Detailed information for compound 351688

Basic information

Technical information
  • TDR Targets ID: 351688
  • Name: (E)-3-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3, 4-dihydroxyoxolan-2-yl]-2-chloroprop-2-enenit rile
  • MW: 322.707 | Formula: C12H11ClN6O3
  • H donors: 3 H acceptors: 6 LogP: -0.95 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#C/C(=C\[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)/Cl
  • InChi: 1S/C12H11ClN6O3/c13-5(2-14)1-6-8(20)9(21)12(22-6)19-4-18-7-10(15)16-3-17-11(7)19/h1,3-4,6,8-9,12,20-21H,(H2,15,16,17)/b5-1+/t6-,8-,9-,12-/m1/s1
  • InChiKey: ZAPJLOZDFXAJAJ-TWJBHPHUSA-N  

Network

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Synonyms

  • (E)-3-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]-2-chloro-prop-2-enenitrile
  • (E)-3-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-2-tetrahydrofuranyl]-2-chloro-2-propenenitrile
  • (E)-3-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]-2-chloro-prop-2-enenitrile
  • (E)-3-[(2R,3S,4R,5R)-5-adenin-9-yl-3,4-dihydroxy-tetrahydrofuran-2-yl]-2-chloro-acrylonitrile
  • (E)-3-[(2R,3S,4R,5R)-5-(6-amino-9-purinyl)-3,4-dihydroxy-2-tetrahydrofuranyl]-2-chloroprop-2-enenitrile
  • (E)-3-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]-2-chloro-acrylonitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens adenosylhomocysteinase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Entamoeba histolytica adenosylhomocysteinase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Candida albicans Putative S-adenosyl-L-homocysteine hydrolase Get druggable targets OG5_127233 All targets in OG5_127233
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Mycobacterium ulcerans S-adenosyl-L-homocysteine hydrolase Get druggable targets OG5_127233 All targets in OG5_127233
Babesia bovis adenosylhomocysteinase (S-adenosyl-L-homocysteinehydrolase) Get druggable targets OG5_127233 All targets in OG5_127233
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Loa Loa (eye worm) adenosylhomocysteinase Get druggable targets OG5_127233 All targets in OG5_127233
Trypanosoma congolense S-adenosylhomocysteine hydrolase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Leishmania infantum S-adenosylhomocysteine hydrolase Get druggable targets OG5_127233 All targets in OG5_127233
Plasmodium falciparum adenosylhomocysteinase Get druggable targets OG5_127233 All targets in OG5_127233
Toxoplasma gondii S-Adenosyl homocysteine hydrolase Get druggable targets OG5_127233 All targets in OG5_127233
Neospora caninum hypothetical protein Get druggable targets OG5_127233 All targets in OG5_127233
Plasmodium vivax adenosylhomocysteinase(S-adenosyl-L-homocystein e hydrolase), putative Get druggable targets OG5_127233 All targets in OG5_127233
Schistosoma japonicum ko:K01251 adenosylhomocysteinase [EC3.3.1.1], putative Get druggable targets OG5_127233 All targets in OG5_127233
Trichomonas vaginalis adenosylhomocysteinase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Leishmania donovani S-adenosylhomocysteine hydrolase Get druggable targets OG5_127233 All targets in OG5_127233
Trypanosoma brucei S-adenosylhomocysteine hydrolase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Mycobacterium tuberculosis Probable adenosylhomocysteinase SahH (S-adenosyl-L-homocysteine hydrolase) (adohcyase) Get druggable targets OG5_127233 All targets in OG5_127233
Cryptosporidium hominis adenosylhomocysteinase Get druggable targets OG5_127233 All targets in OG5_127233
Trypanosoma congolense S-adenosylhomocysteine hydrolase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Trichomonas vaginalis adenosylhomocysteinase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Mycobacterium leprae putative S-adenosyl-L-homocysteine hydrolase SahH Get druggable targets OG5_127233 All targets in OG5_127233
Leishmania mexicana S-adenosylhomocysteine hydrolase Get druggable targets OG5_127233 All targets in OG5_127233
Toxoplasma gondii adenosylhomocysteinase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Echinococcus multilocularis adenosylhomocysteinase Get druggable targets OG5_127233 All targets in OG5_127233
Trypanosoma brucei gambiense S-adenosylhomocysteine hydrolase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Candida albicans Putative S-adenosyl-L-homocysteine hydrolase Get druggable targets OG5_127233 All targets in OG5_127233
Cryptosporidium parvum S-adenosylhomocysteinase Get druggable targets OG5_127233 All targets in OG5_127233
Leishmania braziliensis S-adenosylhomocysteine hydrolase Get druggable targets OG5_127233 All targets in OG5_127233
Brugia malayi Adenosylhomocysteinase Get druggable targets OG5_127233 All targets in OG5_127233
Leishmania major S-adenosylhomocysteine hydrolase Get druggable targets OG5_127233 All targets in OG5_127233
Leishmania braziliensis S-adenosylhomocysteine hydrolase Get druggable targets OG5_127233 All targets in OG5_127233
Schistosoma mansoni adenosylhomocysteinase Get druggable targets OG5_127233 All targets in OG5_127233
Theileria parva S-adenosyl-L-homocysteine hydrolase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Echinococcus granulosus adenosylhomocysteinase Get druggable targets OG5_127233 All targets in OG5_127233
Plasmodium berghei adenosylhomocysteinase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Plasmodium yoelii adenosylhomocysteinase Get druggable targets OG5_127233 All targets in OG5_127233
Plasmodium knowlesi adenosylhomocysteinase, putative Get druggable targets OG5_127233 All targets in OG5_127233

