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Compound Detail

CHEMBL250294

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CC(C)C[C@H](N[C@@H](c1ccc(-c2ccc(S(C)(=O)=O)cc2)cc1)C(F)(F)F)C(=O)N[C@@H](C)C#N

Basic Information

ChEMBL ID CHEMBL250294
Phase Preclinical
Structure Type MOL
InChI Key KNCKOELQLLGGIP-SSKFGXFMSA-N
3
Targets
4
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

495.6
MW (Da)
4.39
ALogP
5
HBA
2
HBD
99.1
PSA (Ų)
0.54
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H28F3N3O3S
MW 495.57
Aromatic Rings 2
Heavy Atoms 34
NP-Likeness -0.84

Activity Summary

IC50 4 meas. best 9.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
IC50 9.05 8.985 0.9 2
Cathepsin S
CHEMBL2954
IC50 5.65 5.65 2237.0 1
Procathepsin L
CHEMBL3837
IC50 5.47 5.47 3389.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin K IC50 = 0.9 nM 9.05 Inhibition of humanized rabbit cathepsin K 17544269
Cathepsin K IC50 = 1.2 nM 8.92 Inhibition of humanized rabbit cathepsin K 18226527
Cathepsin S IC50 = 2237.0 nM 5.65 Inhibition of cathepsin S 18226527
Procathepsin L IC50 = 3389.0 nM 5.47 Inhibition of cathepsin L 18226527

Literature References

PubMed DOI Target Context # Activities
17544269 10.1016/j.bmcl.2007.05.024 Cathepsin K 1
18226527 10.1016/j.bmcl.2007.12.047 Cathepsin K 1
18226527 10.1016/j.bmcl.2007.12.047 Cathepsin B 1
18226527 10.1016/j.bmcl.2007.12.047 Procathepsin L 1
18226527 10.1016/j.bmcl.2007.12.047 Cathepsin S 1

Data from ChEMBL 36 via Core Engine