Detailed information for compound 152795

Basic information

Technical information
  • TDR Targets ID: 152795
  • Name: N-[4-[(3-iodoacridin-9-yl)amino]phenyl]methan esulfonamide
  • MW: 489.329 | Formula: C20H16IN3O2S
  • H donors: 2 H acceptors: 3 LogP: 4.69 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: Ic1ccc2c(c1)nc1c(c2Nc2ccc(cc2)NS(=O)(=O)C)cccc1
  • InChi: 1S/C20H16IN3O2S/c1-27(25,26)24-15-9-7-14(8-10-15)22-20-16-4-2-3-5-18(16)23-19-12-13(21)6-11-17(19)20/h2-12,24H,1H3,(H,22,23)
  • InChiKey: CZPVHNQIEXTQTA-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[4-[(3-iodo-9-acridinyl)amino]phenyl]methanesulfonamide
  • 64894-94-6
  • 4'-(3-Iodo-9-acridinylamino)methanesulfonanilide
  • BRN 0499735
  • Methanesulfonanilide, 4'-((3-iodo-9-acridinyl)amino)-

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
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0106 0.8011 0.7925
Leishmania major aldehyde reductase, putative,oxidoreductase, putative 0.0106 0.8011 1
Plasmodium vivax oxidoreductase, aldo/keto reductase domain containing protein 0.0083 0.5859 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0052 0.2819 0.2509
Trichomonas vaginalis aldo-keto reductase, putative 0.0106 0.8011 1
Leishmania major aldo/keto reductase, putative,aldo/keto reductase family-like protein 0.0083 0.5859 0.7167
Echinococcus granulosus hypothetical protein 0.0106 0.8011 1
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 1 CLPP1 (ENDOPEPTIDASE CLP) 0.0054 0.3065 0.3827
Entamoeba histolytica aldose reductase, putative 0.0106 0.8011 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0106 0.8011 0.7925
Mycobacterium tuberculosis Probable oxidoreductase 0.0106 0.8011 1
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0083 0.5808 0.9907
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0106 0.8011 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0106 0.8011 1
Loa Loa (eye worm) transcription factor SMAD2 0.0127 1 1
Echinococcus multilocularis tar DNA binding protein 0.0066 0.4164 0.5198
Echinococcus granulosus aldo keto reductase 0.0106 0.8011 1
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0029 0.059 0.0325
Entamoeba histolytica aldose reductase, putative 0.0106 0.8011 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0106 0.8011 0.7925
Mycobacterium ulcerans oxidoreductase 0.0106 0.8011 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0106 0.8011 1
Onchocerca volvulus 0.0106 0.8011 1
Loa Loa (eye worm) oxidoreductase 0.0106 0.8011 0.7925
Echinococcus multilocularis ATP dependent Clp protease proteolytic subunit 0.0083 0.5808 0.725
Echinococcus multilocularis peptidase Clp (S14 family) 0.0054 0.3065 0.3827
Loa Loa (eye worm) hypothetical protein 0.0035 0.1246 0.0868
Brugia malayi Probable ClpP-like protease 0.0083 0.5808 0.5627
Trichomonas vaginalis aldo-keto reductase, putative 0.0106 0.8011 1
Echinococcus multilocularis aldo keto reductase 0.0106 0.8011 1
Treponema pallidum ATP-dependent Clp protease proteolytic subunit 0.0083 0.5808 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0106 0.8011 1
Giardia lamblia Aldose reductase 0.0106 0.8011 0.5
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0083 0.5808 0.5
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0106 0.8011 0.7925
Loa Loa (eye worm) oxidoreductase 0.0106 0.8011 0.7925
Trypanosoma cruzi aldo/keto reductase, putative 0.0106 0.8011 1
Toxoplasma gondii oxidoreductase, aldo/keto reductase family protein 0.0083 0.5859 0.7167
Trypanosoma cruzi aldo/keto reductase, putative 0.0083 0.5859 0.7167
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0083 0.5808 0.71
Brugia malayi RNA recognition motif domain containing protein 0.0066 0.4164 0.3912
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0106 0.8011 1
Loa Loa (eye worm) oxidoreductase 0.0106 0.8011 0.7925
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0106 0.8011 1
Echinococcus granulosus aldo keto reductase 0.0106 0.8011 1
Schistosoma mansoni aldo-keto reductase 0.0106 0.8011 1
Schistosoma mansoni tar DNA-binding protein 0.0066 0.4164 0.4314
