Detailed information for compound 347835

Basic information

Technical information
  • TDR Targets ID: 347835
  • Name: (2S,3S,4R,5R)-5-[2-chloro-6-[(2-methylphenyl) methylamino]purin-9-yl]-N-ethyl-3,4-dihydroxy thiolane-2-carboxamide
  • MW: 462.953 | Formula: C20H23ClN6O3S
  • H donors: 4 H acceptors: 6 LogP: 2.74 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCNC(=O)[C@H]1S[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(Cl)nc2NCc1ccccc1C
  • InChi: 1S/C20H23ClN6O3S/c1-3-22-18(30)15-13(28)14(29)19(31-15)27-9-24-12-16(25-20(21)26-17(12)27)23-8-11-7-5-4-6-10(11)2/h4-7,9,13-15,19,28-29H,3,8H2,1-2H3,(H,22,30)(H,23,25,26)/t13-,14+,15-,19+/m0/s1
  • InChiKey: USHRPXXEHVORLX-QCUYGVNKSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S,3S,4R,5R)-5-[2-chloro-6-(o-tolylmethylamino)purin-9-yl]-N-ethyl-3,4-dihydroxy-tetrahydrothiophene-2-carboxamide
  • (2S,3S,4R,5R)-5-[2-chloro-6-(o-tolylmethylamino)-9-purinyl]-N-ethyl-3,4-dihydroxy-2-tetrahydrothiophenecarboxamide
  • (2S,3S,4R,5R)-5-[2-chloro-6-[(2-methylphenyl)methylamino]purin-9-yl]-N-ethyl-3,4-dihydroxy-thiolane-2-carboxamide
  • (2S,3S,4R,5R)-5-[2-chloro-6-[(2-methylbenzyl)amino]purin-9-yl]-N-ethyl-3,4-dihydroxy-tetrahydrothiophene-2-carboxamide
  • (2S,3S,4R,5R)-5-[2-chloro-6-[(2-methylphenyl)methylamino]purin-9-yl]-N-ethyl-3,4-dihydroxy-tetrahydrothiophene-2-carboxamide
  • (2S,3S,4R,5R)-5-[2-chloro-6-[(2-methylphenyl)methylamino]-9-purinyl]-N-ethyl-3,4-dihydroxy-2-tetrahydrothiophenecarboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens adenosine A3 receptor Starlite/ChEMBL References
Homo sapiens adenosine A2a 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 follicle stimulating hormone receptor adenosine A2a receptor 412 aa 336 aa 22.3 %
Brugia malayi hypothetical protein adenosine A1 receptor 326 aa 305 aa 21.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Leishmania major hypothetical protein, conserved 0.0394 0 0.5
Treponema pallidum methylated-DNA-protein-cysteine S-methyltransferase (dat) 0.0394 0 0.5
Mycobacterium ulcerans methylated-DNA--protein-cysteine methyltransferase Ogt 0.1197 1 0.5
Trypanosoma cruzi O-6 methyl-guanine alkyl transferase, putative 0.0394 0 0.5
Trypanosoma cruzi O-6 methyl-guanine alkyl transferase, putative 0.0394 0 0.5
Mycobacterium tuberculosis Methylated-DNA--protein-cysteine methyltransferase Ogt (6-O-methylguanine-DNA methyltransferase) (O-6-methylguanine-DNA-alkyltra 0.1197 1 0.5
Trichomonas vaginalis methylated-DNA--protein-cysteine methyltransferase, putative 0.0394 0 0.5
Chlamydia trachomatis methylated-DNA protein-cysteine methyltransferase 0.0394 0 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 112 % Maximal agonistic effect at human adenosine A3 receptor in CHO cells at 10 uM by inhibition of forskolin-stimulated cAMP prodution ChEMBL. 16392812
Activity (functional) = 112 % Maximal agonistic effect at human adenosine A3 receptor in CHO cells at 10 uM by inhibition of forskolin-stimulated cAMP prodution ChEMBL. 16392812
Ki (binding) = 2.5 nM Displacement of [125I]AB-MECA from human adenosine A3 receptor transfected in CHO cells ChEMBL. 16392812
Ki (binding) = 2.5 nM Displacement of [125I]AB-MECA from human adenosine A3 receptor transfected in CHO cells ChEMBL. 16392812
Ki (binding) = 75.8 nM Displacement of [3H]R-PIA from human adenosine A1 receptor transfected in CHO cells ChEMBL. 16392812
Ki (binding) = 75.8 nM Displacement of [3H]R-PIA from human adenosine A1 receptor transfected in CHO cells ChEMBL. 16392812
Ki (binding) = 429 nM Displacement of [3H]CGS21680 from human adenosine A2A receptor transfected in HEK293 cells ChEMBL. 16392812
Ki (binding) = 429 nM Displacement of [3H]CGS21680 from human adenosine A2A receptor transfected in HEK293 cells ChEMBL. 16392812

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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