Detailed information for compound 151378

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 447.373 | Formula: C21H18N3NaO7
  • H donors: 3 H acceptors: 6 LogP: 0.53 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCC(c1cc2c3nc4cc5OCOc5c(c4cc3Cn2c(=O)c1CO)N)(C(=O)[O-])O.[Na+]
  • InChi: 1S/C21H19N3O7.Na/c1-2-21(29,20(27)28)12-4-14-17-9(6-24(14)19(26)11(12)7-25)3-10-13(23-17)5-15-18(16(10)22)31-8-30-15;/h3-5,25,29H,2,6-8,22H2,1H3,(H,27,28);/q;+1/p-1
  • InChiKey: OCQWLIIGGNGFFX-UHFFFAOYSA-M  

Network

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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
Leishmania donovani DNA topoisomerase IB, large subunit 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
Loa Loa (eye worm) 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
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
Trypanosoma cruzi DNA topoisomerase IB, large subunit, 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
Leishmania infantum DNA topoisomerase IB, large subunit 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
Leishmania major DNA topoisomerase IB, large subunit 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
Schistosoma mansoni DNA topoisomerase type I 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
Schistosoma mansoni DNA topoisomerase type I Get druggable targets OG5_127702 All targets in OG5_127702
Babesia bovis DNA topoisomerase Get druggable targets OG5_127702 All targets in OG5_127702
Neospora caninum hypothetical protein 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
Echinococcus multilocularis DNA topoisomerase 1 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
Toxoplasma gondii DNA topoisomerase I, putative 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 japonicum ko:K03163 DNA topoisomerase I, putative 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
Schistosoma mansoni DNA topoisomerase type 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
Trypanosoma brucei gambiense DNA topoisomerase IB, large subunit, putative 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

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 spcc417.12 protein, putative 0.1017 0.1449 0.5
Echinococcus multilocularis acetylcholinesterase 0.6016 1 1
Echinococcus multilocularis para nitrobenzyl esterase 0.1017 0.1449 0.1372
Echinococcus multilocularis DNA topoisomerase 1 0.0226 0.0097 0.0007
Echinococcus multilocularis BC026374 protein (S09 family) 0.1017 0.1449 0.1372
Schistosoma mansoni alpha-amylase 0.0222 0.009 0.009
Schistosoma mansoni alpha-amylase 0.0222 0.009 0.009
Brugia malayi Carboxylesterase family protein 0.1017 0.1449 0.1372
Loa Loa (eye worm) DNA topoisomerase I 0.0226 0.0097 0.0007
Mycobacterium tuberculosis Carboxylesterase LipT 0.1017 0.1449 1
Echinococcus multilocularis acetylcholinesterase 0.6016 1 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.1017 0.1449 1
Onchocerca volvulus 0.1017 0.1449 0.5
Loa Loa (eye worm) acetylcholinesterase 1 0.6016 1 1
Echinococcus granulosus acetylcholinesterase 0.6016 1 1
Echinococcus multilocularis neuroligin 0.1017 0.1449 0.1372
Mycobacterium ulcerans carboxylesterase, LipT 0.1017 0.1449 1
Loa Loa (eye worm) carboxylesterase 0.6016 1 1
Plasmodium falciparum topoisomerase I 0.0226 0.0097 0.5
Schistosoma mansoni neuroligin 3 (S09 family) 0.1017 0.1449 0.1449
Trypanosoma cruzi DNA topoisomerase IB, large subunit, putative 0.0169 0 0.5
Onchocerca volvulus 0.1017 0.1449 0.5
Loa Loa (eye worm) hypothetical protein 0.6016 1 1
Echinococcus granulosus BC026374 protein S09 family 0.1017 0.1449 0.1372
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.1017 0.1449 0.5
Brugia malayi Carboxylesterase family protein 0.1017 0.1449 0.1372
Schistosoma mansoni BC026374 protein (S09 family) 0.1017 0.1449 0.1449
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.1017 0.1449 0.1449
Leishmania major DNA topoisomerase IB, large subunit 0.0169 0 0.5
Echinococcus granulosus para nitrobenzyl esterase 0.1017 0.1449 0.1372
Schistosoma mansoni acetylcholinesterase 0.1017 0.1449 0.1449
Echinococcus granulosus DNA topoisomerase 1 0.0226 0.0097 0.0007
Schistosoma mansoni alpha-amylase 0.0222 0.009 0.009
Schistosoma mansoni alpha-amylase 0.0222 0.009 0.009
Schistosoma mansoni DNA topoisomerase type I 0.0226 0.0097 0.0097
Loa Loa (eye worm) hypothetical protein 0.6016 1 1
Echinococcus granulosus acetylcholinesterase 0.6016 1 1
Loa Loa (eye worm) hypothetical protein 0.1017 0.1449 0.1372
Brugia malayi DNA topoisomerase I 0.0226 0.0097 0.0007
Schistosoma mansoni gliotactin 0.1017 0.1449 0.1449
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.1017 0.1449 0.1449
Mycobacterium leprae Putative uncharacterized protein ML2045 0.0222 0.009 0.5
Loa Loa (eye worm) hypothetical protein 0.1017 0.1449 0.1372
Loa Loa (eye worm) hypothetical protein 0.1017 0.1449 0.1372
Echinococcus multilocularis family S9 non peptidase ue (S09 family) 0.1017 0.1449 0.1372
Schistosoma mansoni memapsin-2 (A01 family) 0.3204 0.519 0.519
Brugia malayi hypothetical protein 0.1017 0.1449 0.1372
Trypanosoma brucei DNA topoisomerase IB, large subunit 0.0169 0 0.5
Echinococcus granulosus family S9 non peptidase ue S09 family 0.1017 0.1449 0.1372
Echinococcus multilocularis carboxylesterase 5A 0.6016 1 1
Brugia malayi Carboxylesterase family protein 0.1017 0.1449 0.1372
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.1017 0.1449 1
Loa Loa (eye worm) hypothetical protein 0.1017 0.1449 0.1372
Brugia malayi Carboxylesterase family protein 0.1017 0.1449 0.1372
Loa Loa (eye worm) carboxylesterase 0.1017 0.1449 0.1372
Echinococcus granulosus carboxylesterase 5A 0.6016 1 1
Onchocerca volvulus 0.1017 0.1449 0.5
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.6016 1 1
Onchocerca volvulus 0.1017 0.1449 0.5
Echinococcus granulosus neuroligin 0.1017 0.1449 0.1372
Entamoeba histolytica oligo-1,6-glucosidase, putative 0.0222 0.009 0.5
Schistosoma mansoni alpha-amylase 0.0222 0.009 0.009
Brugia malayi Carboxylesterase family protein 0.6016 1 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.1017 0.1449 0.1449
Toxoplasma gondii DNA topoisomerase I, putative 0.0226 0.0097 0.5
Loa Loa (eye worm) hypothetical protein 0.1017 0.1449 0.1372
Loa Loa (eye worm) hypothetical protein 0.1017 0.1449 0.1372
Onchocerca volvulus 0.1017 0.1449 0.5
Plasmodium vivax topoisomerase I, putative 0.0226 0.0097 0.5
Loa Loa (eye worm) hypothetical protein 0.1017 0.1449 0.1372
Loa Loa (eye worm) carboxylesterase 0.1017 0.1449 0.1372

