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Compound Detail

CHEMBL252784

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CS(=O)(=O)c1ccc(-c2ccc([C@H](N[C@@H](CC(F)(F)F)C(=O)NC(C#N)(C3CC3)C3CC3)C(F)(F)F)cc2)cc1

Basic Information

ChEMBL ID CHEMBL252784
Phase Preclinical
Structure Type MOL
InChI Key MRFFFLZDQYKPHZ-GOTSBHOMSA-N
4
Targets
4
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

587.6
MW (Da)
5.47
ALogP
5
HBA
2
HBD
99.1
PSA (Ų)
0.36
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H27F6N3O3S
MW 587.59
Aromatic Rings 2
Heavy Atoms 40
NP-Likeness -0.76

Activity Summary

IC50 4 meas. best 8.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
IC50 8.82 8.82 1.5 1
Cathepsin S
CHEMBL2954
IC50 7.05 7.05 89.0 1
Cathepsin B
CHEMBL4072
IC50 6.36 6.36 434.0 1
Procathepsin L
CHEMBL3837
IC50 6.12 6.12 750.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin K IC50 = 1.5 nM 8.82 Inhibition of humanized rabbit cathepsin K 18226527
Cathepsin S IC50 = 89.0 nM 7.05 Inhibition of cathepsin S 18226527
Cathepsin B IC50 = 434.0 nM 6.36 Inhibition of cathepsin B 18226527
Procathepsin L IC50 = 750.0 nM 6.12 Inhibition of cathepsin L 18226527

Literature References

PubMed DOI Target Context # Activities
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