TDR Targets

Basic information

Technical information

TDR Targets ID: 219867
Name: [4,4-dimethyl-3-(4-methylphenyl)imidazo[1,5-a ]quinoxalin-5-yl]-pyrrolidin-1-ylmethanone
MW: 386.489 | Formula: C24H26N4O
H donors: 0 H acceptors: 2 LogP: 3.75 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: Cc1ccc(cc1)c1ncn2c1C(C)(C)N(c1c2cccc1)C(=O)N1CCCC1
InChi: 1S/C24H26N4O/c1-17-10-12-18(13-11-17)21-22-24(2,3)28(23(29)26-14-6-7-15-26)20-9-5-4-8-19(20)27(22)16-25-21/h4-5,8-13,16H,6-7,14-15H2,1-3H3
InChiKey: OYWYLPYUGVUEMS-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

[4,4-dimethyl-3-(p-tolyl)imidazo[1,5-a]quinoxalin-5-yl]-pyrrolidin-1-yl-methanone
[4,4-dimethyl-3-(p-tolyl)-5-imidazo[1,5-a]quinoxalinyl]-(1-pyrrolidinyl)methanone
[4,4-dimethyl-3-(4-methylphenyl)imidazo[1,5-a]quinoxalin-5-yl]-pyrrolidin-1-yl-methanone
[4,4-dimethyl-3-(p-tolyl)imidazo[1,5-a]quinoxalin-5-yl]-pyrrolidino-methanone
[4,4-dimethyl-3-(4-methylphenyl)imidazo[5,1-c]quinoxalin-5-yl]-pyrrolidin-1-ylmethanone
[4,4-dimethyl-3-(4-methylphenyl)imidazo[5,1-c]quinoxalin-5-yl]-pyrrolidin-1-yl-methanone
[4,4-dimethyl-3-(4-methylphenyl)-5-imidazo[5,1-c]quinoxalinyl]-1-pyrrolidinylmethanone

