Detailed information for compound 320565

Basic information

Technical information
  • TDR Targets ID: 320565
  • Name: (2R,4S,5R)-5-[(1S)-1-acetamido-3-methylbutyl] -4-(1H-imidazol-5-yl)oxolane-2-carboxylic aci d
  • MW: 309.361 | Formula: C15H23N3O4
  • H donors: 3 H acceptors: 4 LogP: 0.9 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC(C[C@@H]([C@@H]1O[C@H](C[C@H]1c1nc[nH]c1)C(=O)O)NC(=O)C)C
  • InChi: 1S/C15H23N3O4/c1-8(2)4-11(18-9(3)19)14-10(12-6-16-7-17-12)5-13(22-14)15(20)21/h6-8,10-11,13-14H,4-5H2,1-3H3,(H,16,17)(H,18,19)(H,20,21)/t10-,11-,13+,14+/m0/s1
  • InChiKey: JVZKLBBWGMIYNM-CDGCEXEKSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2R,4S,5R)-5-[(1S)-1-acetamido-3-methyl-butyl]-4-(1H-imidazol-5-yl)tetrahydrofuran-2-carboxylic acid
  • (2R,4S,5R)-5-[(1S)-1-acetamido-3-methylbutyl]-4-(1H-imidazol-5-yl)-2-tetrahydrofurancarboxylic acid
  • (2R,4S,5R)-5-[(1S)-1-acetamido-3-methyl-butyl]-4-(1H-imidazol-5-yl)oxolane-2-carboxylic acid
  • (2R,4S,5R)-5-[(1S)-1-acetamido-3-methylbutyl]-4-(3H-imidazol-4-yl)oxolane-2-carboxylic acid
  • (2R,4S,5R)-5-[(1S)-1-acetamido-3-methyl-butyl]-4-(3H-imidazol-4-yl)tetrahydrofuran-2-carboxylic acid
  • (2R,4S,5R)-5-[(1S)-1-acetamido-3-methylbutyl]-4-(3H-imidazol-4-yl)-2-tetrahydrofurancarboxylic acid
  • (2R,4S,5R)-5-[(1S)-1-acetamido-3-methyl-butyl]-4-(3H-imidazol-4-yl)oxolane-2-carboxylic acid
  • AIDS-227729
  • AIDS227729
  • L-Threo-pentonic acid, 5-C-[1-(acetylamino)-3-methylbutyl]-2,5-anhydro-3,4-dideoxy-4-(1H-imidazol-4-yl)-, (5R)-

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Influenza A virus (A/Puerto Rico/8/1934(H1N1)) Neuraminidase Starlite/ChEMBL References
Influenza B virus (strain B/Lee/1940) Neuraminidase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma brucei hypothetical protein, conserved Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma brucei gambiense hypothetical protein, conserved Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma congolense hypothetical protein, conserved Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma brucei hypothetical protein, conserved Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma cruzi Enriched in surface-labeled proteome protein 12 Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma cruzi Enriched in surface-labeled proteome protein 12 Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma brucei gambiense hypothetical protein, conserved Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma cruzi Enriched in surface-labeled proteome protein 12 Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma cruzi Enriched in surface-labeled proteome protein 12 Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma congolense hypothetical protein, conserved Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma congolense hypothetical protein, conserved Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma brucei gambiense hypothetical protein, conserved Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma brucei gambiense hypothetical protein, conserved Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma brucei Enriched in surface-labeled proteome protein 12 Get druggable targets OG5_136729 All targets in OG5_136729
Trypanosoma cruzi Enriched in surface-labeled proteome protein 12 Get druggable targets OG5_136729 All targets in OG5_136729
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
Chlamydia trachomatis dehyroquinate synthase 0.0112 0.099 0.0862
Echinococcus granulosus caspase 0.0099 0.084 0.2585
Trypanosoma brucei ubiquitin carboxyl-terminal hydrolase, putative 0.0037 0.0121 0.1062
Brugia malayi RNA recognition motif domain containing protein 0.0064 0.0431 0.1353
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0431 0.1325
Trypanosoma brucei SUMO1/Ulp2, putative 0.0039 0.0141 0.1238
Trichomonas vaginalis conserved hypothetical protein 0.0039 0.0141 0.1852
Echinococcus granulosus tar DNA binding protein 0.0064 0.0431 0.1325
Plasmodium vivax chorismate synthase 0.0888 1 1
