Detailed information for compound 350540

Basic information

Technical information
  • TDR Targets ID: 350540
  • Name: 5-pyrrolidin-1-yl-N-[6-(5-pyrrolidin-1-ylpent anoylamino)-9-[4-(3-pyrrolidin-1-ylpropanoyla mino)anilino]acridin-3-yl]pentanamide
  • MW: 746.983 | Formula: C44H58N8O3
  • H donors: 4 H acceptors: 4 LogP: 5.09 Rotable bonds: 21
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=C(Nc1ccc(cc1)Nc1c2ccc(cc2nc2c1ccc(c2)NC(=O)CCCCN1CCCC1)NC(=O)CCCCN1CCCC1)CCN1CCCC1
  • InChi: 1S/C44H58N8O3/c53-41(11-1-3-22-50-24-5-6-25-50)46-35-17-19-37-39(31-35)49-40-32-36(47-42(54)12-2-4-23-51-26-7-8-27-51)18-20-38(40)44(37)48-34-15-13-33(14-16-34)45-43(55)21-30-52-28-9-10-29-52/h13-20,31-32H,1-12,21-30H2,(H,45,55)(H,46,53)(H,47,54)(H,48,49)
  • InChiKey: LRIZBBKJMPGFLZ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[6-[[1-oxo-5-(1-pyrrolidinyl)pentyl]amino]-9-[4-[[1-oxo-3-(1-pyrrolidinyl)propyl]amino]anilino]-3-acridinyl]-5-(1-pyrrolidinyl)pentanamide
  • 5-pyrrolidin-1-yl-N-[6-(5-pyrrolidin-1-ylpentanoylamino)-9-[[4-(3-pyrrolidin-1-ylpropanoylamino)phenyl]amino]acridin-3-yl]pentanamide
  • 5-pyrrolidino-N-[6-(5-pyrrolidinopentanoylamino)-9-[4-(3-pyrrolidinopropanoylamino)anilino]acridin-3-yl]valeramide
  • N-[6-[(1-oxo-5-1-pyrrolidinylpentyl)amino]-9-[[4-[(1-oxo-3-1-pyrrolidinylpropyl)amino]phenyl]amino]-3-acridinyl]-5-1-pyrrolidinylpentanamide
  • 5-pyrrolidin-1-yl-N-[6-(5-pyrrolidin-1-ylpentanoylamino)-9-[[4-(3-pyrrolidin-1-ylpropanoylamino)phenyl]amino]acridin-3-yl]valeramide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens telomerase reverse transcriptase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans telomerase reverse transcriptase Get druggable targets OG5_131652 All targets in OG5_131652
Theileria parva hypothetical protein Get druggable targets OG5_131652 All targets in OG5_131652
Candida albicans telomerase reverse transcriptase Get druggable targets OG5_131652 All targets in OG5_131652
Babesia bovis conserved hypothetical protein Get druggable targets OG5_131652 All targets in OG5_131652
Brugia malayi Telomerase reverse transcriptase Get druggable targets OG5_131652 All targets in OG5_131652
Onchocerca volvulus Telomerase reverse transcriptase homolog Get druggable targets OG5_131652 All targets in OG5_131652
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
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB2 (IMP dehydrogenase) (IMPDH) (IMPD) 0.1047 1 1
Mycobacterium ulcerans inosine 5'-monophosphate dehydrogenase 0.1047 1 1
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.1047 1 0.5
Plasmodium vivax inosine-5'-monophosphate dehydrogenase, putative 0.0985 0.9073 0.5
Echinococcus granulosus inosine 5' monophosphate dehydrogenase 2 0.1047 1 0.5
Loa Loa (eye worm) IMP dehydrogenase 1 0.1047 1 1
Trypanosoma brucei inosine-5'-monophosphate dehydrogenase 0.1047 1 0.5
Leishmania major guanosine monophosphate reductase 0.1047 1 0.5
Trypanosoma cruzi GMP reductase 0.1047 1 0.5
Trypanosoma cruzi GMP reductase 0.1047 1 0.5
Trypanosoma brucei GMP reductase 0.1047 1 0.5
Mycobacterium ulcerans inosine 5-monophosphate dehydrogenase 0.0985 0.9073 0.8869
Onchocerca volvulus Putative GMP reductase 0.0435 0.0881 1
Leishmania major inosine-5-monophosphate dehydrogenase 0.1047 1 0.5
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.1047 1 0.5
Echinococcus multilocularis inosine 5' monophosphate dehydrogenase 2 0.1047 1 0.5
Mycobacterium tuberculosis Probable inosine-5'-monophosphate dehydrogenase GuaB2 (imp dehydrogenase) (inosinic acid dehydrogenase) (inosinate dehydrogenase 0.1047 1 1
Toxoplasma gondii IMP dehydrogenas 0.1047 1 0.5
Plasmodium falciparum inosine-5'-monophosphate dehydrogenase 0.0985 0.9073 0.5
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB3 (IMP dehydrogenase 2) (inosinic acid dehydrogenase) (inosinate dehydrogena 0.055 0.2589 0.0954
Schistosoma mansoni inosine-5-monophosphate dehydrogenase 0.1047 1 0.5
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.1047 1 0.5
Wolbachia endosymbiont of Brugia malayi IMP dehydrogenase 0.1047 1 0.5

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 255 nM Inhibition of telomerase activity from human A2780 cells ChEMBL. 16420044
EC50 (functional) = 255 nM Inhibition of telomerase activity from human A2780 cells ChEMBL. 16420044
IC50 (functional) > 25 uM Cytotoxicity in human MCF7 cells by SRB assay ChEMBL. 16420044
IC50 (functional) > 25 uM Cytotoxicity in human IMR90 cells by SRB assay ChEMBL. 16420044
IC50 (functional) > 25 uM Cytotoxicity in human MCF7 cells by SRB assay ChEMBL. 16420044
IC50 (functional) > 25 uM Cytotoxicity in human IMR90 cells by SRB assay ChEMBL. 16420044
Ratio (binding) = 1.6 Ratio of binding constant of compound binding to human quadruplex DNA over that of duplex DNA ChEMBL. 16420044

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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