Detailed information for compound 934454

Basic information

Technical information
  • TDR Targets ID: 934454
  • Name: (2S,3S,4R,5R)-5-(6-amino-2-pent-1-ynylpurin-9 -yl)-N-ethyl-3,4-dihydroxyoxolane-2-carboxami de
  • MW: 374.394 | Formula: C17H22N6O4
  • H donors: 4 H acceptors: 6 LogP: 0.23 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCC#Cc1nc(N)c2c(n1)n(cn2)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)C(=O)NCC
  • InChi: 1S/C17H22N6O4/c1-3-5-6-7-9-21-14(18)10-15(22-9)23(8-20-10)17-12(25)11(24)13(27-17)16(26)19-4-2/h8,11-13,17,24-25H,3-5H2,1-2H3,(H,19,26)(H2,18,21,22)/t11-,12+,13-,17+/m0/s1
  • InChiKey: FIZRNRNEIRBGSK-PFHKOEEOSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S,3S,4R,5R)-5-(6-amino-2-pent-1-ynyl-purin-9-yl)-N-ethyl-3,4-dihydroxy-tetrahydrofuran-2-carboxamide
  • (2S,3S,4R,5R)-5-(6-amino-2-pent-1-ynyl-9-purinyl)-N-ethyl-3,4-dihydroxy-2-tetrahydrofurancarboxamide
  • (2S,3S,4R,5R)-5-(6-amino-2-pent-1-ynyl-purin-9-yl)-N-ethyl-3,4-dihydroxy-oxolane-2-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens adenosine A2a receptor Starlite/ChEMBL References
Homo sapiens adenosine A2b receptor 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 ko:K04209 neuropeptide Y receptor, invertebrate, putative Adenosine A1 receptor   326 aa 315 aa 21.6 %
Schistosoma japonicum 5-hydroxytryptamine receptor 4, putative Adenosine A1 receptor   326 aa 286 aa 26.9 %
Echinococcus multilocularis allatostatin A receptor Adenosine A1 receptor   326 aa 303 aa 24.1 %
Schistosoma mansoni dro/myosuppressin receptor Adenosine A1 receptor   326 aa 326 aa 22.1 %
Schistosoma japonicum Alpha-1A adrenergic receptor, putative Adenosine A1 receptor   326 aa 295 aa 28.1 %
Echinococcus granulosus neuropeptide receptor Adenosine A1 receptor   326 aa 299 aa 22.4 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A1 receptor   326 aa 327 aa 24.8 %
Echinococcus multilocularis neuropeptide receptor Adenosine A1 receptor   326 aa 299 aa 22.4 %
Brugia malayi follicle stimulating hormone receptor adenosine A2a receptor 412 aa 336 aa 22.3 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 304 aa 21.1 %
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 311 aa 21.2 %
Brugia malayi hypothetical protein Adenosine A1 receptor   326 aa 305 aa 21.0 %
Echinococcus granulosus thyrotropin releasing hormone receptor Adenosine A1 receptor   326 aa 321 aa 23.1 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 306 aa 21.2 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 274 aa 22.6 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 323 aa 20.7 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Adenosine A1 receptor   326 aa 286 aa 22.7 %
Loa Loa (eye worm) hypothetical protein Adenosine A1 receptor   326 aa 300 aa 24.3 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A1 receptor   326 aa 317 aa 24.6 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Adenosine A1 receptor   326 aa 321 aa 22.7 %
Echinococcus granulosus allatostatin A receptor Adenosine A1 receptor   326 aa 303 aa 24.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Calcitonin receptor-like protein seb-1 0.0054 0.0432 0.0769
Brugia malayi tumor suppressor. 0.0345 0.5016 1
Trypanosoma brucei hypothetical protein 0.012 0.1479 0.5
Schistosoma mansoni glutamate receptor NMDA 0.0062 0.0559 1
Loa Loa (eye worm) hypothetical protein 0.0047 0.0324 0.0551
Brugia malayi hypothetical protein 0.0047 0.0324 0.0551
Loa Loa (eye worm) hypothetical protein 0.0047 0.0324 0.0551
Echinococcus granulosus glutamate NMDA receptor subunit 0.0062 0.0559 0.0833
Brugia malayi latrophilin 2 splice variant baaae 0.0037 0.0166 0.0233
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.012 0.1479 1
Echinococcus granulosus hypothetical protein 0.0454 0.6718 1
Echinococcus multilocularis lysine specific histone demethylase 1A 0.0047 0.0324 0.0497
Toxoplasma gondii histone lysine-specific demethylase 0.0047 0.0324 0.5
Echinococcus multilocularis protein quaking 0.0029 0.005 0.0076
Trypanosoma cruzi calpain cysteine peptidase, putative 0.012 0.1479 1
Brugia malayi SWIRM domain containing protein 0.0047 0.0324 0.0551
Plasmodium falciparum protoporphyrinogen oxidase 0.0047 0.0324 0.5
Trypanosoma brucei cysteine peptidase, Clan CA, family C2, putative 0.012 0.1479 0.5
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.012 0.1479 0.5
Plasmodium vivax hypothetical protein, conserved 0.0047 0.0324 0.5
Loa Loa (eye worm) hypothetical protein 0.0054 0.0432 0.0769
Schistosoma mansoni hypothetical protein 0.0037 0.0166 0.2275
Echinococcus granulosus lysine specific histone demethylase 1A 0.0047 0.0324 0.0482
Trypanosoma brucei variant surface glycoprotein (VSG), putative 0.012 0.1479 0.5
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0054 0.0432 0.0769
Plasmodium vivax protoporphyrinogen oxidase, putative 0.0047 0.0324 0.5
Schistosoma mansoni amine oxidase 0.0047 0.0324 0.5377
Echinococcus multilocularis protoporphyrinogen oxidase 0.0047 0.0324 0.0497
Echinococcus granulosus hypothetical protein 0.0029 0.005 0.0074
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0054 0.0432 0.0769
Loa Loa (eye worm) hypothetical protein 0.0047 0.0324 0.0551
Loa Loa (eye worm) hypothetical protein 0.0037 0.0166 0.0233
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.012 0.1479 1
Onchocerca volvulus 0.0047 0.0324 0.5
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.012 0.1479 0.5
Plasmodium falciparum lysine-specific histone demethylase 1, putative 0.0047 0.0324 0.5
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.012 0.1479 0.5
Mycobacterium leprae PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO) 0.0047 0.0324 0.5
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0663 1 1
Loa Loa (eye worm) hypothetical protein 0.0047 0.0324 0.0551
Echinococcus multilocularis conserved hypothetical protein 0.0441 0.6512 1
Brugia malayi amine oxidase, flavin-containing family protein 0.0047 0.0324 0.0551
Toxoplasma gondii histone lysine-specific demethylase LSD1/BHC110/KDMA1A 0.0047 0.0324 0.5
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.012 0.1479 1
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) 0.0616 0.9267 1
Loa Loa (eye worm) tumor suppressor 0.0345 0.5016 1
Loa Loa (eye worm) hypothetical protein 0.0047 0.0324 0.0551
Brugia malayi Serotonin receptor 0.0307 0.4411 0.8782
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.012 0.1479 1
Chlamydia trachomatis protoporphyrinogen oxidase 0.0047 0.0324 0.5
Plasmodium falciparum conserved Plasmodium protein, unknown function 0.0047 0.0324 0.5
Schistosoma mansoni Lysine-specific histone demethylase 1 0.0047 0.0324 0.5377
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.012 0.1479 1
Trypanosoma brucei calpain-like protein, putative 0.012 0.1479 0.5
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.012 0.1479 0.5
Schistosoma mansoni Protoporphyrinogen oxidase chloroplast/mitochondrial precursor 0.0047 0.0324 0.5377
Schistosoma mansoni amine oxidase 0.0047 0.0324 0.5377
Plasmodium vivax hypothetical protein, conserved 0.0047 0.0324 0.5
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.012 0.1479 1
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.012 0.1479 1
Echinococcus granulosus protein quaking 0.0029 0.005 0.0074
Plasmodium vivax lysine-specific histone demethylase 1, putative 0.0047 0.0324 0.5
Trypanosoma brucei calpain, putative 0.012 0.1479 0.5
Echinococcus multilocularis 0.0047 0.0324 0.0497
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.012 0.1479 0.5
Echinococcus granulosus lysine specific histone demethylase 1A 0.0047 0.0324 0.0482
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0062 0.0559 0.0859
Loa Loa (eye worm) hypothetical protein 0.0047 0.0324 0.0551

