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Compound Detail

CHEMBL1231132

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CN(C)C(=O)c1ccc(S(=O)(=O)c2ccc(NC(=O)[C@@](C)(O)C(F)(F)F)c(Cl)c2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1231132
Phase Preclinical
Structure Type MOL
InChI Key DTDZLJHKVNTQGZ-GOSISDBHSA-N
5
Targets
11
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

478.9
MW (Da)
3.13
ALogP
5
HBA
2
HBD
103.8
PSA (Ų)
0.69
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 C19H18ClF3N2O5S
MW 478.88
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.49

Activity Summary

IC50 6 meas. best 7.49
EC50 3 meas. best 7.28
Kd 2 meas. best 6.83

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial
CHEMBL4766
 IC50 7.49 7.44 32.3 2
Unchecked
CHEMBL612545
 EC50 7.28 7.17 53.0 2
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial
CHEMBL3861
 IC50 7.13 7.115 74.5 2
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial
CHEMBL3861
 EC50 7.1 7.1 80.0 1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrial
CHEMBL3893
 IC50 6.92 6.92 120.5 1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial
CHEMBL4766
 Kd 6.83 5.94 148.1 2
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial
CHEMBL4141
 IC50 6.27 6.27 539.7 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial IC50 = 32.3 nM 7.49 Inhibition of recombinant full-length human PDK1 (1 to 436 residues) expressed i... 38056298
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial IC50 = 41.0 nM 7.39 Inhibition of PDHK1 in human PC3 cells assessed as decrease in phosphorylation o... 28199108
Unchecked EC50 = 53.0 nM 7.28 Inhibition of PDK (unknown origin) using RYHGHSMSDP as substrate after 30 mins b... 33550182
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial IC50 = 74.5 nM 7.13 Inhibition of recombinant full length human PDK2 (1 to 407 residues) expressed i... 38056298
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial EC50 = 80.0 nM 7.1 Inhibition of PDK2 (unknown origin) 31495556
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial IC50 = 80.0 nM 7.1 Inhibition of E2-activated human PDHK2 30597326
Unchecked EC50 = 87.0 nM 7.06 Inhibition of PDK (unknown origin) incubated for 10 mins in presence of ATP 37688544
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrial IC50 = 120.5 nM 6.92 Inhibition of N-terminal GST-tagged recombinant human full length PDK3 (1 to 406... 38056298
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial Kd = 148.1 nM 6.83 Binding affinity to PDK1 (unknown origin) assessed as dissociation constant 38056298
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial IC50 = 539.7 nM 6.27 Inhibition of N-terminal GST-tagged recombinant full length human PDK4 (1 to 411... 38056298
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial Kd = 8900.0 nM 5.05 Binding affinity to PDK1 (unknown origin) assessed as dissociation constant in p... 38056298

Literature References

PubMed DOI Target Context # Activities
36731272 10.1016/j.ejmech.2023.115166 NCI-H1299 14
38056298 10.1016/j.ejmech.2023.116008 A549 4
38056298 10.1016/j.ejmech.2023.116008 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial 3
33550182 10.1016/j.ejmech.2021.113225 MCF7 3
33550182 10.1016/j.ejmech.2021.113225 A549 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
33550182 10.1016/j.ejmech.2021.113225 Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
33550182 10.1016/j.ejmech.2021.113225 HCT-116 1
38056298 10.1016/j.ejmech.2023.116008 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial 1
38056298 10.1016/j.ejmech.2023.116008 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial 1
37688544 10.1021/acs.jmedchem.3c01197 Unchecked 1
33550182 10.1016/j.ejmech.2021.113225 L02 1
33550182 10.1016/j.ejmech.2021.113225 PC-3 1
33550182 10.1016/j.ejmech.2021.113225 A-375 1
28199108 10.1021/acs.jmedchem.6b01478 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial 1
33550182 10.1016/j.ejmech.2021.113225 SH-SY5Y 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
30597326 10.1016/j.ejmech.2018.12.051 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial 1
31495556 10.1016/j.bmcl.2019.126665 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial 1

Data from ChEMBL 36 via Core Engine