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Compound Detail

CHEMBL4540811

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CN(C)C(=O)c1ccc(N(Cc2ccc(O)cc2)C(=O)c2ccc(O)cc2O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4540811
Phase Preclinical
Structure Type MOL
InChI Key TYTXGPAMIGYEGN-UHFFFAOYSA-N
6
Targets
8
Activities
1
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

406.4
MW (Da)
3.35
ALogP
5
HBA
3
HBD
101.3
PSA (Ų)
0.60
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H22N2O5
MW 406.44
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -0.89

Activity Summary

IC50 8 meas. best 7.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial
CHEMBL4141
 IC50 7.47 6.675 34.0 2
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial
CHEMBL4766
 IC50 6.95 6.95 113.0 1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrial
CHEMBL3893
 IC50 6.87 6.87 136.0 1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial
CHEMBL3861
 IC50 6.82 6.33 150.0 2
Cytochrome P450 3A4
CHEMBL340
 IC50 5.19 5.19 6470.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.87 4.87 13400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial IC50 = 34.0 nM 7.47 Inhibition of PDHK4 (unknown origin) by radiometric biochemical kinase assay 31469962
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial IC50 = 113.0 nM 6.95 Inhibition of PDHK1 (unknown origin) by radiometric biochemical kinase assay 31469962
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrial IC50 = 136.0 nM 6.87 Inhibition of PDHK3 (unknown origin) by radiometric biochemical kinase assay 31469962
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial IC50 = 150.0 nM 6.82 Inhibition of PDHK2 (unknown origin) by radiometric biochemical kinase assay 31469962
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial IC50 = 1311.0 nM 5.88 Inhibition of PDHK4 (unknown origin) assessed as reduction in NAD measured for 3... 31469962
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial IC50 = 1455.0 nM 5.84 Inhibition of PDHK2 (unknown origin) assessed as reduction in NAD measured for 3... 31469962
Cytochrome P450 3A4 IC50 = 6470.0 nM 5.19 Inhibition of CYP3A4 (unknown origin) 31469962
Cytochrome P450 2C9 IC50 = 13400.0 nM 4.87 Inhibition of CYP2C9 (unknown origin) 31469962

Literature References

PubMed DOI Target Context # Activities
31469962 10.1021/acs.jmedchem.9b00565 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial 2
31469962 10.1021/acs.jmedchem.9b00565 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial 2
31469962 10.1021/acs.jmedchem.9b00565 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial 1
31469962 10.1021/acs.jmedchem.9b00565 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrial 1
31469962 10.1021/acs.jmedchem.9b00565 Heat shock protein HSP90 1
31469962 10.1021/acs.jmedchem.9b00565 NCI-H1299 1
31469962 10.1021/acs.jmedchem.9b00565 DU-145 1
31469962 10.1021/acs.jmedchem.9b00565 Cytochrome P450 1A2 1
31469962 10.1021/acs.jmedchem.9b00565 Cytochrome P450 2C9 1
31469962 10.1021/acs.jmedchem.9b00565 Cytochrome P450 2C19 1
31469962 10.1021/acs.jmedchem.9b00565 Cytochrome P450 2D6 1
31469962 10.1021/acs.jmedchem.9b00565 Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine