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Compound Detail

CHEMBL549210

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COc1ccc(C=C2SC(=N)N(c3ccccc3OC)C2=O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL549210
Phase Preclinical
Structure Type MOL
InChI Key YBPABXGFEMOUTB-UHFFFAOYSA-N
7
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

340.4
MW (Da)
3.76
ALogP
5
HBA
1
HBD
62.6
PSA (Ų)
0.86
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H16N2O3S
MW 340.40
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -1.09

Activity Summary

IC50 12 meas. best 7.02
EC50 4 meas. best 7.06

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 EC50 7.06 6.6975 87.1 4
Plasmodium berghei
CHEMBL612653
 IC50 7.02 7.02 96.2 1
Plasmodium falciparum
CHEMBL364
 IC50 6.78 6.5017 167.0 6
MRC5
CHEMBL614181
 IC50 5.35 5.35 4489.9 1
Trypanosoma cruzi
CHEMBL368
 IC50 4.94 4.94 11597.3 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 4.86 4.86 13882.4 1
Trypanosoma brucei brucei
CHEMBL612851
 IC50 4.86 4.86 13673.7 1
Leishmania infantum
CHEMBL612848
 IC50 4.79 4.79 16112.4 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum EC50 = 87.1 nM 7.06 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Plasmodium berghei IC50 = 96.22 nM 7.02 MMV: P. berghei-infected blood was withdrawn from mice by cardiac pucture before... -
Plasmodium falciparum EC50 = 163.2 nM 6.79 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Plasmodium falciparum EC50 = 168.0 nM 6.78 MMV: Inhibition of Plasmodium falciparum 3D7 (EC50). -
Plasmodium falciparum IC50 = 167.0 nM 6.78 MMV: Modified 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#23400-013) ... -
Plasmodium falciparum IC50 = 284.0 nM 6.55 MMV: Modified 3H-Hyoxanthine uptake assay; 1% O2, 5% CO2 in N2. -
Plasmodium falciparum IC50 = 286.83 nM 6.54 MMV: Growth inhibition of P. falciparum cultures was quantified using a parasite... -
Plasmodium falciparum IC50 = 285.0 nM 6.54 MMV: 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#11875-093) with Sodi... -
Plasmodium falciparum IC50 = 481.1 nM 6.32 MMV: P. falciparum NF54 functionally mature Stage V gametocytes were incubated f... -
Plasmodium falciparum IC50 = 531.0 nM 6.28 MMV: 3H-Hyoxanthine uptake assay; 5% O2, 5% CO2 in N2. -
Plasmodium falciparum EC50 = 687.0 nM 6.16 MMV: Inhibition of Plasmodium falciparum K1 (EC50). -
MRC5 IC50 = 4489.85 nM 5.35 MMV: Cytotoxicity against human fibroblasts (MRC-5) cells. -
Trypanosoma cruzi IC50 = 11597.28 nM 4.94 MMV: Inhibition of Trypanosoma cruzi (Tulahuen C4 LacZ) (Chagas in vitro). -
Trypanosoma brucei rhodesiense IC50 = 13882.36 nM 4.86 MMV: Inhibition of Trypanosoma brucei rhodesiense (STIB 900) (HAT in vitro). -
Trypanosoma brucei brucei IC50 = 13673.71 nM 4.86 MMV: Inhibition of Trypanosoma brucei brucei (Squib 427) (HAT in vitro). -
Leishmania infantum IC50 = 16112.42 nM 4.79 MMV: Inhibition of Leishmania infantum (MHOM/MA/BE/67) in vitro. -

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/CHEMBL3137381 Onchocerca lienalis 4
- 10.6019/CHEMBL3301550 Plasmodium falciparum 4
- 10.6019/CHEMBL3301451 Plasmodium falciparum 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
- 10.6019/CHEMBL2028040 Plasmodium falciparum 3
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
- 10.6019/CHEMBL2363022 Schistosoma mansoni 3
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 2
- 10.6019/CHEMBL3433997 Glucose transporter 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 2
- 10.6019/CHEMBL3433997 Hexose transporter 1 2
- 10.6019/CHEMBL3301451 Plasmodium berghei 2
- 10.6019/CHEMBL2028040 Trypanosoma cruzi 1
- 10.6019/CHEMBL2028040 Trypanosoma brucei brucei 1
18579783 10.1073/pnas.0802982105 Huh-7 1

Data from ChEMBL 36 via Core Engine