Detailed information for compound 175327

Basic information

Technical information
  • TDR Targets ID: 175327
  • Name: methanesulfonate; 2-(4-methylpiperazin-1-yl)- 5H-benzo[c][1,5]naphthyridin-1-ium-6-one
  • MW: 390.457 | Formula: C18H22N4O4S
  • H donors: 2 H acceptors: 6 LogP: -0.46 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: CS(=O)(=O)O.CN1CCN(CC1)c1ccc2c(n1)c1ccccc1c(n2)O
  • InChi: 1S/C17H18N4O.CH4O3S/c1-20-8-10-21(11-9-20)15-7-6-14-16(19-15)12-4-2-3-5-13(12)17(22)18-14;1-5(2,3)4/h2-7H,8-11H2,1H3,(H,18,22);1H3,(H,2,3,4)
  • InChiKey: LZNWSFADANBRTB-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • methanesulfonate; 2-(4-methyl-1-piperazinyl)-5H-benzo[c][1,5]naphthyridin-1-ium-6-one
  • 2-(4-methylpiperazino)-5H-benzo[c][1,5]naphthyridin-1-ium-6-one mesylate
  • methanesulfonate; 2-(4-methylpiperazin-1-yl)-5H-pyrido[3,2-c]isoquinolin-1-ium-6-one
  • methanesulfonate; 2-(4-methyl-1-piperazinyl)-5H-pyrido[3,2-c]isoquinolin-1-ium-6-one

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Schistosoma mansoni high-affinity choline transporter 0.6942 0.2537 0.2529
Trichomonas vaginalis AGC family protein kinase 0.0644 0.0217 0.0137
Trichomonas vaginalis AGC family protein kinase 0.3873 0.1407 1
Loa Loa (eye worm) AGC/AKT protein kinase 0.182 0.065 0.2548
Echinococcus multilocularis protein kinase c iota type 0.0644 0.0217 0.0203
Brugia malayi WGR domain containing protein 0.0174 0.0044 0.0114
Entamoeba histolytica protein kinase, putative 0.182 0.065 0.445
Brugia malayi serine/threonine-protein kinase 6 0.3873 0.1407 0.5517
Loa Loa (eye worm) AUR protein kinase 0.3873 0.1407 0.5535
Echinococcus multilocularis sodium:glucose cotransporter 2 2.7205 1 1
Echinococcus granulosus protein kinase c iota type 0.0644 0.0217 0.0217
Entamoeba histolytica protein kinase, putative 0.182 0.065 0.445
Echinococcus granulosus solute carrier family 5 2.7205 1 1
Brugia malayi Protein kinase domain containing protein 0.0644 0.0217 0.0802
Echinococcus granulosus sodium:potassium dependent atpase beta subunit 0.1175 0.0413 0.0413
Trichomonas vaginalis AGC family protein kinase 0.182 0.065 0.3728
Schistosoma mansoni poly [ADP-ribose] polymerase 0.0174 0.0044 0.0034
Trypanosoma brucei rac serine-threonine kinase, putative 0.182 0.065 0.4565
Schistosoma mansoni serine/threonine-protein kinase 0.122 0.043 0.0419
Loa Loa (eye worm) AGC/DMPK/GEK protein kinase 0.0644 0.0217 0.0838
Echinococcus multilocularis nervana 2 0.1175 0.0413 0.0398
Schistosoma mansoni serine/threonine protein kinase 0.0644 0.0217 0.0207
Entamoeba histolytica serine/threonine- protein kinase 6 , putative 0.3873 0.1407 1
Echinococcus granulosus Glutaredoxin protein 5 0.1175 0.0413 0.0413
Brugia malayi GH02984p 0.6942 0.2537 1
Echinococcus granulosus poly ADP ribose polymerase 1 0.0174 0.0044 0.0044
Echinococcus granulosus high affinity choline transporter 1 0.6942 0.2537 0.2537
Echinococcus granulosus serine/threonine protein kinase 0.122 0.043 0.043
Schistosoma mansoni inositol transporter 2.7205 1 1
Echinococcus multilocularis serine threonine protein kinase nrc serine threonine protein kinase gad 0.122 0.043 0.0415
