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Compound Detail

CHEMBL203944

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COc1ccc(-c2ccc([C@H](N[C@@H](CC(C)C)C(=O)NCC#N)C(F)(F)F)cc2)cc1

Basic Information

ChEMBL ID CHEMBL203944
Phase Preclinical
Structure Type MOL
InChI Key QBAMPEZJGKYTHV-SFTDATJTSA-N
4
Targets
4
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

433.5
MW (Da)
4.61
ALogP
4
HBA
2
HBD
74.2
PSA (Ų)
0.57
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 C23H26F3N3O2
MW 433.47
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -0.75

Activity Summary

IC50 4 meas. best 10.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
IC50 10.0 10.0 0.1 1
Cathepsin S
CHEMBL2954
IC50 6.71 6.71 196.0 1
Procathepsin L
CHEMBL3837
IC50 6.25 6.25 560.0 1
Cathepsin B
CHEMBL4072
IC50 5.78 5.78 1660.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin K IC50 = 0.1 nM 10.0 Inhibition of humanized rabbit Cathepsin K 16413777
Cathepsin S IC50 = 196.0 nM 6.71 Inhibition of Cathepsin S 16413777
Procathepsin L IC50 = 560.0 nM 6.25 Inhibition of Cathepsin L 16413777
Cathepsin B IC50 = 1660.0 nM 5.78 Inhibition of Cathepsin B 16413777

Literature References

PubMed DOI Target Context # Activities
16413777 10.1016/j.bmcl.2005.12.071 Cathepsin B 1
16413777 10.1016/j.bmcl.2005.12.071 Procathepsin L 1
16413777 10.1016/j.bmcl.2005.12.071 Cathepsin S 1
16413777 10.1016/j.bmcl.2005.12.071 Cathepsin K 1
16413777 10.1016/j.bmcl.2005.12.071 Osteoclast 1

Data from ChEMBL 36 via Core Engine