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Compound Detail

CHEMBL388453

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NS(=O)(=O)c1ccc(CCNC(=O)CN(CC(=O)O)S(=O)(=O)c2ccc(Oc3ccccc3)cc2)cc1

Basic Information

ChEMBL ID CHEMBL388453
Phase Preclinical
Structure Type MOL
InChI Key XALJTPOAALNLJP-UHFFFAOYSA-N
6
Targets
6
Activities
2
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

547.6
MW (Da)
1.56
ALogP
7
HBA
3
HBD
173.2
PSA (Ų)
0.31
QED
1
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H25N3O8S2
MW 547.61
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness -1.17

Activity Summary

IC50 3 meas. best 5.65
Ki 3 meas. best 8.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 9
CHEMBL3594
Ki 8.19 8.19 6.4 1
Carbonic anhydrase 2
CHEMBL205
Ki 8.03 8.03 9.3 1
72 kDa type IV collagenase
CHEMBL333
IC50 5.65 5.65 2230.0 1
Carbonic anhydrase 1
CHEMBL261
Ki 5.46 5.46 3430.0 1
Neutrophil collagenase
CHEMBL4588
IC50 5.36 5.36 4360.0 1
Matrix metalloproteinase-14
CHEMBL3869
IC50 5.05 5.05 8950.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19053764 10.1021/jm800964f Unchecked 2
17251018 10.1016/j.bmcl.2006.12.107 Carbonic anhydrase 1 1
17251018 10.1016/j.bmcl.2006.12.107 Carbonic anhydrase 2 1
17251018 10.1016/j.bmcl.2006.12.107 Carbonic anhydrase 9 1
17251018 10.1016/j.bmcl.2006.12.107 Unchecked 1
19053764 10.1021/jm800964f 72 kDa type IV collagenase 1
19053764 10.1021/jm800964f Neutrophil collagenase 1
19053764 10.1021/jm800964f Matrix metalloproteinase-14 1
19053764 10.1021/jm800964f Carbonic anhydrase 1 1
19053764 10.1021/jm800964f Carbonic anhydrase 2 1
19053764 10.1021/jm800964f Carbonic anhydrase 9 1

Data from ChEMBL 36 via Core Engine