Detailed information for compound 181505

Basic information

Technical information
  • TDR Targets ID: 181505
  • Name: diethyl 2,4-dimethyl-6-phenylpyridine-3,5-dic arboxylate
  • MW: 327.374 | Formula: C19H21NO4
  • H donors: 0 H acceptors: 3 LogP: 3.72 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)c1c(nc(c(c1C)C(=O)OCC)C)c1ccccc1
  • InChi: 1S/C19H21NO4/c1-5-23-18(21)15-12(3)16(19(22)24-6-2)17(20-13(15)4)14-10-8-7-9-11-14/h7-11H,5-6H2,1-4H3
  • InChiKey: FFBUJODBLJEOGU-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • diethyl 2,4-dimethyl-6-phenyl-pyridine-3,5-dicarboxylate
  • 2,4-dimethyl-6-phenylpyridine-3,5-dicarboxylic acid diethyl ester
  • 2,4-dimethyl-6-phenyl-pyridine-3,5-dicarboxylic acid diethyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens adenosine A3 receptor Starlite/ChEMBL References
Rattus norvegicus 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 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 %
Loa Loa (eye worm) hypothetical protein Adenosine A1 receptor   326 aa 300 aa 24.3 %
Echinococcus granulosus thyrotropin releasing hormone receptor Adenosine A1 receptor   326 aa 321 aa 23.1 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A1 receptor   326 aa 327 aa 24.8 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Adenosine A1 receptor   326 aa 286 aa 22.7 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 311 aa 21.2 %
Echinococcus granulosus neuropeptide receptor Adenosine A1 receptor   326 aa 299 aa 22.4 %
Echinococcus granulosus allatostatin A receptor Adenosine A1 receptor   326 aa 303 aa 24.1 %
Loa Loa (eye worm) neuropeptide F receptor Adenosine A1 receptor   326 aa 316 aa 19.9 %
Echinococcus multilocularis neuropeptide receptor Adenosine A1 receptor   326 aa 299 aa 22.4 %
Echinococcus multilocularis 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 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 304 aa 21.1 %
Brugia malayi hypothetical protein Adenosine A1 receptor   326 aa 305 aa 21.0 %
Schistosoma japonicum 5-hydroxytryptamine receptor 4, putative Adenosine A1 receptor   326 aa 286 aa 26.9 %
Schistosoma mansoni dro/myosuppressin receptor Adenosine A1 receptor   326 aa 326 aa 22.1 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 323 aa 20.7 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A1 receptor   326 aa 317 aa 24.6 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 306 aa 21.2 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 274 aa 22.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans hypothetical protein 0.0147 0.2778 1
Plasmodium falciparum glutamyl-tRNA(Gln) amidotransferase subunit A 0.0023 0 0.5
Trypanosoma brucei fatty-acid amide hydrolase, putative 0.0023 0 0.5
Echinococcus granulosus fatty acid amide hydrolase 1 0.0187 0.3671 1
Leishmania major hypothetical protein, conserved 0.0023 0 0.5
Mycobacterium leprae PROBABLE ADENOSYLMETHIONINE-8-AMINO-7-OXONONANOATE AMINOTRANSFERASE BIOA 0.0147 0.2778 1
Loa Loa (eye worm) pax transcription factor protein 2 0.047 1 1
Onchocerca volvulus 0.047 1 0.5
Chlamydia trachomatis glutamyl-tRNA(Gln) amidotransferase subunit A 0.0023 0 0.5
Mycobacterium tuberculosis Probable aminotransferase 0.0147 0.2778 1
Trypanosoma cruzi amidase, putative 0.0023 0 0.5
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0187 0.3671 1
Mycobacterium tuberculosis Adenosylmethionine-8-amino-7-oxononanoate aminotransferase BioA 0.0147 0.2778 1
Wolbachia endosymbiont of Brugia malayi aspartyl/glutamyl-tRNA amidotransferase subunit A 0.0023 0 0.5
Treponema pallidum aspartyl/glutamyl-tRNA amidotransferase subunit A 0.0023 0 0.5
Schistosoma mansoni amidase 0.0187 0.3671 1
Trypanosoma cruzi amidase, putative 0.0023 0 0.5
Brugia malayi amidase 0.0187 0.3671 0.3671
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0187 0.3671 1
Mycobacterium ulcerans adenosylmethionine-8-amino-7-oxononanoate aminotransferase 0.0147 0.2778 1
Loa Loa (eye worm) hypothetical protein 0.0187 0.3671 0.3671
Plasmodium vivax glutamyl-tRNA(Gln) amidotransferase subunit A, putative 0.0023 0 0.5
Echinococcus granulosus fatty acid amide hydrolase 1 0.0187 0.3671 1
Schistosoma mansoni fatty-acid amide hydrolase 0.0187 0.3671 1
Trichomonas vaginalis acetylornithine aminotransferase, putative 0.0147 0.2778 0.5

