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Compound Detail

CHEMBL508668

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Cc1cc(NCc2ccccn2)cc(C)c1OCC(=O)N[C@@H](Cc1ccccc1)[C@H](O)C(=O)N1CSC(C)(C)[C@H]1C(=O)N[C@H]1c2ccccc2C[C@H]1O

Basic Information

ChEMBL ID CHEMBL508668
Phase Preclinical
Structure Type MOL
InChI Key IEOXTIHUYRYEJG-CTRNRRKFSA-N
2
Targets
6
Activities
2
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

737.9
MW (Da)
4.23
ALogP
9
HBA
5
HBD
153.1
PSA (Ų)
0.14
QED
1
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C41H47N5O6S
MW 737.92
Aromatic Rings 4
Heavy Atoms 53
NP-Likeness -0.26

Activity Summary

EC50 4 meas. best 6.52
Ki 2 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmepsin II
CHEMBL4414
Ki 8.0 8.0 10.0 2
Plasmodium falciparum
CHEMBL364
EC50 6.52 6.29 300.0 4

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
24631188 10.1016/j.bmcl.2014.02.051 Plasmodium falciparum 3
18952439 10.1016/j.bmc.2008.10.011 Plasmepsin II 1
18952439 10.1016/j.bmc.2008.10.011 Protease 1
18952439 10.1016/j.bmc.2008.10.011 Plasmodium falciparum 1
18952439 10.1016/j.bmc.2008.10.011 L6 1
20634066 10.1016/j.bmcl.2010.06.099 Plasmepsin II 1
20634066 10.1016/j.bmcl.2010.06.099 Plasmodium falciparum 1

Data from ChEMBL 36 via Core Engine