Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL4456445

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
O=C(NO)C(c1ccc(-c2ncc(C(F)(F)F)cn2)cc1)c1ccccc1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4456445
Phase Preclinical
Structure Type MOL
InChI Key LMGDHGQJJLEAPQ-UHFFFAOYSA-N
10
Targets
22
Activities
3
Assay Types
30
PK Parameters
20
Publications
0
Known Names

Molecular Properties

391.3
MW (Da)
3.94
ALogP
4
HBA
2
HBD
75.1
PSA (Ų)
0.40
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H13F4N3O2
MW 391.32
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.25

Activity Summary

IC50 20 meas. best 7.51
Kd 1 meas. best 6.95
Ki 1 meas. best 6.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 7
CHEMBL2716
 IC50 7.51 7.51 31.0 2
Histone deacetylase 9
CHEMBL4145
 IC50 7.3 7.3 50.0 2
Histone deacetylase 4
CHEMBL3524
 IC50 7.27 6.9633 54.0 3
Histone deacetylase 5
CHEMBL2563
 IC50 7.22 7.22 60.0 2
Unchecked
CHEMBL612545
 IC50 7.16 6.985 69.0 4
Histone deacetylase 4
CHEMBL3524
 Kd 6.95 6.95 112.0 1
Histone deacetylase 4
CHEMBL3524
 Ki 6.77 6.77 170.0 1
Histone deacetylase 6
CHEMBL1865
 IC50 5.21 4.99 6200.0 2
Histone deacetylase 8
CHEMBL3192
 IC50 5.04 5.04 9100.0 1
CAL-27
CHEMBL1075408
 IC50 5.01 4.95 9690.0 2
Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)
CHEMBL2111363
 IC50 4.59 4.59 25800.0 1
Histone deacetylase 1
CHEMBL325
 IC50 4.4 4.4 39700.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 5087.16 ng.hr.mL-1 Mus musculus
AUC 5087.16 ng.hr.mL-1 Mus musculus
AUC 3521.88 ng.hr.mL-1 Mus musculus
AUC 1213.09 ng.hr.mL-1 Mus musculus
AUC 1213.09 ng.hr.mL-1 Mus musculus
AUC 1134.83 ng.hr.mL-1 Mus musculus
AUC 1878.34 ng.hr.mL-1 Mus musculus
AUC 1839.2 ng.hr.mL-1 Mus musculus
AUC 1408.75 ng.hr.mL-1 Mus musculus
AUC 11348.28 ng.hr.mL-1 Mus musculus
AUC 13696.2 ng.hr.mL-1 Mus musculus
AUC 13304.88 ng.hr.mL-1 Mus musculus
CL 383.0 mL.min-1.kg-1 Mus musculus
CL 51.67 mL.min-1.kg-1 Mus musculus
CL 73.0 mL.min-1.kg-1 Mus musculus
Cmax 2900.0 nM Mus musculus
Cmax 4000.0 nM Mus musculus
Cmax 3000.0 nM Mus musculus
Cmax 3100.0 nM Mus musculus
Cmax 2800.0 nM Mus musculus
Cmax 3600.0 nM Mus musculus
Cmax 7100.0 nM Mus musculus
Cmax 6500.0 nM Mus musculus
Cmax 5300.0 nM Mus musculus
F 43.0 % Mus musculus
Fu 0.005 - Mus musculus
Fu 0.041 - Mus musculus
MRT 2.4 hr Mus musculus
T1/2 3.4 hr Mus musculus
T1/2 5.1 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 7 IC50 = 31.0 nM 7.51 Inhibition of recombinant HDAC7 (unknown origin) using Boc-Lys(TFA)-AMC as subst... 36098485
Histone deacetylase 7 IC50 = 31.0 nM 7.51 Inhibition of human N-terminal GST-tagged HDAC7 (518 to end residues) expressed ... 30463802
Histone deacetylase 9 IC50 = 50.0 nM 7.3 Inhibition of human C-terminal His-tagged HDAC9 (604 to 1066 residues) expressed... 30463802
Histone deacetylase 9 IC50 = 50.0 nM 7.3 Inhibition of recombinant HDAC9 (unknown origin) using Boc-Lys(TFA)-AMC as subst... 36098485
Histone deacetylase 4 IC50 = 54.0 nM 7.27 Inhibition of HDAC4 catalytic domain (648 to 1057 residues) (unknown origin) usi... 30463802
Histone deacetylase 4 IC50 = 54.0 nM 7.27 Inhibition of recombinant HDAC4 (unknown origin) using Boc-Lys(TFA)-AMC as subst... 36098485
Histone deacetylase 5 IC50 = 60.0 nM 7.22 Inhibition of human C-terminal His-tagged HDAC5 catalytic domain (656 to 1122 re... 30463802
Histone deacetylase 5 IC50 = 60.0 nM 7.22 Inhibition of recombinant HDAC5 (unknown origin) using Boc-Lys(TFA)-AMC as subst... 36098485
Unchecked IC50 = 69.0 nM 7.16 Inhibition of HDAC class 2a in human Jurkat cells using Boc-Lys-TFA as substrate... 30463802
Unchecked IC50 = 69.0 nM 7.16 Inhibition of HDAC class 2a/HDAC8 in human Jurkat cells using Boc-Lys-TFA as sub... 30463802
Unchecked IC50 = 69.0 nM 7.16 Inhibition of class 2a HDAC in human Jurkat E6.1 cells using Boc-Lys(TFA)-AMC as... 36098485
Histone deacetylase 4 Kd = 112.0 nM 6.95 Binding affinity to HDAC4 catalytic domain (648 to 1057 residues) (unknown origi... 30463802
Histone deacetylase 4 Ki = 170.0 nM 6.77 Inhibition of recombinant human HDAC4 31787463
Unchecked IC50 = 350.0 nM 6.46 Selectivity index, ratio of IC50 for inhibition of human recombinant HDAC8 to IC... 32803970
Histone deacetylase 4 IC50 = 450.0 nM 6.35 Inhibition of recombinant human N-terminal GST-fusion tagged/C-terminal GST-tagg... 33360560
Histone deacetylase 6 IC50 = 6200.0 nM 5.21 Inhibition of recombinant human HDAC6 expressed in HEK293 cells using Lys-Ac-AMC... 30463802
Histone deacetylase 8 IC50 = 9100.0 nM 5.04 Inhibition of human full length C-terminal His-tagged HDAC8 expressed in baculov... 30463802
CAL-27 IC50 = 9690.0 nM 5.01 Antiproliferative activity against human CAL-27 cells without HDAC4 expression a... 37979441
CAL-27 IC50 = 12800.0 nM 4.89 Antiproliferative activity against human CAL-27 cells overexpressing HDAC4 asses... 37979441
Histone deacetylase 6 IC50 = 17000.0 nM 4.77 Inhibition of HDAC6 in human A549 cells using tubulin as substrate measured afte... 30463802

