Detailed information for compound 937549

Basic information

Technical information
  • TDR Targets ID: 937549
  • Name: (2R,3R,4S,5R)-2-(6-amino-2-chloropurin-9-yl)- 5-(methoxymethyl)oxolane-3,4-diol
  • MW: 315.713 | Formula: C11H14ClN5O4
  • H donors: 3 H acceptors: 5 LogP: -0.96 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(Cl)nc2N
  • InChi: 1S/C11H14ClN5O4/c1-20-2-4-6(18)7(19)10(21-4)17-3-14-5-8(13)15-11(12)16-9(5)17/h3-4,6-7,10,18-19H,2H2,1H3,(H2,13,15,16)/t4-,6-,7-,10-/m1/s1
  • InChiKey: ONEJIJDFNYJRAY-KQYNXXCUSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (2R,3R,4S,5R)-2-(6-amino-2-chloro-purin-9-yl)-5-(methoxymethyl)tetrahydrofuran-3,4-diol
  • (2R,3R,4S,5R)-2-(6-amino-2-chloro-9-purinyl)-5-(methoxymethyl)tetrahydrofuran-3,4-diol
  • (2R,3R,4S,5R)-2-(6-amino-2-chloro-purin-9-yl)-5-(methoxymethyl)oxolane-3,4-diol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Adenosine A1 receptor Starlite/ChEMBL References
Homo sapiens adenosine A3 receptor Starlite/ChEMBL References
Rattus norvegicus 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
Onchocerca volvulus Mitochondrial inner membrane protein homolog Adenosine A2a receptor   410 aa 340 aa 27.9 %
Onchocerca volvulus Adenosine A2a receptor   410 aa 356 aa 23.9 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Adenosine A2a receptor   410 aa 352 aa 23.6 %
Loa Loa (eye worm) hypothetical protein Adenosine A1 receptor   326 aa 300 aa 24.3 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A1 receptor   326 aa 327 aa 24.8 %
Schistosoma mansoni dro/myosuppressin receptor Adenosine A1 receptor   326 aa 326 aa 22.1 %
Echinococcus multilocularis neuropeptide receptor Adenosine A1 receptor   326 aa 299 aa 22.4 %
Echinococcus granulosus neuropeptide receptor Adenosine A1 receptor   326 aa 299 aa 22.4 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 306 aa 21.2 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 304 aa 21.1 %
Echinococcus granulosus thyrotropin releasing hormone receptor Adenosine A2a receptor   410 aa 342 aa 23.1 %
Schistosoma japonicum Alpha-1A adrenergic receptor, putative Adenosine A1 receptor   326 aa 295 aa 28.1 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 323 aa 20.7 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 311 aa 21.2 %
Echinococcus granulosus allatostatin A receptor Adenosine A2a receptor   410 aa 368 aa 22.6 %
Onchocerca volvulus Adenosine A2a receptor   410 aa 337 aa 23.1 %
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 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Adenosine A1 receptor   326 aa 286 aa 22.7 %
Echinococcus multilocularis allatostatin A receptor Adenosine A2a receptor   410 aa 372 aa 22.8 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Adenosine A2a receptor   410 aa 342 aa 23.1 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Adenosine A2a receptor   410 aa 346 aa 28.3 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A1 receptor   326 aa 317 aa 24.6 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Adenosine A2a receptor   410 aa 366 aa 25.4 %
Loa Loa (eye worm) neuropeptide F receptor Adenosine A1 receptor   326 aa 316 aa 19.9 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 274 aa 22.6 %
Schistosoma mansoni biogenic amine (5HT) receptor Adenosine A2a receptor   410 aa 399 aa 28.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma brucei glycerol uptake protein, putative 0.067 0.1706 1
Brugia malayi MBOAT family protein 0.067 0.1706 0.1706
Echinococcus granulosus protein cysteine N palmitoyltransferase 0.067 0.1706 0.1706
Loa Loa (eye worm) hhat protein 0.067 0.1706 0.1706
Schistosoma mansoni diacylglycerol O-acyltransferase 1 0.3875 1 1
Loa Loa (eye worm) hypothetical protein 0.067 0.1706 0.1706
