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Compound Detail

CHEMBL3716663

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Cc1cc2ccccc2nc1-c1ccc2c(c1)CC[C@H](C)N2C(=O)c1ccc(O)cc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3716663
Phase Preclinical
Structure Type MOL
InChI Key ZPNZQVNPYMEKML-KRWDZBQOSA-N
3
Targets
8
Activities
3
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

424.5
MW (Da)
5.60
ALogP
4
HBA
2
HBD
73.7
PSA (Ų)
0.44
QED
1
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H24N2O3
MW 424.50
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -0.58

Activity Summary

IC50 4 meas. best 7.0
Kd 2 meas. best 6.94
Ki 2 meas. best 6.91

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Pyruvate dehydrogenase kinase
CHEMBL2096665
 IC50 7.0 6.5 100.0 2
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial
CHEMBL4766
 Kd 6.94 6.88 115.0 2
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial
CHEMBL4766
 Ki 6.91 6.91 124.0 1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial
CHEMBL4766
 IC50 6.86 6.215 139.0 2
Heat shock protein HSP 90-alpha
CHEMBL3880
 Ki 4.97 4.97 10600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Pyruvate dehydrogenase kinase IC50 = 100.0 nM 7.0 Binding affinity to pyruvate dehydrogenase kinase (unknown origin) by VER-001603... -
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial Kd = 115.0 nM 6.94 Binding affinity to PDHK1 (unknown origin) by surface plasmon resonance method 28199108
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial Ki = 124.0 nM 6.91 Inhibition of fluorescein-labelled VER160364 binding to PDHK1 (unknown origin) a... 28199108
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial IC50 = 139.0 nM 6.86 Inhibition of PDHK1 (unknown origin) assessed as decrease in phosphorylation of ... 28199108
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial Kd = 153.0 nM 6.82 Binding affinity to PDHK1 (unknown origin) by isothermal titration calorimetry 28199108
Pyruvate dehydrogenase kinase IC50 = 1000.0 nM 6.0 Inhibition of pyruvate dehydrogenase kinase in human PC3 cells incubated for 90 ... -
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial IC50 = 2680.0 nM 5.57 Inhibition of PDHK1 in human PC3 cells assessed as decrease in phosphorylation o... 28199108
Heat shock protein HSP 90-alpha Ki = 10600.0 nM 4.97 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

Data from ChEMBL 36 via Core Engine