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Compound Detail

CHEMBL5268799

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COc1ccc(-c2ccc(S(=O)(=O)N(OC(C)C)[C@H](CCC3C(=O)c4ccccc4C3=O)C(=O)NO)cc2)cc1

Basic Information

ChEMBL ID CHEMBL5268799
Phase Preclinical
Structure Type MOL
InChI Key WCMWQLXHZKEHAD-AREMUKBSSA-N
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
2
Publications
0
Known Names

Molecular Properties

566.6
MW (Da)
4.04
ALogP
8
HBA
2
HBD
139.3
PSA (Ų)
0.20
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H30N2O8S
MW 566.63
Aromatic Rings 3
Heavy Atoms 40
NP-Likeness -0.26

Activity Summary

IC50 2 meas. best 9.37

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Matrix metalloproteinase-9
CHEMBL321
IC50 9.37 9.37 0.4 1
72 kDa type IV collagenase
CHEMBL333
IC50 9.17 9.17 0.7 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Matrix metalloproteinase-9 IC50 = 0.43 nM 9.37 Inhibition of MMP-9 (unknown origin) 33656892
72 kDa type IV collagenase IC50 = 0.67 nM 9.17 Inhibition of MMP-2 (unknown origin) 33656892

Literature References

PubMed DOI Target Context # Activities
33656892 10.1021/acs.jmedchem.0c01640 72 kDa type IV collagenase 1
33656892 10.1021/acs.jmedchem.0c01640 Matrix metalloproteinase-9 1

Data from ChEMBL 36 via Core Engine