Detailed information for compound 354586

Basic information

Technical information
  • TDR Targets ID: 354586
  • Name: [9-[2-(1H-indol-3-yl)ethylamino]acridin-2-yl] -(4-methylpiperazin-1-yl)methanone
  • MW: 463.573 | Formula: C29H29N5O
  • H donors: 2 H acceptors: 2 LogP: 4.87 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN1CCN(CC1)C(=O)c1ccc2c(c1)c(NCCc1c[nH]c3c1cccc3)c1c(n2)cccc1
  • InChi: 1S/C29H29N5O/c1-33-14-16-34(17-15-33)29(35)20-10-11-27-24(18-20)28(23-7-3-5-9-26(23)32-27)30-13-12-21-19-31-25-8-4-2-6-22(21)25/h2-11,18-19,31H,12-17H2,1H3,(H,30,32)
  • InChiKey: HUJFBFHEPBSLOB-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [9-[2-(1H-indol-3-yl)ethylamino]-2-acridinyl]-(4-methyl-1-piperazinyl)methanone
  • [9-[2-(1H-indol-3-yl)ethylamino]acridin-2-yl]-(4-methylpiperazino)methanone
  • Piperazine, 1-[[9-[[2-(1H-indol-3-yl)ethyl]amino]-2-acridinyl]carbonyl]-4-methyl-
  • AIDS-472706
  • AIDS472706

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 Nuclear hormone receptor family member nhr-41 0.011 0.043 0.043
Brugia malayi nuclear receptor NHR-67 0.0029 0.0017 0.0017
Echinococcus multilocularis tyrosine protein kinase Src42A 0.0099 0.0375 0.0375
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.011 0.043 0.043
Echinococcus granulosus nuclear receptor 2DBD gamma 0.011 0.043 0.043
Echinococcus granulosus thyroid hormone receptor alpha 0.0029 0.0017 0.0017
Loa Loa (eye worm) hypothetical protein 0.0081 0.0282 0.0266
Schistosoma mansoni Tr4/Tr2 (homologue) 0.011 0.043 0.043
Brugia malayi nuclear receptor subfamily 1, group D, member 1, putative 0.0029 0.0017 0.0017
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.011 0.043 0.043
Brugia malayi tailless protein 0.0029 0.0017 0.0017
Loa Loa (eye worm) steroid hormone receptor 0.011 0.043 0.0413
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.011 0.043 0.043
Loa Loa (eye worm) hypothetical protein 0.0081 0.0282 0.0266
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0114 0.0448 0.0448
Entamoeba histolytica protein kinase, putative 0.0091 0.0334 0.031
Echinococcus multilocularis tyrosine protein kinase lyn tyrosine protein kinase blk 0.0114 0.0448 0.0448
Brugia malayi Nuclear hormone receptor family member nhr-19 0.011 0.043 0.043
Brugia malayi Nuclear hormone receptor family member nhr-40 0.011 0.043 0.043
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.011 0.043 0.043
Echinococcus granulosus nuclear receptor subfamily 4 group A 0.0029 0.0017 0.0017
Onchocerca volvulus 0.011 0.043 0.0413
Echinococcus multilocularis Nuclear hormone receptor HR96 0.0029 0.0017 0.0017
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.011 0.043 0.0413
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0114 0.0448 0.0448
Loa Loa (eye worm) hypothetical protein 0.011 0.043 0.0413
Brugia malayi Nuclear hormone receptor family member nhr-31 0.011 0.043 0.043
Brugia malayi photoreceptor-specific nuclear receptor 0.011 0.043 0.043
Loa Loa (eye worm) hypothetical protein 0.011 0.043 0.0413
Loa Loa (eye worm) SRC-1 0.0114 0.0448 0.0432
Loa Loa (eye worm) hypothetical protein 0.011 0.043 0.0413
Schistosoma mansoni nuclear hormone receptor 0.011 0.043 0.043
Brugia malayi nuclear receptor NHR-88 0.011 0.043 0.043
Schistosoma mansoni glycogen synthase kinase 3-related (gsk3) (cmgc group III) 0.1992 1 1
Entamoeba histolytica protein kinase domain containing protein 0.1992 1 1
Echinococcus multilocularis tyrosine protein kinase Src42A 0.0114 0.0448 0.0448
