Detailed information for compound 58705

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 523.442 | Formula: C26H19F2N3O7
  • H donors: 6 H acceptors: 6 LogP: 1.57 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 3
  • SMILES: OCC1OC(C(C(C1O)O)O)n1c2c3[nH]c4c(c3c3c(c2c2c1ccc(c2)F)c(=O)[nH]c3=O)cc(cc4)F
  • InChi: 1S/C26H19F2N3O7/c27-8-1-3-12-10(5-8)15-17-18(25(37)30-24(17)36)16-11-6-9(28)2-4-13(11)31(20(16)19(15)29-12)26-23(35)22(34)21(33)14(7-32)38-26/h1-6,14,21-23,26,29,32-35H,7H2,(H,30,36,37)
  • InChiKey: YQUUXCMYRDQFPL-UHFFFAOYSA-N  


Substructure search Similarity search

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
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
Schistosoma japonicum IPR011010,DNA breaking-rejoining enzyme, catalytic core,domain-containing 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
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
Plasmodium falciparum topoisomerase 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
Candida albicans likely DNA topoisomerase I similar to S. cerevisiae TOP1 (YOL006C) 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
Plasmodium vivax 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
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
Cryptosporidium hominis 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
Toxoplasma gondii 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
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
Trypanosoma brucei DNA topoisomerase IB, large subunit 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
Theileria parva 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
Brugia malayi DNA topoisomerase 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
Candida albicans likely DNA topoisomerase I similar to S. cerevisiae TOP1 (YOL006C) 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 donovani 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
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 Clan CA, family C1, papain-like cysteine peptidase 0.0341 1 1
Echinococcus multilocularis DNA topoisomerase 1 0.0226 0.4969 0.3054
Brugia malayi Papain family cysteine protease containing protein 0.0176 0.2757 0.2757
Brugia malayi Cathepsin L-like precursor 0.0341 1 1
Entamoeba histolytica cysteine proteinase, putative 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0341 1 1
Leishmania major cathepsin L-like protease 0.0341 1 1
Leishmania major cysteine peptidase A (CPA) 0.0341 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0341 1 1
Onchocerca volvulus 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0341 1 1
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0176 0.2757 0.2757
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Loa Loa (eye worm) fibroinase 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0341 1 1
Brugia malayi cathepsin L-like precursor 0.0228 0.5061 0.5061
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Brugia malayi Cathepsin L-like precursor 0.0341 1 1
Brugia malayi Cathepsin L-like precursor 0.0341 1 1
Echinococcus granulosus cathepsin l1 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Entamoeba histolytica cysteine protease, putative 0.0341 1 1
Onchocerca volvulus Cathepsin F homolog 0.0341 1 1
Loa Loa (eye worm) cysteine protease 0.0341 1 1
Plasmodium falciparum cysteine proteinase falcipain 3 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0341 1 1
Onchocerca volvulus 0.0341 1 1
Echinococcus granulosus cathepsin l1 0.0228 0.5061 0.3182
Brugia malayi Cathepsin L-like precursor 0.0341 1 1
Onchocerca volvulus 0.0341 1 1
Trypanosoma cruzi cysteine proteinase, putative 0.0176 0.2757 0.2757
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0341 1 1
Loa Loa (eye worm) ctsf protein 0.0341 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0341 1 1
Entamoeba histolytica cysteine proteinase, putative 0.0228 0.5061 0.3182
Brugia malayi Cathepsin L-like cysteine proteinase 0.0228 0.5061 0.5061
Leishmania major cathepsin L-like protease 0.0341 1 1
Brugia malayi Cathepsin L-like precursor 0.0228 0.5061 0.5061
Trypanosoma cruzi cysteine protease, putative 0.0176 0.2757 0.2757
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0341 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0341 1 1
Plasmodium vivax unspecified product 0.0176 0.2757 0.2757
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.0341 1 1
Echinococcus multilocularis cysteine protease 0.0341 1 1
Trypanosoma cruzi cysteine peptidase (N-terminal), putative 0.0176 0.2757 0.2757
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Loa Loa (eye worm) hypothetical protein 0.0228 0.5061 0.5061
Brugia malayi Cathepsin L-like precursor 0.0341 1 1
Echinococcus multilocularis cathepsin L cysteine protease 0.0341 1 1
Schistosoma mansoni cathepsin F (C01 family) 0.0228 0.5061 0.5061
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Leishmania major cathepsin L-like protease 0.0341 1 1
Toxoplasma gondii cathepsin CPL 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0228 0.5061 0.3182
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Schistosoma mansoni cathepsin F (C01 family) 0.0341 1 1
Echinococcus multilocularis cysteine protease 0.0341 1 1
Schistosoma mansoni DNA topoisomerase type I 0.0169 0.2479 0.2479
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Leishmania major cathepsin L-like protease 0.0341 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0341 1 1
Leishmania major cathepsin L-like protease 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0228 0.5061 0.3182
Loa Loa (eye worm) hypothetical protein 0.0228 0.5061 0.5061
Plasmodium falciparum cysteine proteinase falcipain 2b 0.0341 1 1
Plasmodium falciparum topoisomerase I 0.0226 0.4969 0.3054
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0341 1 1
Trypanosoma cruzi cysteine proteinase, putative 0.0176 0.2757 0.2757
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0341 1 1
Onchocerca volvulus 0.0341 1 1
Echinococcus granulosus cathepsin l cysteine peptidase 0.0341 1 1
Onchocerca volvulus 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0341 1 1
Trypanosoma cruzi DNA topoisomerase IB, large subunit, putative 0.0169 0.2479 0.2479
Brugia malayi Papain family cysteine protease containing protein 0.0176 0.2757 0.2757
Schistosoma mansoni DNA topoisomerase type I 0.0169 0.2479 0.2479
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0341 1 1
Plasmodium vivax vivapain-2 0.0341 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0341 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0341 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0176 0.2757 0.0369
Trypanosoma cruzi cysteine peptidase, putative 0.0341 1 1
Plasmodium vivax vivapain-2 0.0341 1 1
Plasmodium vivax topoisomerase I, putative 0.0226 0.4969 0.4969
Loa Loa (eye worm) hypothetical protein 0.0228 0.5061 0.5061
Echinococcus multilocularis cathepsin L cysteine protease 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0341 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0341 1 1
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0228 0.5061 0.5061
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Onchocerca volvulus 0.0341 1 1
Loa Loa (eye worm) hypothetical protein 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0341 1 1
Plasmodium falciparum cysteine proteinase falcipain 2a 0.0341 1 1
Leishmania major cathepsin L-like protease 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0341 1 1
Brugia malayi DNA topoisomerase I 0.0226 0.4969 0.4969
Plasmodium vivax vivapain-1 0.0176 0.2757 0.2757
Loa Loa (eye worm) papain family cysteine protease containing protein 0.0341 1 1
Schistosoma mansoni DNA topoisomerase type I 0.0226 0.4969 0.4969
Onchocerca volvulus Cathepsin L homolog 0.0341 1 1
Echinococcus granulosus cathepsin L cysteine proteinase 0.0341 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0176 0.2757 0.2757
Plasmodium vivax vivapain-3 0.0176 0.2757 0.2757
Schistosoma mansoni cathepsin F (C01 family) 0.0341 1 1
Entamoeba histolytica cysteine proteinase, putative 0.0341 1 1
Onchocerca volvulus Cathepsin L homolog 0.0341 1 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0341 1 1
Loa Loa (eye worm) DNA topoisomerase I 0.0226 0.4969 0.4969
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0176 0.2757 0.2757
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0176 0.2757 0.2757
Echinococcus granulosus DNA topoisomerase 1 0.0226 0.4969 0.3054
Leishmania major cathepsin L-like protease 0.0341 1 1
Trypanosoma cruzi cruzipain precursor, putative 0.0341 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0341 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0341 1 1
Brugia malayi Cathepsin L-like precursor 0.0228 0.5061 0.5061
Brugia malayi Papain family cysteine protease containing protein 0.0341 1 1
Leishmania major cathepsin L-like protease 0.0341 1 1
Onchocerca volvulus 0.0341 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0176 0.2757 0.0369

