Detailed information for compound 1028494

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 456.879 | Formula: C22H21ClN4O5
  • H donors: 2 H acceptors: 4 LogP: 0.77 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: NCC(=O)OC1(CC)C(=O)OCc2c1cc1c3nc4cccc(c4cc3Cn1c2=O)N.Cl
  • InChi: 1S/C22H20N4O5.ClH/c1-2-22(31-18(27)8-23)14-7-17-19-11(6-12-15(24)4-3-5-16(12)25-19)9-26(17)20(28)13(14)10-30-21(22)29;/h3-7H,2,8-10,23-24H2,1H3;1H
  • InChiKey: KNBPEESJGVPSHT-UHFFFAOYSA-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
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
Plasmodium yoelii Eukaryotic DNA topoisomerase I, DNA binding, 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
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
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
Leishmania braziliensis 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 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
Leishmania donovani 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 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) DNA topoisomerase I 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
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
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
Schistosoma japonicum ko:K03163 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
Schistosoma japonicum IPR011010,DNA breaking-rejoining enzyme, catalytic core,domain-containing Get druggable targets OG5_127702 All targets in OG5_127702
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
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
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0032 0.026 0.026
Leishmania major DNA topoisomerase type IB small subunit 0.0057 0.0635 0.2654
Schistosoma mansoni DNA topoisomerase type I 0.0169 0.2306 0.2306
Schistosoma mansoni hypothetical protein 0.0032 0.026 0.026
Brugia malayi DNA topoisomerase I 0.0226 0.315 1
Mycobacterium tuberculosis Probable esterase LipL 0.0074 0.0889 0.1266
Trypanosoma cruzi DNA topoisomerase type IB small subunit, putative 0.0057 0.0635 0.2654
Mycobacterium ulcerans hypothetical protein 0.0074 0.0889 0.5
Entamoeba histolytica hypothetical protein 0.0036 0.0324 0.5
Leishmania major hypothetical protein, conserved 0.0074 0.0889 0.3768
Trypanosoma brucei DNA topoisomerase IB, large subunit 0.0169 0.2306 1
Loa Loa (eye worm) hypothetical protein 0.0074 0.0889 0.2795
Mycobacterium tuberculosis Probable lipase LipE 0.0074 0.0889 0.1266
Schistosoma mansoni cell adhesion molecule 0.0015 0.0012 0.0012
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0074 0.0889 0.0889
Mycobacterium ulcerans beta-lactamase 0.0074 0.0889 0.5
Trichomonas vaginalis D-aminoacylase, putative 0.0074 0.0889 0.5
Schistosoma mansoni cellular tumor antigen P53 0.0048 0.0509 0.0509
Loa Loa (eye worm) hypothetical protein 0.0018 0.0054 0.0135
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0032 0.026 0.026
Trichomonas vaginalis D-aminoacylase, putative 0.0074 0.0889 0.5
Leishmania major DNA topoisomerase IB, large subunit 0.0169 0.2306 1
Mycobacterium tuberculosis Probable lipase LipD 0.0074 0.0889 0.1266
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0032 0.026 0.0733
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.01 0.1273 0.3982
Schistosoma mansoni hypothetical protein 0.0032 0.026 0.026
Loa Loa (eye worm) DNA topoisomerase I 0.0226 0.315 1
Onchocerca volvulus Tyrosine kinase homolog 0.017 0.2311 1
Echinococcus multilocularis roundabout 2 0.0018 0.0054 0.0054
Trichomonas vaginalis esterase, putative 0.0074 0.0889 0.5
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0015 0.0012 0.0012
Echinococcus multilocularis beta LACTamase domain containing family member 0.0074 0.0889 0.0889
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0016 0.0032 0.0032
Brugia malayi Immunoglobulin I-set domain containing protein 0.0182 0.2488 0.7879
Schistosoma mansoni hypothetical protein 0.0032 0.026 0.026
Toxoplasma gondii DNA topoisomerase I, putative 0.0226 0.315 1
Trypanosoma brucei hypothetical protein, conserved 0.0074 0.0889 0.3768
Echinococcus multilocularis isocitrate dehydrogenase 0.0016 0.0032 0.0032
Trypanosoma cruzi hypothetical protein, conserved 0.0074 0.0889 0.3768
Plasmodium vivax topoisomerase I, putative 0.0226 0.315 1
Echinococcus multilocularis microtubule associated protein 2 0.0687 1 1
Plasmodium vivax hypothetical protein, conserved 0.0074 0.0889 0.2748
Echinococcus multilocularis tumor protein p63 0.033 0.4694 0.4694
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0472 0.68 1
Entamoeba histolytica hypothetical protein 0.0036 0.0324 0.5
Onchocerca volvulus 0.0074 0.0889 0.2106
Brugia malayi Calcitonin receptor-like protein seb-1 0.01 0.1273 0.3982
Loa Loa (eye worm) hypothetical protein 0.0074 0.0889 0.2795
Schistosoma mansoni hypothetical protein 0.0068 0.0805 0.0805
Echinococcus granulosus roundabout 2 0.0018 0.0054 0.0054
Mycobacterium tuberculosis Conserved protein 0.0074 0.0889 0.1266
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0074 0.0889 0.2748
Trichomonas vaginalis penicillin-binding protein, putative 0.0074 0.0889 0.5
Entamoeba histolytica hypothetical protein 0.0036 0.0324 0.5