By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Mycobacterium leprae putative S-adenosyl-L-homocysteine hydrolase SahH 0.0156 0.2623 0.5
Mycobacterium tuberculosis Probable adenosylhomocysteinase SahH (S-adenosyl-L-homocysteine hydrolase) (adohcyase) 0.0156 0.2623 0.5
Schistosoma mansoni hypothetical protein 0.0182 0.3108 0.285
Schistosoma mansoni adenosylhomocysteinase 0.0156 0.2623 0.2347
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0546 1 1
Brugia malayi Endonuclease/Exonuclease/phosphatase family protein 0.0381 0.6871 0.6871
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.0099 0.155 0.1198
Plasmodium vivax adenosylhomocysteinase(S-adenosyl-L-homocystein e hydrolase), putative 0.0156 0.2623 1
Echinococcus granulosus adenosylhomocysteinase 0.0156 0.2623 0.2316
Schistosoma mansoni hypothetical protein 0.0182 0.3108 0.285
Entamoeba histolytica adenosylhomocysteinase, putative 0.0156 0.2623 0.2316
Schistosoma mansoni hypothetical protein 0.0039 0.04 0.004
Schistosoma mansoni adenosylhomocysteinase 0.0097 0.1498 0.1179
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.0156 0.2623 0.2487
Schistosoma mansoni retinoic acid receptor RXR 0.0103 0.1624 0.131
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0103 0.1624 0.1275
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0053 0.0681 0.0681
Echinococcus multilocularis adenosylhomocysteinase 0.0156 0.2623 0.2316
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.0156 0.2623 0.2487
Echinococcus multilocularis transcription factor Dp 1 0.0316 0.5649 0.5468
Loa Loa (eye worm) endonuclease/Exonuclease/phosphatase 0.0375 0.6763 0.6704
Brugia malayi hypothetical protein 0.0027 0.0181 0.0181
Trypanosoma brucei S-adenosylhomocysteine hydrolase, putative 0.0156 0.2623 0.2487
Trypanosoma brucei tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0546 1 1
Leishmania major S-adenosylhomocysteine hydrolase 0.0156 0.2623 0.2487
Entamoeba histolytica tyrosyl-DNA phosphodiesterase, putative 0.0546 1 1
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.0546 1 1
Schistosoma mansoni transcription factor LCR-F1 0.0039 0.04 0.004
Echinococcus multilocularis geminin 0.0182 0.3108 0.2821
Trichomonas vaginalis adenosylhomocysteinase, putative 0.0156 0.2623 1
Schistosoma mansoni adenosylhomocysteinase 0.0097 0.1498 0.1179
Brugia malayi latrophilin 2 splice variant baaae 0.0037 0.0361 0.0361
Mycobacterium ulcerans S-adenosyl-L-homocysteine hydrolase 0.0156 0.2623 0.5
Schistosoma mansoni adenosylhomocysteinase 0.0097 0.1498 0.1179
Loa Loa (eye worm) adenosylhomocysteinase 0.0156 0.2623 0.2487
Echinococcus multilocularis traf and tnf receptor associated protein 0.0381 0.6871 0.6741
Trichomonas vaginalis adenosylhomocysteinase, putative 0.0156 0.2623 1
Toxoplasma gondii S-Adenosyl homocysteine hydrolase 0.0156 0.2623 0.3769
Leishmania major tyrosyl-DNA phosphodiesterase 1 0.0546 1 1
Toxoplasma gondii endonuclease/exonuclease/phosphatase family protein 0.037 0.6661 1
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0546 1 1
Brugia malayi hypothetical protein 0.0039 0.04 0.04
Plasmodium falciparum adenosylhomocysteinase 0.0156 0.2623 1
Loa Loa (eye worm) hypothetical protein 0.0037 0.0361 0.0183
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.0546 1 1
Loa Loa (eye worm) hypothetical protein 0.0053 0.0681 0.0509
Echinococcus granulosus traf and tnf receptor associated protein 0.0381 0.6871 0.6741
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.0546 1 1
Schistosoma mansoni adenosylhomocysteinase 0.0097 0.1498 0.1179
Brugia malayi Adenosylhomocysteinase 0.0156 0.2623 0.2623
Brugia malayi Calcitonin receptor-like protein seb-1 0.0053 0.0681 0.0681
Schistosoma mansoni tyrosyl-DNA phosphodiesterase 0.0546 1 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0053 0.0681 0.0509
Echinococcus granulosus transcription factor Dp 1 0.0316 0.5649 0.5468
Echinococcus granulosus geminin 0.0182 0.3108 0.2821
Toxoplasma gondii adenosylhomocysteinase, putative 0.0156 0.2623 0.3769

