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Compound Detail

CHEMBL208481

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CC(C)C[C@H](N[C@@H](c1ccc(-c2cc(F)cc(F)c2)cc1)C(F)(F)F)C(=O)NCC#N

Basic Information

ChEMBL ID CHEMBL208481
Phase Preclinical
Structure Type MOL
InChI Key JCNSDZKPNRHBPD-PMACEKPBSA-N
3
Targets
3
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

439.4
MW (Da)
4.88
ALogP
3
HBA
2
HBD
64.9
PSA (Ų)
0.46
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 C22H22F5N3O
MW 439.43
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -0.94

Activity Summary

IC50 3 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
IC50 8.22 8.22 6.0 1
Cathepsin S
CHEMBL2954
IC50 6.6 6.6 249.0 1
Procathepsin L
CHEMBL3837
IC50 5.52 5.52 3002.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin K IC50 = 6.0 nM 8.22 Inhibition of humanized rabbit Cathepsin K 16413777
Cathepsin S IC50 = 249.0 nM 6.6 Inhibition of Cathepsin S 16413777
Procathepsin L IC50 = 3002.0 nM 5.52 Inhibition of Cathepsin L 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