Detailed information for compound 45596

Basic information

Technical information
  • TDR Targets ID: 45596
  • Name: 6-N-phenethylpyrido[2,3-d]pyrimidine-2,4,6-tr iamine
  • MW: 280.328 | Formula: C15H16N6
  • H donors: 3 H acceptors: 3 LogP: 2.05 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: Nc1nc(N)c2c(n1)ncc(c2)NCCc1ccccc1
  • InChi: 1S/C15H16N6/c16-13-12-8-11(9-19-14(12)21-15(17)20-13)18-7-6-10-4-2-1-3-5-10/h1-5,8-9,18H,6-7H2,(H4,16,17,19,20,21)
  • InChiKey: NKHPOLMJQZUGJF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N6-phenethylpyrido[2,3-d]pyrimidine-2,4,6-triamine
  • (2,4-diaminopyrido[2,3-d]pyrimidin-6-yl)-phenethyl-amine
  • N6-(2-phenylethyl)pyrido[5,6-e]pyrimidine-2,4,6-triamine
  • (2,4-diaminopyrido[6,5-d]pyrimidin-6-yl)-(2-phenylethyl)amine
  • AIDS-094353
  • AIDS094353
  • Pyrido[2,3-d]pyrimidine-2,4,6-triamine, N6-(2-phenylethyl)-

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
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 bifunctional 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
Mycobacterium ulcerans dihydrofolate reductase DfrA 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
Echinococcus granulosus 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
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium ulcerans 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
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
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi 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
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
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
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
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans hypothetical 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
Brugia malayi dihydrofolate reductase family protein 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 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
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
Plasmodium berghei bifunctional dihydrofolate reductase-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
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
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 Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) 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
Schistosoma japonicum hypothetical protein 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
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   206 aa 193 aa 29.5 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 193 aa 32.1 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   187 aa 212 aa 27.8 %
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 %
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 186 aa 37.1 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 34.3 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   187 aa 191 aa 31.9 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 202 aa 29.2 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   187 aa 187 aa 35.8 %
Leishmania donovani 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 %
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
Trypanosoma brucei unspecified product 0.0211 0.1883 0.0259
Brugia malayi dihydrofolate reductase family protein 0.0468 0.5224 1
Chlamydia trachomatis dihydrofolate reductase 0.0468 0.5224 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0468 0.5224 1
Schistosoma mansoni hypothetical protein 0.0731 0.8644 1
Echinococcus multilocularis thymidylate synthase 0.013 0.082 0.1569
Echinococcus granulosus ribonuclease H1 0.0195 0.1667 0.3192
Brugia malayi Dihydrofolate reductase 0.0468 0.5224 1
Wolbachia endosymbiont of Brugia malayi ribonuclease HI 0.0195 0.1667 0.5
Brugia malayi RNase H family protein 0.0195 0.1667 0.3192
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0341 0.3575 0.2289
Echinococcus multilocularis dihydrofolate reductase 0.0468 0.5224 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.082 0.0948
Loa Loa (eye worm) thymidylate synthase 0.013 0.082 0.1569
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0468 0.5224 1
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0468 0.5224 1
Echinococcus granulosus thymidylate synthase 0.013 0.082 0.1569
Trypanosoma brucei ingi protein (ORF1) 0.0211 0.1883 0.0259
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0341 0.3575 1
Trypanosoma brucei hypothetical protein, conserved 0.0211 0.1883 0.0259
Echinococcus granulosus dihydrofolate reductase 0.0468 0.5224 1
Schistosoma mansoni phosphoglucomutase 0.0195 0.1667 0.1929
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.3575 0.5
Echinococcus multilocularis ribonuclease H1 0.0195 0.1667 0.3192
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0341 0.3575 0.5
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0341 0.3575 1
Treponema pallidum ribonuclease H (rnhA) 0.0195 0.1667 0.5
Brugia malayi RNase H family protein 0.0195 0.1667 0.3192
Onchocerca volvulus Ribonuclease H1 homolog 0.0195 0.1667 1
Brugia malayi RNase H family protein 0.0195 0.1667 0.3192
Schistosoma mansoni dihydrofolate reductase 0.0468 0.5224 0.6043
Giardia lamblia Ribonuclease H 0.0195 0.1667 0.5
Schistosoma mansoni phosphoglucomutase 0.0195 0.1667 0.1929
Trypanosoma brucei retrotransposon hot spot protein 4 (RHS4), interrupted 0.0211 0.1883 0.0259
Loa Loa (eye worm) dihydrofolate reductase 0.0468 0.5224 1
Brugia malayi thymidylate synthase 0.013 0.082 0.1569
Schistosoma mansoni phosphoglucomutase 0.0195 0.1667 0.1929
Trichomonas vaginalis ribonuclease H1, putative 0.0195 0.1667 0.5
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.3575 1
Trypanosoma brucei ingi protein (ORF1) 0.0211 0.1883 0.0259

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 5.3516 Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 5.7122 Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 6.5528 Inhibition of rat liver dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 280 nM Inhibitory activity against rat liver dihydrofolate reductase (in 90 microM dihydrofolic acid) ChEMBL. 8691474
IC50 (binding) = 280 nM Inhibitory activity against rat liver dihydrofolate reductase (in 90 microM dihydrofolic acid) ChEMBL. 8691474
IC50 (binding) = 1940 nM Inhibitory activity against Pneumocystis carinii dihydrofolate reductase (in 90 microM dihydrofolic acid) ChEMBL. 8691474
IC50 (binding) = 1940 nM Inhibitory activity against Pneumocystis carinii dihydrofolate reductase (in 90 microM dihydrofolic acid) ChEMBL. 8691474
IC50 (binding) = 4450 nM Inhibitory activity against Toxoplasma gondii dihydrofolate reductase (in 90 microM dihydrofolic acid) ChEMBL. 8691474
IC50 (binding) = 4450 nM Inhibitory activity against Toxoplasma gondii dihydrofolate reductase (in 90 microM dihydrofolic acid) ChEMBL. 8691474
IC50 (binding) = 0.28 uM Inhibition of rat liver dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 0.28 uM Inhibition of rat liver dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 1.94 uM Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 1.94 uM Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 4.45 uM Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 4.45 uM Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 15743188
Log IC50 (binding) = 5.3516 Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 15743188
Log IC50 (binding) = 5.7122 Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 15743188
Log IC50 (binding) = 6.5528 Inhibition of rat liver dihydrofolate reductase ChEMBL. 15743188
Selectivity ratio (binding) = 0.06 Selectivity ratio is defined as IC50 rlDHFR/IC50 tgDHFR ChEMBL. 8691474
Selectivity ratio (binding) = 0.14 Selectivity ratio is defined as IC50 rlDHFR/IC50 pcDHFR ChEMBL. 8691474

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.
 
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External resources for this compound

Bibliographic References

2 literature references were collected for this gene.

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