Detailed information for compound 70510

Basic information

Technical information
  • TDR Targets ID: 70510
  • Name: (Z)-4-(6-aminopurin-9-yl)but-2-en-1-ol
  • MW: 205.217 | Formula: C9H11N5O
  • H donors: 2 H acceptors: 4 LogP: -0.57 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC/C=C\Cn1cnc2c1ncnc2N
  • InChi: 1S/C9H11N5O/c10-8-7-9(12-5-11-8)14(6-13-7)3-1-2-4-15/h1-2,5-6,15H,3-4H2,(H2,10,11,12)/b2-1-
  • InChiKey: DYLIWHYUXAJDOJ-UPHRSURJSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (Z)-4-(6-aminopurin-9-yl)-2-buten-1-ol
  • (Z)-4-adenin-9-ylbut-2-en-1-ol
  • (Z)-4-(6-amino-9-purinyl)but-2-en-1-ol
  • 114978-80-2
  • 9-(4-Hydroxy-2-buten)adenine (Z)
  • AIDS-001052
  • AIDS001052
  • HOCH2CH=HC-CH2-adenine

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
Leishmania braziliensis S-adenosylhomocysteine hydrolase 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 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
Babesia bovis adenosylhomocysteinase (S-adenosyl-L-homocysteinehydrolase) 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
Cryptosporidium hominis adenosylhomocysteinase 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
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
Plasmodium knowlesi adenosylhomocysteinase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Echinococcus granulosus adenosylhomocysteinase 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
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
Trypanosoma brucei gambiense S-adenosylhomocysteine hydrolase, putative Get druggable targets OG5_127233 All targets in OG5_127233
Schistosoma mansoni 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
Trypanosoma brucei 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
Leishmania major 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
Mycobacterium ulcerans S-adenosyl-L-homocysteine hydrolase 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
Entamoeba histolytica adenosylhomocysteinase, 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
Toxoplasma gondii S-Adenosyl homocysteine hydrolase 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
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
Leishmania braziliensis 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
Echinococcus multilocularis adenosylhomocysteinase Get druggable targets OG5_127233 All targets in OG5_127233
Toxoplasma gondii adenosylhomocysteinase, putative 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
Neospora caninum hypothetical protein 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
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
Echinococcus granulosus hemicentin 1 0.0241 0.0161 0.039
Loa Loa (eye worm) CAMK/MLCK protein kinase 0.0241 0.0161 0.0161
Echinococcus multilocularis Immunoglobulin 0.0414 0.0425 0.1029
Brugia malayi Immunoglobulin I-set domain containing protein 0.0241 0.0161 0.0161
Toxoplasma gondii adenosylhomocysteinase, putative 0.0156 0.0032 0.5
Schistosoma mansoni vesicular amine transporter 0.0414 0.0425 0.1029
Brugia malayi Adenosylhomocysteinase 0.0156 0.0032 0.0032
Schistosoma mansoni receptor tyrosine phosphatase type r2a 0.0241 0.0161 0.039
Trichomonas vaginalis adenosylhomocysteinase, putative 0.0156 0.0032 0.5
Echinococcus multilocularis hemicentin 1 0.0241 0.0161 0.039
Loa Loa (eye worm) hypothetical protein 0.0241 0.0161 0.0161
Loa Loa (eye worm) hypothetical protein 0.0241 0.0161 0.0161
