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

CHEMBL226439

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(CC(=O)NO)OC(C)C)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL226439
Phase Preclinical
Structure Type MOL
InChI Key ICISPHGVMHWYTI-UHFFFAOYSA-N
6
Targets
11
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

318.4
MW (Da)
0.53
ALogP
6
HBA
2
HBD
105.2
PSA (Ų)
0.56
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C12H18N2O6S
MW 318.35
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness -0.88

Activity Summary

IC50 8 meas. best 5.47
Ki 3 meas. best 7.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 2
CHEMBL205
 Ki 7.04 7.04 91.0 1
Matrix metalloproteinase-9
CHEMBL321
 IC50 5.47 5.43 3400.0 2
72 kDa type IV collagenase
CHEMBL333
 IC50 5.44 5.35 3600.0 3
Carbonic anhydrase 1
CHEMBL261
 Ki 5.39 5.39 4100.0 1
Carbonic anhydrase 9
CHEMBL3594
 Ki 5.02 5.02 9500.0 1
Matrix metalloproteinase-14
CHEMBL3869
 IC50 5.02 5.02 9500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 2 Ki = 91.0 nM 7.04 Inhibition of human recombinant carbonic anhydrase 2 by CO2 hydration method 17276072
Matrix metalloproteinase-9 IC50 = 3400.0 nM 5.47 Inhibition of human recombinant MMP9 expressed in mouse myeloma cells 17276072
72 kDa type IV collagenase IC50 = 3600.0 nM 5.44 Inhibition of MMP2 (unknown origin) 23287054
Matrix metalloproteinase-9 IC50 = 4100.0 nM 5.39 Inhibition of MMP9 by fluorometric assay 20180536
Carbonic anhydrase 1 Ki = 4100.0 nM 5.39 Inhibition of human recombinant carbonic anhydrase 1 by CO2 hydration method 17276072
72 kDa type IV collagenase IC50 = 4900.0 nM 5.31 Inhibition of human recombinant MMP2 expressed in mouse myeloma cells 17276072
72 kDa type IV collagenase IC50 = 5000.0 nM 5.3 Inhibition of MMP2 by fluorometric assay 20180536
Matrix metalloproteinase-14 IC50 = 9500.0 nM 5.02 Inhibition of human recombinant MMP14 by fluorometric assay 20180536
Carbonic anhydrase 9 Ki = 9500.0 nM 5.02 Inhibition of human recombinant carbonic anhydrase 9 by CO2 hydration method 17276072

Literature References

PubMed DOI Target Context # Activities
20180536 10.1021/jm901868z Disintegrin and metalloproteinase domain-containing protein 17 2
17276072 10.1016/j.bmc.2007.01.023 Carbonic anhydrase 1 1
17276072 10.1016/j.bmc.2007.01.023 Carbonic anhydrase 2 1
17276072 10.1016/j.bmc.2007.01.023 Carbonic anhydrase 9 1
17276072 10.1016/j.bmc.2007.01.023 72 kDa type IV collagenase 1
17276072 10.1016/j.bmc.2007.01.023 Matrix metalloproteinase-9 1
20180536 10.1021/jm901868z Interstitial collagenase 1
20180536 10.1021/jm901868z 72 kDa type IV collagenase 1
20180536 10.1021/jm901868z Matrix metalloproteinase-9 1
20180536 10.1021/jm901868z Matrix metalloproteinase-14 1
23287054 10.1016/j.ejmech.2012.10.016 Macrophage metalloelastase 1
23287054 10.1016/j.ejmech.2012.10.016 Interstitial collagenase 1
23287054 10.1016/j.ejmech.2012.10.016 Matrix metalloproteinase-9 1
23287054 10.1016/j.ejmech.2012.10.016 Stromelysin-1 1
23287054 10.1016/j.ejmech.2012.10.016 Collagenase 3 1
23287054 10.1016/j.ejmech.2012.10.016 72 kDa type IV collagenase 1

Data from ChEMBL 36 via Core Engine