Activities

Activity type Activity value Assay description Source Reference
CC50 (functional) = 1.2 ug ml-1 Cytotoxicity against HEL cells ChEMBL. 16480257
CC50 (functional) = 1.2 ug ml-1 Cytotoxicity against HEL cells ChEMBL. 16480257
EC50 (functional) = 11 ug ml-1 Antiviral activity against TK+ VZV OKA in human embryonic lung cells ChEMBL. 16480257
EC50 (functional) = 17 ug ml-1 Antiviral activity against TK- VZV 07/10 in human embryonic lung cells ChEMBL. 16480257
EC50 (functional) > 20 ug ml-1 Antiviral activity against Cytomegalovirus AD169 in human embryonic lung cells ChEMBL. 16480257
EC50 (functional) > 20 ug ml-1 Antiviral activity against Cytomegalovirus Davis in human embryonic lung cells ChEMBL. 16480257
Ki (binding) = 17 uM Inhibitory activity against AdoHcy Hydrolase ChEMBL. 16480257
Ki (binding) = 17 uM Inhibitory activity against AdoHcy Hydrolase ChEMBL. 16480257
MCC (functional) = 100 ug ml-1 Cytotoxicity as determined by alteration in the cell morphology of HEL cells ChEMBL. 16480257
MCC (functional) = 100 ug ml-1 Cytotoxicity as determined by alteration in the cell morphology of HEL cells ChEMBL. 16480257

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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