Detailed information for compound 84798

Basic information

Technical information
  • TDR Targets ID: 84798
  • Name: (2R,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+
  • InChiKey: JLJAVUZBHSLLJL-DQEHQXCCSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2R,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyl-tetrahydrofuran
  • (2R,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyltetrahydrofuran
  • (2R,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyl-oxolane
  • galgravin
  • 528-63-2
  • ZINC04104689
  • Furan, 2,4-bis(3,4-dimethoxyphenyl)tetrahydro-3,4-dimethyl-, (2alpha,3beta,4beta,5alpha)-
  • Galbelgin

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Cavia porcellus Platelet activating factor receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Platelet activating factor receptor   342 aa 295 aa 21.7 %
Onchocerca volvulus Platelet activating factor receptor   342 aa 300 aa 21.0 %
Echinococcus multilocularis rhodopsin orphan GPCR Platelet activating factor receptor   342 aa 278 aa 16.5 %
Schistosoma mansoni neuropeptide receptor Platelet activating factor receptor   342 aa 338 aa 24.9 %
Onchocerca volvulus Platelet activating factor receptor   342 aa 327 aa 21.7 %
Echinococcus granulosus neuropeptide receptor Platelet activating factor receptor   342 aa 304 aa 23.4 %
Onchocerca volvulus Platelet activating factor receptor   342 aa 321 aa 19.6 %
Echinococcus multilocularis g-protein coupled receptor Platelet activating factor receptor   342 aa 351 aa 22.5 %
Echinococcus granulosus tachykinin peptides receptor 99D Platelet activating factor receptor   342 aa 314 aa 21.3 %
Onchocerca volvulus Cyclin-dependent kinase 20 homolog Platelet activating factor receptor   342 aa 383 aa 23.8 %
Echinococcus granulosus g-protein coupled receptor Platelet activating factor receptor   342 aa 352 aa 22.2 %
Echinococcus granulosus allatostatin A receptor Platelet activating factor receptor   342 aa 334 aa 22.8 %
Onchocerca volvulus Platelet activating factor receptor   342 aa 342 aa 19.6 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Platelet activating factor receptor   342 aa 340 aa 23.8 %
Echinococcus multilocularis neuropeptide receptor Platelet activating factor receptor   342 aa 303 aa 23.1 %
Onchocerca volvulus Platelet activating factor receptor   342 aa 319 aa 21.6 %
Onchocerca volvulus Platelet activating factor receptor   342 aa 320 aa 24.7 %
Echinococcus granulosus rhodopsin orphan GPCR Platelet activating factor receptor   342 aa 278 aa 16.5 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Platelet activating factor receptor   342 aa 283 aa 20.5 %
Loa Loa (eye worm) hypothetical protein Platelet activating factor receptor   342 aa 355 aa 22.5 %
Schistosoma mansoni neuropeptide receptor Platelet activating factor receptor   342 aa 292 aa 20.5 %
Schistosoma mansoni peptide (allatostatin)-like receptor Platelet activating factor receptor   342 aa 344 aa 25.6 %
Schistosoma mansoni opsin-like receptor Platelet activating factor receptor   342 aa 318 aa 21.7 %
Schistosoma mansoni neuropeptide F-like receptor Platelet activating factor receptor   342 aa 325 aa 22.2 %
Onchocerca volvulus Platelet activating factor receptor   342 aa 394 aa 20.3 %
Echinococcus multilocularis allatostatin A receptor Platelet activating factor receptor   342 aa 334 aa 23.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni dihydrofolate reductase 0.0545115 0.235964 0.235964
Brugia malayi hypothetical protein 0.0635967 0.281846 0.379813
Schistosoma mansoni cathepsin D (A01 family) 0.0799651 0.364509 0.364509
Leishmania major dihydrofolate reductase-thymidylate synthase 0.188194 0.911084 0.5
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0373681 0.149387 0.149387
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.133683 0.635792 1
Loa Loa (eye worm) hypothetical protein 0.0373681 0.149387 0.147719
Loa Loa (eye worm) thymidylate synthase 0.133683 0.635792 1
Plasmodium falciparum plasmepsin IV 0.0373681 0.149387 0.0996505
Brugia malayi Dihydrofolate reductase 0.0545115 0.235964 0.299419
Echinococcus granulosus cathepsin d lysosomal aspartyl protease 0.0373681 0.149387 0.155476
Loa Loa (eye worm) integrin beta-2 0.0314531 0.119515 0.0953767
Echinococcus multilocularis dihydrofolate reductase 0.0545115 0.235964 0.258204
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.133683 0.635792 0.635792
