Detailed information for compound 24206

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 519.46 | Formula: C26H21N3O9
  • H donors: 8 H acceptors: 8 LogP: 0.66 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 3
  • SMILES: OCC1OC(C(C(C1O)O)O)n1c2c(O)cccc2c2c1c1[nH]c3c(c1c1c2c(=O)[nH]c1=O)cccc3O
  • InChi: 1S/C26H21N3O9/c30-7-12-21(33)22(34)23(35)26(38-12)29-19-9(4-2-6-11(19)32)14-16-15(24(36)28-25(16)37)13-8-3-1-5-10(31)17(8)27-18(13)20(14)29/h1-6,12,21-23,26-27,30-35H,7H2,(H,28,36,37)
  • InChiKey: BSQFHYQBCYIAKE-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 protein kinase C, alpha 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
Plasmodium yoelii Eukaryotic DNA topoisomerase I, DNA binding, putative Get druggable targets OG5_127702 All targets in OG5_127702
Echinococcus granulosus protein kinase C gamma type Get druggable targets OG5_129482 All targets in OG5_129482
Schistosoma japonicum Protein kinase C gamma type, putative Get druggable targets OG5_129482 All targets in OG5_129482
Trypanosoma brucei 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
Echinococcus multilocularis Protein kinase C, brain isozyme Get druggable targets OG5_129482 All targets in OG5_129482
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129482 All targets in OG5_129482
Candida albicans protein kinase C similar to S. cerevisiae PKC1 (YBL105C) Get druggable targets OG5_129482 All targets in OG5_129482
Echinococcus multilocularis RNA directed DNA polymerase Get druggable targets OG5_129482 All targets in OG5_129482
Loa Loa (eye worm) DNA topoisomerase I Get druggable targets OG5_127702 All targets in OG5_127702
Neospora caninum hypothetical protein Get druggable targets OG5_127702 All targets in OG5_127702
Echinococcus granulosus RNA directed DNA polymerase Get druggable targets OG5_129482 All targets in OG5_129482
Schistosoma mansoni DNA topoisomerase type I 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
Leishmania donovani DNA topoisomerase IB, large subunit Get druggable targets OG5_127702 All targets in OG5_127702
Schistosoma japonicum Calcium-dependent protein kinase C, putative Get druggable targets OG5_129482 All targets in OG5_129482
Plasmodium falciparum topoisomerase I 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
Plasmodium knowlesi topoisomerase I, putative Get druggable targets OG5_127702 All targets in OG5_127702
Schistosoma japonicum IPR000477,RNA-directed DNA polymerase (Reverse transcriptase),domain-containing Get druggable targets OG5_129482 All targets in OG5_129482
Babesia bovis DNA topoisomerase Get druggable targets OG5_127702 All targets in OG5_127702
Schistosoma japonicum Protein kinase C alpha type, putative Get druggable targets OG5_129482 All targets in OG5_129482
Brugia malayi Protein kinase c protein 2 Get druggable targets OG5_129482 All targets in OG5_129482
Schistosoma japonicum ko:K03163 DNA topoisomerase I, putative Get druggable targets OG5_127702 All targets in OG5_127702
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129482 All targets in OG5_129482
Leishmania major DNA topoisomerase IB, large subunit 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
Schistosoma mansoni DNA topoisomerase type I Get druggable targets OG5_127702 All targets in OG5_127702
Loa Loa (eye worm) AGC/PKC/ALPHA protein kinase Get druggable targets OG5_129482 All targets in OG5_129482
