Detailed information for compound 30883

Basic information

Technical information
  • TDR Targets ID: 30883
  • Name: 1,3-bis(prop-2-enyl)-7H-purine-2,6-dione
  • MW: 232.239 | Formula: C11H12N4O2
  • H donors: 1 H acceptors: 3 LogP: 0.9 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: C=CCn1c(=O)n(CC=C)c2c(c1=O)nc[nH]2
  • InChi: 1S/C11H12N4O2/c1-3-5-14-9-8(12-7-13-9)10(16)15(6-4-2)11(14)17/h3-4,7H,1-2,5-6H2,(H,12,13)
  • InChiKey: NUZFZZOVBJUJQN-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1,3-diallyl-7H-purine-2,6-dione
  • 1,3-diallyl-7H-purine-2,6-quinone
  • 1,3-di(prop-2-enyl)-7H-purine-2,6-dione

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens adenosine A2b receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A1 receptor Starlite/ChEMBL References
Homo sapiens adenosine A2a receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A2 receptor Starlite/ChEMBL References
Cavia porcellus 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 A1 receptor   326 aa 274 aa 22.6 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A1 receptor   326 aa 317 aa 24.6 %
Schistosoma japonicum ko:K04255 opsin 4 (melanopsin), putative Adenosine A2a receptor   409 aa 355 aa 20.6 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Adenosine A1 receptor   326 aa 286 aa 22.7 %
Onchocerca volvulus Adenosine A2 receptor   410 aa 337 aa 23.1 %
Schistosoma mansoni dro/myosuppressin receptor Adenosine A1 receptor   326 aa 326 aa 22.1 %
Brugia malayi hypothetical protein Adenosine A1 receptor   326 aa 305 aa 21.0 %
Echinococcus granulosus thyrotropin releasing hormone receptor Adenosine A1 receptor   326 aa 321 aa 23.1 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Adenosine A2a receptor   409 aa 380 aa 24.7 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 311 aa 21.2 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A1 receptor   326 aa 327 aa 24.8 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 304 aa 21.1 %
Echinococcus granulosus neuropeptide receptor Adenosine A1 receptor   326 aa 299 aa 22.4 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Adenosine A2a receptor   409 aa 356 aa 27.5 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 323 aa 20.7 %
Echinococcus granulosus allatostatin A receptor Adenosine A1 receptor   326 aa 303 aa 24.1 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Adenosine A1 receptor   326 aa 321 aa 22.7 %
Schistosoma japonicum 5-hydroxytryptamine receptor 4, putative Adenosine A1 receptor   326 aa 286 aa 26.9 %
Schistosoma mansoni biogenic amine (5HT) receptor Adenosine A2a receptor   409 aa 446 aa 26.0 %
Echinococcus multilocularis neuropeptide receptor Adenosine A1 receptor   326 aa 299 aa 22.4 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Adenosine A2a receptor   409 aa 453 aa 25.4 %
Loa Loa (eye worm) neuropeptide F receptor Adenosine A1 receptor   326 aa 316 aa 19.9 %
Loa Loa (eye worm) hypothetical protein Adenosine A1 receptor   326 aa 300 aa 24.3 %
Brugia malayi follicle stimulating hormone receptor adenosine A2a receptor 412 aa 336 aa 22.3 %
Echinococcus multilocularis allatostatin A receptor Adenosine A1 receptor   326 aa 303 aa 24.1 %
Schistosoma japonicum Alpha-1A adrenergic receptor, putative Adenosine A1 receptor   326 aa 295 aa 28.1 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Adenosine A1 receptor   326 aa 315 aa 21.6 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 306 aa 21.2 %
Onchocerca volvulus Adenosine A2a receptor   409 aa 350 aa 23.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase 0.2676 1 0.5
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase 0.2676 1 0.5
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.1255 0.0976 1
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase 0.2676 1 1
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.1255 0.0976 1
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.1255 0.0976 1
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase 0.2676 1 0.5
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) 0.2676 1 1
Loa Loa (eye worm) hypothetical protein 0.2676 1 1
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.2676 1 0.5
Giardia lamblia 3-hydroxy-3-methylglutaryl-coenzyme A reductase 0.1255 0.0976 0.5
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.2676 1 0.5
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase 0.2676 1 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 1330 nM Binding affinity at human Adenosine A2B receptor expressed in HEK-293 cells, using [125I]-ABOPX as radioligand ChEMBL. 12014951
Ki (binding) = 1330 nM Binding affinity at human Adenosine A2B receptor expressed in HEK-293 cells, using [125I]-ABOPX as radioligand ChEMBL. 12014951
Ki (functional) = 0.82 uM Inhibition of adenosine stimulated accumulation of cyclic AMP at Adenosine A2 receptor of VA13 fibroblasts of rat ChEMBL. 3172141
Ki (functional) = 0.82 uM Inhibition of adenosine stimulated accumulation of cyclic AMP at Adenosine A2 receptor of VA13 fibroblasts of rat ChEMBL. 3172141
Ki (functional) = 5 uM Compound was evaluated for its ability to antagonise cyclic [3H]-AMP accumulation in [3H]-adenine-labeled guinea pig cerebral cortical slices. ChEMBL. 3806581
Ki (functional) = 5 uM Inhibition of 2-CADO-stimulated adenylate cyclase at Adenosine A2 receptor in guinea pig cerebral cortical slices ChEMBL. 3172141
Ki (functional) = 5 uM Compound was evaluated for its ability to antagonise cyclic [3H]-AMP accumulation in [3H]-adenine-labeled guinea pig cerebral cortical slices. ChEMBL. 3806581
Ki (functional) = 5 uM Inhibition of 2-CADO-stimulated adenylate cyclase at Adenosine A2 receptor in guinea pig cerebral cortical slices ChEMBL. 3172141
Ki (binding) = 10 uM Binding affinity at Adenosine A1 receptor in rat brain cortical membrane using [3H]-N6-R-phenylisopropyladenosine (R-PIA) as radioligand ChEMBL. 8230124
Ki (binding) = 10 uM Ability to inhibit binding of 1 nM [3H]-cyclohexyladenosine to adenosine A1 receptor in rat cerebral cortical membranes ChEMBL. 3806581
Ki (binding) = 10 uM Binding of 1 nM [3H]-CHA to Adenosine A1 receptor of rat cerebral cortical membranes ChEMBL. 3172141
Ki (binding) = 10 uM Binding affinity at Adenosine A1 receptor in rat brain cortical membrane using [3H]-N6-R-phenylisopropyladenosine (R-PIA) as radioligand ChEMBL. 8230124
Ki (binding) = 10 uM Ability to inhibit binding of 1 nM [3H]-cyclohexyladenosine to adenosine A1 receptor in rat cerebral cortical membranes ChEMBL. 3806581
Ki (binding) = 10 uM Binding of 1 nM [3H]-CHA to Adenosine A1 receptor of rat cerebral cortical membranes ChEMBL. 3172141
Ki (binding) = 20 uM Binding affinity against Adenosine A2 receptor in rat striatal membranes using [3H]-5''-N-ethylcarboxamidoadenosine (NECA) as the ligand ChEMBL. 8230124
Ki (binding) = 20 uM Binding affinity against Adenosine A2 receptor in rat striatal membranes using [3H]-5''-N-ethylcarboxamidoadenosine (NECA) as the ligand ChEMBL. 8230124
Selectivity ratio (binding) = 2 Selectivity was expressed as the ratio is Ki of adenosine A1 receptor to that of adenosine A2 receptor ChEMBL. 3806581

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

4 literature references were collected for this gene.

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