Detailed information for compound 1352291

Basic information

Technical information
  • TDR Targets ID: 1352291
  • Name: 1,3,3-trimethyl-4-(3-nitrobenzoyl)quinoxalin- 2-one
  • MW: 339.345 | Formula: C18H17N3O4
  • H donors: 0 H acceptors: 4 LogP: 2.52 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1N(C)c2ccccc2N(C1(C)C)C(=O)c1cccc(c1)[N+](=O)[O-]
  • InChi: 1S/C18H17N3O4/c1-18(2)17(23)19(3)14-9-4-5-10-15(14)20(18)16(22)12-7-6-8-13(11-12)21(24)25/h4-11H,1-3H3
  • InChiKey: NISJTNNYIYXNTE-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1,3,3-trimethyl-4-[(3-nitrophenyl)-oxomethyl]-2-quinoxalinone
  • 1,3,3-trimethyl-4-(3-nitrophenyl)carbonyl-quinoxalin-2-one
  • ChemDiv1_021376
  • MLS001211422
  • SMR000516807
  • Oprea1_432557
  • ZINC00238017
  • STOCK2S-16389
  • Oprea1_554529
  • 1,3,3-Trimethyl-4-(3-nitro-benzoyl)-3,4-dihydro-1H-quinoxalin-2-one
  • BAS 01403774