Schistosoma mansoni serine/threonine protein kinase Get druggable targets OG5_129482 All targets in OG5_129482
Candida albicans protein kinase C similar to S. cerevisiae PKC1 (YBL105C) Get druggable targets OG5_129482 All targets in OG5_129482
Schistosoma mansoni serine/threonine protein kinase Get druggable targets OG5_129482 All targets in OG5_129482
Schistosoma japonicum Protein kinase C alpha type, putative Get druggable targets OG5_129482 All targets in OG5_129482
Toxoplasma gondii DNA topoisomerase I, putative Get druggable targets OG5_127702 All targets in OG5_127702
Echinococcus granulosus Protein kinase C brain isozyme Get druggable targets OG5_129482 All targets in OG5_129482
Leishmania mexicana 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
Leishmania braziliensis DNA topoisomerase IB, large subunit 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
Echinococcus granulosus DNA topoisomerase 1 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 telomerase reverse transcriptase subunit Get druggable targets OG5_129482 All targets in OG5_129482
Cryptosporidium parvum eukaryotic DNA topoisomerase I Get druggable targets OG5_127702 All targets in OG5_127702
Echinococcus multilocularis serine threonine protein kinase Get druggable targets OG5_129482 All targets in OG5_129482
Plasmodium berghei 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
Cryptosporidium hominis DNA topoisomerase I 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
Candida albicans likely DNA topoisomerase I similar to S. cerevisiae TOP1 (YOL006C) 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

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 diacylglycerol kinase theta 0.003 0.0403 0.0302
Loa Loa (eye worm) hypothetical protein 0.0032 0.0426 0.0326
Loa Loa (eye worm) hypothetical protein 0.003 0.0403 0.0303
Brugia malayi diacylglycerol kinase 0.003 0.0403 0.0316
Schistosoma mansoni serine/threonine protein kinase 0.009 0.1311 0.122
Brugia malayi protein kinase C II. 0.0042 0.0585 0.051
Schistosoma mansoni DNA topoisomerase type I 0.0169 0.2526 0.2447
Schistosoma mansoni protein kinase C mu 0.003 0.0403 0.0302
Entamoeba histolytica hypothetical protein 0.003 0.0403 1
Brugia malayi RhoGAP domain containing protein 0.003 0.0403 0.0316
Plasmodium falciparum topoisomerase I 0.0226 0.3392 0.5
Loa Loa (eye worm) TKL/LRRK protein kinase 0.0057 0.0817 0.0724
Brugia malayi RhoGAP domain containing protein 0.003 0.0403 0.0316
Echinococcus multilocularis C2 calcium dependent membrane targeting 0.0032 0.0426 0.0325
Schistosoma mansoni unc-13 (munc13) 0.0032 0.0426 0.0325
Trypanosoma cruzi DNA topoisomerase IB, large subunit, putative 0.0169 0.2526 1
Toxoplasma gondii diacylglycerol kinase, putative 0.003 0.0403 0.0907
Echinococcus granulosus N chimaerin 0.003 0.0403 0.0302
Echinococcus multilocularis serine threonine protein kinase 0.006 0.0853 0.0757
Plasmodium vivax topoisomerase I, putative 0.0226 0.3392 0.5
Loa Loa (eye worm) Ras association domain family 1 isoform A 0.003 0.0403 0.0303
Trichomonas vaginalis AGC family protein kinase 0.001 0.0104 1
Echinococcus multilocularis serine:threonine protein kinase MRCK beta 0.003 0.0408 0.0307
Onchocerca volvulus 0.0032 0.0426 1
Entamoeba histolytica protein kinase, putative 0.001 0.0104 0.2587
Loa Loa (eye worm) hypothetical protein 0.0048 0.067 0.0575
