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Compound Detail

CHEMBL377285

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CC(C)C[C@H](N[C@@H](c1ccc(-c2ccc(-c3ccncc3)cc2)cc1)C(F)(F)F)C(=O)NCC#N

Basic Information

ChEMBL ID CHEMBL377285
Phase Preclinical
Structure Type MOL
InChI Key BEIBKHNBLYXXAR-DQEYMECFSA-N
4
Targets
4
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

480.5
MW (Da)
5.66
ALogP
4
HBA
2
HBD
77.8
PSA (Ų)
0.39
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 C27H27F3N4O
MW 480.53
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -0.76

Activity Summary

IC50 4 meas. best 7.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Osteoclast
CHEMBL612548
IC50 7.85 7.85 14.0 1
Cathepsin S
CHEMBL2954
IC50 6.73 6.73 188.0 1
Procathepsin L
CHEMBL3837
IC50 6.47 6.47 342.0 1
Cathepsin B
CHEMBL4072
IC50 6.32 6.32 483.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Osteoclast IC50 = 14.0 nM 7.85 Activity in rabbit osteoclasts by bone resorption assay 16413777
Cathepsin S IC50 = 188.0 nM 6.73 Inhibition of Cathepsin S 16413777
Procathepsin L IC50 = 342.0 nM 6.47 Inhibition of Cathepsin L 16413777
Cathepsin B IC50 = 483.0 nM 6.32 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