Detailed information for compound 344651

Basic information

Technical information
  • TDR Targets ID: 344651
  • Name: N-[4-(8-chloro-2-methyl-11H-imidazo[1,2-c][2, 3]benzodiazepin-6-yl)phenyl]acetamide
  • MW: 364.828 | Formula: C20H17ClN4O
  • H donors: 1 H acceptors: 2 LogP: 3.75 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC(=O)Nc1ccc(cc1)C1=Nn2cc(nc2Cc2c1cc(Cl)cc2)C
  • InChi: 1S/C20H17ClN4O/c1-12-11-25-19(22-12)9-15-3-6-16(21)10-18(15)20(24-25)14-4-7-17(8-5-14)23-13(2)26/h3-8,10-11H,9H2,1-2H3,(H,23,26)
  • InChiKey: WBAZAIVLRNYWOM-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[4-(8-chloro-2-methyl-11H-imidazo[1,2-c][2,3]benzodiazepin-6-yl)phenyl]ethanamide

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus Dimethylglycine dehydrogenase, mitochondrial homolog 0.0241 0.0811 0.5
Mycobacterium leprae PROBABLE D-AMINO ACID OXIDASE AAO 0.2893 1 1
Trypanosoma cruzi L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0241 0.0811 0.5
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.001 0.0011 0.014
Trypanosoma cruzi FAD dependent oxidoreductase, putative 0.0241 0.0811 0.5
Echinococcus granulosus potassium voltage gated channel subfamily H 0.001 0.0011 0.014
Loa Loa (eye worm) glycerol-3-phosphate dehydrogenase 0.0241 0.0811 0.0811
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0241 0.0811 0.5
Loa Loa (eye worm) hypothetical protein 0.0241 0.0811 0.0811
Mycobacterium tuberculosis Probable D-amino acid oxidase Aao 0.2652 0.9164 1
Brugia malayi pyruvate dehydrogenase phosphatase regulatory subunit precursor 0.0241 0.0811 1
Toxoplasma gondii hypothetical protein 0.0241 0.0811 0.5
Toxoplasma gondii FAD-dependent glycerol-3-phosphate dehydrogenase 0.0241 0.0811 0.5
Trypanosoma brucei glycerol-3-phosphate dehydrogenase (FAD-dependent), mitochondrial 0.0241 0.0811 0.5
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0036 0.0099 0.0099
Brugia malayi RE18450p 0.0241 0.0811 1
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0036 0.0099 0.1221
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0036 0.0099 0.1221
Schistosoma mansoni fad oxidoreductase 0.0241 0.0811 0.0811
Echinococcus granulosus FAD dependent oxidoreductase domain containing protein 0.0241 0.0811 1
Loa Loa (eye worm) hypothetical protein 0.001 0.0011 0.0011
Onchocerca volvulus Pyruvate dehydrogenase phosphatase regulatory subunit, mitochondrial homolog 0.0241 0.0811 0.5
Schistosoma mansoni glycerol-3-phosphate dehydrogenase 0.0241 0.0811 0.0811
Plasmodium falciparum FAD-dependent glycerol-3-phosphate dehydrogenase, putative 0.0241 0.0811 0.5
Loa Loa (eye worm) hypothetical protein 0.0031 0.0083 0.0083
Onchocerca volvulus Putative fad oxidoreductase 0.0241 0.0811 0.5
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0033 0.0091 1
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0033 0.0091 1
Giardia lamblia Glycerol-3-phosphate dehydrogenase 0.0241 0.0811 0.5
Schistosoma mansoni NAD dehydrogenase 0.0241 0.0811 0.0811
Trypanosoma brucei glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0241 0.0811 0.5
Schistosoma mansoni fad oxidoreductase 0.0241 0.0811 0.0811
Mycobacterium ulcerans D-amino acid oxidase Aao 0.2893 1 1
Echinococcus multilocularis glycerol 3 phosphate dehydrogenase 0.0241 0.0811 1
Echinococcus multilocularis FAD dependent oxidoreductase domain containing protein 0.0241 0.0811 1
Chlamydia trachomatis D-amino acid dehydrogenase 0.0241 0.0811 0.5
Brugia malayi dimethylglycine dehydrogenase, mitochondrial precursor, putative 0.0241 0.0811 1
Entamoeba histolytica NAD(FAD)-dependent dehydrogenase, putative 0.0241 0.0811 0.5
Trypanosoma cruzi L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0241 0.0811 0.5
Trypanosoma brucei L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0241 0.0811 0.5
Schistosoma mansoni voltage-gated potassium channel 0.0039 0.011 0.011
Trypanosoma brucei electron transfer flavoprotein-ubiquinone oxidoreductase, putative 0.0241 0.0811 0.5
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase, putative 0.0241 0.0811 0.5
Trypanosoma brucei FAD dependent oxidoreductase, putative 0.0241 0.0811 0.5
Schistosoma mansoni ATP:guanidino kinase (Smc74) 0.0241 0.0811 0.0811
Leishmania major glycerol-3-phosphate dehydrogenase-like protein 0.0241 0.0811 0.5
Schistosoma mansoni d-amino acid oxidase 0.2893 1 1
Entamoeba histolytica anaerobic glycerol-3-phosphate dehydrogenase subunit A, putative 0.0241 0.0811 0.5
Echinococcus granulosus glycerol 3 phosphate dehydrogenase 0.0241 0.0811 1
Leishmania major hypothetical protein, conserved 0.0241 0.0811 0.5
Schistosoma mansoni voltage-gated potassium channel 0.001 0.0011 0.0011
Echinococcus multilocularis voltage gated potassium channel 0.001 0.0011 0.014
Schistosoma mansoni voltage-gated potassium channel 0.001 0.0011 0.0011
Loa Loa (eye worm) hypothetical protein 0.0241 0.0811 0.0811
Plasmodium vivax FAD-dependent glycerol-3-phosphate dehydrogenase, putative 0.0241 0.0811 0.5
Schistosoma mansoni voltage-gated potassium channel 0.0039 0.011 0.011
Trypanosoma cruzi Present in the outer mitochondrial membrane proteome 20 0.0241 0.0811 0.5
Echinococcus granulosus voltage gated potassium channel 0.001 0.0011 0.014
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0241 0.0811 0.5
Loa Loa (eye worm) hypothetical protein 0.0241 0.0811 0.0811
Leishmania major hypothetical protein, conserved 0.0241 0.0811 0.5
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.001 0.0011 0.014
Brugia malayi cDNA sequence BC016226 0.0241 0.0811 1
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0036 0.0099 0.1221

