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Compound Detail

CHEMBL573714

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COc1ccc(S(=O)(=O)c2ccccc2CC(=O)NO)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL573714
Phase Preclinical
Structure Type MOL
InChI Key ITWGWXCEGHFMHT-UHFFFAOYSA-N
11
Targets
15
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

321.4
MW (Da)
1.58
ALogP
5
HBA
2
HBD
92.7
PSA (Ų)
0.64
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H15NO5S
MW 321.35
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -1.02

Activity Summary

IC50 15 meas. best 7.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Macrophage metalloelastase
CHEMBL4393
 IC50 7.5 7.5 32.0 1
Collagenase 3
CHEMBL280
 IC50 7.08 7.08 84.0 1
Matrix metalloproteinase-9
CHEMBL321
 IC50 7.01 7.01 98.0 2
Matrix metalloproteinase-16
CHEMBL2200
 IC50 6.89 6.89 130.0 1
Matrix metalloproteinase-14
CHEMBL3869
 IC50 6.7 6.7 200.0 1
72 kDa type IV collagenase
CHEMBL333
 IC50 6.64 6.64 230.0 2
Neutrophil collagenase
CHEMBL4588
 IC50 6.55 6.55 280.0 1
Stromelysin-1
CHEMBL283
 IC50 6.14 6.14 730.0 1
Interstitial collagenase
CHEMBL332
 IC50 5.39 5.39 4100.0 1
Elastase
CHEMBL1075146
 IC50 4.77 4.655 17000.0 2
Disintegrin and metalloproteinase domain-containing protein 17
CHEMBL3706
 IC50 4.17 4.17 67000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Macrophage metalloelastase IC50 = 32.0 nM 7.5 Inhibition of autoactivated human pro-MMP12 after 4 hrs by fluorimetry 19775099
Collagenase 3 IC50 = 84.0 nM 7.08 Inhibition of para-aminophenylmercuric acetate-activated human pro-MMP13 after 4... 19775099
Matrix metalloproteinase-9 IC50 = 98.0 nM 7.01 Inhibition of para-aminophenylmercuric acetate-activated human recombinant pro-M... 19775099
Matrix metalloproteinase-9 IC50 = 98.0 nM 7.01 Inhibition of recombinant human MMP9 after 2 hrs using FS-6 as substrate by fluo... 26638045
Matrix metalloproteinase-16 IC50 = 130.0 nM 6.89 Inhibition of human recombinant pro-MMP16 catalytic domain after 4 hrs by fluori... 19775099
Matrix metalloproteinase-14 IC50 = 200.0 nM 6.7 Inhibition of human recombinant pro-MMP14 catalytic domain after 4 hrs by fluori... 19775099
72 kDa type IV collagenase IC50 = 230.0 nM 6.64 Inhibition of para-aminophenylmercuric acetate-activated human recombinant pro-M... 19775099
72 kDa type IV collagenase IC50 = 230.0 nM 6.64 Inhibition of recombinant human MMP2 after 2 hrs using FS-6 as substrate by fluo... 26638045
Neutrophil collagenase IC50 = 280.0 nM 6.55 Inhibition of para-aminophenylmercuric acetate-activated human pro-MMP8 after 4 ... 19775099
Stromelysin-1 IC50 = 730.0 nM 6.14 Inhibition of trypsin activated human pro-MMP3 after 4 hrs by fluorimetry 19775099
Interstitial collagenase IC50 = 4100.0 nM 5.39 Inhibition of para-aminophenylmercuric acetate-activated human pro-MMP1 after 4 ... 19775099
Elastase IC50 = 17000.0 nM 4.77 Inhibition of Bacillus thermoproteolyticus pseudolysin pretreated with compound ... 26638045
Elastase IC50 = 29000.0 nM 4.54 Inhibition of Pseudomonas aeruginosa pseudolysin pretreated with compound for 1 ... 26638045
Disintegrin and metalloproteinase domain-containing protein 17 IC50 = 67000.0 nM 4.17 Inhibition of recombinant human ADAM17 after 30 mins using FS-6 as substrate by ... 26638045

Literature References

PubMed DOI Target Context # Activities
26638045 10.1016/j.ejmech.2015.11.019 Elastase 2
26638045 10.1016/j.ejmech.2015.11.019 Thermolysin 2
19775099 10.1021/jm900335a Macrophage metalloelastase 1
19775099 10.1021/jm900335a Collagenase 3 1
19775099 10.1021/jm900335a Matrix metalloproteinase-9 1
19775099 10.1021/jm900335a Matrix metalloproteinase-16 1
19775099 10.1021/jm900335a Matrix metalloproteinase-14 1
19775099 10.1021/jm900335a 72 kDa type IV collagenase 1
19775099 10.1021/jm900335a Neutrophil collagenase 1
19775099 10.1021/jm900335a Stromelysin-1 1
19775099 10.1021/jm900335a Interstitial collagenase 1
26638045 10.1016/j.ejmech.2015.11.019 Matrix metalloproteinase-9 1
26638045 10.1016/j.ejmech.2015.11.019 72 kDa type IV collagenase 1
26638045 10.1016/j.ejmech.2015.11.019 Disintegrin and metalloproteinase domain-containing protein 17 1

Data from ChEMBL 36 via Core Engine