Detailed information for compound 349520

Basic information

Technical information
  • TDR Targets ID: 349520
  • Name: 2-[4-(2,4-dioxo-1,3-dipropyl-5H-pyrrolo[3,2-d ]pyrimidin-6-yl)phenoxy]acetic acid
  • MW: 385.414 | Formula: C20H23N3O5
  • H donors: 2 H acceptors: 4 LogP: 2.95 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCn1c2cc([nH]c2c(=O)n(c1=O)CCC)c1ccc(cc1)OCC(=O)O
  • InChi: 1S/C20H23N3O5/c1-3-9-22-16-11-15(13-5-7-14(8-6-13)28-12-17(24)25)21-18(16)19(26)23(10-4-2)20(22)27/h5-8,11,21H,3-4,9-10,12H2,1-2H3,(H,24,25)
  • InChiKey: WSNQHSNCMSARBG-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[4-(2,4-dioxo-1,3-dipropyl-5H-pyrrolo[3,2-d]pyrimidin-6-yl)phenoxy]ethanoic acid
  • 2-[4-(2,4-diketo-1,3-dipropyl-5H-pyrrolo[3,2-d]pyrimidin-6-yl)phenoxy]acetic acid
  • 2-[4-(2,4-dioxo-1,3-dipropyl-5H-pyrrolo[4,5-d]pyrimidin-6-yl)phenoxy]acetic acid
  • 2-[4-(2,4-diketo-1,3-dipropyl-5H-pyrrolo[4,5-d]pyrimidin-6-yl)phenoxy]acetic acid
  • 2-[4-(2,4-dioxo-1,3-dipropyl-5H-pyrrolo[4,5-d]pyrimidin-6-yl)phenoxy]ethanoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens adenosine A2a receptor Starlite/ChEMBL References
Homo sapiens adenosine A2b receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi follicle stimulating hormone receptor adenosine A2a receptor 412 aa 336 aa 22.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0221 0.5 0.5
Brugia malayi nuclear receptor NHR-88 0.0221 0.5 0.5
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0221 0.5 0.5
Schistosoma mansoni thyroid hormone receptor 0.0221 0.5 0.5
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0221 0.5 0.5
Echinococcus multilocularis thyroid hormone receptor alpha 0.0221 0.5 0.5
Echinococcus multilocularis FTZ F1 alpha 0.0221 0.5 0.5
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0221 0.5 0.5
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0221 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.0221 0.5 0.5
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0221 0.5 0.5
Loa Loa (eye worm) steroid hormone receptor 0.0221 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.0221 0.5 0.5
Schistosoma mansoni steroid hormone receptor ad4bp 0.0221 0.5 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0221 0.5 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0221 0.5 0.5
Schistosoma mansoni nuclear hormone receptor 0.0221 0.5 0.5
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0221 0.5 0.5
Brugia malayi Nuclear hormone receptor-like 1 0.0221 0.5 0.5
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0221 0.5 0.5
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0221 0.5 0.5
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0221 0.5 0.5
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0221 0.5 0.5
Onchocerca volvulus 0.0221 0.5 0.5
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0221 0.5 0.5
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0221 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.0221 0.5 0.5
Brugia malayi Steroid receptor seven-up type 2 0.0221 0.5 0.5
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0221 0.5 0.5
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0221 0.5 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0221 0.5 0.5
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0221 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.0221 0.5 0.5
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0221 0.5 0.5
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0221 0.5 0.5
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0221 0.5 0.5
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0221 0.5 0.5
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0221 0.5 0.5
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0221 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.0221 0.5 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0221 0.5 0.5
Echinococcus granulosus ecdysone induced protein 78C 0.0221 0.5 0.5
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0221 0.5 0.5
Brugia malayi nuclear hormone receptor 0.0221 0.5 0.5
Schistosoma mansoni thyroid hormone receptor 0.0221 0.5 0.5
Onchocerca volvulus Protein ultraspiracle homolog 0.0221 0.5 0.5
Brugia malayi steroid hormone receptor 0.0221 0.5 0.5
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0221 0.5 0.5
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0221 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.0221 0.5 0.5
Schistosoma mansoni coup transcription factor 0.0221 0.5 0.5
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0221 0.5 0.5
Onchocerca volvulus Bile acid receptor homolog 0.0221 0.5 0.5
Echinococcus granulosus FTZ F1 alpha 0.0221 0.5 0.5
Brugia malayi photoreceptor-specific nuclear receptor 0.0221 0.5 0.5
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0221 0.5 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0221 0.5 0.5
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0221 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.0221 0.5 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0221 0.5 0.5
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0221 0.5 0.5
Schistosoma mansoni RAR-like nuclear receptor 0.0221 0.5 0.5
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0221 0.5 0.5
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0221 0.5 0.5
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0221 0.5 0.5
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0221 0.5 0.5
Schistosoma mansoni retinoic acid receptor RXR 0.0221 0.5 0.5
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0221 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.0221 0.5 0.5
Echinococcus multilocularis ecdysone induced protein 78C 0.0221 0.5 0.5

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 6.91 Binding affinity to recombinant human adenosine A2A receptor ChEMBL. 16392813
Ki (binding) = 7.8 Binding affinity to recombinant human adenosine A2B receptor ChEMBL. 16392813
Log Ki (binding) = 6.91 Binding affinity to recombinant human adenosine A2A receptor ChEMBL. 16392813
Log Ki (binding) = 7.8 Binding affinity to recombinant human adenosine A2B receptor ChEMBL. 16392813
Ratio Ki (binding) = 8 Selectivity for human adenosine A2B over human adenosine A2A receptor ChEMBL. 16392813
Ratio Ki (binding) = 8 Selectivity for human adenosine A2B over human adenosine A2A receptor ChEMBL. 16392813

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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