Detailed information for compound 923546

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 408.447 | Formula: C23H24N2O5
  • H donors: 0 H acceptors: 2 LogP: 3.97 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)c1oc2c(c1)cc(cc2)N1CCN(CC1)C(=O)COc1ccccc1
  • InChi: 1S/C23H24N2O5/c1-2-28-23(27)21-15-17-14-18(8-9-20(17)30-21)24-10-12-25(13-11-24)22(26)16-29-19-6-4-3-5-7-19/h3-9,14-15H,2,10-13,16H2,1H3
  • InChiKey: BBAAYFIWBIMQMC-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
Mycobacterium smegmatis DNA gyrase subunit B Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Babesia bovis DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium leprae Probable DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania infantum mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania major mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Treponema pallidum DNA gyrase, subunit B (gyrB) Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania donovani mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania braziliensis mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium yoelii DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium falciparum DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium berghei DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma congolense DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania mexicana mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Chlamydia trachomatis DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Neospora caninum hypothetical protein Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium vivax DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Theileria parva DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma brucei DNA topoisomerase ii Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma brucei gambiense DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium ulcerans DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium knowlesi DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma brucei gambiense DNA topoisomerase II, putative DNA gyrase subunit B   675 aa 644 aa 24.2 %
Loa Loa (eye worm) TOPoisomerase family member DNA gyrase subunit B   675 aa 579 aa 22.5 %
Giardia lamblia DNA topoisomerase II DNA gyrase subunit B   675 aa 623 aa 23.1 %
Leishmania braziliensis DNA topoisomerase ii DNA gyrase subunit B   675 aa 691 aa 23.6 %
Candida albicans DNA topoisomerase II similar to S. cerevisiae TOP2 (YNL088W) DNA gyrase subunit B   675 aa 596 aa 24.2 %
Trypanosoma brucei DNA topoisomerase II alpha, putative DNA gyrase subunit B   675 aa 690 aa 24.5 %
Leishmania major DNA topoisomerase ii DNA gyrase subunit B   675 aa 562 aa 24.2 %
Brugia malayi Probable DNA topoisomerase II DNA gyrase subunit B   675 aa 582 aa 23.0 %
Plasmodium yoelii DNA topoisomerase II, putative DNA gyrase subunit B   675 aa 741 aa 22.9 %
Dictyostelium discoideum DNA topoisomerase II DNA gyrase subunit B   675 aa 692 aa 24.1 %
Onchocerca volvulus DNA gyrase subunit B   675 aa 578 aa 22.8 %
Schistosoma mansoni DNA topoisomerase II DNA gyrase subunit B   675 aa 628 aa 24.2 %
Onchocerca volvulus Ectoderm-expressed 4 homolog DNA gyrase subunit B   675 aa 657 aa 23.1 %
Leishmania donovani DNA topoisomerase ii DNA gyrase subunit B   675 aa 562 aa 23.8 %
Echinococcus granulosus DNA topoisomerase 2 alpha DNA gyrase subunit B   675 aa 570 aa 24.4 %
Trypanosoma cruzi DNA topoisomerase II, putative DNA gyrase subunit B   675 aa 692 aa 24.4 %
Leishmania mexicana DNA topoisomerase ii DNA gyrase subunit B   675 aa 559 aa 23.8 %
Leishmania infantum DNA topoisomerase ii DNA gyrase subunit B   675 aa 642 aa 24.3 %
Trypanosoma brucei gambiense DNA topoisomerase II, putative DNA gyrase subunit B   675 aa 690 aa 24.5 %
Theileria parva DNA topoisomerase II, putative DNA gyrase subunit B   675 aa 611 aa 22.6 %
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein DNA gyrase subunit B   675 aa 612 aa 22.9 %
Onchocerca volvulus DNA gyrase subunit B   675 aa 622 aa 22.3 %
Trypanosoma cruzi DNA topoisomerase II, putative DNA gyrase subunit B   675 aa 692 aa 24.4 %
Trichomonas vaginalis DNA topoisomerase II, putative DNA gyrase subunit B   675 aa 585 aa 22.4 %
Echinococcus multilocularis DNA topoisomerase 2 alpha DNA gyrase subunit B   675 aa 570 aa 24.2 %
