Detailed information for compound 1891535

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 472.882 | Formula: C21H21ClN6O5
  • H donors: 6 H acceptors: 7 LogP: 1.71 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 2
  • SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)NCc1ccc2c(c1Cl)c(N)nc(n2)N
  • InChi: 1S/C21H21ClN6O5/c22-17-11(3-6-13-16(17)18(23)28-21(24)27-13)9-25-12-4-1-10(2-5-12)19(31)26-14(20(32)33)7-8-15(29)30/h1-6,14,25H,7-9H2,(H,26,31)(H,29,30)(H,32,33)(H4,23,24,27,28)/t14-/m0/s1
  • InChiKey: PFAJRSFHQCUKQB-AWEZNQCLSA-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
Rattus norvegicus Dihydrofolate reductase Starlite/ChEMBL References
Enterococcus faecium Dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
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
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
Candida albicans 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
Chlamydia trachomatis 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
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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   187 aa 182 aa 34.1 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   187 aa 212 aa 27.8 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Plasmodium knowlesi glutamine-dependent NAD(+) synthetase, putative Dihydrofolate reductase   167 aa 160 aa 18.8 %
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   167 aa 155 aa 29.7 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 211 aa 28.4 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   187 aa 187 aa 35.8 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 182 aa 33.5 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 193 aa 32.1 %
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 202 aa 29.2 %
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 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 186 aa 37.1 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 33.7 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   167 aa 167 aa 27.5 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   187 aa 191 aa 31.9 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0195 0.3075 0.3021
Schistosoma mansoni cpg binding protein 0.0034 0.0469 0.0469
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0433 0.6927 0.5
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0433 0.6927 1
Schistosoma mansoni ferritin 0.0009 0.0078 0.0078
Brugia malayi hypothetical protein 0.004 0.0569 0.049
Schistosoma mansoni apoferritin-2 0.0009 0.0078 0.0078
Chlamydia trachomatis dihydrofolate reductase 0.0623 1 0.5
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0623 1 1
Entamoeba histolytica hypothetical protein 0.004 0.0569 0.5
Schistosoma mansoni cpg binding protein 0.0034 0.0469 0.0469
Schistosoma mansoni hypothetical protein 0.0452 0.7235 0.7235
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0433 0.6927 1
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.004 0.0569 0.0518
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0623 1 1
Mycobacterium ulcerans thymidylate synthase 0.0195 0.3075 0.3021
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0195 0.3075 0.3021
Schistosoma mansoni ferritin 0.0009 0.0078 0.0078
Schistosoma mansoni ferritin light chain 0.0009 0.0078 0.0078
Treponema pallidum bacterioferrin (TpF1) 0.0009 0.0078 0.5
Mycobacterium tuberculosis Hypothetical protein 0.0093 0.1424 0.1357
Loa Loa (eye worm) CXXC zinc finger family protein 0.0032 0.044 0.0357
Brugia malayi CXXC zinc finger family protein 0.0032 0.044 0.0359
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0433 0.6927 0.5
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0433 0.6927 0.5
Entamoeba histolytica hypothetical protein 0.004 0.0569 0.5
Loa Loa (eye worm) thymidylate synthase 0.0195 0.3075 0.3016
Onchocerca volvulus 0.0195 0.3075 1
Schistosoma mansoni apoferritin-2 0.0009 0.0078 0.0078
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0623 1 1
Brugia malayi thymidylate synthase 0.0195 0.3075 0.3017
Echinococcus granulosus dnaJ subfamily B 0.0452 0.7235 0.722
Trichomonas vaginalis conserved hypothetical protein 0.0093 0.1424 1
Echinococcus granulosus dihydrofolate reductase 0.0623 1 1
Echinococcus granulosus expressed protein 0.0009 0.0078 0.0024
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0433 0.6927 0.5
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.001 0.0085 0.0031
Echinococcus multilocularis dihydrofolate reductase 0.0623 1 1
Schistosoma mansoni ferritin 0.0009 0.0078 0.0078
Echinococcus multilocularis expressed protein 0.0009 0.0078 0.0024
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.001 0.0085 0.0031
Entamoeba histolytica hypothetical protein 0.004 0.0569 0.5
Entamoeba histolytica hypothetical protein 0.004 0.0569 0.5
Schistosoma mansoni dihydrofolate reductase 0.0623 1 1
Echinococcus multilocularis ferritin 0.0009 0.0078 0.0024
Echinococcus multilocularis thymidylate synthase 0.0195 0.3075 0.3037
Schistosoma mansoni ferritin 0.0009 0.0078 0.0078
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.004 0.0569 0.0518
Schistosoma mansoni transcription factor LCR-F1 0.004 0.0569 0.0569
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0067 0.1015 0.1015
Echinococcus granulosus thymidylate synthase 0.0195 0.3075 0.3037
Trichomonas vaginalis ferritin, putative 0.0009 0.0078 0.0255
Brugia malayi Dihydrofolate reductase 0.0623 1 1
Brugia malayi hypothetical protein 0.0093 0.1424 0.1352
Schistosoma mansoni ferritin light chain 0.0009 0.0078 0.0078
Wolbachia endosymbiont of Brugia malayi bacterioferritin/cytochrome b1 0.0009 0.0078 0.5
Echinococcus granulosus ferritin 0.0009 0.0078 0.0024
Echinococcus granulosus cpg binding protein 0.0034 0.0469 0.0417
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.3075 0.3075
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0008 0.0054 0.0054
Echinococcus multilocularis cpg binding protein 0.0034 0.0469 0.0417
Loa Loa (eye worm) dihydrofolate reductase 0.0623 1 1
Schistosoma mansoni cpg binding protein 0.0032 0.044 0.044
Echinococcus multilocularis dnaJ subfamily B 0.0452 0.7235 0.722
Schistosoma mansoni hypothetical protein 0.004 0.0569 0.0569

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.0007 uM Inhibition of Streptococcus faecium dihydrofolate reductase using dihydrofolate as substrate ChEMBL. 850245
IC50 (binding) = 0.0075 uM Inhibition of rat liver dihydrofolate reductase using dihydrofolate as substrate ChEMBL. 850245

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

No literature references available for this target.

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