Loa Loa (eye worm) AGC/RSK/MSK protein kinase 0.0644 0.0217 0.0838
Trichomonas vaginalis AGC family protein kinase 0.182 0.065 0.3728
Loa Loa (eye worm) AUR protein kinase 0.3873 0.1407 0.5535
Schistosoma mansoni serine/threonine protein kinase 0.0644 0.0217 0.0207
Entamoeba histolytica protein kinase, putative 0.3873 0.1407 1
Entamoeba histolytica serine/threonine- protein kinase 6, putative 0.3873 0.1407 1
Schistosoma mansoni inositol transporter 2.7205 1 1
Echinococcus granulosus NDR protein kinase 0.0644 0.0217 0.0217
Loa Loa (eye worm) hypothetical protein 0.6942 0.2537 1
Schistosoma mansoni sodium/solute symporter 0.6942 0.2537 0.2529
Brugia malayi Protein kinase domain containing protein 0.0644 0.0217 0.0802
Echinococcus granulosus serine:threonine protein kinase N2 0.0644 0.0217 0.0217
Echinococcus granulosus Ribosomal protein S6 kinase beta 2 0.0644 0.0217 0.0217
Toxoplasma gondii transporter, solute:sodium symporter (SSS) family protein 0.6942 0.2537 1
Brugia malayi serine/threonine protein kinase 6 0.3873 0.1407 0.5517
Entamoeba histolytica serine/threonine protein kinase 6, putative 0.3873 0.1407 1
Echinococcus multilocularis serine:threonine protein kinase N2 0.0644 0.0217 0.0203
Schistosoma mansoni protein kinase 0.3873 0.1407 0.1397
Trichomonas vaginalis AGC family protein kinase 0.182 0.065 0.3728
Entamoeba histolytica protein kinase , putative 0.3873 0.1407 1
Echinococcus multilocularis Protein kinase C, brain isozyme 0.0644 0.0217 0.0203
Echinococcus multilocularis rac serine:threonine kinase 0.122 0.043 0.0415
Trichomonas vaginalis AGC family protein kinase 0.182 0.065 0.3728
Echinococcus granulosus poly adp ribose polymerase 2 0.0095 0.0015 0.0015
Trichomonas vaginalis AGC family protein kinase 0.3873 0.1407 1
Schistosoma mansoni serine/threonine protein kinase 0.0644 0.0217 0.0207
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit 0.1175 0.0413 0.0398
Echinococcus multilocularis serine threonine protein kinase 0.0644 0.0217 0.0203
Echinococcus multilocularis serine:threonine protein kinase N2 0.0644 0.0217 0.0203
Brugia malayi Protein kinase domain containing protein 0.182 0.065 0.2519
Loa Loa (eye worm) hypothetical protein 0.6942 0.2537 1
Echinococcus multilocularis high affinity choline transporter 1 0.6942 0.2537 0.2526
Entamoeba histolytica protein kinase, putative 0.182 0.065 0.445
Trichomonas vaginalis AGC family protein kinase 0.0644 0.0217 0.0137
Echinococcus multilocularis aurora kinase A 0.3873 0.1407 0.1393
Brugia malayi Sodium:solute symporter family protein 0.6942 0.2537 1
Echinococcus multilocularis solute carrier family 5 2.7205 1 1
Trypanosoma brucei aurora B kinase 0.3873 0.1407 1
Trichomonas vaginalis AGC family protein kinase 0.3873 0.1407 1
Entamoeba histolytica protein kinase 2, putative 0.122 0.043 0.2829
Trichomonas vaginalis AGC family protein kinase 0.182 0.065 0.3728
Echinococcus granulosus sodium:glucose cotransporter 2 2.7205 1 1
Plasmodium falciparum serine/threonine protein kinase, putative 0.3873 0.1407 1
Trypanosoma cruzi aurora B kinase, putative 0.3873 0.1407 1