Activities

Activity type Activity value Assay description Source Reference
Control (functional) = 38 % Tumor volume in HT-29 cells after subcutaneous administration on days 16,20,23,27,30,34,37,41,44,48 at dose of 3.5 mg/kg ChEMBL. 8410981
Control (functional) = 51 % Number of metastases in K1735-M2 murine melanoma cells after subcutaneous administration on days1,4,6,8 at dose of 3.5 mg/kg ChEMBL. 8410981
Control (functional) = 98 % Number of metastases in K1735-M2 murine melanoma cells after subcutaneous administration on days1,4,6,8 at dose of 6 mg/kg ChEMBL. 8410981
IC50 (binding) = 4.3 uM Inhibition of Topoisomerase I by cleavage complex formation in human HL-60 cells ChEMBL. 8410981
IC50 (binding) = 5.5 uM Inhibition of Topoisomerase I by cleavage complex formation in human HL-60 cells ChEMBL. 8410981
IC50 (binding) = 5.5 uM Inhibition of Topoisomerase I by cleavage complex formation in human HL-60 cells ChEMBL. 8410981
IC50 (binding) > 30 uM Inhibition of Topoisomerase I by cleavage complex formation in human HL-60 cells ChEMBL. 8410981
T/C (functional) = 1.4 Relative survival in RAW117-H10 cells implanted mice in comparison to control at dose of 6 mg/kg ChEMBL. 8410981
T/C (functional) = 1.78 Relative survival in L1210 lymphoid leukemic mice after subcutaneous administration on days1,4,6,8 at dose of 6 mg/kg ChEMBL. 8410981
T/C (functional) = 1.4 Relative survival in RAW117-H10 cells implanted mice in comparison to control at dose of 6 mg/kg ChEMBL. 8410981
T/C (functional) = 1.75 Relative survival in RAW117-H10 cells implanted mice in comparison to control at dose of 3.5 mg/kg ChEMBL. 8410981
T/C (functional) = 1.78 Relative survival in L1210 lymphoid leukemic mice after subcutaneous administration on days1,4,6,8 at dose of 6 mg/kg ChEMBL. 8410981
T/C (functional) = 2.56 Relative survival in L1210 lymphoid leukemic mice after subcutaneous administration on days 1,4,6,8 at dose of 3.5 mg/kg ChEMBL. 8410981

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

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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