Detailed information for compound 1012178

Basic information

Technical information
  • TDR Targets ID: 1012178
  • Name: N-(3,4-dimethoxyphenyl)-5,7-dinitro-3-phenylq uinoxalin-2-amine
  • MW: 447.4 | Formula: C22H17N5O6
  • H donors: 1 H acceptors: 6 LogP: 4.35 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(ccc1OC)Nc1nc2cc(cc(c2nc1c1ccccc1)[N+](=O)[O-])[N+](=O)[O-]
  • InChi: 1S/C22H17N5O6/c1-32-18-9-8-14(10-19(18)33-2)23-22-20(13-6-4-3-5-7-13)25-21-16(24-22)11-15(26(28)29)12-17(21)27(30)31/h3-12H,1-2H3,(H,23,24)
  • InChiKey: GZQBZLLREYQXRO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-(3,4-dimethoxyphenyl)-5,7-dinitro-3-phenyl-quinoxalin-2-amine
  • N-(3,4-dimethoxyphenyl)-5,7-dinitro-3-phenyl-2-quinoxalinamine
  • (3,4-dimethoxyphenyl)-(5,7-dinitro-3-phenyl-quinoxalin-2-yl)amine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens thymidylate synthetase Starlite/ChEMBL References
Escherichia coli thymidylate synthetase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium ulcerans thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus multilocularis thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) Get druggable targets OG5_127385 All targets in OG5_127385
Loa Loa (eye worm) thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Brugia malayi thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania donovani dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus granulosus thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania infantum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Babesia bovis dihydrofolate reductase/thymidilate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) Get druggable targets OG5_127385 All targets in OG5_127385
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Get druggable targets OG5_127385 All targets in OG5_127385
Cryptosporidium hominis chain A, crystal structure of Dhfr Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania major dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum hypothetical protein Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium yoelii thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
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
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0052 0.0382 0.0534
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0483 0.0678
Schistosoma mansoni zinc finger protein 0.002 0.0035 0.0039
Schistosoma mansoni hypothetical protein 0.0033 0.0175 0.0239
Echinococcus granulosus histone lysine methyltransferase setb 0.0138 0.129 0.1827
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.012 0.1105 0.1564
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0389 0.3974 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0052 0.0382 0.0534
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0052 0.0382 0.0421
Trichomonas vaginalis set domain proteins, putative 0.0954 1 1
Echinococcus granulosus thymidylate synthase 0.0389 0.3974 0.5651
Brugia malayi MH2 domain containing protein 0.0132 0.1232 0.1406
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0105 0.0938 0.1056
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0483 0.0678
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0033 0.0175 0.0239
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0052 0.0382 0.0534
Schistosoma mansoni hypothetical protein 0.0033 0.0175 0.0239
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0483 0.0678
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0061 0.0469 0.0658
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0138 0.129 0.1827
Mycobacterium ulcerans beta-lactamase 0.0077 0.064 0.156
Plasmodium vivax hypothetical protein, conserved 0.0077 0.064 0.14
Loa Loa (eye worm) TAR-binding protein 0.0062 0.0483 0.0536
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0185 0.1798 0.449
Echinococcus multilocularis GPCR, family 2 0.0033 0.0175 0.0239
Schistosoma mansoni hypothetical protein 0.0033 0.0175 0.0239
Schistosoma mansoni hypothetical protein 0.0033 0.0175 0.0239
Loa Loa (eye worm) hypothetical protein 0.0077 0.064 0.0716
Trichomonas vaginalis D-aminoacylase, putative 0.0077 0.064 0.0618
Trichomonas vaginalis esterase, putative 0.0077 0.064 0.0618
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0483 0.0678
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0052 0.0382 0.0436
Echinococcus granulosus dna polymerase eta 0.0019 0.0024 0.0024
Brugia malayi hypothetical protein 0.0026 0.0097 0.0111
Brugia malayi beta-lactamase family protein 0.0077 0.064 0.073
Loa Loa (eye worm) hypothetical protein 0.0039 0.0238 0.0256
Loa Loa (eye worm) hypothetical protein 0.0077 0.064 0.0716
Trypanosoma cruzi hypothetical protein, conserved 0.0077 0.064 0.156