Loa Loa (eye worm) AGC/NDR protein kinase 0.0644 0.0217 0.0838
Echinococcus multilocularis protein kinase c epsilon type 0.0644 0.0217 0.0203
Echinococcus granulosus protein kinase C gamma type 0.0644 0.0217 0.0217
Entamoeba histolytica PH domain containing protein kinase, putative 0.122 0.043 0.2829
Echinococcus multilocularis poly (ADP ribose) polymerase 1 0.0174 0.0044 0.0029
Plasmodium vivax serine/threonine protein kinase 6, putative 0.3873 0.1407 1
Echinococcus granulosus aurora kinase A 0.3873 0.1407 0.1407
Loa Loa (eye worm) AUR protein kinase 0.3873 0.1407 0.5535
Echinococcus granulosus Protein kinase C brain isozyme 0.0644 0.0217 0.0217
Schistosoma mansoni serine/threonine protein kinase 0.0644 0.0217 0.0207
Brugia malayi Hr1 repeat family protein 0.0644 0.0217 0.0802
Echinococcus multilocularis Glutaredoxin protein 5 0.1175 0.0413 0.0398
Trypanosoma cruzi rac serine-threonine kinase, putative 0.122 0.043 0.2978
Trichomonas vaginalis AGC family protein kinase 0.182 0.065 0.3728
Trichomonas vaginalis AGC family protein kinase 0.182 0.065 0.3728
Brugia malayi protein kinase C II. 0.0644 0.0217 0.0802
Echinococcus granulosus ribosomal protein s6 kinase beta 1 0.0644 0.0217 0.0217
Trypanosoma cruzi Protein kinase B 0.122 0.043 0.2978
Echinococcus granulosus protein kinase c epsilon type 0.0644 0.0217 0.0217
Toxoplasma gondii AGC kinase 0.182 0.065 0.2425
Echinococcus multilocularis ribosomal protein s6 kinase beta 1 0.0644 0.0217 0.0203
Echinococcus granulosus serine threonine protein kinase nrc 0.122 0.043 0.043
Echinococcus granulosus sodium coupled monocarboxylate transporter 1 0.6942 0.2537 0.2537
Entamoeba histolytica PH domain containing protein kinase, putative 0.122 0.043 0.2829
Entamoeba histolytica protein kinase, putative 0.3873 0.1407 1
Echinococcus multilocularis serine:threonine protein kinase 38 0.0644 0.0217 0.0203
Schistosoma mansoni poly [ADP-ribose] polymerase 0.0095 0.0015 0.0005
Giardia lamblia Aurora kinase 0.3873 0.1407 1
Echinococcus multilocularis ribosomal protein S6 kinase alpha 3 0.0644 0.0217 0.0203
Loa Loa (eye worm) AGC/RSK/P70 protein kinase 0.182 0.065 0.2548
Loa Loa (eye worm) hypothetical protein 0.0644 0.0217 0.0838
Brugia malayi p70 ribosomal S6 kinase beta 0.182 0.065 0.2519
Schistosoma mansoni serine/threonine protein kinase 0.0644 0.0217 0.0207
Toxoplasma gondii aurora kinase 0.3873 0.1407 0.5461
Schistosoma mansoni atypical protein kinase C 0.0644 0.0217 0.0207
Schistosoma mansoni serine/threonine-protein kinase 0.122 0.043 0.0419
Schistosoma mansoni serine/threonine protein kinase 0.3873 0.1407 0.1397
Loa Loa (eye worm) AGC/PKC/ETA protein kinase 0.0644 0.0217 0.0838
Echinococcus multilocularis sodium coupled monocarboxylate transporter 1 0.6942 0.2537 0.2526
Schistosoma mansoni serine/threonine protein kinase 0.0644 0.0217 0.0207
Leishmania major protein kinase, putative 0.3873 0.1407 0.5
Echinococcus granulosus sodium:myo inositol cotransporter 2.7205 1 1
Trypanosoma cruzi rac serine-threonine kinase, putative 0.122 0.043 0.2978
Trichomonas vaginalis AGC family protein kinase 0.3873 0.1407 1
Echinococcus granulosus nervana 2 0.1175 0.0413 0.0413
