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Compound Detail

CHEMBL3431361

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Cc1cc(C#N)c([N+](=O)[O-])cc1Br

Basic Information

ChEMBL ID CHEMBL3431361
Phase Preclinical
Structure Type MOL
InChI Key RRIZFYPKIAXJEQ-UHFFFAOYSA-N
6
Targets
13
Activities
1
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

241.0
MW (Da)
2.54
ALogP
3
HBA
0
HBD
66.9
PSA (Ų)
0.56
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C8H5BrN2O2
MW 241.04
Aromatic Rings 1
Heavy Atoms 13
NP-Likeness -1.33

Activity Summary

IC50 13 meas. best 7.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma cruzi
CHEMBL368
IC50 7.3 6.2 50.1 4
Trypanosoma brucei brucei
CHEMBL612851
IC50 6.1 5.75 794.3 2
Sterol 14-alpha demethylase
CHEMBL1075110
IC50 5.1 5.1 7943.3 1
NIH3T3
CHEMBL614822
IC50 4.7 4.7 19952.6 1
Leishmania donovani
CHEMBL367
IC50 4.6 4.525 25118.9 4
HepG2
CHEMBL395
IC50 4.5 4.5 31622.8 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trypanosoma cruzi IC50 = 50.12 nM 7.3 GSK_TCAKS: pIC50 Trypanosoma cruzi Imaging: Amastigotes/Cell. H9c2 cells were se... -
Trypanosoma cruzi IC50 = 199.53 nM 6.7 GSK_TCAKS: pIC50 Trypanosoma cruzi viability assay using beta-GAL activity. This... -
Trypanosoma cruzi IC50 = 316.23 nM 6.5 GSK_TCAKS: pIC50 Trypanosoma cruzi Imaging: Infected Cells. H9c2 cells were seed... -
Trypanosoma brucei brucei IC50 = 794.33 nM 6.1 GSK_TCAKS: pIC50 Trypanosoma brucei viability assay using fluorescence intensity... -
Trypanosoma brucei brucei IC50 = 3981.07 nM 5.4 GSK_TCAKS: pIC50 Trypanosoma brucei viability assay using luminiscence. Assay pl... -
Sterol 14-alpha demethylase IC50 = 7943.28 nM 5.1 GSK_TCAKS: pIC50 CYP51 from Trypanosoma cruzi. -
NIH3T3 IC50 = 19952.62 nM 4.7 GSK_TCAKS: pIC50 NIH 3T3 cell line viability assay using luminiscence. Tissue cu... -
Leishmania donovani IC50 = 25118.86 nM 4.6 GSK_TCAKS: pIC50 Leishmania donovani viability assay using fluorescence intensit... -
Leishmania donovani IC50 = 25118.86 nM 4.6 GSK_TCAKS: pIC50 Leishmania donovani Imaging: THP-1 Host Macrophages. Assay plat... -
Leishmania donovani IC50 = 31622.78 nM 4.5 GSK_TCAKS: pIC50 Leishmania donovani Imaging: Amastigotes/Macrophages. Assay pla... -
HepG2 IC50 = 31622.78 nM 4.5 GSK_TCAKS: pIC50 HepG2 human cell line viability assay using luminiscence. Activ... -
Leishmania donovani IC50 = 39810.72 nM 4.4 GSK_TCAKS: pIC50 Leishmania donovani Imaging: Infected Macrophages. Assay plates... -
Trypanosoma cruzi IC50 = 50118.72 nM 4.3 GSK_TCAKS: pIC50 H2C9 Imaging: H9c2 Host Cardiomyocytes. H9c2 cells were seeded ... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3430912 Leishmania donovani 4
- 10.6019/CHEMBL3430912 Trypanosoma cruzi 4
- 10.6019/CHEMBL3430912 Trypanosoma brucei brucei 2
- 10.6019/CHEMBL3430912 HepG2 1
- 10.6019/CHEMBL3430912 NIH3T3 1
- 10.6019/CHEMBL3430912 Sterol 14-alpha demethylase 1

Data from ChEMBL 36 via Core Engine