Detailed information for compound 79216

Basic information

Technical information
  • TDR Targets ID: 79216
  • Name: 6-[(4-methoxyanilino)methyl]pyrido[3,2-d]pyri midine-2,4-diamine
  • MW: 296.327 | Formula: C15H16N6O
  • H donors: 3 H acceptors: 3 LogP: 1.35 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1)NCc1ccc2c(n1)c(N)nc(n2)N
  • InChi: 1S/C15H16N6O/c1-22-11-5-2-9(3-6-11)18-8-10-4-7-12-13(19-10)14(16)21-15(17)20-12/h2-7,18H,8H2,1H3,(H4,16,17,20,21)
  • InChiKey: FFOCJHIGLIUZJX-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 6-[[(4-methoxyphenyl)amino]methyl]pyrido[3,2-d]pyrimidine-2,4-diamine
  • (2,4-diaminopyrido[3,2-d]pyrimidin-6-yl)methyl-(4-methoxyphenyl)amine
  • 6-[[(4-methoxyphenyl)amino]methyl]pyrido[2,3-e]pyrimidine-2,4-diamine
  • (2,4-diaminopyrido[6,5-e]pyrimidin-6-yl)methyl-(4-methoxyphenyl)amine
  • 6-{[(4-Methoxyphenyl)amino]methyl}pyrido[3,2-d]pyrimidine-2,4-diamine
  • AIDS-011543
  • AIDS011543

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania mexicana 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
Leishmania braziliensis 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
Leishmania major 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
Brugia malayi dihydrofolate reductase family protein Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus multilocularis thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma mansoni dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) Get druggable targets OG5_127385 All targets in OG5_127385
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
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) 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
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 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
Brugia malayi 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
Brugia malayi Dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase 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
Cryptosporidium hominis chain A, crystal structure of Dhfr 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 vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Schistosoma mansoni 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
Theileria parva dihydrofolate reductase-thymidylate synthase, putative 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
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus granulosus 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
Toxoplasma gondii bifunctional 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
Plasmodium yoelii 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
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related 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
Babesia bovis dihydrofolate reductase/thymidilate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans hypothetical protein Get druggable targets OG5_128410 All targets in OG5_128410
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Chlamydia trachomatis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus granulosus dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Leishmania donovani dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium vivax 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 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 193 aa 32.1 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 33.7 %
Leishmania major 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 yoelii thymidylate synthase, putative Dihydrofolate reductase   187 aa 212 aa 27.8 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 211 aa 28.4 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 34.3 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   206 aa 193 aa 29.5 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
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 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   187 aa 187 aa 35.8 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   187 aa 191 aa 31.9 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 186 aa 37.1 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   187 aa 182 aa 34.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0421 0.6065 1
Echinococcus granulosus thymidylate synthase 0.013 0.1572 0.1565
Trichomonas vaginalis adenosine deaminase, putative 0.0084 0.0859 1
Schistosoma mansoni adenosine deaminase 0.0084 0.0859 0.0852
Schistosoma mansoni dihydrofolate reductase 0.0676 1 1
Brugia malayi thymidylate synthase 0.013 0.1572 0.1565
Schistosoma mansoni hypothetical protein 0.0051 0.0355 0.0347
Echinococcus multilocularis adenosine deaminase 0.0084 0.0859 0.0852
Loa Loa (eye worm) hypothetical protein 0.0084 0.0859 0.0859
Brugia malayi Dihydrofolate reductase 0.0676 1 1
Chlamydia trachomatis dihydrofolate reductase 0.0676 1 0.5
Onchocerca volvulus 0.0051 0.0355 0.2219
Trichomonas vaginalis adenosine deaminase, putative 0.0084 0.0859 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.013 0.1572 0.0779
Schistosoma mansoni survival motor neuron protein 0.0051 0.0355 0.0347
Loa Loa (eye worm) thymidylate synthase 0.013 0.1572 0.1572
Schistosoma mansoni cellular tumor antigen P53 0.0052 0.0375 0.0367
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0421 0.6065 1
Brugia malayi hypothetical protein 0.025 0.3426 0.3421
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0028 0.0008 0.0008
Schistosoma mansoni adenosine deaminase-related 0.0084 0.0859 0.0852
Loa Loa (eye worm) hypothetical protein 0.0028 0.0008 0.0008
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0421 0.6065 1
Brugia malayi hypothetical protein 0.0062 0.0521 0.0514
Echinococcus granulosus tumor protein p63 0.0357 0.5081 0.5077
Mycobacterium ulcerans thymidylate synthase 0.013 0.1572 0.0779
Echinococcus multilocularis survival motor neuron protein 1 0.025 0.3426 0.3421
Echinococcus granulosus survival motor neuron protein 1 0.025 0.3426 0.3421
Loa Loa (eye worm) hypothetical protein 0.0056 0.0439 0.0439
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0051 0.0355 0.0347
Entamoeba histolytica adenosine deaminase, putative 0.0084 0.0859 0.5
Echinococcus multilocularis thymidylate synthase 0.013 0.1572 0.1565
Onchocerca volvulus Adenosine deaminase homolog 0.0084 0.0859 0.5445
Echinococcus granulosus dihydrofolate reductase 0.0676 1 1
Echinococcus granulosus adenosine deaminase 0.0084 0.0859 0.0852
Loa Loa (eye worm) intermediate filament protein 0.0028 0.0008 0.0008
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0676 1 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0421 0.6065 1
Onchocerca volvulus 0.013 0.1572 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.1572 0.1565
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.013 0.1572 0.1108
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0676 1 1
Echinococcus multilocularis dihydrofolate reductase 0.0676 1 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0421 0.6065 0.5
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0421 0.6065 1
Loa Loa (eye worm) hypothetical protein 0.025 0.3426 0.3426
Treponema pallidum adenosine deaminase 0.0084 0.0859 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.0676 1 1
Onchocerca volvulus 0.0052 0.0375 0.2347
Brugia malayi Adenosine/AMP deaminase family protein 0.0084 0.0859 0.0852
Echinococcus multilocularis tumor protein p63 0.0357 0.5081 0.5077
Loa Loa (eye worm) hypothetical protein 0.0056 0.0439 0.0439
Entamoeba histolytica adenosine deaminase, putative 0.0084 0.0859 0.5
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0676 1 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.0375 0.0375
Loa Loa (eye worm) hypothetical protein 0.0056 0.0439 0.0439
Mycobacterium tuberculosis Probable adenosine deaminase Add (adenosine aminohydrolase) 0.0084 0.0859 0.0357
Loa Loa (eye worm) hypothetical protein 0.0056 0.0439 0.0439

