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Compound Detail

CHEMBL556421

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Cc1nn(C)cc1C(=O)N[C@@H](Cc1cccc(Cl)c1)C(=O)NCC#N

Basic Information

ChEMBL ID CHEMBL556421
Phase Preclinical
Structure Type MOL
InChI Key MYBHYCWWPQBNSP-HNNXBMFYSA-N
4
Targets
4
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

359.8
MW (Da)
1.36
ALogP
5
HBA
2
HBD
99.8
PSA (Ų)
0.76
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H18ClN5O2
MW 359.82
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -1.83

Activity Summary

IC50 4 meas. best 5.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin S
CHEMBL2954
IC50 5.9 5.9 1258.9 1
Cathepsin L2
CHEMBL3272
IC50 5.9 5.9 1258.9 1
Procathepsin L
CHEMBL3837
IC50 5.9 5.9 1258.9 1
Cathepsin K
CHEMBL268
IC50 5.6 5.6 2511.9 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Procathepsin L IC50 = 1258.93 nM 5.9 Inhibition of cathepsin L 19515558
Cathepsin L2 IC50 = 1258.93 nM 5.9 Inhibition of cathepsin L2 19515558
Cathepsin S IC50 = 1258.93 nM 5.9 Inhibition of cathepsin S 19515558
Cathepsin K IC50 = 2511.89 nM 5.6 Inhibition of cathepsin K 19515558

Literature References

PubMed DOI Target Context # Activities
19515558 10.1016/j.bmcl.2009.05.071 Procathepsin L 1
19515558 10.1016/j.bmcl.2009.05.071 Cathepsin L2 1
19515558 10.1016/j.bmcl.2009.05.071 Cathepsin S 1
19515558 10.1016/j.bmcl.2009.05.071 Cathepsin K 1
19515558 10.1016/j.bmcl.2009.05.071 Cathepsin B 1

Data from ChEMBL 36 via Core Engine