Detailed information for compound 1137591

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 397.428 | Formula: C20H23N5O4
  • H donors: 4 H acceptors: 4 LogP: 2.12 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1OCCCC(=O)O)NCc1ccc2c(c1)c(N)nc(n2)N
  • InChi: 1S/C20H23N5O4/c1-28-16-7-5-13(10-17(16)29-8-2-3-18(26)27)23-11-12-4-6-15-14(9-12)19(21)25-20(22)24-15/h4-7,9-10,23H,2-3,8,11H2,1H3,(H,26,27)(H4,21,22,24,25)
  • InChiKey: HRLJXDNIMDPPNN-UHFFFAOYSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Starlite/ChEMBL References
Homo sapiens dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
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
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
Candida albicans 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
Echinococcus multilocularis 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 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
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 thymidylate synthase 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
Candida albicans hypothetical protein 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
Loa Loa (eye worm) 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
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative 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 family protein 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 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
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Loa Loa (eye worm) dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
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
Schistosoma mansoni 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
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
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 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

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 187 aa 202 aa 29.7 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.026 0.6471 1
Onchocerca volvulus 0.0332 1 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0262 0.6547 0.5
Schistosoma mansoni m-phase inducer phosphatase(cdc25) 0.0332 1 1
Brugia malayi dihydrofolate reductase family protein 0.026 0.6471 0.6471
Trichomonas vaginalis mitotic inducer phosphatase CDC25, putative 0.0332 1 0.5
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0262 0.6547 0.5
Loa Loa (eye worm) hypothetical protein 0.0306 0.8717 0.8717
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.026 0.6471 1
Trichomonas vaginalis mitotic inducer phosphatase CDC25, putative 0.0332 1 0.5
Echinococcus multilocularis m phase inducer phosphatase(cdc25) 0.0332 1 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0262 0.6547 0.5
Onchocerca volvulus 0.0332 1 1
Entamoeba histolytica rodhanase-like domain containing protein 0.0332 1 0.5
Echinococcus multilocularis dihydrofolate reductase 0.026 0.6471 0.6471
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0262 0.6547 0.5
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0262 0.6547 0.5
Echinococcus granulosus m phase inducer phosphatasecdc25 0.0332 1 1
Trichomonas vaginalis m-phase inducer phosphatase, putative 0.0332 1 0.5
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0262 0.6547 0.5
Loa Loa (eye worm) hypothetical protein 0.0332 1 1
Loa Loa (eye worm) dihydrofolate reductase 0.026 0.6471 0.6471
Brugia malayi Rhodanese-like domain containing protein 0.0332 1 1
Entamoeba histolytica rodhanase-like domain containing protein 0.0332 1 0.5
Schistosoma mansoni dihydrofolate reductase 0.026 0.6471 0.6471
Trichomonas vaginalis cdc25b, putative 0.0332 1 0.5
Onchocerca volvulus 0.0332 1 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.026 0.6471 1
Chlamydia trachomatis dihydrofolate reductase 0.026 0.6471 0.5
Loa Loa (eye worm) hypothetical protein 0.0332 1 1
Brugia malayi Dihydrofolate reductase 0.026 0.6471 0.6471
Echinococcus granulosus dihydrofolate reductase 0.026 0.6471 0.6471
Trichomonas vaginalis cdc25c, putative 0.0332 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0306 0.8717 0.8717
Trichomonas vaginalis m-phase inducer phosphatase, putative 0.0332 1 0.5
Entamoeba histolytica rodhanase-like domain containing protein 0.0332 1 0.5
Trichomonas vaginalis mitotic inducer phosphatase CDC25, putative 0.0332 1 0.5
Trichomonas vaginalis cdc25b, putative 0.0332 1 0.5
Onchocerca volvulus 0.0332 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 61 nM Inhibition of Trypanosoma cruzi DHFR by spectrophotometric assay ChEMBL. 20452776
IC50 (binding) = 356.6 nM Inhibition of human DHFR by spectrophotometric assay ChEMBL. 20452776
Ki (binding) = 3.6 nM Inhibition of Trypanosoma cruzi DHFR by spectrophotometric assay ChEMBL. 20452776
Ki (binding) = 49.8 nM Inhibition of human DHFR by spectrophotometric assay ChEMBL. 20452776

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

1 literature reference was collected for this gene.

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