Detailed information for compound 151774

Basic information

Technical information
  • TDR Targets ID: 151774
  • Name: N-[4-[(3-azidoacridin-9-yl)amino]phenyl]metha nesulfonamide
  • MW: 404.445 | Formula: C20H16N6O2S
  • H donors: 2 H acceptors: 3 LogP: 4.97 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: [N-]=[N+]=Nc1ccc2c(c1)nc1c(c2Nc2ccc(cc2)NS(=O)(=O)C)cccc1
  • InChi: 1S/C20H16N6O2S/c1-29(27,28)25-14-8-6-13(7-9-14)22-20-16-4-2-3-5-18(16)23-19-12-15(24-26-21)10-11-17(19)20/h2-12,25H,1H3,(H,22,23)
  • InChiKey: QBHRVJNBKGTANH-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[4-[(3-azido-9-acridinyl)amino]phenyl]methanesulfonamide
  • 64894-90-2
  • CCRIS 6375
  • Methanesulfonamide, N-(4-((3-azido-9-acridinyl)amino)phenyl)-
  • N-(4-((3-Azido-9-acridinyl)amino)phenyl)methanesulfonamide

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
Onchocerca volvulus Prolyl endopeptidase homolog 0.013 0.1157 0.4077
Schistosoma mansoni histone deacetylase 0.1004 1 1
Plasmodium falciparum histone deacetylase 2 0.0286 0.2738 0.2688
Trypanosoma cruzi histone deacetylase 1, putative 0.1004 1 1
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0023 0.0069 0.0069
Echinococcus multilocularis multidrug resistance protein 1 0.0023 0.0069 0.0069
Toxoplasma gondii histone deacetylase HDAC5 0.0286 0.2738 0.2688
Trichomonas vaginalis abcb9, putative 0.0023 0.0069 0.0069
Trichomonas vaginalis ATP-binding cassette transporter, putative 0.0023 0.0069 0.0069
Echinococcus multilocularis multidrug resistance protein 1 0.0023 0.0069 0.0069
Trypanosoma cruzi histone deacetylase, putative 0.0286 0.2738 0.2464
Plasmodium vivax histone deacetylase 1, putative 0.1004 1 1
Echinococcus granulosus histone deacetylase 8 0.0286 0.2738 0.2738
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.1004 1 1
Schistosoma mansoni histone deacetylase 1 2 3 0.0286 0.2738 0.2688
Echinococcus multilocularis histone deacetylase 8 0.0286 0.2738 0.2738
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0023 0.0069 0.0069
Brugia malayi Histone deacetylase family protein 0.0286 0.2738 0.2688
Leishmania major oligopeptidase b 0.0052 0.0364 0.0297
Loa Loa (eye worm) hypothetical protein 0.013 0.1157 0.1098
Plasmodium falciparum histone deacetylase, putative 0.0286 0.2738 0.2688
Echinococcus granulosus histone deacetylase 6 0.0286 0.2738 0.2738
Echinococcus multilocularis histone deacetylase 7 0.0286 0.2738 0.2738
Echinococcus granulosus ATP binding cassette subfamily B MDR:TAP 0.0023 0.0069 0.0069
Trichomonas vaginalis ATP-binding cassette transporter, putative 0.0023 0.0069 0.0069
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0023 0.0069 0.0069
Schistosoma mansoni histone deacetylase hda2 0.0286 0.2738 0.2688
Mycobacterium tuberculosis Probable peptidase 0.0052 0.0364 0.3103
Plasmodium falciparum histone deacetylase 1 0.1004 1 1
Toxoplasma gondii histone deacetylase HDAC2 0.1004 1 1
Brugia malayi Histone deacetylase family protein 0.0286 0.2738 0.2688
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.0023 0.0069 0.0069
Leishmania major histone deacetylase, putative 0.0286 0.2738 0.2688
Toxoplasma gondii prolyl endopeptidase 0.013 0.1157 0.1096
Trypanosoma brucei histone deacetylase 3 0.0286 0.2738 0.2464
Schistosoma mansoni histone deacetylase 4 5 0.0286 0.2738 0.2688
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0023 0.0069 0.0069
Echinococcus granulosus 5'partial|ATP binding cassette sub family B 0.0022 0.0067 0.0067
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.1004 1 1
Plasmodium vivax histone deacetylase, putative 0.0286 0.2738 0.2688
Trichomonas vaginalis histone deacetylase, putative 0.1004 1 1
Loa Loa (eye worm) histone deacetylase 0.0286 0.2738 0.269
Trypanosoma cruzi prolyl endopeptidase 0.013 0.1157 0.0823
Trichomonas vaginalis ABC transporter, putative 0.0023 0.0069 0.0069
Mycobacterium ulcerans protease II (oligopeptidase B), PtrB 0.0052 0.0364 0.5
Echinococcus granulosus histone deacetylase 0.0286 0.2738 0.2738
Loa Loa (eye worm) histone deacetylase 1 0.1004 1 1
Loa Loa (eye worm) histone deacetylase 3 0.1004 1 1
Echinococcus granulosus histone deacetylase 6 0.0286 0.2738 0.2738
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.0023 0.0069 0.0069
Echinococcus multilocularis histone deacetylase 0.0286 0.2738 0.2738
Trichomonas vaginalis ABC transporter, half transporter, putative 0.0023 0.0069 0.0069
Echinococcus multilocularis histone deacetylase 1 0.1004 1 1
Chlamydia trachomatis ABC transporter ATP binding protein/permease 0.0023 0.0069 0.5
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.013 0.1157 0.1096
Trichomonas vaginalis ABC transporter, putative 0.0023 0.0069 0.0069
Echinococcus granulosus prolyl endopeptidase 0.013 0.1157 0.1157
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.013 0.1157 0.1096
Trypanosoma cruzi histone deacetylase, putative 0.0286 0.2738 0.2464
Toxoplasma gondii histone deacetylase HDAC4 0.0286 0.2738 0.2688
Echinococcus granulosus histone deacetylase 1 0.1004 1 1
Echinococcus multilocularis histone deacetylase 3 0.1004 1 1
Trichomonas vaginalis abcb9, putative 0.0023 0.0069 0.0069
Loa Loa (eye worm) histone deacetylase 11 0.0286 0.2738 0.269
Echinococcus granulosus multidrug resistance protein 1 0.0023 0.0069 0.0069
Echinococcus multilocularis histone deacetylase 6 0.0286 0.2738 0.2738
Trichomonas vaginalis ABC transporter, putative 0.0023 0.0069 0.0069
