Detailed information for compound 419369

Basic information

Technical information
  • TDR Targets ID: 419369
  • Name: methyl 1-(2-chloro-2-phenylethyl)-4-[2-(4-met hylphenyl)ethylamino]pyrazolo[3,4-b]pyridine- 5-carboxylate
  • MW: 448.945 | Formula: C25H25ClN4O2
  • H donors: 1 H acceptors: 3 LogP: 5.6 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)c1cnc2c(c1NCCc1ccc(cc1)C)cnn2CC(c1ccccc1)Cl
  • InChi: 1S/C25H25ClN4O2/c1-17-8-10-18(11-9-17)12-13-27-23-20-15-29-30(16-22(26)19-6-4-3-5-7-19)24(20)28-14-21(23)25(31)32-2/h3-11,14-15,22H,12-13,16H2,1-2H3,(H,27,28)
  • InChiKey: FFQHLGNJCHWFAD-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • methyl 1-(2-chloro-2-phenyl-ethyl)-4-[2-(p-tolyl)ethylamino]pyrazolo[3,4-b]pyridine-5-carboxylate
  • 1-(2-chloro-2-phenylethyl)-4-[2-(p-tolyl)ethylamino]-5-pyrazolo[3,4-b]pyridinecarboxylic acid methyl ester
  • methyl 1-(2-chloro-2-phenyl-ethyl)-4-[2-(4-methylphenyl)ethylamino]pyrazolo[3,4-b]pyridine-5-carboxylate
  • 1-(2-chloro-2-phenyl-ethyl)-4-[2-(p-tolyl)ethylamino]pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester
  • methyl 1-(2-chloro-2-phenylethyl)-4-[2-(4-methylphenyl)ethylamino]pyrazolo[4,5-e]pyridine-5-carboxylate
  • methyl 1-(2-chloro-2-phenyl-ethyl)-4-[2-(4-methylphenyl)ethylamino]pyrazolo[4,5-e]pyridine-5-carboxylate
  • 1-(2-chloro-2-phenylethyl)-4-[2-(4-methylphenyl)ethylamino]-5-pyrazolo[4,5-e]pyridinecarboxylic acid methyl ester
  • 1-(2-chloro-2-phenyl-ethyl)-4-[2-(4-methylphenyl)ethylamino]pyrazolo[4,5-e]pyridine-5-carboxylic acid methyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens adenosine A1 receptor Starlite/ChEMBL References
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 mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 277 aa 23.8 %
Loa Loa (eye worm) hypothetical protein Adenosine A1 receptor   326 aa 296 aa 22.6 %
Schistosoma mansoni opsin-like receptor Adenosine A1 receptor   326 aa 312 aa 22.1 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 311 aa 21.9 %
Schistosoma japonicum 5-hydroxytryptamine receptor 4, putative Adenosine A1 receptor   326 aa 301 aa 25.6 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Adenosine A1 receptor   326 aa 286 aa 22.7 %
Brugia malayi hypothetical protein adenosine A1 receptor 326 aa 305 aa 21.0 %
Loa Loa (eye worm) neuropeptide F receptor Adenosine A1 receptor   326 aa 316 aa 19.3 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A1 receptor   326 aa 312 aa 24.0 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Adenosine A1 receptor   326 aa 318 aa 22.3 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 326 aa 20.2 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A1 receptor   326 aa 331 aa 25.7 %
Echinococcus multilocularis allatostatin A receptor Adenosine A1 receptor   326 aa 306 aa 26.1 %
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 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 314 aa 21.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Probable thymidine phosphorylase DeoA (tdrpase) (pyrimidine phosphorylase) 0.1379 1 1
Echinococcus multilocularis thymidine phosphorylase 0.1379 1 1
Mycobacterium ulcerans thymidine phosphorylase 0.1379 1 1
Mycobacterium leprae Probable anthranilate phosphoribosyltransferase TrpD 0.0389 0.0532 0.5

Activities

Activity type Activity value Assay description Source Reference
Inhibition (binding) = 26 % Displacement of [3HCGS21680 from adenosine A2A receptor in bovine cerebral cortical membranes at 10 uM ChEMBL. 16279775
Inhibition (binding) = 26 % Displacement of [3HCGS21680 from adenosine A2A receptor in bovine cerebral cortical membranes at 10 uM ChEMBL. 16279775
Inhibition (binding) = 40 % Displacement of [3H]AB-MECA from human adenosine A3 receptor expressed in CHO cells at 10 uM ChEMBL. 16279775
Inhibition (binding) = 40 % Displacement of [3H]AB-MECA from human adenosine A3 receptor expressed in CHO cells at 10 uM ChEMBL. 16279775
Ki (binding) = -7.8 Displacement of [3H]DPCPX from human adenosine A1 receptor expressed in CHO cells ChEMBL. 16279775
Ki (binding) = 15 nM Displacement of [3H]DPCPX from adenosine A1 receptor in bovine cerebral cortical membranes ChEMBL. 16279775
Ki (binding) = 15 nM Displacement of [3H]DPCPX from adenosine A1 receptor in bovine cerebral cortical membranes ChEMBL. 16279775
Ki (binding) = 148 nM Displacement of [3H]DPCPX from human adenosine A1 receptor expressed in CHO cells ChEMBL. 16279775
Ki (binding) = 148 nM Displacement of [3H]DPCPX from human adenosine A1 receptor expressed in CHO cells ChEMBL. 16279775
Log Ki (binding) = 7.8 Displacement of [3H]DPCPX from human adenosine A1 receptor expressed in CHO cells ChEMBL. 16279775

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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