Trypanosoma brucei DNA topoisomerase II beta, putative DNA gyrase subunit B   675 aa 644 aa 24.2 %
Toxoplasma gondii DNA topoisomerase 2, putative DNA gyrase subunit B   675 aa 690 aa 25.1 %
Brugia malayi DNA topoisomerase II, alpha isozyme DNA gyrase subunit B   675 aa 613 aa 22.5 %
Candida albicans DNA topoisomerase II similar to S. cerevisiae TOP2 (YNL088W) DNA gyrase subunit B   675 aa 596 aa 24.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0328 0.7136 1
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.004 0.036 0.0105
Loa Loa (eye worm) hypothetical protein 0.0099 0.1758 0.1758
Echinococcus granulosus plexin a4 0.0268 0.5735 0.5623
Schistosoma mansoni hypothetical protein 0.0125 0.2368 0.2167
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.0153 0.3015 0.5
Plasmodium falciparum DNA gyrase subunit B 0.0153 0.3015 0.4009
Echinococcus multilocularis plexin a4 0.0268 0.5735 0.5623
Schistosoma mansoni hypothetical protein 0.0099 0.1758 0.154
Schistosoma mansoni voltage-gated potassium channel 0.0044 0.0447 0.0194
Entamoeba histolytica hypothetical protein 0.0044 0.0442 0.4027
Brugia malayi Sema domain containing protein 0.0099 0.1758 0.154
Loa Loa (eye worm) hypothetical protein 0.0044 0.0442 0.0442
Plasmodium vivax DNA gyrase subunit B, putative 0.0153 0.3015 0.4009
Trichomonas vaginalis conserved hypothetical protein 0.0044 0.0442 0.3332
Schistosoma mansoni plexin 0.0225 0.4709 0.457
Trichomonas vaginalis conserved hypothetical protein 0.0044 0.0442 0.3332
Leishmania major mitochondrial DNA topoisomerase II 0.0088 0.1496 0.2097
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.004 0.036 0.0105
Mycobacterium ulcerans DNA gyrase subunit B 0.0153 0.3015 0.0868
Brugia malayi Dihydrofolate reductase 0.045 1 1
Entamoeba histolytica protein kinase domain containing protein 0.0055 0.0716 1
Echinococcus granulosus semaphorin 5B 0.0099 0.1758 0.154
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0153 0.3015 0.2397
Entamoeba histolytica cell surface protease gp63, putative 0.0044 0.0442 0.4027
Echinococcus granulosus potassium voltage gated channel subfamily H 0.004 0.036 0.0105
Echinococcus multilocularis hypothetical protein 0.0099 0.1758 0.154
Onchocerca volvulus 0.0225 0.4709 1
Trichomonas vaginalis Clan MA, family M8, leishmanolysin-like metallopeptidase 0.0044 0.0442 0.3332
Loa Loa (eye worm) hypothetical protein 0.0125 0.2368 0.2368
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.045 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0044 0.0442 0.3332
Entamoeba histolytica hypothetical protein 0.0044 0.0442 0.4027
Trichomonas vaginalis Clan MA, family M8, leishmanolysin-like metallopeptidase 0.0044 0.0442 0.3332
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.045 1 1
Brugia malayi Sema domain containing protein 0.0099 0.1758 0.154
Echinococcus granulosus exocyst complex component 2 0.0044 0.0442 0.019
Chlamydia trachomatis dihydrofolate reductase 0.045 1 1
Loa Loa (eye worm) dihydrofolate reductase 0.045 1 1
Schistosoma mansoni hypothetical protein 0.0099 0.1758 0.154
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0125 0.235 0.1814
Onchocerca volvulus 0.0099 0.1758 0.337
Loa Loa (eye worm) hypothetical protein 0.0225 0.4709 0.4709
Entamoeba histolytica hypothetical protein 0.0044 0.0442 0.4027
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.004 0.036 0.036
Echinococcus multilocularis dihydrofolate reductase 0.045 1 1
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0328 0.7136 1
Echinococcus granulosus transcription factor collier 0.0044 0.0442 0.019
Trichomonas vaginalis Clan MA, family M8, leishmanolysin-like metallopeptidase 0.0044 0.0442 0.3332
Loa Loa (eye worm) TOPoisomerase family member 0.0036 0.0257 0.0257
Echinococcus granulosus thymidylate synthase 0.0125 0.235 0.2148
Loa Loa (eye worm) sema domain-containing protein 0.0099 0.1758 0.1758
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0088 0.1496 0.1801
Trichomonas vaginalis Clan MA, family M8, leishmanolysin-like metallopeptidase 0.0044 0.0442 0.3332
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0037 0.0298 0.0732
Trichomonas vaginalis conserved hypothetical protein 0.0044 0.0442 0.3332
Chlamydia trachomatis DNA gyrase subunit B 0.0153 0.3015 0.1506