Onchocerca volvulus 0.0039 0.0141 1
Echinococcus multilocularis importin subunit beta 1 0.0029 0.0027 0.0029
Plasmodium vivax sentrin-specific protease 1, putative 0.0039 0.0141 0.0141
Plasmodium falciparum importin beta, putative 0.0029 0.0027 0.0027
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0039 0.0141 0.1852
Toxoplasma gondii shikimate dehydrogenase substrate binding domain-containing protein 0.0287 0.3026 0.3026
Echinococcus multilocularis ubiquitin specific protease 41 0.0037 0.0121 0.0133
Toxoplasma gondii Ulp1 protease family, C-terminal catalytic domain-containing protein 0.0039 0.0141 0.0141
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0039 0.0141 0.1852
Loa Loa (eye worm) hypothetical protein 0.0064 0.0431 0.1326
Loa Loa (eye worm) hypothetical protein 0.0034 0.0087 0.0268
Entamoeba histolytica Ulp1 protease family, C-terminal catalytic domain containing protein 0.0039 0.0141 0.0179
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0092 0.0759 1
Brugia malayi hypothetical protein 0.0036 0.0112 0.0352
Toxoplasma gondii chorismate synthase, putative 0.0888 1 1
Mycobacterium ulcerans chorismate synthase 0.0888 1 1
Loa Loa (eye worm) RNA binding protein 0.0064 0.0431 0.1325
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0307 0.3251 1
Trypanosoma cruzi Enriched in surface-labeled proteome protein 12 0.0124 0.1136 1
Schistosoma mansoni alzheimer's disease beta-amyloid related 0.011 0.0966 0.2972
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0039 0.0141 0.1852
Schistosoma mansoni caspase-3 (C14 family) 0.0099 0.084 0.2585
Trypanosoma brucei importin beta-1 subunit, putative 0.0029 0.0027 0.0233
Trypanosoma brucei hypothetical protein, conserved 0.0124 0.1136 1
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.0808 0.9065 1
Schistosoma mansoni transcription factor LCR-F1 0.0036 0.0112 0.0345
Schistosoma mansoni family C48 unassigned peptidase (C48 family) 0.0173 0.1699 0.5225
Schistosoma mansoni tsg101-related 0.0058 0.0363 0.1115
Trypanosoma cruzi hypothetical protein 0.0092 0.0759 0.6683
Chlamydia trachomatis phosphoshikimate 1-carboxyl vinyltransferase 0.0287 0.3026 0.2926
Trypanosoma cruzi Enriched in surface-labeled proteome protein 12 0.0124 0.1136 1
Schistosoma mansoni tsg101-related 0.0047 0.024 0.0738
Entamoeba histolytica Ulp1 protease family, C-terminal catalytic domain containing protein 0.0039 0.0141 0.0179
Schistosoma mansoni hypothetical protein 0.0307 0.3251 1
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0092 0.0759 1
Loa Loa (eye worm) hypothetical protein 0.0069 0.0497 0.1529
Echinococcus granulosus ubiquitin specific protease 41 0.0037 0.0121 0.0371
Toxoplasma gondii HEAT repeat-containing protein 0.0029 0.0027 0.0027
Leishmania major ubiquitin hydrolase, putative,cysteine peptidase, Clan CA, family C19, putative 0.0037 0.0121 0.8583
Echinococcus multilocularis sentrin specific protease 7 0.0173 0.1699 0.1874
Loa Loa (eye worm) hypothetical protein 0.0039 0.0141 0.0432
Schistosoma mansoni family C48 unassigned peptidase (C48 family) 0.0039 0.0141 0.0432
Brugia malayi Calcitonin receptor-like protein seb-1 0.005 0.0269 0.0846
Plasmodium vivax importin-beta 2, putative 0.0029 0.0027 0.0027
Echinococcus multilocularis snurportin 1 0.0307 0.3251 0.3586
Loa Loa (eye worm) hypothetical protein 0.0127 0.1171 0.3602
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0039 0.0141 0.1852
Mycobacterium ulcerans UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0175 0.1728 0.0819
Loa Loa (eye worm) Ulp1 protease 0.0092 0.0759 0.2335
Echinococcus granulosus importin subunit beta 1 0.0029 0.0027 0.0082
Echinococcus multilocularis tumor susceptibility gene 101 protein 0.0069 0.0497 0.0548
Trypanosoma cruzi Enriched in surface-labeled proteome protein 12 0.0124 0.1136 1
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0431 0.1325
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0431 0.1325
Plasmodium falciparum chorismate synthase 0.0888 1 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.005 0.0269 0.0829
