Detailed information for compound 43508

Basic information

Technical information
  • TDR Targets ID: 43508
  • Name: 6,6-dimethyl-1-[3-(naphthalen-2-yloxymethyl)p henyl]-1,3,5-triazine-2,4-diamine
  • MW: 373.451 | Formula: C22H23N5O
  • H donors: 2 H acceptors: 0 LogP: 3.08 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: NC1=NC(N(C(=N1)N)c1cccc(c1)COc1ccc2c(c1)cccc2)(C)C
  • InChi: 1S/C22H23N5O/c1-22(2)26-20(23)25-21(24)27(22)18-9-5-6-15(12-18)14-28-19-11-10-16-7-3-4-8-17(16)13-19/h3-13H,14H2,1-2H3,(H4,23,24,25,26)
  • InChiKey: CRVSPVPRADASJG-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 6,6-dimethyl-1-[3-(2-naphthyloxymethyl)phenyl]-1,3,5-triazine-2,4-diamine
  • 6,6-dimethyl-1-[3-(2-naphthalenyloxymethyl)phenyl]-1,3,5-triazine-2,4-diamine
  • [4-amino-6,6-dimethyl-1-[3-(2-naphthoxymethyl)phenyl]-s-triazin-2-yl]amine
  • [4-amino-6,6-dimethyl-1-[3-(2-naphthyloxymethyl)phenyl]-s-triazin-2-yl]amine