Loa Loa (eye worm) hypothetical protein 0.0655 0.0791 0.0791
Echinococcus multilocularis basement membrane specific heparan sulfate 0.0414 0.0425 0.1029
Brugia malayi Immunoglobulin I-set domain containing protein 0.0241 0.0161 0.0161
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.0156 0.0032 0.5
Echinococcus multilocularis peroxidasin 0.0241 0.0161 0.039
Schistosoma mansoni roundabout 0.0241 0.0161 0.039
Brugia malayi Fibronectin type III domain containing protein 0.0414 0.0425 0.0425
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.0156 0.0032 0.5
Loa Loa (eye worm) immunoglobulin I-set domain-containing protein 0.0241 0.0161 0.0161
Echinococcus granulosus roundabout 2 0.0241 0.0161 0.039
Loa Loa (eye worm) hypothetical protein 0.0241 0.0161 0.0161
Echinococcus granulosus tyrosine protein kinase otk 0.0241 0.0161 0.039
Schistosoma mansoni adenosylhomocysteinase 0.0156 0.0032 0.0078
Loa Loa (eye worm) hypothetical protein 0.0655 0.0791 0.0791
Echinococcus granulosus twitchin 0.052 0.0585 0.1418
Loa Loa (eye worm) hypothetical protein 0.0241 0.0161 0.0161
Echinococcus granulosus contactin 0.0241 0.0161 0.039
Echinococcus granulosus lachesin 0.0241 0.0161 0.039
Schistosoma mansoni cell adhesion molecule 0.0549 0.063 0.1526
Entamoeba histolytica adenosylhomocysteinase, putative 0.0156 0.0032 0.5
Echinococcus multilocularis lachesin 0.0241 0.0161 0.039
Schistosoma mansoni cell adhesion molecule 0.0241 0.0161 0.039
Onchocerca volvulus 0.6146 0.9139 0.9797
Echinococcus multilocularis Immunoglobulin 0.0414 0.0425 0.1029
Loa Loa (eye worm) hypothetical protein 0.0414 0.0425 0.0425
Loa Loa (eye worm) hypothetical protein 0.0241 0.0161 0.0161
Loa Loa (eye worm) hypothetical protein 0.0414 0.0425 0.0425
Schistosoma mansoni titin 0.0241 0.0161 0.039
Loa Loa (eye worm) hypothetical protein 0.0241 0.0161 0.0161
Schistosoma mansoni cell adhesion molecule 0.0241 0.0161 0.039
Brugia malayi hypothetical protein 0.0414 0.0425 0.0425
Brugia malayi Immunoglobulin I-set domain containing protein 0.0241 0.0161 0.0161
Echinococcus multilocularis receptor type tyrosine protein phosphatase 0.0241 0.0161 0.039
Echinococcus granulosus defective proboscis extension response 0.0414 0.0425 0.1029
Schistosoma mansoni neuroglian 0.0241 0.0161 0.039
Schistosoma mansoni beta-12-n-acetylglucosaminyltransferase II 0.285 0.4128 1
Echinococcus multilocularis neuroglian 0.052 0.0585 0.1418
Brugia malayi Immunoglobulin I-set domain containing protein 0.0241 0.0161 0.0161
Brugia malayi Immunoglobulin I-set domain containing protein 0.0414 0.0425 0.0425
Brugia malayi Immunoglobulin I-set domain containing protein 0.0241 0.0161 0.0161
Toxoplasma gondii S-Adenosyl homocysteine hydrolase 0.0156 0.0032 0.5
Echinococcus granulosus adenosylhomocysteinase 0.0156 0.0032 0.0078
Schistosoma mansoni defective proboscis extension response (dpr)-related 0.0414 0.0425 0.1029
Echinococcus multilocularis receptor type tyrosine protein phosphatase 0.0241 0.0161 0.039
Loa Loa (eye worm) immunoglobulin I-set domain-containing protein 0.0241 0.0161 0.0161
Schistosoma mansoni septate junction protein 0.0241 0.0161 0.039
Echinococcus granulosus roundabout 2 0.0241 0.0161 0.039
Loa Loa (eye worm) adenosylhomocysteinase 0.0156 0.0032 0.0032
Loa Loa (eye worm) hypothetical protein 0.285 0.4128 0.4128
Echinococcus multilocularis hemicentin 1 0.0241 0.0161 0.039
Echinococcus multilocularis neurotracting:lsamp:neurotrimin:obcam 0.0241 0.0161 0.039
