Detailed information for compound 266548

Basic information

Technical information
  • TDR Targets ID: 266548
  • Name: (1S,2R,5R)-5-(4-aminoimidazo[4,5-c]pyridin-1- yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol
  • MW: 262.265 | Formula: C12H14N4O3
  • H donors: 4 H acceptors: 5 LogP: -1.66 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Nc1nccc2c1ncn2[C@@H]1C=C([C@H]([C@H]1O)O)CO
  • InChi: 1S/C12H14N4O3/c13-12-9-7(1-2-14-12)16(5-15-9)8-3-6(4-17)10(18)11(8)19/h1-3,5,8,10-11,17-19H,4H2,(H2,13,14)/t8-,10-,11+/m1/s1
  • InChiKey: OMKHWTRUYNAGFG-IEBDPFPHSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (1S,2R,5R)-5-(4-amino-1-imidazo[4,5-c]pyridinyl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol
  • (1S,2R,5R)-5-(4-azanylimidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol
  • (1S,2R,5R)-5-(4-aminoimidazo[4,5-c]pyridin-1-yl)-3-methylol-cyclopent-3-ene-1,2-diol
  • 3-deazaneplanocin
  • 102052-95-9
  • AVS-4275
  • c^Neplanocin A
  • (-)-1-[(1R,4R,5S)-3-(Hydroxymethyl)-4,5-dihydroxy-2-cyclopenten-1-yl]4-aminoimidazo[4,5-c]pyridine
  • 3-Deazaneplanocin-A
  • 3-Deaza-neplanocin
  • 3-Deazaneplanocin A
  • DZNep
  • NSC617989 (HYDROCHLORIDE)
  • AIDS-032965
  • 3-Cyclopentene-1,2-diol, 5-(4-amino-1H-imidazo(4,5-c)pyridiny-1-yl)-3-(hydroxymethyl)-, (1S-(alpha,2alpha,5beta))-
  • AIDS032965

