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Compound Detail

CHEMBL499159

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COc1ccc(-c2ccc(S(=O)(=O)N[C@@H](C(=O)O)C3CCN(C(=O)OC(C)C)CC3)s2)cc1

Basic Information

ChEMBL ID CHEMBL499159
Phase Preclinical
Structure Type MOL
InChI Key DLLCDWXNWWRIFJ-HXUWFJFHSA-N
2
Targets
3
Activities
1
Assay Types
0
PK Parameters
3
Publications
0
Known Names

Molecular Properties

496.6
MW (Da)
3.41
ALogP
7
HBA
2
HBD
122.2
PSA (Ų)
0.57
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 C22H28N2O7S2
MW 496.61
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -1.05

Activity Summary

IC50 3 meas. best 9.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Collagenase 3
CHEMBL280
IC50 9.22 8.195 0.6 2
Interstitial collagenase
CHEMBL332
IC50 6.02 6.02 950.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Collagenase 3 IC50 = 0.6 nM 9.22 Inhibition of MMP13 19422229
Collagenase 3 IC50 = 68.0 nM 7.17 Inhibition of MMP13 in presence of 1% bovine serum albumin 19422229
Interstitial collagenase IC50 = 950.0 nM 6.02 Inhibition of MMP1 19422229

Literature References

PubMed DOI Target Context # Activities
19422229 10.1021/jm801394m Collagenase 3 2
19422229 10.1021/jm801394m Interstitial collagenase 1
19422229 10.1021/jm801394m Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine