Detailed information for compound 422142

Basic information

Technical information
  • TDR Targets ID: 422142
  • Name: N-butyl-3-[(2-chlorophenyl)methyl]-5-phenyltr iazolo[4,5-d]pyrimidin-7-amine
  • MW: 392.885 | Formula: C21H21ClN6
  • H donors: 1 H acceptors: 4 LogP: 5.18 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCNc1nc(nc2c1nnn2Cc1ccccc1Cl)c1ccccc1
  • InChi: 1S/C21H21ClN6/c1-2-3-13-23-20-18-21(25-19(24-20)15-9-5-4-6-10-15)28(27-26-18)14-16-11-7-8-12-17(16)22/h4-12H,2-3,13-14H2,1H3,(H,23,24,25)
  • InChiKey: QLGJKNYVJWVZDX-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-butyl-3-[(2-chlorophenyl)methyl]-5-phenyl-triazolo[4,5-d]pyrimidin-7-amine
  • N-butyl-3-[(2-chlorophenyl)methyl]-5-phenyl-7-triazolo[4,5-d]pyrimidinamine
  • N-butyl-3-[(2-chlorophenyl)methyl]-5-phenyl-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine
  • butyl-[3-(2-chlorobenzyl)-5-phenyl-triazolo[4,5-d]pyrimidin-7-yl]amine
  • N-butyl-3-[(2-chlorophenyl)methyl]-5-phenyltriazolo[4,5-e]pyrimidin-7-amine
  • N-butyl-3-[(2-chlorophenyl)methyl]-5-phenyl-triazolo[4,5-e]pyrimidin-7-amine
  • N-butyl-3-[(2-chlorophenyl)methyl]-5-phenyl-7-triazolo[4,5-e]pyrimidinamine
  • butyl-[3-(2-chlorobenzyl)-5-phenyl-triazolo[4,5-e]pyrimidin-7-yl]amine
  • N-butyl-3-[(2-chlorophenyl)methyl]-5-phenyl-[1,2,3]triazolo[4,5-e]pyrimidin-7-amine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Bos taurus 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
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Adenosine A1 receptor   326 aa 318 aa 22.3 %
Schistosoma japonicum 5-hydroxytryptamine receptor 4, putative Adenosine A1 receptor   326 aa 301 aa 25.6 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A1 receptor   326 aa 312 aa 24.0 %
Loa Loa (eye worm) hypothetical protein Adenosine A1 receptor   326 aa 296 aa 22.6 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 277 aa 23.8 %
Echinococcus multilocularis allatostatin A receptor Adenosine A1 receptor   326 aa 306 aa 26.1 %
Schistosoma mansoni opsin-like receptor Adenosine A1 receptor   326 aa 312 aa 22.1 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Adenosine A1 receptor   326 aa 286 aa 22.7 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 326 aa 20.2 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 311 aa 21.9 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 314 aa 21.7 %
Loa Loa (eye worm) neuropeptide F receptor Adenosine A1 receptor   326 aa 316 aa 19.3 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A1 receptor   326 aa 331 aa 25.7 %
Brugia malayi hypothetical protein Adenosine A1 receptor   326 aa 311 aa 21.9 %
Schistosoma mansoni opsin-like receptor Adenosine A1 receptor   326 aa 315 aa 23.8 %
Echinococcus granulosus allatostatin A receptor Adenosine A1 receptor   326 aa 304 aa 25.3 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 307 aa 21.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni hypothetical protein 0.0064 0.3137 0.3137
Brugia malayi glutamine synthetase 0.0047 0.1397 0.1954
Schistosoma mansoni retinoic acid receptor RXR 0.0043 0.0975 0.0975
Schistosoma mansoni thyroid hormone receptor 0.0043 0.0975 0.0975
Brugia malayi SWIB/MDM2 domain containing protein 0.0064 0.3137 1
Wolbachia endosymbiont of Brugia malayi glutamine synthetase 0.0033 0 0.5
Onchocerca volvulus 0.0064 0.3137 0.5085
Echinococcus granulosus SWI:SNF matrix associated 0.0064 0.3137 0.2396
Toxoplasma gondii glutamine synthetase, type I, putative 0.0085 0.5227 1
Schistosoma mansoni hypothetical protein 0.0064 0.3137 0.3137
Trichomonas vaginalis conserved hypothetical protein 0.0064 0.3137 1
Echinococcus multilocularis Upstream activation factor subunit UAF30 0.0064 0.3137 0.2396
Schistosoma mansoni thyroid hormone receptor 0.0043 0.0975 0.0975
