Detailed information for compound 272382

Basic information

Technical information
  • TDR Targets ID: 272382
  • Name: 9-amino-N-(2-dimethylaminoethyl)-5-methylsulf onylacridine-4-carboxamide
  • MW: 386.468 | Formula: C19H22N4O3S
  • H donors: 2 H acceptors: 4 LogP: 1.4 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(CCNC(=O)c1cccc2c1nc1c(c2N)cccc1S(=O)(=O)C)C
  • InChi: 1S/C19H22N4O3S/c1-23(2)11-10-21-19(24)14-8-4-6-12-16(20)13-7-5-9-15(27(3,25)26)18(13)22-17(12)14/h4-9H,10-11H2,1-3H3,(H2,20,22)(H,21,24)
  • InChiKey: BRQSDCPNGXAKNF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 9-amino-N-(2-dimethylaminoethyl)-5-methylsulfonyl-acridine-4-carboxamide
  • 9-amino-N-(2-dimethylaminoethyl)-5-methylsulfonyl-4-acridinecarboxamide
  • 9-azanyl-N-(2-dimethylaminoethyl)-5-methylsulfonyl-acridine-4-carboxamide
  • 9-amino-N-(2-dimethylaminoethyl)-5-mesyl-acridine-4-carboxamide
  • 106589-37-1
  • 9-Amino-N-(2-(dimehtylamino)ethyl)-5-(methylsulfonyl)-4-acridinecarboxamide
  • 9-Amino-N-(2-(dimethyamino)ethyl)-5-(methylsulfonyl)-4-acridinecarboxamide

