Detailed information for compound 218100

Basic information

Technical information
  • TDR Targets ID: 218100
  • Name: N,N-dimethyl-3-(4-methylphenyl)-4H-imidazo[1, 5-a]quinoxaline-5-carboxamide
  • MW: 332.399 | Formula: C20H20N4O
  • H donors: 0 H acceptors: 2 LogP: 2.68 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Cc1ccc(cc1)c1ncn2c1CN(C(=O)N(C)C)c1c2cccc1
  • InChi: 1S/C20H20N4O/c1-14-8-10-15(11-9-14)19-18-12-23(20(25)22(2)3)16-6-4-5-7-17(16)24(18)13-21-19/h4-11,13H,12H2,1-3H3
  • InChiKey: KOTDYTILXIGIBR-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N,N-dimethyl-3-(p-tolyl)-4H-imidazo[1,5-a]quinoxaline-5-carboxamide
  • N,N-dimethyl-3-(4-methylphenyl)-4H-imidazo[5,1-c]quinoxaline-5-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus GABA-A receptor; anion channel Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Gamma-aminobutyric acid receptor subunit beta homolog GABA-A receptor; anion channel   467 aa 433 aa 34.6 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 454 aa 30.4 %
Echinococcus granulosus glycine receptor subunit beta GABA-A receptor; anion channel   467 aa 439 aa 29.6 %
Echinococcus multilocularis glycine receptor subunit beta GABA-A receptor; anion channel   467 aa 478 aa 28.7 %
Echinococcus multilocularis glycine receptor subunit alpha 1 GABA-A receptor; anion channel   467 aa 430 aa 32.3 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 447 aa 25.7 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 494 aa 25.5 %
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit GABA-A receptor; anion channel   467 aa 379 aa 19.3 %
Echinococcus granulosus glycine receptor subunit alpha 1 GABA-A receptor; anion channel   467 aa 430 aa 32.3 %
Onchocerca volvulus Large subunit GTPase 1 homolog GABA-A receptor; anion channel   467 aa 496 aa 26.0 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 435 aa 29.7 %
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein GABA-A receptor; anion channel   467 aa 375 aa 21.9 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 468 aa 28.6 %
Schistosoma mansoni Cys-loop ligand gated ion channel subunit GABA-A receptor; anion channel   467 aa 479 aa 29.2 %
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative GABA-A receptor; anion channel   467 aa 384 aa 19.5 %
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein GABA-A receptor; anion channel   467 aa 454 aa 29.5 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 441 aa 33.8 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 446 aa 29.1 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 446 aa 28.0 %
Onchocerca volvulus Eukaryotic initiation factor 4A-III homolog GABA-A receptor; anion channel   467 aa 453 aa 26.9 %
Onchocerca volvulus GABA-A receptor; anion channel   467 aa 434 aa 26.7 %
Onchocerca volvulus Acetylcholine receptor subunit alpha-type homolog GABA-A receptor; anion channel   467 aa 418 aa 19.6 %
Loa Loa (eye worm) hypothetical protein GABA-A receptor; anion channel   467 aa 461 aa 27.8 %
Brugia malayi Cation transporter family protein GABA-A receptor; anion channel   467 aa 453 aa 28.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus acetylcholinesterase 0.0372 1 1
Loa Loa (eye worm) hypothetical protein 0.0063 0.1088 0.0585
Mycobacterium tuberculosis Carboxylesterase LipT 0.0063 0.1088 0.7962
Brugia malayi Thioredoxin reductase 0.0073 0.1366 0.1366
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0063 0.1088 1
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0073 0.1366 1
Brugia malayi Amyloid A4 extracellular domain containing protein 0.0207 0.5228 0.5228
Schistosoma mansoni gliotactin 0.0063 0.1088 0.1088
Loa Loa (eye worm) hypothetical protein 0.0063 0.1088 0.0585
Mycobacterium ulcerans carboxylesterase, LipT 0.0063 0.1088 1
Schistosoma mansoni neuroligin 3 (S09 family) 0.0063 0.1088 0.1088
Schistosoma mansoni acetylcholinesterase 0.0063 0.1088 0.1088
Loa Loa (eye worm) carboxylesterase 0.0063 0.1088 0.0585
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0063 0.1088 0.7962
Brugia malayi glutathione reductase 0.0073 0.1366 0.1366
Loa Loa (eye worm) hypothetical protein 0.0163 0.3966 0.3626
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0025 0 0.5
Giardia lamblia NADH oxidase lateral transfer candidate 0.0025 0 0.5
Brugia malayi Carboxylesterase family protein 0.0063 0.1088 0.1088
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0025 0 0.5
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0372 1 1
