Detailed information for compound 82875

Basic information

Technical information
  • TDR Targets ID: 82875
  • Name: 2-[4-(6-oxo-1,3-dipropyl-2-sulfanylidene-7H-p urin-8-yl)phenoxy]acetic acid
  • MW: 402.467 | Formula: C19H22N4O4S
  • H donors: 2 H acceptors: 4 LogP: 3.23 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCn1c2[nH]c(nc2c(=O)n(c1=S)CCC)c1ccc(cc1)OCC(=O)O
  • InChi: 1S/C19H22N4O4S/c1-3-9-22-17-15(18(26)23(10-4-2)19(22)28)20-16(21-17)12-5-7-13(8-6-12)27-11-14(24)25/h5-8H,3-4,9-11H2,1-2H3,(H,20,21)(H,24,25)
  • InChiKey: JHVFLPCAJIBEML-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[4-(6-oxo-1,3-dipropyl-2-thioxo-7H-purin-8-yl)phenoxy]acetic acid
  • 2-[4-(6-oxo-1,3-dipropyl-2-sulfanylidene-7H-purin-8-yl)phenoxy]ethanoic acid
  • 2-[4-(6-keto-1,3-dipropyl-2-thioxo-7H-purin-8-yl)phenoxy]acetic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Adenosine A2 receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A1 receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A3 receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A2a 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
Schistosoma mansoni neuropeptide receptor Adenosine A3 receptor   320 aa 286 aa 21.3 %
Echinococcus multilocularis allatostatin A receptor Adenosine A2a receptor   410 aa 372 aa 22.8 %
Schistosoma mansoni opsin-like receptor Adenosine A3 receptor   320 aa 307 aa 26.4 %
Schistosoma mansoni adenoreceptor Adenosine A3 receptor   320 aa 319 aa 27.9 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 288 aa 20.8 %
Schistosoma mansoni dro/myosuppressin receptor Adenosine A1 receptor   326 aa 326 aa 22.1 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 320 aa 24.4 %
Echinococcus granulosus neuropeptide receptor Adenosine A3 receptor   320 aa 290 aa 23.4 %
Loa Loa (eye worm) neuropeptide F receptor Adenosine A3 receptor   320 aa 321 aa 24.0 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 295 aa 23.4 %
Onchocerca volvulus Adenosine A2a receptor   410 aa 356 aa 23.9 %
Schistosoma japonicum Rhodopsin, putative Adenosine A3 receptor   320 aa 320 aa 23.8 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Adenosine A2a receptor   410 aa 342 aa 23.1 %
Echinococcus granulosus tachykinin peptides receptor 99D Adenosine A3 receptor   320 aa 297 aa 26.6 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 308 aa 20.5 %
Schistosoma mansoni biogenic amine (5HT) receptor Adenosine A2a receptor   410 aa 399 aa 28.1 %
Loa Loa (eye worm) hypothetical protein Adenosine A1 receptor   326 aa 300 aa 24.3 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 350 aa 24.9 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Adenosine A2a receptor   410 aa 352 aa 23.6 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Adenosine A2a receptor   410 aa 366 aa 25.4 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 311 aa 23.5 %
Schistosoma mansoni opsin-like receptor Adenosine A3 receptor   320 aa 300 aa 22.0 %
Echinococcus multilocularis neuropeptide receptor Adenosine A3 receptor   320 aa 282 aa 24.1 %
Schistosoma japonicum 5-hydroxytryptamine receptor 4, putative Adenosine A3 receptor   320 aa 311 aa 27.3 %
Loa Loa (eye worm) hypothetical protein Adenosine A3 receptor   320 aa 309 aa 24.9 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A3 receptor   320 aa 296 aa 27.0 %
Schistosoma japonicum ko:K04255 opsin 4 (melanopsin), putative Adenosine A3 receptor   320 aa 370 aa 21.4 %
Onchocerca volvulus Adenosine A2a receptor   410 aa 337 aa 23.1 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Adenosine A2a receptor   410 aa 346 aa 28.3 %
Echinococcus granulosus thyrotropin releasing hormone receptor Adenosine A2a receptor   410 aa 342 aa 23.1 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Adenosine A2a receptor   410 aa 340 aa 27.9 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A3 receptor   320 aa 332 aa 24.4 %
Echinococcus granulosus allatostatin A receptor Adenosine A2a receptor   410 aa 368 aa 22.6 %
Brugia malayi hypothetical protein Adenosine A1 receptor   326 aa 305 aa 21.0 %
Schistosoma japonicum Alpha-1A adrenergic receptor, putative Adenosine A3 receptor   320 aa 325 aa 24.9 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 282 aa 20.6 %
Schistosoma mansoni neuropeptide receptor Adenosine A3 receptor   320 aa 306 aa 23.5 %
Echinococcus multilocularis tachykinin peptides receptor 99D Adenosine A3 receptor   320 aa 297 aa 26.6 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Adenosine A1 receptor   326 aa 286 aa 22.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus chromobox protein 1 0.0069 0.2813 0.2397
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.0065 0.2549 0.2118
Leishmania major tyrosyl-DNA phosphodiesterase 1 0.0065 0.2549 0.5
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0138 0.7892 0.7171
Mycobacterium ulcerans epoxide hydrolase EphA 0.0162 0.9595 0.5
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0041 0.0821 1
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0065 0.2549 0.5
Loa Loa (eye worm) hypothetical protein 0.0138 0.7892 1
Echinococcus multilocularis chromobox protein 1 0.0069 0.2813 0.2397
Brugia malayi hypothetical protein 0.0087 0.4142 0.4852
Loa Loa (eye worm) heterochromatin protein 1 0.0069 0.2813 0.3564
Echinococcus granulosus chromobox protein 1 0.0069 0.2813 0.2397
Loa Loa (eye worm) hypothetical protein 0.0038 0.0608 0.077
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.0065 0.2549 0.323
Entamoeba histolytica tyrosyl-DNA phosphodiesterase, putative 0.0065 0.2549 0.5
Schistosoma mansoni eyes absent homolog 0.0087 0.4142 0.2137
Brugia malayi Tyrosyl-DNA phosphodiesterase family protein 0.0065 0.2549 0.2666
Brugia malayi Carboxylesterase family protein 0.0138 0.7892 1
Echinococcus multilocularis acetylcholinesterase 0.0138 0.7892 0.777
Trypanosoma brucei tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0065 0.2549 0.5
Schistosoma mansoni hypothetical protein 0.0167 1 1
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0065 0.2549 0.5
Schistosoma mansoni hypothetical protein 0.0167 1 1
Echinococcus granulosus carboxylesterase 5A 0.0138 0.7892 0.777
Loa Loa (eye worm) hypothetical protein 0.0087 0.4142 0.5248
Schistosoma mansoni chromobox protein 0.0069 0.2813 0.0354
Trichomonas vaginalis chromobox protein, putative 0.0041 0.0821 0.0969
Echinococcus multilocularis chromobox protein 1 0.0069 0.2813 0.2397
Trichomonas vaginalis chromobox protein, putative 0.0041 0.0821 0.0969
Brugia malayi Heterochromatin protein 1 0.0069 0.2813 0.3028
Loa Loa (eye worm) carboxylesterase 0.0138 0.7892 1
Trichomonas vaginalis chromobox protein, putative 0.0069 0.2813 1
Loa Loa (eye worm) hypothetical protein 0.0087 0.4142 0.5248
Echinococcus multilocularis carboxylesterase 5A 0.0138 0.7892 0.777
Loa Loa (eye worm) hypothetical protein 0.0138 0.7892 1
Echinococcus multilocularis geminin 0.0167 1 1
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.0065 0.2549 0.2118
Echinococcus multilocularis acetylcholinesterase 0.0138 0.7892 0.777
Echinococcus granulosus acetylcholinesterase 0.0138 0.7892 0.777
Mycobacterium tuberculosis Probable epoxide hydrolase EphA (epoxide hydratase) (arene-oxide hydratase) 0.0162 0.9595 0.5
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0038 0.0608 0.7399
Trichomonas vaginalis chromobox protein, putative 0.0069 0.2813 1
Echinococcus granulosus acetylcholinesterase 0.0138 0.7892 0.777
Loa Loa (eye worm) acetylcholinesterase 1 0.0138 0.7892 1
Brugia malayi Carboxylesterase family protein 0.0138 0.7892 1
Schistosoma mansoni chromobox protein 0.0069 0.2813 0.0354