Schistosoma mansoni rac gtpase activating protein 0.003 0.0403 0.0302
Echinococcus granulosus guanine nucleotide exchange factor VAV2 0.003 0.0403 0.0302
Loa Loa (eye worm) variant SH3 domain-containing protein 0.003 0.0403 0.0303
Trichomonas vaginalis AGC family protein kinase 0.001 0.0104 1
Loa Loa (eye worm) hypothetical protein 0.003 0.0403 0.0303
Echinococcus granulosus DNA topoisomerase 1 0.0226 0.3392 0.3323
Schistosoma mansoni serine/threonine protein kinase 0.0659 1 1
Loa Loa (eye worm) CAMK/PKD protein kinase 0.003 0.0408 0.0309
Brugia malayi Raf kinase 0.0629 0.9542 1
Leishmania major DNA topoisomerase IB, large subunit 0.0169 0.2526 1
Echinococcus granulosus Diacylglycerol kinase theta 0.003 0.0403 0.0302
Trypanosoma brucei DNA topoisomerase type IB small subunit 0.0057 0.0811 0.2918
Trichomonas vaginalis AGC family protein kinase 0.001 0.0104 1
Trichomonas vaginalis AGC family protein kinase 0.001 0.0104 1
Schistosoma mansoni unc-13 (munc13) 0.0032 0.0426 0.0325
Schistosoma mansoni DNA topoisomerase type I 0.0169 0.2526 0.2447
Entamoeba histolytica diacylglycerol kinase, putative 0.003 0.0403 1
Brugia malayi DNA topoisomerase I 0.0226 0.3392 0.3484
Echinococcus granulosus Serine/threonine-protein kinase Genghis Khan 0.003 0.0408 0.0307
Loa Loa (eye worm) AGC/PKC/ETA protein kinase 0.0042 0.0585 0.0489
Loa Loa (eye worm) AGC/PKC/IOTA protein kinase 0.003 0.0408 0.0309
Echinococcus granulosus unc 13 munc13 0.0032 0.0426 0.0325
Loa Loa (eye worm) TKL/RAF/RAF protein kinase 0.037 0.5583 0.5563
Brugia malayi Ras association domain family 1 isoform A 0.003 0.0403 0.0316
Echinococcus multilocularis telomerase reverse transcriptase subunit 0.0048 0.067 0.0572
Echinococcus granulosus myotubularin protein 13 0.003 0.0403 0.0302
Loa Loa (eye worm) raf kinase 0.0656 0.9951 1
Schistosoma mansoni hypothetical protein 0.003 0.0403 0.0302
Echinococcus granulosus RNA directed DNA polymerase 0.0048 0.067 0.0572
Loa Loa (eye worm) hypothetical protein 0.0078 0.1129 0.104
Loa Loa (eye worm) hypothetical protein 0.003 0.0403 0.0303
Echinococcus granulosus protein kinase c iota type 0.0041 0.0562 0.0463
Brugia malayi protein kinase C3,putative 0.003 0.0408 0.0322
Loa Loa (eye worm) hypothetical protein 0.003 0.0403 0.0303
Loa Loa (eye worm) hypothetical protein 0.003 0.0403 0.0303
Echinococcus multilocularis leucine rich repeat serine:threonine protein 0.0057 0.0817 0.072
Schistosoma mansoni chimerin-related rho-gtpase-activating protein 0.003 0.0403 0.0302
Brugia malayi Protein kinase domain containing protein 0.0057 0.0817 0.0755
Trichomonas vaginalis AGC family protein kinase 0.001 0.0104 1
Schistosoma mansoni protein kinase C mu 0.003 0.0408 0.0307
Echinococcus granulosus protein kinase c eta type 0.003 0.0403 0.0302
Trichomonas vaginalis AGC family protein kinase 0.001 0.0104 1
Brugia malayi Pleckstrin Homology Domain 0.003 0.0403 0.0316
Echinococcus multilocularis Diacylglycerol kinase theta 0.003 0.0403 0.0302
Loa Loa (eye worm) hypothetical protein 0.003 0.0403 0.0303
Echinococcus multilocularis protein kinase c iota type 0.0041 0.0562 0.0463
Echinococcus multilocularis N chimaerin 0.003 0.0403 0.0302
Trypanosoma brucei DNA topoisomerase IB, large subunit 0.0169 0.2526 1
Brugia malayi diacylglycerol kinase 0.003 0.0403 0.0316
Echinococcus granulosus protein kinase C gamma type 0.006 0.0853 0.0757
