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Compound Detail

CHEMBL514348

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CCC[C@H](N)C(=O)N[C@H](/C=C/S(=O)(=O)c1ccccc1)CCc1ccccc1

Basic Information

ChEMBL ID CHEMBL514348
Phase Preclinical
Structure Type MOL
InChI Key GLJZTHKUTGOBFU-LIIHMFIASA-N
5
Targets
6
Activities
2
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

400.5
MW (Da)
3.22
ALogP
4
HBA
2
HBD
89.3
PSA (Ų)
0.64
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H28N2O3S
MW 400.54
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -0.01

Activity Summary

Ki 4 meas. best 8.26
IC50 2 meas. best 7.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cathepsin S
CHEMBL2954
Ki 8.26 8.26 5.5 1
Dipeptidyl peptidase 1
CHEMBL2252
IC50 7.16 7.08 70.0 2
Cathepsin K
CHEMBL268
Ki 6.92 6.92 120.0 1
Pro-cathepsin H
CHEMBL2225
Ki 6.86 6.86 137.0 1
Cathepsin B
CHEMBL4072
Ki 5.96 5.96 1100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18246061 10.1038/nchembio.70 Plasmodium falciparum 6
18313933 10.1016/j.bmc.2008.02.002 Unchecked 5
18313933 10.1016/j.bmc.2008.02.002 Dipeptidyl peptidase 1 3
18313933 10.1016/j.bmc.2008.02.002 Cathepsin K 1
18313933 10.1016/j.bmc.2008.02.002 Cathepsin B 1
18313933 10.1016/j.bmc.2008.02.002 Cathepsin S 1
18313933 10.1016/j.bmc.2008.02.002 Pro-cathepsin H 1
18313933 10.1016/j.bmc.2008.02.002 Procathepsin L 1
18246061 10.1038/nchembio.70 ADMET 1
18246061 10.1038/nchembio.70 Protease, putative 1
18246061 10.1038/nchembio.70 Probable cathepsin C 1
18246061 10.1038/nchembio.70 Preprocathepsin c, putative 1
18246061 10.1038/nchembio.70 Falcipain-3 1
18246061 10.1038/nchembio.70 Cysteine proteinase falcipain-1 1

Data from ChEMBL 36 via Core Engine