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi 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
Schistosoma mansoni 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
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Get druggable targets OG5_128410 All targets in OG5_128410
Chlamydia trachomatis dihydrofolate reductase 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
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
Candida albicans 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
Schistosoma japonicum ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative 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
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 194 aa 31.4 %
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 209 aa 28.7 %
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 donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 185 aa 35.7 %
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 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 212 aa 29.2 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 154 aa 33.8 %
Echinococcus multilocularis EF hand calcium binding domain containing protein Dihydrofolate reductase   189 aa 155 aa 22.6 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
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 falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 201 aa 29.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Loa Loa (eye worm) LGC-31 protein 0.0333 0.3436 0.3436
Echinococcus multilocularis nAChR subunit 0.0179 0.0494 0.0494
Onchocerca volvulus 0.0179 0.0494 0.1438
Echinococcus multilocularis dihydrofolate reductase 0.0676 1 1
Schistosoma mansoni nicotinic acetylcholine receptor alpha 0.0179 0.0494 0.0494
Echinococcus granulosus nAChR subunit 0.0179 0.0494 0.0494
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0179 0.0494 0.0494
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) 0.0333 0.3436 0.3436
Onchocerca volvulus 0.0333 0.3436 1
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Schistosoma mansoni neurotransmitter gated ion channel 0.0179 0.0494 0.0494
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit 0.0333 0.3436 0.3436
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0179 0.0494 0.0494
Schistosoma mansoni nAChR subunit 0.0333 0.3436 0.3436
Echinococcus multilocularis acetylcholine receptor subunit beta 1 0.0333 0.3436 0.3436
Schistosoma mansoni nAChR subunit 0.0333 0.3436 0.3436
Onchocerca volvulus 0.0333 0.3436 1
Loa Loa (eye worm) hypothetical protein 0.0179 0.0494 0.0494
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0333 0.3436 0.3436
Loa Loa (eye worm) excitatory GABA receptor EXP-1A 0.0333 0.3436 0.3436
Onchocerca volvulus 0.0179 0.0494 0.1438
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Echinococcus granulosus nAChR subunit 0.0333 0.3436 0.3436
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0333 0.3436 0.3436
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0333 0.3436 0.3436
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0333 0.3436 0.3436
Entamoeba histolytica hypothetical protein 0.0179 0.0494 0.5
Chlamydia trachomatis dihydrofolate reductase 0.0676 1 0.5
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0333 0.3436 0.3436
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit 0.0333 0.3436 0.3436
Echinococcus granulosus nicotinic acetylcholine receptor alpha subunit 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Onchocerca volvulus 0.0333 0.3436 1
Loa Loa (eye worm) hypothetical protein 0.0179 0.0494 0.0494
Loa Loa (eye worm) hypothetical protein 0.0179 0.0494 0.0494
Loa Loa (eye worm) hypothetical protein 0.0179 0.0494 0.0494
Loa Loa (eye worm) ACC-1 protein 0.0333 0.3436 0.3436
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0333 0.3436 0.3436
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0333 0.3436 0.3436
Brugia malayi Cation transporter family protein 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0179 0.0494 0.0494
Echinococcus multilocularis Cys loop ligand gated ion channel subunit 0.0333 0.3436 0.3436
Brugia malayi nicotinic acetylcholine receptor beta-1 chain precursor 0.0333 0.3436 0.3436
Schistosoma mansoni nAChR subunit 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0676 1 0.5
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0179 0.0494 0.0494
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0421 0.5118 0.5
Loa Loa (eye worm) ligand-Gated ion Channel family member 0.0333 0.3436 0.3436
Echinococcus multilocularis nAChR subunit 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Echinococcus granulosus glycine receptor subunit alpha 1 0.0333 0.3436 0.3436
Brugia malayi Hypothetical glycine receptor like protein T20B12.9 in chromosome III 0.0179 0.0494 0.0494
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) 0.0333 0.3436 0.3436
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Brugia malayi Dihydrofolate reductase 0.0676 1 1
Schistosoma mansoni nAChR subunit 0.0333 0.3436 0.3436
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor 0.0333 0.3436 0.3436
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0421 0.5118 0.5
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0421 0.5118 0.5
Echinococcus granulosus glycine receptor subunit beta 0.0333 0.3436 0.3436
Schistosoma mansoni nAChR subunit 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Loa Loa (eye worm) glutamate-gated chloride channel alpha3A subunit 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Echinococcus granulosus nicotinic acetylcholine receptor beta 1 subunit 0.0333 0.3436 0.3436
Brugia malayi Hypothetical glycine receptor like protein T20B12.9 in chromosome III 0.0333 0.3436 0.3436
Loa Loa (eye worm) nicotinic acetylcholine receptor non-alpha subunit 0.0333 0.3436 0.3436
Echinococcus granulosus glycine receptor subunit beta 0.0333 0.3436 0.3436
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0333 0.3436 0.3436
Echinococcus multilocularis glycine receptor subunit beta 0.0333 0.3436 0.3436
Loa Loa (eye worm) GABA receptor subunit 0.0179 0.0494 0.0494
Brugia malayi acetylcholine receptor alpha subunit precursor, putative 0.0333 0.3436 0.3436
Echinococcus multilocularis neuronal acetylcholine receptor subunit alpha 4 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0179 0.0494 0.0494
Schistosoma mansoni nAChR subunit 0.0333 0.3436 0.3436
Echinococcus granulosus glycine receptor subunit alpha 1 0.0333 0.3436 0.3436
Echinococcus granulosus nicotinic acetylcholine receptor subunit alpha 8 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0179 0.0494 0.0494
Onchocerca volvulus 0.0333 0.3436 1
Loa Loa (eye worm) hypothetical protein 0.0179 0.0494 0.0494
Loa Loa (eye worm) acetylcholine receptor alpha subunit 0.0333 0.3436 0.3436
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0333 0.3436 0.3436
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0676 1 0.5
Brugia malayi acetylcholine receptor protein, alpha-like chain, putative 0.0333 0.3436 0.3436
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0421 0.5118 0.5
Echinococcus multilocularis nicotinic acetylcholine receptor subunit alpha 8 0.0333 0.3436 0.3436
Schistosoma mansoni dihydrofolate reductase 0.0676 1 1
Echinococcus multilocularis nicotinic acetylcholine receptor alpha subunit 0.0333 0.3436 0.3436
Echinococcus granulosus Cys loop ligand gated ion channel subunit 0.0333 0.3436 0.3436
Echinococcus granulosus glycine receptor subunit alpha 1 0.0333 0.3436 0.3436
Echinococcus multilocularis glycine receptor subunit beta 0.0333 0.3436 0.3436
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative 0.0333 0.3436 0.3436
Echinococcus granulosus nicotinic acetylcholine receptor subunit type 0.0333 0.3436 0.3436
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0333 0.3436 0.3436
Schistosoma mansoni nAChR subunit 0.0333 0.3436 0.3436
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0333 0.3436 0.3436
Echinococcus granulosus dihydrofolate reductase 0.0676 1 1
Brugia malayi Cation transporter family protein 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Echinococcus multilocularis nicotinic acetylcholine receptor beta 1 subunit 0.0333 0.3436 0.3436
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0421 0.5118 0.5
Schistosoma mansoni nAChR subunit (ShAR1-beta2-like) 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0333 0.3436 0.3436
Brugia malayi glutamate-gated chloride channel alpha3A subunit, putative 0.0179 0.0494 0.0494
Loa Loa (eye worm) hypothetical protein 0.0179 0.0494 0.0494
Onchocerca volvulus 0.0333 0.3436 1
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Loa Loa (eye worm) ACC-1 protein 0.0333 0.3436 0.3436
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0333 0.3436 0.3436
Brugia malayi acetylcholine receptor, alpha-type subunit unc-38 precursor 0.0333 0.3436 0.3436
Echinococcus granulosus acetylcholine receptor subunit beta 1 0.0333 0.3436 0.3436
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0421 0.5118 0.5
Echinococcus granulosus neuronal acetylcholine receptor subunit alpha 4 0.0333 0.3436 0.3436
Onchocerca volvulus Putative nachr subunit 0.0333 0.3436 1
Brugia malayi excitatory GABA receptor EXP-1A 0.0333 0.3436 0.3436
Onchocerca volvulus 0.0333 0.3436 1
Brugia malayi Cation transporter family protein 0.0333 0.3436 0.3436
Loa Loa (eye worm) dihydrofolate reductase 0.0676 1 1
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0333 0.3436 0.3436
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0676 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0333 0.3436 0.3436

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 7.5 Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR) ChEMBL. 6420569
Log 1/C (binding) = 5.32 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/C (binding) = 7.63 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/C (binding) = 5.32 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/C (binding) = 7.63 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/Ki (binding) = 7.5 Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR) ChEMBL. 6420569

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.

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