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Compound Detail

CHEMBL398553

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N#CC1(NC(=O)[C@H](CS(=O)(=O)Cc2cccc(F)c2F)N[C@@H](c2ccccc2)C(F)(F)F)CC1

Basic Information

ChEMBL ID CHEMBL398553
Phase Preclinical
Structure Type MOL
InChI Key LJPQZPJJLKMWAU-HKUYNNGSSA-N
3
Targets
3
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

501.5
MW (Da)
3.31
ALogP
5
HBA
2
HBD
99.1
PSA (Ų)
0.51
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H20F5N3O3S
MW 501.48
Aromatic Rings 2
Heavy Atoms 34
NP-Likeness -1.32

Activity Summary

IC50 3 meas. best 9.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin S
CHEMBL2954
IC50 9.52 9.52 0.3 1
Procathepsin L
CHEMBL3837
IC50 6.98 6.98 105.0 1
Cathepsin B
CHEMBL4072
IC50 5.73 5.73 1844.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin S IC50 = 0.3 nM 9.52 Inhibition of human cathepsin S 17590332
Procathepsin L IC50 = 105.0 nM 6.98 Inhibition of human cathepsin L 17590332
Cathepsin B IC50 = 1844.0 nM 5.73 Inhibition of human cathepsin B 17590332

Literature References

PubMed DOI Target Context # Activities
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin S 1
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin K 1
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin B 1
17590332 10.1016/j.bmcl.2007.06.023 Procathepsin L 1

Data from ChEMBL 36 via Core Engine