Detailed information for compound 107722

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 461.481 | Formula: C25H27FN2NaO4
  • H donors: 2 H acceptors: 5 LogP: 4.49 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: O[C@@H](C[C@H](/C=C/c1c(nn(c1c1ccc(cc1)F)c1ccccc1)C(C)C)O)CC(=O)[O-].[NaH+]
  • InChi: 1S/C25H27FN2O4.Na/c1-16(2)24-22(13-12-20(29)14-21(30)15-23(31)32)25(17-8-10-18(26)11-9-17)28(27-24)19-6-4-3-5-7-19;/h3-13,16,20-21,29-30H,14-15H2,1-2H3,(H,31,32);/q;+1/p-1/b13-12+;/t20?,21-;/m1./s1
  • InChiKey: ABNXPCBQPDGROH-ORJXPBTESA-M  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Curated by TDR Targets References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania infantum dihydrofolate reductase-thymidylate synthase 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 leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 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
Mycobacterium ulcerans 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 parvum 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
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related 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
Echinococcus multilocularis 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
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) 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
Schistosoma mansoni bifunctional 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
Trypanosoma brucei 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
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Loa Loa (eye worm) 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
Trypanosoma brucei gambiense 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
Onchocerca volvulus 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
Leishmania mexicana 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
Leishmania major 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
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative 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

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
Brugia malayi CHE-14 protein 0.0136 0.0314 0.0314
Echinococcus multilocularis sterol regulatory element binding protein 0.0136 0.0314 0.0314
Echinococcus granulosus Niemann Pick C1 protein 0.0136 0.0314 0.0314
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0155 0.126 1
Onchocerca volvulus 0.013 0 0.5
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0183 0.2636 0.5
Echinococcus multilocularis Niemann Pick C1 protein 0.0136 0.0314 0.0314
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase 0.033 1 1
Loa Loa (eye worm) hypothetical protein 0.0136 0.0314 0.0314
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.013 0 0.5
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) 0.033 1 1
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0155 0.126 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0183 0.2636 0.5
Echinococcus granulosus sterol regulatory element binding protein 0.0136 0.0314 0.0314
Loa Loa (eye worm) hypothetical protein 0.033 1 1
Giardia lamblia 3-hydroxy-3-methylglutaryl-coenzyme A reductase 0.0155 0.126 0.5
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.013 0 0.5
Echinococcus granulosus Protein patched homolog 1 0.0136 0.0314 0.0314
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0136 0.0314 0.0314
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase 0.033 1 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0183 0.2636 0.5
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0155 0.126 1
Schistosoma mansoni patched 1 0.0136 0.0314 0.0314
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.033 1 1
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase 0.033 1 1
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0136 0.0314 0.0314
Echinococcus multilocularis protein dispatched 1 0.0136 0.0314 0.0314
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase 0.033 1 1
Echinococcus multilocularis protein patched 0.0136 0.0314 0.0314
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase 0.033 1 1
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.033 1 1

Activities

Activity type Activity value Assay description Source Reference
clogP = 3.32 Calculated partition coefficient (clogP) ChEMBL. 1597859
clogP = 3.7 Calculated partition coefficient (clogP) ChEMBL. 1992149
IC50 (binding) = 7.2 nM Ability to inhibit microsomal preparation of HMG-CoA reductase in rat liver. ChEMBL. 1992149
IC50 (functional) = 8 nM Incorporation of [14C]- acetate into sterols measured in rat testis. ChEMBL. 1992149
IC50 (functional) = 12 nM Incorporation of [14C]- acetate into sterols measured in rat spleen. ChEMBL. 1992149
IC50 (functional) = 34 nM Incorporation of [14C]- acetate into sterols measured in rat liver. ChEMBL. 1992149
IC50 (binding) = 0.007 uM Tested in vitro for the inhibition of HMG-CoA reductase from partially purified microsomal preparations. ChEMBL. 1597859
IC50 ratio (functional) = 0.24 IC50 ratio evaluated as the IC50 values of testis to that of liver. ChEMBL. 1992149
IC50 ratio (functional) = 0.35 IC50 ratio evaluated as the IC50 values of spleen to that of liver. ChEMBL. 1992149
Inhibition (functional) = 94 % Tested in vivo for the inhibition of cholesterol biosynthesis in chow-fed rats at 1.0 mg/kg. ChEMBL. 1597859

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

2 literature references were collected for this gene.

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