Schistosoma mansoni serine/threonine protein kinase 0.0644 0.0217 0.0207
Echinococcus multilocularis nervana 2 0.1175 0.0413 0.0398
Loa Loa (eye worm) hypothetical protein 0.0095 0.0015 0.0039
Entamoeba histolytica protein kinase domain containing protein 0.3873 0.1407 1
Trichomonas vaginalis AGC family protein kinase 0.0644 0.0217 0.0137
Entamoeba histolytica protein kinase, putative 0.0644 0.0217 0.1273
Loa Loa (eye worm) AGC/RSK/RSK protein kinase 0.0644 0.0217 0.0838
Brugia malayi serine/threonine kinase 12 0.3873 0.1407 0.5517
Echinococcus granulosus serine:threonine protein kinase 12 B 0.3873 0.1407 0.1407
Echinococcus granulosus calcium:calmodulin dependent protein kinase 0.122 0.043 0.043
Echinococcus multilocularis sodium:myo inositol cotransporter 2.7205 1 1
Onchocerca volvulus 0.6942 0.2537 0.5
Echinococcus multilocularis Ribosomal protein S6 kinase beta 2 0.0644 0.0217 0.0203
Loa Loa (eye worm) AGC/PKN protein kinase 0.0644 0.0217 0.0838
Echinococcus granulosus ribosomal protein S6 kinase alpha 3 0.0644 0.0217 0.0217
Schistosoma mansoni serine/threonine kinase 0.0644 0.0217 0.0207
Trichomonas vaginalis AGC family protein kinase 0.0644 0.0217 0.0137
Echinococcus multilocularis serine:threonine protein kinase 12 B 0.3873 0.1407 0.1393
Loa Loa (eye worm) hypothetical protein 0.0132 0.0029 0.0093
Echinococcus granulosus nervana 2 0.1175 0.0413 0.0413

Activities

Activity type Activity value Assay description Source Reference
Cmax (ADMET) = 2.98 ug g-1 Maximum concentration of the compound in heart of rats after intravenous administration ChEMBL. 12825952
Cmax (ADMET) = 13.7 ug g-1 Maximum concentration of the compound in brain of rats after intravenous administration ChEMBL. 12825952
Cmax (ADMET) = 0.456 ug ml-1 Maximum concentration of the compound in plasma of rats after intravenous administration ChEMBL. 12825952
Reduction (functional) = 18 % Cerebral Ischemic stroke was expressed to determine the reduction in infarct volume at a dose of 40 mg/kg administered intravenously i in rats ChEMBL. 12825952
Reduction (functional) = 18.8 % Myocardial Ischemic stroke was expressed to determine the reduction in infarct volume at a dose of 40 mg/kg administered intravenously in rats ChEMBL. 12825952
Reduction (functional) = 25.5 % Myocardial Ischemic stroke was expressed to determine the reduction in infarct volume at a dose of 80 mg/kg administered intravenously in rats ChEMBL. 12825952
Reduction (functional) = 33 % Cerebral Ischemic stroke was expressed to determine the reduction in infarct volume at a dose of 20 mg/kg administered intravenously i in rats ChEMBL. 12825952
Reduction (functional) = 35 % Cerebral Ischemic stroke was expressed to determine the reduction in infarct volume at a dose of 80 mg/kg administered intravenously i in rats ChEMBL. 12825952
Reduction (functional) = 44 % Cerebral Ischemic stroke was expressed to determine the reduction in infarct volume at a dose of 40 mg/kg administered intravenously in rats ChEMBL. 12825952

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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