Echinococcus multilocularis cathepsin d (lysosomal aspartyl protease) 0.0373681 0.149387 0.155476
Onchocerca volvulus 0.133683 0.635792 1
Echinococcus granulosus integrin beta 2 0.0233958 0.0788245 0.0717496
Toxoplasma gondii aspartyl protease ASP1 0.0373681 0.149387 0.0996505
Trichomonas vaginalis conserved hypothetical protein 0.0635967 0.281846 1
Plasmodium vivax aspartyl proteinase, putative 0.0373681 0.149387 0.0996505
Brugia malayi Serotonin receptor 0.100304 0.467223 0.704633
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Schistosoma mansoni integrin beta subunit 0.0186726 0.0549715 0.0549715
Plasmodium falciparum plasmepsin I 0.0373681 0.149387 0.0996505
Echinococcus granulosus tm gpcr rhodopsin 0.178303 0.861129 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.188194 0.911084 1
Plasmodium falciparum plasmepsin II 0.0373681 0.149387 0.0996505
Schistosoma mansoni memapsin-2 (A01 family) 0.205801 1 1
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Schistosoma mansoni cathepsin D (A01 family) 0.0799651 0.364509 0.364509
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.188194 0.911084 1
Echinococcus granulosus dihydrofolate reductase 0.0545115 0.235964 0.258204
Plasmodium vivax plasmepsin IV, putative 0.0373681 0.149387 0.0996505
Chlamydia trachomatis dihydrofolate reductase 0.0545115 0.235964 0.5
Mycobacterium ulcerans thymidylate synthase 0.133683 0.635792 1
Mycobacterium tuberculosis Hypothetical protein 0.0635967 0.281846 0.114754
Toxoplasma gondii aspartyl proteinase (eimepsin), putative 0.0373681 0.149387 0.0996505
Brugia malayi dihydrofolate reductase family protein 0.0545115 0.235964 0.299419
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Echinococcus granulosus thymidylate synthase 0.133683 0.635792 0.732625
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.188194 0.911084 0.5
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.188194 0.911084 1
Brugia malayi Integrin beta pat-3 precursor 0.0314531 0.119515 0.0953767
Plasmodium falciparum plasmepsin VI 0.0373681 0.149387 0.0996505
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
Echinococcus multilocularis thymidylate synthase 0.133683 0.635792 0.732625
Schistosoma mansoni lipoxygenase 0.0114222 0.0183559 0.0183559
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.188194 0.911084 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.133683 0.635792 1
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0206747 0.0650825 0.0650825
Echinococcus multilocularis integrin beta 2 0.0233958 0.0788245 0.0717496
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.178303 0.861129 1
Loa Loa (eye worm) dihydrofolate reductase 0.0545115 0.235964 0.299419
Loa Loa (eye worm) aspartic protease BmAsp-2 0.0373681 0.149387 0.147719
Brugia malayi thymidylate synthase 0.133683 0.635792 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 44 % Trypanocidal activity against Trypanosoma cruzi Y trypomastigotes infected in mouse macrophage at 2 uM ChEMBL. 14738383
Activity (functional) = 56.3 % Trypanocidal activity against Trypanosoma cruzi Y trypomastigotes infected in mouse macrophage at 8 uM ChEMBL. 14738383
Activity (functional) = 59.9 % Trypanocidal activity against Trypanosoma cruzi Y trypomastigotes infected in mouse macrophage at 32 uM ChEMBL. 14738383
CC50 (ADMET) = 43.4 uM Cytotoxicity against human C8166 cells by MTT assay ChEMBL. 19413342
IC50 (functional) = 4.4 uM Antitrypanosomal activity against Trypanosoma cruzi Y trypomastigotes infected in mouse macrophage ChEMBL. 14738383
IC50 (binding) = 4.5 uM Inhibition of PAF receptor binding to rabbit platelet plasma membranes ChEMBL. 3020247
IC50 (binding) = 4.5 uM Inhibition of PAF receptor binding to rabbit platelet plasma membranes ChEMBL. 3020247
Potency (functional) = 39.8107 um PUBCHEM_BIOASSAY: qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (without detergent). (Class of assay: confirmatory) [Related pubchem assays: 2158 (Confirmation qHTS Assay for Inhibitors of Cruzain), 2249 (Probe Development Summary of Promiscuous Inhibitors (Artifacts) of Cruzain), 2161 (qHTS Assay for Inhibitors of Papain: Counterscreen for Cruzain Assay), 1478 (qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (with detergent))] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Trypanosoma cruzi ChEMBL23 14738383

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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