Detailed information for compound 147448

Basic information

Technical information
  • TDR Targets ID: 147448
  • Name: N'-acridin-9-yl-N-[3-[4-(3-aminopropylamino)b utylamino]propyl]butane-1,4-diamine
  • MW: 450.663 | Formula: C27H42N6
  • H donors: 5 H acceptors: 0 LogP: 3 Rotable bonds: 17
    Rule of 5 violations (Lipinski): 1
  • SMILES: NCCCNCCCCNCCCNCCCCN=c1c2ccccc2[nH]c2c1cccc2
  • InChi: 1S/C27H42N6/c28-15-9-19-29-16-5-6-17-30-20-10-21-31-18-7-8-22-32-27-23-11-1-3-13-25(23)33-26-14-4-2-12-24(26)27/h1-4,11-14,29-31H,5-10,15-22,28H2,(H,32,33)
  • InChiKey: KNCKONHUCOKITH-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N'-(9-acridinyl)-N-[3-[4-(3-aminopropylamino)butylamino]propyl]butane-1,4-diamine
  • N'-acridin-9-yl-N-[3-[4-(3-azanylpropylamino)butylamino]propyl]butane-1,4-diamine
  • acridin-9-yl-[4-[3-[4-(3-aminopropylamino)butylamino]propylamino]butyl]amine
  • 4-(acridin-9-ylamino)butyl-[3-[4-(3-aminopropylamino)butylamino]propyl]amine