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum MGC84926 protein, related Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania braziliensis trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi Thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania major trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum Glutathione reductase, related Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Theileria parva thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma congolense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania infantum trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium parvum thioredoxin reductase 1 Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma cruzi trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Babesia bovis thiodoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative Get druggable targets OG5_126785 All targets in OG5_126785
Toxoplasma gondii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania donovani trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium berghei dihydrolipoyl dehydrogenase, mitochondrial, putative Thioredoxin reductase 1, cytoplasmic   499 aa 465 aa 26.9 %
Leishmania braziliensis acetoin dehydrogenase e3 component-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 499 aa 22.8 %
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin reductase 1, cytoplasmic   499 aa 518 aa 24.9 %
Trypanosoma congolense dihydrolipoamide dehydrogenase, point mutation Thioredoxin reductase 1, cytoplasmic   499 aa 489 aa 22.5 %
Trypanosoma congolense dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 492 aa 23.2 %
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial Thioredoxin reductase 1, cytoplasmic   499 aa 465 aa 27.3 %
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 489 aa 22.9 %
Trypanosoma brucei gambiense dihydrolipoamide dehydrogenase, point mutation,acetoin dehydrogenase e3 component, putative Thioredoxin reductase 1, cytoplasmic   499 aa 490 aa 23.3 %
Plasmodium knowlesi dihydrolipoyl dehydrogenase, mitochondrial, putative Thioredoxin reductase 1, cytoplasmic   499 aa 462 aa 25.8 %
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 483 aa 23.0 %
Trypanosoma brucei gambiense dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 491 aa 23.6 %
Toxoplasma gondii NADPH-glutathione reductase Thioredoxin reductase 1, cytoplasmic   499 aa 529 aa 31.8 %
Leishmania major acetoin dehydrogenase e3 component-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 497 aa 24.1 %
Trypanosoma congolense dihydrolipoamide dehydrogenase, point mutation, putative Thioredoxin reductase 1, cytoplasmic   499 aa 489 aa 22.7 %
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II Thioredoxin reductase 1, cytoplasmic   499 aa 448 aa 27.2 %
Plasmodium falciparum thioredoxin reductase Thioredoxin reductase 1, cytoplasmic   499 aa 511 aa 45.2 %
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 454 aa 25.3 %
Neospora caninum hypothetical protein Thioredoxin reductase 1, cytoplasmic   499 aa 448 aa 27.0 %
Trypanosoma brucei gambiense dihydrolipoamide dehydrogenase, putative,acetoin dehydrogenase e3 component, putative Thioredoxin reductase 1, cytoplasmic   499 aa 491 aa 23.2 %
Onchocerca volvulus Thioredoxin reductase 1, cytoplasmic   499 aa 499 aa 57.3 %
Trypanosoma congolense dihydrolipoamide dehydrogenase, point mutation Thioredoxin reductase 1, cytoplasmic   499 aa 489 aa 22.3 %
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast Thioredoxin reductase 1, cytoplasmic   499 aa 506 aa 23.7 %
Leishmania infantum acetoin dehydrogenase e3 component-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 497 aa 24.1 %
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 483 aa 23.0 %
Plasmodium yoelii dihydrolipoamide dehydrogenase Thioredoxin reductase 1, cytoplasmic   499 aa 540 aa 23.3 %
Plasmodium falciparum glutathione reductase Thioredoxin reductase 1, cytoplasmic   499 aa 500 aa 32.2 %
Trypanosoma congolense dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 492 aa 23.2 %
Neospora caninum glutathione reductase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 492 aa 32.7 %
Leishmania mexicana 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 452 aa 25.7 %
Neospora caninum Dihydrolipoyl dehydrogenase (EC 1.8.1.4), related Thioredoxin reductase 1, cytoplasmic   499 aa 464 aa 24.8 %
Plasmodium yoelii dihydrolipoamide dehydrogenase Thioredoxin reductase 1, cytoplasmic   499 aa 465 aa 27.5 %
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 489 aa 22.7 %
Leishmania braziliensis dihydrolipoamide dehydrogenase Thioredoxin reductase 1, cytoplasmic   499 aa 488 aa 21.9 %
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative Thioredoxin reductase 1, cytoplasmic   499 aa 460 aa 25.4 %
Leishmania mexicana acetoin dehydrogenase e3 component-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 499 aa 24.4 %
Leishmania infantum dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 466 aa 20.6 %
Leishmania donovani dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 466 aa 20.6 %
Leishmania donovani acetoin dehydrogenase e3 component-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 497 aa 24.1 %
Plasmodium berghei dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin reductase 1, cytoplasmic   499 aa 539 aa 22.3 %
Leishmania braziliensis 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 450 aa 25.6 %
Plasmodium knowlesi dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin reductase 1, cytoplasmic   499 aa 519 aa 23.7 %
Trypanosoma brucei dihydrolipoamide dehydrogenase Thioredoxin reductase 1, cytoplasmic   499 aa 492 aa 23.4 %
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation Thioredoxin reductase 1, cytoplasmic   499 aa 490 aa 23.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) cytochrome P450 family protein 0.006 0.0013 0.0013
Giardia lamblia Alanyl dipeptidyl peptidase 0.0361 0.1225 0.5
Trypanosoma cruzi serine peptidase, Clan SC, Family S9B 0.251 0.987 1
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0145 0.0353 0.2881
Trypanosoma cruzi oligopeptidase b 0.0361 0.1225 0.1241
Giardia lamblia Alanyl dipeptidyl peptidase 0.0361 0.1225 0.5
Onchocerca volvulus Dipeptidyl peptidase family member 1 homolog 0.2543 1 1
