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Compound Detail

CHEMBL4078477

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Nc1cc(F)ccc1NC(=O)/C=C/c1cnn(C/C=C/c2ccccc2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4078477
Phase Preclinical
Structure Type MOL
InChI Key BLVQHYHDYFTPDV-VCABWLAWSA-N
7
Targets
23
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

362.4
MW (Da)
3.97
ALogP
4
HBA
2
HBD
72.9
PSA (Ų)
0.51
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C21H19FN4O
MW 362.41
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.36

Activity Summary

IC50 23 meas. best 7.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 3
CHEMBL1829
 IC50 7.1 7.0975 80.0 4
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 IC50 6.72 6.6933 190.0 3
HL-60
CHEMBL383
 IC50 5.79 5.225 1640.0 2
K562
CHEMBL385
 IC50 5.79 5.225 1640.0 2
HEL
CHEMBL613888
 IC50 5.79 5.225 1640.0 2
Histone deacetylase 2
CHEMBL1937
 IC50 5.52 5.166 3000.0 5
Histone deacetylase 1
CHEMBL325
 IC50 5.52 5.218 3000.0 5

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 3 IC50 = 80.0 nM 7.1 Inhibition of HDAC3 (unknown origin) using fluorometric substrate by fluorogenic... 36208870
Histone deacetylase 3 IC50 = 80.0 nM 7.1 Inhibition of recombinant HDAC3 (unknown origin) at 15 uM measured after 60 mins... 32163814
Histone deacetylase 3 IC50 = 80.0 nM 7.1 Inhibition of HDAC3 (unknown origin) 28771357
Histone deacetylase 3 IC50 = 81.0 nM 7.09 Inhibition of HDAC3 (unknown origin) 36399875
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 190.0 nM 6.72 Inhibition of C-terminal His-tagged recombinant human HDAC3 (1 to 428 residues)/... 33488962
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 210.0 nM 6.68 Inhibition of human recombinant C-terminal His-tagged HDAC3/NCOR2 using Boc-Lys-... 31181405
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) IC50 = 210.0 nM 6.68 Inhibition of recombinant human C-terminal His-tagged HDAC3/NcoR2 using Boc-Lys-... 26993378
HL-60 IC50 = 1640.0 nM 5.79 Antiproliferative activity against human HL60 cells after 48 hrs in presence of ... 29940115
K562 IC50 = 1640.0 nM 5.79 Antiproliferative activity against human K562 cells after 48 hrs in presence of ... 29940115
HEL IC50 = 1640.0 nM 5.79 Antiproliferative activity against human HEL cells after 48 hrs in presence of J... 29940115
Histone deacetylase 2 IC50 = 3000.0 nM 5.52 Enzyme Inhibition: The HDAC activity inhibition assay was performed as follows t... -
Histone deacetylase 2 IC50 = 3000.0 nM 5.52 HDAC Enzyme Inhibition: The HDAC activity inhibition assay was performed as foll... -
Histone deacetylase 1 IC50 = 3000.0 nM 5.52 HDAC Enzyme Inhibition: The HDAC activity inhibition assay was performed as foll... -
Histone deacetylase 1 IC50 = 3000.0 nM 5.52 Enzyme Inhibition: The HDAC activity inhibition assay was performed as follows t... -
Histone deacetylase 1 IC50 = 5600.0 nM 5.25 Inhibition of human recombinant C-terminal His/FLAG-tagged HDAC1 using Boc-Lys-(... 31181405
Histone deacetylase 1 IC50 = 5600.0 nM 5.25 Inhibition of recombinant human C-terminal His/FLAG-tagged HDAC1 using Boc-Lys-(... 26993378
Histone deacetylase 2 IC50 = 9700.0 nM 5.01 Inhibition of human recombinant C-terminal FLAG-tagged HDAC2 using Boc-Lys-(epsi... 31181405
Histone deacetylase 2 IC50 = 9700.0 nM 5.01 Inhibition of recombinant human C-terminal FLAG-tagged HDAC2 using Boc-Lys-(Ac)-... 26993378
Histone deacetylase 2 IC50 = 17000.0 nM 4.77 Inhibition of human recombinant HDAC2 incubated for 60 mins by fluorescence base... 32163814
HL-60 IC50 = 21710.0 nM 4.66 Antiproliferative activity against human HL60 cells after 48 hrs by CCK-8 assay 29940115

Literature References

PubMed DOI Target Context # Activities
26993378 10.1016/j.bcp.2016.03.010 RAW264.7 16
26993378 10.1016/j.bcp.2016.03.010 Lung 13
26993378 10.1016/j.bcp.2016.03.010 Histone deacetylase 3 12
33488962 10.1021/acsmedchemlett.0c00369 HL-60 9
- 10.6019/CHEMBL4689842 U2OS 9
26993378 10.1016/j.bcp.2016.03.010 Unchecked 8
26993378 10.1016/j.bcp.2016.03.010 HASMC 7
- 10.6019/CHEMBL4689842 Fibroblast 7
- 10.6019/CHEMBL4689842 HEK-293T 6
31181405 10.1016/j.ejmech.2019.05.038 Histone deacetylase 3 5
29940115 10.1021/acs.jmedchem.8b00393 HEL 4
33691794 10.1186/s13148-021-01037-1 A549 4
26993378 10.1016/j.bcp.2016.03.010 Histone deacetylase 1 3
26993378 10.1016/j.bcp.2016.03.010 Histone deacetylase 2 3
29940115 10.1021/acs.jmedchem.8b00393 Mus musculus 3
29940115 10.1021/acs.jmedchem.8b00393 Candida albicans 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
33488962 10.1021/acsmedchemlett.0c00369 Histone deacetylase 1 2
29541372 10.1021/acsmedchemlett.8b00012 Human immunodeficiency virus 1 2
29940115 10.1021/acs.jmedchem.8b00393 K562 2

Data from ChEMBL 36 via Core Engine