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) 0 Activity of the compound tested as behavioural change in mouse at an i.p. dose of 100 mg/kg; (decrease in SMA activity-spontaneous motor activity, ataxy) ChEMBL. 16153844
Activity (functional) 0 Activity of the compound tested as behavioural change in mouse at a p.o. dose of 200 mg/kg; (decrease in SMA activity-spontaneous motor activity, ataxy) ChEMBL. 16153844
ED50 (functional) = 56 mg kg-1 Effective p.o. dose of the compound tested for anticonvulsant activity using maximal electroshock seizure model in mouse ChEMBL. 16153844
ED50 (functional) > 200 mg kg-1 Effective i.p. dose of the compound tested for muscle relaxant activity using inclined screen test in mouse (highest test concentration) ChEMBL. 16153844
IC50 (binding) = 6.7 uM Inhibition of binding to hERG ChEMBL. 17107791
IC50 (functional) > 20 uM Evaluated for inhibition of AMPA (5 uM) evoked spreading depression in isolated retina prepared from young chicken ChEMBL. 16153844
IC50 (binding) > 100 uM Inhibition of binding to serotonin receptor 5HT2C ChEMBL. 17107791
Ki (functional) = 129 nM Functional antagonism of MCH-R1 expressed in HEK293 cells ChEMBL. 17107791

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
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External resources for this compound

Bibliographic References

2 literature references were collected for this gene.

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