Detailed information for compound 1035172

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 454.906 | Formula: C23H23ClN4O4
  • H donors: 1 H acceptors: 4 LogP: 1.98 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4cccc(c4cc3Cn1c2=O)/N=C/N(C)C.Cl
  • InChi: 1S/C23H22N4O4.ClH/c1-4-23(30)16-9-19-20-13(10-27(19)21(28)15(16)11-31-22(23)29)8-14-17(24-12-26(2)3)6-5-7-18(14)25-20;/h5-9,12,30H,4,10-11H2,1-3H3;1H/b24-12+;/t23-;/m0./s1
  • InChiKey: CYSHEUBYBCVQLL-IOHIHQJMSA-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 No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma brucei DNA topoisomerase IB, large subunit Get druggable targets OG5_127702 All targets in OG5_127702
Babesia bovis DNA topoisomerase 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 hominis DNA topoisomerase I 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
Plasmodium vivax topoisomerase I, putative 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 knowlesi topoisomerase I, putative 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
Schistosoma mansoni DNA topoisomerase type 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 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
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 japonicum ko:K03163 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
Brugia malayi DNA topoisomerase I 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
Leishmania infantum 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
Trypanosoma cruzi 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
Plasmodium falciparum 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
Schistosoma japonicum IPR011010,DNA breaking-rejoining enzyme, catalytic core,domain-containing 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
Loa Loa (eye worm) 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
Echinococcus multilocularis geminin 0.0543 0.467 0.467
Echinococcus granulosus beta LACTamase domain containing family member 0.0076 0.0112 0.0112
Leishmania major DNA topoisomerase IB, large subunit 0.0169 0.1026 0.1973
Giardia lamblia Low molecular weight protein-tyrosine-phosphatase 0.0187 0.1196 0.5
Plasmodium vivax topoisomerase I, putative 0.0226 0.158 0.3316
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0076 0.0112 0.0112
Brugia malayi hypothetical protein 0.0156 0.09 0.09
Loa Loa (eye worm) hypothetical protein 0.0076 0.0112 0.0112
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0551 0.4747 1
Loa Loa (eye worm) dihydrofolate reductase 0.1089 1 1
Mycobacterium ulcerans phosphotyrosine protein phosphatase PtpA 0.0187 0.1196 0.1097
Brugia malayi DNA topoisomerase I 0.0226 0.158 0.158
Loa Loa (eye worm) hypothetical protein 0.0076 0.0112 0.0112
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0076 0.0112 0.0112
Loa Loa (eye worm) phosphotyrosine protein phosphatase 0.0187 0.1196 0.1196
Echinococcus multilocularis dihydrofolate reductase 0.1089 1 1
Loa Loa (eye worm) hypothetical protein 0.0076 0.0112 0.0112
Brugia malayi Dihydrofolate reductase 0.1089 1 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.1089 1 1
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0065 0.001 0.001
Mycobacterium tuberculosis Phosphotyrosine protein phosphatase PtpA (protein-tyrosine-phosphatase) (PTPase) (LMW phosphatase) 0.0129 0.0635 0.0529
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0065 0.001 0.001
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0065 0.001 0.001
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0454 0.3801 0.3801
Echinococcus granulosus geminin 0.0543 0.467 0.467
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.1089 1 1
Loa Loa (eye worm) hypothetical protein 0.0076 0.0112 0.0112
Echinococcus multilocularis DNA topoisomerase 1 0.0226 0.158 0.158
Entamoeba histolytica protein tyrosine phosphatase, putative 0.0187 0.1196 0.5
Schistosoma mansoni hypothetical protein 0.0543 0.467 0.467
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0076 0.0112 0.0112
Mycobacterium ulcerans glutaminase 0.0297 0.2273 0.2185
Brugia malayi Pre-SET motif family protein 0.0454 0.3801 0.3801
Loa Loa (eye worm) hypothetical protein 0.0076 0.0112 0.0112
Brugia malayi thymidylate synthase 0.0107 0.0421 0.0421
Echinococcus granulosus dihydrofolate reductase 0.1089 1 1
Loa Loa (eye worm) hypothetical protein 0.0156 0.09 0.09
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0551 0.4747 1
Echinococcus multilocularis tumor protein p63 0.0377 0.3055 0.3055
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0483 0.4084 0.4017
Brugia malayi glutaminase DH11.1 0.0297 0.2273 0.2273
Echinococcus granulosus microtubule associated protein 2 0.0771 0.6891 0.6891
Schistosoma mansoni DNA topoisomerase type I 0.0226 0.158 0.158
Onchocerca volvulus 0.0076 0.0112 0.0232
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0076 0.0112 0.0112
