Detailed information for compound 331152

Basic information

Technical information
  • TDR Targets ID: 331152
  • Name: 5,5-dibenzylspiro[1,2,4-trioxolane-3,2'-adama ntane]
  • MW: 376.488 | Formula: C25H28O3
  • H donors: 0 H acceptors: 0 LogP: 5.95 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: c1ccc(cc1)CC1(OOC2(O1)C1CC3CC2CC(C1)C3)Cc1ccccc1
  • InChi: 1S/C25H28O3/c1-3-7-18(8-4-1)16-24(17-19-9-5-2-6-10-19)26-25(28-27-24)22-12-20-11-21(14-22)15-23(25)13-20/h1-10,20-23H,11-17H2
  • InChiKey: QXYPUNJYVMXUEJ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5,5-bis(phenylmethyl)spiro[1,2,4-trioxolane-3,2'-adamantane]

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
Echinococcus granulosus Solute carrier family 22 5 0.116834 1 1
Schistosoma mansoni peroxidasin 0.00296721 0 0.5
Brugia malayi hypothetical protein 0.00296721 0 0.5
Onchocerca volvulus Peroxidase homolog 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Brugia malayi Animal haem peroxidase family protein 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Onchocerca volvulus Peroxidase homolog 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Brugia malayi Animal haem peroxidase family protein 0.00296721 0 0.5
Loa Loa (eye worm) animal heme peroxidase 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Brugia malayi Blistered cuticle protein 3 0.00296721 0 0.5
Brugia malayi Animal haem peroxidase family protein 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Onchocerca volvulus 0.00296721 0 0.5
Onchocerca volvulus 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Loa Loa (eye worm) animal heme peroxidase 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Schistosoma mansoni peroxidasin 0.00296721 0 0.5
Onchocerca volvulus 0.00296721 0 0.5
Onchocerca volvulus Chorion peroxidase homolog 0.00296721 0 0.5
Loa Loa (eye worm) animal heme peroxidase 0.00296721 0 0.5
Onchocerca volvulus Dual oxidase homolog 0.00296721 0 0.5
Loa Loa (eye worm) blistered cuticle protein 3 0.00296721 0 0.5
Echinococcus multilocularis peroxidasin 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Brugia malayi Animal haem peroxidase family protein 0.00296721 0 0.5
Onchocerca volvulus Peroxidasin homolog 0.00296721 0 0.5
Loa Loa (eye worm) animal heme peroxidase 0.00296721 0 0.5
Onchocerca volvulus Peroxidasin homolog 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Loa Loa (eye worm) hypothetical protein 0.00296721 0 0.5
Brugia malayi Animal haem peroxidase family protein 0.00296721 0 0.5
Brugia malayi Peroxidasin 0.00296721 0 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 3 ng ml-1 In vitro concentration of the compound inhibiting chloroquine-sensitive (NF54) strain of Plasmodium falciparum ChEMBL. 16033274
IC50 (functional) = 3 ng ml-1 In vitro concentration of the compound inhibiting chloroquine-sensitive (NF54) strain of Plasmodium falciparum ChEMBL. 16033274
IC50 (functional) = 3.1 ng ml-1 In vitro concentration of the compound inhibiting chloroquine-resistant (K1) strain of Plasmodium falciparum ChEMBL. 16033274
IC50 (functional) = 3.1 ng ml-1 In vitro concentration of the compound inhibiting chloroquine-resistant (K1) strain of Plasmodium falciparum ChEMBL. 16033274
Reduction (functional) = 88 % Antimalarial activity of the compound (10 mg/kg, p.o.) given 1 day post infection of mice with Plasmodium berghei is its ability to reduce parasitemia on day 3 postinfection ChEMBL. 16033274
Reduction (functional) = 88 % Antimalarial activity of the compound (10 mg/kg, p.o.) given 1 day post infection of mice with Plasmodium berghei is its ability to reduce parasitemia on day 3 postinfection ChEMBL. 16033274
Reduction (functional) = 99.7 % Antimalarial activity of the compound (10 mg/kg, s.c.) given 1 day post infection of mice with Plasmodium berghei is its ability to reduce parasitemia on day 3 postinfection ChEMBL. 16033274
Reduction (functional) = 99.7 % Antimalarial activity of the compound (10 mg/kg, s.c.) given 1 day post infection of mice with Plasmodium berghei is its ability to reduce parasitemia on day 3 postinfection ChEMBL. 16033274
Survival (functional) = 6.7 day Survival of mice to 30-day postinfection with P. berghei upon 10 mg/kg peroral dose of the compound was determined ChEMBL. 16033274
Survival (functional) = 6.7 day Survival of mice to 30-day postinfection with P. berghei upon 10 mg/kg peroral dose of the compound was determined ChEMBL. 16033274
Survival (functional) = 8 day Survival of mice to 30-day postinfection with P. berghei upon 10 mg/kg upon subcutaneous dose of the compound was determined ChEMBL. 16033274
Survival (functional) = 8 day Survival of mice to 30-day postinfection with P. berghei upon 10 mg/kg upon subcutaneous dose of the compound was determined ChEMBL. 16033274

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum 16033274

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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