Activities

Activity type Activity value Assay description Source Reference
Inhibition (binding) = 4.47 % Binding affinity towards adenosine A3 receptor by measuring its ability to displace [125I]-AB-MECA binding to membranes prepared from HEK-293 cells ChEMBL. 9703464
Inhibition (binding) = 4.47 % Binding affinity towards adenosine A3 receptor by measuring its ability to displace [125I]-AB-MECA binding to membranes prepared from HEK-293 cells ChEMBL. 9703464
Inhibition (binding) = 7.41 % Binding affinity towards adenosine A1 receptor by measuring its ability to displace [3H]-R-PIA in rat brain membranes at a concentration of 10e-4 M ChEMBL. 9703464
Inhibition (binding) = 7.41 % Binding affinity towards adenosine A1 receptor by measuring its ability to displace [3H]-R-PIA in rat brain membranes at a concentration of 10e-4 M ChEMBL. 9703464
Inhibition (binding) = 28.4 % Binding affinity towards adenosine A2A receptor by measuring its ability to displace [3H]-CGS- 21680 in rat striatal membranes at a concentration of 10e-4 M ChEMBL. 9703464
Inhibition (binding) = 28.4 % Binding affinity towards adenosine A2A receptor by measuring its ability to displace [3H]-CGS- 21680 in rat striatal membranes at a concentration of 10e-4 M ChEMBL. 9703464
Ki (binding) = 4500 nM Displacement of [3H]MRE 3008F20 from human adenosine A3 receptor expressed in CHO cells ChEMBL. 16821770
Ki (binding) = 4500 nM Displacement of [3H]MRE 3008F20 from human adenosine A3 receptor expressed in CHO cells ChEMBL. 16821770
Ki (binding) = 4.47 uM Inhibition of [125I]- AB-MECA binding to human Adenosine A3 recptors expressed in HEK cells ChEMBL. 8917655
Ki (binding) = 4.47 uM Inhibition of [125I]- AB-MECA binding to human Adenosine A3 recptors expressed in HEK cells ChEMBL. 8917655
Ki (binding) = 7.41 uM Binding affinity against adenosine A1 receptor in rat cerebral cortex membrane by radioligand binding assay using [3H]-(R)-PIA. ChEMBL. 8917655
Ki (binding) = 7.41 uM Binding affinity against adenosine A1 receptor in rat cerebral cortex membrane by radioligand binding assay using [3H]-(R)-PIA. ChEMBL. 8917655
Ki (binding) = 28.4 uM Displacement of [3H]-CGS- 21680 from Adenosine A2A receptor of rat striatal membrane ChEMBL. 8917655
Ki (binding) = 28.4 uM Displacement of [3H]-CGS- 21680 from Adenosine A2A receptor of rat striatal membrane ChEMBL. 8917655
Log Ki (binding) = 5.35 uM Displacement of specific [125 I]AB-MECA binding at human Adenosine A3 receptor expressed in HEK cells ChEMBL. 10052977
Log Ki (binding) = 5.35 uM Displacement of specific [125 I]AB-MECA binding at human Adenosine A3 receptor expressed in HEK cells ChEMBL. 10052977
Ratio (binding) = 1.7 Selectivity for binding affinity towards A1 adenosine receptor in rat brain membrane and human A3 receptor expressed in HEK cells ChEMBL. 9703464
Selectivity ratio (binding) = 1.7 Relative affinities for rat adenosine A1 and human adenosine A3 receptors ChEMBL. 8917655

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.
 
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External resources for this compound

Bibliographic References

4 literature references were collected for this gene.

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