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0328 0.7136 1
Loa Loa (eye worm) hypothetical protein 0.0044 0.0442 0.0442
Loa Loa (eye worm) hypothetical protein 0.0099 0.1758 0.1758
Brugia malayi hypothetical protein 0.0099 0.1758 0.154
Loa Loa (eye worm) hypothetical protein 0.0099 0.1758 0.1758
Schistosoma mansoni voltage-gated potassium channel 0.0044 0.0447 0.0194
Trypanosoma brucei DNA topoisomerase ii 0.0088 0.1496 0.2097
Brugia malayi thymidylate synthase 0.0125 0.235 0.2148
Echinococcus multilocularis semaphorin 5B 0.0099 0.1758 0.154
Schistosoma mansoni hypothetical protein 0.0044 0.0442 0.019
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.045 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0044 0.0442 0.3332
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.0153 0.3015 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0044 0.0442 0.3332
Brugia malayi Probable exocyst complex component Sec5 0.0044 0.0442 0.019
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0088 0.1496 0.2097
Trichomonas vaginalis Clan MA, family M8, leishmanolysin-like metallopeptidase 0.0044 0.0442 0.3332
Loa Loa (eye worm) thymidylate synthase 0.0125 0.235 0.235
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0328 0.7136 1
Giardia lamblia DNA topoisomerase II 0.0031 0.0144 0.5
Loa Loa (eye worm) hypothetical protein 0.0099 0.1758 0.1758
Onchocerca volvulus 0.0125 0.235 0.4701
Schistosoma mansoni semaphorin 5-related 0.0099 0.1758 0.154
Brugia malayi IPT/TIG domain containing protein 0.0044 0.0442 0.019
Loa Loa (eye worm) hypothetical protein 0.0044 0.0442 0.0442
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0125 0.235 0.1674
Brugia malayi DNA-binding protein LAG-1 0.0044 0.0442 0.019
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0037 0.0298 0.0732
Schistosoma mansoni hypothetical protein 0.0044 0.0442 0.019
Echinococcus multilocularis thymidylate synthase 0.0125 0.235 0.2148
Brugia malayi Plexin repeat family protein 0.0225 0.4709 0.457
Loa Loa (eye worm) hypothetical protein 0.0044 0.0442 0.0442
Schistosoma mansoni fibrocystin l 0.0044 0.0442 0.019
Brugia malayi hypothetical protein 0.0099 0.1758 0.154
Schistosoma mansoni dihydrofolate reductase 0.045 1 1
Loa Loa (eye worm) plexin A 0.0268 0.5735 0.5735
Echinococcus multilocularis transcription factor collier 0.0044 0.0442 0.019
Echinococcus multilocularis exocyst complex component 2 0.0044 0.0442 0.019
Echinococcus granulosus dihydrofolate reductase 0.045 1 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0328 0.7136 1
Loa Loa (eye worm) hypothetical protein 0.0099 0.1758 0.1758
Entamoeba histolytica tyrosin kinase, putative 0.0055 0.0716 1
Trichomonas vaginalis conserved hypothetical protein 0.0059 0.0812 1
Loa Loa (eye worm) sema domain-containing protein 0.0099 0.1758 0.1758
Brugia malayi plexin A 0.0268 0.5735 0.5623
Schistosoma mansoni plexin 0.0125 0.2368 0.2167
Trichomonas vaginalis conserved hypothetical protein 0.0044 0.0442 0.3332
Entamoeba histolytica hypothetical protein 0.0044 0.0442 0.4027
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0125 0.235 0.2148
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0059 0.0812 0.1138
Loa Loa (eye worm) hypothetical protein 0.0035 0.0235 0.0235
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0328 0.7136 1
Brugia malayi hypothetical protein 0.0059 0.0812 0.057
Loa Loa (eye worm) hypothetical protein 0.0099 0.1758 0.1758
Echinococcus granulosus semaphorin 1A 0.0099 0.1758 0.154
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0088 0.1496 0.2097

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 3.97 uM Inhibition of 6-His-tagged Mycobacterium smegmatis GyrB expressed in Escherichia coli BL21 (DE3) pLysS cells incubated for 100 mins in presence of ATP by malachite green dye based ATP assay ChEMBL. 25129171
Inhibition (ADMET) = 7.65 % Cytotoxicity against mouse RAW264.7 cells assessed as inhibition of cell viability at 100 uM after 48 hrs by MTT assay ChEMBL. 25129171
MIC (functional) = 9.35 uM Antibacterial activity against Mycobacterium tuberculosis H37Rv after 7 days by microplate alamar blue assay method ChEMBL. 25129171

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

No literature references available for this target.

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