Detailed information for compound 43168

Basic information

Technical information
  • TDR Targets ID: 43168
  • Name: 1-[4-[2-(4-aminophenoxy)ethoxy]phenyl]-6,6-di methyl-1,3,5-triazine-2,4-diamine
  • MW: 368.433 | Formula: C19H24N6O2
  • H donors: 3 H acceptors: 0 LogP: 1.32 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: Nc1ccc(cc1)OCCOc1ccc(cc1)N1C(=NC(=NC1(C)C)N)N
  • InChi: 1S/C19H24N6O2/c1-19(2)24-17(21)23-18(22)25(19)14-5-9-16(10-6-14)27-12-11-26-15-7-3-13(20)4-8-15/h3-10H,11-12,20H2,1-2H3,(H4,21,22,23,24)
  • InChiKey: JBGRJKGRFDNAGK-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[4-[2-(4-azanylphenoxy)ethoxy]phenyl]-6,6-dimethyl-1,3,5-triazine-2,4-diamine
  • [4-amino-1-[4-[2-(4-aminophenoxy)ethoxy]phenyl]-6,6-dimethyl-s-triazin-2-yl]amine
  • 87871-36-1
  • 1-[4-((-Aminophenyl)ethylenedioxy)phenyl]-4,6-diamino-2,2-dimethyl-
  • 1,3,5-Triazine-2,4-diamine, 1-(4-(2-(4-aminophenoxy)ethoxy)phenyl)-1,6-dihydro-6,6-dimethyl-
  • 1,3,5-Triazine-2,4-diamine, 1-[4-[2-(4-aminophenoxy)ethoxy]phenyl]-1,6-dihydro-6,6-dimethyl-
  • NSC 112529
  • 77113-84-9 (HCL)
  • AIDS-006935
  • AIDS006935
  • NSC120625 (HCL)
  • 1-(4-((-Aminophenyl)ethylenedioxy)phenyl)-4,6-diamino-2,2-dimethyl-