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
Entamoeba histolytica Ras guanine nucleotide exchange factor, putative 0.002 0 0.5
Schistosoma mansoni hypothetical protein 0.005 0.0542 0.1656
Trypanosoma cruzi hypothetical protein 0.002 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0159 0.2498 0.2498
Brugia malayi TAR-binding protein 0.0202 0.3273 0.3273
Echinococcus granulosus segment polarity protein dishevelled 0.0028 0.0146 0.0447
Entamoeba histolytica Ras guanine nucleotide exchange factor, putative 0.002 0 0.5
Brugia malayi Domain found in Dishevelled, Egl-10, and Pleckstrin family protein 0.0028 0.0146 0.0146
Entamoeba histolytica Ras guanine nucleotide exchange factor, putative 0.002 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0028 0.0146 0.0146
Brugia malayi RNA recognition motif domain containing protein 0.0202 0.3273 0.3273
Schistosoma mansoni fyve finger-containing phosphoinositide kinase fyv1 0.0028 0.0146 0.0447
Entamoeba histolytica Ras guanine nucleotide exchange factor, putative 0.002 0 0.5
Brugia malayi hypothetical protein 0.0028 0.0146 0.0146
Loa Loa (eye worm) hypothetical protein 0.0028 0.0146 0.0146
Echinococcus multilocularis regulator of G protein signaling 7 0.0028 0.0146 0.0447
Onchocerca volvulus Rap guanine nucleotide exchange factor 1 homolog 0.0575 1 1
Echinococcus multilocularis tar DNA binding protein 0.0202 0.3273 1
Echinococcus granulosus regulator of G protein signaling 7 0.0028 0.0146 0.0447
Echinococcus granulosus tar DNA binding protein 0.0202 0.3273 1
Schistosoma mansoni hypothetical protein 0.0109 0.1593 0.4866
Brugia malayi RNA binding protein 0.0202 0.3273 0.3273
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.005 0.0542 0.1656
Echinococcus multilocularis GPCR, family 2 0.005 0.0542 0.1656
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.005 0.0542 0.1656
Onchocerca volvulus 0.0028 0.0146 0.0146
Echinococcus granulosus segment polarity protein dishevelled 0.0028 0.0146 0.0447
Schistosoma mansoni tar DNA-binding protein 0.0202 0.3273 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0202 0.3273 0.3273
Echinococcus granulosus regulator of G protein signaling 7 0.0028 0.0146 0.0447
Schistosoma mansoni z-protein (S1r protein) 0.0028 0.0146 0.0447
Echinococcus multilocularis segment polarity protein dishevelled 0.0028 0.0146 0.0447
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0045 0.0454 0.0454
Echinococcus multilocularis segment polarity protein dishevelled 0.0028 0.0146 0.0447
Entamoeba histolytica Ras guanine nucleotide exchange factor, putative 0.002 0 0.5
Echinococcus granulosus Pleckstrin G protein interacting region 0.0028 0.0146 0.0447
Schistosoma mansoni tar DNA-binding protein 0.0202 0.3273 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0159 0.2498 0.2498
Trichomonas vaginalis ras GTP exchange factor, son of sevenless, putative 0.002 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0109 0.1593 0.1593
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0454 0.1388
Brugia malayi regulator of G-protein signaling egl-10 0.0028 0.0146 0.0146
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.005 0.0542 0.1656
Brugia malayi hypothetical protein 0.0028 0.0146 0.0146
Onchocerca volvulus Segment polarity protein dishevelled homolog 0.0028 0.0146 0.0146
Entamoeba histolytica Ras guanine nucleotide exchange factor, putative 0.002 0 0.5
Entamoeba histolytica Ras guanine nucleotide exchange factor, putative 0.002 0 0.5
Schistosoma mansoni dep domain containing protein 0.0028 0.0146 0.0447
Entamoeba histolytica hypothetical protein 0.002 0 0.5
Loa Loa (eye worm) hypothetical protein 0.005 0.0542 0.0542
Echinococcus granulosus GPCR family 2 0.005 0.0542 0.1656
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0454 0.1388
Brugia malayi Latrophilin receptor protein 2 0.005 0.0542 0.0542
Schistosoma mansoni tar DNA-binding protein 0.0202 0.3273 1
Schistosoma mansoni hypothetical protein 0.005 0.0542 0.1656
Loa Loa (eye worm) RNA binding protein 0.0202 0.3273 0.3273
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0159 0.2498 0.2498
Brugia malayi DIX domain containing protein 0.0028 0.0146 0.0146
Schistosoma mansoni regulator of G protein signaling 0.0028 0.0146 0.0447
Echinococcus multilocularis regulator of G protein signaling 7 0.0028 0.0146 0.0447
Loa Loa (eye worm) G protein signaling regulator EGL-10 0.0028 0.0146 0.0146
Loa Loa (eye worm) TAR-binding protein 0.0202 0.3273 0.3273
Entamoeba histolytica Ras guanine nucleotide exchange factor, putative 0.002 0 0.5
Loa Loa (eye worm) latrophilin receptor protein 2 0.005 0.0542 0.0542
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0454 0.1388
Schistosoma mansoni tar DNA-binding protein 0.0202 0.3273 1
Schistosoma mansoni tar DNA-binding protein 0.0202 0.3273 1
Entamoeba histolytica Ras guanine nucleotide exchange factor, putative 0.002 0 0.5
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.005 0.0542 0.0542
Trichomonas vaginalis guanine nucleotide exchange factor, putative 0.002 0 0.5
Schistosoma mansoni dishevelled 0.0028 0.0146 0.0447
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.005 0.0542 0.1656
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0454 0.1388
Trichomonas vaginalis ras GTP exchange factor, putative 0.002 0 0.5
Trichomonas vaginalis ras GTP exchange factor, putative 0.002 0 0.5
Entamoeba histolytica Ras guanine nucleotide exchange factor, putative 0.002 0 0.5
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0045 0.0454 0.0454
Schistosoma mansoni dishevelled 0.0028 0.0146 0.0447
Brugia malayi Domain found in Dishevelled, Egl-10, and Pleckstrin family protein 0.0028 0.0146 0.0146
Brugia malayi Calcitonin receptor-like protein seb-1 0.0159 0.2498 0.2498
Loa Loa (eye worm) hypothetical protein 0.0028 0.0146 0.0146
Echinococcus multilocularis Pleckstrin G protein, interacting region 0.0028 0.0146 0.0447
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0454 0.1388
Loa Loa (eye worm) hypothetical protein 0.0575 1 1
Entamoeba histolytica Ras guanine nucleotide exchange factor, putative 0.002 0 0.5
Entamoeba histolytica Ras guanine nucleotide exchange factor, putative 0.002 0 0.5
Schistosoma mansoni hypothetical protein 0.005 0.0542 0.1656
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0454 0.1388
Loa Loa (eye worm) DIX domain-containing protein 0.0028 0.0146 0.0146
Trypanosoma cruzi hypothetical protein 0.002 0 0.5
Toxoplasma gondii hypothetical protein 0.0028 0.0146 0.5
Entamoeba histolytica Ras guanine nucleotide exchange factor, putative 0.002 0 0.5
Brugia malayi latrophilin 2 splice variant baaae 0.0109 0.1593 0.1593
Trypanosoma cruzi guanine nucleotide releasing protein, putative 0.002 0 0.5
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0454 0.1388
Schistosoma mansoni hypothetical protein 0.005 0.0542 0.1656