Onchocerca volvulus 0.0106 0.8011 1
Schistosoma mansoni tar DNA-binding protein 0.0066 0.4164 0.4314
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0106 0.8011 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0052 0.2819 0.2509
Leishmania major aldo-keto reductase-like protein 0.0106 0.8011 1
Schistosoma mansoni peptidase Clp (S14 family) 0.0083 0.5808 0.6743
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0106 0.8011 1
Onchocerca volvulus 0.0106 0.8011 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0106 0.8011 1
Schistosoma mansoni aldo-keto reductase 0.0106 0.8011 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0106 0.8011 1
Leishmania major prostaglandin f synthase, putative 0.0106 0.8011 1
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2) 0.0083 0.5808 0.725
Brugia malayi glutamate-cysteine ligase modifier subunit 0.0083 0.5859 0.568
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0106 0.8011 1
Brugia malayi TAR-binding protein 0.0066 0.4164 0.3912
Trichomonas vaginalis aldo-keto reductase, putative 0.0106 0.8011 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0106 0.8011 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0106 0.8011 1
Trichomonas vaginalis aldo/keto reductase, putative 0.0106 0.8011 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0106 0.8011 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0106 0.8011 1
Schistosoma mansoni pol-related 0.0106 0.8011 1
Mycobacterium leprae Possible oxidoreductase 0.0083 0.5859 0.7313
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0106 0.8011 1
Echinococcus granulosus aldo keto reductase family 1, member B4 0.0083 0.5859 0.7313
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0083 0.5808 0.5
Trypanosoma cruzi aldo-keto reductase 0.0106 0.8011 1
Schistosoma mansoni tar DNA-binding protein 0.0066 0.4164 0.4314
Trichomonas vaginalis aldo/keto reductase, putative 0.0106 0.8011 1
Onchocerca volvulus 0.0106 0.8011 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0106 0.8011 1
Loa Loa (eye worm) TAR-binding protein 0.0066 0.4164 0.3912
Mycobacterium tuberculosis Conserved protein 0.0083 0.5859 0.5648
Trichomonas vaginalis aldo-keto reductase, putative 0.0106 0.8011 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0106 0.8011 1
Echinococcus granulosus peptidase Clp S14 family 0.0054 0.3065 0.3827
Trichomonas vaginalis aldo-keto reductase, putative 0.0106 0.8011 1
Loa Loa (eye worm) oxidoreductase 0.0106 0.8011 0.7925
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0106 0.8011 1
Loa Loa (eye worm) oxidoreductase 0.0106 0.8011 0.7925
Loa Loa (eye worm) hypothetical protein 0.0106 0.8011 0.7925
Toxoplasma gondii aldo-keto reductase 0.0083 0.5859 0.7167
Leishmania major prostaglandin f2-alpha synthase/D-arabinose dehydrogenase 0.0106 0.8011 1
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0083 0.5808 0.9907
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0106 0.8011 1
Loa Loa (eye worm) RNA binding protein 0.0066 0.4164 0.3912
Echinococcus granulosus tar DNA binding protein 0.0066 0.4164 0.5198
Trypanosoma brucei prostaglandin f synthase 0.0106 0.8011 1
Echinococcus multilocularis aldo keto reductase 0.0106 0.8011 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0106 0.8011 1
Plasmodium vivax aldehyde reductase, putative 0.0083 0.5859 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0106 0.8011 1
Echinococcus granulosus voltage gated potassium channel subunit 0.0083 0.5859 0.7313
Giardia lamblia Aldose reductase 0.0106 0.8011 0.5
Onchocerca volvulus 0.0106 0.8011 1
Brugia malayi RNA binding protein 0.0066 0.4164 0.3912
Schistosoma mansoni potassium channel beta 0.0083 0.5859 0.6819
Onchocerca volvulus 0.0106 0.8011 1
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0029 0.059 0.0325
Trichomonas vaginalis aldo/keto reductase, putative 0.0106 0.8011 1
Toxoplasma gondii aldo/keto reductase family oxidoreductase 0.0083 0.5859 0.7167
Mycobacterium leprae ATP-dependent Clp protease proteolytic subunit 1 0.0029 0.059 0.0737