Trypanosoma cruzi hypothetical protein, conserved 0.0077 0.064 0.156
Mycobacterium tuberculosis Hypothetical protein 0.0185 0.1798 0.3533
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0036 0.0212 0.0291
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0052 0.0382 0.0534
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0036 0.0212 0.0291
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0097 0.0186
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0389 0.3974 0.7867
Echinococcus granulosus microtubule associated protein 2 0.0676 0.7028 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0132 0.1232 0.1392
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0138 0.129 0.1827
Loa Loa (eye worm) hypothetical protein 0.0041 0.0264 0.0285
Echinococcus granulosus dna polymerase kappa 0.0019 0.0024 0.0024
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0389 0.3974 1
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.012 0.1105 0.1564
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0483 0.0678
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0077 0.064 0.0901
Brugia malayi Bromodomain containing protein 0.0076 0.0635 0.0724
Brugia malayi RNA binding protein 0.0062 0.0483 0.0552
Mycobacterium tuberculosis Probable hydrolase 0.0077 0.064 0.1227
Echinococcus granulosus zinc finger protein 0.002 0.0035 0.0039
Mycobacterium ulcerans lipase LipD 0.0077 0.064 0.156
Brugia malayi ImpB/MucB/SamB family protein 0.0019 0.0024 0.0027
Loa Loa (eye worm) beta-lactamase 0.0077 0.064 0.0716
Loa Loa (eye worm) hypothetical protein 0.0033 0.0175 0.0185
Giardia lamblia DINP protein human, muc B family 0.0019 0.0024 0.5
Brugia malayi Pre-SET motif family protein 0.0838 0.8765 1
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.012 0.1105 0.1564
Loa Loa (eye worm) ImpB/MucB/SamB family protein 0.0019 0.0024 0.0011
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0389 0.3974 1
Echinococcus granulosus terminal deoxycytidyl transferase rev1 0.0019 0.0024 0.0024
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0389 0.3974 1
Brugia malayi PHD-finger family protein 0.0025 0.0092 0.0105
Schistosoma mansoni microtubule-associated protein tau 0.0676 0.7028 1
Mycobacterium ulcerans hypothetical protein 0.0077 0.064 0.156
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0077 0.064 0.0901
Echinococcus granulosus GPCR family 2 0.0033 0.0175 0.0239
Trichomonas vaginalis penicillin-binding protein, putative 0.0077 0.064 0.0618
Mycobacterium tuberculosis Probable esterase LipL 0.0077 0.064 0.1227
Echinococcus granulosus geminin 0.0188 0.1823 0.2587
Echinococcus multilocularis zinc finger protein 0.002 0.0035 0.0039
Schistosoma mansoni hypothetical protein 0.0188 0.1823 0.2587
Schistosoma mansoni terminal deoxycytidyl transferase 0.0019 0.0024 0.0024
Brugia malayi TAR-binding protein 0.0062 0.0483 0.0552
Loa Loa (eye worm) hypothetical protein 0.0077 0.064 0.0716
Trichomonas vaginalis conserved hypothetical protein 0.0185 0.1798 0.1778
Loa Loa (eye worm) thymidylate synthase 0.0389 0.3974 0.4526
Loa Loa (eye worm) hypothetical protein 0.0026 0.0097 0.0095
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.0019 0.0024 0.0024
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0138 0.129 0.1827
Schistosoma mansoni hypothetical protein 0.0071 0.0585 0.0823
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0077 0.064 0.1227
Echinococcus granulosus tar DNA binding protein 0.0062 0.0483 0.0678
Brugia malayi ImpB/MucB/SamB family protein 0.0019 0.0024 0.0027
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0061 0.0469 0.0658
Echinococcus multilocularis terminal deoxycytidyl transferase rev1 0.0019 0.0024 0.0024
Loa Loa (eye worm) hypothetical protein 0.0077 0.064 0.0716
Mycobacterium tuberculosis Probable lipase LipE 0.0077 0.064 0.1227
Entamoeba histolytica deoxycytidyl transferase, putative 0.0019 0.0024 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0052 0.0382 0.0534
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0062 0.0483 0.0536
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0097 0.0186
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0033 0.0175 0.0239
Trichomonas vaginalis D-aminoacylase, putative 0.0077 0.064 0.0618
Echinococcus multilocularis tar DNA binding protein 0.0062 0.0483 0.0678
Echinococcus granulosus fetal alzheimer antigen falz 0.0023 0.0067 0.0085
Brugia malayi RNA recognition motif domain containing protein 0.0062 0.0483 0.0552
Trypanosoma brucei hypothetical protein, conserved 0.0077 0.064 0.156
Trichomonas vaginalis penicillin-binding protein, putative 0.0077 0.064 0.0618
Mycobacterium tuberculosis Probable lipase LipD 0.0077 0.064 0.1227
Echinococcus multilocularis dna polymerase eta 0.0019 0.0024 0.0024
