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

CHEMBL400387

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
CS(=O)(=O)C[C@H](N[C@@H](c1ccc(Br)cc1)C(F)(F)F)C(=O)NC1(C#N)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL400387
Phase Preclinical
Structure Type MOL
InChI Key QHDGGHMKRWZOAZ-STQMWFEESA-N
11
Targets
14
Activities
1
Assay Types
3
PK Parameters
14
Publications
0
Known Names

Molecular Properties

468.3
MW (Da)
2.23
ALogP
5
HBA
2
HBD
99.1
PSA (Ų)
0.64
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H17BrF3N3O3S
MW 468.30
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness -1.18

Activity Summary

IC50 14 meas. best 8.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin S
CHEMBL4098
 IC50 8.8 8.8 1.6 1
Cathepsin S
CHEMBL2954
 IC50 8.0 7.98 10.0 2
Cathepsin K
CHEMBL268
 IC50 7.51 7.51 31.0 1
Cathepsin B
CHEMBL2602
 IC50 7.18 7.18 66.0 1
Cathepsin B
CHEMBL5187
 IC50 7.16 7.16 69.0 1
Cathepsin B
CHEMBL4072
 IC50 6.55 6.55 280.0 2
Procathepsin L
CHEMBL3837
 IC50 6.37 6.37 427.0 2
Cathepsin K
CHEMBL1075277
 IC50 5.99 5.99 1030.0 1
Cathepsin S
CHEMBL1075217
 IC50 5.98 5.98 1051.0 1
Procathepsin L
CHEMBL2305
 IC50 5.89 5.89 1278.0 1
Procathepsin L
CHEMBL5291
 IC50 5.65 5.65 2222.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 3300.0 nM Rattus norvegicus
F 40.0 % Rattus norvegicus
T1/2 11.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cathepsin S IC50 = 1.6 nM 8.8 Inhibition of mouse recombinant cathepsin S 17590332
Cathepsin S IC50 = 10.0 nM 8.0 Inhibition of human recombinant cathepsin S after 10 mins 17535802
Cathepsin S IC50 = 11.0 nM 7.96 Inhibition of human cathepsin S 17590332
Cathepsin K IC50 = 31.0 nM 7.51 Inhibition of human cathepsin K 17590332
Cathepsin B IC50 = 66.0 nM 7.18 Inhibition of rat liver lysosomal cathepsin B 17590332
Cathepsin B IC50 = 69.0 nM 7.16 Inhibition of mouse recombinant cathepsin B 17590332
Cathepsin B IC50 = 282.0 nM 6.55 Inhibition of human cathepsin B 17590332
Cathepsin B IC50 = 280.0 nM 6.55 Inhibition of human recombinant cathepsin B after 10 mins 17535802
Procathepsin L IC50 = 427.0 nM 6.37 Inhibition of human cathepsin L 17590332
Procathepsin L IC50 = 430.0 nM 6.37 Inhibition of human recombinant cathepsin L after 10 mins 17535802
Cathepsin K IC50 = 1030.0 nM 5.99 Inhibition of mouse recombinant cathepsin K 17590332
Cathepsin S IC50 = 1051.0 nM 5.98 Inhibition of rat spleen cathepsin S 17590332
Procathepsin L IC50 = 1278.0 nM 5.89 Inhibition of rat liver lysosomal cathepsin L 17590332
Procathepsin L IC50 = 2222.0 nM 5.65 Inhibition of mouse recombinant cathepsin L 17590332

Literature References

PubMed DOI Target Context # Activities
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin S 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 Rattus norvegicus 3
17590332 10.1016/j.bmcl.2007.06.023 Cathepsin K 2
17535802 10.1074/jbc.m702615200 Cathepsin G 2
17535802 10.1074/jbc.m702615200 Neutrophil elastase 2
17590332 10.1016/j.bmcl.2007.06.023 Hepatocyte 1
17535802 10.1074/jbc.m702615200 Dipeptidyl peptidase 1 1
17535802 10.1074/jbc.m702615200 Cathepsin B 1
17535802 10.1074/jbc.m702615200 Procathepsin L 1
17535802 10.1074/jbc.m702615200 Cathepsin S 1
17535802 10.1074/jbc.m702615200 Pro-cathepsin H 1
17535802 10.1074/jbc.m702615200 Myeloblastin 1

Data from ChEMBL 36 via Core Engine