Literature References

PubMed DOI Target Context # Activities
30463802 10.1016/j.bmcl.2018.11.009 ADMET 114
30463802 10.1016/j.bmcl.2018.11.009 Unchecked 19
30463802 10.1016/j.bmcl.2018.11.009 Histone deacetylase 4 6
30463802 10.1016/j.bmcl.2018.11.009 GABA-A receptor; anion channel 3
30463802 10.1016/j.bmcl.2018.11.009 No relevant target 2
37979441 10.1016/j.ejmech.2023.115907 CAL-27 2
- 10.6019/CHEMBL5724709 HEK-293T 2
30463802 10.1016/j.bmcl.2018.11.009 Histone deacetylase 6 2
- 10.6019/CHEMBL5724709 U2OS 2
- 10.6019/CHEMBL5724709 Fibroblast 2
30463802 10.1016/j.bmcl.2018.11.009 Voltage-gated inwardly rectifying potassium channel KCNH2 2
30463802 10.1016/j.bmcl.2018.11.009 Cytochrome P450 2C8 1
30463802 10.1016/j.bmcl.2018.11.009 Class 1 histone deacetylase 1
30463802 10.1016/j.bmcl.2018.11.009 Cytochrome P450 2C19 1
30463802 10.1016/j.bmcl.2018.11.009 Histone deacetylase 2 1
30463802 10.1016/j.bmcl.2018.11.009 Histone deacetylase 1 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
30463802 10.1016/j.bmcl.2018.11.009 Cytochrome P450 2D6 1
30463802 10.1016/j.bmcl.2018.11.009 Histone deacetylase 9 1
30463802 10.1016/j.bmcl.2018.11.009 Histone deacetylase 7 1

Data from ChEMBL 36 via Core Engine