Detailed information for compound 187806

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 608.553 | Formula: C29H28N4O11
  • H donors: 10 H acceptors: 10 LogP: -0.7 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 3
  • SMILES: OCC(Nn1c(=O)c2c(c1=O)c1c(c3c2c2cc(O)ccc2n3C2OC(CO)C(C(C2O)O)O)[nH]c2c1ccc(c2)O)CO
  • InChi: 1S/C29H28N4O11/c34-7-10(8-35)31-33-27(42)20-18-13-3-1-12(38)6-15(13)30-22(18)23-19(21(20)28(33)43)14-5-11(37)2-4-16(14)32(23)29-26(41)25(40)24(39)17(9-36)44-29/h1-6,10,17,24-26,29-31,34-41H,7-9H2
  • InChiKey: SRIKSZSAQYUNQQ-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens topoisomerase (DNA) I Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni DNA topoisomerase type I Get druggable targets OG5_127702 All targets in OG5_127702
Loa Loa (eye worm) DNA topoisomerase I Get druggable targets OG5_127702 All targets in OG5_127702
Leishmania infantum DNA topoisomerase IB, large subunit Get druggable targets OG5_127702 All targets in OG5_127702
Theileria parva DNA topoisomerase I, putative Get druggable targets OG5_127702 All targets in OG5_127702
Plasmodium vivax topoisomerase I, putative Get druggable targets OG5_127702 All targets in OG5_127702
Plasmodium falciparum topoisomerase I Get druggable targets OG5_127702 All targets in OG5_127702
Cryptosporidium hominis DNA topoisomerase I Get druggable targets OG5_127702 All targets in OG5_127702
Schistosoma mansoni DNA topoisomerase type I Get druggable targets OG5_127702 All targets in OG5_127702
Echinococcus granulosus DNA topoisomerase 1 Get druggable targets OG5_127702 All targets in OG5_127702
Candida albicans likely DNA topoisomerase I similar to S. cerevisiae TOP1 (YOL006C) Get druggable targets OG5_127702 All targets in OG5_127702
Schistosoma mansoni DNA topoisomerase type I Get druggable targets OG5_127702 All targets in OG5_127702
Toxoplasma gondii DNA topoisomerase I, putative Get druggable targets OG5_127702 All targets in OG5_127702
Schistosoma japonicum ko:K03163 DNA topoisomerase I, putative Get druggable targets OG5_127702 All targets in OG5_127702
Schistosoma japonicum IPR011010,DNA breaking-rejoining enzyme, catalytic core,domain-containing Get druggable targets OG5_127702 All targets in OG5_127702
Leishmania major DNA topoisomerase IB, large subunit Get druggable targets OG5_127702 All targets in OG5_127702
Babesia bovis DNA topoisomerase Get druggable targets OG5_127702 All targets in OG5_127702
Trypanosoma cruzi DNA topoisomerase IB, large subunit, putative Get druggable targets OG5_127702 All targets in OG5_127702
Echinococcus multilocularis DNA topoisomerase 1 Get druggable targets OG5_127702 All targets in OG5_127702
Brugia malayi DNA topoisomerase I Get druggable targets OG5_127702 All targets in OG5_127702
Plasmodium yoelii Eukaryotic DNA topoisomerase I, DNA binding, putative Get druggable targets OG5_127702 All targets in OG5_127702
Candida albicans likely DNA topoisomerase I similar to S. cerevisiae TOP1 (YOL006C) Get druggable targets OG5_127702 All targets in OG5_127702
Cryptosporidium parvum eukaryotic DNA topoisomerase I Get druggable targets OG5_127702 All targets in OG5_127702
Plasmodium knowlesi topoisomerase I, putative Get druggable targets OG5_127702 All targets in OG5_127702
Plasmodium berghei topoisomerase I, putative Get druggable targets OG5_127702 All targets in OG5_127702
Trypanosoma brucei gambiense DNA topoisomerase IB, large subunit, putative Get druggable targets OG5_127702 All targets in OG5_127702
Trypanosoma brucei DNA topoisomerase IB, large subunit Get druggable targets OG5_127702 All targets in OG5_127702
Leishmania donovani DNA topoisomerase IB, large subunit Get druggable targets OG5_127702 All targets in OG5_127702
Leishmania mexicana DNA topoisomerase IB, large subunit Get druggable targets OG5_127702 All targets in OG5_127702
Neospora caninum hypothetical protein Get druggable targets OG5_127702 All targets in OG5_127702
Leishmania braziliensis DNA topoisomerase IB, large subunit Get druggable targets OG5_127702 All targets in OG5_127702

