNc2cccc3ncccc23)cc1

Basic Information

ChEMBL ID CHEMBL4095667
Phase Preclinical
Structure Type MOL
InChI Key FBAMZGIGIXSVJK-UHFFFAOYSA-N
11
Targets
11
Activities
1
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

293.3
MW (Da)
2.97
ALogP
4
HBA
3
HBD
74.2
PSA (Ų)
0.51
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H15N3O2
MW 293.33
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness -1.24

Activity Summary

IC50 11 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
IC50 9.1 9.1 0.8 1
Histone deacetylase 8
CHEMBL3192
IC50 6.2 6.2 636.0 1
Histone deacetylase 7
CHEMBL2716
IC50 6.12 6.12 766.0 1
Histone deacetylase 11
CHEMBL3310
IC50 6.0 6.0 1004.0 1
Polyamine deacetylase HDAC10
CHEMBL5103
IC50 5.9 5.9 1256.0 1
Histone deacetylase 9
CHEMBL4145
IC50 5.72 5.72 1915.0 1
Histone deacetylase 5
CHEMBL2563
IC50 5.65 5.65 2251.0 1
Histone deacetylase 4
CHEMBL3524
IC50 5.32 5.32 4817.0 1
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
IC50 5.26 5.26 5480.0 1
Histone deacetylase 1
CHEMBL325
IC50 5.15 5.15 7050.0 1
Histone deacetylase 2
CHEMBL1937
IC50 5.07 5.07 8610.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 0.795 nM 9.1 Inhibition of full length recombinant human N-terminal GST-tagged HDAC6 expresse... 29304284
Histone deacetylase 8 IC50 = 636.0 nM 6.2 Inhibition of recombinant human C-terminal His-tagged/N-terminal Strep2-tagged H... 29304284
Histone deacetylase 7 IC50 = 766.0 nM 6.12 Inhibition of recombinant human N-terminal GST-tagged HDAC7 (518 to 991 residues... 29304284
Histone deacetylase 11 IC50 = 1004.0 nM 6.0 Inhibition of recombinant human N-terminal Strep2-tagged HDAC11 (1 to 347 residu... 29304284
Polyamine deacetylase HDAC10 IC50 = 1256.0 nM 5.9 Inhibition of human HDAC10 using RHKKAc as substrate 29304284
Histone deacetylase 9 IC50 = 1915.0 nM 5.72 Inhibition of HDAC9 (unknown origin) 29304284
Histone deacetylase 5 IC50 = 2251.0 nM 5.65 Inhibition of recombinant human C-terminal His-tagged HDAC5 (656 to 1122 residue... 29304284
Histone deacetylase 4 IC50 = 4817.0 nM 5.32 Inhibition of recombinant human C-terminal His-tagged/N-terminal GST-tagged HDAC... 29304284
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 5480.0 nM 5.26 Inhibition of full length recombinant human C-terminal His-tagged HDAC3/N-termin... 29304284
Histone deacetylase 1 IC50 = 7050.0 nM 5.15 Inhibition of full length recombinant human C-terminal FLAG/His-tagged HDAC1 exp... 29304284
Histone deacetylase 2 IC50 = 8610.0 nM 5.07 Inhibition of full length recombinant human C-terminal GST-tagged HDAC2 expresse... 29304284

Literature References

PubMed DOI Target Context # Activities
29304284 10.1021/acs.jmedchem.7b01404 Unchecked 42
29304284 10.1021/acs.jmedchem.7b01404 Histone deacetylase 6 19
29304284 10.1021/acs.jmedchem.7b01404 NAD-dependent protein deacetylase sirtuin-1 1
29304284 10.1021/acs.jmedchem.7b01404 Histone deacetylase 11 1
29304284 10.1021/acs.jmedchem.7b01404 Polyamine deacetylase HDAC10 1
29304284 10.1021/acs.jmedchem.7b01404 Histone deacetylase 9 1
29304284 10.1021/acs.jmedchem.7b01404 Histone deacetylase 8 1
29304284 10.1021/acs.jmedchem.7b01404 Histone deacetylase 7 1
29304284 10.1021/acs.jmedchem.7b01404 Histone deacetylase 5 1
29304284 10.1021/acs.jmedchem.7b01404 Histone deacetylase 4 1
29304284 10.1021/acs.jmedchem.7b01404 Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) 1
29304284 10.1021/acs.jmedchem.7b01404 Histone deacetylase 2 1
29304284 10.1021/acs.jmedchem.7b01404 Histone deacetylase 1 1
29304284 10.1021/acs.jmedchem.7b01404 RPMI-8226 1
29304284 10.1021/acs.jmedchem.7b01404 U-266 1
29304284 10.1021/acs.jmedchem.7b01404 NCI-H929 1

Data from ChEMBL 36 via Core Engine