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Compound Detail

CHEMBL573936

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COc1ccc(-c2ccc(S(=O)(=O)c3ccccc3CC(=O)O)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL573936
Phase Preclinical
Structure Type MOL
InChI Key FIPYOKGRSDJCAR-UHFFFAOYSA-N
9
Targets
14
Activities
1
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

382.4
MW (Da)
3.82
ALogP
4
HBA
1
HBD
80.7
PSA (Ų)
0.70
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H18O5S
MW 382.44
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.73

Activity Summary

IC50 14 meas. best 7.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
72 kDa type IV collagenase
CHEMBL333
 IC50 7.33 7.33 47.0 2
Collagenase 3
CHEMBL280
 IC50 7.11 7.11 78.0 1
Neutrophil collagenase
CHEMBL4588
 IC50 7.0 7.0 99.0 1
Macrophage metalloelastase
CHEMBL4393
 IC50 6.85 6.8225 140.0 4
Matrix metalloproteinase-16
CHEMBL2200
 IC50 6.14 6.14 730.0 1
Matrix metalloproteinase-9
CHEMBL321
 IC50 6.14 6.14 730.0 2
Matrix metalloproteinase-14
CHEMBL3869
 IC50 6.13 6.13 740.0 1
Interstitial collagenase
CHEMBL332
 IC50 5.36 5.36 4400.0 1
Stromelysin-1
CHEMBL283
 IC50 5.12 5.12 7500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
72 kDa type IV collagenase IC50 = 47.0 nM 7.33 Inhibition of para-aminophenylmercuric acetate-activated human recombinant pro-M... 19775099
72 kDa type IV collagenase IC50 = 47.0 nM 7.33 Inhibition of recombinant human MMP-2 using Mca-Lys-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala... 29727184
Collagenase 3 IC50 = 78.0 nM 7.11 Inhibition of para-aminophenylmercuric acetate-activated human pro-MMP13 after 4... 19775099
Neutrophil collagenase IC50 = 99.0 nM 7.0 Inhibition of para-aminophenylmercuric acetate-activated human pro-MMP8 after 4 ... 19775099
Macrophage metalloelastase IC50 = 140.0 nM 6.85 Inhibition of autoactivated human pro-MMP12 after 4 hrs by fluorimetry 19775099
Macrophage metalloelastase IC50 = 140.0 nM 6.85 Inhibition of recombinant human MMP-12 using Mca-Lys-Pro-Leu-Gly-Leu-Dap(Dnp)-Al... 29727184
Macrophage metalloelastase IC50 = 150.0 nM 6.82 Inhibition of autoactivated human pro-MMP12 after 1 hr preincubation by fluorime... 19775099
Macrophage metalloelastase IC50 = 170.0 nM 6.77 Inhibition of autoactivated human pro-MMP12 after 30 mins preincubation by fluor... 19775099
Matrix metalloproteinase-9 IC50 = 730.0 nM 6.14 Inhibition of para-aminophenylmercuric acetate-activated human recombinant pro-M... 19775099
Matrix metalloproteinase-16 IC50 = 730.0 nM 6.14 Inhibition of human recombinant pro-MMP16 catalytic domain after 4 hrs by fluori... 19775099
Matrix metalloproteinase-9 IC50 = 730.0 nM 6.14 Inhibition of recombinant human MMP-9 using Mca-Lys-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala... 29727184
Matrix metalloproteinase-14 IC50 = 740.0 nM 6.13 Inhibition of human recombinant pro-MMP14 catalytic domain after 4 hrs by fluori... 19775099
Interstitial collagenase IC50 = 4400.0 nM 5.36 Inhibition of para-aminophenylmercuric acetate-activated human pro-MMP1 after 4 ... 19775099
Stromelysin-1 IC50 = 7500.0 nM 5.12 Inhibition of trypsin activated human pro-MMP3 after 4 hrs by fluorimetry 19775099

Literature References

PubMed DOI Target Context # Activities
29727184 10.1021/acs.jmedchem.8b00096 No relevant target 4
19775099 10.1021/jm900335a Macrophage metalloelastase 3
19775099 10.1021/jm900335a 72 kDa type IV collagenase 1
19775099 10.1021/jm900335a Collagenase 3 1
19775099 10.1021/jm900335a Neutrophil collagenase 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 Interstitial collagenase 1
19775099 10.1021/jm900335a Stromelysin-1 1
29727184 10.1021/acs.jmedchem.8b00096 Matrix metalloproteinase-9 1
29727184 10.1021/acs.jmedchem.8b00096 72 kDa type IV collagenase 1
29727184 10.1021/acs.jmedchem.8b00096 Macrophage metalloelastase 1

Data from ChEMBL 36 via Core Engine