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0106 0.8011 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.2819 0.2509
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0083 0.5808 0.71
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0106 0.8011 1
Schistosoma mansoni tar DNA-binding protein 0.0066 0.4164 0.4314
Toxoplasma gondii aldose reductase, putative 0.0106 0.8011 1
Echinococcus multilocularis aldo keto reductase 0.0106 0.8011 1
Mycobacterium leprae PROBABLE OXIDOREDUCTASE 0.0106 0.8011 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0106 0.8011 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0106 0.8011 1
Echinococcus multilocularis voltage gated potassium channel subunit 0.0083 0.5859 0.7313
Brugia malayi latrophilin 2 splice variant baaae 0.0035 0.1246 0.0868
Echinococcus multilocularis aldo keto reductase 0.0106 0.8011 1
Schistosoma mansoni tar DNA-binding protein 0.0066 0.4164 0.4314
Toxoplasma gondii hypothetical protein 0.0029 0.059 0.0233
Trichomonas vaginalis aldo-keto reductase, putative 0.0106 0.8011 1
Mycobacterium ulcerans hypothetical protein 0.0083 0.5859 0.0231
Trypanosoma brucei aldo/keto reductase, putative 0.0083 0.5859 0.7167
Plasmodium falciparum aldehyde reductase, putative 0.0083 0.5859 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0066 0.4164 0.3912
Trypanosoma brucei aldo-keto reductase, putative 0.0106 0.8011 1
Loa Loa (eye worm) hypothetical protein 0.0083 0.5808 0.5627
Echinococcus granulosus aldo keto reductase 0.0106 0.8011 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0052 0.2819 0.2509
Loa Loa (eye worm) glutamate-cysteine ligase modifier subunit 0.0083 0.5859 0.568
Plasmodium falciparum aldo-keto reductase, putative 0.0083 0.5859 1
Wolbachia endosymbiont of Brugia malayi ATP-dependent Clp protease proteolytic subunit 0.0083 0.5808 0.5
Echinococcus granulosus ATP dependent Clp protease proteolytic subunit 0.0083 0.5808 0.725
Brugia malayi NADH-dependent xylose reductase 0.0083 0.5859 0.568
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0106 0.8011 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0127 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0106 0.8011 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0106 0.8011 1
Entamoeba histolytica aldose reductase, putative 0.0106 0.8011 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 100 mg/kg/day Antitumor activity against mouse L1210 cells transfected in ip dosed C3H/DBA2 F1 mouse qd administered for 5 days ChEMBL. 619148
ILSmax (functional) = 160 % Tumor cell selectivity determined as maximal percent increase in life span (ILSmax) at LD10 dosage level in L1210 cells ChEMBL. 7120279
ILSmax (functional) = 160 % Tumor cell selectivity determined as maximal percent increase in life span (ILSmax) at LD10 dosage level in L1210 cells ChEMBL. 7120279
LD10 (ADMET) = 35 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) = 35 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) = 4.72 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) = 4.94 Drug dose in (mg/kg)/day to provide an increase in life span of 40% was determined ChEMBL. 6988589
Log 1/D50 (functional) = 4.36 Drug concentration in mole/kg/day providing 50% extension of life in intraperitoneally implanted leukemia L1210 mice. ChEMBL. 7069706
Log 1/LD10 (ADMET) = 3.72 Compound concentration in mole/kg/day lethal to 10% of mice ChEMBL. 7069706
Log D50 (ADMET) = 0.53 Concentration of drug needed to kill Salmonella typhimurium strain TA 1537 grown on histidine-enriched medium ChEMBL. 6988589
Log ILS max (functional) = 1.88 Percent increase in life span in L1210 assay at the LD10 dose ChEMBL. 6988589
Log M50 (functional) = 1.71 Mutagenic efficiency, measured as the concentration providing 50% inhibition of Salmonella typhimurium strain TA 1537 growth in drug induced-mutant colonies ChEMBL. 6988589
pKa = 6.52 Ionization constant (pKa) ChEMBL. 6988589
pKa = 6.52 Ionization constant (pKa) ChEMBL. 7069706
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

3 literature references were collected for this gene.

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