Brugia malayi nuclear hormone receptor family member odr-7 0.0029 0.0017 0.0017
Echinococcus granulosus Nuclear hormone receptor HR96 0.0029 0.0017 0.0017
Loa Loa (eye worm) TK protein kinase 0.0091 0.0334 0.0317
Echinococcus granulosus proto oncogene tyrosine protein kinase LCK 0.0114 0.0448 0.0448
Brugia malayi Steroid receptor seven-up type 2 0.011 0.043 0.043
Giardia lamblia Kinase, CMGC GSK 0.1992 1 0.5
Echinococcus granulosus retinoic acid receptor rxr beta a 0.011 0.043 0.043
Onchocerca volvulus 0.003 0.0023 0.0006
Brugia malayi nuclear hormone receptor 0.0029 0.0017 0.0017
Brugia malayi ecdysteroid receptor 0.1043 0.5172 0.5172
Echinococcus granulosus tyrosine protein kinase Fyn 0.0114 0.0448 0.0448
Echinococcus granulosus nuclear receptor nhr 48 0.0029 0.0017 0.0017
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.011 0.043 0.0413
Echinococcus multilocularis tyrosine protein kinase Srms 0.0103 0.0392 0.0392
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.011 0.043 0.043
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.011 0.043 0.043
Loa Loa (eye worm) hypothetical protein 0.1043 0.5172 0.5164
Schistosoma mansoni thyroid hormone receptor 0.011 0.043 0.043
Loa Loa (eye worm) TK protein kinase 0.0103 0.0392 0.0375
Schistosoma mansoni hepatocyte nuclear factor 4-alpha (hnf-4-alpha) 0.0029 0.0017 0.0017
Loa Loa (eye worm) CMGC/GSK protein kinase 0.1992 1 1
Loa Loa (eye worm) hypothetical protein 0.0081 0.0282 0.0266
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.011 0.043 0.0413
Echinococcus multilocularis proto oncogene tyrosine protein kinase LCK 0.0114 0.0448 0.0448
Onchocerca volvulus Protein ultraspiracle homolog 0.011 0.043 0.0413
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.011 0.043 0.043
Trichomonas vaginalis CMGC family protein kinase 0.1992 1 0.5
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.011 0.043 0.043
Trypanosoma brucei protein kinase, putative 0.1992 1 0.5
Giardia lamblia Kinase, CMGC GSK 0.1992 1 0.5
Echinococcus multilocularis protein kinase shaggy 0.1992 1 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.011 0.043 0.0413
Brugia malayi hypothetical protein 0.0029 0.0017 0.0017
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.011 0.043 0.043
Echinococcus multilocularis FTZ F1 alpha 0.011 0.043 0.043
Schistosoma mansoni nuclear receptor 0.0029 0.0017 0.0017
Loa Loa (eye worm) hypothetical protein 0.0081 0.0282 0.0266
Echinococcus multilocularis thyroid hormone receptor alpha 0.011 0.043 0.043
Schistosoma mansoni nuclear hormone receptor superfamily protein-related 0.0029 0.0017 0.0017
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.011 0.043 0.043
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.0081 0.0282 0.0266
Schistosoma mansoni retinoid-x-receptor (RXR) 0.011 0.043 0.043
Onchocerca volvulus 0.1992 1 1
Brugia malayi nuclear hormone receptor family member nhr-6 0.0029 0.0017 0.0017
Echinococcus granulosus glycogen synthase kinase 3 beta 0.1992 1 1
Brugia malayi steroid hormone receptor 0.011 0.043 0.043
Brugia malayi Nuclear hormone receptor family member nhr-14 0.011 0.043 0.043
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.0029 0.0017 0.0017
Echinococcus multilocularis nuclear receptor subfamily 1 group D 0.0081 0.0282 0.0282
Echinococcus granulosus tyrosine protein kinase Fyn 0.0114 0.0448 0.0448
Echinococcus multilocularis tyrosine protein kinase Src64B 0.0114 0.0448 0.0448
Echinococcus granulosus tyrosine kinase 0.0103 0.0392 0.0392
Brugia malayi Nuclear hormone receptor family member nhr-1 0.011 0.043 0.043
