Detailed information for compound 331358

Basic information

Technical information
  • TDR Targets ID: 331358
  • Name: 4-benzyl-7-methyl-2-propyl-8H-purino[7,8-a]py rrole-1,3-dione
  • MW: 336.388 | Formula: C19H20N4O2
  • H donors: 0 H acceptors: 3 LogP: 2.37 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCn1c(=O)n(Cc2ccccc2)c2c(c1=O)n1CC(=Cc1n2)C
  • InChi: 1S/C19H20N4O2/c1-3-9-21-18(24)16-17(20-15-10-13(2)11-22(15)16)23(19(21)25)12-14-7-5-4-6-8-14/h4-8,10H,3,9,11-12H2,1-2H3
  • InChiKey: HMQNPUFPJRTPMX-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 7-methyl-4-(phenylmethyl)-2-propyl-8H-purino[7,8-a]pyrrole-1,3-dione
  • 4-benzyl-7-methyl-2-propyl-8H-purino[7,8-a]pyrrole-1,3-quinone
  • 4-(benzyl)-7-methyl-2-propyl-8H-purino[7,8-a]pyrrole-1,3-quinone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens adenosine A2a receptor Starlite/ChEMBL References
Homo sapiens adenosine A3 receptor Starlite/ChEMBL References
Homo sapiens adenosine A2b receptor Starlite/ChEMBL References
Homo sapiens adenosine A1 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 hypothetical protein adenosine A1 receptor 326 aa 305 aa 21.0 %
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
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0157 0.4364 1
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0035 0.0395 0.0739
Trichomonas vaginalis sucrase-isomaltase, putative 0.0035 0.0395 1
Schistosoma mansoni alpha glucosidase 0.0035 0.0395 0.0395
Plasmodium falciparum flap endonuclease 1 0.0025 0.0078 0.5
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0026 0.009 0.0012
Brugia malayi Glycosyl hydrolases family 31 protein 0.0035 0.0395 0.0739
Echinococcus granulosus lysosomal alpha glucosidase 0.0157 0.4364 0.4319
Treponema pallidum amino acid ABC transporter, periplasmic binding protein (hisJ) 0.0043 0.0665 0.5
Onchocerca volvulus 0.0091 0.2213 0.5
Trichomonas vaginalis maltase-glucoamylase, putative 0.0035 0.0395 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0709 0.0636
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0709 0.0636
Echinococcus multilocularis glutamate receptor 2 0.0026 0.009 0.0012
Toxoplasma gondii glycosyl hydrolase, family 31 protein 0.0035 0.0395 1
Echinococcus granulosus glutamate receptor 2 0.0026 0.009 0.0012
Trichomonas vaginalis alpha-glucosidase, putative 0.0035 0.0395 1
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0035 0.0395 1
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0026 0.009 0.0012
Brugia malayi Glycosyl hydrolases family 31 protein 0.0157 0.4364 1
Chlamydia trachomatis arginine ABC transporter substrate-binding protein ArtJ 0.0043 0.0665 0.5
Mycobacterium ulcerans glutamine-binding lipoprotein GlnH 0.0043 0.0665 0.5
Chlamydia trachomatis glutamine binding protein 0.0043 0.0665 0.5
Trichomonas vaginalis alpha-glucosidase, putative 0.0035 0.0395 1
Giardia lamblia Flap structure-specific endonuclease 0.0025 0.0078 0.5
Echinococcus multilocularis glutamate receptor NMDA 0.0179 0.5072 0.5033
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0709 0.0709
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0026 0.009 0.0012
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0026 0.009 0.0012
Schistosoma mansoni alpha-glucosidase 0.0135 0.3654 0.3654
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0709 0.0636
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0045 0.0709 0.1471
Echinococcus multilocularis lysosomal alpha glucosidase 0.0157 0.4364 0.4319
Loa Loa (eye worm) transcription factor SMAD2 0.0115 0.3001 0.6819
Trichomonas vaginalis alpha-glucosidase, putative 0.0035 0.0395 1
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0035 0.0395 1
Leishmania major alpha glucosidase II subunit, putative 0.0035 0.0395 1
Trichomonas vaginalis alpha-glucosidase, putative 0.0035 0.0395 1
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.0035 0.0395 1
Echinococcus multilocularis neutral alpha glucosidase AB 0.0035 0.0395 0.0319
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0709 0.0709
Echinococcus granulosus glutamate receptor NMDA 0.0179 0.5072 0.5033
Loa Loa (eye worm) MH2 domain-containing protein 0.0115 0.3001 0.6819
Echinococcus multilocularis nmda type glutamate receptor 0.0188 0.5353 0.5316
Echinococcus multilocularis geminin 0.0331 1 1
Echinococcus granulosus nmda type glutamate receptor 0.0239 0.7022 0.6998
Echinococcus multilocularis nmda type glutamate receptor 0.0239 0.7022 0.6998
Schistosoma mansoni hypothetical protein 0.0331 1 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0026 0.009 0.0012
Schistosoma mansoni hypothetical protein 0.0331 1 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0045 0.0709 0.1471
Echinococcus granulosus nmda type glutamate receptor 0.0188 0.5353 0.5316
Echinococcus multilocularis lysosomal alpha glucosidase 0.0157 0.4364 0.4319
Mycobacterium tuberculosis Probable glutamine-binding lipoprotein GlnH (GLNBP) 0.0043 0.0665 0.5
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.006 0.1212 0.1143
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0026 0.009 0.0012
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0709 0.0709
Trichomonas vaginalis alpha-glucosidase, putative 0.0035 0.0395 1
Schistosoma mansoni glutamate receptor NMDA 0.0205 0.59 0.59
Treponema pallidum amino acid ABC transporter, periplasmic binding protein 0.0043 0.0665 0.5
Echinococcus granulosus neutral alpha glucosidase AB 0.0035 0.0395 0.0319
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0709 0.0636
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0.0395 1
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.0035 0.0395 1
Brugia malayi MH2 domain containing protein 0.0115 0.3001 0.6819
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0026 0.009 0.0012
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0.0395 1
Plasmodium vivax flap endonuclease 1, putative 0.0025 0.0078 0.5
Trypanosoma brucei glucosidase, putative 0.0035 0.0395 1
Schistosoma mansoni alpha-glucosidase 0.0135 0.3654 0.3654
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0026 0.009 0.0012

