Compound Detail

CHEMBL3732469

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Cc1cnc(Cl)nc1-c1ccc(N(Cc2ccccc2)C(=O)c2ccc(O)cc2O)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3732469
Phase	Preclinical
Structure Type	MOL
InChI Key	XFKGXBZSDIBBEB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

445.9

MW (Da)

5.36

ALogP

HBA

HBD

86.5

PSA (Å²)

0.40

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H20ClN3O3
MW	445.91
Aromatic Rings	4
Heavy Atoms	32
NP-Likeness	-1.01

Activity Summary

IC50 6 meas. best 8.0

Kd 2 meas. best 7.8

Ki 2 meas. best 7.17

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial CHEMBL4766	IC50	8.0	7.01	10.0	4
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial CHEMBL4766	Kd	7.8	7.51	16.0	2
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial CHEMBL3861	IC50	7.46	7.46	35.0	1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial CHEMBL4766	Ki	7.17	7.17	67.0	1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial CHEMBL4141	IC50	6.46	6.46	350.0	1
Heat shock protein HSP 90-alpha CHEMBL3880	Ki	5.18	5.18	6550.0	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	=	10.0	nM	8.0	Binding affinity to pyruvate dehydrogenase kinase 1 (unknown origin) incubated f...	-
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	Kd	=	16.0	nM	7.8	Binding affinity to PDHK1 (unknown origin) by surface plasmon resonance method	28199108
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial	IC50	=	35.0	nM	7.46	Inhibition of human recombinant PDHK2 co-complexed with porcine PDH using sodium...	34808405
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	Kd	=	60.0	nM	7.22	Binding affinity to PDHK1 (unknown origin) by isothermal titration calorimetry	28199108
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	Ki	=	67.0	nM	7.17	Inhibition of fluorescein-labelled VER160364 binding to PDHK1 (unknown origin) a...	28199108
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	IC50	=	72.0	nM	7.14	Inhibition of PDHK1 (unknown origin) assessed as decrease in phosphorylation of ...	28199108
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	IC50	=	72.0	nM	7.14	Inhibition of human recombinant PDHK1 co-complexed with porcine PDH using sodium...	34808405
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial	IC50	=	350.0	nM	6.46	Inhibition of human recombinant PDHK4 co-complexed with porcine PDH using sodium...	34808405
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	IC50	=	1720.0	nM	5.76	Inhibition of PDHK1 in human PC3 cells assessed as decrease in phosphorylation o...	28199108
Heat shock protein HSP 90-alpha	Ki	=	6550.0	nM	5.18	Displacement of fluorescein-labelled VER160364 from HSP90A (unknown origin) afte...	28199108

Literature References

PubMed	DOI	Target Context	# Activities
28199108	10.1021/acs.jmedchem.6b01478	[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	5
28199108	10.1021/acs.jmedchem.6b01478	Heat shock protein HSP 90-alpha	1
28199108	10.1021/acs.jmedchem.6b01478	Heat shock protein HSP90	1
28199108	10.1021/acs.jmedchem.6b01478	PC-3	1
34808405	10.1016/j.bmc.2021.116514	[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial	1
34808405	10.1016/j.bmc.2021.116514	[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial	1
34808405	10.1016/j.bmc.2021.116514	[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial	1

Data from ChEMBL 36 via Core Engine