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Compound Detail

CHEMBL5598169

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CC(C)O[C@H]1[C@H](O)[C@@H](O)c2nc(CCc3cccc(Oc4ccccc4)c3)cn2[C@@H]1C(=O)O

Basic Information

ChEMBL ID CHEMBL5598169
Phase Preclinical
Structure Type MOL
InChI Key SZRSJGCHFTYPPL-WBADGQHESA-N
3
Targets
3
Activities
1
Assay Types
0
PK Parameters
3
Publications
0
Known Names

Molecular Properties

452.5
MW (Da)
3.29
ALogP
7
HBA
3
HBD
114.0
PSA (Ų)
0.48
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H28N2O6
MW 452.51
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness 0.08

Activity Summary

IC50 3 meas. best 6.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Heparanase
CHEMBL3921
IC50 6.21 6.21 621.0 1
Unchecked
CHEMBL612545
IC50 4.41 4.41 38600.0 1
Beta-glucuronidase
CHEMBL2728
IC50 4.38 4.38 41800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Heparanase IC50 = 621.0 nM 6.21 Inhibition of HPSE1 (unknown origin) 37939863
Unchecked IC50 = 38600.0 nM 4.41 Inhibition of GBA (unknown origin) 37939863
Beta-glucuronidase IC50 = 41800.0 nM 4.38 Inhibition of GUSbeta (unknown origin) 37939863

Literature References

PubMed DOI Target Context # Activities
37939863 10.1016/j.bmcl.2023.129543 Heparanase 1
37939863 10.1016/j.bmcl.2023.129543 Beta-glucuronidase 1
37939863 10.1016/j.bmcl.2023.129543 Unchecked 1

Data from ChEMBL 36 via Core Engine