Onchocerca volvulus 0.012 0.1105 0.0497
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0033 0.0175 0.0239
Brugia malayi Bromodomain containing protein 0.0039 0.0237 0.0271
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0077 0.064 0.073
Loa Loa (eye worm) hypothetical protein 0.0072 0.0588 0.0657
Loa Loa (eye worm) hypothetical protein 0.0138 0.129 0.1458
Mycobacterium ulcerans thymidylate synthase 0.0389 0.3974 1
Echinococcus multilocularis microtubule associated protein 2 0.0676 0.7028 1
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.012 0.1105 0.26
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0077 0.064 0.1227
Brugia malayi latrophilin 2 splice variant baaae 0.0071 0.0585 0.0667
Brugia malayi beta-lactamase family protein 0.0077 0.064 0.073
Leishmania major hypothetical protein, conserved 0.0077 0.064 0.156
Brugia malayi Pre-SET motif family protein 0.012 0.1105 0.1261
Loa Loa (eye worm) hypothetical protein 0.0077 0.064 0.0716
Loa Loa (eye worm) hypothetical protein 0.0071 0.0585 0.0652
Plasmodium vivax SET domain protein, putative 0.012 0.1105 0.26
Loa Loa (eye worm) hypothetical protein 0.0077 0.064 0.0716
Loa Loa (eye worm) latrophilin receptor protein 2 0.0033 0.0175 0.0185
Mycobacterium tuberculosis Conserved protein 0.0077 0.064 0.1227
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0389 0.3974 0.5651
Echinococcus multilocularis fetal alzheimer antigen, falz 0.0023 0.0067 0.0085
Loa Loa (eye worm) PHD-finger family protein 0.0021 0.0046 0.0037
Loa Loa (eye worm) hypothetical protein 0.0043 0.0284 0.0309
Brugia malayi hypothetical protein 0.0185 0.1798 0.2051
Brugia malayi Calcitonin receptor-like protein seb-1 0.0105 0.0938 0.107
Schistosoma mansoni acetyl-CoA C-acetyltransferase 0.0023 0.0067 0.0085
Echinococcus granulosus beta LACTamase domain containing family member 0.0077 0.064 0.0901
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0116 0.1058 0.1497
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0052 0.0382 0.0534
Echinococcus multilocularis dna polymerase kappa 0.0019 0.0024 0.0024
Echinococcus multilocularis geminin 0.0188 0.1823 0.2587
Schistosoma mansoni hypothetical protein 0.0188 0.1823 0.2587
Loa Loa (eye worm) transcription factor SMAD2 0.0132 0.1232 0.1392
Mycobacterium tuberculosis Conserved protein 0.0077 0.064 0.1227
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0077 0.064 0.156
Trichomonas vaginalis D-aminoacylase, putative 0.0077 0.064 0.0618
Echinococcus multilocularis thymidylate synthase 0.0389 0.3974 0.5651
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0389 0.3974 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0052 0.0382 0.0534
Toxoplasma gondii ABC1 family protein 0.0077 0.064 0.14
Loa Loa (eye worm) RNA binding protein 0.0062 0.0483 0.0536
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0389 0.3974 1
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0033 0.0175 0.0239
Schistosoma mansoni hypothetical protein 0.0021 0.0046 0.0055
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0077 0.064 0.0716
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0838 0.8765 1
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0077 0.064 0.1227
Loa Loa (eye worm) hypothetical protein 0.0105 0.0938 0.1056
Trypanosoma brucei PAB1-binding protein , putative 0.0026 0.0097 0.0186
Schistosoma mansoni DNA polymerase eta 0.0019 0.0024 0.0024
Echinococcus multilocularis beta LACTamase domain containing family member 0.0077 0.064 0.0901
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0389 0.3974 1
Mycobacterium tuberculosis Possible penicillin-binding protein 0.049 0.5045 1
Onchocerca volvulus 0.0389 0.3974 0.3562
Loa Loa (eye worm) hypothetical protein 0.0019 0.0024 0.0011
Mycobacterium tuberculosis Conserved protein 0.0077 0.064 0.1227
Brugia malayi beta-lactamase 0.0077 0.064 0.073
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0105 0.0938 0.107
Mycobacterium ulcerans esterase/lipase LipP 0.0077 0.064 0.156
Leishmania major hypothetical protein, conserved 0.0026 0.0097 0.0186
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0033 0.0175 0.02
Schistosoma mansoni bromodomain containing protein 0.0064 0.0508 0.0713
Brugia malayi thymidylate synthase 0.0389 0.3974 0.4535
Brugia malayi Latrophilin receptor protein 2 0.0033 0.0175 0.02

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 1 uM Inhibition of Escherichia coli thymidylate synthase ChEMBL. 17532099
Ki (binding) = 14 uM Inhibition of human thymidylate synthase ChEMBL. 17532099
Ki (binding) = 24 uM Inhibition of Lactobacillus casei thymidylate synthase ChEMBL. 17532099

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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