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
Loa Loa (eye worm) hypothetical protein 0.0034 0.0221 0.0466
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0048 0.0408 0.6489
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0048 0.0408 0.0408
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0017 0 0.5
Loa Loa (eye worm) MH2 domain-containing protein 0.0117 0.1291 0.272
Echinococcus granulosus GPCR family 2 0.0048 0.0408 0.6489
Loa Loa (eye worm) RNA binding protein 0.0065 0.0628 0.1324
Brugia malayi Latrophilin receptor protein 2 0.0048 0.0408 0.0859
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0048 0.0408 0.0408
Entamoeba histolytica macrophage migration inhibitory factor-like protein 0.0385 0.4746 0.5
Brugia malayi latrophilin 2 splice variant baaae 0.0104 0.1128 0.2377
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0152 0.1749 0.3685
Echinococcus multilocularis tar DNA binding protein 0.0065 0.0628 0.0628
Schistosoma mansoni tar DNA-binding protein 0.0065 0.0628 0.557
Loa Loa (eye worm) hypothetical protein 0.0048 0.0408 0.0859
Onchocerca volvulus 0.0034 0.0221 0.5
Loa Loa (eye worm) macrophage migration inhibitory factor 2 0.0186 0.2189 0.4613
Brugia malayi Thyroglobulin type-1 repeat family protein 0.0034 0.0221 0.0466
Schistosoma mansoni tar DNA-binding protein 0.0065 0.0628 0.557
Loa Loa (eye worm) hypothetical protein 0.0034 0.0221 0.0466
Plasmodium vivax macrophage migration inhibitory factor, putative 0.0385 0.4746 1
Loa Loa (eye worm) thyroglobulin type-1 repeat family protein 0.0034 0.0221 0.0466
Onchocerca volvulus 0.0034 0.0221 0.5
Plasmodium falciparum macrophage migration inhibitory factor 0.0385 0.4746 1
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0 0.5
Loa Loa (eye worm) thyroglobulin type-1 repeat family protein 0.0034 0.0221 0.0466
Schistosoma mansoni hypothetical protein 0.0048 0.0408 0.3615
Brugia malayi Calcitonin receptor-like protein seb-1 0.0152 0.1749 0.3685
Brugia malayi Bm-MIF-1, identical 0.0385 0.4746 1
Onchocerca volvulus 0.0034 0.0221 0.5
Loa Loa (eye worm) latrophilin receptor protein 2 0.0048 0.0408 0.0859
Onchocerca volvulus 0.0034 0.0221 0.5
Brugia malayi Thyroglobulin type-1 repeat family protein 0.0034 0.0221 0.0466
Leishmania major macrophage migration inhibitory factor-like protein 0.0385 0.4746 1
Brugia malayi secreted modular calcium-binding protein 1 0.0034 0.0221 0.0466
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.0017 0 0.5
Loa Loa (eye worm) transcription factor SMAD2 0.0117 0.1291 0.272
Loa Loa (eye worm) macrophage migration inhibitory factor 0.0385 0.4746 1
Toxoplasma gondii macrophage migration inhibitory factor, putative 0.0385 0.4746 1
Schistosoma mansoni tar DNA-binding protein 0.0065 0.0628 0.557
Schistosoma mansoni hypothetical protein 0.0048 0.0408 0.3615
Schistosoma mansoni hypothetical protein 0.0048 0.0408 0.3615
Schistosoma mansoni tar DNA-binding protein 0.0065 0.0628 0.557
Schistosoma mansoni tar DNA-binding protein 0.0065 0.0628 0.557
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0017 0 0.5
Schistosoma mansoni hypothetical protein 0.0048 0.0408 0.3615
Loa Loa (eye worm) TAR-binding protein 0.0065 0.0628 0.1324
Loa Loa (eye worm) hypothetical protein 0.0034 0.0221 0.0466
Loa Loa (eye worm) hypothetical protein 0.0152 0.1749 0.3685
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0065 0.0628 0.1324
Trichomonas vaginalis conserved hypothetical protein 0.0385 0.4746 0.5
Echinococcus granulosus tar DNA binding protein 0.0065 0.0628 1
Echinococcus multilocularis GPCR, family 2 0.0048 0.0408 0.0408
Brugia malayi TAR-binding protein 0.0065 0.0628 0.1324
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0048 0.0408 0.6489
Schistosoma mansoni hypothetical protein 0.0104 0.1128 1
Brugia malayi RNA binding protein 0.0065 0.0628 0.1324
Brugia malayi RNA recognition motif domain containing protein 0.0065 0.0628 0.1324
Brugia malayi MH2 domain containing protein 0.0117 0.1291 0.272
Loa Loa (eye worm) hypothetical protein 0.0034 0.0221 0.0466
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0152 0.1749 0.3685
Brugia malayi Thyroglobulin type-1 repeat family protein 0.0034 0.0221 0.0466
Giardia lamblia Macrophage migration inhibitory factor 0.0385 0.4746 0.5
Leishmania major macrophage migration inhibitory factor-like protein 0.0385 0.4746 1
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0017 0 0.5
Loa Loa (eye worm) macrophage migration inhibitory factor 2 0.0186 0.2189 0.4613
Trichomonas vaginalis macrophage migration inhibitory factor, mif, putative 0.0385 0.4746 0.5
Loa Loa (eye worm) hypothetical protein 0.0104 0.1128 0.2377
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0048 0.0408 0.0859