Trypanosoma brucei histone deacetylase 2 0.0286 0.2738 0.2464
Entamoeba histolytica histone deacetylase, putative 0.1004 1 1
Brugia malayi Histone deacetylase 1 0.1004 1 1
Loa Loa (eye worm) hypothetical protein 0.1004 1 1
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0023 0.0069 0.0069
Trypanosoma brucei prolyl endopeptidase 0.013 0.1157 0.0823
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0023 0.0069 0.0069
Trichomonas vaginalis histone deacetylase, putative 0.1004 1 1
Onchocerca volvulus Histone deacetylase 10 homolog 0.0286 0.2738 1
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0023 0.0069 0.0069
Trypanosoma cruzi histone deacetylase 1, putative 0.1004 1 1
Echinococcus multilocularis histone deacetylase 6 0.0286 0.2738 0.2738
Trichomonas vaginalis ABC transporter, half transporter, putative 0.0023 0.0069 0.0069
Giardia lamblia Histone deacetylase 0.1004 1 0.5
Trypanosoma brucei histone deacetylase 4 0.0286 0.2738 0.2464
Leishmania major histone deacetylase, putative 0.1004 1 1
Mycobacterium tuberculosis Probable protease II PtrBb [second part] (oligopeptidase B) 0.0052 0.0364 0.3103
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0023 0.0069 0.0069
Loa Loa (eye worm) multidrug resistance protein 3 0.0023 0.0069 0.0003
Toxoplasma gondii histone deacetylase HDAC1 0.0286 0.2738 0.2688
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.0023 0.0069 0.0069
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0023 0.0069 0.0069
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0023 0.0069 0.0069
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0023 0.0069 0.0069
Trypanosoma cruzi histone deacetylase, putative 0.0286 0.2738 0.2464
Echinococcus granulosus multidrug resistance protein 1 0.0023 0.0069 0.0069
Trichomonas vaginalis ATP-binding cassette transporter, putative 0.0023 0.0069 0.0069
Trypanosoma cruzi histone deacetylase, putative 0.0286 0.2738 0.2464
Echinococcus multilocularis ATP binding cassette sub family B 0.0022 0.0067 0.0067
Plasmodium vivax histone deacetylase, putative 0.0286 0.2738 0.2688
Echinococcus granulosus multidrug resistance protein 1 0.0023 0.0069 0.0069
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0023 0.0069 0.0069
Trichomonas vaginalis ATP-binding cassette transporter, putative 0.0023 0.0069 0.0069
Echinococcus multilocularis histone deacetylase 6 0.0286 0.2738 0.2738
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.0023 0.0069 0.0069
Schistosoma mansoni histone deacetylase 0.1004 1 1
Trichomonas vaginalis histone deacetylase, putative 0.1004 1 1
Trichomonas vaginalis taga, putative 0.0023 0.0069 0.0069
Brugia malayi prolyl oligopeptidase family protein 0.013 0.1157 0.1096
Echinococcus multilocularis prolyl endopeptidase 0.013 0.1157 0.1157
Loa Loa (eye worm) hypothetical protein 0.0286 0.2738 0.269
Trichomonas vaginalis multidrug resistance protein 1, 2, putative 0.0023 0.0069 0.0069
Toxoplasma gondii histone deacetylase HDAC3 0.1004 1 1
Trichomonas vaginalis histone deacetylase, putative 0.1004 1 1
Leishmania major prolyl oligopeptidase, putative,serine peptidase clan SC, family S9A, putative 0.013 0.1157 0.1096
Echinococcus granulosus histone deacetylase 6 0.0286 0.2738 0.2738
Plasmodium vivax histone deacetylase 2, putative 0.0286 0.2738 0.2688
Mycobacterium leprae PROBABLE PROTEASE II PTRBB (OLIGOPEPTIDASE B) 0.0052 0.0364 0.5
Brugia malayi histone deacetylase 1 (HD1) 0.1004 1 1
Echinococcus granulosus ATP binding cassette subfamily B MDR:TAP 0.0023 0.0069 0.0069
Loa Loa (eye worm) histone deacetylase 7A 0.0286 0.2738 0.269
Schistosoma mansoni histone deacetylase hda2 0.0286 0.2738 0.2688
Leishmania major histone deacetylase, putative 0.0286 0.2738 0.2688
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.1004 1 1
Echinococcus granulosus ATP binding cassette subfamily B MDR:TAP 0.0023 0.0069 0.0069
Echinococcus granulosus histone deacetylase 7 0.0286 0.2738 0.2738
Trypanosoma cruzi histone deacetylase, putative 0.0286 0.2738 0.2464
Echinococcus multilocularis ATP binding cassette subfamily B (MDR:TAP) 0.0023 0.0069 0.0069
Trypanosoma brucei histone deacetylase 1 0.1004 1 1
Trichomonas vaginalis histone deacetylase, putative 0.1004 1 1
Loa Loa (eye worm) hypothetical protein 0.0023 0.0069 0.0003
Trypanosoma brucei histone deacetylase, putative 0.0286 0.2738 0.2464
Trichomonas vaginalis abcb9, putative 0.0023 0.0069 0.0069
Echinococcus granulosus histone deacetylase 3 0.1004 1 1
Leishmania major histone deacetylase, putative 0.1004 1 1
Brugia malayi histone deacetylase 11 0.0286 0.2738 0.2688
Trichomonas vaginalis ABC transporter, putative 0.0023 0.0069 0.0069
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0023 0.0069 0.0069
Loa Loa (eye worm) hypothetical protein 0.0023 0.0069 0.0003
Schistosoma mansoni histone deacetylase 4 5 0.0286 0.2738 0.2688
Loa Loa (eye worm) ATP-binding cassette sub-family B member 2 0.0023 0.0069 0.0003
Echinococcus granulosus ATP binding cassette subfamily B MDR:TAP 0.0023 0.0069 0.0069
Leishmania major oligopeptidase B-like protein,serine peptidase, clan SC, family S9A-like protein 0.0052 0.0364 0.0297
Mycobacterium tuberculosis Probable protease II PtrBa [first part] (oligopeptidase B) 0.0117 0.1019 1
Trichomonas vaginalis ATP-binding cassette transporter, putative 0.0023 0.0069 0.0069
Trichomonas vaginalis lipid A export ATP-binding/permease protein msba, putative 0.0023 0.0069 0.0069
Trichomonas vaginalis histone deacetylase, putative 0.1004 1 1

