Detailed information for compound 922769

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 670.622 | Formula: C34H30N4O11
  • H donors: 9 H acceptors: 9 LogP: 1.72 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 3
  • SMILES: OCc1ccc(cc1)CNn1c(=O)c2c(c1=O)c1c3ccc(cc3[nH]c1c1c2c2ccc(cc2n1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O
  • InChi: 1S/C34H30N4O11/c39-12-15-3-1-14(2-4-15)11-35-37-32(46)25-23-18-7-5-16(41)9-20(18)36-27(23)28-24(26(25)33(37)47)19-8-6-17(42)10-21(19)38(28)49-34-31(45)30(44)29(43)22(13-40)48-34/h1-10,22,29-31,34-36,39-45H,11-13H2/t22-,29-,30+,31-,34+/m1/s1
  • InChiKey: IFTUKBXWOQVHMS-IWCRPMNOSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus topoisomerase (DNA) I Starlite/ChEMBL References
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
Babesia bovis DNA topoisomerase 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
Schistosoma mansoni DNA topoisomerase type I 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
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
Cryptosporidium hominis DNA topoisomerase I Get druggable targets OG5_127702 All targets in OG5_127702
Plasmodium falciparum topoisomerase 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
Schistosoma mansoni DNA topoisomerase type I 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
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
Plasmodium vivax topoisomerase I, putative 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
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
Trypanosoma brucei DNA topoisomerase IB, large subunit 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
Plasmodium knowlesi 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
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
Echinococcus multilocularis DNA topoisomerase 1 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
Candida albicans likely DNA topoisomerase I similar to S. cerevisiae TOP1 (YOL006C) 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
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 hypothetical protein 0.0038 0.0319 0.062
Loa Loa (eye worm) hypothetical protein 0.0135 0.1444 0.2803
Schistosoma mansoni transcription factor LCR-F1 0.0038 0.0319 0.062
Schistosoma mansoni DNA topoisomerase type I 0.0339 0.3825 0.7424
Leishmania major DNA topoisomerase type IB small subunit 0.0114 0.1197 0.2573
Giardia lamblia Pyruvate kinase 0.0036 0.0287 1
Brugia malayi Pyruvate kinase, muscle isozyme 0.0036 0.0287 0.0556
Echinococcus multilocularis serotonin transporter 0.0066 0.0636 0.0636
Brugia malayi MH2 domain containing protein 0.0128 0.1361 0.2642
Plasmodium falciparum pyruvate kinase 2 0.0018 0.0084 0.0163
Loa Loa (eye worm) transcription factor SMAD2 0.0128 0.1361 0.2642
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0038 0.0319 0.0319
Entamoeba histolytica hypothetical protein 0.0038 0.0319 1
Plasmodium vivax pyruvate kinase, putative 0.0036 0.0287 0.0556
Mycobacterium tuberculosis Probable pyruvate kinase PykA 0.0036 0.0287 0.5
Echinococcus multilocularis pyruvate kinase 0.0018 0.0084 0.0084
Echinococcus multilocularis DNA topoisomerase 1 0.0452 0.5152 0.5152
Onchocerca volvulus 0.0066 0.0636 1
Loa Loa (eye worm) hypothetical protein 0.0036 0.0287 0.0556
Echinococcus granulosus pyruvate kinase 0.0018 0.0084 0.0163
Brugia malayi DNA topoisomerase I 0.0452 0.5152 1
Loa Loa (eye worm) pyruvate kinase 0.0036 0.0287 0.0556
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0038 0.0319 0.062
Brugia malayi Pyruvate kinase, M2 isozyme 0.0036 0.0287 0.0556
Toxoplasma gondii pyruvate kinase PyK1 0.0036 0.0287 0.0556
Plasmodium falciparum pyruvate kinase 0.0036 0.0287 0.0556
Leishmania major DNA topoisomerase IB, large subunit 0.0339 0.3825 1
Echinococcus granulosus biogenic amine 5HT receptor 0.0135 0.1444 0.2803
Echinococcus granulosus serotonin transporter 0.0066 0.0636 0.1235
Plasmodium vivax pyruvate kinase 2, putative 0.0018 0.0084 0.0163
Trichomonas vaginalis pyruvate kinase, putative 0.0036 0.0287 0.5
Loa Loa (eye worm) hypothetical protein 0.0066 0.0636 0.1235
Loa Loa (eye worm) hypothetical protein 0.0066 0.0636 0.1235
Schistosoma mansoni pyruvate kinase 0.0036 0.0287 0.0556
Trypanosoma brucei DNA topoisomerase IB, large subunit 0.0339 0.3825 1