Loa Loa (eye worm) hypothetical protein 0.0032 0.026 0.0793
Toxoplasma gondii ABC1 family protein 0.0074 0.0889 0.2748
Onchocerca volvulus 0.0074 0.0889 0.2106
Loa Loa (eye worm) hypothetical protein 0.0074 0.0889 0.2795
Schistosoma mansoni hypothetical protein 0.0036 0.0324 0.0324
Onchocerca volvulus 0.0074 0.0889 0.2106
Echinococcus granulosus tumor protein p63 0.033 0.4694 0.4694
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0036 0.0324 0.0324
Loa Loa (eye worm) latrophilin receptor protein 2 0.0032 0.026 0.0793
Brugia malayi latrophilin 2 splice variant baaae 0.0068 0.0805 0.2478
Loa Loa (eye worm) beta-lactamase 0.0074 0.0889 0.2795
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0074 0.0889 0.1266
Mycobacterium ulcerans lipase LipD 0.0074 0.0889 0.5
Trichomonas vaginalis D-aminoacylase, putative 0.0074 0.0889 0.5
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0016 0.0032 0.0032
Brugia malayi hypothetical protein 0.0036 0.0324 0.0937
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0016 0.0032 0.0032
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0016 0.0032 0.0032
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0074 0.0889 0.0889
Trichomonas vaginalis penicillin-binding protein, putative 0.0074 0.0889 0.5
Brugia malayi Latrophilin receptor protein 2 0.0032 0.026 0.0733
Loa Loa (eye worm) hypothetical protein 0.0048 0.0509 0.1586
Entamoeba histolytica hypothetical protein 0.0036 0.0324 0.5
Schistosoma mansoni DNA topoisomerase type I 0.0226 0.315 0.315
Echinococcus granulosus GPCR family 2 0.0032 0.026 0.026
Echinococcus multilocularis GPCR, family 2 0.0032 0.026 0.026
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0182 0.2488 0.7892
Loa Loa (eye worm) hypothetical protein 0.01 0.1273 0.4021
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0032 0.026 0.026
Loa Loa (eye worm) isocitrate dehydrogenase 0.0016 0.0032 0.0064
Mycobacterium tuberculosis Conserved protein 0.0074 0.0889 0.1266
Loa Loa (eye worm) hypothetical protein 0.0068 0.0805 0.2527
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0074 0.0889 0.1266
Mycobacterium leprae Probable lipase LipE 0.0074 0.0889 0.5
Brugia malayi beta-lactamase family protein 0.0074 0.0889 0.2748
Brugia malayi beta-lactamase 0.0074 0.0889 0.2748
Mycobacterium ulcerans esterase/lipase LipP 0.0074 0.0889 0.5
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0032 0.026 0.026
Echinococcus granulosus DNA topoisomerase 1 0.0226 0.315 0.315
Mycobacterium leprae conserved hypothetical protein 0.0074 0.0889 0.5
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0016 0.0032 0.0032
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0036 0.0324 0.0324
Echinococcus multilocularis DNA topoisomerase 1 0.0226 0.315 0.315
Loa Loa (eye worm) hypothetical protein 0.0074 0.0889 0.2795
Mycobacterium tuberculosis Conserved protein 0.0074 0.0889 0.1266
Echinococcus granulosus beta LACTamase domain containing family member 0.0074 0.0889 0.0889
Schistosoma mansoni transcription factor LCR-F1 0.0036 0.0324 0.0324
Trypanosoma cruzi DNA topoisomerase IB, large subunit, putative 0.0169 0.2306 1
Loa Loa (eye worm) hypothetical protein 0.0074 0.0889 0.2795
Trypanosoma brucei DNA topoisomerase type IB small subunit 0.0057 0.0635 0.2654
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0074 0.0889 0.2795
Onchocerca volvulus 0.0166 0.2253 0.9681
Brugia malayi beta-lactamase family protein 0.0074 0.0889 0.2748
Schistosoma mansoni microtubule-associated protein tau 0.0687 1 1
Loa Loa (eye worm) hypothetical protein 0.0018 0.0054 0.0135
Mycobacterium tuberculosis Probable hydrolase 0.0074 0.0889 0.1266
Plasmodium falciparum topoisomerase I 0.0226 0.315 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.01 0.1273 0.4021
Loa Loa (eye worm) hypothetical protein 0.0074 0.0889 0.2795
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0074 0.0889 0.1266
Schistosoma mansoni hypothetical protein 0.0032 0.026 0.026
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0074 0.0889 0.5
Schistosoma mansoni DNA topoisomerase type I 0.0169 0.2306 0.2306
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0016 0.0032 0.0032
Trypanosoma cruzi hypothetical protein, conserved 0.0074 0.0889 0.3768

Activities

Activity type Activity value Assay description Source Reference
Highest active dose (functional) = 5 mg kg-1 Highest active dose in L1210 lymphoid leukemic mice after iv drug dosing on hours 1 and 5 at dose range of 2.5-5 mg/kg ChEMBL. 8410981
Highest active dose (functional) = 10 mg kg-1 Highest active dose in L1210 lymphoid leukemic mice after ip injection on days 1 and 5 at dose of 10 mg/kg ChEMBL. 8410981
IC50 (binding) = 5.5 uM Inhibition of Topoisomerase I by cleavage complex formation in human HL-60 cells ChEMBL. 8410981
IC50 (binding) = 6.8 uM Inhibition of Topoisomerase I by cleavage complex formation in intact human HL-60 cells ChEMBL. 8410981
T/C (functional) = 132 % Median survival time of treated/control animals x 100 after ip injection on days 1 and 5 ChEMBL. 8410981
T/C (functional) = 168 % Median survival time of treated/control animals x 100 after iv drug dosing on hours 1 and 5 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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