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Compound Detail

CHEMBL236770

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COc1ccc(S(=O)(=O)N(Cc2cccnc2F)[C@@H](C(=O)NO)C(C)C)cc1

Basic Information

ChEMBL ID CHEMBL236770
Phase Preclinical
Structure Type MOL
InChI Key YVCXCHMORKNFGU-MRXNPFEDSA-N
4
Targets
4
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

411.5
MW (Da)
1.95
ALogP
6
HBA
2
HBD
108.8
PSA (Ų)
0.39
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 C18H22FN3O5S
MW 411.46
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -0.98

Activity Summary

IC50 4 meas. best 7.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neutrophil collagenase
CHEMBL4588
IC50 7.75 7.75 18.0 1
72 kDa type IV collagenase
CHEMBL333
IC50 7.72 7.72 19.0 1
Collagenase 3
CHEMBL280
IC50 7.3 7.3 50.0 1
Matrix metalloproteinase-9
CHEMBL321
IC50 7.29 7.29 51.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neutrophil collagenase IC50 = 18.0 nM 7.75 Inhibition of MMP8 17956082
72 kDa type IV collagenase IC50 = 19.0 nM 7.72 Inhibition of MMP2 17956082
Collagenase 3 IC50 = 50.0 nM 7.3 Inhibition of MMP13 17956082
Matrix metalloproteinase-9 IC50 = 51.0 nM 7.29 Inhibition of MMP9 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