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Compound Detail

CHEMBL489770

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c1ccc(Nc2nc(-c3ccccn3)cs2)nc1

Basic Information

ChEMBL ID CHEMBL489770
Phase Preclinical
Structure Type MOL
InChI Key RYCUBTFYRLAMFA-UHFFFAOYSA-N
8
Targets
12
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

254.3
MW (Da)
3.34
ALogP
5
HBA
1
HBD
50.7
PSA (Ų)
0.78
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H10N4S
MW 254.32
Aromatic Rings 3
Heavy Atoms 18
NP-Likeness -1.98

Activity Summary

IC50 10 meas. best 7.6
EC50 2 meas. best 7.23

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Small conductance calcium-activated potassium channel protein 3
CHEMBL3381
IC50 7.6 6.8 25.0 3
Small conductance calcium-activated potassium channel protein 1
CHEMBL2369
IC50 7.37 7.37 43.0 1
Plasmodium falciparum
CHEMBL364
EC50 7.23 7.085 58.5 2
Small conductance calcium-activated potassium channel protein 2
CHEMBL4469
IC50 6.91 6.585 123.0 2
Trypanosoma brucei brucei
CHEMBL612851
IC50 6.14 6.14 718.0 1
Methyl-CpG-binding domain protein 2
CHEMBL3707462
IC50 5.81 5.81 1550.0 1
Leishmania donovani
CHEMBL367
IC50 5.68 5.68 2100.0 1
Methyl-CpG-binding protein 2
CHEMBL3638346
IC50 4.98 4.98 10460.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Small conductance calcium-activated potassium channel protein 3 IC50 = 25.0 nM 7.6 Displacement of [125I]apamin from Kca2.3 channel expressed in HEK293 cells by sc... 18774291
Small conductance calcium-activated potassium channel protein 1 IC50 = 43.0 nM 7.37 Inhibition of Kca2.1 channel expressed in HEK293 cells by thallium flux assay 18774291
Plasmodium falciparum EC50 = 58.5 nM 7.23 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Plasmodium falciparum EC50 = 114.1 nM 6.94 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Small conductance calcium-activated potassium channel protein 2 IC50 = 123.0 nM 6.91 Inhibition of Kca2.2 channel expressed in HEK293 cells by thallium flux assay 18774291
Small conductance calcium-activated potassium channel protein 3 IC50 = 290.0 nM 6.54 Inhibition of Kca2.3 channel expressed in HEK293 cells by electrophysiology assa... 18774291
Small conductance calcium-activated potassium channel protein 3 IC50 = 543.0 nM 6.26 Inhibition of Kca2.3 channel expressed in HEK293 cells by thallium flux assay 18774291
Small conductance calcium-activated potassium channel protein 2 IC50 = 543.0 nM 6.26 Displacement of [125I]apamin from Kca2.2 channel expressed in HEK293 cells 18774291
Trypanosoma brucei brucei IC50 = 718.0 nM 6.14 DNDI: Inhibition of Human African Trypanosomiasis (HAT), STIB 795, in vitro -
Methyl-CpG-binding domain protein 2 IC50 = 1550.0 nM 5.81 Binding Assay: DNA binding assays using recombinant MBDs. To produce recombinant... -
Leishmania donovani IC50 = 2100.0 nM 5.68 Antileishmanial activity against Leishmania donovani MHOM/IN/80/Dd8 expressing l... 26318065
Methyl-CpG-binding protein 2 IC50 = 10460.0 nM 4.98 Binding Assay: DNA binding assays using recombinant MBDs. To produce recombinant... -

Literature References

PubMed DOI Target Context # Activities
18774291 10.1016/j.bmcl.2008.08.023 Small conductance calcium-activated potassium channel protein 3 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
24075144 10.1016/j.bmc.2013.08.048 Mycobacterium tuberculosis 3
18774291 10.1016/j.bmcl.2008.08.023 Small conductance calcium-activated potassium channel protein 2 2
26318065 10.1016/j.ejmech.2015.08.013 ADMET 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
20485427 10.1038/nature09107 HepG2 1
18579783 10.1073/pnas.0802982105 Unchecked 1
18579783 10.1073/pnas.0802982105 Huh-7 1
20485427 10.1038/nature09107 Unchecked 1
22096101 10.1126/science.1211936 Plasmodium yoelii 1
- 10.6019/CHEMBL2094269 Trypanosoma brucei brucei 1
- 10.6019/CHEMBL2094269 MRC5 1
- 10.6019/CHEMBL2095176 Mycobacterium tuberculosis variant bovis BCG 1
18774291 10.1016/j.bmcl.2008.08.023 Intermediate conductance calcium-activated potassium channel protein 4 1
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 1
- 10.6019/CHEMBL3433997 Hexose transporter 1 1
- 10.6019/CHEMBL3433997 Glucose transporter 1
26318065 10.1016/j.ejmech.2015.08.013 Leishmania donovani 1
26318065 10.1016/j.ejmech.2015.08.013 KB 1

Data from ChEMBL 36 via Core Engine