Detailed information for compound 409713

Basic information

Technical information
  • TDR Targets ID: 409713
  • Name: (2R,3R,4S,5R)-2-[2-azido-6-[(2-chloro-5-metho xyphenyl)methylamino]purin-9-yl]-5-(hydroxyme thyl)oxolane-3,4-diol
  • MW: 462.847 | Formula: C18H19ClN8O5
  • H donors: 4 H acceptors: 6 LogP: 2.12 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(N=[N+]=[N-])nc2NCc1cc(OC)ccc1Cl
  • InChi: 1S/C18H19ClN8O5/c1-31-9-2-3-10(19)8(4-9)5-21-15-12-16(24-18(23-15)25-26-20)27(7-22-12)17-14(30)13(29)11(6-28)32-17/h2-4,7,11,13-14,17,28-30H,5-6H2,1H3,(H,21,23,24)/t11-,13-,14-,17-/m1/s1
  • InChiKey: XAQXKAIELUTQQX-LSCFUAHRSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2R,3R,4S,5R)-2-[2-azido-6-[(2-chloro-5-methoxy-phenyl)methylamino]purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
  • (2R,3R,4S,5R)-2-[2-azido-6-[(2-chloro-5-methoxyphenyl)methylamino]-9-purinyl]-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
  • (2R,3R,4S,5R)-2-[2-azido-6-[(2-chloro-5-methoxy-phenyl)methylamino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
  • (2R,3R,4S,5R)-2-[2-azido-6-[(2-chloro-5-methoxy-benzyl)amino]purin-9-yl]-5-methylol-tetrahydrofuran-3,4-diol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens adenosine A3 receptor Starlite/ChEMBL References
Homo sapiens adenosine A1 receptor Starlite/ChEMBL References
Homo sapiens adenosine A2a 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
Schistosoma mansoni voltage-gated potassium channel 0.0032 0.0245 0.0282
Loa Loa (eye worm) hypothetical protein 0.0097 0.1316 0.8354
Brugia malayi Kinesin motor domain containing protein 0.008 0.1045 0.6532
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0111 0.156 0.1497
Loa Loa (eye worm) hypothetical protein 0.0032 0.0245 0.1145
Schistosoma mansoni voltage-gated potassium channel 0.0122 0.1731 0.1998
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0032 0.0245 0.0171
Echinococcus multilocularis voltage gated potassium channel 0.0032 0.0245 0.0171
Echinococcus granulosus voltage gated potassium channel 0.0032 0.0245 0.0171
Echinococcus multilocularis kinesin family 1 0.0619 1 1
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0022 0.0074 0.0086
Schistosoma mansoni hypothetical protein 0.0538 0.8663 1
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0111 0.156 1
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0111 0.156 0.1497
Schistosoma mansoni voltage-gated potassium channel 0.0122 0.1731 0.1998
Schistosoma mansoni kinesin eg-5 0.008 0.1045 0.1206
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0022 0.0074 0.0086
Plasmodium falciparum kinesin-5 0.008 0.1045 0.5
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0104 0.1438 1
Giardia lamblia Kinesin-5 0.008 0.1045 0.5
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0032 0.0245 0.1145
Entamoeba histolytica kinesin, putative 0.008 0.1045 0.5
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0022 0.0074 0.0086
Plasmodium vivax kinesin-5 0.008 0.1045 0.5
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0111 0.156 1
Schistosoma mansoni voltage-gated potassium channel 0.0032 0.0245 0.0282
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0022 0.0074 0.0086
Loa Loa (eye worm) kinesin-like protein KLP2 0.008 0.1045 0.6532
Schistosoma mansoni voltage-gated potassium channel 0.0022 0.0074 0.0086
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0032 0.0245 0.0171
Toxoplasma gondii kinesin motor domain-containing protein 0.008 0.1045 0.5
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0104 0.1438 1
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0022 0.0074 0.0086

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) 0 Activity at human adenosine A3 receptor in CHO cells assessed as inhibition of forskolin-stimulated cAMP production relative to NECA at 10 uM ChEMBL. 17149867
Efficacy (functional) = 44 % Activity at human adenosine A3 receptor in CHO cells assessed as inhibition of forskolin-stimulated cAMP production relative to NECA at 10 uM ChEMBL. 17149867
Efficacy (functional) = 44 % Activity at human adenosine A3 receptor in CHO cells assessed as inhibition of forskolin-stimulated cAMP production relative to NECA at 10 uM ChEMBL. 17149867
Ki (binding) = 1.4 nM Displacement of [125I]AB-MECA from human Adenosine A3 receptor expressed in CHO cells ChEMBL. 17149867
Ki (binding) = 1.4 nM Displacement of [125I]AB-MECA from human Adenosine A3 receptor expressed in CHO cells ChEMBL. 17149867
Ki (binding) = 60 nM Displacement of [3H]CCPA from human Adenosine A1 receptor expressed in CHO cells ChEMBL. 17149867
Ki (binding) = 60 nM Displacement of [3H]CCPA from human Adenosine A1 receptor expressed in CHO cells ChEMBL. 17149867
Ki (binding) = 1800 nM Displacement of [3H]CGS21680 from human Adenosine A2A receptor expressed in CHO cells ChEMBL. 17149867
Ki (binding) = 1800 nM Displacement of [3H]CGS21680 from human Adenosine A2A receptor expressed in CHO cells ChEMBL. 17149867

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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