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Compound Detail

CHEMBL4784006

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O=C(NO)c1ccc(CNC(=O)c2c(F)c(F)c(F)c(F)c2F)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4784006
Phase Preclinical
Structure Type MOL
InChI Key KMHKOOKREYIIBC-UHFFFAOYSA-N
9
Targets
15
Activities
1
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

360.2
MW (Da)
2.43
ALogP
3
HBA
3
HBD
78.4
PSA (Ų)
0.26
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 C15H9F5N2O3
MW 360.24
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -1.00

Activity Summary

IC50 15 meas. best 8.23

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 8.23 7.52 5.9 3
Histone deacetylase 6
CHEMBL4739666
 IC50 7.13 7.13 74.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 6.7 6.685 200.0 2
Histone deacetylase 8
CHEMBL3192
 IC50 6.16 6.16 694.0 2
MV4-11
CHEMBL613835
 IC50 5.73 5.73 1850.0 2
MM1.S
CHEMBL4296471
 IC50 5.72 5.72 1900.0 1
RPMI-8226
CHEMBL614882
 IC50 5.31 5.31 4940.0 1
HUVEC
CHEMBL613979
 IC50 4.99 4.99 10300.0 1
Fibroblast
CHEMBL5314315
 IC50 4.94 4.89 11500.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 190.0 ng.hr.mL-1 Mus musculus
AUC 219.0 ng.hr.mL-1 Mus musculus
Cmax 1460.14 nM Mus musculus
T1/2 0.8475 hr Mus musculus
T1/2 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 5.92 nM 8.23 Inhibition of recombinant full length human HDAC6 expressed in SF9 baculovirus u... 32615502
Histone deacetylase 6 IC50 = 8.0 nM 8.1 Inhibition of recombinant full length human HDAC6 expressed in insect Sf9 cells ... 34101461
Histone deacetylase 6 IC50 = 74.0 nM 7.13 Inhibition of N-terminal 6 His-SUMO tagged Zebrafish HDAC6 CD2 domain expressed ... 32615502
Histone deacetylase 3 IC50 = 200.0 nM 6.7 Inhibition of recombinant full length human HDAC3 expressed in insect Sf9 cells ... 34101461
Histone deacetylase 3 IC50 = 215.0 nM 6.67 Inhibition of recombinant full length human HDAC3 expressed in SF9 baculovirus u... 32615502
Histone deacetylase 6 IC50 = 590.0 nM 6.23 Inhibition of HDAC6 in human HeLa cells assessed by deacetylation measured after... 32615502
Histone deacetylase 8 IC50 = 694.0 nM 6.16 Inhibition of recombinant full length human HDAC8 expressed in SF9 baculovirus u... 32615502
Histone deacetylase 8 IC50 = 700.0 nM 6.16 Inhibition of recombinant full length human HDAC8 expressed in insect Sf9 cells ... 34101461
MV4-11 IC50 = 1850.0 nM 5.73 Cytotoxicity against human MV4-11 cells measured after 72 hrs by spectrophotomet... 32615502
MV4-11 IC50 = 1850.0 nM 5.73 Cytotoxicity against human MV4-11 cells assessed as cell viability incubated for... 34101461
MM1.S IC50 = 1900.0 nM 5.72 Cytotoxicity against human MM1.S cells measured after 72 hrs by spectrophotomete... 32615502
RPMI-8226 IC50 = 4940.0 nM 5.31 Cytotoxicity against human RPMI-8226 cells measured after 72 hrs by spectrophoto... 32615502
HUVEC IC50 = 10300.0 nM 4.99 Cytotoxicity against human HUVEC cells measured after 72 hrs by spectrophotomete... 32615502
Fibroblast IC50 = 11500.0 nM 4.94 Cytotoxicity against human fibroblasts measured after 72 hrs by spectrophotomete... 32615502
Fibroblast IC50 = 14600.0 nM 4.84 Cytotoxicity against pooled human fibroblasts measured after 72 hrs by spectroph... 32615502

Literature References

PubMed DOI Target Context # Activities
32615502 10.1016/j.ejmech.2020.112411 MV4-11 16
32615502 10.1016/j.ejmech.2020.112411 ADMET 12
32615502 10.1016/j.ejmech.2020.112411 Unchecked 6
32615502 10.1016/j.ejmech.2020.112411 Histone deacetylase 6 6
34101461 10.1021/acs.jmedchem.1c00420 Histone deacetylase 6 2
32615502 10.1016/j.ejmech.2020.112411 Fibroblast 2
32615502 10.1016/j.ejmech.2020.112411 Histone deacetylase 1 1
32615502 10.1016/j.ejmech.2020.112411 Histone deacetylase 2 1
32615502 10.1016/j.ejmech.2020.112411 Histone deacetylase 4 1
32615502 10.1016/j.ejmech.2020.112411 Histone deacetylase 5 1
32615502 10.1016/j.ejmech.2020.112411 Histone deacetylase 7 1
32615502 10.1016/j.ejmech.2020.112411 Histone deacetylase 9 1
32615502 10.1016/j.ejmech.2020.112411 Polyamine deacetylase HDAC10 1
32615502 10.1016/j.ejmech.2020.112411 Class 1 histone deacetylase 1
32615502 10.1016/j.ejmech.2020.112411 MM1.S 1
32615502 10.1016/j.ejmech.2020.112411 RPMI-8226 1
32615502 10.1016/j.ejmech.2020.112411 Histone deacetylase 11 1
32615502 10.1016/j.ejmech.2020.112411 HUVEC 1
32615502 10.1016/j.ejmech.2020.112411 Histone deacetylase 8 1
34101461 10.1021/acs.jmedchem.1c00420 Histone deacetylase 11 1

Data from ChEMBL 36 via Core Engine