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Compound Detail

CHEMBL587288

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COc1ccccc1CNC(=O)CCn1c(=O)[nH]c2ccsc2c1=O

Basic Information

ChEMBL ID CHEMBL587288
Phase Preclinical
Structure Type MOL
InChI Key ALGPHOUNWIZIOQ-UHFFFAOYSA-N
4
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

359.4
MW (Da)
1.47
ALogP
6
HBA
2
HBD
93.2
PSA (Ų)
0.70
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 C17H17N3O4S
MW 359.41
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.85

Activity Summary

IC50 9 meas. best 7.25
EC50 7 meas. best 7.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium berghei
CHEMBL612653
IC50 7.25 7.25 56.0 1
Plasmodium falciparum
CHEMBL364
EC50 7.16 7.0671 70.0 7
Plasmodium falciparum
CHEMBL364
IC50 6.43 6.27 367.0 3
Unchecked
CHEMBL612545
IC50 6.17 5.4325 680.0 4
Toxoplasma gondii
CHEMBL612888
IC50 4.68 4.68 20930.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium berghei IC50 = 56.0 nM 7.25 Antiplasmodial activity against luciferase expressing Plasmodium berghei 34798379
Plasmodium falciparum EC50 = 70.0 nM 7.16 Antiplasmodial activity against Plasmodium falciparum 3D7 34798379
Plasmodium falciparum EC50 = 70.0 nM 7.16 Antiplasmodial activity against Plasmodium falciparum K1 34798379
Plasmodium falciparum EC50 = 70.0 nM 7.16 Antiplasmodial activity against Plasmodium falciparum W2 34798379
Plasmodium falciparum EC50 = 70.0 nM 7.16 Antiplasmodial activity against Plasmodium falciparum Dd2 34798379
Plasmodium falciparum EC50 = 70.0 nM 7.16 Antiplasmodial activity against Plasmodium falciparum FCR3 34798379
Plasmodium falciparum EC50 = 140.0 nM 6.85 MMV: Inhibition of Plasmodium falciparum 3D7 (EC50). -
Plasmodium falciparum EC50 = 150.0 nM 6.82 MMV: Inhibition of Plasmodium falciparum K1 (EC50). -
Plasmodium falciparum IC50 = 367.0 nM 6.43 MMV: 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#11875-093) with Sodi... -
Plasmodium falciparum IC50 = 432.0 nM 6.37 MMV: Modified 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#23400-013) ... -
Unchecked IC50 = 680.0 nM 6.17 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Plasmodium falciparum IC50 = 976.8 nM 6.01 MMV: IC50 determined against P. falciparum Dd2-luc strain using a Malaria Sybr G... -
Unchecked IC50 = 2050.0 nM 5.69 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Unchecked IC50 = 8930.0 nM 5.05 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Unchecked IC50 = 15250.0 nM 4.82 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Toxoplasma gondii IC50 = 20930.0 nM 4.68 MMV: A total of 100ul of inoculum was added to each well (parasite/cell ratio, ~... -

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
34798379 10.1016/j.bmc.2021.116513 Plasmodium falciparum 5
- 10.6019/CHEMBL3301464 Unchecked 4
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
- 10.6019/CHEMBL2363022 Schistosoma mansoni 3
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
- 10.6019/CHEMBL2028040 Plasmodium falciparum 3
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 2
34798379 10.1016/j.bmc.2021.116513 Plasmodium berghei 2
- 10.6019/CHEMBL3301550 Plasmodium falciparum 2
- 10.6019/CHEMBL3433997 Glucose transporter 2
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 2
- 10.6019/CHEMBL3301451 Plasmodium falciparum 2
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
- 10.6019/CHEMBL3433997 Hexose transporter 1 2
- 10.6019/CHEMBL2448809 Plasmodium falciparum 1
34798379 10.1016/j.bmc.2021.116513 No relevant target 1

Data from ChEMBL 36 via Core Engine