Mycobacterium ulcerans S-adenosyl-L-homocysteine hydrolase 0.0156 0.0032 0.5
Mycobacterium leprae putative S-adenosyl-L-homocysteine hydrolase SahH 0.0156 0.0032 0.5
Loa Loa (eye worm) hypothetical protein 0.0414 0.0425 0.0425
Echinococcus multilocularis adenosylhomocysteinase 0.0156 0.0032 0.0078
Schistosoma mansoni cell adhesion molecule 0.0241 0.0161 0.039
Plasmodium vivax adenosylhomocysteinase(S-adenosyl-L-homocystein e hydrolase), putative 0.0156 0.0032 0.5
Loa Loa (eye worm) hypothetical protein 0.0414 0.0425 0.0425
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0549 0.063 0.1526
Echinococcus multilocularis contactin neuroglian septate junction protein 0.0241 0.0161 0.039
Echinococcus multilocularis neuroglian 0.0241 0.0161 0.039
Echinococcus multilocularis receptor type tyrosine protein phosphatase F 0.0241 0.0161 0.039
Schistosoma mansoni nephrin 0.052 0.0585 0.1418
Trichomonas vaginalis adenosylhomocysteinase, putative 0.0156 0.0032 0.5
Leishmania major S-adenosylhomocysteine hydrolase 0.0156 0.0032 0.5
Echinococcus granulosus neuroglian 0.052 0.0585 0.1418
Loa Loa (eye worm) hypothetical protein 0.0549 0.063 0.063
Echinococcus granulosus neuroglian 0.0241 0.0161 0.039
Brugia malayi Immunoglobulin I-set domain containing protein 0.0241 0.0161 0.0161
Echinococcus multilocularis roundabout 2 0.0241 0.0161 0.039
Mycobacterium tuberculosis Probable adenosylhomocysteinase SahH (S-adenosyl-L-homocysteine hydrolase) (adohcyase) 0.0156 0.0032 0.5
Schistosoma mansoni nephrin 0.0241 0.0161 0.039
Loa Loa (eye worm) hypothetical protein 0.0414 0.0425 0.0425
Echinococcus granulosus Immunoglobulin 0.0414 0.0425 0.1029
Echinococcus granulosus receptor type tyrosine protein phosphatase 0.0241 0.0161 0.039
Loa Loa (eye worm) hypothetical protein 0.0241 0.0161 0.0161
Plasmodium falciparum adenosylhomocysteinase 0.0156 0.0032 0.5
Brugia malayi UDP-GlcNAc:a-6-D-mannoside b1,2-N-acetylglucosaminyltransferase II 0.285 0.4128 0.4128
Echinococcus granulosus peroxidasin 0.0241 0.0161 0.039
Loa Loa (eye worm) hypothetical protein 0.0414 0.0425 0.0425
Echinococcus multilocularis alpha 1,6 mannosyl glycoprotein 0.285 0.4128 1
Schistosoma mansoni septate junction protein 0.0241 0.0161 0.039
Onchocerca volvulus Tyrosine kinase homolog 0.6269 0.9326 1
Loa Loa (eye worm) immunoglobulin I-set domain-containing protein 0.0241 0.0161 0.0161
Echinococcus multilocularis tyrosine protein kinase otk 0.0241 0.0161 0.039
Brugia malayi Immunoglobulin I-set domain containing protein 0.0241 0.0161 0.0161
Trypanosoma brucei S-adenosylhomocysteine hydrolase, putative 0.0156 0.0032 0.5
Echinococcus granulosus alpha 16 mannosyl glycoprotein 0.285 0.4128 1
Brugia malayi Immunoglobulin I-set domain containing protein 0.0241 0.0161 0.0161
Schistosoma mansoni tyrosine kinase 0.0258 0.0186 0.0451
Loa Loa (eye worm) TK/KIN16 protein kinase 0.6712 1 1
Brugia malayi Immunoglobulin I-set domain containing protein 0.0241 0.0161 0.0161
Echinococcus multilocularis roundabout 2 0.0241 0.0161 0.039
Brugia malayi Peroxidasin 0.0241 0.0161 0.0161
Schistosoma mansoni neurotracting/lsamp/neurotrimin/obcam related cell adhesion molecule 0.0241 0.0161 0.039
Schistosoma mansoni Neurotrimin precursor (hNT) 0.0414 0.0425 0.1029
Echinococcus multilocularis roundabout 2 0.0655 0.0791 0.1916
Echinococcus granulosus roundabout 2 0.0655 0.0791 0.1916
Loa Loa (eye worm) hypothetical protein 0.0241 0.0161 0.0161
Brugia malayi Prion-like- 0.0241 0.0161 0.0161

