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Compound Detail

CHEMBL4293858

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CC(=O)Nc1ccc(C(=O)Nc2ccc(F)cc2N)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4293858
Phase Preclinical
Structure Type MOL
InChI Key RRJDFENBXIEAPD-UHFFFAOYSA-N
4
Targets
21
Activities
2
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

287.3
MW (Da)
2.62
ALogP
3
HBA
3
HBD
84.2
PSA (Ų)
0.76
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H14FN3O2
MW 287.29
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -1.68

Activity Summary

IC50 18 meas. best 7.27
Ki 3 meas. best 7.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 3
CHEMBL1829
 Ki 7.54 7.54 29.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 7.27 7.206 54.0 5
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 IC50 7.19 7.19 64.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 6.0 5.938 1000.0 5
Histone deacetylase 1
CHEMBL325
 IC50 6.0 5.9443 1000.0 7
Histone deacetylase 1
CHEMBL325
 Ki 5.29 5.29 5100.0 1
Histone deacetylase 2
CHEMBL1937
 Ki 5.2 5.2 6300.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.04167 hr Homo sapiens
T1/2 0.2167 hr Homo sapiens
T1/2 1.317 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 3 Ki = 29.0 nM 7.54 Binding affinity to human HDAC3 assessed as inhibition constant measured after 1... 37651268
Histone deacetylase 3 IC50 = 54.0 nM 7.27 Inhibition of HDAC3 (unknown origin) 36399875
Histone deacetylase 3 IC50 = 64.0 nM 7.19 Inhibition of HDAC3 (unknown origin) 30179749
Histone deacetylase 3 IC50 = 64.0 nM 7.19 Inhibition of recombinant human full length HDAC3 using FAM-labeled acetylated p... 30735902
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 64.0 nM 7.19 Inhibition of His-tagged GST-fused human HDAC3/NcoR2 expressed in sf9 cells usin... 32608981
Histone deacetylase 3 IC50 = 64.0 nM 7.19 Inhibition of human recombinant HDAC3 at 0.5 uM using AMC-K(Ac)GL as substrate i... 32163814
Histone deacetylase 3 IC50 = 64.0 nM 7.19 Inhibition of human HDAC3 measured after 1 hrs 37651268
Histone deacetylase 1 IC50 = 1000.0 nM 6.0 Inhibition of HDAC1 (unknown origin) using carboxyfluorescein (FAM)-labeled acet... 32608981
Histone deacetylase 2 IC50 = 1000.0 nM 6.0 Inhibition of human HDAC2 expressed in Sf9 cells using carboxyfluorescein (FAM)-... 32608981
Histone deacetylase 1 IC50 = 1080.0 nM 5.97 Inhibition of human HDAC1 measured after 1 hrs 37651268
Histone deacetylase 1 IC50 = 1080.0 nM 5.97 Inhibition of human recombinant HDAC1 at 0.1 uM using AMC-K(Ac)GL as substrate i... 32163814
Histone deacetylase 1 IC50 = 1080.0 nM 5.97 Inhibition of recombinant human full length C-terminal His/FALG-tagged HDAC1 exp... 30735902
Histone deacetylase 2 IC50 = 1150.0 nM 5.94 Inhibition of recombinant human full length C-terminal FLAG-tagged HDAC2 express... 30735902
Histone deacetylase 2 IC50 = 1150.0 nM 5.94 Inhibition of human recombinant HDAC2 at 0.1 uM using AMC-K(Ac)GL as substrate i... 32163814
Histone deacetylase 2 IC50 = 1150.0 nM 5.94 Inhibition of human HDAC2 measured after 1 hrs 37651268
Histone deacetylase 1 IC50 = 1260.0 nM 5.9 Inhibition of HDAC1 (unknown origin) 36399875
Histone deacetylase 1 IC50 = 1250.0 nM 5.9 Inhibition of Histone Deacetylase Enzymatic Activity: The following non-trypsin ... -
Histone deacetylase 1 IC50 = 1250.0 nM 5.9 Inhibition of Histone Deacetylase Enzymatic Activity: The following non-trypsin ... -
Histone deacetylase 2 IC50 = 1340.0 nM 5.87 Inhibition of HDAC2 (unknown origin) 36399875
Histone deacetylase 1 Ki = 5100.0 nM 5.29 Binding affinity to human HDAC1 assessed as inhibition constant measured after 1... 37651268

Literature References

PubMed DOI Target Context # Activities
37651268 10.1021/acs.jmedchem.3c01160 Histone deacetylase 3 6
37651268 10.1021/acs.jmedchem.3c01160 Histone deacetylase 2 6
37651268 10.1021/acs.jmedchem.3c01160 Histone deacetylase 1 6
37651268 10.1021/acs.jmedchem.3c01160 Unchecked 2
- 10.6019/CHEMBL5724709 HEK-293T 2
- 10.6019/CHEMBL5724709 U2OS 2
- 10.6019/CHEMBL5724709 Fibroblast 2
30179749 10.1016/j.ejmech.2018.08.081 Unchecked 2
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 5 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 9 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 8 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 7 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 6 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) 1
32608981 10.1021/acs.jmedchem.0c00830 Histone deacetylase 2 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
30735902 10.1016/j.ejmech.2019.01.077 Histone deacetylase 1 1
30735902 10.1016/j.ejmech.2019.01.077 Histone deacetylase 2 1
30735902 10.1016/j.ejmech.2019.01.077 No relevant target 1
30735902 10.1016/j.ejmech.2019.01.077 Histone deacetylase 3 1

Data from ChEMBL 36 via Core Engine