Detailed information for compound 967918

Basic information

Technical information
  • TDR Targets ID: 967918
  • Name: (2S,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3, 4-dimethyloxolane
  • MW: 372.455 | Formula: C22H28O5
  • H donors: 0 H acceptors: 0 LogP: 4.38 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(ccc1OC)[C@H]1O[C@@H]([C@H]([C@H]1C)C)c1ccc(c(c1)OC)OC
  • InChi: 1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14+,21-,22-/m0/s1
  • InChiKey: JLJAVUZBHSLLJL-RZMCSOMXSA-N  

Network

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Synonyms

  • (2S,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyl-tetrahydrofuran
  • (2S,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyltetrahydrofuran
  • (2S,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyl-oxolane

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Schistosoma mansoni cathepsin D (A01 family) 0.0799651 0.364509 0.364509
Echinococcus multilocularis thymidylate synthase 0.133683 0.635792 0.732625
Schistosoma mansoni dihydrofolate reductase 0.0545115 0.235964 0.235964
Brugia malayi Dihydrofolate reductase 0.0545115 0.235964 0.299419
Chlamydia trachomatis dihydrofolate reductase 0.0545115 0.235964 0.5
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.188194 0.911084 1
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Loa Loa (eye worm) dihydrofolate reductase 0.0545115 0.235964 0.299419
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.188194 0.911084 1
Toxoplasma gondii aspartyl protease ASP1 0.0373681 0.149387 0.0996505
Trichomonas vaginalis conserved hypothetical protein 0.0635967 0.281846 1
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Echinococcus multilocularis cathepsin d (lysosomal aspartyl protease) 0.0373681 0.149387 0.155476
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Plasmodium falciparum plasmepsin IV 0.0373681 0.149387 0.0996505
Brugia malayi hypothetical protein 0.0635967 0.281846 0.379813
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.133683 0.635792 0.635792
Loa Loa (eye worm) thymidylate synthase 0.133683 0.635792 1
Brugia malayi dihydrofolate reductase family protein 0.0545115 0.235964 0.299419
Echinococcus multilocularis dihydrofolate reductase 0.0545115 0.235964 0.258204
Plasmodium falciparum plasmepsin VI 0.0373681 0.149387 0.0996505
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Onchocerca volvulus 0.133683 0.635792 1
Loa Loa (eye worm) integrin beta-2 0.0314531 0.119515 0.0953767
Leishmania major dihydrofolate reductase-thymidylate synthase 0.188194 0.911084 0.5
Echinococcus granulosus integrin beta 2 0.0233958 0.0788245 0.0717496
Brugia malayi Serotonin receptor 0.100304 0.467223 0.704633
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Plasmodium vivax aspartyl proteinase, putative 0.0373681 0.149387 0.0996505
Echinococcus granulosus dihydrofolate reductase 0.0545115 0.235964 0.258204
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Toxoplasma gondii aspartyl proteinase (eimepsin), putative 0.0373681 0.149387 0.0996505
Echinococcus granulosus cathepsin d lysosomal aspartyl protease 0.0373681 0.149387 0.155476
Schistosoma mansoni lipoxygenase 0.0114222 0.0183559 0.0183559
Echinococcus granulosus thymidylate synthase 0.133683 0.635792 0.732625
Brugia malayi thymidylate synthase 0.133683 0.635792 1
Brugia malayi Integrin beta pat-3 precursor 0.0314531 0.119515 0.0953767
Schistosoma mansoni cathepsin D (A01 family) 0.0799651 0.364509 0.364509
Plasmodium vivax plasmepsin IV, putative 0.0373681 0.149387 0.0996505
Mycobacterium ulcerans thymidylate synthase 0.133683 0.635792 1
Plasmodium falciparum plasmepsin II 0.0373681 0.149387 0.0996505
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0373681 0.149387 0.149387
Echinococcus granulosus tm gpcr rhodopsin 0.178303 0.861129 1
Loa Loa (eye worm) hypothetical protein 0.0373681 0.149387 0.147719
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.133683 0.635792 1
Schistosoma mansoni integrin beta subunit 0.0186726 0.0549715 0.0549715
Echinococcus multilocularis integrin beta 2 0.0233958 0.0788245 0.0717496
Plasmodium falciparum plasmepsin I 0.0373681 0.149387 0.0996505
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Mycobacterium tuberculosis Hypothetical protein 0.0635967 0.281846 0.114754
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.188194 0.911084 1
Loa Loa (eye worm) aspartic protease BmAsp-2 0.0373681 0.149387 0.147719
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.188194 0.911084 0.5
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.188194 0.911084 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.133683 0.635792 1
Schistosoma mansoni memapsin-2 (A01 family) 0.205801 1 1
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.178303 0.861129 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 36.5 % Trypanocidal activity against Trypanosoma cruzi Y trypomastigotes infected in mouse macrophage at 2 uM ChEMBL. 14738383
Activity (functional) = 49.2 % Trypanocidal activity against Trypanosoma cruzi Y trypomastigotes infected in mouse macrophage at 8 uM ChEMBL. 14738383
Activity (functional) = 55.6 % Trypanocidal activity against Trypanosoma cruzi Y trypomastigotes infected in mouse macrophage at 32 uM ChEMBL. 14738383
Activity (ADMET) = 103.5 % Cytotoxicity against LPS-stimulated mouse BV2 cells assessed as cell viability after 24 hrs by MTT assay relative to control ChEMBL. 21936523
GI50 (functional) = 58.3 uM Cytotoxicity against human T98G cells after 72 hrs by MTT assay ChEMBL. 24080463
IC50 (functional) > 10 uM Cytotoxicity against human A549 cells by sulforhodamine B assay ChEMBL. 21936523
IC50 (functional) > 10 uM Cytotoxicity against human SKOV3 cells by sulforhodamine B assay ChEMBL. 21936523
IC50 (functional) > 10 uM Cytotoxicity against human SK-MEL-2 cells by sulforhodamine B assay ChEMBL. 21936523
IC50 (functional) = 12.2 uM Antitrypanosomal activity against Trypanosoma cruzi Y trypomastigotes infected in mouse macrophage ChEMBL. 14738383
IC50 (functional) = 75.97 uM Anti-neuroinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced NO production pretreated for 30 mins before LPS-stimulation measured after 24 hrs by Griess reaction ChEMBL. 21936523

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Trypanosoma cruzi ChEMBL23 14738383
Homo sapiens ChEMBL23 21936523

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.
 
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External resources for this compound

Bibliographic References

No literature references available for this target.

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