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Compound Detail

CHEMBL4278654

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CC(C)Oc1ccc(C(=O)C(Cl)Cl)cc1[N+](=O)[O-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4278654
Phase Preclinical
Structure Type MOL
InChI Key AZBQMSXFKLKWBD-UHFFFAOYSA-N
10
Targets
11
Activities
3
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

292.1
MW (Da)
3.37
ALogP
4
HBA
0
HBD
69.4
PSA (Ų)
0.36
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H11Cl2NO4
MW 292.12
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness -1.01

Activity Summary

IC50 9 meas. best 5.9
EC50 1 meas. best 6.48
Kd 1 meas. best 6.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 EC50 6.48 6.48 330.0 1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial
CHEMBL4766
 Kd 6.24 6.24 580.0 1
NCI-H1975
CHEMBL614348
 IC50 5.9 5.9 1260.0 1
A549
CHEMBL392
 IC50 5.46 5.43 3500.0 2
A-375
CHEMBL613859
 IC50 5.31 5.31 4900.0 1
SH-SY5Y
CHEMBL614910
 IC50 5.25 5.25 5600.0 1
HCT-116
CHEMBL394
 IC50 5.21 5.21 6200.0 1
MCF7
CHEMBL387
 IC50 5.11 5.11 7800.0 1
PC-3
CHEMBL390
 IC50 5.06 5.06 8700.0 1
L02
CHEMBL4296457
 IC50 4.77 4.77 16900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 330.0 nM 6.48 Inhibition of PDK (unknown origin) using RYHGHSMSDP as substrate after 30 mins b... 33550182
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial Kd = 580.0 nM 6.24 Binding affinity to recombinant human N-terminal His6/Sumo-tagged PDK1 (29 to 43... 30266541
NCI-H1975 IC50 = 1260.0 nM 5.9 Antiproliferative activity against human NCI-H1975 cells assessed as inhibition ... 30266541
A549 IC50 = 3500.0 nM 5.46 Antiproliferative activity against human A549 cells assessed as growth inhibitio... 33550182
A549 IC50 = 4000.0 nM 5.4 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 30266541
A-375 IC50 = 4900.0 nM 5.31 Antiproliferative activity against human A375 cells assessed as growth inhibitio... 33550182
SH-SY5Y IC50 = 5600.0 nM 5.25 Antiproliferative activity against human SHSY-5Y cells assessed as growth inhibi... 33550182
HCT-116 IC50 = 6200.0 nM 5.21 Antiproliferative activity against human HCT-116 cells assessed as growth inhibi... 33550182
MCF7 IC50 = 7800.0 nM 5.11 Antiproliferative activity against human MCF7 cells assessed as growth inhibitio... 33550182
PC-3 IC50 = 8700.0 nM 5.06 Antiproliferative activity against human PC3 cells assessed as growth inhibition... 33550182
L02 IC50 = 16900.0 nM 4.77 Cytotoxicity against human L02 cells assessed as reduction in cell viability aft... 33550182

Literature References

PubMed DOI Target Context # Activities
33550182 10.1016/j.ejmech.2021.113225 A-375 16
30266541 10.1016/j.bmcl.2018.09.026 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial 13
30266541 10.1016/j.bmcl.2018.09.026 NCI-H1975 4
30266541 10.1016/j.bmcl.2018.09.026 A549 4
30266541 10.1016/j.bmcl.2018.09.026 NCI-H1650 3
33550182 10.1016/j.ejmech.2021.113225 MCF7 3
33550182 10.1016/j.ejmech.2021.113225 A549 3
33550182 10.1016/j.ejmech.2021.113225 Unchecked 3
30266541 10.1016/j.bmcl.2018.09.026 Unchecked 2
30266541 10.1016/j.bmcl.2018.09.026 Epidermal growth factor receptor 1
30266541 10.1016/j.bmcl.2018.09.026 RAC-alpha serine/threonine-protein kinase 1
33550182 10.1016/j.ejmech.2021.113225 SH-SY5Y 1
33550182 10.1016/j.ejmech.2021.113225 HCT-116 1
33550182 10.1016/j.ejmech.2021.113225 PC-3 1
33550182 10.1016/j.ejmech.2021.113225 L02 1

Data from ChEMBL 36 via Core Engine