Activities

Activity type Activity value Assay description Source Reference
Cytotoxicity (functional) = 200 Cytotoxicity of the compound was evaluated against L1210 leukemia cell line at 250 ug/disk. ChEMBL. 1992143
Cytotoxicity (functional) = 240 Cytotoxicity of the compound was evaluated against low malignancy line at 250 ug/disk. ChEMBL. 1992143
Cytotoxicity (functional) = 260 Cytotoxicity of the compound was evaluated against PO3 cell line at 250 ug/disk. ChEMBL. 1992143
DP (functional) = 0 % Percentage of diphosphates(DP) in the second step of staggered assay mixture from step 1 was incubated with GMP kinase and crude extract of HSV-1 infected HeLa cells over night ChEMBL. 2848125
DP (functional) = 0 % Percentage of diphosphates(DP) in the second step of staggered assay mixture from step 1 was incubated with GMP kinase and crude extract of HSV-1 infected HeLa cells over night ChEMBL. 2848125
EC50 (functional) = 124 uM Concentration that reduces Rauscher murine leukemia virus titer by 50% ChEMBL. 1992143
EC50 (functional) = 124 uM Concentration that reduces Rauscher murine leukemia virus titer by 50% ChEMBL. 1992143
EC50 (functional) = 175 uM Concentration that reduces Friend murine leukemia virus titer by 50% ChEMBL. 1992143
EC50 (functional) = 175 uM Concentration that reduces Friend murine leukemia virus titer by 50% ChEMBL. 1992143
ED50 (functional) NA 0 uM Activity in HIV-l infected MT-4 cells cultures; No activity ChEMBL. 7525958
IC50 (binding) uM Evaluated for the 50% inhibition of bovine-liver S-Adenosylhomocysteine (AdoHcy) hydrolase; Not applicable ChEMBL. 3411600
IC50 (binding) NA 0 uM Evaluated for the 50% inhibition of bovine-liver S-Adenosylhomocysteine (AdoHcy) hydrolase; Not applicable ChEMBL. 3411600
IC50 (functional) = 108 uM Evaluated for 50% plaque inhibition of vaccinia virus replication in murine L929 cells ChEMBL. 3411600
IC50 (binding) = 145 uM Evaluated for the 50% inhibition of S-Adenosylhomocysteine (AdoHcy) hydrolase L929 lysate from murine L-929 cells ChEMBL. 3411600
IC50 (binding) = 145 uM Evaluated for the 50% inhibition of S-Adenosylhomocysteine (AdoHcy) hydrolase L929 lysate from murine L-929 cells ChEMBL. 3411600
IC50 (functional) > 300 uM Cytotoxicity of the compound was evaluated ChEMBL. 1992143
IC50 (functional) > 300 uM Cytotoxicity of the compound was evaluated ChEMBL. 1992143
IC50 (functional) = 490 uM Inhibitory activity against murine leukemia L1210 cells ChEMBL. 1992143
IC50 (functional) = 490 uM Inhibitory activity against murine leukemia L1210 cells ChEMBL. 1992143
Inhibition (binding) = 0 % Inhibition of DNA polymerase ChEMBL. 2848125
Inhibition (binding) = 0 % Inhibition of DNA polymerase ChEMBL. 2848125
Inhibition (binding) = 3 % Inhibition of DNA polymerase ChEMBL. 2848125
Ki (binding) = 125 nM Inhibition against bovine-liver S-Adenosylhomocysteine (AdoHcy) hydrolase ChEMBL. 3411600
Ki (binding) = 125 nM Inhibition against bovine-liver S-Adenosylhomocysteine (AdoHcy) hydrolase ChEMBL. 3411600
MP (functional) = 0 % Percentage of monophosphates(MP) formed in the first step of staggered assay compound was incubated with HSV-1 thymidine kinase for 4 hr ChEMBL. 2848125
MP (functional) = 0 % Percentage of monophosphates(MP) in the second step of staggered assay mixture from step 1 was incubated with GMP kinase and crude extract of HSV-1 infected HeLa cells over night ChEMBL. 2848125
MP (functional) = 0 % Percentage of monophosphates(MP) in the second step of staggered assay mixture from step 1 was incubated with GMP kinase and crude extract of HSV-1 infected HeLa cells over night ChEMBL. 2848125
MP (functional) = 0 % Percentage of monophosphates(MP) formed in the first step of staggered assay compound was incubated with HSV-1 thymidine kinase for 4 hr ChEMBL. 2848125
NA (functional) NA 0 ug ml-1 Antiviral activity against HSV-1 cell line (concentration required to prevent viral cytopathic effect in half of primary rabbit kidney cell cultures); Not Active at 100 ug/mL ChEMBL. 2848125
NA (functional) NA 0 ug ml-1 Antiviral activity against HSV-2 cell line (concentration required to prevent viral cytopathic effect in half of primary rabbit kidney cell cultures); Not Active at 100 ug/mL ChEMBL. 2848125
SI (functional) > 1.7 Selectivity index is the ratio of IC50 to EC50 of F-MuLV. ChEMBL. 1992143
SI (functional) > 2.4 Selectivity index which is the ratio of IC50 to EC50 of R-MuLV. ChEMBL. 1992143
TP (functional) = 0 % Percentage of triphosphates(TP) in the second step of staggered assay mixture from step 1 was incubated with GMP kinase and crude extract of HSV-1 infected HeLa cells over night ChEMBL. 2848125
TP (functional) = 0 % Percentage of triphosphates(TP) in the second step of staggered assay mixture from step 1 was incubated with GMP kinase and crude extract of HSV-1 infected HeLa cells over night ChEMBL. 2848125

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

4 literature references were collected for this gene.

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