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Compound Detail

CHEMBL591183

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CC(C)OCc1cc(CN2CCN(c3cccc(Cl)c3)CC2)c(O)c2ncccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL591183
Phase Preclinical
Structure Type MOL
InChI Key IENYQAIEIIEHTE-UHFFFAOYSA-N
10
Targets
17
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

426.0
MW (Da)
4.84
ALogP
5
HBA
1
HBD
48.8
PSA (Ų)
0.61
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 C24H28ClN3O2
MW 425.96
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.36

Activity Summary

IC50 15 meas. best 7.14
EC50 2 meas. best 6.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 7.14 6.166 73.0 5
Trypanosoma cruzi
CHEMBL368
 IC50 6.63 6.63 233.7 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 6.45 6.45 351.7 1
Plasmodium falciparum
CHEMBL364
 IC50 6.24 5.86 573.2 2
Plasmodium falciparum
CHEMBL364
 EC50 6.16 6.05 697.0 2
Trypanosoma brucei brucei
CHEMBL612851
 IC50 6.0 6.0 1000.0 1
MRC5
CHEMBL614181
 IC50 5.93 5.93 1169.4 1
Leishmania infantum
CHEMBL612848
 IC50 5.92 5.92 1189.2 1
Hexose transporter 1
CHEMBL4697
 IC50 5.18 5.18 6551.0 1
Solute carrier family 2, facilitated glucose transporter member 1
CHEMBL2535
 IC50 5.17 5.17 6745.0 1
Glucose transporter
CHEMBL3431938
 IC50 5.17 5.17 6745.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 73.0 nM 7.14 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Trypanosoma cruzi IC50 = 233.65 nM 6.63 MMV: Inhibition of Trypanosoma cruzi (Tulahuen C4 LacZ) (Chagas in vitro). -
Trypanosoma brucei rhodesiense IC50 = 351.73 nM 6.45 MMV: Inhibition of Trypanosoma brucei rhodesiense (STIB 900) (HAT in vitro). -
Plasmodium falciparum IC50 = 573.2 nM 6.24 MMV: IC50 determined against P. falciparum Dd2-luc strain using a Malaria Sybr G... -
Unchecked IC50 = 590.0 nM 6.23 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Plasmodium falciparum EC50 = 697.0 nM 6.16 MMV: Inhibition of Plasmodium falciparum 3D7 (EC50). -
Unchecked IC50 = 920.0 nM 6.04 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Trypanosoma brucei brucei IC50 = 1000.0 nM 6.0 MMV: Inhibition of Trypanosoma brucei brucei (Squib 427) (HAT in vitro). -
Unchecked IC50 = 1000.0 nM 6.0 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Plasmodium falciparum EC50 = 1140.0 nM 5.94 MMV: Inhibition of Plasmodium falciparum K1 (EC50). -
MRC5 IC50 = 1169.43 nM 5.93 MMV: Cytotoxicity against human fibroblasts (MRC-5) cells. -
Leishmania infantum IC50 = 1189.21 nM 5.92 MMV: Inhibition of Leishmania infantum (MHOM/MA/BE/67) in vitro. -
Plasmodium falciparum IC50 = 3281.18 nM 5.48 MMV: Measure of pLDH activity as indication of parasite viability. Gametocytogen... -
Unchecked IC50 = 3800.0 nM 5.42 Inhibition of Rickettsia prowazekii Methionine aminopeptidase 1 37031729
Hexose transporter 1 IC50 = 6551.0 nM 5.18 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Glucose transporter IC50 = 6745.0 nM 5.17 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Solute carrier family 2, facilitated glucose transporter member 1 IC50 = 6745.0 nM 5.17 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL2363022 Schistosoma mansoni 9
- 10.6019/CHEMBL3301486 Unchecked 8
- 10.6019/CHEMBL3301472 Human immunodeficiency virus 1 7
- 10.6019/CHEMBL3301472 NON-PROTEIN TARGET 6
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
- 10.6019/CHEMBL3301464 Unchecked 4
- 10.6019/CHEMBL2028040 Plasmodium falciparum 3
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
31284086 10.1016/j.ejmech.2019.06.062 Rhodesain 2
31284086 10.1016/j.ejmech.2019.06.062 Cruzipain 2
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 2
- 10.6019/CHEMBL3301555 Plasmodium falciparum 2
20485428 10.1038/nature09099 Plasmodium falciparum 2
37031729 10.1016/j.bmcl.2023.129281 Unchecked 2
- 10.6019/CHEMBL3301451 Plasmodium falciparum 2
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
- 10.6019/CHEMBL3137356 Cryptosporidium parvum 1
- 10.6019/CHEMBL3301448 Entamoeba histolytica 1
- 10.6019/CHEMBL2028040 Trypanosoma brucei brucei 1
- 10.6019/CHEMBL2028040 Trypanosoma cruzi 1

Data from ChEMBL 36 via Core Engine