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 6.071 Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 7.1367 Inhibition of rat liver dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 7.2676 Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 0.054 uM Inhibitory activity against Toxoplasma gondii dihydrofolate reductase. ChEMBL. 8627607
IC50 (binding) = 0.054 uM Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 0.054 uM Inhibitory activity against Toxoplasma gondii dihydrofolate reductase. ChEMBL. 8627607
IC50 (binding) = 0.054 uM Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 0.073 uM Inhibitory activity against rat liver dihydrofolate reductase. ChEMBL. 8627607
IC50 (binding) = 0.073 uM Inhibition of rat liver dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 0.073 uM Inhibitory activity against rat liver dihydrofolate reductase. ChEMBL. 8627607
IC50 (binding) = 0.073 uM Inhibition of rat liver dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 0.85 uM Inhibitory activity against Pneumocystis carinii dihydrofolate reductase. ChEMBL. 8627607
IC50 (binding) = 0.85 uM Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 0.85 uM Inhibitory activity against Pneumocystis carinii dihydrofolate reductase. ChEMBL. 8627607
IC50 (binding) = 0.85 uM Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 15743188
Log IC50 (binding) = 6.0706 Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 15743188
Log IC50 (binding) = 7.1367 Inhibition of rat liver dihydrofolate reductase ChEMBL. 15743188
Log IC50 (binding) = 7.2676 Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 15743188
Selectivity (binding) = 0.09 Ratio of inhibitory concentration of rat liver and Pneumocystis carinii DHFR. ChEMBL. 8627607
Selectivity (binding) = 1.35 Ratio of inhibitory concentration of rat liver and Toxoplasma gondii DHFR ChEMBL. 8627607

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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