Detailed information for compound 28706

Basic information

Technical information
  • TDR Targets ID: 28706
  • Name: 6-[(2,5-dimethoxy-N-methylanilino)methyl]pter idine-2,4-diamine
  • MW: 341.368 | Formula: C16H19N7O2
  • H donors: 2 H acceptors: 4 LogP: 0.72 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1N(Cc1cnc2c(n1)c(N)nc(n2)N)C)OC
  • InChi: 1S/C16H19N7O2/c1-23(11-6-10(24-2)4-5-12(11)25-3)8-9-7-19-15-13(20-9)14(17)21-16(18)22-15/h4-7H,8H2,1-3H3,(H4,17,18,19,21,22)
  • InChiKey: ZDNUKWMRTYMTLS-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 6-[(2,5-dimethoxy-N-methyl-anilino)methyl]pteridine-2,4-diamine
  • 6-[[(2,5-dimethoxyphenyl)-methyl-amino]methyl]pteridine-2,4-diamine
  • (2,4-diaminopteridin-6-yl)methyl-(2,5-dimethoxyphenyl)-methyl-amine
  • 6-[[(2,5-dimethoxyphenyl)-methylamino]methyl]pteridine-2,4-diamine
  • 2,4-Pteridinediamine, 6-[(2,5-dimethoxyphenylmethylamino)methyl]
  • 6-[[(2,5-Dimethoxyphenyl)methylamino]methyl-2,4-pteridinediamine
  • AIDS-010318
  • AIDS010318

