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Compound Detail

CHEMBL270229

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Cc1ccc(Oc2ccc(N(C[C@H](O)C(=O)NO)S(=O)(=O)Cc3cccnc3)cc2)cc1

Basic Information

ChEMBL ID CHEMBL270229
Phase Preclinical
Structure Type MOL
InChI Key WPAHDVHPQGUCCP-NRFANRHFSA-N
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

457.5
MW (Da)
2.39
ALogP
7
HBA
3
HBD
129.1
PSA (Ų)
0.33
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H23N3O6S
MW 457.51
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -0.95

Activity Summary

IC50 2 meas. best 7.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Matrix metalloproteinase-9
CHEMBL321
IC50 7.16 7.16 69.0 1
72 kDa type IV collagenase
CHEMBL333
IC50 6.4 6.4 401.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Matrix metalloproteinase-9 IC50 = 69.0 nM 7.16 Inhibition of catalytic domain MMP9 18086526
72 kDa type IV collagenase IC50 = 401.0 nM 6.4 Inhibition of full length MMP2 18086526

Literature References

PubMed DOI Target Context # Activities
18086526 10.1016/j.bmcl.2007.11.119 Interstitial collagenase 1
18086526 10.1016/j.bmcl.2007.11.119 72 kDa type IV collagenase 1
18086526 10.1016/j.bmcl.2007.11.119 Matrix metalloproteinase-9 1
18086526 10.1016/j.bmcl.2007.11.119 Unchecked 1

Data from ChEMBL 36 via Core Engine