Giardia lamblia Sentrin specific protease, putative 0.0039 0.0141 1
Trichomonas vaginalis Sentrin-specific protease, putative 0.0092 0.0759 1
Trypanosoma cruzi cysteine peptidase, Clan CA, family C48, putative 0.0039 0.0141 0.1238
Loa Loa (eye worm) hypothetical protein 0.0029 0.0027 0.0082
Brugia malayi Ubiquitin carboxyl-terminal hydrolase family protein 0.0037 0.0121 0.0379
Entamoeba histolytica Ulp1 protease family, C-terminal catalytic domain containing protein 0.0092 0.0759 0.4077
Mycobacterium leprae Chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase). 0.0438 0.4776 1
Leishmania major SUMO1/Ulp2, putative,cysteine peptidase, Clan CA, family C48, putative 0.0039 0.0141 1
Schistosoma mansoni tsg101-related 0.0058 0.0363 0.1115
Schistosoma mansoni family C48 unassigned peptidase (C48 family) 0.0092 0.0759 0.2335
Trypanosoma brucei hypothetical protein, conserved 0.0124 0.1136 1
Trichomonas vaginalis sentrin/sumo-specific protease, senp8, putative 0.0039 0.0141 0.1852
Echinococcus granulosus expressed conserved protein 0.0134 0.1251 0.3849
Echinococcus granulosus tumor susceptibility gene 101 protein 0.0069 0.0497 0.1529
Trypanosoma brucei importin beta-1 subunit, putative 0.0029 0.0027 0.0233
Brugia malayi RNA, U transporter 1 0.0082 0.0641 0.2013
Entamoeba histolytica Ulp1 protease family, C-terminal catalytic domain containing protein 0.0039 0.0141 0.0179
Brugia malayi TAR-binding protein 0.0064 0.0431 0.1353
Loa Loa (eye worm) TAR-binding protein 0.0064 0.0431 0.1325
Treponema pallidum UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0175 0.1728 0.5
Trypanosoma cruzi ubiquitin carboxyl-terminal hydrolase, putative 0.0037 0.0121 0.1062
Echinococcus multilocularis Peptidase C19, ubiquitin carboxyl terminal hydrolase 2 0.0037 0.0121 0.0133
Schistosoma mansoni 3-dehydroquinate synthase 0.0112 0.099 0.3046
Echinococcus granulosus caspase 3 0.0072 0.0534 0.1642
Echinococcus multilocularis expressed conserved protein 0.0134 0.1251 0.138
Schistosoma mansoni ubiquitin-specific peptidase 2 (C19 family) 0.0037 0.0121 0.0371
Echinococcus multilocularis caspase 0.0099 0.084 0.0927
Trypanosoma cruzi ubiquitin carboxyl-terminal hydrolase, putative 0.0037 0.0121 0.1062
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.005 0.0269 0.0846
Entamoeba histolytica Ulp1 protease family, C-terminal catalytic domain containing protein 0.0173 0.1699 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0064 0.0431 0.1325
Schistosoma mansoni caspase-7 (C14 family) 0.0099 0.084 0.2585
Brugia malayi RNA binding protein 0.0064 0.0431 0.1353
Chlamydia trachomatis UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0175 0.1728 0.1611
Echinococcus granulosus caspase 3 apoptosis cysteine peptidase 0.0099 0.084 0.2585
Trichomonas vaginalis Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase 0.0037 0.0121 0.159
Brugia malayi Ulp1 protease family, C-terminal catalytic domain containing protein 0.0039 0.0141 0.0441
Schistosoma mansoni importin beta-1 0.0029 0.0027 0.0082
Echinococcus granulosus Peptidase C19 ubiquitin carboxyl terminal hydrolase 2 0.0037 0.0121 0.0371
Trichomonas vaginalis hypothetical protein 0.0034 0.0085 0.1116
Brugia malayi Ulp1 protease family, C-terminal catalytic domain containing protein 0.0092 0.0759 0.2384
Mycobacterium ulcerans 3-phosphoshikimate 1-carboxyvinyltransferase 0.0287 0.3026 0.2259
Schistosoma mansoni ubiquitin-specific peptidase 8 (C19 family) 0.0037 0.0121 0.0371
Mycobacterium tuberculosis Probable chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase) 0.0438 0.4776 1
Echinococcus multilocularis sentrin specific protease 1 0.0039 0.0141 0.0155
Loa Loa (eye worm) hypothetical protein 0.0037 0.0121 0.0371
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0039 0.0141 0.1852
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0431 0.1325
Echinococcus granulosus snurportin 1 0.0307 0.3251 1
Schistosoma mansoni hypothetical protein 0.0034 0.0087 0.0268
