Detailed information for compound 959161

Basic information

Technical information
  • TDR Targets ID: 959161
  • Name: (3E,5E)-3,5-bis[(4-chlorophenyl)methylidene]- 1-[4-(2-piperidin-1-ylethoxy)benzoyl]piperidi n-4-one hydrochloride
  • MW: 611.986 | Formula: C33H33Cl3N2O3
  • H donors: 0 H acceptors: 2 LogP: 7.66 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=C(c1ccc(cc1)OCCN1CCCCC1)N1C/C(=C\c2ccc(cc2)Cl)/C(=O)/C(=C/c2ccc(cc2)Cl)/C1.Cl
  • InChi: 1S/C33H32Cl2N2O3.ClH/c34-29-10-4-24(5-11-29)20-27-22-37(23-28(32(27)38)21-25-6-12-30(35)13-7-25)33(39)26-8-14-31(15-9-26)40-19-18-36-16-2-1-3-17-36;/h4-15,20-21H,1-3,16-19,22-23H2;1H/b27-20+,28-21+;
  • InChiKey: JIPDWWCXBWVPQL-RAHOQTEXSA-N  

Network

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Synonyms

  • (3E,5E)-3,5-bis[(4-chlorophenyl)methylene]-1-[4-[2-(1-piperidyl)ethoxy]benzoyl]piperidin-4-one hydrochloride
  • (3E,5E)-3,5-bis[(4-chlorophenyl)methylene]-1-[oxo-[4-[2-(1-piperidyl)ethoxy]phenyl]methyl]-4-piperidinone hydrochloride
  • (3E,5E)-3,5-bis(4-chlorobenzylidene)-1-[4-(2-piperidinoethoxy)benzoyl]-4-piperidone hydrochloride
  • (3E,5E)-3,5-bis[(4-chlorophenyl)methylidene]-1-[4-(2-piperidin-1-ylethoxy)phenyl]carbonyl-piperidin-4-one hydrochloride

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
Echinococcus granulosus transient receptor potential cation channel 0.00534619 0.5 0.5
Echinococcus granulosus transient receptor potential cation channel 0.00534619 0.5 0.5
Echinococcus multilocularis transient receptor potential cation channel 0.00534619 0.5 0.5
Schistosoma mansoni transient receptor potential channel 0.00534619 0.5 0.5
Schistosoma mansoni transient receptor potential channel 0.00534619 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.00534619 0.5 0.5
Echinococcus multilocularis transient receptor potential cation channel 0.00534619 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.00534619 0.5 0.5
Echinococcus granulosus transient receptor potential cation channel 0.00534619 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.00534619 0.5 0.5
Brugia malayi olfactory channel protein osm-9 0.00534619 0.5 0.5
Echinococcus multilocularis transient receptor potential cation channel 0.00534619 0.5 0.5

Activities

Activity type Activity value Assay description Source Reference
CC50 (functional) = 48 uM Cytotoxicity against human HSC4 cells ChEMBL. 20064715
CC50 (functional) = 63 uM Cytotoxicity against human HL60 cells ChEMBL. 20064715
CC50 (functional) = 110 uM Cytotoxicity against human HSC2 cells ChEMBL. 20064715
IC50 (functional) > 2000 ng/ml Antimalarial activity against drug-resistant Plasmodium falciparum C235 after 72 hrs by SYBR green I staining-based fluorescence assay ChEMBL. 24139941
IC50 (ADMET) = 1.58 uM Cytotoxicity against human HCC2998 cells ChEMBL. 16996657
IC50 (ADMET) = 2.29 uM Cytotoxicity against human SR cells ChEMBL. 16996657
IC50 (ADMET) = 3.55 uM Cytotoxicity against human SW620 cells ChEMBL. 16996657
IC50 (ADMET) = 4.37 uM Cytotoxicity against human K562 cells ChEMBL. 16996657
IC50 (ADMET) = 9.98 uM Cytotoxicity against human CEM cells ChEMBL. 16996657
IC50 (ADMET) = 15.8 uM Cytotoxicity against human COLO205 cells ChEMBL. 16996657
IC50 (ADMET) = 19.1 uM Cytotoxicity against human KM12 cells ChEMBL. 16996657
IC50 (ADMET) = 47.9 uM Cytotoxicity against human HCT116 cells ChEMBL. 16996657
IC50 (ADMET) = 49 uM Cytotoxicity against human HCT15 cells ChEMBL. 16996657
IC50 (ADMET) = 103 uM Cytotoxicity against human mouse L1210 cells ChEMBL. 16996657
ID50 (functional) = 4.17 ug ml-1 Cytocidal activity against human MDR1 gene transfected mouse L5178Y cells after 48 hrs by MTT method ChEMBL. 18513966
Inhibition (functional) = 86 % Antimycobacterial activity against Mycobacterium tuberculosis H37Rv at 6.25 ug/ml by broth microdilution assay ChEMBL. 18282710
Ratio (binding) = 133 Reversal of P-glycoprotein-mediated multidrug resistance in human MDR1 gene transfected mouse L5178Y cells assessed as fluorescence activity ratio at 40 ug/ml by flow cytometry ChEMBL. 18513966
Ratio (binding) = 157 Reversal of P-glycoprotein-mediated multidrug resistance in human MDR1 gene transfected mouse L5178Y cells assessed as fluorescence activity ratio at 4 ug/ml by flow cytometry ChEMBL. 18513966
Ratio IC50 (functional) > 1.06 Ratio of IC50 for drug-resistant Plasmodium falciparum C235 to IC50 for drug-sensitive Plasmodium falciparum D6 ChEMBL. 24139941

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 16996657
Plasmodium falciparum ChEMBL23 24139941

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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