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 400 nM Inhibition of 100 nM NECA-stimulated cAMP production in CHO cells expressing human adenosine A2B receptor ChEMBL. 16000006
IC50 (functional) = 400 nM Inhibition of 100 nM NECA-stimulated cAMP production in CHO cells expressing human adenosine A2B receptor ChEMBL. 16000006
IC50 (functional) = 400 nM Antagonist activity at human cloned adenosine A2B cells expressed in CHO cells assessed as inhibition of NECA-stimulated cAMP production ChEMBL. 19006671
Ki (binding) = 8 nM Inhibition of [3H]-MRE3008-F20 binding to human adenosine A3 receptor expressed in CHO cells ChEMBL. 16000006
Ki (binding) = 8 nM Inhibition of [3H]-MRE3008-F20 binding to human adenosine A3 receptor expressed in CHO cells ChEMBL. 16000006
Ki (binding) = 8 nM Displacement of [3H]MRE3008F20 from human cloned adenosine A3 receptor expressed in CHO cells ChEMBL. 19006671
Ki (binding) > 1000 nM Inhibition of [3H]-DPCPX binding to human adenosine A1 receptor expressed in CHO cells ChEMBL. 16000006
Ki (binding) > 1000 nM Inhibition of [3H]-ZM 241385 binding to human adenosine A2a receptor expressed in CHO cells ChEMBL. 16000006
Ki (binding) > 1000 nM Inhibition of [3H]-DPCPX binding to human adenosine A1 receptor expressed in CHO cells ChEMBL. 16000006
Ki (binding) > 1000 nM Inhibition of [3H]-ZM 241385 binding to human adenosine A2a receptor expressed in CHO cells ChEMBL. 16000006
Ki (binding) > 1000 nM Displacement of [3H]DPCPX from human cloned adenosine A1 receptor expressed in CHO cells ChEMBL. 19006671
Ki (binding) > 1000 nM Displacement of [3H]ZM241385 from human cloned adenosine A2A receptor expressed in CHO cells ChEMBL. 19006671
Selectivity (binding) = 50 Relative binding affinity for human adenosine A2b and A3 receptors ChEMBL. 16000006
Selectivity (binding) > 125 Relative binding affinity for human adenosine A1 and A3 receptors ChEMBL. 16000006
Selectivity (binding) > 125 Relative binding affinity for human adenosine A2a and A3 receptors ChEMBL. 16000006

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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