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Compound Detail

CHEMBL579300

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O=c1cc(NC2CCN(CCCc3ccccc3)CC2)c2cc(Cl)ccc2o1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL579300
Phase Preclinical
Structure Type MOL
InChI Key DBVHRKVRLJTZND-UHFFFAOYSA-N
9
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

396.9
MW (Da)
4.96
ALogP
4
HBA
1
HBD
45.5
PSA (Ų)
0.60
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 C23H25ClN2O2
MW 396.92
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.84

Activity Summary

IC50 12 meas. best 6.26
EC50 4 meas. best 6.39

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 EC50 6.39 6.1975 408.0 4
Plasmodium falciparum
CHEMBL364
 IC50 6.26 6.26 542.8 1
DNA topoisomerase 4 subunit A
CHEMBL1895
 IC50 5.39 5.39 4100.0 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 5.39 5.39 4086.7 1
Unchecked
CHEMBL612545
 IC50 5.06 4.895 8770.0 4
Leishmania infantum
CHEMBL612848
 IC50 5.0 5.0 10079.4 1
Trypanosoma brucei brucei
CHEMBL612851
 IC50 4.82 4.82 15000.9 1
Trypanosoma cruzi
CHEMBL368
 IC50 4.81 4.81 15594.5 1
DNA gyrase subunit A
CHEMBL2424506
 IC50 4.56 4.56 27800.0 1
DNA topoisomerase 4 subunit A
CHEMBL4088
 IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum EC50 = 408.0 nM 6.39 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Plasmodium falciparum EC50 = 532.0 nM 6.27 MMV: Inhibition of Plasmodium falciparum K1 (EC50). -
Plasmodium falciparum IC50 = 542.8 nM 6.26 MMV: IC50 determined against P. falciparum Dd2-luc strain using a Malaria Sybr G... -
Plasmodium falciparum EC50 = 846.0 nM 6.07 MMV: Inhibition of Plasmodium falciparum 3D7 (EC50). -
Plasmodium falciparum EC50 = 863.0 nM 6.06 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Trypanosoma brucei rhodesiense IC50 = 4086.68 nM 5.39 MMV: Inhibition of Trypanosoma brucei rhodesiense (STIB 900) (HAT in vitro). -
DNA topoisomerase 4 subunit A IC50 = 4100.0 nM 5.39 Inhibition of Escherichia coli ATCC 25922 DNA topoisomerase 4 subunit ParC asses... 31276392
Unchecked IC50 = 8770.0 nM 5.06 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Leishmania infantum IC50 = 10079.37 nM 5.0 MMV: Inhibition of Leishmania infantum (MHOM/MA/BE/67) in vitro. -
Unchecked IC50 = 10000.0 nM 5.0 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Trypanosoma brucei brucei IC50 = 15000.9 nM 4.82 MMV: Inhibition of Trypanosoma brucei brucei (Squib 427) (HAT in vitro). -
Trypanosoma cruzi IC50 = 15594.47 nM 4.81 MMV: Inhibition of Trypanosoma cruzi (Tulahuen C4 LacZ) (Chagas in vitro). -
Unchecked IC50 = 16520.0 nM 4.78 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Unchecked IC50 = 18220.0 nM 4.74 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
DNA gyrase subunit A IC50 = 27800.0 nM 4.56 Inhibition of Staphylococcus aureus ATCC 29213 DNA gyrase A assessed as reductio... 31276392
DNA topoisomerase 4 subunit A IC50 = 100000.0 nM 4.0 Inhibition of Staphylococcus aureus ATCC 29213 DNA topoisomerase 4 subunit ParC ... 31276392

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3301486 Unchecked 8
- 10.6019/CHEMBL3301472 Human immunodeficiency virus 1 7
- 10.6019/CHEMBL3301472 NON-PROTEIN TARGET 6
- 10.6019/CHEMBL3301464 Unchecked 4
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
- 10.6019/CHEMBL2028040 Plasmodium falciparum 3
- 10.6019/CHEMBL2363022 Schistosoma mansoni 3
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 2
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
- 10.6019/CHEMBL3301451 Plasmodium falciparum 2
31276392 10.1021/acs.jmedchem.9b00394 DNA topoisomerase 4 subunit A 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
31276392 10.1021/acs.jmedchem.9b00394 DNA gyrase subunit A 2
- 10.6019/CHEMBL2448809 Plasmodium falciparum 1
- 10.6019/CHEMBL2028040 Trypanosoma brucei rhodesiense 1
- 10.6019/CHEMBL2028040 Trypanosoma cruzi 1
- 10.6019/CHEMBL3301448 Toxoplasma gondii 1
- 10.6019/CHEMBL2028040 Leishmania infantum 1
18579783 10.1073/pnas.0802982105 Huh-7 1

Data from ChEMBL 36 via Core Engine