Detailed information for compound 280600

Basic information

Technical information
  • TDR Targets ID: 280600
  • Name: (3'R,4'R)-3',4'-Di-O-(S)-(-)-camphanoyl-6-bro momethyl-4-methyl-(+)-cis-khellactone-
  • MW: 729.608 | Formula: C36H41BrO11
  • H donors: 0 H acceptors: 5 LogP: 5.54 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 2
  • SMILES: BrCc1cc2c(C)cc(=O)oc2c2c1OC(C)(C)[C@@H]([C@@H]2OC(=O)C12CCC(C2(C)C)(C(=O)O1)C)OC(=O)C12CCC(C2(C)C)(C(=O)O1)C
  • InChi: 1S/C36H41BrO11/c1-17-14-20(38)43-23-19(17)15-18(16-37)22-21(23)24(44-28(41)35-12-10-33(8,26(39)47-35)31(35,4)5)25(30(2,3)46-22)45-29(42)36-13-11-34(9,27(40)48-36)32(36,6)7/h14-15,24-25H,10-13,16H2,1-9H3/t24-,25-,33?,34?,35?,36?/m1/s1
  • InChiKey: JJQCYQOHEUISNH-YVGZAEJESA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carboxylic acid [(9R,10R)-6-(bromomethyl)-4,8,8-trimethyl-2-oxo-10-[oxo-(1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptan-4-yl)methoxy]-9,10-dihydropyrano[2,3-h][1]benzopyran-9-yl] ester
  • 1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carboxylic acid [(9R,10R)-6-(bromomethyl)-4,8,8-trimethyl-2-oxo-10-[oxo-(1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptan-4-yl)methoxy]-9,10-dihydropyrano[6,5-h]chromen-9-yl] ester
  • 2-keto-1,7,7-trimethyl-3-oxabicyclo[2.2.1]heptane-4-carboxylic acid [(9R,10R)-6-(bromomethyl)-2-keto-10-(2-keto-1,7,7-trimethyl-3-oxabicyclo[2.2.1]heptane-4-carbonyl)oxy-4,8,8-trimethyl-9,10-dihydropyrano[2,3-h]chromen-9-yl] ester
  • 2-keto-1,7,7-trimethyl-3-oxabicyclo[2.2.1]heptane-4-carboxylic acid [(9R,10R)-6-(bromomethyl)-2-keto-10-(2-keto-1,7,7-trimethyl-3-oxabicyclo[2.2.1]heptane-4-carbonyl)oxy-4,8,8-trimethyl-9,10-dihydropyrano[6,5-h]chromen-9-yl] ester
  • AIDS-155514
  • AIDS155514
  • [(9R,10R)-6-(bromomethyl)-4,8,8-trimethyl-2-oxo-10-(1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carbonyl)oxy-9,10-dihydropyrano[2,3-h]chromen-9-yl] 1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carboxylate
  • [(9R,10R)-6-(bromomethyl)-4,8,8-trimethyl-2-oxo-10-[(1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptan-4-yl)carbonyloxy]-9,10-dihydropyrano[2,3-h]chromen-9-yl] 1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carboxylate
  • [(9R,10R)-6-(bromomethyl)-4,8,8-trimethyl-2-oxo-10-(1,7,7-trimethyl-2-oxo3-oxabicyclo[2.2.1]heptane-4-carbonyl)oxy-9,10-dihydropyrano[6,5-h]chromen-9-yl] 1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carboxylate
  • [(9R,10R)-6-(bromomethyl)-4,8,8-trimethyl-2-oxo-10-(1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carbonyl)oxy-9,10-dihydropyrano[6,5-h]chromen-9-yl] 1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carboxylate
  • [(9R,10R)-6-(bromomethyl)-4,8,8-trimethyl-2-oxo-10-[(1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptan-4-yl)carbonyloxy]-9,10-dihydropyrano[6,5-h]chromen-9-yl] 1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carboxylate