Entamoeba histolytica protein tyrosine phosphatase, putative 0.0187 0.1196 0.5
Schistosoma mansoni hypothetical protein 0.0543 0.467 0.467
Loa Loa (eye worm) hypothetical protein 0.0065 0.001 0.001
Schistosoma mansoni DNA topoisomerase type I 0.0169 0.1026 0.1026
Onchocerca volvulus 0.0107 0.0421 0.0935
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0107 0.0421 0.0313
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0551 0.4747 1
Trichomonas vaginalis low molecular weight protein tyrosine phosphatase, putative 0.0187 0.1196 0.2522
Schistosoma mansoni microtubule-associated protein tau 0.0771 0.6891 0.6891
Trichomonas vaginalis low molecular weight protein tyrosine phosphatase, putative 0.0187 0.1196 0.2522
Trichomonas vaginalis low molecular weight protein-tyrosine-phosphatase, putative 0.0187 0.1196 0.2522
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0107 0.0421 0.0313
Trypanosoma brucei DNA topoisomerase IB, large subunit 0.0169 0.1026 0.1973
Mycobacterium ulcerans thymidylate synthase 0.0107 0.0421 0.0313
Brugia malayi Pre-SET motif family protein 0.0065 0.001 0.001
Schistosoma mansoni glutaminase 0.0297 0.2273 0.2273
Echinococcus multilocularis microtubule associated protein 2 0.0771 0.6891 0.6891
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0107 0.0421 0.0421
Loa Loa (eye worm) DNA topoisomerase I 0.0226 0.158 0.158
Echinococcus granulosus histone lysine methyltransferase setb 0.0065 0.001 0.001
Loa Loa (eye worm) glutaminase 0.0297 0.2273 0.2273
Loa Loa (eye worm) thymidylate synthase 0.0107 0.0421 0.0421
Onchocerca volvulus 0.0076 0.0112 0.0232
Onchocerca volvulus 0.0516 0.4413 1
Echinococcus granulosus DNA topoisomerase 1 0.0226 0.158 0.158
Echinococcus multilocularis beta LACTamase domain containing family member 0.0076 0.0112 0.0112
Echinococcus granulosus thymidylate synthase 0.0107 0.0421 0.0421
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.1089 1 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0551 0.4747 1
Schistosoma mansoni dihydrofolate reductase 0.1089 1 1
Trypanosoma cruzi DNA topoisomerase IB, large subunit, putative 0.0169 0.1026 0.1973
Toxoplasma gondii ABC1 family protein 0.0076 0.0112 0.0216
Loa Loa (eye worm) beta-lactamase 0.0076 0.0112 0.0112
Plasmodium vivax hypothetical protein, conserved 0.0076 0.0112 0.0216
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0551 0.4747 1
Loa Loa (eye worm) glutaminase 2 0.0297 0.2273 0.2273
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0065 0.001 0.001
Schistosoma mansoni DNA topoisomerase type I 0.0169 0.1026 0.1026
Trichomonas vaginalis glutaminase, putative 0.0297 0.2273 0.5024
Brugia malayi beta-lactamase family protein 0.0076 0.0112 0.0112
Trichomonas vaginalis low molecular weight protein tyrosine phosphatase, putative 0.0187 0.1196 0.2522
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0065 0.001 0.001
Onchocerca volvulus 0.0187 0.1196 0.2695
Trichomonas vaginalis low molecular weight protein-tyrosine-phosphatase, putative 0.0187 0.1196 0.2522
Onchocerca volvulus 0.0156 0.09 0.2023
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0065 0.001 0.001
Onchocerca volvulus 0.0076 0.0112 0.0232
Brugia malayi Low molecular weight phosphotyrosine protein phosphatase containing protein 0.0187 0.1196 0.1196
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0551 0.4747 1
Trichomonas vaginalis set domain proteins, putative 0.0516 0.4413 1
Loa Loa (eye worm) hypothetical protein 0.0076 0.0112 0.0112
Brugia malayi beta-lactamase family protein 0.0076 0.0112 0.0112
Echinococcus multilocularis thymidylate synthase 0.0107 0.0421 0.0421
Echinococcus granulosus tumor protein p63 0.0377 0.3055 0.3055
Trichomonas vaginalis low molecular weight protein-tyrosine-phosphatase, putative 0.0187 0.1196 0.2522
Toxoplasma gondii DNA topoisomerase I, putative 0.0226 0.158 0.3316
Brugia malayi beta-lactamase 0.0076 0.0112 0.0112
Chlamydia trachomatis dihydrofolate reductase 0.1089 1 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 107.7 nM Compound was tested in vitro for cytotoxicity against L1210 murine leukemia cells. ChEMBL. No reference
IC50 (binding) = 19.2 uM Compound was tested in vitro for inhibition of topoisomerase I. ChEMBL. No reference
T/C (functional) = 175 % Activity against L1210 ascitic leukemia expressed as ratio of the median survival time of treated mice to that of untreated control X 100 after ip administration of the compound at a optimal dose of 15 mg/Kg ChEMBL. No reference
T/C (functional) = 200 % Activity against L1210 ascitic leukemia expressed as ratio of the median survival time of treated mice to that of untreated control X 100 after iv administration of the compound at a optimal dose of 20 mg/Kg ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23

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

No literature references available for this target.

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