Activities

Activity type Activity value Assay description Source Reference
A2 selectivity (binding) = 2 Binding affinity against Adenosine A2 receptor from rat striatal membranes with 50 nM CPA using [3H]-NECA ChEMBL. 1619615
EC50 (binding) = 62 nM Binding affinity against Adenosine A2 receptor from rat striatal membranes with 50 nM CPA using [3H]-NECA ChEMBL. 1619615
Emax (functional) = 100 % Agonistc activity at Adenosine A2 receptor ChEMBL. 1619615
IC50 (functional) = 2700 nM Inhibition of adenylate cyclase via A1 receptors in rat fat cell membranes ChEMBL. 1619615
Ki (binding) = 12.6 nM Binding affinity against Adenosine A2 receptor from human platelet membranes using [3H]-NECA ChEMBL. 1619615
Ki (binding) = 19.5 nM Maximal NECA stimulation of adenylate cyclase via Adenosine A2 receptor in human platelet membranes. ChEMBL. 1619615
Ki (binding) = 33 nM Binding affinity against high affinity component of Adenosine A1 receptor from rat brain membranes using [3H]-DPCPX ChEMBL. 1619615
Ki (binding) = 40.8 nM Binding affinity against A1 adenosine receptors from rat brain membranes using [3H]-CCPA ChEMBL. 1619615
Ki (functional) = 1620 nM Inhibition of adenylate cyclase via Adenosine A1 receptor in rat fat cell membranes ChEMBL. 1619615

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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