Schistosoma mansoni leukocyte receptor cluster (lrc) member 4 protein 0.067 0.1706 0.1706
Entamoeba histolytica vacuolar protein sorting 26 0.067 0.1706 0.5
Toxoplasma gondii acyl-CoA:cholesterol acyltransferase alpha ACAT1-alpha 0.3875 1 1
Leishmania major glycerol uptake protein, putative 0.067 0.1706 1
Loa Loa (eye worm) MBOAT family protein 0.067 0.1706 0.1706
Echinococcus multilocularis Membrane bound O acyl transferase, MBOAT 0.067 0.1706 0.1706
Schistosoma mansoni o-acyltransferase (membrane bound) domain containing protein 0.067 0.1706 0.1706
Trichomonas vaginalis porcupine, putative 0.067 0.1706 1
Toxoplasma gondii acyl-CoA:diacylglycerol acyltransferase 1-related enzyme 0.3875 1 1
Echinococcus granulosus sterol O acyltransferase 1 0.0884 0.2258 0.2258
Schistosoma mansoni hypothetical protein 0.0019 0.002 0.002
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.004 0.0073 0.0073
Trypanosoma brucei glycerol uptake protein, putative 0.067 0.1706 1
Echinococcus multilocularis o acyltransferase (membrane bound) domain 0.067 0.1706 0.1706
Schistosoma mansoni voltage-gated potassium channel 0.0044 0.0083 0.0083
Echinococcus granulosus potassium voltage gated channel subfamily H 0.004 0.0073 0.0073
Echinococcus granulosus diacylglycerol O acyltransferase 1 0.3875 1 1
Entamoeba histolytica membrane-bound O-acyltransferase (MBOAT ) family protein 0.067 0.1706 0.5
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.004 0.0073 0.0073
Loa Loa (eye worm) hypothetical protein 0.0213 0.0522 0.0522
Onchocerca volvulus 0.067 0.1706 1
Leishmania major hypothetical protein, conserved 0.067 0.1706 1
Schistosoma mansoni o-acyltransferase (membrane bound) domain containing protein 0.067 0.1706 0.1706
Schistosoma mansoni diacylglycerol O-acyltransferase 0.0019 0.002 0.002
Brugia malayi MBOAT family protein 0.067 0.1706 0.1706
Echinococcus multilocularis lysophospholipid acyltransferase 7 0.067 0.1706 0.1706
Toxoplasma gondii dgat2l1-prov protein 0.0088 0.0197 0.0177
Schistosoma mansoni voltage-gated potassium channel 0.0044 0.0083 0.0083
Echinococcus multilocularis membrane bound acyltransferase:hhat 0.067 0.1706 0.1706
Trypanosoma cruzi glycerol uptake protein, putative 0.067 0.1706 1
Schistosoma mansoni sterol O-acyltransferase 1 0.0884 0.2258 0.2258
Schistosoma mansoni diacylglycerol O-acyltransferase 1 0.0088 0.0197 0.0197
Entamoeba histolytica hypothetical protein, conserved 0.067 0.1706 0.5
Entamoeba histolytica membrane-bound O-acyltransferase (MBOAT ) family protein 0.067 0.1706 0.5
Schistosoma mansoni o-acyltransferase (membrane bound) domain containing protein 0.067 0.1706 0.1706
Echinococcus multilocularis o acyltransferase (membrane bound) domain 0.067 0.1706 0.1706
Trypanosoma cruzi diacylglycerol acyltransferase, putative 0.0088 0.0197 0.1048
Treponema pallidum alginate O-acetylation protein (algI) 0.067 0.1706 0.5
Mycobacterium ulcerans hypothetical protein 0.0019 0.002 0.5
Trypanosoma cruzi GUP1, putative 0.067 0.1706 1
Echinococcus granulosus Membrane bound O acyl transferase MBOAT 0.067 0.1706 0.1706
Trypanosoma brucei diacylglycerol acyltransferase, putative 0.0088 0.0197 0.1048
Schistosoma mansoni diacylglycerol O-acyltransferase 0.0019 0.002 0.002
Trichomonas vaginalis conserved hypothetical protein 0.067 0.1706 1
Trypanosoma cruzi GUP1, putative 0.067 0.1706 1
Echinococcus multilocularis diacylglycerol O acyltransferase 1 0.3875 1 1
Loa Loa (eye worm) MBOAT family protein 0.067 0.1706 0.1706
Schistosoma mansoni membrane-bound acyltransferase/hhat 0.067 0.1706 0.1706
Loa Loa (eye worm) hypothetical protein 0.0035 0.006 0.006
Schistosoma mansoni zinc finger protein 0.067 0.1706 0.1706
Brugia malayi Hhat protein 0.067 0.1706 0.1706
Leishmania major glycerol uptake protein, putative 0.067 0.1706 1
Echinococcus granulosus o acyltransferase membrane bound domain 0.067 0.1706 0.1706