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
Trichomonas vaginalis sucrase-isomaltase, putative 0.0191 0.1078 0.3599
Brugia malayi Alpha-L-fucosidase family protein 0.0289 0.2699 0.2671
Leishmania major alpha glucosidase II subunit, putative 0.0191 0.1078 0.5
Trichomonas vaginalis alpha-glucosidase, putative 0.0191 0.1078 0.3599
Trichomonas vaginalis alpha-glucosidase, putative 0.0191 0.1078 0.3599
Trypanosoma cruzi hypothetical protein, conserved 0.0191 0.1078 0.5
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0727 1 1
Trichomonas vaginalis glucosylceramidase, putative 0.0201 0.124 0.4139
Onchocerca volvulus 0.0232 0.1759 0.1047
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.0191 0.1078 0.5
Trichomonas vaginalis glucosylceramidase, putative 0.0306 0.2995 1
Onchocerca volvulus 0.0499 0.6198 1
Echinococcus multilocularis fucosidase, alpha L 1, tissue 0.0477 0.5842 0.534
Trichomonas vaginalis alpha-glucosidase, putative 0.0191 0.1078 0.3599
Echinococcus granulosus tumor protein p63 0.066 0.8875 0.8739
Schistosoma mansoni alpha-l-fucosidase 0.0289 0.2699 0.2342
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0204 0.1289 0.1256
Echinococcus granulosus fucosidase alpha L 1 tissue 0.0477 0.5842 0.534
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0191 0.1078 0.3599
Trichomonas vaginalis glucosylceramidase, putative 0.0201 0.124 0.4139
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0191 0.1078 0.1044
Trichomonas vaginalis glucosylceramidase, putative 0.0201 0.124 0.4139
Trichomonas vaginalis glucosylceramidase, putative 0.0201 0.124 0.4139
Trichomonas vaginalis glucosylceramidase, putative 0.0306 0.2995 1
Trichomonas vaginalis set domain proteins, putative 0.0232 0.1759 0.5873
Echinococcus multilocularis lysosomal alpha glucosidase 0.0727 1 1
Brugia malayi O-Glycosyl hydrolase family 30 protein 0.0306 0.2995 0.2968
Schistosoma mansoni alpha-glucosidase 0.0607 0.8 1
Brugia malayi Pre-SET motif family protein 0.0204 0.1289 0.1256
Trichomonas vaginalis glucosylceramidase, putative 0.0306 0.2995 1
Trichomonas vaginalis alpha-glucosidase, putative 0.0191 0.1078 0.3599
Trichomonas vaginalis glucosylceramidase, putative 0.0201 0.124 0.4139
Trichomonas vaginalis glucosylceramidase, putative 0.0212 0.142 0.4741
Trichomonas vaginalis maltase-glucoamylase, putative 0.0191 0.1078 0.3599
Trichomonas vaginalis glucosylceramidase, putative 0.0201 0.124 0.4139
Trichomonas vaginalis alpha-glucosidase, putative 0.0191 0.1078 0.3599
Mycobacterium ulcerans alpha-L-fucosidase 0.0477 0.5842 0.5
Echinococcus multilocularis lysosomal alpha glucosidase 0.0727 1 1
Loa Loa (eye worm) alpha-L-fucosidase 0.0289 0.2699 0.2671
Trichomonas vaginalis glucosylceramidase, putative 0.0306 0.2995 1
Trichomonas vaginalis glucosylceramidase, putative 0.0201 0.124 0.4139
Loa Loa (eye worm) O-glycosyl hydrolase family 30 protein 0.0306 0.2995 0.2968
Trichomonas vaginalis glucosylceramidase, putative 0.0306 0.2995 1
Trichomonas vaginalis glucosylceramidase, putative 0.0212 0.142 0.4741
Trypanosoma brucei glucosidase, putative 0.0191 0.1078 0.5
Echinococcus granulosus lysosomal alpha glucosidase 0.0727 1 1
Schistosoma mansoni alpha-glucosidase 0.0607 0.8 1
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.0191 0.1078 0.5
Brugia malayi Glycosyl hydrolases family 31 protein 0.0191 0.1078 0.1044
Trypanosoma cruzi hypothetical protein, conserved 0.0191 0.1078 0.5
Trichomonas vaginalis glucosylceramidase, putative 0.0306 0.2995 1
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0191 0.1078 0.3599
Echinococcus multilocularis tumor protein p63 0.066 0.8875 0.8739
Toxoplasma gondii glycosyl hydrolase, family 31 protein 0.0191 0.1078 0.5

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 0.156 uM Concentration required to inhibit HIV-1 replication in acutely infected H9 lymphocytes by 50% ChEMBL. 14736256
IC50 (functional) > 13.7 uM Concentration required to inhibit uninfected H9 cell growth by 50% ChEMBL. 14736256
IC50 (functional) > 13.7 uM Concentration required to inhibit uninfected H9 cell growth by 50% ChEMBL. 14736256
TI (functional) > 88 Therapeutic index (IC50/EC50) was determined ChEMBL. 14736256

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 14736256

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.