Echinococcus multilocularis SWI:SNF matrix associated 0.0064 0.3137 0.2396
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0043 0.0975 0.0975
Echinococcus multilocularis SWI:SNF matrix associated 0.0064 0.3137 0.2396
Trypanosoma cruzi glutamine synthetase, putative 0.0132 1 0.5
Schistosoma mansoni steroid hormone receptor ad4bp 0.0043 0.0975 0.0975
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0043 0.0975 0.0975
Leishmania major glutamine synthetase, putative 0.0132 1 0.5
Mycobacterium leprae PROBABLE GLUTAMINE SYNTHETASE GLNA2 (GLUTAMINE SYNTHASE) (GS-II) 0.0085 0.5227 0.5
Loa Loa (eye worm) brahma associated protein 0.0064 0.3137 0.5085
Schistosoma mansoni RAR-like nuclear receptor 0.0043 0.0975 0.0975
Mycobacterium ulcerans glutamine synthetase GlnA1 0.0085 0.5227 1
Echinococcus granulosus Upstream activation factor subunit UAF30 0.0064 0.3137 0.2396
Schistosoma mansoni nuclear hormone receptor 0.0043 0.0975 0.0975
Loa Loa (eye worm) Gln-2 protein 0.0085 0.5227 1
Chlamydia trachomatis SWIB complex protein 0.0064 0.3137 0.5
Onchocerca volvulus Glutamine synthetase homolog 0.0085 0.5227 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0043 0.0975 0.0975
Trypanosoma cruzi glutamine synthetase, putative 0.0132 1 0.5
Brugia malayi brahma associated protein 60 kDa 0.0064 0.3137 1
Schistosoma mansoni brg-1 associated factor 0.0064 0.3137 0.3137
Brugia malayi brahma associated protein 60 kDa 0.0064 0.3137 1
Entamoeba histolytica glutamine synthetase, putative 0.0033 0 0.5
Echinococcus multilocularis glutamine synthetase 0.0132 1 1
Schistosoma mansoni coup transcription factor 0.0043 0.0975 0.0975
Trypanosoma brucei glutamine synthetase, putative 0.0132 1 0.5
Plasmodium falciparum glutamine synthetase, putative 0.0085 0.5227 1
Schistosoma mansoni hypothetical protein 0.0064 0.3137 0.3137
Chlamydia trachomatis DNA topoisomerase I 0.0064 0.3137 0.5
Schistosoma mansoni glutamine synthetase 1 2 (glutamate-amonia ligase) (gs) 0.0132 1 1
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0043 0.0975 0.0975
Plasmodium vivax glutamine synthetase, putative 0.0085 0.5227 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0043 0.0975 0.0975
Entamoeba histolytica glutamine synthetase, putative 0.0033 0 0.5
Mycobacterium tuberculosis Probable glutamine synthetase GlnA2 (glutamine synthase) (GS-II) 0.0085 0.5227 1
Echinococcus multilocularis SWI:SNF matrix associated 0.0064 0.3137 0.2396
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0043 0.0975 0.0975
Mycobacterium ulcerans glutamine synthetase 0.0085 0.5227 1
Loa Loa (eye worm) SWIB/MDM2 domain-containing protein 0.0064 0.3137 0.5085

Activities

Activity type Activity value Assay description Source Reference
Inhibition (binding) < 50 % Displacement of [3H]ZM241385 from human recombinant adenosine A2A receptor expressed in CHO cells at 1 uM ChEMBL. 17028066
Inhibition (binding) < 50 % Displacement of [3H]NECA from human recombinant adenosine A3 receptor expressed in CHO cells at 1 uM ChEMBL. 17028066
Inhibition (binding) < 50 % Displacement of [3H]ZM241385 from human recombinant adenosine A2A receptor expressed in CHO cells at 1 uM ChEMBL. 17028066
Inhibition (binding) < 50 % Displacement of [3H]NECA from human recombinant adenosine A3 receptor expressed in CHO cells at 1 uM ChEMBL. 17028066
Ki (binding) = 1.1024 Binding affinity to bovine adenosine A1 receptor ChEMBL. 17418915
Ki (binding) = 79 nM Displacement of [3H]DPCPX from bovine cerbral cortex adenosine A1 receptor ChEMBL. 17028066
Ki (binding) = 79 nM Displacement of [3H]DPCPX from bovine cerbral cortex adenosine A1 receptor ChEMBL. 17028066

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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