Trichomonas vaginalis CMGC family protein kinase 0.1992 1 0.5
Brugia malayi nuclear receptor RXR 0.0081 0.0282 0.0282
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0103 0.0392 0.0392
Schistosoma mansoni thyroid hormone receptor 0.011 0.043 0.043
Loa Loa (eye worm) hypothetical protein 0.011 0.043 0.0413
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.011 0.043 0.043
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0081 0.0282 0.0282
Echinococcus granulosus tyrosine protein kinase Src42A 0.0099 0.0375 0.0375
Brugia malayi protein-tyrosine kinase 0.0103 0.0392 0.0392
Plasmodium falciparum glycogen synthase kinase 3 0.1992 1 0.5
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0114 0.0448 0.0448
Echinococcus granulosus protein kinase shaggy 0.1992 1 1
Echinococcus multilocularis ecdysone induced protein 78C 0.011 0.043 0.043
Brugia malayi nuclear hormone receptor 0.011 0.043 0.043
Echinococcus granulosus tyrosine protein kinase Src42A 0.0114 0.0448 0.0448
Echinococcus granulosus FTZ F1 alpha 0.011 0.043 0.043
Echinococcus granulosus tyrosine kinase|tyrosine protein kinase Fyn 0.0103 0.0392 0.0392
Schistosoma mansoni tyrosine kinase 0.0114 0.0448 0.0448
Brugia malayi hypothetical protein 0.0029 0.0017 0.0017
Brugia malayi Nuclear hormone receptor-like 1 0.011 0.043 0.043
Echinococcus granulosus tyrosine protein kinase Blk 0.0103 0.0392 0.0392
Brugia malayi conserved hypotetical protein 0.0029 0.0017 0.0017
Echinococcus multilocularis Nuclear hormone receptor HR96 0.0029 0.0017 0.0017
Schistosoma mansoni ecdysone-induced protein 78c (dr-78) 0.0081 0.0282 0.0282
Brugia malayi Nuclear hormone receptor-like 1 0.0081 0.0282 0.0282
Brugia malayi hypothetical protein 0.0081 0.0282 0.0282
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.011 0.043 0.043
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.011 0.043 0.043
Loa Loa (eye worm) hypothetical protein 0.011 0.043 0.0413
Brugia malayi Nuclear hormone receptor family member nhr-25 0.011 0.043 0.043
Echinococcus multilocularis tyrosine protein kinase lyn lyn a protein tyrosine kinase lymphocyte specific protein tyrosine kinase 0.0114 0.0448 0.0448
Entamoeba histolytica protein kinase domain containing protein 0.1992 1 1
Leishmania major glycogen synthase kinase, putative;with=GeneDB:LinJ18_V3.0270 0.1992 1 0.5
Brugia malayi nuclear receptor NHR-88 0.0029 0.0017 0.0017
Echinococcus multilocularis tyrosine protein kinase Fgr 0.0114 0.0448 0.0448
Echinococcus granulosus tyrosine protein kinase Fyn 0.0114 0.0448 0.0448
Echinococcus granulosus tyrosine protein kinase HCK 0.0091 0.0334 0.0334
Toxoplasma gondii cell-cycle-associated protein kinase GSK, putative 0.1992 1 0.5
Schistosoma mansoni RAR-like nuclear receptor 0.011 0.043 0.043
Echinococcus granulosus nuclear receptor 2DBD gamma 0.011 0.043 0.043
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.011 0.043 0.043
Brugia malayi Nuclear hormone receptor family member nhr-49 0.011 0.043 0.043
Echinococcus granulosus ecdysone induced protein 78C 0.011 0.043 0.043
Echinococcus multilocularis tyrosine protein kinase HCK 0.0091 0.0334 0.0334
Brugia malayi hypothetical protein 0.0081 0.0282 0.0282
Echinococcus multilocularis tyrosine protein kinase Blk 0.0103 0.0392 0.0392
Loa Loa (eye worm) hypothetical protein 0.0081 0.0282 0.0266
Schistosoma mansoni nuclear hormone receptor 0.0029 0.0017 0.0017
Brugia malayi SRC-1 0.0114 0.0448 0.0448
Echinococcus granulosus tyrosine protein kinase Src64B 0.0114 0.0448 0.0448
