Detailed information for compound 28719

Basic information

Technical information
  • TDR Targets ID: 28719
  • Name: 6-[[3-methoxy-5-(trifluoromethyl)anilino]meth yl]pteridine-2,4-diamine
  • MW: 365.313 | Formula: C15H14F3N7O
  • H donors: 3 H acceptors: 4 LogP: 1.5 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(NCc2cnc3c(n2)c(N)nc(n3)N)cc(c1)C(F)(F)F
  • InChi: 1S/C15H14F3N7O/c1-26-10-3-7(15(16,17)18)2-8(4-10)21-5-9-6-22-13-11(23-9)12(19)24-14(20)25-13/h2-4,6,21H,5H2,1H3,(H4,19,20,22,24,25)
  • InChiKey: YYDZTNXQOFTJJF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 6-[[[3-methoxy-5-(trifluoromethyl)phenyl]amino]methyl]pteridine-2,4-diamine
  • (2,4-diaminopteridin-6-yl)methyl-[3-methoxy-5-(trifluoromethyl)phenyl]amine
  • 6-[(3-Methoxy-5-trifluoromethyl-phenylamino)methyl]-2,4-pteridinediamine
  • AIDS-010311
  • AIDS010311

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus multilocularis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 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 yoelii thymidylate synthase, putative 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
Toxoplasma gondii bifunctional 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
Trypanosoma brucei gambiense 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
Chlamydia trachomatis 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
Trypanosoma brucei 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
Babesia bovis dihydrofolate reductase/thymidilate 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
Leishmania donovani 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 berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Schistosoma japonicum ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative Get druggable targets OG5_128410 All targets in OG5_128410
Loa Loa (eye worm) dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans hypothetical protein Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma mansoni 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
Brugia malayi Dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Get druggable targets OG5_128410 All targets in OG5_128410
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus granulosus 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
Leishmania mexicana 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
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
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) 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
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 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
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 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
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
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   187 aa 182 aa 34.1 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 182 aa 33.5 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   206 aa 193 aa 29.5 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   187 aa 212 aa 27.8 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 193 aa 32.1 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 186 aa 37.1 %
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Leishmania major 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 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   187 aa 191 aa 31.9 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 34.3 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   187 aa 187 aa 35.8 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 202 aa 29.2 %
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Trypanosoma brucei 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 mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 33.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0341 0.7122 1
Plasmodium falciparum histone deacetylase 1 0.0043 0.0341 0.0479
Loa Loa (eye worm) histone deacetylase 0.0186 0.359 0.359
Echinococcus multilocularis thymidylate synthase 0.013 0.2313 0.2242
Schistosoma mansoni histone deacetylase 4 5 0.0186 0.359 0.353
Echinococcus multilocularis histone deacetylase 1 0.0043 0.0341 0.0252
Brugia malayi Histone deacetylase family protein 0.0186 0.359 0.359
