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Compound Detail

CHEMBL400972

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N#CC1(NC(=O)[C@H](CS(=O)(=O)c2nccs2)N[C@@H](c2ccccc2)C(F)(F)F)CC1

Basic Information

ChEMBL ID CHEMBL400972
Phase Preclinical
Structure Type MOL
InChI Key RYZCDHLOJRGBKD-KBPBESRZSA-N
4
Targets
4
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

458.5
MW (Da)
2.35
ALogP
7
HBA
2
HBD
112.0
PSA (Ų)
0.63
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 C18H17F3N4O3S2
MW 458.49
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -1.41

Activity Summary

IC50 4 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin S
CHEMBL2954
IC50 8.3 8.3 5.0 1
Procathepsin L
CHEMBL3837
IC50 6.74 6.74 181.0 1
Cathepsin K
CHEMBL268
IC50 6.42 6.42 376.0 1
Cathepsin B
CHEMBL4072
IC50 5.44 5.44 3612.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin S IC50 = 5.0 nM 8.3 Inhibition of human cathepsin S 17590332
Procathepsin L IC50 = 181.0 nM 6.74 Inhibition of human cathepsin L 17590332
Cathepsin K IC50 = 376.0 nM 6.42 Inhibition of human cathepsin K 17590332
Cathepsin B IC50 = 3612.0 nM 5.44 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