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Compound Detail

CHEMBL235318

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COc1ccc(S(=O)(=O)N(Cc2ccc(F)nc2)[C@@H](C(=O)O)C(C)C)cc1

Basic Information

ChEMBL ID CHEMBL235318
Phase Preclinical
Structure Type MOL
InChI Key JOIDQCSRISGBOH-QGZVFWFLSA-N
4
Targets
4
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

396.4
MW (Da)
2.53
ALogP
5
HBA
1
HBD
96.8
PSA (Ų)
0.69
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H21FN2O5S
MW 396.44
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.94

Activity Summary

IC50 4 meas. best 5.01

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Matrix metalloproteinase-9
CHEMBL321
IC50 5.01 5.01 9820.0 1
Neutrophil collagenase
CHEMBL4588
IC50 4.66 4.66 22000.0 1
Collagenase 3
CHEMBL280
IC50 4.52 4.52 30000.0 1
72 kDa type IV collagenase
CHEMBL333
IC50 4.46 4.46 35000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Matrix metalloproteinase-9 IC50 = 9820.0 nM 5.01 Inhibition of MMP9 17956082
Neutrophil collagenase IC50 = 22000.0 nM 4.66 Inhibition of MMP8 17956082
Collagenase 3 IC50 = 30000.0 nM 4.52 Inhibition of MMP13 17956082
72 kDa type IV collagenase IC50 = 35000.0 nM 4.46 Inhibition of MMP2 17956082

Literature References

PubMed DOI Target Context # Activities
17956082 10.1021/jm0708533 72 kDa type IV collagenase 1
17956082 10.1021/jm0708533 Neutrophil collagenase 1
17956082 10.1021/jm0708533 Matrix metalloproteinase-9 1
17956082 10.1021/jm0708533 Collagenase 3 1

Data from ChEMBL 36 via Core Engine