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
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 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
Trichomonas vaginalis adenosylhomocysteinase, putative 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 falciparum adenosylhomocysteinase Get druggable targets OG5_127233 All targets in OG5_127233
Schistosoma mansoni 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
Plasmodium vivax adenosylhomocysteinase(S-adenosyl-L-homocystein e 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 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
Mycobacterium ulcerans 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
Leishmania braziliensis S-adenosylhomocysteine hydrolase Get druggable targets OG5_127233 All targets in OG5_127233
Plasmodium knowlesi adenosylhomocysteinase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Entamoeba histolytica adenosylhomocysteinase, putative 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
Leishmania infantum S-adenosylhomocysteine hydrolase 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
Loa Loa (eye worm) adenosylhomocysteinase 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
Brugia malayi Adenosylhomocysteinase Get druggable targets OG5_127233 All targets in OG5_127233
Echinococcus multilocularis adenosylhomocysteinase 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
Trypanosoma brucei gambiense S-adenosylhomocysteine 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 yoelii adenosylhomocysteinase 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
Schistosoma japonicum ko:K01251 adenosylhomocysteinase [EC3.3.1.1], putative 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
Theileria parva S-adenosyl-L-homocysteine 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
Neospora caninum hypothetical protein Get druggable targets OG5_127233 All targets in OG5_127233
Toxoplasma gondii 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
Loa Loa (eye worm) matrix metalloproteinase 0.0241 0.2582 0.197
Schistosoma mansoni adenosylhomocysteinase 0.0156 0.1441 0.0991
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0792 1 1
Echinococcus multilocularis adenosylhomocysteinase 0.0156 0.1441 0.0408
Brugia malayi Trypsin family protein 0.0278 0.3079 0.2621
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0278 0.3079 0.3019
Loa Loa (eye worm) hypothetical protein 0.0241 0.2582 0.197
Plasmodium vivax adenosylhomocysteinase(S-adenosyl-L-homocystein e hydrolase), putative 0.0156 0.1441 0.5
Leishmania major S-adenosylhomocysteine hydrolase 0.0156 0.1441 0.5
Echinococcus granulosus tyrosine protein phosphatase non receptor type 0.0697 0.8717 0.8562
Schistosoma mansoni matrix metallopeptidase-7 (M10 family) 0.0241 0.2582 0.2403
Schistosoma mansoni growth factor receptor-bound protein 0.0129 0.1077 0.054
Schistosoma mansoni hypothetical protein 0.0258 0.2811 0.2688
Schistosoma mansoni matrix metallopeptidase-9 (M10 family) 0.0169 0.1614 0.1205
Toxoplasma gondii adenosylhomocysteinase, putative 0.0156 0.1441 0.5
Loa Loa (eye worm) protein-tyrosine phosphatase 0.0697 0.8717 1
Brugia malayi Adenosylhomocysteinase 0.0156 0.1441 0.0477
Trypanosoma brucei S-adenosylhomocysteine hydrolase, putative 0.0156 0.1441 0.5
Onchocerca volvulus 0.0278 0.3079 0.126
Loa Loa (eye worm) matrixin family protein 0.0499 0.6053 0.6513
Onchocerca volvulus 0.0258 0.2811 0.0582
Loa Loa (eye worm) adenosylhomocysteinase 0.0156 0.1441 0.0477
Toxoplasma gondii S-Adenosyl homocysteine hydrolase 0.0156 0.1441 0.5
Mycobacterium tuberculosis Probable peptidoglycan hydrolase 0.0293 0.3288 1
Loa Loa (eye worm) hypothetical protein 0.0293 0.3288 0.2894
Loa Loa (eye worm) matrixin family protein 0.0534 0.6529 0.7136
Loa Loa (eye worm) hypothetical protein 0.0241 0.2582 0.197
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.0156 0.1441 0.5
Brugia malayi Matrix metalloprotease, N-terminal domain containing protein 0.0293 0.3288 0.2894
Echinococcus multilocularis tyrosine protein phosphatase non receptor type 0.0697 0.8717 0.8562
Brugia malayi Protein-tyrosine phosphatase containing protein 0.0697 0.8717 1
Onchocerca volvulus Matrix metalloproteinase homolog 0.0534 0.6529 1
Schistosoma mansoni protein tyrosine phosphatase non-receptor type nt1 0.0697 0.8717 1
Mycobacterium ulcerans hydrolase 0.0293 0.3288 1
Loa Loa (eye worm) hypothetical protein 0.0241 0.2582 0.197
Schistosoma mansoni growth factor receptor-bound protein 0.0129 0.1077 0.054
Brugia malayi Matrixin family protein 0.0241 0.2582 0.197
Trichomonas vaginalis adenosylhomocysteinase, putative 0.0156 0.1441 1
Brugia malayi Hemopexin family protein 0.0258 0.2811 0.227
Onchocerca volvulus Matrilysin homolog 0.0534 0.6529 1
Entamoeba histolytica adenosylhomocysteinase, putative 0.0156 0.1441 0.5
Loa Loa (eye worm) hypothetical protein 0.0278 0.3079 0.2621
Brugia malayi Matrixin family protein 0.0241 0.2582 0.197
Echinococcus granulosus adenosylhomocysteinase 0.0156 0.1441 0.0408
Mycobacterium leprae PROBABLE HYDROLASE 0.0293 0.3288 1
Onchocerca volvulus 0.0257 0.2798 0.0547
Brugia malayi Matrixin family protein 0.0241 0.2582 0.197
Brugia malayi Matrixin family protein 0.0499 0.6053 0.6513
Trichomonas vaginalis adenosylhomocysteinase, putative 0.0156 0.1441 1
Loa Loa (eye worm) hypothetical protein 0.0278 0.3079 0.2621
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.0156 0.1441 0.5
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0278 0.3079 0.3019
Plasmodium falciparum adenosylhomocysteinase 0.0156 0.1441 0.5
Brugia malayi Matrixin family protein 0.0241 0.2582 0.197

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 32.2 % Induction of apoptosis in human MCF7 cells assessed as viable cells at 15 uM after 48 hrs by AnnexinV-FITC staining based flow cytometry (Rvb = 74.4 +/- 9.1 %) ChEMBL. No reference
ED50 (functional) = 0.24 ug ml-1 In vitro anti-vesicular stomatitis virus activity of the compound was determined in vero cell cultures ChEMBL. No reference
IC50 (functional) = 0.55 ug ml-1 Cytotoxic effect of the compound on host cells during growth phase of virus in vero cell cultures using MTT method ChEMBL. No reference
IC50 (functional) > 500 ug ml-1 Cytotoxic effect of the compound on host cells during stationary phase of virus in vero cell cultures using MTT method ChEMBL. No reference
IC50 (binding) = 0.44 uM Inhibition of recombinant human placental AdoHcy hydrolase expressed in Escherichia coli BL21 using AdoHcy as substrate preincubated for 10 mins followed by substrate addition measured after 20 mins by DTNB coupled assay ChEMBL. 26010585
IC50 (functional) = 1.4 uM Cytotoxicity against human A549 cells assessed as inhibition of cell proliferation after 72 hrs by sulforhodamine B assay ChEMBL. 26010585
Selectivity index (functional) = 2.3 Ratio of cytotoxicity, IC50(growing) to antiviral activity (ED50) of the compound was determined ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 26010585

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

2 literature references were collected for this gene.

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