Detailed information for compound 217988

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 290.318 | Formula: C14H18N4O3
  • H donors: 3 H acceptors: 3 LogP: 1.42 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(Cc2c(C)nc(nc2N)N)cc(c1O)OC
  • InChi: 1S/C14H18N4O3/c1-7-9(13(15)18-14(16)17-7)4-8-5-10(20-2)12(19)11(6-8)21-3/h5-6,19H,4H2,1-3H3,(H4,15,16,17,18)
  • InChiKey: OWESLNUTAHNAGR-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
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Starlite/ChEMBL References
Escherichia coli Dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Cryptosporidium parvum dihydrofolate reductase-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
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related 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
Leishmania donovani 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
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 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
Schistosoma mansoni bifunctional 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
Leishmania infantum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Brugia malayi 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
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], 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
Cryptosporidium hominis chain A, crystal structure of Dhfr 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
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 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
Mycobacterium ulcerans 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
Echinococcus multilocularis 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
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) 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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Dictyostelium discoideum dihydrofolate reductase Dihydrofolate reductase   157 aa 146 aa 27.4 %
Leishmania infantum serine carboxypeptidase (CBP1), putative,serine peptidase, Clan SC, Family S10 Dihydrofolate reductase   157 aa 159 aa 23.3 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 156 aa 27.6 %
Trypanosoma cruzi ATP- dependent RNA helicase, putative Dihydrofolate reductase   157 aa 140 aa 22.9 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Leishmania major serine carboxypeptidase (CBP1), putative,serine peptidase, Clan SC, Family S10 Dihydrofolate reductase   157 aa 159 aa 21.4 %
Schistosoma mansoni dihydrofolate reductase Dihydrofolate reductase   157 aa 147 aa 28.6 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 169 aa 32.0 %
Candida albicans dihydrofolate reductase Dihydrofolate reductase   157 aa 149 aa 29.5 %
Cryptosporidium hominis GDP-mannose pyrophosphorylase (4N40) Dihydrofolate reductase   157 aa 139 aa 28.1 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   157 aa 178 aa 23.6 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 156 aa 27.6 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.8 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Chlamydia trachomatis dihydrofolate reductase Dihydrofolate reductase   157 aa 133 aa 24.8 %
Plasmodium vivax hypothetical protein, conserved Dihydrofolate reductase   157 aa 127 aa 26.8 %
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Dihydrofolate reductase   157 aa 158 aa 29.1 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 137 aa 29.2 %
Plasmodium falciparum dihydrofolate synthase/folylpolyglutamate synthase Dihydrofolate reductase   157 aa 127 aa 19.7 %
Candida albicans hypothetical protein Dihydrofolate reductase   157 aa 149 aa 29.5 %
Cryptosporidium parvum mannose-1-phosphate guanylyltransferase Dihydrofolate reductase   157 aa 139 aa 27.3 %
Mycobacterium ulcerans dihydrofolate reductase DfrA Dihydrofolate reductase   157 aa 159 aa 28.3 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   157 aa 171 aa 32.2 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   157 aa 165 aa 24.2 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   157 aa 178 aa 23.6 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Leishmania donovani serine carboxypeptidase (CBP1), putative Dihydrofolate reductase   157 aa 159 aa 23.3 %
Plasmodium yoelii hypothetical protein Dihydrofolate reductase   157 aa 132 aa 24.2 %
Onchocerca volvulus Germline survival defective-1 homolog Dihydrofolate reductase   157 aa 165 aa 24.8 %
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Dihydrofolate reductase   157 aa 160 aa 29.4 %
Candida albicans dihydrofolate reductase Dihydrofolate reductase   157 aa 149 aa 29.5 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.8 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Mycobacterium leprae Probable dihydroorotate dehydrogenase PyrD 0.0165 0.531 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.013 0.3589 0.6569
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0065 0.0427 1
Trypanosoma cruzi dihydroorotate dehydrogenase (fumarate), putative 0.0165 0.531 0.517
Entamoeba histolytica dihydropyrimidine dehydrogenase, putative 0.0065 0.0427 0.5
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0262 1 1
Echinococcus multilocularis dihydrofolate reductase 0.0132 0.3711 1
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0132 0.3711 0.0709
Chlamydia trachomatis dihydrofolate reductase 0.0132 0.3711 0.5
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0132 0.3711 0.6813
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0065 0.0427 1
Echinococcus granulosus dihydrofolate reductase 0.0132 0.3711 1
Brugia malayi hypothetical protein 0.0062 0.0291 0.0548
Mycobacterium ulcerans dihydroorotate dehydrogenase 2 0.0165 0.531 1
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0065 0.0427 1
Brugia malayi Dihydrofolate reductase 0.0132 0.3711 0.6987
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0262 1 1
Brugia malayi dihydrofolate reductase family protein 0.0132 0.3711 0.6987
Onchocerca volvulus 0.013 0.3589 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.0132 0.3711 1
Wolbachia endosymbiont of Brugia malayi dihydroorotate dehydrogenase 2 0.0165 0.531 0.5
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0262 1 1
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0165 0.531 0.517
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0262 1 1
Brugia malayi Zinc finger, C2H2 type family protein 0.0065 0.0427 0.0805
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0065 0.0427 1
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0065 0.0427 1
Trichomonas vaginalis dihydropyrimidine dehydrogenase, putative 0.0065 0.0427 1
Brugia malayi thymidylate synthase 0.013 0.3589 0.6757
Mycobacterium tuberculosis Probable dihydroorotate dehydrogenase PyrD 0.0165 0.531 1
Loa Loa (eye worm) thymidylate synthase 0.013 0.3589 0.9671
Schistosoma mansoni dihydroorotate dehydrogenase 0.0165 0.531 1
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0165 0.531 0.517
Schistosoma mansoni dihydrofolate reductase 0.0132 0.3711 0.0709
Echinococcus multilocularis thymidylate synthase 0.013 0.3589 0.9628
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.0165 0.531 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0262 1 1
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.0165 0.531 1
Echinococcus granulosus thymidylate synthase 0.013 0.3589 0.9628
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0065 0.0427 0.014
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0132 0.3711 0.0709