Activities

Activity type Activity value Assay description Source Reference
CC50 (functional) = 0.11 uM Drug concentration required to produce 50% inhibition of fluorescence bound ethidium to CT-DNA (1.26:1) (+/-SEM 5%) ChEMBL. 12408721
IC25 (functional) = 0.16 uM In vitro 25% cell growth inhibition by the compound in L1210 cells with 5 mM DFMO addition ChEMBL. 12408721
IC25 (functional) = 1.1 uM In vitro 25% cell growth inhibition by the compound in L1210 cells ChEMBL. 12408721
IC50 (functional) = 0 uM In vitro 50% cell growth inhibition by the compound in CHO cells with 5 mM DFMO addition ChEMBL. 12408721
IC50 (functional) = 0.6 uM In vitro 50% cell growth inhibition by the compound in L1210 cells with 5 mM DFMO addition ChEMBL. 12408721
IC50 (functional) = 0.6 uM In vitro cytotoxicity was determined against alpha-difluromethylornithine treated L1210 (murine leukemia) cells. ChEMBL. 12801231
IC50 (functional) = 0.6 uM In vitro cytotoxicity was determined against alpha-difluromethylornithine treated L1210 (murine leukemia) cells. ChEMBL. 12801231
IC50 (functional) = 2.3 uM In vitro 50% cell growth inhibition by the compound in L1210 cells ChEMBL. 12408721
IC50 (functional) = 2.3 uM In vitro 50% cell growth inhibition by the compound in CHO cells ChEMBL. 12408721
IC50 (functional) = 2.3 uM In vitro cytotoxicity against L1210 (murine leukemia) cells. ChEMBL. 12801231
IC50 (functional) = 2.3 uM In vitro cytotoxicity against Chinese hamster ovary (CHO) cells. ChEMBL. 12801231
IC50 (functional) = 2.3 uM In vitro cytotoxicity against L1210 (murine leukemia) cells. ChEMBL. 12801231
IC50 (functional) = 7.2 uM In vitro 50% cell growth inhibition by the compound in CHO-MG cells ChEMBL. 12408721
IC50 (functional) = 7.2 uM In vitro cytotoxicity against Chinese hamster ovary mutant cell line (CHO-MG). ChEMBL. 12801231
IC50 ratio (functional) = 3.1 Ratio of cytotoxicity against CHO-MG cells and CHO cells ChEMBL. 12801231
IC50 ratio (functional) = 3.8 Ratio of cytotoxicity against L1210 (murine leukemia) cells and DFMO treated L1210 (murine leukemia) cells ChEMBL. 12801231
Ki (binding) = 83 nM Binding affinity to the mouse polyamine transporter on the L1210 cell surface ChEMBL. 12801231
Ki (functional) = 0.083 uM Inhibition of [14C]-SPD uptake by the compound in 5 min initial rate transport assay in L1210 cells ChEMBL. 12408721
ND (functional) 0 In vitro 50% cell growth inhibition by the compound in CHO-MG cells with 5 mM DFMO addition; Not determined ChEMBL. 12408721
ND (functional) 0 Cellular uptake of conjugates in L1210 cells in presence of 500 uM SPD at a concentration of 2 microM (+/-15% SEM); Not determined ChEMBL. 12408721
ND (functional) 0 Cellular uptake of conjugates in L1210 cells pretreated with 5 mM DFMO at a concentration of 1 microM (+/-15% SEM); Not determined ChEMBL. 12408721
ND (functional) 0 Cellular uptake of conjugates in L1210 cells pretreated with 5 mM DFMO at a concentration of 0.5 microM (+/-15% SEM); Not determined ChEMBL. 12408721
Ratio (functional) = 3.1 Ratio of cellular uptake in CHO cells to that of CHO-MG cells. ChEMBL. 12408721
Uptake (functional) = 0.026 nM (mg of protein)-1 Cellular uptake of conjugates in CHO-MG cells at a concentration of 0.5 microM (+/-15% SEM) ChEMBL. 12408721
Uptake (functional) = 0.081 nM (mg of protein)-1 Cellular uptake of conjugates in CHO cells at a concentration of 0.5 microM (+/-15% SEM) ChEMBL. 12408721
Uptake (functional) = 0.094 nM (mg of protein)-1 Cellular uptake of conjugates in L1210 cells in presence of 500 uM SPD at a concentration of 0.5 microM (+/-15% SEM) ChEMBL. 12408721
Uptake (functional) = 0.193 nM (mg of protein)-1 Cellular uptake of conjugates in L1210 cells (control) at a concentration of 0.5 microM (+/-15% SEM) ChEMBL. 12408721
Uptake (functional) = 0.28 nM (mg of protein)-1 Cellular uptake of conjugates in L1210 cells in presence of 500 uM SPD at a concentration of 1 microM (+/-15% SEM) ChEMBL. 12408721
Uptake (functional) = 0.362 nM (mg of protein)-1 Cellular uptake of conjugates in L1210 cells (control) at a concentration of 1 microM (+/-15% SEM) ChEMBL. 12408721
Uptake (functional) = 0.491 nM (mg of protein)-1 Cellular uptake of conjugates in L1210 cells (control) at a concentration of 2 microM (+/-15% SEM) ChEMBL. 12408721

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 12801231

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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