Brugia malayi Variant SH3 domain containing protein 0.003 0.0403 0.0316
Trichomonas vaginalis AGC family protein kinase 0.001 0.0104 1
Loa Loa (eye worm) hypothetical protein 0.003 0.0403 0.0303
Loa Loa (eye worm) AGC/PKC/ALPHA protein kinase 0.005 0.0699 0.0604
Brugia malayi RhoGEF domain containing protein 0.003 0.0403 0.0316
Trichomonas vaginalis AGC family protein kinase 0.001 0.0104 1
Entamoeba histolytica protein kinase, putative 0.001 0.0104 0.2587
Echinococcus multilocularis Rac GTPase activating protein 1 0.003 0.0403 0.0302
Echinococcus multilocularis RNA directed DNA polymerase 0.0048 0.067 0.0572
Brugia malayi Protein kinase domain containing protein 0.003 0.0408 0.0322
Schistosoma mansoni diacylglycerol kinase theta 0.003 0.0403 0.0302
Schistosoma mansoni serine/threonine protein kinase 0.003 0.0408 0.0307
Trichomonas vaginalis AGC family protein kinase 0.001 0.0104 1
Brugia malayi C1-like domain containing protein 0.003 0.0408 0.0322
Toxoplasma gondii DNA topoisomerase I, putative 0.0226 0.3392 1
Trichomonas vaginalis AGC family protein kinase 0.001 0.0104 1
Schistosoma mansoni vav2 0.003 0.0403 0.0302
Echinococcus multilocularis DNA topoisomerase 1 0.0226 0.3392 0.3323
Loa Loa (eye worm) RasGEF domain-containing protein 0.003 0.0403 0.0303
Loa Loa (eye worm) RhoGAP domain-containing protein 0.003 0.0403 0.0303
Echinococcus multilocularis guanine nucleotide exchange factor VAV2 0.003 0.0403 0.0302
Echinococcus multilocularis protein kinase c epsilon type 0.0042 0.0585 0.0486
Brugia malayi Phorbol esters/diacylglycerol binding domain 0.003 0.0408 0.0322
Entamoeba histolytica protein kinase, putative 0.001 0.0104 0.2587
Schistosoma mansoni DNA topoisomerase type I 0.0226 0.3392 0.3323
Loa Loa (eye worm) hypothetical protein 0.003 0.0403 0.0303
Echinococcus multilocularis protein kinase c eta type 0.003 0.0403 0.0302
Brugia malayi Protein kinase c protein 2 0.008 0.1157 0.1116
Echinococcus multilocularis unc 13 (munc13) 0.0032 0.0426 0.0325
Loa Loa (eye worm) DNA topoisomerase I 0.0226 0.3392 0.3339
Entamoeba histolytica diacylglycerol kinase, putative 0.003 0.0403 1
Echinococcus granulosus C2 calcium dependent membrane targeting 0.0032 0.0426 0.0325
Trichomonas vaginalis serine/threonine-protein kinase sgk, putative 0.001 0.0098 0.9453
Echinococcus granulosus Protein kinase C brain isozyme 0.009 0.1311 0.122
Trichomonas vaginalis AGC family protein kinase 0.001 0.0104 1
Echinococcus multilocularis myotubularin protein 13 0.003 0.0403 0.0302
Schistosoma mansoni serine/threonine protein kinase 0.0042 0.0585 0.0486
Schistosoma mansoni protein kinase C 0.0032 0.0426 0.0325
Loa Loa (eye worm) hypothetical protein 0.003 0.0403 0.0303
Schistosoma mansoni serine/threonine protein kinase 0.003 0.0408 0.0307
Echinococcus multilocularis Protein kinase C, brain isozyme 0.009 0.1311 0.122
Echinococcus granulosus leucine rich repeat serine:threonine protein 0.0058 0.0823 0.0726
Schistosoma mansoni serine/threonine protein kinase 0.009 0.1311 0.122
Schistosoma mansoni chimerin-related rho-gtpase-activating protein 0.003 0.0403 0.0302
Schistosoma mansoni atypical protein kinase C 0.0041 0.0562 0.0463
Loa Loa (eye worm) hypothetical protein 0.003 0.0403 0.0303
Entamoeba histolytica protein kinase, putative 0.001 0.0104 0.2587
Echinococcus granulosus Rac GTPase activating protein 1 0.003 0.0403 0.0302
Echinococcus granulosus protein kinase c epsilon type 0.0042 0.0585 0.0486