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus multilocularis thymidylate synthase 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 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
Leishmania infantum dihydrofolate reductase-thymidylate 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
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi Dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative 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
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 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
Leishmania major 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
Leishmania donovani 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
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum hypothetical protein 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
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus multilocularis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans hypothetical protein 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
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
Leishmania mexicana 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
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium ulcerans thymidylate synthase 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
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Get druggable targets OG5_128410 All targets in OG5_128410
Loa Loa (eye worm) 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 DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Get druggable targets OG5_128410 All targets in OG5_128410
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
Trypanosoma brucei gambiense 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
Echinococcus granulosus thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Brugia malayi dihydrofolate reductase family protein 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
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   187 aa 187 aa 35.8 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 211 aa 28.4 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 193 aa 32.1 %
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 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   187 aa 182 aa 34.1 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   187 aa 212 aa 27.8 %
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 %
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 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   187 aa 191 aa 31.9 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   206 aa 193 aa 29.5 %
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 falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 202 aa 29.2 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni microtubule-associated protein tau 0.0694 1 1
Brugia malayi hypothetical protein 0.0062 0.0034 0.0052
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.0449 0.6129 0.6129
Echinococcus multilocularis thymidylate synthase 0.013 0.1105 0.1105
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.013 0.1105 0.1674
Schistosoma mansoni lipoxygenase 0.0249 0.2987 0.2987
Schistosoma mansoni tyrosine kinase 0.0205 0.2296 0.2296
Schistosoma mansoni dihydrofolate reductase 0.0468 0.6434 0.6434
Schistosoma mansoni tyrosine kinase 0.0199 0.2203 0.2203
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0468 0.6434 1
Echinococcus granulosus dihydrofolate reductase 0.0468 0.6434 0.6434
Schistosoma mansoni lipoxygenase 0.0356 0.4676 0.4676
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.0205 0.2296 0.2296
Echinococcus granulosus thymidylate synthase 0.013 0.1105 0.1105
Onchocerca volvulus Tyrosine kinase homolog 0.0394 0.5275 1
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0356 0.4676 0.4676
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0468 0.6434 1
Echinococcus granulosus epidermal growth factor receptor 0.0205 0.2296 0.2296
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.4439 0.5
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0468 0.6434 1
Brugia malayi Immunoglobulin I-set domain containing protein 0.0396 0.5303 0.8243
Schistosoma mansoni tyrosine kinase 0.0449 0.6129 0.6129
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0341 0.4439 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0341 0.4439 0.5
Brugia malayi Dihydrofolate reductase 0.0468 0.6434 1
Schistosoma mansoni tyrosine kinase 0.0199 0.2203 0.2203
Brugia malayi thymidylate synthase 0.013 0.1105 0.1718
Loa Loa (eye worm) TK/INSR protein kinase 0.0449 0.6129 0.9526
Loa Loa (eye worm) thymidylate synthase 0.013 0.1105 0.1718
Schistosoma mansoni tyrosine kinase 0.0205 0.2296 0.2296
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.4439 1
Echinococcus multilocularis epidermal growth factor receptor 0.0205 0.2296 0.2296
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0341 0.4439 0.5
Echinococcus granulosus epidermal growth factor receptor 0.0205 0.2296 0.2296
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0341 0.4439 1
Loa Loa (eye worm) dihydrofolate reductase 0.0468 0.6434 1
Echinococcus multilocularis dihydrofolate reductase 0.0468 0.6434 0.6434
Loa Loa (eye worm) hypothetical protein 0.0243 0.2894 0.4498
Echinococcus granulosus insulin growth factor 1 receptor beta 0.0449 0.6129 0.6129
Echinococcus granulosus insulin receptor 0.0449 0.6129 0.6129
Onchocerca volvulus 0.0382 0.5078 0.9626
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0356 0.4676 0.4676
Onchocerca volvulus 0.013 0.1105 0.2095
Echinococcus multilocularis microtubule associated protein 2 0.0694 1 1
Echinococcus multilocularis epidermal growth factor receptor 0.0205 0.2296 0.2296
Chlamydia trachomatis dihydrofolate reductase 0.0468 0.6434 0.5
Brugia malayi dihydrofolate reductase family protein 0.0468 0.6434 1
Trichomonas vaginalis conserved hypothetical protein 0.0062 0.0034 0.5
Loa Loa (eye worm) TK/EGFR protein kinase 0.0205 0.2296 0.3569
Echinococcus multilocularis insulin receptor 0.0449 0.6129 0.6129
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.1105 0.1105
Brugia malayi Furin-like cysteine rich region family protein 0.0205 0.2296 0.3569
Schistosoma mansoni tyrosine kinase 0.0199 0.2203 0.2203
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0396 0.5303 0.8243
Schistosoma mansoni tyrosine kinase 0.0205 0.2296 0.2296
Brugia malayi Protein kinase domain containing protein 0.0249 0.2988 0.4644
Brugia malayi Protein kinase domain containing protein 0.0449 0.6129 0.9526
Schistosoma mansoni tyrosine kinase 0.0449 0.6129 0.6129

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.21 uM Inhibitory activity against Toxoplasma gondii dihydrofolate reductase ChEMBL. 8632434
IC50 (binding) = 0.21 uM Inhibitory activity against Toxoplasma gondii dihydrofolate reductase ChEMBL. 8632434
IC50 (binding) = 0.47 uM Inhibitory activity of the compound against rat liver dihydrofolate reductase ChEMBL. 8632434
IC50 (binding) = 0.47 uM Inhibitory activity of the compound against rat liver dihydrofolate reductase ChEMBL. 8632434
IC50 (functional) = 1.6 uM Inhibition of Toxoplasma gondii cell growth ChEMBL. 8632434
IC50 (functional) = 1.6 uM Inhibition of Toxoplasma gondii cell growth ChEMBL. 8632434
IC50 (binding) = 3.9 uM Inhibitory activity against Pneumocystis carinii dihydrofolate reductase ChEMBL. 8632434
IC50 (binding) = 3.9 uM Inhibitory activity against Pneumocystis carinii dihydrofolate reductase ChEMBL. 8632434
Selectivity (binding) = 0.1 Ratio of IC50 rat liver DHFR vs IC50 of P. carinii DHFR ChEMBL. 8632434
Selectivity (binding) = 2.2 Ratio of IC50 rat liver DHFR vs IC50 of T. gondii DHFR ChEMBL. 8632434

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Toxoplasma gondii ChEMBL23 8632434

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.

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