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 53.8 nM Inhibition of binding of 1 nM [3H]-N-6-(phenylisopropyl)adenosine to adenosine A1 receptor in rat cortical membranes ChEMBL. 2754711
Ki (binding) = 53.8 nM Inhibition of binding of 1 nM [3H]-N-6-(phenylisopropyl)adenosine to adenosine A1 receptor in rat cortical membranes ChEMBL. 2754711
Ki (binding) = 315 nM Inhibition of binding of [3H]-5''-(N-ethylcarbamoyl)-adenosine to adenosine A2 receptor in rat striatal membranes ChEMBL. 2754711
Ki (binding) = 315 nM Inhibition of binding of [3H]-5''-(N-ethylcarbamoyl)-adenosine to adenosine A2 receptor in rat striatal membranes ChEMBL. 2754711
Ki (binding) = 0.0538 uM Displacement of [3H]-PIA from adenosine A1 receptors of rat brain membrane ChEMBL. 7932565
Ki (binding) = 0.0538 uM Displacement of [3H]-PIA from adenosine A1 receptors of rat brain membrane ChEMBL. 7932565
Ki (binding) = 0.226 uM Displacement of [3H]-CGS- 21680 from adenosine A2a receptors of rat striatal membrane ChEMBL. 7932565
Ki (binding) = 0.226 uM Displacement of [3H]-CGS- 21680 from adenosine A2a receptors of rat striatal membrane ChEMBL. 7932565
Ki (binding) = 6.77 uM Displacement of [125I]-AB-MECA from membranes of CHO cells stably transfected with the rat adenosine A3 receptor cDNA ChEMBL. 7932565
Ki (binding) = 6.77 uM Displacement of [125I]-AB-MECA from membranes of CHO cells stably transfected with the rat adenosine A3 receptor cDNA ChEMBL. 7932565
Ratio (binding) = 5.86 Inhibitory selectivity for A2 receptor in rat striatal membranes and A1 receptor in rat cortical membranes ChEMBL. 2754711
Ratio (binding) = 30 Ratio of selectivity for A3 and A2a receptors at rat brain ChEMBL. 7932565
Ratio (binding) = 126 Ratio of selectivity for A3 and A1 receptors at rat brain ChEMBL. 7932565

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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