Trypanosoma cruzi glycogen synthase kinase 3, putative 0.1992 1 0.5
Echinococcus multilocularis nuclear receptor subfamily 4 group A 0.0029 0.0017 0.0017
Schistosoma mansoni nuclear hormone receptor 0.0029 0.0017 0.0017
Brugia malayi Nuclear hormone receptor E75 0.0029 0.0017 0.0017
Brugia malayi orphan nuclear receptor NR2E1 0.0029 0.0017 0.0017
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.011 0.043 0.043
Brugia malayi Nuclear hormone receptor family member nhr-19 0.011 0.043 0.043
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.011 0.043 0.0413
Loa Loa (eye worm) hypothetical protein 0.011 0.043 0.0413
Brugia malayi Nuclear hormone receptor-like 1 0.0081 0.0282 0.0282
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0029 0.0017 0.0017
Loa Loa (eye worm) CMGC/GSK protein kinase 0.1992 1 1
Brugia malayi ecdysone receptor 0.0029 0.0017 0.0017
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.011 0.043 0.0413
Brugia malayi Nuclear hormone receptor E75 0.0029 0.0017 0.0017
Echinococcus multilocularis nuclear receptor nhr 48 0.0029 0.0017 0.0017
Echinococcus granulosus tyrosine protein kinase Lyn 0.0133 0.0545 0.0545
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0029 0.0017 0.0017
Onchocerca volvulus Bile acid receptor homolog 0.1043 0.5172 0.5164
Echinococcus granulosus 3'partial|tyrosine protein kinase Fgr 0.0114 0.0448 0.0448
Plasmodium vivax glycogen synthase kinase 3, putative 0.1992 1 0.5
Schistosoma mansoni coup transcription factor 0.011 0.043 0.043
Schistosoma mansoni nuclear receptor 0.0029 0.0017 0.0017
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.011 0.043 0.0413
Schistosoma mansoni zinc finger protein 0.0029 0.0017 0.0017
Echinococcus multilocularis glycogen synthase kinase 3 beta 0.1992 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.011 0.043 0.0413
Loa Loa (eye worm) hypothetical protein 0.011 0.043 0.0413
Brugia malayi Nuclear hormone receptor family member nhr-3 0.011 0.043 0.043
Entamoeba histolytica protein kinase, putative 0.1992 1 1
Schistosoma mansoni retinoic acid receptor RXR 0.011 0.043 0.043
Echinococcus granulosus nuclear receptor subfamily 1 group D 0.0081 0.0282 0.0282
Schistosoma mansoni steroid hormone receptor ad4bp 0.011 0.043 0.043
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.011 0.043 0.043
Brugia malayi Nuclear hormone receptor family member nhr-25 0.011 0.043 0.043
Brugia malayi nuclear receptor RXR 0.0029 0.0017 0.0017
Schistosoma mansoni nuclear receptor nhr-48 0.0029 0.0017 0.0017
Echinococcus granulosus Nuclear hormone receptor HR96 0.0029 0.0017 0.0017
Schistosoma mansoni tyrosine kinase 0.0114 0.0448 0.0448

Activities

Activity type Activity value Assay description Source Reference
CC50 (functional) = 65 uM Cytotoxicity against Vero cells by MTT assay ChEMBL. 16539402
CC50 (functional) = 170 uM Cytotoxicity against BHK21 cell line by MTT assay ChEMBL. 16539402
EC50 (functional) = 25 uM Inhibition of Rluc-FL-WNV replicon in Vero cells ChEMBL. 16539402
EC50 (functional) = 27 uM Inhibition of West Nile virus VLP replicon in BHK21 cell line ChEMBL. 16539402
EC50 (functional) = 28 uM Inhibition of West Nile viral Rluc-Neo-Rep in BHK21 cell line ChEMBL. 16539402
Ratio CC50/EC50 (functional) = 2.6 Therapeutic index (CC50/EC50) in Vero cells ChEMBL. 16539402
Ratio CC50/EC50 (functional) = 6.1 Therapeutic index (CC50/EC50) in BHK21 cells ChEMBL. 16539402

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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