Activities

Activity type Activity value Assay description Source Reference
AUC (ADMET) = 0.17 uM hr ml-1 Area under curve was determined for the compound at 24 mg/Kg ChEMBL. 15027851
AUC (ADMET) = 0.17 uM hr ml-1 Area under curve was determined for the compound at 24 mg/Kg ChEMBL. 15027851
Cl (ADMET) = 3.6 ml min-1 kg-1 Plasma clearance of the compound was determined at 24 mg/Kg ChEMBL. 15027851
CL (ADMET) = 3.6 ml min-1 kg-1 Plasma clearance of the compound was determined at 24 mg/Kg ChEMBL. 15027851
EC50 (binding) = 0.24 uM Topoisomerase I activity for single-strand breaks in the DNA substrate ChEMBL. 15801816
EC50 (binding) = 0.24 uM Topoisomerase I activity for single-strand breaks in the DNA substrate ChEMBL. 15801816
IC50 (functional) = 0.018 uM In vitro cytotoxic concentration against P388 murine leukemia cells was determined ChEMBL. 15027851
IC50 (functional) = 0.018 uM Cytotoxic concentration of the compound against murine leukemia P388 cells ChEMBL. 15801816
IC50 (functional) = 0.018 uM In vitro cytotoxic concentration against P388 murine leukemia cells was determined ChEMBL. 15027851
IC50 (functional) = 0.018 uM Cytotoxic concentration of the compound against murine leukemia P388 cells ChEMBL. 15801816
IC50 (ADMET) = 0.86 uM Inhibitory concentration of compound was determined after intravenous administration in mice after 8 hours of exposure at 24 mg/Kg ChEMBL. 15027851
IC50 (ADMET) = 0.86 uM Inhibitory concentration of compound was determined after intravenous administration in mice after 8 hours of exposure at 24 mg/Kg ChEMBL. 15027851
Ratio (binding) = 0.22 Ratio of effective concentration for inducing single strand breaks in the DNA substrate by topoisomerase I compared to camptothecin ChEMBL. 15027851
Ratio (binding) = 0.22 Ratio of effective concentration for inducing single strand breaks in the DNA substrate by topoisomerase I compared to camptothecin ChEMBL. 15027851
Ratio (functional) = 182.7 Ratio for cytotoxicity against camptothecin resistant P388/CPT45 cells to that of parental P388 cells ChEMBL. 15027851
Ratio (functional) = 183 Ratio of IC50 of P388 cells to that of CPT45 cells ChEMBL. 15801816
T1/2 (ADMET) = 1.6 hr Half life of compound was determined in plasma of mice at 24 mg/Kg ChEMBL. 15027851
T1/2 (ADMET) = 1.6 hr Half life of compound was determined in plasma of mice at 24 mg/Kg ChEMBL. 15027851
Vds (ADMET) = 0.1 l kg-1 Volume of distribution of compound in plasma was determined at 24 mg/Kg ChEMBL. 15027851
Vdss (ADMET) = 0.1 l kg-1 Volume of distribution of compound in plasma was determined at 24 mg/Kg ChEMBL. 15027851

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 15027851

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.

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