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Compound Detail

CHEMBL148214

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COc1ccc(S(=O)(=O)N2CCc3cc(O)c(OC)cc3C2C(=O)NO)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL148214
Phase Preclinical
Structure Type MOL
InChI Key AYFCYVLVRYQGME-UHFFFAOYSA-N
9
Targets
10
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

408.4
MW (Da)
1.20
ALogP
7
HBA
3
HBD
125.4
PSA (Ų)
0.50
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C18H20N2O7S
MW 408.43
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -0.38

Activity Summary

IC50 10 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Matrix metalloproteinase-15
CHEMBL2963
 IC50 8.22 8.22 6.0 1
Matrix metalloproteinase-16
CHEMBL2200
 IC50 7.8 7.8 16.0 1
Macrophage metalloelastase
CHEMBL4393
 IC50 7.7 7.7 20.0 1
72 kDa type IV collagenase
CHEMBL333
 IC50 7.58 7.58 26.0 1
Matrix metalloproteinase-9
CHEMBL321
 IC50 7.34 7.34 46.0 1
Matrix metalloproteinase-14
CHEMBL3869
 IC50 7.17 7.17 68.0 1
Matrix metalloproteinase-26
CHEMBL4707
 IC50 7.07 7.07 86.0 1
Interstitial collagenase
CHEMBL332
 IC50 6.91 6.91 123.0 1
Matrilysin
CHEMBL4073
 IC50 5.5 5.5 3162.3 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Matrix metalloproteinase-15 IC50 = 6.0 nM 8.22 Inhibition of matrix metalloprotease-15 (MMP-15) 14684295
Matrix metalloproteinase-16 IC50 = 16.0 nM 7.8 Inhibition of matrix metalloprotease-16 (MMP-16) 14684295
Macrophage metalloelastase IC50 = 20.0 nM 7.7 Inhibition of matrix metalloprotease-12 (MMP-12) 14684295
72 kDa type IV collagenase IC50 = 26.0 nM 7.58 Inhibition of matrix metalloprotease-2 (MMP-2) 14684295
Matrix metalloproteinase-9 IC50 = 46.0 nM 7.34 Inhibition of matrix metalloprotease-9 (MMP-9) 14684295
Matrix metalloproteinase-14 IC50 = 68.0 nM 7.17 Inhibition of matrix metalloprotease-14 (MMP-14) 14684295
Matrix metalloproteinase-26 IC50 = 86.0 nM 7.07 Inhibition of matrix metalloprotease-26 (MMP-26) 14684295
Interstitial collagenase IC50 = 123.0 nM 6.91 Inhibition of matrix metalloprotease-1 (MMP-1) 14684295
Matrilysin IC50 = 3192.0 nM 5.5 Inhibition of matrix metalloprotease-7 (MMP-7) 14684295
Matrilysin IC50 = 3162.28 nM 5.5 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