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Compound Detail

CHEMBL4082531

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O=S(=O)(c1ccc(O)cc1O)N1Cc2cc(O)cc(O)c2C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4082531
Phase Preclinical
Structure Type MOL
InChI Key SVUZJWAAXPEMKJ-UHFFFAOYSA-N
6
Targets
10
Activities
3
Assay Types
12
PK Parameters
12
Publications
0
Known Names

Molecular Properties

323.3
MW (Da)
1.21
ALogP
6
HBA
4
HBD
118.3
PSA (Ų)
0.66
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H13NO6S
MW 323.33
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.06

Activity Summary

IC50 7 meas. best 6.34
EC50 2 meas. best 6.34
Kd 1 meas. best 6.81

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial
CHEMBL3861
 Kd 6.81 6.81 156.0 1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial
CHEMBL3861
 EC50 6.34 6.34 456.0 1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial
CHEMBL3861
 IC50 6.34 6.22 456.0 2
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial
CHEMBL4141
 IC50 6.12 6.1 760.0 2
Unchecked
CHEMBL612545
 EC50 6.1 6.1 800.0 1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial
CHEMBL4766
 IC50 5.68 5.68 2100.0 1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrial
CHEMBL3893
 IC50 4.67 4.67 21300.0 1
Heat shock protein HSP 90-alpha
CHEMBL3880
 IC50 4.33 4.33 47000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 24901.77 ng.hr.mL-1 Mus musculus
AUClast 245088.0 min.ng/g Mus musculus
AUClast 885986.0 min.ng/g Mus musculus
Cmax 89691.65 nM Mus musculus
Cmax 5707.0 ng/g Mus musculus
Cmax 17426.0 ng/g Mus musculus
T1/2 5.65 hr Mus musculus
T1/2 1.667 hr Mus musculus
T1/2 8.567 hr Mus musculus
Tmax 0.1667 hr Mus musculus
Tmax 0.1667 hr Mus musculus
Tmax 0.5 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Kd = 156.0 nM 6.81 Binding affinity to N-terminal His6-SUMO tagged recombinant human PDK2 by isothe... 28085286
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial EC50 = 456.0 nM 6.34 Inhibition of recombinant human N-terminal His6-tagged SUMO-fused PDK2 expressed... 31495556
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial IC50 = 456.0 nM 6.34 Inhibition of N-terminal His6-SUMO tagged recombinant human PDK2 using [32P]-gam... 28085286
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial IC50 = 760.0 nM 6.12 Inhibition of PDK4 (unknown origin) 30623649
Unchecked EC50 = 800.0 nM 6.1 Inhibition of PDK (unknown origin) incubated for 10 mins in presence of ATP 37688544
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial IC50 = 800.0 nM 6.1 Inhibition of PDHK2 (unknown origin) assessed as decrease in phosphorylation of ... 28199108
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial IC50 = 840.0 nM 6.08 Inhibition of PDHK4 (unknown origin) assessed as decrease in phosphorylation of ... 28199108
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial IC50 = 2100.0 nM 5.68 Inhibition of PDHK1 (unknown origin) assessed as decrease in phosphorylation of ... 28199108
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrial IC50 = 21300.0 nM 4.67 Inhibition of PDHK3 (unknown origin) assessed as decrease in phosphorylation of ... 28199108
Heat shock protein HSP 90-alpha IC50 = 47000.0 nM 4.33 Displacement of fluorescein-labelled VER160364 from HSP90A (unknown origin) afte... 28199108

Literature References

PubMed DOI Target Context # Activities
28085286 10.1021/acs.jmedchem.6b01540 Plasma 6
28085286 10.1021/acs.jmedchem.6b01540 Liver 6
28085286 10.1021/acs.jmedchem.6b01540 ADMET 6
30623649 10.1021/acs.jmedchem.8b01168 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial 5
28085286 10.1021/acs.jmedchem.6b01540 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial 2
28199108 10.1021/acs.jmedchem.6b01478 Heat shock protein HSP 90-alpha 1
28199108 10.1021/acs.jmedchem.6b01478 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial 1
28199108 10.1021/acs.jmedchem.6b01478 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial 1
28199108 10.1021/acs.jmedchem.6b01478 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrial 1
28199108 10.1021/acs.jmedchem.6b01478 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial 1
31495556 10.1016/j.bmcl.2019.126665 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial 1
37688544 10.1021/acs.jmedchem.3c01197 Unchecked 1

Data from ChEMBL 36 via Core Engine