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.0361 0.1225 0.076
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.013 0.0294 0.2403
Brugia malayi prolyl oligopeptidase family protein 0.0361 0.1225 0.1225
Echinococcus multilocularis dipeptidyl aminopeptidaseprotein 0.2543 1 1
Entamoeba histolytica dipeptidyl-peptidase, putative 0.0361 0.1225 0.5
Mycobacterium tuberculosis Probable protease II PtrBb [second part] (oligopeptidase B) 0.0361 0.1225 1
Brugia malayi prolyl oligopeptidase family protein 0.251 0.987 0.987
Trypanosoma cruzi hypothetical protein, conserved 0.0361 0.1225 0.1241
Plasmodium vivax hypothetical protein, conserved 0.0361 0.1225 1
Trypanosoma cruzi dipeptidyl-peptidase 8-like serine peptidase 0.251 0.987 1
Trypanosoma cruzi prolyl endopeptidase 0.0361 0.1225 0.1241
Loa Loa (eye worm) hypothetical protein 0.0361 0.1225 0.1225
Entamoeba histolytica dipeptidyl-peptidase, putative 0.0361 0.1225 0.5
Mycobacterium tuberculosis Probable oxidoreductase 0.0145 0.0353 0.2881
Brugia malayi Cytochrome P450 family protein 0.006 0.0013 0.0013
Trypanosoma brucei prolyl oligopeptidase, putative 0.0361 0.1225 0.1241
Echinococcus multilocularis prolyl endopeptidase 0.0361 0.1225 0.1225
Trypanosoma cruzi oligopeptidase B-like protein, putative 0.0361 0.1225 0.1241
Mycobacterium tuberculosis Putative ferredoxin reductase 0.013 0.0294 0.2403
Toxoplasma gondii hypothetical protein 0.0361 0.1225 0.2062
Toxoplasma gondii dipeptidyl peptidase iv (dpp iv) n-terminal region domain-containing protein 0.1533 0.594 1
Mycobacterium tuberculosis Probable reductase 0.013 0.0294 0.2403
Trypanosoma brucei Alpha/beta hydrolase domain-containing protein 0.0361 0.1225 0.1241
Leishmania major oligopeptidase b 0.0361 0.1225 0.1241
Trypanosoma brucei serine peptidase, clan SC, family S9A-like protein 0.0361 0.1225 0.1241
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.013 0.0294 0.2403
Trypanosoma brucei oligopeptidase b 0.0361 0.1225 0.1241
Mycobacterium tuberculosis Probable peptidase 0.0361 0.1225 1
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0145 0.0353 0.2881
Entamoeba histolytica hypothetical protein, conserved 0.0361 0.1225 0.5
Echinococcus granulosus prolyl endopeptidase 0.0361 0.1225 0.1225
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.013 0.0294 0.2403
Brugia malayi prolyl oligopeptidase family protein 0.0361 0.1225 0.1225
Loa Loa (eye worm) prolyl oligopeptidase 0.2543 1 1
Loa Loa (eye worm) hypothetical protein 0.1338 0.5155 0.5155
Toxoplasma gondii acylaminoacyl-peptidase, putative 0.0361 0.1225 0.2062
Trypanosoma brucei Dipeptidyl-peptidase 8-like, putative 0.251 0.987 1
Entamoeba histolytica prolyl oligopeptidase family protein 0.0361 0.1225 0.5
Mycobacterium ulcerans protease II (oligopeptidase B), PtrB 0.0361 0.1225 0.5
Trypanosoma cruzi oligopeptidase b 0.0361 0.1225 0.1241
Leishmania major prolyl oligopeptidase, putative,serine peptidase clan SC, family S9A, putative 0.0361 0.1225 0.1241
Trypanosoma brucei serine peptidase, Clan SC, Family S9B 0.251 0.987 1
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0361 0.1225 0.5
Echinococcus granulosus acylamino acid releasing enzyme 0.0361 0.1225 0.1225
Schistosoma mansoni subfamily S9B unassigned peptidase (S09 family) 0.2543 1 1
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.0361 0.1225 0.076
Echinococcus multilocularis acylamino acid releasing enzyme 0.0361 0.1225 0.1225
Mycobacterium leprae PROBABLE PROTEASE II PTRBB (OLIGOPEPTIDASE B) 0.0361 0.1225 1
Trypanosoma cruzi serine peptidase, clan SC, family S9A-like protein, putative 0.0361 0.1225 0.1241
Echinococcus multilocularis Dipeptidyl peptidase 9 0.251 0.987 0.987
Loa Loa (eye worm) prolyl oligopeptidase 0.0361 0.1225 0.1225
Plasmodium falciparum peptidase, putative 0.0361 0.1225 1
Trypanosoma brucei prolyl endopeptidase 0.0361 0.1225 0.1241
Leishmania major dipeptidyl-peptidase 8-like serine peptidase, putative,serine peptidase, Clan SC, Family S9B 0.251 0.987 1
Entamoeba histolytica prolyl oligopeptidase family protein 0.0361 0.1225 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0361 0.1225 0.1241
Trichomonas vaginalis Clan SC, family S9, acylaminoacyl-peptidase-like serine peptidase 0.0361 0.1225 0.5
Brugia malayi hypothetical protein 0.1172 0.4485 0.4485
Entamoeba histolytica prolyl oligopeptidase family protein 0.0361 0.1225 0.5
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0145 0.0353 0.0629
Toxoplasma gondii prolyl endopeptidase 0.0361 0.1225 0.2062
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.0361 0.1225 0.076
Trichomonas vaginalis conserved hypothetical protein 0.0361 0.1225 0.5
Schistosoma mansoni acylaminoacyl-peptidase (S09 family) 0.0361 0.1225 0.076
Brugia malayi prolyl oligopeptidase family protein 0.0361 0.1225 0.1225
Loa Loa (eye worm) hypothetical protein 0.0361 0.1225 0.1225
Mycobacterium tuberculosis Probable dehydrogenase 0.013 0.0294 0.2403
Leishmania major oligopeptidase B-like protein,serine peptidase, clan SC, family S9A-like protein 0.0361 0.1225 0.1241
Echinococcus granulosus dipeptidyl aminopeptidaseprotein 0.2543 1 1
Schistosoma mansoni dipeptidyl-peptidase 9 (S09 family) 0.251 0.987 0.9863
Loa Loa (eye worm) hypothetical protein 0.1172 0.4485 0.4485
Echinococcus granulosus Dipeptidyl peptidase 9 0.251 0.987 0.987

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 0.1413 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771] ChEMBL. No reference
Potency (functional) 13.1154 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 14.7157 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (binding) 25.1189 uM PubChem BioAssay. qHTS Assay for Inhibitors of MBNL1-poly(CUG) RNA binding. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 100 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Iota. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588623] ChEMBL. No reference
Potency (functional) 100 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Rango (Ran-regulated importin-beta cargo) - Importin beta complex formation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID540273] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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

No literature references available for this target.

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