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		GABA-A receptor; anion channel	467 aa	454 aa	30.4 %
Onchocerca volvulus	Gamma-aminobutyric acid receptor subunit beta homolog	GABA-A receptor; anion channel	467 aa	433 aa	34.6 %
Loa Loa (eye worm)	hypothetical protein	GABA-A receptor; anion channel	467 aa	494 aa	25.5 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	447 aa	25.7 %
Echinococcus multilocularis	glycine receptor subunit alpha 1	GABA-A receptor; anion channel	467 aa	430 aa	32.3 %
Echinococcus multilocularis	glycine receptor subunit beta	GABA-A receptor; anion channel	467 aa	478 aa	28.7 %
Echinococcus granulosus	glycine receptor subunit beta	GABA-A receptor; anion channel	467 aa	439 aa	29.6 %
Onchocerca volvulus	Large subunit GTPase 1 homolog	GABA-A receptor; anion channel	467 aa	496 aa	26.0 %
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		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 %
Brugia malayi	nicotinic acetylcholine receptor alpha subunit, putative	GABA-A receptor; anion channel	467 aa	384 aa	19.5 %
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	GABA-A receptor; anion channel	467 aa	479 aa	29.2 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	446 aa	28.0 %
Loa Loa (eye worm)	hypothetical protein	GABA-A receptor; anion channel	467 aa	446 aa	29.1 %
Loa Loa (eye worm)	hypothetical protein	GABA-A receptor; anion channel	467 aa	441 aa	33.8 %
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	GABA-A receptor; anion channel	467 aa	454 aa	29.5 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	434 aa	26.7 %
Onchocerca volvulus	Eukaryotic initiation factor 4A-III homolog	GABA-A receptor; anion channel	467 aa	453 aa	26.9 %
Brugia malayi	Cation transporter family protein	GABA-A receptor; anion channel	467 aa	453 aa	28.5 %
Loa Loa (eye worm)	hypothetical protein	GABA-A receptor; anion channel	467 aa	461 aa	27.8 %
Onchocerca volvulus	Acetylcholine receptor subunit alpha-type homolog	GABA-A receptor; anion channel	467 aa	418 aa	19.6 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus granulosus	nuclear receptor subfamily 1 group D	0.0069	0.0341	0.1071
Loa Loa (eye worm)	hypothetical protein	0.0131	0.2598	1
Trichomonas vaginalis	NAD(P)H dehydrogenase, putative	0.0333	1	1
Loa Loa (eye worm)	steroid hormone receptor	0.0131	0.2598	1
Trichomonas vaginalis	conserved hypothetical protein	0.01	0.1456	0.1456
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.0131	0.2598	1
Loa Loa (eye worm)	nuclear hormone receptor-like 1	0.0069	0.0341	0.1071
Trichomonas vaginalis	conserved hypothetical protein	0.01	0.1456	0.1456
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.0131	0.2598	1
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.0131	0.2598	1
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.0131	0.2598	1
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.0131	0.2598	1
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0069	0.0341	0.1071
Brugia malayi	Steroid receptor seven-up type 2	0.0131	0.2598	1
Trichomonas vaginalis	NAD(P)H dehydrogenase, putative	0.01	0.1456	0.1456
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.0131	0.2598	1
Brugia malayi	steroid hormone receptor	0.0131	0.2598	1
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.0131	0.2598	1
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0341	0.1071
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.0131	0.2598	1
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0341	0.1071
Brugia malayi	photoreceptor-specific nuclear receptor	0.0131	0.2598	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.0131	0.2598	1
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0131	0.2598	1
Trichomonas vaginalis	conserved hypothetical protein	0.01	0.1456	0.1456
Trichomonas vaginalis	conserved hypothetical protein	0.01	0.1456	0.1456
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0131	0.2598	1
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.0131	0.2598	1
Loa Loa (eye worm)	hypothetical protein	0.0131	0.2598	1
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0131	0.2598	1
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.0131	0.2598	1
Echinococcus granulosus	FTZ F1 alpha	0.0131	0.2598	1
Onchocerca volvulus	Bile acid receptor homolog	0.0131	0.2598	1
Schistosoma mansoni	nuclear hormone receptor	0.0131	0.2598	1
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.0131	0.2598	1
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0341	0.1071
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.0131	0.2598	1
Trichomonas vaginalis	conserved hypothetical protein	0.01	0.1456	0.1456
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.0131	0.2598	1
Trichomonas vaginalis	conserved hypothetical protein	0.01	0.1456	0.1456
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.0131	0.2598	1
Onchocerca volvulus	Protein ultraspiracle homolog	0.0131	0.2598	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.0131	0.2598	1
Schistosoma mansoni	coup transcription factor	0.0131	0.2598	1
Trichomonas vaginalis	conserved hypothetical protein	0.01	0.1456	0.1456
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.0131	0.2598	1
Echinococcus multilocularis	FTZ F1 alpha	0.0131	0.2598	1
Brugia malayi	nuclear receptor RXR	0.0069	0.0341	0.1071
Brugia malayi	Nuclear hormone receptor-like 1	0.0069	0.0341	0.1071
