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Compound Detail

CHEMBL560786

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Cc1ccc(C)c(C(=O)N[C@@H](Cc2cccc(Cl)c2)C(=O)NCC#N)c1

Basic Information

ChEMBL ID CHEMBL560786
Phase Preclinical
Structure Type MOL
InChI Key JAFKJSUWVDTZSI-SFHVURJKSA-N
5
Targets
5
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

369.9
MW (Da)
2.94
ALogP
3
HBA
2
HBD
82.0
PSA (Ų)
0.77
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 C20H20ClN3O2
MW 369.85
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -1.45

Activity Summary

IC50 5 meas. best 7.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Procathepsin L
CHEMBL3837
IC50 7.1 7.1 79.4 1
Cathepsin S
CHEMBL2954
IC50 5.9 5.9 1258.9 1
Cathepsin L2
CHEMBL3272
IC50 5.8 5.8 1584.9 1
Cathepsin B
CHEMBL4072
IC50 5.3 5.3 5011.9 1
Cathepsin K
CHEMBL268
IC50 5.2 5.2 6309.6 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Procathepsin L IC50 = 79.43 nM 7.1 Inhibition of cathepsin L 19515558
Cathepsin S IC50 = 1258.93 nM 5.9 Inhibition of cathepsin S 19515558
Cathepsin L2 IC50 = 1584.89 nM 5.8 Inhibition of cathepsin L2 19515558
Cathepsin B IC50 = 5011.87 nM 5.3 Inhibition of cathepsin B 19515558
Cathepsin K IC50 = 6309.57 nM 5.2 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