Echinococcus multilocularis pyruvate kinase 0.0018 0.0084 0.0084
Echinococcus granulosus pyruvate kinase 0.0018 0.0084 0.0163
Loa Loa (eye worm) solute carrier family 6 member 4 0.0066 0.0636 0.1235
Loa Loa (eye worm) pyruvate kinase-PB 0.0025 0.0161 0.0312
Echinococcus multilocularis pyruvate kinase 0.0036 0.0287 0.0287
Entamoeba histolytica hypothetical protein 0.0038 0.0319 1
Loa Loa (eye worm) hypothetical protein 0.0025 0.0161 0.0312
Echinococcus granulosus pyruvate kinase 0.0036 0.0287 0.0556
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0066 0.0636 0.1235
Schistosoma mansoni sodium/chloride dependent transporter 0.0066 0.0636 0.1235
Entamoeba histolytica hypothetical protein 0.0038 0.0319 1
Toxoplasma gondii DNA topoisomerase I, putative 0.0452 0.5152 1
Toxoplasma gondii pyruvate kinase PyKII 0.0018 0.0084 0.0163
Entamoeba histolytica hypothetical protein 0.0038 0.0319 1
Schistosoma mansoni DNA topoisomerase type I 0.0452 0.5152 1
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0066 0.0636 0.1235
Trypanosoma brucei DNA topoisomerase type IB small subunit 0.0114 0.1197 0.2573
Loa Loa (eye worm) hypothetical protein 0.0066 0.0636 0.1235
Trichomonas vaginalis pyruvate kinase, putative 0.0036 0.0287 0.5
Schistosoma mansoni pyruvate kinase 0.0036 0.0287 0.0556
Loa Loa (eye worm) pyruvate kinase 0.0036 0.0287 0.0556
Plasmodium vivax topoisomerase I, putative 0.0452 0.5152 1
Echinococcus granulosus pyruvate kinase 0.0036 0.0287 0.0556
Onchocerca volvulus Pyruvate kinase homolog 0.0036 0.0287 0.4505
Loa Loa (eye worm) DNA topoisomerase I 0.0452 0.5152 1
Echinococcus granulosus DNA topoisomerase 1 0.0452 0.5152 1
Loa Loa (eye worm) serotonin transporter b 0.0066 0.0636 0.1235
Echinococcus multilocularis serotonin receptor 0.0135 0.1444 0.1444
Loa Loa (eye worm) pyruvate kinase 0.0036 0.0287 0.0556
Loa Loa (eye worm) hypothetical protein 0.0135 0.1444 0.2803
Trypanosoma cruzi DNA topoisomerase IB, large subunit, putative 0.0339 0.3825 1
Onchocerca volvulus Pyruvate kinase homolog 0.0036 0.0287 0.4505
Trypanosoma cruzi DNA topoisomerase type IB small subunit, putative 0.0114 0.1197 0.2573
Plasmodium falciparum topoisomerase I 0.0452 0.5152 1
Onchocerca volvulus Pyruvate kinase homolog 0.0036 0.0287 0.4505
Echinococcus multilocularis serotonin receptor 0.0135 0.1444 0.1444
Mycobacterium leprae Probable pyruvate kinase PykA 0.0036 0.0287 0.5
Chlamydia trachomatis pyruvate kinase 0.0036 0.0287 1
Echinococcus multilocularis pyruvate kinase 0.0036 0.0287 0.0287
Loa Loa (eye worm) norepinephrine transporter 0.0066 0.0636 0.1235
Echinococcus granulosus pyruvate kinase 0.0018 0.0084 0.0163
Mycobacterium ulcerans pyruvate kinase 0.0036 0.0287 0.5
Echinococcus multilocularis pyruvate kinase 0.0018 0.0084 0.0084
Brugia malayi hypothetical protein 0.0038 0.0319 0.062
Echinococcus multilocularis pyruvate kinase 0.0028 0.0199 0.0199
Loa Loa (eye worm) MH2 domain-containing protein 0.0128 0.1361 0.2642
Schistosoma mansoni pyruvate kinase 0.0018 0.0084 0.0163
Schistosoma mansoni biogenic amine (5HT) receptor 0.0135 0.1444 0.2803
Treponema pallidum sodium- and chloride- dependent transporter 0.0066 0.0636 0.5
Schistosoma mansoni DNA topoisomerase type I 0.0339 0.3825 0.7424

Activities

Activity type Activity value Assay description Source Reference
EC50 (binding) = 34 nM Inhibition of human DNA topoisomerase 1-mediated DNA cleavage assessed as relaxation of supercoiled pBR322 plasmid DNA after 15 mins by densitometer ChEMBL. 19397324
EC50 (binding) = 600 nM Inhibition of DNA topoisomerase 1 in mouse P388/S cells assessed as formation of topoisomerase 1-DNA complex by proteinase K/SDS method ChEMBL. 19397324
IC50 (functional) = 0.55 nM Cytotoxicity against mouse P388/S cells after 72 hrs by colorimetric tetrazolium-formazan method ChEMBL. 19397324
IC50 (functional) = 2.7 nM Cytotoxicity against human MKN45 cells after 72 hrs ChEMBL. 19397324
IC50 (functional) = 21 nM Cytotoxicity against human DLD1 cells after 72 hrs ChEMBL. 19397324
IC50 (functional) = 21 nM Cytotoxicity against human HeLa cells after 72 hrs ChEMBL. 19397324

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 19397324
Mus musculus ChEMBL23 19397324

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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