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Compound Detail

CHEMBL563886

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CCc1cc(C(=O)N[C@@H](Cc2cccc(Cl)c2)C(=O)NCC#N)n(C)n1

Basic Information

ChEMBL ID CHEMBL563886
Phase Preclinical
Structure Type MOL
InChI Key NKSUVPDDRBSPTR-HNNXBMFYSA-N
5
Targets
5
Activities
1
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

373.8
MW (Da)
1.62
ALogP
5
HBA
2
HBD
99.8
PSA (Ų)
0.72
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 C18H20ClN5O2
MW 373.84
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -1.70

Activity Summary

IC50 5 meas. best 7.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Procathepsin L
CHEMBL3837
IC50 7.2 7.2 63.1 1
Cathepsin L2
CHEMBL3272
IC50 6.3 6.3 501.2 1
Cathepsin S
CHEMBL2954
IC50 6.1 6.1 794.3 1
Cathepsin K
CHEMBL268
IC50 5.3 5.3 5011.9 1
Cathepsin B
CHEMBL4072
IC50 5.1 5.1 7943.3 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Procathepsin L IC50 = 63.1 nM 7.2 Inhibition of cathepsin L 19515558
Cathepsin L2 IC50 = 501.19 nM 6.3 Inhibition of cathepsin L2 19515558
Cathepsin S IC50 = 794.33 nM 6.1 Inhibition of cathepsin S 19515558
Cathepsin K IC50 = 5011.87 nM 5.3 Inhibition of cathepsin K 19515558
Cathepsin B IC50 = 7943.28 nM 5.1 Inhibition of cathepsin B 19515558

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3301361 No relevant target 2
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