Plasmodium vivax diacylglycerol O-acyltransferase, putative 0.3875 1 0.5
Echinococcus granulosus o acyltransferase membrane bound domain 0.067 0.1706 0.1706
Loa Loa (eye worm) hypothetical protein 0.0884 0.2258 0.2258
Entamoeba histolytica membrane-bound O-acyltransferase (MBOAT ) family protein 0.067 0.1706 0.5
Toxoplasma gondii hypothetical protein 0.067 0.1706 0.1689
Loa Loa (eye worm) membrane bound O-acyltransferase domain containing 1 0.067 0.1706 0.1706
Echinococcus multilocularis o acyltransferase (membrane bound) domain 0.067 0.1706 0.1706
Trichomonas vaginalis transmembrane protein nessy, putative 0.067 0.1706 1
Brugia malayi MBOAT family protein 0.067 0.1706 0.1706
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.004 0.0073 0.0073
Loa Loa (eye worm) hypothetical protein 0.067 0.1706 0.1706
Loa Loa (eye worm) hypothetical protein 0.3204 0.8264 0.8264
Entamoeba histolytica hypothetical protein 0.067 0.1706 0.5
Loa Loa (eye worm) hhat protein 0.067 0.1706 0.1706
Trichomonas vaginalis conserved hypothetical protein 0.067 0.1706 1
Echinococcus multilocularis sterol O acyltransferase 1 0.0884 0.2258 0.2258
Echinococcus multilocularis protein cysteine N palmitoyltransferase 0.067 0.1706 0.1706
Loa Loa (eye worm) hypothetical protein 0.067 0.1706 0.1706
Leishmania major glycerol uptake protein, putative 0.067 0.1706 1
Leishmania major glycerol uptake protein, putative 0.067 0.1706 1
Trypanosoma cruzi glycerol uptake protein, putative 0.067 0.1706 1
Echinococcus granulosus membrane bound acyltransferase:hhat 0.067 0.1706 0.1706
Trypanosoma cruzi diacylglycerol acyltransferase, putative 0.0088 0.0197 0.1048
Loa Loa (eye worm) MBOAT family protein 0.067 0.1706 0.1706
Echinococcus granulosus lysophospholipid acyltransferase 7 0.067 0.1706 0.1706
Plasmodium falciparum diacylglycerol O-acyltransferase 0.3875 1 0.5
Leishmania major glycerol uptake protein, putative 0.067 0.1706 1
Loa Loa (eye worm) diacylglycerol acyltransferase 0.3875 1 1
Brugia malayi MBOAT family protein 0.067 0.1706 0.1706
Leishmania major diacylglycerol acyltransferase, putative 0.0088 0.0197 0.1048
Schistosoma mansoni hypothetical protein 0.067 0.1706 0.1706
Loa Loa (eye worm) diacylglycerol acyltransferase 0.0088 0.0197 0.0197
Trypanosoma cruzi glycerol uptake protein, putative 0.067 0.1706 1
Brugia malayi diacylglycerol acyltransferase family protein 0.0088 0.0197 0.0197
Brugia malayi MBOAT family protein 0.067 0.1706 0.1706
Echinococcus granulosus o acyltransferase membrane bound domain 0.067 0.1706 0.1706
Trichomonas vaginalis conserved hypothetical protein 0.067 0.1706 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 64 Agonistic activity expressed as the amount of [35S]-GTP gamma-S bound at rat Adenosine A1 receptor ChEMBL. 11520205
Activity (functional) = 83 Agonistic activity expressed as the amount of [35S]-GTP gamma-S bound +1 uM CPA at rat Adenosine A1 receptor ChEMBL. 11520205
Inhibition (binding) = 69 % Inhibition of Forskolin (10 nM) induced cAMP production at adenosine A3 receptor (compared to CI-IB-MECA) ChEMBL. 11520205
Inhibition (binding) = 78 % Inhibition of Forskolin (10 nM) induced cAMP production at human Adenosine A1 receptor (compared to CPA in CHO cells) ChEMBL. 11520205
Ki (binding) = 28.3 nM Affinity towards Adenosine A3 receptor expressed in HEK 293 cells using [125I]-AB-MECA radioligand ChEMBL. 11520205
Ki (binding) = 169 nM Affinity towards adenosine A1 receptor from rat cortical membranes using [3H]-DPCPX ChEMBL. 11520205
Ki (binding) = 284 nM Affinity towards Adenosine A2A receptor from rat striatal membranes using [3H]-ZM 241385 radioligand ChEMBL. 11520205

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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