Echinococcus granulosus histone lysine methyltransferase setb 0.0033 0.0117 0.0028
Trypanosoma brucei importin beta-1 subunit, putative 0.0032 0.0092 0.0129
Trypanosoma brucei histone deacetylase 2 0.0043 0.0341 0.0479
Brugia malayi Importin beta-1 subunit 0.0032 0.0092 0.0092
Echinococcus granulosus histone deacetylase 6 0.0186 0.359 0.3532
Trypanosoma cruzi histone deacetylase, putative 0.0186 0.359 0.504
Brugia malayi RNA, U transporter 1 0.0091 0.1433 0.1433
Schistosoma mansoni histone deacetylase 0.0043 0.0341 0.0252
Echinococcus multilocularis histone deacetylase 6 0.0186 0.359 0.353
Trypanosoma cruzi histone deacetylase, putative 0.0043 0.0341 0.0479
Echinococcus granulosus snurportin 1 0.0342 0.7129 0.7103
Schistosoma mansoni histone deacetylase hda2 0.0186 0.359 0.353
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0117 0.0026
Brugia malayi Histone deacetylase 1 0.0043 0.0341 0.0341
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0062 0.0767 0.1077
Plasmodium vivax histone deacetylase 1, putative 0.0043 0.0341 0.0479
Toxoplasma gondii histone deacetylase HDAC1 0.0186 0.359 0.504
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0033 0.0117 0.0026
Trypanosoma cruzi histone deacetylase, putative 0.0043 0.0341 0.0479
Echinococcus multilocularis histone deacetylase 6 0.0186 0.359 0.353
Trypanosoma brucei histone deacetylase 3 0.0186 0.359 0.504
Chlamydia trachomatis dihydrofolate reductase 0.0468 1 0.5
Entamoeba histolytica histone deacetylase, putative 0.0043 0.0341 0.5
Giardia lamblia Histone deacetylase 0.0043 0.0341 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0341 0.7122 1
Echinococcus multilocularis histone deacetylase 7 0.0186 0.359 0.353
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0342 0.7129 0.7129
Trypanosoma cruzi histone deacetylase, putative 0.0186 0.359 0.504
Trypanosoma brucei histone deacetylase 4 0.0186 0.359 0.504
Onchocerca volvulus Histone deacetylase 10 homolog 0.0043 0.0341 0.0429
Brugia malayi hypothetical protein 0.0062 0.0767 0.0767
Onchocerca volvulus 0.013 0.2313 0.4204
Plasmodium vivax histone deacetylase, putative 0.0186 0.359 0.504
Trypanosoma brucei histone deacetylase 1 0.0043 0.0341 0.0479
Trypanosoma cruzi histone deacetylase 1, putative 0.0043 0.0341 0.0479
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0033 0.0117 0.0165
Echinococcus multilocularis snurportin 1 0.0342 0.7129 0.7102
Plasmodium falciparum histone deacetylase, putative 0.0186 0.359 0.504
Echinococcus granulosus histone deacetylase 1 0.0043 0.0341 0.0254
Echinococcus granulosus histone deacetylase 6 0.0186 0.359 0.3532
Echinococcus multilocularis histone deacetylase 3 0.0043 0.0341 0.0252
Trypanosoma brucei importin beta-1 subunit, putative 0.0032 0.0092 0.0129
Brugia malayi Pre-SET motif family protein 0.0231 0.4614 0.4614
Plasmodium vivax histone deacetylase, putative 0.0043 0.0341 0.0479
Echinococcus granulosus histone deacetylase 6 0.0186 0.359 0.3532
Loa Loa (eye worm) histone deacetylase 3 0.0043 0.0341 0.0341
Loa Loa (eye worm) hypothetical protein 0.0033 0.0117 0.0117
Loa Loa (eye worm) histone deacetylase 1 0.0043 0.0341 0.0341
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0468 1 1
Loa Loa (eye worm) dihydrofolate reductase 0.0468 1 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0341 0.7122 1
Loa Loa (eye worm) histone deacetylase 11 0.0043 0.0341 0.0341
Loa Loa (eye worm) thymidylate synthase 0.013 0.2313 0.2313
Loa Loa (eye worm) hypothetical protein 0.0043 0.0341 0.0341
Loa Loa (eye worm) hypothetical protein 0.0043 0.0341 0.0341
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0033 0.0117 0.0026
Schistosoma mansoni histone deacetylase 1 2 3 0.0043 0.0341 0.0252
Trichomonas vaginalis conserved hypothetical protein 0.0062 0.0767 0.0851
Schistosoma mansoni histone deacetylase hda2 0.0043 0.0341 0.0252
Plasmodium vivax histone deacetylase 2, putative 0.0186 0.359 0.504
Onchocerca volvulus 0.0263 0.5339 1
Echinococcus multilocularis histone deacetylase 0.0186 0.359 0.353
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0468 1 1
Brugia malayi histone deacetylase 11 0.0043 0.0341 0.0341
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0231 0.4614 0.4614
Plasmodium falciparum histone deacetylase 2 0.0186 0.359 0.504
Toxoplasma gondii histone deacetylase HDAC5 0.0043 0.0341 0.0479
