Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL85030

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1ccc(S(=O)(=O)N(Cc2ccccc2)[C@@H](C(=O)NO)C(C)C)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL85030
Phase Preclinical
Structure Type MOL
InChI Key ZGSTVUAZFACDLH-GOSISDBHSA-N
8
Targets
28
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

392.5
MW (Da)
2.42
ALogP
5
HBA
2
HBD
95.9
PSA (Ų)
0.53
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 C19H24N2O5S
MW 392.48
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.82

Activity Summary

Ki 19 meas. best 8.72
IC50 9 meas. best 8.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neutrophil collagenase
CHEMBL4588
 Ki 8.72 8.0 1.9 3
Collagenase 3
CHEMBL280
 Ki 8.47 8.47 3.4 1
Macrophage metalloelastase
CHEMBL2594
 IC50 8.31 8.31 4.9 1
Collagenase 3
CHEMBL280
 IC50 8.22 8.22 6.0 1
Macrophage metalloelastase
CHEMBL4393
 IC50 8.11 8.11 7.7 1
Matrix metalloproteinase-9
CHEMBL321
 IC50 8.1 7.835 8.0 2
Matrix metalloproteinase-9
CHEMBL321
 Ki 8.1 7.782 8.0 5
72 kDa type IV collagenase
CHEMBL333
 IC50 7.96 7.96 11.0 2
72 kDa type IV collagenase
CHEMBL333
 Ki 7.96 7.856 11.0 5
Stromelysin-1
CHEMBL283
 IC50 7.89 7.89 13.0 1
Interstitial collagenase
CHEMBL332
 IC50 7.48 7.48 33.0 1
Interstitial collagenase
CHEMBL332
 Ki 7.48 7.48 33.0 2
Stromelysin-1
CHEMBL283
 Ki 7.47 7.4033 34.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neutrophil collagenase Ki = 1.9 nM 8.72 Inhibition of MMP-8 (unknown origin) 35969157
Collagenase 3 Ki = 3.4 nM 8.47 Inhibition of MMP-13 (unknown origin) assessed as inhibition constant 34157437
Macrophage metalloelastase IC50 = 4.9 nM 8.31 Inhibitory activity against mouse macrophage metalloelastase (MME) using [3H]ela... 9871508
Collagenase 3 IC50 = 6.0 nM 8.22 Inhibition of MMP-13 (unknown origin) 35969157
Macrophage metalloelastase IC50 = 7.7 nM 8.11 Inhibition of MMP-12 (unknown origin) 35969157
Matrix metalloproteinase-9 IC50 = 8.0 nM 8.1 Inhibition of MMP-9 (unknown origin) 35969157
Matrix metalloproteinase-9 Ki = 8.0 nM 8.1 Inhibition of recombinant human MMP-9 assessed as inhibition constant 34157437
Matrix metalloproteinase-9 Ki = 8.0 nM 8.1 Inhibition of MMP-9 (unknown origin) 35969157
72 kDa type IV collagenase Ki = 11.0 nM 7.96 Inhibition of MMP-2 (unknown origin) 23899323
72 kDa type IV collagenase Ki = 11.0 nM 7.96 Inhibition of human active MMP2 using (7-methoxycoumarin-4-yl) acetyl pro-Leu-Gl... 25921268
72 kDa type IV collagenase Ki = 11.0 nM 7.96 Inhibition of MMP2 using (7-methoxycoumarin-4-yl)acetyl-Pro-Leu-Gly-Leu-(3-(2,4-... 22540974
72 kDa type IV collagenase IC50 = 11.0 nM 7.96 Inhibition of MMP-2 (unknown origin) using 7-methoxycoumarin-4-yl)acetyl-Pro-Leu... 32224379
72 kDa type IV collagenase IC50 = 11.0 nM 7.96 Inhibition of MMP-2 (unknown origin) 35969157
Stromelysin-1 IC50 = 13.0 nM 7.89 Inhibition of MMP-3 (unknown origin) 35969157
72 kDa type IV collagenase Ki = 20.0 nM 7.7 Inhibition of MMP-2 (unknown origin) 35969157
72 kDa type IV collagenase Ki = 20.0 nM 7.7 Inhibition of human recombinant MMP-2 assessed as inhibition constant 34157437
Neutrophil collagenase Ki = 23.0 nM 7.64 Inhibition of MMP8 using (7-methoxycoumarin-4-yl)acetyl-Pro-Leu-Gly-Leu-(3-(2,4-... 22540974
Neutrophil collagenase Ki = 23.0 nM 7.64 Inhibition of MMP-8 (unknown origin) 23899323
Matrix metalloproteinase-9 IC50 = 27.0 nM 7.57 Inhibition of MMP-9 (unknown origin) using 7-methoxycoumarin-4-yl)acetyl-Pro-Leu... 32224379
Matrix metalloproteinase-9 Ki = 27.0 nM 7.57 Inhibition of human active MMP9 using (7-methoxycoumarin-4-yl) acetyl pro-Leu-Gl... 25921268

Literature References

PubMed DOI Target Context # Activities
35969157 10.1021/acs.jmedchem.1c01855 Matrix metalloproteinase-9 2
35969157 10.1021/acs.jmedchem.1c01855 Stromelysin-1 2
35969157 10.1021/acs.jmedchem.1c01855 Interstitial collagenase 2
35969157 10.1021/acs.jmedchem.1c01855 72 kDa type IV collagenase 2
32224379 10.1016/j.ejmech.2020.112260 72 kDa type IV collagenase 1
9871508 10.1016/s0960-894x(98)00142-5 Macrophage metalloelastase 1
34157437 10.1016/j.ejmech.2021.113623 72 kDa type IV collagenase 1
34157437 10.1016/j.ejmech.2021.113623 Interstitial collagenase 1
34157437 10.1016/j.ejmech.2021.113623 Collagenase 3 1
35969157 10.1021/acs.jmedchem.1c01855 Collagenase 3 1
35969157 10.1021/acs.jmedchem.1c01855 Macrophage metalloelastase 1
35969157 10.1021/acs.jmedchem.1c01855 Neutrophil collagenase 1
25921268 10.1016/j.bmc.2015.03.078 72 kDa type IV collagenase 1
25921268 10.1016/j.bmc.2015.03.078 Matrix metalloproteinase-9 1
23899323 10.1021/jm4006753 72 kDa type IV collagenase 1
23899323 10.1021/jm4006753 Neutrophil collagenase 1
23899323 10.1021/jm4006753 Matrix metalloproteinase-9 1
22540974 10.1021/jm300199g Matrix metalloproteinase-9 1
22540974 10.1021/jm300199g Neutrophil collagenase 1
22540974 10.1021/jm300199g 72 kDa type IV collagenase 1

Data from ChEMBL 36 via Core Engine