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Compound Detail

CHEMBL575726

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COc1ccc2nc(NC(=O)[C@H](CC3CCCC3)c3ccc(S(=O)(=O)N4CCN(C)CC4)cc3)sc2n1

Basic Information

ChEMBL ID CHEMBL575726
Phase Preclinical
Structure Type MOL
InChI Key GMGMDWSPSKXMJH-OAQYLSRUSA-N
2
Targets
2
Activities
1
Assay Types
8
PK Parameters
8
Publications
0
Known Names

Molecular Properties

543.7
MW (Da)
3.94
ALogP
8
HBA
1
HBD
104.7
PSA (Ų)
0.46
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H33N5O4S2
MW 543.72
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness -1.58

Activity Summary

EC50 2 meas. best 6.91

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hexokinase-4
CHEMBL3820
EC50 6.91 6.91 122.0 1
Hexokinase-4
CHEMBL3882
EC50 6.41 6.41 390.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 28490.93 ng.hr.mL-1 Mus musculus
AUC 277840.92 ng.hr.mL-1 Mus musculus
AUC 1755128.16 ng.hr.mL-1 Mus musculus
AUC 90801.24 ng.hr.mL-1 Mus musculus
Cmax 4300.0 nM Mus musculus
Cmax 44500.0 nM Mus musculus
Cmax 218000.0 nM Mus musculus
Cmax 34600.0 nM Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hexokinase-4 EC50 = 122.0 nM 6.91 Activation of recombinant human glucokinase assessed as formation of glucose-6-p... -
Hexokinase-4 EC50 = 390.0 nM 6.41 Activation of rat glucokinase -

Literature References

PubMed DOI Target Context # Activities
19746978 10.1021/jm900839k Mus musculus 6
19746978 10.1021/jm900839k Plasma 2
19746978 10.1021/jm900839k Liver 2
19746978 10.1021/jm900839k Pancreas 2
19746978 10.1021/jm900839k Muscle 2
- 10.1039/C1MD00116G Hexokinase-4 2
19746978 10.1021/jm900839k Hexokinase-4 1
- 10.1039/C1MD00116G Unchecked 1

Data from ChEMBL 36 via Core Engine