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Gallus gallus Dihydrofolate reductase Starlite/ChEMBL References
Lactobacillus casei Dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus granulosus 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
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
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Chlamydia trachomatis dihydrofolate reductase 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
Candida albicans 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
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
Brugia malayi dihydrofolate reductase family protein Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi 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   163 aa 139 aa 21.6 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   163 aa 173 aa 27.2 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 154 aa 33.8 %
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 209 aa 28.2 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   189 aa 189 aa 31.7 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
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 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 33.7 %
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 209 aa 28.7 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 201 aa 29.4 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 194 aa 31.4 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 212 aa 29.2 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   189 aa 180 aa 34.4 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 33.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0159 0.295 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0159 0.295 1
Echinococcus multilocularis beta LACTamase domain containing family member 0.0041 0.0275 0.0001
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0159 0.295 1
Trichomonas vaginalis D-aminoacylase, putative 0.0041 0.0275 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.0415 0.8752 1
Brugia malayi MH2 domain containing protein 0.0134 0.2397 0.2433
Echinococcus granulosus dihydrofolate reductase 0.0415 0.8752 0.8717
Brugia malayi dihydrofolate reductase family protein 0.0415 0.8752 0.8881
Brugia malayi beta-lactamase 0.0041 0.0275 0.0279
Echinococcus multilocularis neuropeptide s receptor 0.047 1 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0041 0.0275 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0415 0.8752 1
Loa Loa (eye worm) hypothetical protein 0.0041 0.0275 0.0314
Brugia malayi beta-lactamase family protein 0.0041 0.0275 0.0279
Trypanosoma brucei hypothetical protein, conserved 0.0041 0.0275 0.0932
Loa Loa (eye worm) hypothetical protein 0.0041 0.0275 0.0314
Echinococcus granulosus beta LACTamase domain containing family member 0.0041 0.0275 0.0001
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0259 0.5214 0.5826
Schistosoma mansoni hypothetical protein 0.0191 0.3672 0.4042
Echinococcus multilocularis tar DNA binding protein 0.0063 0.0784 0.0524
Schistosoma mansoni transcription factor LCR-F1 0.004 0.0274 0.0057
Schistosoma mansoni hypothetical protein 0.0191 0.3672 0.4042
Brugia malayi RNA recognition motif domain containing protein 0.0063 0.0784 0.0795
Brugia malayi Dihydrofolate reductase 0.0415 0.8752 0.8881
Loa Loa (eye worm) TAR-binding protein 0.0063 0.0784 0.0896
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0056 0.0627 0.0637
Schistosoma mansoni dihydrofolate reductase 0.0415 0.8752 1
Loa Loa (eye worm) transcription factor SMAD2 0.0134 0.2397 0.2739
Entamoeba histolytica hypothetical protein 0.004 0.0274 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0159 0.295 1
Loa Loa (eye worm) hypothetical protein 0.0041 0.0275 0.0314
Onchocerca volvulus 0.0041 0.0275 0.5
Entamoeba histolytica hypothetical protein 0.004 0.0274 0.5
Loa Loa (eye worm) beta-lactamase 0.0041 0.0275 0.0314
Entamoeba histolytica hypothetical protein 0.004 0.0274 0.5
Loa Loa (eye worm) RNA binding protein 0.0063 0.0784 0.0896
Loa Loa (eye worm) hypothetical protein 0.0041 0.0275 0.0314
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0159 0.295 1
Entamoeba histolytica hypothetical protein 0.004 0.0274 0.5
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0784 0.0654
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0415 0.8752 1
Echinococcus granulosus geminin 0.0191 0.3672 0.3493
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0784 0.0654
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0041 0.0275 0.0314
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0041 0.0275 0.0058
Leishmania major hypothetical protein, conserved 0.0041 0.0275 0.0932
Toxoplasma gondii ABC1 family protein 0.0041 0.0275 0.0932
Trichomonas vaginalis esterase, putative 0.0041 0.0275 0.5
Brugia malayi beta-lactamase family protein 0.0041 0.0275 0.0279
Echinococcus granulosus neuropeptide receptor A26 0.047 1 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0415 0.8752 1
Brugia malayi latrophilin 2 splice variant baaae 0.0038 0.0226 0.0229
Trichomonas vaginalis D-aminoacylase, putative 0.0041 0.0275 0.5
Trichomonas vaginalis D-aminoacylase, putative 0.0041 0.0275 0.5
Plasmodium vivax hypothetical protein, conserved 0.0041 0.0275 0.0932
Brugia malayi Calcitonin receptor-like protein seb-1 0.0056 0.0627 0.0637
Loa Loa (eye worm) hypothetical protein 0.0056 0.0627 0.0717
Loa Loa (eye worm) MH2 domain-containing protein 0.0134 0.2397 0.2739
Trypanosoma cruzi hypothetical protein, conserved 0.0041 0.0275 0.0932
Echinococcus multilocularis dihydrofolate reductase 0.0415 0.8752 0.8717
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0056 0.0627 0.0717
Brugia malayi Serotonin receptor 0.0464 0.9854 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0063 0.0784 0.0896
Chlamydia trachomatis dihydrofolate reductase 0.0415 0.8752 0.5
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0784 0.0654
Loa Loa (eye worm) hypothetical protein 0.0041 0.0275 0.0314
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0041 0.0275 0.0058
Onchocerca volvulus 0.0041 0.0275 0.5
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0041 0.0275 0.0279
Echinococcus granulosus tar DNA binding protein 0.0063 0.0784 0.0524
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0784 0.0654
Schistosoma mansoni hypothetical protein 0.004 0.0274 0.0057
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0159 0.295 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0041 0.0275 0.5
Brugia malayi RNA binding protein 0.0063 0.0784 0.0795
Loa Loa (eye worm) hypothetical protein 0.0041 0.0275 0.0314
Brugia malayi hypothetical protein 0.004 0.0274 0.0278
Brugia malayi TAR-binding protein 0.0063 0.0784 0.0795
Echinococcus multilocularis neuropeptide receptor A26 0.047 1 1
Loa Loa (eye worm) hypothetical protein 0.0038 0.0226 0.0258
Echinococcus multilocularis geminin 0.0191 0.3672 0.3493
Onchocerca volvulus 0.0041 0.0275 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0041 0.0275 0.0932
Schistosoma mansoni tar DNA-binding protein 0.0063 0.0784 0.0654

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 5.12 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) ChEMBL. 6420569
Ki (binding) = 6.76 Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR) ChEMBL. 6420569
Log 1/C (binding) = 3.65 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/C (binding) = 7.23 Compound was tested for inhibition of bovine liver dihydrofolate reductase ChEMBL. 7241512
Log 1/C (binding) = 7.61 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/C (binding) = 3.65 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/C (binding) = 7.23 Compound was tested for inhibition of bovine liver dihydrofolate reductase ChEMBL. 7241512
Log 1/C (binding) = 7.61 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/Ki (binding) = 5.12 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) ChEMBL. 6420569
Log 1/Ki (binding) = 6.76 Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR) ChEMBL. 6420569
Log 1/Ki app (binding) = 6 Inhibitory activity against human lymphoblastoid cell (WIL2) dihydrofolate reductase (DHFR) ChEMBL. 6694162
Log 1/Ki app (binding) = 6 Inhibitory activity against human lymphoblastoid cell (WIL2) dihydrofolate reductase (DHFR) ChEMBL. 6694162

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

4 literature references were collected for this gene.

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