Echinococcus multilocularis thioredoxin glutathione reductase 0.0073 0.1366 0.1366
Loa Loa (eye worm) hypothetical protein 0.0372 1 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0025 0 0.5
Treponema pallidum NADH oxidase 0.0025 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0063 0.1088 0.0585
Plasmodium falciparum thioredoxin reductase 0.0073 0.1366 1
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0025 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0063 0.1088 0.0585
Echinococcus multilocularis family S9 non peptidase ue (S09 family) 0.0063 0.1088 0.1088
Loa Loa (eye worm) acetylcholinesterase 1 0.0372 1 1
Echinococcus granulosus neuroligin 0.0063 0.1088 0.1088
Onchocerca volvulus 0.0063 0.1088 0.5
Brugia malayi Carboxylesterase family protein 0.0063 0.1088 0.1088
Trichomonas vaginalis spcc417.12 protein, putative 0.0063 0.1088 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0063 0.1088 0.7962
Echinococcus multilocularis para nitrobenzyl esterase 0.0063 0.1088 0.1088
Loa Loa (eye worm) hypothetical protein 0.0063 0.1088 0.0585
Echinococcus multilocularis acetylcholinesterase 0.0372 1 1
Onchocerca volvulus 0.0063 0.1088 0.5
Loa Loa (eye worm) glutathione reductase 0.0073 0.1366 0.0879
Echinococcus granulosus BC026374 protein S09 family 0.0063 0.1088 0.1088
Echinococcus granulosus family S9 non peptidase ue S09 family 0.0063 0.1088 0.1088
Brugia malayi hypothetical protein 0.0063 0.1088 0.1088
Echinococcus granulosus thioredoxin glutathione reductase 0.0073 0.1366 0.1366
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0063 0.1088 0.1088
Onchocerca volvulus 0.0063 0.1088 0.5
Loa Loa (eye worm) carboxylesterase 0.0372 1 1
Echinococcus multilocularis BC026374 protein (S09 family) 0.0063 0.1088 0.1088
Trypanosoma brucei trypanothione reductase 0.0073 0.1366 1
Plasmodium falciparum glutathione reductase 0.0073 0.1366 1
Schistosoma mansoni alzheimer's disease beta-amyloid related 0.0075 0.1446 0.1446
Echinococcus granulosus para nitrobenzyl esterase 0.0063 0.1088 0.1088
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0063 0.1088 0.1088
Echinococcus multilocularis carboxylesterase 5A 0.0372 1 1
Trypanosoma cruzi trypanothione reductase, putative 0.0073 0.1366 1
Toxoplasma gondii thioredoxin reductase 0.0073 0.1366 1
Plasmodium vivax glutathione reductase, putative 0.0073 0.1366 1
Schistosoma mansoni BC026374 protein (S09 family) 0.0063 0.1088 0.1088
Echinococcus granulosus carboxylesterase 5A 0.0372 1 1
Echinococcus multilocularis neuroligin 0.0063 0.1088 0.1088
Plasmodium vivax thioredoxin reductase, putative 0.0073 0.1366 1
Leishmania major trypanothione reductase 0.0073 0.1366 1
Loa Loa (eye worm) carboxylesterase 0.0063 0.1088 0.0585
Brugia malayi Carboxylesterase family protein 0.0372 1 1
Loa Loa (eye worm) hypothetical protein 0.0372 1 1
Echinococcus multilocularis acetylcholinesterase 0.0372 1 1
Brugia malayi Carboxylesterase family protein 0.0063 0.1088 0.1088
Loa Loa (eye worm) hypothetical protein 0.0063 0.1088 0.0585
Onchocerca volvulus 0.0063 0.1088 0.5
Loa Loa (eye worm) hypothetical protein 0.0088 0.1796 0.1333
Echinococcus granulosus acetylcholinesterase 0.0372 1 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0063 0.1088 0.1088
Onchocerca volvulus 0.0063 0.1088 0.5
Loa Loa (eye worm) hypothetical protein 0.0063 0.1088 0.0585
Brugia malayi Carboxylesterase family protein 0.0063 0.1088 0.1088
Loa Loa (eye worm) thioredoxin reductase 0.0073 0.1366 0.0879

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 0.87 Acute electroshock physical dependence activity (drug MA50/V122 MA50) ChEMBL. 8809170
ED50 (functional) = 4.4 mg kg-1 Ability to antagonize metrazole-induced seizures (clonic and tonic) in mice after intraperitoneal injection ChEMBL. 8809170
ED50 (functional) = 4.4 mg kg-1 Ability to antagonize metrazole-induced seizures (clonic and tonic) in mice after intraperitoneal injection ChEMBL. 8809170
Ki (binding) = 11.1 nM Binding affinity against benzodiazepine receptor (BzR) in rat cortical membranes determined by competition experiments with radiolabeled [3H]-flunitrazepam (Fnz) ChEMBL. 8809170
Ki (binding) = 11.1 nM Binding affinity against benzodiazepine receptor (BzR) in rat cortical membranes determined by competition experiments with radiolabeled [3H]-flunitrazepam (Fnz) ChEMBL. 8809170

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.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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