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.0131	0.2598	1
Schistosoma mansoni	ecdysone-induced protein 78c (dr-78)	0.0069	0.0341	0.1071
Trichomonas vaginalis	conserved hypothetical protein	0.01	0.1456	0.1456
Giardia lamblia	NADPH oxidoreductase, putative	0.01	0.1456	0.5
Giardia lamblia	NADPH oxidoreductase, putative	0.01	0.1456	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0131	0.2598	1
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.0131	0.2598	1
Loa Loa (eye worm)	hypothetical protein	0.0131	0.2598	1
Loa Loa (eye worm)	hypothetical protein	0.0131	0.2598	1
Schistosoma mansoni	thyroid hormone receptor	0.0131	0.2598	1
Giardia lamblia	NADPH oxidoreductase, putative	0.01	0.1456	0.5
Loa Loa (eye worm)	hypothetical protein	0.0131	0.2598	1
Trichomonas vaginalis	conserved hypothetical protein	0.01	0.1456	0.1456
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.0131	0.2598	1
Trichomonas vaginalis	NAD(P)H dehydrogenase, putative	0.01	0.1456	0.1456
Echinococcus multilocularis	ecdysone induced protein 78C	0.0131	0.2598	1
Loa Loa (eye worm)	hypothetical protein	0.0131	0.2598	1
Brugia malayi	hypothetical protein	0.0069	0.0341	0.1071
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0131	0.2598	1
Schistosoma mansoni	retinoic acid receptor RXR	0.0131	0.2598	1
Echinococcus multilocularis	nuclear receptor subfamily 1 group D	0.0069	0.0341	0.1071
Loa Loa (eye worm)	hypothetical protein	0.0131	0.2598	1
Brugia malayi	nuclear receptor NHR-88	0.0131	0.2598	1
Schistosoma mansoni	RAR-like nuclear receptor	0.0131	0.2598	1
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.0131	0.2598	1
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.0131	0.2598	1
Brugia malayi	nuclear hormone receptor	0.0131	0.2598	1
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.0131	0.2598	1
Brugia malayi	Nuclear hormone receptor-like 1	0.0131	0.2598	1
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0131	0.2598	1
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.0131	0.2598	1
Schistosoma mansoni	thyroid hormone receptor	0.0131	0.2598	1
Loa Loa (eye worm)	hypothetical protein	0.0131	0.2598	1
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.0131	0.2598	1
Trichomonas vaginalis	conserved hypothetical protein	0.01	0.1456	0.1456
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.0131	0.2598	1
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0131	0.2598	1
Brugia malayi	hypothetical protein	0.0069	0.0341	0.1071
Trichomonas vaginalis	conserved hypothetical protein	0.01	0.1456	0.1456
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0131	0.2598	1
Trichomonas vaginalis	conserved hypothetical protein	0.01	0.1456	0.1456
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.0131	0.2598	1
Onchocerca volvulus		0.0131	0.2598	1
Trichomonas vaginalis	conserved hypothetical protein	0.01	0.1456	0.1456
Brugia malayi	ecdysteroid receptor	0.0131	0.2598	1
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0341	0.1071
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.0131	0.2598	1
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0131	0.2598	1
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0131	0.2598	1
Brugia malayi	Nuclear hormone receptor-like 1	0.0069	0.0341	0.1071
Schistosoma mansoni	steroid hormone receptor ad4bp	0.0131	0.2598	1
Trichomonas vaginalis	NAD(P)H dehydrogenase, putative	0.01	0.1456	0.1456
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.0131	0.2598	1
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0131	0.2598	1
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0131	0.2598	1
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0341	0.1071
Echinococcus granulosus	ecdysone induced protein 78C	0.0131	0.2598	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Cl - current change (functional)	= 0.81	In vitro efficacy calculated by chlorine current assay on alpha1-beta2-gamma2 (GABA-A) receptor subtype	ChEMBL.	8809170
Cl - current change (functional)	= 0.81	In vitro efficacy calculated by chlorine current assay on alpha1-beta2-gamma2 (GABA-A) receptor subtype	ChEMBL.	8809170
ED50 (functional)	= 17.7 mg kg-1	Ability to antagonize metrazole-induced seizures (clonic and tonic) in mice after intraperitoneal injection	ChEMBL.	8809170
ED50 (functional)	= 17.7 mg kg-1	Ability to antagonize metrazole-induced seizures (clonic and tonic) in mice after intraperitoneal injection	ChEMBL.	8809170
Ki (binding)	= 35 nM	Binding affinity against benzodiazepine receptor (BzR) in rat cortical membranes determined by competition experiments with radiolabeled [3H]-flunitrazepam (Fnz)	ChEMBL.	8809170
Ki (binding)	= 35 nM	Binding affinity against benzodiazepine receptor (BzR) in rat cortical membranes determined by competition experiments with radiolabeled [3H]-flunitrazepam (Fnz)	ChEMBL.	8809170
TBPS shift (binding)	= 1.05	In vitro efficacy by [35S]-t-butyl-bicyclophosphorothionate (TBPS) binding to the picrotoxin convulsant site on the GABA-A receptor chloride complex.	ChEMBL.	8809170
TBPS shift (binding)	= 1.05	In vitro efficacy by [35S]-t-butyl-bicyclophosphorothionate (TBPS) binding to the picrotoxin convulsant site on the GABA-A receptor chloride complex.	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

ChEMBL: CHEMBL339949
PubChem: 10810194

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 219867