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Compound Detail

CHEMBL596852

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COc1ccc(-c2nc3cc(Cc4ccc5[nH]c(-c6ccc(OC)cc6)nc5c4)ccc3[nH]2)cc1

Basic Information

ChEMBL ID CHEMBL596852
Phase Preclinical
Structure Type MOL
InChI Key UAHNYHPLYYIAEP-UHFFFAOYSA-N
8
Targets
14
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

460.5
MW (Da)
6.38
ALogP
4
HBA
2
HBD
75.8
PSA (Ų)
0.30
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H24N4O2
MW 460.54
Aromatic Rings 6
Heavy Atoms 35
NP-Likeness -0.45

Activity Summary

IC50 10 meas. best 6.75
EC50 4 meas. best 6.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
EC50 6.75 6.4 176.5 4
Trypanosoma brucei brucei
CHEMBL612851
IC50 6.75 6.75 179.5 1
Unchecked
CHEMBL612545
IC50 5.49 5.2375 3210.0 4
Leishmania infantum
CHEMBL612848
IC50 5.39 5.39 4057.0 1
MRC5
CHEMBL614181
IC50 5.32 5.32 4756.8 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
Hexose transporter 1
CHEMBL4697
IC50 5.17 5.17 6745.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum EC50 = 176.5 nM 6.75 MMV: Inhibition of Plasmodium falciparum 3D7 (EC50). -
Trypanosoma brucei brucei IC50 = 179.46 nM 6.75 MMV: Inhibition of Trypanosoma brucei brucei (Squib 427) (HAT in vitro). -
Plasmodium falciparum EC50 = 233.5 nM 6.63 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Plasmodium falciparum EC50 = 775.0 nM 6.11 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Plasmodium falciparum EC50 = 772.0 nM 6.11 MMV: Inhibition of Plasmodium falciparum K1 (EC50). -
Unchecked IC50 = 3210.0 nM 5.49 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Leishmania infantum IC50 = 4056.99 nM 5.39 MMV: Inhibition of Leishmania infantum (MHOM/MA/BE/67) in vitro. -
MRC5 IC50 = 4756.83 nM 5.32 MMV: Cytotoxicity against human fibroblasts (MRC-5) cells. -
Unchecked IC50 = 5580.0 nM 5.25 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
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... -
Hexose transporter 1 IC50 = 6745.0 nM 5.17 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Unchecked IC50 = 7500.0 nM 5.12 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Unchecked IC50 = 8120.0 nM 5.09 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -

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/CHEMBL3301550 Plasmodium falciparum 4
- 10.6019/CHEMBL3301464 Unchecked 4
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
- 10.6019/CHEMBL2028040 Plasmodium falciparum 3
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 2
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
- 10.6019/CHEMBL3301451 Plasmodium falciparum 2
31284086 10.1016/j.ejmech.2019.06.062 Cruzipain 2
31284086 10.1016/j.ejmech.2019.06.062 Rhodesain 2
- 10.6019/CHEMBL3137356 Cryptosporidium parvum 1
18579783 10.1073/pnas.0802982105 Unchecked 1
- 10.6019/CHEMBL2448809 Plasmodium falciparum 1
18579783 10.1073/pnas.0802982105 Huh-7 1
- 10.6019/CHEMBL2028040 Trypanosoma brucei rhodesiense 1

Data from ChEMBL 36 via Core Engine