Echinococcus multilocularis raf serine:threonine protein kinase 0.0659 1 1

Activities

Activity type Activity value Assay description Source Reference
EC200 (functional) = 2 uM Effect on the formation of protein-DNA complex in P388 cells K+/SDS method ChEMBL. 10340602
EC200 (functional) = 2 uM Effect on the formation of protein-DNA complex in P388 cells K+/SDS method ChEMBL. 10340602
EC50 (functional) = 3 uM In vitro activity against topoisomerase-I mediated cleavage of supercoiled pBR322 plasmid DNA ChEMBL. 10340602
EC50 (functional) = 3 uM In vitro activity against topoisomerase-I mediated cleavage of supercoiled pBR322 plasmid DNA ChEMBL. 10340602
EC50 (functional) > 50 uM In vitro activity against topoisomerase-II mediated cleavage of supercoiled pBR322 plasmid DNA ChEMBL. 10340602
EC50 (functional) > 50 uM In vitro activity against topoisomerase-II mediated cleavage of supercoiled pBR322 plasmid DNA ChEMBL. 10340602
IC50 (functional) = 0.044 uM In vitro cytotoxicity (CTX) against murine leukemia cells (P388) using colorimeric tetrazolium-formazan method ChEMBL. 10340602
IC50 (functional) = 0.044 uM In vitro cytotoxicity (CTX) against murine leukemia cells (P388) using colorimeric tetrazolium-formazan method ChEMBL. 10340602
IC50 (functional) = 0.54 uM In vitro cytotoxicity (CTX) against human stomach cancer cells (MKN-45) using sulforhodamine B dye-staining method ChEMBL. 10340602
IC50 (functional) = 0.54 uM In vitro cytotoxicity (CTX) against human stomach cancer cells (MKN-45) using sulforhodamine B dye-staining method ChEMBL. 10340602
IC50 (functional) = 0.92 uM In vitro antitumor activity against human solid tumor ovarian cell line OVCAR-3 ChEMBL. 10021917
IC50 (functional) = 0.92 uM In vitro antitumor activity against human solid tumor ovarian cell line OVCAR-3 ChEMBL. 10021917
IC50 (functional) = 2.3 uM In vitro antitumor activity against human solid tumor prostrate cell line DU-145 ChEMBL. 10021917
IC50 (functional) = 2.3 uM In vitro antitumor activity against human solid tumor prostrate cell line DU-145 ChEMBL. 10021917
IC50 (binding) = 3.8 uM In vitro activity evaluated against protein kinase C (using histone II-As as a substrate) ChEMBL. 10340602
IC50 (binding) = 3.8 uM In vitro activity evaluated against protein kinase C (using histone II-As as a substrate) ChEMBL. 10340602
IC50 (functional) > 10 uM In vitro antitumor activity against human solid tumor colon cell line HT-29 ChEMBL. 10021917
IC50 (functional) > 10 uM In vitro antitumor activity against human solid tumor colon cell line HT-29 ChEMBL. 10021917
IC50 (binding) = 13 uM Concentration of the compound required to inhibit human DNA topoisomerase I (Topo I) ChEMBL. 10021917
IC50 (binding) = 13 uM Concentration of the compound required to inhibit human DNA topoisomerase I (Topo I) ChEMBL. 10021917
IC50 (binding) = 90 uM In vitro activity against Epidermal growth factor receptor (using poly(Glu4Tyr1) as a substrate) ChEMBL. 10340602
IC50 (binding) = 90 uM In vitro activity against Epidermal growth factor receptor (using poly(Glu4Tyr1) as a substrate) ChEMBL. 10340602

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 10340602
Homo sapiens ChEMBL23 10021917

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

2 literature references were collected for this gene.

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