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

CHEMBL550246

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
N#CCNC(=O)[C@H](Cc1cccc(Cl)c1)NC(=O)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL550246
Phase Preclinical
Structure Type MOL
InChI Key NFHCBRWUVWGFHZ-INIZCTEOSA-N
7
Targets
14
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

341.8
MW (Da)
2.32
ALogP
3
HBA
2
HBD
82.0
PSA (Ų)
0.79
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 C18H16ClN3O2
MW 341.80
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -1.21

Activity Summary

IC50 10 meas. best 6.9
Ki 4 meas. best 7.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Procathepsin L
CHEMBL3837
 Ki 7.7 7.7 19.9 1
Cathepsin S
CHEMBL2954
 IC50 6.9 6.9 125.9 2
Cruzipain
CHEMBL3563
 Ki 6.6 6.6 251.0 2
Procathepsin L
CHEMBL3837
 IC50 6.6 6.6 251.2 2
Cathepsin L2
CHEMBL3272
 IC50 6.1 6.1 794.3 2
Cathepsin K
CHEMBL268
 IC50 5.5 5.5 3162.3 2
Cathepsin B
CHEMBL4072
 IC50 5.3 5.3 5011.9 2
Unchecked
CHEMBL612545
 Ki 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 Ki = 19.95 nM 7.7 Inhibition of human cathepsin L using Z-Phe-Arg-7-amido-4-methylcoumarin as subs... 33038787
Cathepsin S IC50 = 125.89 nM 6.9 Inhibition of cathepsin S 19515558
Cathepsin S IC50 = 125.89 nM 6.9 Inhibition of cathepsin S assessed as inhibition of fluorogenic substrate cleava... 19616430
Procathepsin L IC50 = 251.19 nM 6.6 Inhibition of cathepsin L 19515558
Procathepsin L IC50 = 251.19 nM 6.6 Inhibition of cathepsin L assessed as inhibition of fluorogenic substrate cleava... 19616430
Cruzipain Ki = 251.19 nM 6.6 Inhibition of recombinant Trypanosoma cruzi cruzain using Z-Phe-Arg-7-amido-4-me... 33038787
Cruzipain Ki = 251.0 nM 6.6 Binding affinity to Trypanosoma cruzi Cruzain assessed as inhibition constant 30282318
Cathepsin L2 IC50 = 794.33 nM 6.1 Inhibition of cathepsin L2 19515558
Cathepsin L2 IC50 = 794.33 nM 6.1 Inhibition of cathepsin L2 assessed as inhibition of fluorogenic substrate cleav... 19616430
Cathepsin K IC50 = 3162.28 nM 5.5 Inhibition of cathepsin K 19515558
Cathepsin K IC50 = 3162.28 nM 5.5 Inhibition of cathepsin K assessed as inhibition of fluorogenic substrate cleava... 19616430
Cathepsin B IC50 = 5011.87 nM 5.3 Inhibition of cathepsin B 19515558
Cathepsin B IC50 = 5011.87 nM 5.3 Inhibition of human liver cathepsin B assessed as inhibition of fluorogenic subs... 19616430
Unchecked Ki = 6309.57 nM 5.2 Inhibition of Leishmania mexicana CPB delta CTE mutant using Z-Phe-Arg-7-amido-4... 33038787

Literature References

PubMed DOI Target Context # Activities
19515558 10.1016/j.bmcl.2009.05.071 Unchecked 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
19616430 10.1016/j.bmcl.2009.06.090 Procathepsin L 1
19616430 10.1016/j.bmcl.2009.06.090 Cathepsin L2 1
19616430 10.1016/j.bmcl.2009.06.090 Cathepsin B 1
19616430 10.1016/j.bmcl.2009.06.090 Cathepsin K 1
19616430 10.1016/j.bmcl.2009.06.090 Cathepsin S 1
33038787 10.1016/j.bmc.2020.115743 Unchecked 1
33038787 10.1016/j.bmc.2020.115743 Procathepsin L 1
33038787 10.1016/j.bmc.2020.115743 Cruzipain 1
30282318 10.1016/j.ejmech.2018.08.079 Cruzipain 1

Data from ChEMBL 36 via Core Engine