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 2.8 nM In vitro inhibition of Murine leukemia (L1210) cell growth. ChEMBL. 3560160
IC50 (functional) = 2.8 nM In vitro inhibition of Murine leukemia (L1210) cell growth. ChEMBL. 3560160
IC50 (functional) = 451 nM Compound was evaluated in vitro for the inhibitory activity against Human colon tumor (HCT-8) cells. ChEMBL. 3560160
IC50 (functional) = 451 nM Compound was evaluated in vitro for the inhibitory activity against Human colon tumor (HCT-8) cells. ChEMBL. 3560160
ILS (functional) 0 % In vivo percent increase in lifespan was determined against P388 cells at a dose 65 mg/kg/ day and was toxic; Toxic ChEMBL. 3560160
ILS (functional) = 38 % In vivo percent increase in lifespan was determined against P388 cells at a dose 45 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 38 % In vivo percent increase in lifespan was determined against P388 cells at a dose 1.2 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 38 % In vivo percent increase in lifespan was determined against P388 cells at a dose 45 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 38 % In vivo percent increase in lifespan was determined against P388 cells at a dose 1.2 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 52 % In vivo percent increase in lifespan was determined against Lewis lung carcinoma (LL) cells at a dose 30 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 52 % In vivo percent increase in lifespan was determined against Lewis lung carcinoma (LL) cells at a dose 30 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 76 % In vivo percent increase in lifespan was determined against P388 cells at a dose 2.6 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 76 % In vivo percent increase in lifespan was determined against Lewis lung carcinoma (LL) cells at a dose 45 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 76 % In vivo percent increase in lifespan was determined against P388 cells at a dose 2.6 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 76 % In vivo percent increase in lifespan was determined against Lewis lung carcinoma (LL) cells at a dose 45 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 106 % In vivo percent increase in lifespan of drug-treated, (LL cells)tumor bearing animals was determined ChEMBL. 3560160
ILS (functional) = 106 % In vivo percent increase in lifespan was determined against Lewis lung carcinoma (LL) cells at a dose 65 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 106 % In vivo percent increase in lifespan of drug-treated, (LL cells)tumor bearing animals was determined ChEMBL. 3560160
ILS (functional) = 106 % In vivo percent increase in lifespan was determined against Lewis lung carcinoma (LL) cells at a dose 65 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 133 % In vivo percent increase in lifespan was determined against P388 cells at a dose 8.9 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 133 % In vivo percent increase in lifespan was determined against P388 cells at a dose 8.9 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 138 % In vivo percent increase in lifespan of drug-treated, (P388 cells)tumor bearing animals was determined ChEMBL. 3560160
ILS (functional) = 138 % In vivo percent increase in lifespan was determined against P388 cells at a dose 30 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 138 % In vivo percent increase in lifespan of drug-treated, (P388 cells)tumor bearing animals was determined ChEMBL. 3560160
ILS (functional) = 138 % In vivo percent increase in lifespan was determined against P388 cells at a dose 30 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 152 % In vivo percent increase in lifespan was determined against P388 cells at a dose 5.9 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 152 % In vivo percent increase in lifespan was determined against P388 cells at a dose 5.9 mg/kg/ day ChEMBL. 3560160
ILS (functional) = 217 % In vivo percent increase in lifespan was determined against P388 cells at a dose 65 mg/kg/ day and was toxic ChEMBL. 3560160
ILS (functional) = 217 % In vivo percent increase in lifespan was determined against P388 cells at a dose 65 mg/kg/ day and was toxic ChEMBL. 3560160
Log K (binding) = 7.32 Binding constant (log K) for DNA by ethidium bromide displacement ChEMBL. 3560160
Log K (binding) = 8.3 Binding constant (log K) for DNA by ethidium bromide displacement ChEMBL. 3560160
OD (functional) = 30 mg kg-1 day-1 In vivo optimal dose was determined against P388 cells after (ip) administration ChEMBL. 3560160
OD (functional) = 30 mg kg-1 day-1 In vivo optimal dose was determined against P388 cells after (ip) administration ChEMBL. 3560160
OD (functional) = 65 mg kg-1 day-1 In vivo optimal dose was determined against LL cells after (ip) administration ChEMBL. 3560160
OD (functional) = 65 mg kg-1 day-1 In vivo optimal dose was determined against LL cells after (ip) administration ChEMBL. 3560160
pKa = 5.15 pKa values were determined spectrophotometrically in aqueous solution. ChEMBL. 3560160
Ratio (functional) 0 Ratio IC50 of HCT-8 cells to IC50 of L1210 cells;ND denotes no data ChEMBL. 3560160
Rm -1.35 Lipophilicity of the compound is expressed in Rm ChEMBL. 3560160

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 3560160
Mus musculus ChEMBL23 3560160

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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