Detailed information for compound 114142

Basic information

Technical information
  • TDR Targets ID: 114142
  • Name: 5-[(4-methoxyanilino)methyl]-7H-pyrrolo[2,3-d ]pyrimidine-2,4-diamine
  • MW: 284.316 | Formula: C14H16N6O
  • H donors: 4 H acceptors: 2 LogP: 1.42 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1)NCc1c[nH]c2c1c(N)nc(n2)N
  • InChi: 1S/C14H16N6O/c1-21-10-4-2-9(3-5-10)17-6-8-7-18-13-11(8)12(15)19-14(16)20-13/h2-5,7,17H,6H2,1H3,(H5,15,16,18,19,20)
  • InChiKey: GZLYKTPRCWBDRJ-UHFFFAOYSA-N  

Network

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Synonyms

  • 5-[[(4-methoxyphenyl)amino]methyl]-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
  • (2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl-(4-methoxyphenyl)amine
  • 5-[[(4-methoxyphenyl)amino]methyl]-7H-pyrrolo[3,2-e]pyrimidine-2,4-diamine
  • (2,4-diamino-7H-pyrrolo[5,4-d]pyrimidin-5-yl)methyl-(4-methoxyphenyl)amine
  • 5-{[(4-Methoxyphenyl)amino]methyl}-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
  • AIDS-011446
  • AIDS011446

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 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
Echinococcus multilocularis thymidylate synthase 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
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
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus granulosus thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium falciparum bifunctional 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
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase 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 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
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
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Babesia bovis dihydrofolate reductase/thymidilate 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
Plasmodium yoelii thymidylate synthase, putative 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
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
Cryptosporidium hominis chain A, crystal structure of Dhfr 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
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385

By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.013 0.3031 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0183 0.5051 0.2119
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0183 0.5051 0.4991
Onchocerca volvulus 0.013 0.3031 0.3758
Onchocerca volvulus 0.0252 0.7705 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.3031 0.6829
Echinococcus granulosus survival motor neuron protein 1 0.0275 0.8565 1
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0225 0.6651 1
Loa Loa (eye worm) hypothetical protein 0.0275 0.8565 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0183 0.5051 1
Trypanosoma brucei mitochondrial DNA polymerase beta 0.0312 1 1
Mycobacterium ulcerans thymidylate synthase 0.013 0.3031 0.6887
Echinococcus multilocularis thymidylate synthase 0.013 0.3031 0.3465
Brugia malayi Pre-SET motif family protein 0.0222 0.6537 0.7605
Echinococcus multilocularis geminin 0.0165 0.4393 0.5073
Echinococcus multilocularis survival motor neuron protein 1 0.0275 0.8565 1
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.0148 0.372 0.3643
Mycobacterium tuberculosis Conserved hypothetical protein 0.0164 0.4357 0.65
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0062 0.0434 0.0317
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0312 1 1
Trichomonas vaginalis set domain proteins, putative 0.0252 0.7705 1
Echinococcus granulosus geminin 0.0165 0.4393 0.5073
Schistosoma mansoni survival motor neuron protein 0.0056 0.0216 0.0278
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0312 1 1
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0183 0.5051 0.2119
Brugia malayi hypothetical protein 0.0062 0.0434 0.0398
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0183 0.5051 0.5
Chlamydia trachomatis dihydrofolate reductase 0.0053 0.0097 0.5
Schistosoma mansoni hypothetical protein 0.0165 0.4393 1
Schistosoma mansoni hypothetical protein 0.0056 0.0216 0.0278
Brugia malayi thymidylate synthase 0.013 0.3031 0.3465
Mycobacterium ulcerans hypothetical protein 0.0164 0.4357 1
Schistosoma mansoni hypothetical protein 0.0165 0.4393 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.013 0.3031 0.4476
Loa Loa (eye worm) thymidylate synthase 0.013 0.3031 0.3465
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0056 0.0216 0.0141
Mycobacterium tuberculosis Hypothetical protein 0.0062 0.0434 0.0514
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0183 0.5051 0.5
Brugia malayi hypothetical protein 0.0275 0.8565 1
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0222 0.6537 0.7605
Echinococcus granulosus thymidylate synthase 0.013 0.3031 0.3465

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 3.5544 Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 4.2 Inhibition of rat liver DHFR by spectrophotometric assay ChEMBL. 20117005
IC50 (binding) = 4.2007 Inhibition of rat liver dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 5.22 Inhibition of Toxoplasma gondii DHFR by spectrophotometric assay ChEMBL. 20117005
IC50 (binding) = 5.2218 Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 6 uM Inhibition of Toxoplasma gondii (tc) Dihydrofolate reductase ChEMBL. 7783147
IC50 (binding) = 6 uM Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 6 uM Inhibition of Toxoplasma gondii (tc) Dihydrofolate reductase ChEMBL. 7783147
IC50 (binding) = 6 uM Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 6 uM Inhibition of Toxoplasma gondii DHFR by spectrophotometric assay ChEMBL. 20117005
IC50 (binding) = 63 uM Inhibition of rat liver Dihydrofolate reductase ChEMBL. 7783147
IC50 (binding) = 63 uM Inhibition of rat liver dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 63 uM Inhibition of rat liver Dihydrofolate reductase ChEMBL. 7783147
IC50 (binding) = 63 uM Inhibition of rat liver dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 63 uM Inhibition of rat liver DHFR by spectrophotometric assay ChEMBL. 20117005
IC50 (binding) = 279 uM Inhibition of Pneumocystis carinii (pc) Dihydrofolate reductase ChEMBL. 7783147
IC50 (binding) = 279 uM Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 15743188
IC50 (binding) = 279 uM Inhibition of Pneumocystis carinii (pc) Dihydrofolate reductase ChEMBL. 7783147
IC50 (binding) = 279 uM Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 15743188
Log IC50 (binding) = 3.5544 Inhibition of Pneumocystis carinii dihydrofolate reductase ChEMBL. 15743188
Log IC50 (binding) = 4.2007 Inhibition of rat liver dihydrofolate reductase ChEMBL. 15743188
Log IC50 (binding) = 5.2218 Inhibition of Toxoplasma gondii dihydrofolate reductase ChEMBL. 15743188
Selectivity ratio (binding) = 0.23 Ratio of IC50 against rat liver DHFR and P. carinii DHFR (IC50rl/IC50pc) ChEMBL. 7783147
Selectivity ratio (binding) = 10.5 Ratio of the IC50 against rat liver DHFR and T. gondii DHFR (IC50rl/IC50tg) ChEMBL. 7783147

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

3 literature references were collected for this gene.

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