Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL437501

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CC(C)C[C@H](N[C@@H](c1ccc(-c2ccc(S(C)(=O)=O)cc2)cc1)C(F)(F)F)C(=O)NCC#N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL437501
Phase Preclinical
Structure Type MOL
InChI Key VYFDSJLOCIGIKP-SFTDATJTSA-N
14
Targets
35
Activities
1
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

481.5
MW (Da)
4.00
ALogP
5
HBA
2
HBD
99.1
PSA (Ų)
0.53
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 C23H26F3N3O3S
MW 481.54
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -1.03

Activity Summary

IC50 35 meas. best 9.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin K
CHEMBL268
 IC50 9.7 9.7 0.2 7
Cathepsin K
CHEMBL3349
 IC50 9.1 8.495 0.8 2
Unchecked
CHEMBL612545
 IC50 8.52 6.92 3.0 2
Osteoclast
CHEMBL612548
 IC50 7.89 7.89 13.0 2
Cathepsin K
CHEMBL1075277
 IC50 7.37 7.37 43.0 1
Procathepsin L
CHEMBL2305
 IC50 7.05 7.05 90.0 1
Cathepsin S
CHEMBL2954
 IC50 7.02 6.858 95.0 5
Cathepsin S
CHEMBL4098
 IC50 6.59 6.59 254.0 1
Procathepsin L
CHEMBL5291
 IC50 6.59 6.59 254.0 1
Procathepsin L
CHEMBL3837
 IC50 6.58 6.312 264.0 5
Cathepsin B
CHEMBL5187
 IC50 6.27 6.27 540.0 1
Cathepsin B
CHEMBL2602
 IC50 6.03 6.03 925.0 1
Cathepsin S
CHEMBL1075217
 IC50 5.61 5.61 2441.0 1
Cathepsin B
CHEMBL4072
 IC50 5.32 5.296 4807.0 5

Pharmacokinetic Data

Parameter Value Units Species
CL 7.5 mL.min-1.kg-1 Macaca mulatta
Cmax 4400.0 nM Rattus norvegicus
Cmax 18000.0 nM Canis lupus familiaris
Cmax 700.0 nM Macaca mulatta
F 40.0 % Rattus norvegicus
F 65.0 % Canis lupus familiaris
F 24.0 % Macaca mulatta
T1/2 3.0 hr Rattus norvegicus
T1/2 6.0 hr Canis lupus familiaris
T1/2 2.0 hr Macaca mulatta
T1/2 2.0 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin K IC50 = 0.2 nM 9.7 Inhibition of humanized rabbit cathepsin K 17544269
Cathepsin K IC50 = 0.2 nM 9.7 Inhibition of humanized rabbit Cathepsin K 16413777
Cathepsin K IC50 = 0.2 nM 9.7 Inhibition of humanized rabbit cathepsin K 21232956
Cathepsin K IC50 = 0.2 nM 9.7 Inhibition of cathepsin K 18570365
Cathepsin K IC50 = 0.2 nM 9.7 Inhibition of human cathepsin K 18226527
Cathepsin K IC50 = 0.2 nM 9.7 Inhibition of humanized rabbit cathepsin K 18226527
Cathepsin K IC50 = 0.2 nM 9.7 Inhibition of human cathepsin K 17590332
Cathepsin K IC50 = 0.8 nM 9.1 Inhibition of rabbit cathepsin K 18226527
Unchecked IC50 = 3.0 nM 8.52 Ratio of product of IC50 for rabbit bone resorption and IC50 for humanized rabbi... 21232956
Osteoclast IC50 = 13.0 nM 7.89 Activity in rabbit osteoclasts by bone resorption assay 16413777
Cathepsin K IC50 = 13.0 nM 7.89 Potency against Cathepsin K in rabbit osteoclasts by bone resorption assay 16413777
Osteoclast IC50 = 13.0 nM 7.89 Inhibition of bone resorption in rabbit osteoclast 18226527
Cathepsin K IC50 = 43.0 nM 7.37 Inhibition of mouse recombinant cathepsin K 17590332
Procathepsin L IC50 = 90.0 nM 7.05 Inhibition of rat liver lysosomal cathepsin L 17590332
Cathepsin S IC50 = 95.0 nM 7.02 Potency against Cathepsin S in Ramos cells by whole cell enzyme occupancy assay 16413777
Cathepsin S IC50 = 95.0 nM 7.02 Inhibition of cathepsin S in human ramos cells 18226527
Cathepsin S IC50 = 178.0 nM 6.75 Inhibition of cathepsin S 18226527
Cathepsin S IC50 = 178.0 nM 6.75 Inhibition of human cathepsin S 17590332
Cathepsin S IC50 = 178.0 nM 6.75 Inhibition of Cathepsin S 16413777
Cathepsin S IC50 = 254.0 nM 6.59 Inhibition of mouse recombinant cathepsin S 17590332

Literature References

PubMed DOI Target Context # Activities
21232956 10.1016/j.bmcl.2010.12.070 Unchecked 5
16413777 10.1016/j.bmcl.2005.12.071 Rhesus monkey 5
16413777 10.1016/j.bmcl.2005.12.071 Rattus norvegicus 4
16413777 10.1016/j.bmcl.2005.12.071 Canis familiaris 4
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin S 3
18226527 10.1016/j.bmcl.2007.12.047 Cathepsin K 3
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin B 3
17590332 10.1016/j.bmcl.2007.06.023 Procathepsin L 3
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin K 2
- 10.6019/CHEMBL3301361 No relevant target 2
18226527 10.1016/j.bmcl.2007.12.047 Cathepsin S 2
18226527 10.1016/j.bmcl.2007.12.047 Procathepsin L 2
18226527 10.1016/j.bmcl.2007.12.047 Cathepsin B 2
18226527 10.1016/j.bmcl.2007.12.047 Rhesus monkey 2
16413777 10.1016/j.bmcl.2005.12.071 Cathepsin B 2
16413777 10.1016/j.bmcl.2005.12.071 Cathepsin K 2
16413777 10.1016/j.bmcl.2005.12.071 Cathepsin S 2
16413777 10.1016/j.bmcl.2005.12.071 Procathepsin L 2
17590332 10.1016/j.bmcl.2007.06.023 Unchecked 1
17544269 10.1016/j.bmcl.2007.05.024 Cathepsin K 1

Data from ChEMBL 36 via Core Engine