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Compound Detail

CHEMBL3218765

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Cl.N[C@@H](C(=O)Nc1ccc2nc(SCC(=O)c3ccc4ccccc4c3)sc2c1)c1ccccc1

Basic Information

ChEMBL ID CHEMBL3218765
Phase Preclinical
Structure Type MOL
InChI Key PLYJGSWYJGMWRF-VQIWEWKSSA-N
Parent Compound CHEMBL3302775
Active Moiety CHEMBL3302775
3
Targets
4
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

483.6
MW (Da)
6.06
ALogP
6
HBA
2
HBD
85.1
PSA (Ų)
0.22
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H22ClN3O2S2
MW 520.08
Aromatic Rings 5
Heavy Atoms 34
NP-Likeness -1.52

Activity Summary

IC50 4 meas. best 5.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Procathepsin L
CHEMBL3837
IC50 5.36 5.36 4390.0 1
Cathepsin K
CHEMBL268
IC50 5.25 5.25 5620.0 1
Unchecked
CHEMBL612545
IC50 4.89 4.86 12750.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Procathepsin L IC50 = 4390.0 nM 5.36 Inhibition of human cathepsin L1 -
Cathepsin K IC50 = 5620.0 nM 5.25 Inhibition of human cathepsin K -
Unchecked IC50 = 12750.0 nM 4.89 Inhibition of Plasmodium falciparum recombinant falcipain 2 -
Unchecked IC50 = 14940.0 nM 4.83 Inhibition of Plasmodium falciparum recombinant falcipain 3 -

Literature References

PubMed DOI Target Context # Activities
- 10.1039/C1MD00129A Unchecked 2
- 10.1039/C1MD00129A Plasmodium falciparum 1
- 10.1039/C1MD00129A Cathepsin K 1
- 10.1039/C1MD00129A Procathepsin L 1
- 10.1039/C1MD00129A Cathepsin B 1

Data from ChEMBL 36 via Core Engine