Activities

Activity type Activity value Assay description Source Reference
clogP = 0.996 Calculated partition coefficient (clogP) ChEMBL. 8941396
I50 (binding) = 0.0000003 M Inhibitory activity against Dihydrofolate reductase enzyme purified from E. coli ChEMBL. 6991692
I50 (binding) = 0.00000048 M Inhibitory activity against Dihydrofolate reductase enzyme purified from P. berghei. ChEMBL. 6991692
I50 (binding) = 30 M Inhibition against dihydrofolate reductase enzyme of Escherichia coli ChEMBL. 6991695
I50 (binding) = 48 M Compound was tested for its inhibition against dihydrofolate reductase enzyme of Plasmodium berghei ChEMBL. 6991695
IC50 (binding) = 6.52 Compound was tested for inhibition of E. coli Dihydrofolate reductase. ChEMBL. 8941396
IC50 (binding) = 0.0000003 M Inhibition against dihydrofolate reductase enzyme of Escherichia coli ChEMBL. 6991695
IC50 (binding) = 0.0000003 M Inhibitory activity against Dihydrofolate reductase enzyme purified from E. coli ChEMBL. 6991692
IC50 (binding) = 0.00000048 M Compound was tested for its inhibition against dihydrofolate reductase enzyme of Plasmodium berghei ChEMBL. 6991695
IC50 (binding) = 0.00000048 M Inhibitory activity against Dihydrofolate reductase enzyme purified from P. berghei. ChEMBL. 6991692
Log (binding) = 6.52 1/IC50 Compound was tested for inhibition of E. coli Dihydrofolate reductase. ChEMBL. 8941396

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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