Detailed information for compound 168833

Basic information

Technical information
  • TDR Targets ID: 168833
  • Name: 8-(2,4,6-trimethoxyphenyl)-7H-purine-2,6-diam ine
  • MW: 316.315 | Formula: C14H16N6O3
  • H donors: 3 H acceptors: 3 LogP: 0.98 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(OC)cc(c1c1nc2c([nH]1)nc(nc2N)N)OC
  • InChi: 1S/C14H16N6O3/c1-21-6-4-7(22-2)9(8(5-6)23-3)12-17-10-11(15)18-14(16)20-13(10)19-12/h4-5H,1-3H3,(H5,15,16,17,18,19,20)
  • InChiKey: DGDMBWNOPVGWKG-UHFFFAOYSA-N  

Network

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Synonyms

  • [2-amino-8-(2,4,6-trimethoxyphenyl)-7H-purin-6-yl]amine
  • 2,6-Diamino-8-(2',4',6'-trimethoxyphenyl)purine
  • AIDS-081090
  • AIDS081090

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Dihydrofolate reductase Starlite/ChEMBL References
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus multilocularis 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
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Loa Loa (eye worm) dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma mansoni dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi dihydrofolate reductase family protein Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma japonicum hypothetical protein 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
Babesia bovis dihydrofolate reductase/thymidilate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative Get druggable targets OG5_128410 All targets in OG5_128410
Leishmania major 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
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 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
Onchocerca volvulus 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
Plasmodium falciparum bifunctional dihydrofolate reductase-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 donovani dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Plasmodium yoelii thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
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 dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans hypothetical protein Get druggable targets OG5_128410 All targets in OG5_128410
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Get druggable targets OG5_128410 All targets in OG5_128410
Cryptosporidium hominis chain A, crystal structure of Dhfr Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Toxoplasma gondii bifunctional 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
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Get druggable targets OG5_128410 All targets in OG5_128410
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 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
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Brugia malayi Dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Trypanosoma brucei gambiense 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
Chlamydia trachomatis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus granulosus dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   187 aa 212 aa 27.8 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   187 aa 182 aa 34.1 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 202 aa 29.2 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   187 aa 187 aa 35.8 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 182 aa 33.5 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 193 aa 32.1 %
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 34.3 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 211 aa 28.4 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 33.7 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 186 aa 37.1 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   187 aa 191 aa 31.9 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Leishmania major acetyl-CoA carboxylase, putative 0.0277 0.5211 0.7276
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0468 1 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.013 0.1514 0.0667
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.013 0.1514 0.0667
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.6823 1
Loa Loa (eye worm) carboxyl transferase domain-containing protein 0.0267 0.4968 0.407
Trypanosoma cruzi acetyl-CoA carboxylase 0.0172 0.2563 0.2799
Loa Loa (eye worm) dihydrofolate reductase 0.0468 1 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0341 0.6823 1
Echinococcus granulosus dihydrofolate reductase 0.0468 1 1
Trypanosoma brucei 3-methylcrotonyl-CoA carboxylase alpha subunit, putative 0.0106 0.0907 0.133
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0341 0.6823 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0468 1 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0341 0.6823 1
Echinococcus multilocularis dihydrofolate reductase 0.0468 1 1
Mycobacterium ulcerans thymidylate synthase 0.013 0.1514 0.0667
Echinococcus granulosus thymidylate synthase 0.013 0.1514 0.0667
Toxoplasma gondii acetyl-coA carboxylase ACC2 0.0277 0.5211 0.7276
Onchocerca volvulus 0.013 0.1514 0.5
Brugia malayi Carboxyl transferase domain containing protein 0.0267 0.4968 0.407
Echinococcus multilocularis acetyl coenzyme A carboxylase 1 0.0277 0.5211 0.4733
Chlamydia trachomatis dihydrofolate reductase 0.0468 1 1
Toxoplasma gondii acetyl-CoA carboxylase ACC1 0.0277 0.5211 0.7276
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.6823 1
Wolbachia endosymbiont of Brugia malayi Acetyl/propionyl-CoA carboxylase, alpha subunit 0.0106 0.0907 0.5
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.1514 0.0667
Echinococcus multilocularis thymidylate synthase 0.013 0.1514 0.0667
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0341 0.6823 1
Trypanosoma brucei acetyl-CoA carboxylase 0.0277 0.5211 0.7638
Trypanosoma brucei 3-methylcrotonyl-CoA carboxylase alpha subunit, putative 0.0106 0.0907 0.133
Echinococcus granulosus acetyl coenzyme A carboxylase 1 0.0277 0.5211 0.4733
Schistosoma mansoni acetyl-CoA carboxylase 0.0277 0.5211 0.4733
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0468 1 1
Schistosoma mansoni dihydrofolate reductase 0.0468 1 1
Brugia malayi Dihydrofolate reductase 0.0468 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 5.73 Inhibition of rat liver DHFR by spectrophotometric assay ChEMBL. 20117005
IC50 (binding) = 6.08 Inhibition of Toxoplasma gondii DHFR by spectrophotometric assay ChEMBL. 20117005
IC50 (binding) = 0.84 uM Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 9301665
IC50 (binding) = 0.84 uM Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 9301665
IC50 (binding) = 0.84 uM Inhibition of Toxoplasma gondii DHFR by spectrophotometric assay ChEMBL. 20117005
IC50 (binding) = 1.88 uM Inhibition of rat liver dihydrofolate reductase ChEMBL. 9301665
IC50 (binding) = 1.88 uM Inhibition of rat liver dihydrofolate reductase ChEMBL. 9301665
IC50 (binding) = 1.88 uM Inhibition of rat liver DHFR by spectrophotometric assay ChEMBL. 20117005
IC50 (binding) = 31.5 uM Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 9301665
IC50 (binding) = 31.5 uM Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 9301665
Inhibition (binding) = 4 % Percentage inhibition against Pneumocystis carinii Dihydrofolate reductase. ChEMBL. 9301665
Inhibition (binding) = 4 % Percentage inhibition against Pneumocystis carinii Dihydrofolate reductase. ChEMBL. 9301665
Selectivity ratio (binding) = 2.2 Relative binding affinity to rat liver and Toxoplasma gondii DHFR. ChEMBL. 9301665

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

2 literature references were collected for this gene.

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