Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL5267731

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCN([C@@H](C(=O)O)C(C)C)S(=O)(=O)c1ccc(-c2nc(-c3ccc(C)s3)no2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5267731
Phase Preclinical
Structure Type MOL
InChI Key ZVQKPPCVSXIXMD-QGZVFWFLSA-N
5
Targets
9
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

449.6
MW (Da)
3.89
ALogP
7
HBA
1
HBD
113.6
PSA (Ų)
0.55
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H23N3O5S2
MW 449.55
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.54

Activity Summary

IC50 9 meas. best 9.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
72 kDa type IV collagenase
CHEMBL333
 IC50 9.15 8.67 0.7 3
Matrix metalloproteinase-9
CHEMBL321
 IC50 7.48 7.4533 33.0 3
Macrophage metalloelastase
CHEMBL4393
 IC50 7.24 7.24 58.0 1
Neutrophil collagenase
CHEMBL4588
 IC50 6.83 6.83 149.0 1
Collagenase 3
CHEMBL280
 IC50 6.6 6.6 252.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
72 kDa type IV collagenase IC50 = 0.7 nM 9.15 Inhibition of human recombinant MMP-2 (34 to 660 residues) expressed in CHO cell... 37270903
72 kDa type IV collagenase IC50 = 3.7 nM 8.43 Inhibition of MMP-2 (unknown origin) 33656892
72 kDa type IV collagenase IC50 = 3.7 nM 8.43 Inhibition of recombinant human MMP2 using (7-methoxycoumarin-4-yl)-acetyl-Pro-L... 32224379
Matrix metalloproteinase-9 IC50 = 33.0 nM 7.48 Inhibition of human recombinant MMP-9 (20 to 707 residues) Gln279Arg mutant expr... 37270903
Matrix metalloproteinase-9 IC50 = 36.4 nM 7.44 Inhibition of MMP-9 (unknown origin) 33656892
Matrix metalloproteinase-9 IC50 = 36.4 nM 7.44 Inhibition of recombinant human MMP9 using (7-methoxycoumarin-4-yl)-acetyl-Pro-L... 32224379
Macrophage metalloelastase IC50 = 58.0 nM 7.24 Inhibition of human recombinant MMP-12 (17 to 470 residues) Val97Leu mutant expr... 37270903
Neutrophil collagenase IC50 = 149.0 nM 6.83 Inhibition of human recombinant MMP-8 (21 to 467 residues) expressed in NS0 cell... 37270903
Collagenase 3 IC50 = 252.0 nM 6.6 Inhibition of human recombinant MMP-13 (20 to 471 residues) expressed in NS0 cel... 37270903

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
32224379 10.1016/j.ejmech.2020.112260 Matrix metalloproteinase-9 1
32224379 10.1016/j.ejmech.2020.112260 72 kDa type IV collagenase 1
37270903 10.1016/j.bmc.2023.117350 72 kDa type IV collagenase 1
37270903 10.1016/j.bmc.2023.117350 Matrix metalloproteinase-9 1
37270903 10.1016/j.bmc.2023.117350 Neutrophil collagenase 1
37270903 10.1016/j.bmc.2023.117350 Collagenase 3 1
37270903 10.1016/j.bmc.2023.117350 Macrophage metalloelastase 1
37270903 10.1016/j.bmc.2023.117350 MMP-2/MMP-9 1

Data from ChEMBL 36 via Core Engine