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Compound Detail

CHEMBL5192865

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O=C(NO)c1ccc(CN(C2CC2)S(=O)(=O)c2cc(F)c(F)c(F)c2F)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5192865
Phase Preclinical
Structure Type MOL
InChI Key HYEWQOQZANKATO-UHFFFAOYSA-N
10
Targets
29
Activities
2
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

418.4
MW (Da)
2.72
ALogP
4
HBA
2
HBD
86.7
PSA (Ų)
0.25
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H14F4N2O4S
MW 418.37
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -1.57

Activity Summary

IC50 27 meas. best 8.19
Ki 2 meas. best 7.76

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 8.19 8.13 6.5 2
Histone deacetylase 6
CHEMBL1865
 Ki 7.76 7.76 17.3 2
Unchecked
CHEMBL612545
 IC50 6.76 5.75 173.0 11
Histone deacetylase 8
CHEMBL3192
 IC50 6.48 6.48 334.0 1
MV4-11
CHEMBL613835
 IC50 6.4 6.3867 400.0 3
MM1.S
CHEMBL4296471
 IC50 6.32 6.32 480.0 1
MOLT-4
CHEMBL614177
 IC50 5.56 5.56 2730.0 1
SU-DHL-1
CHEMBL2366200
 IC50 5.55 5.55 2800.0 1
Fibroblast
CHEMBL5314315
 IC50 5.52 5.5 3000.0 4
HUVEC
CHEMBL613979
 IC50 5.41 5.41 3900.0 2
HuT78
CHEMBL613978
 IC50 5.02 5.02 9600.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1576.0 ng.hr.mL-1 Mus musculus
AUC 1576.0 ng.hr.mL-1 Mus musculus
AUC 1519.0 ng.hr.mL-1 Mus musculus
Cmax 1178.38 nM Mus musculus
Cmax 1178.38 nM Mus musculus
MRT 2.1 hr Mus musculus
T1/2 0.6143 hr Mus musculus
T1/2 0.6833 hr Mus musculus
T1/2 0.6833 hr Homo sapiens
T1/2 1.05 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 6.5 nM 8.19 Inhibition of recombinant full length human HDAC6 expressed in insect Sf9 cells ... 34101461
Histone deacetylase 6 IC50 = 8.5 nM 8.07 Inhibition of full length human recombinant HDAC6 expressed in Sf9 baculovirus s... 35119267
Histone deacetylase 6 Ki = 17.3 nM 7.76 Binding affinity to full length human recombinant HDAC6 expressed in Sf9 baculov... 35119267
Histone deacetylase 6 Ki = 17.3 nM 7.76 Inhibition of recombinant full length human HDAC6 34101461
Unchecked IC50 = 173.0 nM 6.76 Competitive inhibition of N-terminal His-SUMO tagged zebra fish recombinant HDAC... 35119267
Histone deacetylase 8 IC50 = 334.0 nM 6.48 Inhibition of recombinant full length human HDAC8 expressed in insect Sf9 cells ... 34101461
MV4-11 IC50 = 400.0 nM 6.4 Cytotoxicity against human MV4-11 cells assessed as inhibition of cell growth in... 35119267
MV4-11 IC50 = 420.0 nM 6.38 Cytotoxicity against human MV4-11 cells assessed as cell viability incubated for... 34101461
MV4-11 IC50 = 420.0 nM 6.38 Cytotoxicity against human MV4-11 cells assessed as reduction in cell growth inc... 34101461
Unchecked IC50 = 420.0 nM 6.38 Cytotoxicity against human SUPT11 cells assessed as reduction in cell growth inc... 34101461
Unchecked IC50 = 460.0 nM 6.34 Cytotoxicity against human Mac-1 cells assessed as reduction in cell growth incu... 34101461
MM1.S IC50 = 480.0 nM 6.32 Cytotoxicity against human MM1.S cells assessed as inhibition of cell growth inc... 35119267
Unchecked IC50 = 500.0 nM 6.3 Cytotoxicity against human KHYG-1 cells assessed as reduction in cell growth inc... 34101461
Unchecked IC50 = 1430.0 nM 5.84 Cytotoxicity against human fetal neuronal stem cells assessed as inhibition of c... 35119267
Unchecked IC50 = 1610.0 nM 5.79 Cytotoxicity against human SNK6 cells assessed as reduction in cell growth incub... 34101461
Unchecked IC50 = 2050.0 nM 5.69 Cytotoxicity against human DND41 cells assessed as reduction in cell growth incu... 34101461
MOLT-4 IC50 = 2730.0 nM 5.56 Cytotoxicity against human MOLT-4 cells assessed as reduction in cell growth inc... 34101461
SU-DHL-1 IC50 = 2800.0 nM 5.55 Cytotoxicity against human SU-DHL-1 cells assessed as reduction in cell growth i... 34101461
Fibroblast IC50 = 3000.0 nM 5.52 Cytotoxicity against human normal fibroblast assessed as reduction in cell growt... 34101461
Fibroblast IC50 = 3000.0 nM 5.52 Cytotoxicity against primary normal human fibroblast cells assessed as inhibitio... 35119267

Literature References

PubMed DOI Target Context # Activities
34101461 10.1021/acs.jmedchem.1c00420 MV4-11 21
34101461 10.1021/acs.jmedchem.1c00420 Unchecked 10
34101461 10.1021/acs.jmedchem.1c00420 ADMET 7
35119267 10.1021/acs.jmedchem.1c01585 ADMET 6
34101461 10.1021/acs.jmedchem.1c00420 Histone deacetylase 6 5
35119267 10.1021/acs.jmedchem.1c01585 Unchecked 4
35119267 10.1021/acs.jmedchem.1c01585 Histone deacetylase 6 3
34101461 10.1021/acs.jmedchem.1c00420 Histone deacetylase 1 3
34101461 10.1021/acs.jmedchem.1c00420 Fibroblast 2
35119267 10.1021/acs.jmedchem.1c01585 Fibroblast 2
34101461 10.1021/acs.jmedchem.1c00420 Histone deacetylase 2 1
34101461 10.1021/acs.jmedchem.1c00420 Histone deacetylase 4 1
34101461 10.1021/acs.jmedchem.1c00420 Histone deacetylase 5 1
34101461 10.1021/acs.jmedchem.1c00420 Histone deacetylase 7 1
34101461 10.1021/acs.jmedchem.1c00420 Histone deacetylase 9 1
34101461 10.1021/acs.jmedchem.1c00420 Polyamine deacetylase HDAC10 1
34101461 10.1021/acs.jmedchem.1c00420 HUVEC 1
34101461 10.1021/acs.jmedchem.1c00420 Histone deacetylase 11 1
34101461 10.1021/acs.jmedchem.1c00420 SU-DHL-1 1
34101461 10.1021/acs.jmedchem.1c00420 Histone deacetylase 8 1

Data from ChEMBL 36 via Core Engine