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Compound Detail

CHEMBL3110004

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O=C(NCC1(c2nc(-c3ccccc3)cs2)CCOCC1)c1cccc(-c2noc(C(F)(F)F)n2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3110004
Phase Preclinical
Structure Type MOL
InChI Key HORXBWNTEDOVKN-UHFFFAOYSA-N
11
Targets
67
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

514.5
MW (Da)
5.36
ALogP
7
HBA
1
HBD
90.1
PSA (Ų)
0.37
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H21F3N4O3S
MW 514.53
Aromatic Rings 4
Heavy Atoms 36
NP-Likeness -1.59

Activity Summary

IC50 54 meas. best 8.0
Ki 12 meas. best 7.72
EC50 1 meas. best 5.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 9
CHEMBL4145
 IC50 8.0 7.64 10.0 7
Unchecked
CHEMBL612545
 IC50 7.89 7.35 12.9 3
Histone deacetylase 4
CHEMBL3524
 IC50 7.89 6.7243 13.0 14
Histone deacetylase 9
CHEMBL4145
 Ki 7.72 7.72 19.0 1
Histone deacetylase 7
CHEMBL2716
 Ki 7.44 7.385 36.0 2
Histone deacetylase 7
CHEMBL2716
 IC50 7.4 7.1844 40.0 9
Histone deacetylase 5
CHEMBL2563
 IC50 7.18 6.744 65.7 10
Histone deacetylase 5
CHEMBL2563
 Ki 7.1 7.08 80.0 2
Histone deacetylase 4
CHEMBL3524
 Ki 7.04 6.5633 90.5 3
Polyamine deacetylase HDAC10
CHEMBL5103
 IC50 6.68 6.68 210.0 1
Histone deacetylase
CHEMBL2093865
 IC50 6.37 6.37 432.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 6.05 5.23 890.0 5
Histone deacetylase 6
CHEMBL1865
 Ki 5.7 5.7 2000.0 1
Polyamine deacetylase HDAC10
CHEMBL5103
 Ki 5.7 5.7 2000.0 1
Histone deacetylase 8
CHEMBL3192
 Ki 5.57 5.485 2706.0 2
Histone deacetylase 8
CHEMBL3192
 IC50 5.44 5.4 3600.0 3
Hepatitis C virus
CHEMBL379
 EC50 5.35 5.35 4500.0 1
THP-1
CHEMBL614245
 IC50 4.89 4.89 13000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 9 IC50 = 10.0 nM 8.0 Inhibition of HDAC9 (unknown origin) 34454126
Histone deacetylase 4 IC50 = 13.0 nM 7.89 Inhibition of recombinant HDAC4 (unknown origin) using trifluoroacetyl lysine as... 37633202
Unchecked IC50 = 12.9 nM 7.89 Biochemical Assay: I. Compound handling: Testing compounds were dissolved in 100... -
Histone deacetylase 9 IC50 = 17.0 nM 7.77 Inhibition of recombinant HDAC9 (unknown origin) using trifluoroacetyl lysine as... 37633202
Histone deacetylase 9 Ki = 19.0 nM 7.72 Inhibition of human HDAC9 using (Boc-Lys(trifluoroacetyl)-AMC) as substrate meas... 32608981
Histone deacetylase 9 IC50 = 19.4 nM 7.71 Inhibition of recombinant human HDAC9 using fluorogenic substrate by fluorescenc... 27886544
Histone deacetylase 9 IC50 = 20.0 nM 7.7 Inhibition of human recombinant HDAC9 catalytic domain using Boc_Lys_TFA as subs... 24261862
Histone deacetylase 9 IC50 = 23.24 nM 7.63 Inhibition of human recombinant HDAC9 using trifluoroacetyl lysine as substrate 27060764
Unchecked IC50 = 32.4 nM 7.49 Biochemical Assay: I. Compound handling: Testing compounds were dissolved in 100... -
Histone deacetylase 7 Ki = 36.0 nM 7.44 Inhibition of human HDAC7 using (Boc-Lys(trifluoroacetyl)-AMC) as substrate meas... 32608981
Histone deacetylase 7 IC50 = 40.0 nM 7.4 Inhibition of human recombinant HDAC7 catalytic domain using Boc_Lys_TFA as subs... 24261862
Histone deacetylase 7 IC50 = 40.85 nM 7.39 Inhibition of human recombinant N-terminal GST-tagged HDAC7 (518 to 991 residues... 27060764
Histone deacetylase 7 IC50 = 43.0 nM 7.37 Inhibition of HDAC7 (unknown origin) using Boc-Lys-(Tfa)-AMC as substrate 37979441
Histone deacetylase 7 IC50 = 44.0 nM 7.36 Inhibition of recombinant HDAC7 (unknown origin) using trifluoroacetyl lysine as... 37633202
Histone deacetylase 9 IC50 = 43.3 nM 7.36 Enzyme Assay: The inhibitory activity of panobinostat dissolved in DMSO and that... -
Histone deacetylase 7 Ki = 46.3 nM 7.33 Inhibition of recombinant human N-terminal GST-tagged HDAC7 (518 to 991 residues... 29589441
Histone deacetylase 9 IC50 = 49.0 nM 7.31 Inhibition of HDAC9 (unknown origin) using fluorogenic HDAC class 2a as substrat... 32212730
Histone deacetylase 7 IC50 = 60.0 nM 7.22 Inhibition of HDAC7 (unknown origin) 34454126
Histone deacetylase 7 IC50 = 66.6 nM 7.18 Inhibition of HDAC7 (unknown origin) using boc-(trifluoroacetyl)lysineAMC as sub... 37659198
Histone deacetylase 5 IC50 = 65.7 nM 7.18 Biochemical Assay: I. Compound handling: Testing compounds were dissolved in 100... -

Literature References

PubMed DOI Target Context # Activities
29150335 10.1016/j.ejmech.2017.11.021 Histone deacetylase 4 11
37979441 10.1016/j.ejmech.2023.115907 THP-1 8
33691794 10.1186/s13148-021-01037-1 A549 4
37979441 10.1016/j.ejmech.2023.115907 Unchecked 4
37633202 10.1016/j.ejmech.2023.115730 Histone deacetylase 6 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL5724709 HEK-293T 2
- 10.6019/CHEMBL5724709 Fibroblast 2
37979441 10.1016/j.ejmech.2023.115907 Histone deacetylase 4 2
- 10.6019/CHEMBL5724709 U2OS 2
27060764 10.1016/j.ejmech.2016.03.046 Histone deacetylase 9 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
27060764 10.1016/j.ejmech.2016.03.046 Histone deacetylase 7 1
27060764 10.1016/j.ejmech.2016.03.046 Histone deacetylase 8 1
27060764 10.1016/j.ejmech.2016.03.046 Histone deacetylase 11 1
25490700 10.1021/jm501330g ADMET 1
25490700 10.1021/jm501330g Hepatitis C virus 1
24261862 10.1021/jm4011884 Histone deacetylase 5 1
24261862 10.1021/jm4011884 Histone deacetylase 7 1
24261862 10.1021/jm4011884 Histone deacetylase 3 1

Data from ChEMBL 36 via Core Engine