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Compound Detail

CHEMBL148171

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COc1cc2c(cc1O)CCN(S(=O)(=O)c1ccccc1)C2C(=O)NO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL148171
Phase Preclinical
Structure Type MOL
InChI Key JOGYGVFUVCZABB-UHFFFAOYSA-N
9
Targets
10
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

378.4
MW (Da)
1.19
ALogP
6
HBA
3
HBD
116.2
PSA (Ų)
0.54
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H18N2O6S
MW 378.41
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.41

Activity Summary

IC50 10 meas. best 7.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
72 kDa type IV collagenase
CHEMBL333
 IC50 7.57 7.57 27.0 1
Matrix metalloproteinase-15
CHEMBL2963
 IC50 7.54 7.54 29.0 1
Matrix metalloproteinase-16
CHEMBL2200
 IC50 7.4 7.4 40.0 1
Macrophage metalloelastase
CHEMBL4393
 IC50 7.19 7.19 65.0 1
Matrix metalloproteinase-9
CHEMBL321
 IC50 7.0 7.0 100.0 1
Matrix metalloproteinase-26
CHEMBL4707
 IC50 6.84 6.84 146.0 1
Interstitial collagenase
CHEMBL332
 IC50 6.22 6.22 595.0 1
Matrix metalloproteinase-14
CHEMBL3869
 IC50 6.06 6.06 867.0 1
Matrilysin
CHEMBL4073
 IC50 4.97 4.97 10690.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
72 kDa type IV collagenase IC50 = 27.0 nM 7.57 Inhibition of matrix metalloprotease-2 (MMP-2) 14684295
Matrix metalloproteinase-15 IC50 = 29.0 nM 7.54 Inhibition of matrix metalloprotease-15 (MMP-15) 14684295
Matrix metalloproteinase-16 IC50 = 40.0 nM 7.4 Inhibition of matrix metalloprotease-16 (MMP-16) 14684295
Macrophage metalloelastase IC50 = 65.0 nM 7.19 Inhibition of matrix metalloprotease-12 (MMP-12) 14684295
Matrix metalloproteinase-9 IC50 = 100.0 nM 7.0 Inhibition of matrix metalloprotease-9 (MMP-9) 14684295
Matrix metalloproteinase-26 IC50 = 146.0 nM 6.84 Inhibition of matrix metalloprotease-26 (MMP-26) 14684295
Interstitial collagenase IC50 = 595.0 nM 6.22 Inhibition of matrix metalloprotease-1 (MMP-1) 14684295
Matrix metalloproteinase-14 IC50 = 867.0 nM 6.06 Inhibition of matrix metalloprotease-14 (MMP-14) 14684295
Matrilysin IC50 = 10690.0 nM 4.97 Inhibition of matrix metalloprotease-7 (MMP-7) 14684295
Matrilysin IC50 = 10715.19 nM 4.97 Inhibition of MMP7 17275314

Literature References

PubMed DOI Target Context # Activities
14684295 10.1016/j.bmcl.2003.10.026 Interstitial collagenase 1
14684295 10.1016/j.bmcl.2003.10.026 72 kDa type IV collagenase 1
14684295 10.1016/j.bmcl.2003.10.026 Matrilysin 1
14684295 10.1016/j.bmcl.2003.10.026 Matrix metalloproteinase-9 1
14684295 10.1016/j.bmcl.2003.10.026 Macrophage metalloelastase 1
14684295 10.1016/j.bmcl.2003.10.026 Matrix metalloproteinase-14 1
14684295 10.1016/j.bmcl.2003.10.026 Matrix metalloproteinase-15 1
14684295 10.1016/j.bmcl.2003.10.026 Matrix metalloproteinase-16 1
14684295 10.1016/j.bmcl.2003.10.026 Matrix metalloproteinase-26 1
17275314 10.1016/j.bmc.2007.01.011 Matrilysin 1

Data from ChEMBL 36 via Core Engine