Echinococcus granulosus ubiquitin carboxyl terminal hydrolase 8 0.0037 0.0121 0.0371
Brugia malayi Amyloid A4 extracellular domain containing protein 0.0301 0.3184 1
Entamoeba histolytica Ulp1 protease family, C-terminal catalytic domain containing protein 0.0039 0.0141 0.0179
Loa Loa (eye worm) Ulp1 protease 0.0039 0.0141 0.0432
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0039 0.0141 0.1852
Brugia malayi Ulp1 protease family, C-terminal catalytic domain containing protein 0.0039 0.0141 0.0441
Toxoplasma gondii Ulp1 protease family, C-terminal catalytic domain-containing protein 0.0039 0.0141 0.0141
Brugia malayi latrophilin 2 splice variant baaae 0.0034 0.0087 0.0274
Schistosoma mansoni family C48 unassigned peptidase (C48 family) 0.0039 0.0141 0.0432
Echinococcus granulosus sentrin specific protease 1 0.0039 0.0141 0.0432
Echinococcus multilocularis ubiquitin carboxyl terminal hydrolase 8 0.0037 0.0121 0.0133
Echinococcus granulosus sentrin specific protease 8 0.0092 0.0759 0.2335
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0036 0.0112 0.0345
Trypanosoma cruzi SUMO1/Ulp2, putative 0.0039 0.0141 0.1238
Loa Loa (eye worm) hypothetical protein 0.0039 0.0141 0.0432
Echinococcus multilocularis caspase 3 0.0072 0.0534 0.0589
Brugia malayi Importin beta-1 subunit 0.0029 0.0027 0.0083
Entamoeba histolytica tumor susceptibility gene 101 protein, putative 0.0047 0.024 0.0805
Trypanosoma cruzi Enriched in surface-labeled proteome protein 12 0.0124 0.1136 1
Echinococcus multilocularis sentrin specific protease 8 0.0092 0.0759 0.0837
Trichomonas vaginalis Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase 0.0037 0.0121 0.159
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0092 0.0759 1
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0175 0.1728 0.5
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0036 0.0112 0.0124
Entamoeba histolytica ubiquitin carboxyl-terminal hydrolase domain containing protein 0.0037 0.0121 0.0053
Brugia malayi hypothetical protein 0.0069 0.0497 0.1561
Trypanosoma cruzi Enriched in surface-labeled proteome protein 12 0.0124 0.1136 1
Mycobacterium leprae probable 3-phosphoshikimate 1-carboxyvinyl transferase AroA (5-ENOLPYRUVYLSHIKIMATE-3-PHOSPHATE SYNTHASE) (EPSP SYNTHASE) (EPSPS 0.0287 0.3026 0.5377
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase 0.0099 0.084 0.0927
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0431 0.1325
Loa Loa (eye worm) hypothetical protein 0.0237 0.2444 0.7517
Loa Loa (eye worm) hypothetical protein 0.005 0.0269 0.0829
Plasmodium vivax sentrin-specific protease 2, putative 0.0039 0.0141 0.0141
Echinococcus multilocularis tar DNA binding protein 0.0064 0.0431 0.0475
Plasmodium falciparum sentrin-specific protease 1 0.0039 0.0141 0.0141
Brugia malayi Ulp1 protease family, C-terminal catalytic domain containing protein 0.0039 0.0141 0.0441
Echinococcus granulosus sentrin specific protease 7 0.0173 0.1699 0.5225
Trichomonas vaginalis conserved hypothetical protein 0.0037 0.0121 0.159
Toxoplasma gondii Ulp1 protease family, C-terminal catalytic domain-containing protein 0.0039 0.0141 0.0141
Trypanosoma brucei Enriched in surface-labeled proteome protein 12 0.0124 0.1136 1
Loa Loa (eye worm) hypothetical protein 0.0039 0.0141 0.0432
Schistosoma mansoni hypothetical protein 0.0036 0.0112 0.0345

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 580 nM Inhibitory concentration against neuraminidase A (A/Tokyo/3/67) of Influenza virus ChEMBL. 15582424
IC50 (binding) = 580 nM Inhibitory concentration against neuraminidase A (A/Tokyo/3/67) of Influenza virus ChEMBL. 15582424
IC50 (binding) = 1000 nM Inhibitory concentration of thecompound was determined againstneuraminidase B (B/Memphis/3/89) of Influenza virus ChEMBL. 15582424
IC50 (binding) = 1000 nM Inhibitory concentration of thecompound was determined againstneuraminidase B (B/Memphis/3/89) of Influenza virus ChEMBL. 15582424

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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