Detailed information for compound 24159

Basic information

Technical information
  • TDR Targets ID: 24159
  • Name: [3-[[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazi n-1-yl)phenyl]methoxy]phenyl]methanol
  • MW: 353.418 | Formula: C19H23N5O2
  • H donors: 3 H acceptors: 1 LogP: 0.94 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: OCc1cccc(c1)OCc1cccc(c1)N1C(=NC(=NC1(C)C)N)N
  • InChi: 1S/C19H23N5O2/c1-19(2)23-17(20)22-18(21)24(19)15-7-3-6-14(9-15)12-26-16-8-4-5-13(10-16)11-25/h3-10,25H,11-12H2,1-2H3,(H4,20,21,22,23)
  • InChiKey: XHJNBBKNRVVKOH-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [3-[[3-[4,6-bis(azanyl)-2,2-dimethyl-1,3,5-triazin-1-yl]phenyl]methoxy]phenyl]methanol
  • [3-[3-(4,6-diamino-2,2-dimethyl-s-triazin-1-yl)benzyl]oxyphenyl]methanol
  • AIDS-401459
  • AIDS401459
  • Benzenemethanol, 3-[[3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1(2H)-yl)phenyl]methoxy]-

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Gallus gallus Dihydrofolate reductase Starlite/ChEMBL References
Leishmania major dihydrofolate reductase-thymidylate synthase 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
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi 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
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma mansoni dihydrofolate reductase 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
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
Echinococcus granulosus thymidylate 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 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 mansoni 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
Echinococcus granulosus dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
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
Cryptosporidium parvum 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
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Plasmodium knowlesi 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 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
Toxoplasma gondii bifunctional 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
Plasmodium yoelii thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
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
Candida albicans dihydrofolate reductase 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
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative Get druggable targets OG5_127385 All targets in OG5_127385
Chlamydia trachomatis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Leishmania braziliensis 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 major 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 donovani dihydrofolate reductase-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
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
Schistosoma japonicum hypothetical protein 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 family 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
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 201 aa 29.4 %
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 209 aa 28.7 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 194 aa 31.4 %
Echinococcus multilocularis EF hand calcium binding domain containing protein Dihydrofolate reductase   189 aa 155 aa 22.6 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 185 aa 35.7 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   206 aa 174 aa 32.8 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   189 aa 189 aa 31.7 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 33.1 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   189 aa 180 aa 34.4 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 154 aa 33.8 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   206 aa 174 aa 32.8 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 212 aa 29.2 %
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 209 aa 28.2 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 33.7 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   206 aa 179 aa 27.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi dihydrofolate reductase family protein 0.0468 0.2734 0.2804
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.1865 0.5
Brugia malayi nuclear hormone receptor 0.1491 0.9749 1
Loa Loa (eye worm) dihydrofolate reductase 0.0468 0.2734 0.2804
Echinococcus granulosus thymidylate synthase 0.013 0.0414 0.1514
Brugia malayi Dihydrofolate reductase 0.0468 0.2734 0.2804
Chlamydia trachomatis dihydrofolate reductase 0.0468 0.2734 0.5
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0341 0.1865 0.5
Loa Loa (eye worm) thymidylate synthase 0.013 0.0414 0.0425
Echinococcus multilocularis thymidylate synthase 0.013 0.0414 0.1514
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0341 0.1865 0.5
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.1865 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0341 0.1865 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0468 0.2734 1
Echinococcus granulosus dihydrofolate reductase 0.0468 0.2734 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0468 0.2734 1
Echinococcus multilocularis dihydrofolate reductase 0.0468 0.2734 1
Loa Loa (eye worm) nuclear receptor nhr-7B 0.1491 0.9749 1
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0468 0.2734 1
Schistosoma mansoni dihydrofolate reductase 0.0468 0.2734 1
Brugia malayi thymidylate synthase 0.013 0.0414 0.0425
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0341 0.1865 0.5
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.0414 0.1514
Loa Loa (eye worm) hypothetical protein 0.1458 0.9524 0.977
Onchocerca volvulus 0.013 0.0414 0.0414

Activities

Activity type Activity value Assay description Source Reference
IOR (binding) = 0 Indicator variable (IOR) for Leishmania major dihydrofolate reductase (DHFR) Starlite. 3599028
Ki (binding) = 6.19 Inhibition of dihydrofolate reductase (DHFR) from Leishmania major ChEMBL. 3599028
Ki (binding) = 7.1 Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR) ChEMBL. 6420569
Ki (binding) = 7.6 Inhibition of dihydrofolate reductase (DHFR) from P. carinii. ChEMBL. 7699713
Ki app (binding) = 5.45 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) ChEMBL. 6796688
Ki app (binding) = 5.45 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) ChEMBL. 6796688
Log 1/C (functional) = 2.38 Inhibition of growth of methotrexate sensitive (MB1417) strain of Escherichia coli cells ChEMBL. 3934385
Log 1/C (functional) = 2.51 Inhibition of growth of methotrexate resistant (MB1428) strain of Escherichia coli cells ChEMBL. 3934385
Log 1/C (binding) = 4.77 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/C (binding) = 8.32 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/C (functional) = 2.38 Inhibition of growth of methotrexate sensitive (MB1417) strain of Escherichia coli cells ChEMBL. 3934385
Log 1/C (functional) = 2.51 Inhibition of growth of methotrexate resistant (MB1428) strain of Escherichia coli cells ChEMBL. 3934385
Log 1/C (functional) = 4.41 Inhibitory activity against methotrexate- sensitive Lactobacillus casei cells ChEMBL. 6796688
Log 1/C (functional) = 4.77 Compound was tested in vitro for concentration required to decrease 50% growth rate of murine leukemia L5178Y/R cell culture ChEMBL. 7057421
Log 1/C (binding) = 4.77 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/C (functional) = 8.32 Concentration required for inhibition of murine leukemia L5178Y cells ChEMBL. 7057420
Log 1/C (binding) = 8.32 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/Ki (binding) = 7.1 Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR) ChEMBL. 6420569
Log 1/Ki (binding) = 7.6 Inhibition of dihydrofolate reductase (DHFR) from P. carinii. ChEMBL. 7699713
Log 1/Ki (binding) = 6.19 M Inhibition of dihydrofolate reductase (DHFR) from Leishmania major ChEMBL. 3599028
Log 1/Ki app (binding) = 6.19 Inhibition of Escherichia coli dihydrofolate reductase. ChEMBL. 3934385

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

8 literature references were collected for this gene.

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