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Compound Detail

CHEMBL580701

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OC(CNC1CCCCC1)Cn1c2ccc(Cl)cc2c2cc(Cl)ccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL580701
Phase Preclinical
Structure Type MOL
InChI Key JAEHRJLXQLQEPU-UHFFFAOYSA-N
2
Targets
4
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

391.3
MW (Da)
5.38
ALogP
3
HBA
2
HBD
37.2
PSA (Ų)
0.61
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H24Cl2N2O
MW 391.34
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.72

Activity Summary

EC50 2 meas. best 6.94
IC50 2 meas. best 7.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 7.07 7.07 86.0 1
Plasmodium falciparum
CHEMBL364
 EC50 6.94 6.71 115.5 2
L6
CHEMBL614793
 IC50 5.48 5.48 3339.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 86.0 nM 7.07 Antimalarial activity against Plasmodium falciparum NF54 infected in human eryth... 27312008
Plasmodium falciparum EC50 = 115.5 nM 6.94 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Plasmodium falciparum EC50 = 333.0 nM 6.48 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
L6 IC50 = 3339.0 nM 5.48 Cytotoxicity against rat L6 cells after 72 hrs by alamar blue assay 27312008

Literature References

PubMed DOI Target Context # Activities
20485428 10.1038/nature09099 Plasmodium falciparum 9
25941556 10.1021/acsmedchemlett.5b00024 NON-PROTEIN TARGET 4
25941556 10.1021/acsmedchemlett.5b00024 Escherichia coli 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
25941556 10.1021/acsmedchemlett.5b00024 Bacillus anthracis 2
25941556 10.1021/acsmedchemlett.5b00024 Yersinia pestis 2
25941556 10.1021/acsmedchemlett.5b00024 Burkholderia pseudomallei 2
20485428 10.1038/nature09099 Raji 1
27312008 10.1021/acs.jmedchem.6b00591 Plasmodium falciparum 1
25941556 10.1021/acsmedchemlett.5b00024 Acinetobacter baumannii 1
25941556 10.1021/acsmedchemlett.5b00024 Morganella morganii 1
25941556 10.1021/acsmedchemlett.5b00024 Staphylococcus aureus 1
22096101 10.1126/science.1211936 Plasmodium yoelii 1
18579783 10.1073/pnas.0802982105 Unchecked 1
20485428 10.1038/nature09099 BJ 1
20485428 10.1038/nature09099 Leishmania major 1
20485428 10.1038/nature09099 HEK293 1
20485428 10.1038/nature09099 HepG2 1
20485428 10.1038/nature09099 Trypanosoma brucei 1
20485428 10.1038/nature09099 Toxoplasma gondii 1

Data from ChEMBL 36 via Core Engine