Echinococcus granulosus histone deacetylase 7 0.0186 0.359 0.3532
Brugia malayi Pre-SET motif family protein 0.0033 0.0117 0.0117
Trypanosoma brucei histone deacetylase, putative 0.0186 0.359 0.504
Leishmania major histone deacetylase, putative 0.0043 0.0341 0.0479
Echinococcus multilocularis dihydrofolate reductase 0.0468 1 1
Echinococcus granulosus importin subunit beta 1 0.0032 0.0092 0.0002
Echinococcus multilocularis histone deacetylase 8 0.0043 0.0341 0.0252
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.2313 0.2242
Toxoplasma gondii HEAT repeat-containing protein 0.0032 0.0092 0.0129
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.7122 1
Echinococcus granulosus histone deacetylase 0.0186 0.359 0.3532
Loa Loa (eye worm) histone deacetylase 7A 0.0186 0.359 0.359
Schistosoma mansoni histone deacetylase 4 5 0.0186 0.359 0.353
Schistosoma mansoni hypothetical protein 0.0342 0.7129 0.7102
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0033 0.0117 0.0026
Trypanosoma cruzi histone deacetylase, putative 0.0186 0.359 0.504
Toxoplasma gondii histone deacetylase HDAC3 0.0043 0.0341 0.0479
Echinococcus granulosus histone deacetylase 3 0.0043 0.0341 0.0254
Loa Loa (eye worm) hypothetical protein 0.0143 0.2612 0.2612
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0341 0.7122 1
Schistosoma mansoni histone deacetylase 0.0043 0.0341 0.0252
Echinococcus granulosus thymidylate synthase 0.013 0.2313 0.2243
Trichomonas vaginalis set domain proteins, putative 0.0263 0.5339 1
Brugia malayi histone deacetylase 1 (HD1) 0.0043 0.0341 0.0341
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0117 0.0026
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.013 0.2313 0.1674
Echinococcus multilocularis histone deacetylase 6 0.0186 0.359 0.353
Plasmodium falciparum importin beta, putative 0.0032 0.0092 0.0129
Leishmania major histone deacetylase, putative 0.0186 0.359 0.504
Trypanosoma cruzi histone deacetylase 1, putative 0.0043 0.0341 0.0479
Brugia malayi thymidylate synthase 0.013 0.2313 0.2313
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0117 0.0026
Leishmania major histone deacetylase, putative 0.0043 0.0341 0.0479
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.7122 1
Echinococcus granulosus dihydrofolate reductase 0.0468 1 1
Leishmania major histone deacetylase, putative 0.0186 0.359 0.504
Plasmodium vivax SET domain protein, putative 0.0033 0.0117 0.0165
Brugia malayi Histone deacetylase family protein 0.0186 0.359 0.359
Toxoplasma gondii histone deacetylase HDAC2 0.0043 0.0341 0.0479
Toxoplasma gondii histone deacetylase HDAC4 0.0043 0.0341 0.0479
Loa Loa (eye worm) hypothetical protein 0.0143 0.2612 0.2612
Brugia malayi histone deacetylase 3 (HD3) 0.0043 0.0341 0.0341
Schistosoma mansoni dihydrofolate reductase 0.0468 1 1
Plasmodium vivax importin-beta 2, putative 0.0032 0.0092 0.0129
Brugia malayi Dihydrofolate reductase 0.0468 1 1
Loa Loa (eye worm) hypothetical protein 0.0032 0.0092 0.0092
Echinococcus granulosus histone deacetylase 8 0.0043 0.0341 0.0254
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0468 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.68 uM Inhibitory activity against Pneumocystis carinii dihydrofolate reductase ChEMBL. 8632434
IC50 (binding) = 0.68 uM Inhibitory activity against Pneumocystis carinii dihydrofolate reductase ChEMBL. 8632434
IC50 (binding) = 0.89 uM Inhibitory activity against Toxoplasma gondii dihydrofolate reductase ChEMBL. 8632434
IC50 (binding) = 0.89 uM Inhibitory activity against Toxoplasma gondii dihydrofolate reductase ChEMBL. 8632434
IC50 (functional) = 1 uM Inhibition of Toxoplasma gondii cell growth ChEMBL. 8632434
IC50 (functional) = 1 uM Inhibition of Toxoplasma gondii cell growth ChEMBL. 8632434
IC50 (binding) = 1.9 uM Inhibitory activity of the compound against rat liver dihydrofolate reductase ChEMBL. 8632434
IC50 (binding) = 1.9 uM Inhibitory activity of the compound against rat liver dihydrofolate reductase ChEMBL. 8632434
Selectivity (binding) = 2.1 Ratio of IC50 rat liver DHFR vs IC50 of T. gondii DHFR ChEMBL. 8632434
Selectivity (binding) = 2.8 Ratio of IC50 rat liver DHFR vs IC50 of P. carinii 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.

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