Detailed information for compound 154221

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 475.493 | Formula: C26H25N3O6
  • H donors: 4 H acceptors: 7 LogP: 2.73 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: C#CCN(c1ccc(cc1)C(=O)N[C@H](C(=O)O)CCC(=O)O)Cc1ccc2c(c1)c(O)cc(n2)C
  • InChi: 1S/C26H25N3O6/c1-3-12-29(15-17-4-9-21-20(14-17)23(30)13-16(2)27-21)19-7-5-18(6-8-19)25(33)28-22(26(34)35)10-11-24(31)32/h1,4-9,13-14,22H,10-12,15H2,2H3,(H,27,30)(H,28,33)(H,31,32)(H,34,35)/t22-/m0/s1
  • InChiKey: INBORXMYWZAOQY-QFIPXVFZSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus thymidylate synthase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
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
Echinococcus granulosus 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
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
Loa Loa (eye worm) 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
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
Plasmodium berghei bifunctional dihydrofolate reductase-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 yoelii 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
Echinococcus multilocularis 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
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
Onchocerca volvulus 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
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
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
Schistosoma japonicum hypothetical protein 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
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
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
Schistosoma mansoni RAR-like nuclear receptor 0.03 0.5275 0.5275
Schistosoma mansoni retinoid-x-receptor (RXR) 0.03 0.5275 0.5275
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.03 0.5275 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.03 0.5275 1
Schistosoma mansoni retinoic acid receptor RXR 0.03 0.5275 0.5275
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.03 0.5275 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0195 0 0.5
Echinococcus granulosus nuclear receptor 2DBD gamma 0.03 0.5275 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.03 0.5275 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.03 0.5275 1
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.03 0.5275 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0 0.5
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.03 0.5275 1
Loa Loa (eye worm) hypothetical protein 0.03 0.5275 1
Loa Loa (eye worm) hypothetical protein 0.03 0.5275 1
Echinococcus multilocularis FTZ F1 alpha 0.03 0.5275 1
Schistosoma mansoni steroid hormone receptor ad4bp 0.03 0.5275 0.5275
Brugia malayi nuclear receptor NHR-88 0.03 0.5275 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.03 0.5275 1
Brugia malayi Nuclear hormone receptor family member nhr-14 0.03 0.5275 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.03 0.5275 1
Loa Loa (eye worm) hypothetical protein 0.03 0.5275 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.03 0.5275 1
Echinococcus multilocularis ecdysone induced protein 78C 0.03 0.5275 1
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.03 0.5275 0.5275
Schistosoma mansoni coup transcription factor 0.03 0.5275 0.5275
Loa Loa (eye worm) hypothetical protein 0.03 0.5275 1
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.03 0.5275 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.03 0.5275 1
Echinococcus multilocularis thyroid hormone receptor alpha 0.03 0.5275 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0195 0 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.03 0.5275 1
Loa Loa (eye worm) hypothetical protein 0.03 0.5275 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.03 0.5275 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.03 0.5275 0.5275
Brugia malayi Nuclear hormone receptor family member nhr-1 0.03 0.5275 1
Brugia malayi Nuclear hormone receptor family member nhr-49 0.03 0.5275 1
Echinococcus granulosus ecdysone induced protein 78C 0.03 0.5275 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.03 0.5275 1
Brugia malayi Nuclear hormone receptor-like 1 0.03 0.5275 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0 0.5
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.03 0.5275 0.5275
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.03 0.5275 1
Schistosoma mansoni nuclear hormone receptor 0.03 0.5275 0.5275
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0195 0 0.5
Brugia malayi Nuclear hormone receptor family member nhr-3 0.03 0.5275 1
Onchocerca volvulus Protein ultraspiracle homolog 0.03 0.5275 1
Mycobacterium ulcerans thymidylate synthase 0.0195 0 0.5
Loa Loa (eye worm) hypothetical protein 0.03 0.5275 1
Brugia malayi ecdysteroid receptor 0.03 0.5275 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.03 0.5275 1
Loa Loa (eye worm) hypothetical protein 0.03 0.5275 1
Schistosoma mansoni Tr4/Tr2 (homologue) 0.03 0.5275 0.5275
Onchocerca volvulus Bile acid receptor homolog 0.03 0.5275 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.03 0.5275 0.5275
Echinococcus granulosus FTZ F1 alpha 0.03 0.5275 1
Brugia malayi Steroid receptor seven-up type 2 0.03 0.5275 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0195 0 0.5
Brugia malayi Nuclear hormone receptor family member nhr-19 0.03 0.5275 1
Loa Loa (eye worm) hypothetical protein 0.03 0.5275 1
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.03 0.5275 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.03 0.5275 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0195 0 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.03 0.5275 1
Schistosoma mansoni thyroid hormone receptor 0.03 0.5275 0.5275
Onchocerca volvulus 0.03 0.5275 1
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0195 0 0.5
Brugia malayi Nuclear hormone receptor family member nhr-25 0.03 0.5275 1
Brugia malayi steroid hormone receptor 0.03 0.5275 1
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.03 0.5275 1
Brugia malayi photoreceptor-specific nuclear receptor 0.03 0.5275 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.03 0.5275 1
Brugia malayi Nuclear hormone receptor family member nhr-31 0.03 0.5275 1
Schistosoma mansoni thyroid hormone receptor 0.03 0.5275 0.5275
Brugia malayi nuclear hormone receptor 0.03 0.5275 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.03 0.5275 1
Echinococcus granulosus retinoic acid receptor rxr beta a 0.03 0.5275 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.03 0.5275 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.03 0.5275 1
Loa Loa (eye worm) steroid hormone receptor 0.03 0.5275 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 6.3 uM In vitro inhibitory activity against thymidylate synthase from L1210 mouse leukemia cells ChEMBL. 1495009
IC50 (binding) = 6.3 uM In vitro inhibitory activity against thymidylate synthase from L1210 mouse leukemia cells ChEMBL. 1495009
IC50 (functional) > 100 uM In vitro inhibition of L1210 mouse leukemia cell growth in culture ChEMBL. 1495009
IC50 (functional) > 100 uM In vitro inhibition of L1210 mouse leukemia cell growth in culture ChEMBL. 1495009

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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