Activities

Activity type Activity value Assay description Source Reference
LD10 (ADMET) = 24 mg kg-1 day-1 In vivo toxicity (qd 1-5), determined using the intraperitoneal implantation of L1210 leukemia cells in mice ChEMBL. 6988589
LD10 (ADMET) = 24 mg kg-1 day-1 In vivo toxicity (qd 1-5), determined using the intraperitoneal implantation of L1210 leukemia cells in mice ChEMBL. 6988589
Log 1/C (functional) = 4.8 The mutagenic effectiveness, lowest molar concentration required for a constant proportion of revertant colonies (chosen as 50 per 10E8 bacteria) ChEMBL. 6988589
Log 1/D40 (functional) = 5.04 Drug dose in (mg/kg)/day to provide an increase in life span of 40% was determined ChEMBL. 6988589
Log 1/D50 (functional) = 4.9 Drug concentration in mole/kg/day providing 50% extension of life in intraperitoneally implanted leukemia L1210 mice. ChEMBL. 7069706
Log 1/LD10 (ADMET) = 4.26 Compound concentration in mole/kg/day lethal to 10% of mice ChEMBL. 7069706
Log D50 (ADMET) = 0.77 Concentration of drug needed to kill Salmonella typhimurium strain TA 1537 grown on histidine-enriched medium ChEMBL. 6988589
Log ILS max (functional) = 2.33 Percent increase in life span in L1210 assay at the LD10 dose ChEMBL. 6988589
Log M50 (functional) = 2.13 Mutagenic efficiency, measured as the concentration providing 50% inhibition of Salmonella typhimurium strain TA 1537 growth in drug induced-mutant colonies ChEMBL. 6988589
pKa = 7 Ionization constant (pKa) ChEMBL. 6988589
Rm (ADMET) = 0.2 Relative measure (Rm) of lipophilic/hydrophilic balance from partition chromatography ChEMBL. 6988589

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

2 literature references were collected for this gene.

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