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
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.0611 0.0802
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.014 0.421 0.5
Echinococcus multilocularis DNA topoisomerase 1 0.0226 0.7619 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0286 1 1
Toxoplasma gondii DNA topoisomerase I, putative 0.0226 0.7619 1
Schistosoma mansoni DNA topoisomerase type I 0.0226 0.7619 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0286 1 1
Giardia lamblia Fructose-bisphosphate aldolase 0.0286 1 0.5
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0286 1 1
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0286 1 0.5
Brugia malayi Choline/ethanolamine kinase family protein 0.0164 0.5155 0.6766
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0041 0.0308 1
Trypanosoma cruzi DNA topoisomerase IB, large subunit, putative 0.0169 0.5373 1
Trichomonas vaginalis chromobox protein, putative 0.0041 0.0308 0.0117
Schistosoma mansoni DNA topoisomerase type I 0.0169 0.5373 0.7052
Trypanosoma brucei DNA topoisomerase IB, large subunit 0.0169 0.5373 1
Trichomonas vaginalis chromobox protein, putative 0.0068 0.1379 0.1209
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.0611 0.0802
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0286 1 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0286 1 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.0611 0.0802
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.014 0.421 0.5
Loa Loa (eye worm) heterochromatin protein 1 0.0068 0.1379 0.1809
Plasmodium falciparum topoisomerase I 0.0226 0.7619 1
Brugia malayi chromobox protein homolog 3 0.0038 0.0193 0.0253
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0286 1 1
Leishmania major DNA topoisomerase IB, large subunit 0.0169 0.5373 1
Brugia malayi Heterochromatin protein 1 0.0068 0.1379 0.1809
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0286 1 1
Loa Loa (eye worm) hypothetical protein 0.0038 0.0193 0.0253
Loa Loa (eye worm) DNA topoisomerase I 0.0226 0.7619 1
Trichomonas vaginalis chromobox protein, putative 0.0041 0.0308 0.0117
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0286 1 1
Echinococcus granulosus choline:ethanolamine kinase 0.0164 0.5155 0.6051
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.014 0.421 0.5
Loa Loa (eye worm) hypothetical protein 0.0049 0.0611 0.0802
Schistosoma mansoni DNA topoisomerase type I 0.0169 0.5373 0.7052
Schistosoma mansoni chromobox protein 0.0068 0.1379 0.1809
Echinococcus granulosus DNA topoisomerase 1 0.0226 0.7619 1
Schistosoma mansoni chromobox protein 0.0068 0.1379 0.1809
Echinococcus multilocularis choline:ethanolamine kinase 0.0164 0.5155 0.6051
Plasmodium vivax topoisomerase I, putative 0.0226 0.7619 1
Treponema pallidum fructose-bisphosphate aldolase 0.0286 1 0.5
Loa Loa (eye worm) choline/ethanolamine kinase 0.0164 0.5155 0.6766
Brugia malayi DNA topoisomerase I 0.0226 0.7619 1
Trichomonas vaginalis chromobox protein, putative 0.0068 0.1379 0.1209

Activities

Activity type Activity value Assay description Source Reference
EC200 (functional) = 0.65 uM Inhibition of protein-DNA complex in P388 (murine leukaemia) cells. ChEMBL. 10612590
EC200 (functional) = 0.65 uM Inhibition of protein-DNA complex in P388 (murine leukaemia) cells. ChEMBL. 10612590
EC50 (binding) = 0.055 uM In vitro inhibition of Topoisomerase I-mediated DNA cleavage using supercoiled pBR322 plasmid DNA. ChEMBL. 10612590
EC50 (binding) = 0.055 uM In vitro inhibition of Topoisomerase I-mediated DNA cleavage using supercoiled pBR322 plasmid DNA. ChEMBL. 10612590
EC50 (binding) > 50 uM In vitro inhibition of Topoisomerase II-mediated DNA cleavage using supercoiled pBR322 plasmid DNA. ChEMBL. 10612590
EC50 (binding) > 50 uM In vitro inhibition of Topoisomerase II-mediated DNA cleavage using supercoiled pBR322 plasmid DNA. ChEMBL. 10612590
GID75 (functional) = 710 mg m**-2 Tested for anticancer effect on MKN-45 human stomach cancer cells implanted subcutaneously into flanks of nude mice. ChEMBL. 10612590
GID75 (functional) = 710 mg m**-2 Tested for anticancer effect on MKN-45 human stomach cancer cells implanted subcutaneously into flanks of nude mice. ChEMBL. 10612590
IC50 (functional) = 3.5 nM In vitro cytotoxicity against p388 (murine leukaemia) cells. ChEMBL. 10612590
IC50 (functional) = 3.5 nM In vitro cytotoxicity against p388 (murine leukaemia) cells. ChEMBL. 10612590
IC50 (functional) = 120 nM In vitro cytotoxicity against MKN-45 (human stomach cancer) cells. ChEMBL. 10612590
IC50 (functional) = 120 nM In vitro cytotoxicity against MKN-45 (human stomach cancer) cells. ChEMBL. 10612590
IC50 (functional) = 340 nM In vitro cytotoxicity against DLD-1 (human colon cancer) cells. ChEMBL. 10612590
IC50 (functional) = 340 nM In vitro cytotoxicity against DLD-1 (human colon cancer) cells. ChEMBL. 10612590
IC50 (functional) = 90 uM In vitro inhibition of PKC mediated DNA cleavage. ChEMBL. 10612590
IC50 (functional) = 90 uM In vitro inhibition of PKC mediated DNA cleavage. ChEMBL. 10612590
LD10 (functional) = 1000 mg m**-2 Tested for anticancer effect on MKN-45 human stomach cancer cells implanted subcutaneously into flanks of nude mice. ChEMBL. 10612590
LD10 (functional) = 1000 mg m**-2 Tested for anticancer effect on MKN-45 human stomach cancer cells implanted subcutaneously into flanks of nude mice. ChEMBL. 10612590
Ratio (functional) = 1.4 Compound was tested for anticancer effect on cancer cells implanted subcutaneously into flanks of nude mice and safety margin was determined (LD10/GID75) ChEMBL. 10612590

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 10612590
Mus musculus ChEMBL23 10612590

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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