Detailed information for compound 54835

Basic information

Technical information
  • TDR Targets ID: 54835
  • Name: 5-[4-(4-hydroxypiperidin-1-yl)butoxy]-2-pheny lchromen-4-one
  • MW: 393.475 | Formula: C24H27NO4
  • H donors: 1 H acceptors: 2 LogP: 3.77 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC1CCN(CC1)CCCCOc1cccc2c1c(=O)cc(o2)c1ccccc1
  • InChi: 1S/C24H27NO4/c26-19-11-14-25(15-12-19)13-4-5-16-28-21-9-6-10-22-24(21)20(27)17-23(29-22)18-7-2-1-3-8-18/h1-3,6-10,17,19,26H,4-5,11-16H2
  • InChiKey: NIXHGJLLEYNHAV-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 5-[4-(4-hydroxy-1-piperidyl)butoxy]-2-phenyl-chromen-4-one
  • 5-[4-(4-hydroxy-1-piperidinyl)butoxy]-2-phenyl-1-benzopyran-4-one
  • 5-[4-(4-hydroxypiperidin-1-yl)butoxy]-2-phenyl-chromen-4-one
  • 5-[4-(4-hydroxypiperidino)butoxy]-2-phenyl-chromone
  • 5-[4-(4-hydroxy-1-piperidinyl)butoxy]-2-phenyl-4-chromenone
  • 5-[4-(4-hydroxy-1-piperidyl)butoxy]-2-phenyl-chromone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Dopamine D2 receptor Starlite/ChEMBL References
Homo sapiens sigma non-opioid intracellular receptor 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma brucei gambiense C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Brugia malayi ERG2 and Sigma1 receptor like protein Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma cruzi C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma congolense C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Candida albicans sterol C8-C7 isomerase Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania donovani C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Candida albicans sterol C8-C7 isomerase Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania mexicana C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania major C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania infantum C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Leishmania braziliensis C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma congolense C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Trypanosoma brucei C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Dopamine D2 receptor   444 aa 474 aa 23.4 %
Echinococcus multilocularis g protein coupled receptor Dopamine D2 receptor   444 aa 465 aa 21.5 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Dopamine D2 receptor   444 aa 432 aa 30.8 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Dopamine D2 receptor   444 aa 440 aa 30.0 %
Schistosoma mansoni amine GPCR Dopamine D2 receptor   444 aa 424 aa 32.1 %
Echinococcus multilocularis serotonin receptor Dopamine D2 receptor   444 aa 428 aa 31.3 %
Loa Loa (eye worm) hypothetical protein Dopamine D2 receptor   444 aa 433 aa 21.2 %
Echinococcus granulosus biogenic amine 5HT receptor Dopamine D2 receptor   444 aa 429 aa 31.7 %
Schistosoma mansoni biogenic amine (dopamine) receptor Dopamine D2 receptor   444 aa 494 aa 26.3 %
Schistosoma japonicum Octopamine receptor, putative Dopamine D2 receptor   444 aa 456 aa 29.4 %
Schistosoma mansoni biogenic amine receptor Dopamine D2 receptor   444 aa 452 aa 30.1 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Dopamine D2 receptor   444 aa 386 aa 19.7 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Dopamine D2 receptor   444 aa 487 aa 23.8 %
Echinococcus granulosus g protein coupled receptor Dopamine D2 receptor   444 aa 457 aa 21.0 %
Onchocerca volvulus Dopamine D2 receptor   444 aa 418 aa 23.0 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Dopamine D2 receptor   444 aa 476 aa 24.2 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trypanosoma brucei C-8 sterol isomerase, putative 0.0445 1 0.5
Echinococcus multilocularis ectonucleotide pyrophosphatase:phosphodiesterase 0.017 0 0.5
Trypanosoma cruzi C-8 sterol isomerase, putative 0.0445 1 0.5
Echinococcus granulosus ectonucleotide pyrophosphatase:phosphodiesterase 0.017 0 0.5
Loa Loa (eye worm) thrombospondin type 1 domain-containing protein 0.0367 0.7183 0.7183
Schistosoma mansoni hypothetical protein 0.0367 0.7183 1
Echinococcus multilocularis ectonucleotide pyrophosphatase:phosphodiesterase 0.017 0 0.5
Echinococcus multilocularis ectonucleotide pyrophosphatase:phosphodiesterase 0.017 0 0.5
Echinococcus granulosus ectonucleotide pyrophosphatase:phosphodiesterase 0.017 0 0.5
Echinococcus multilocularis ectonucleotide pyrophosphatase:phosphodiesterase 0.017 0 0.5
Echinococcus multilocularis ectonucleotide pyrophosphatase:phosphodiesterase 0.017 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0227 0.208 0.208
Echinococcus multilocularis ectonucleotide pyrophosphatase:phosphodiesterase 0.017 0 0.5
Echinococcus granulosus ectonucleotide pyrophosphatase:phosphodiesterase 0.017 0 0.5
Echinococcus granulosus ectonucleotide pyrophosphatase:phosphodiesterase 0.017 0 0.5
Brugia malayi Thrombospondin type 1 domain containing protein 0.0367 0.7183 0.7183
Leishmania major C-8 sterol isomerase-like protein 0.0445 1 0.5
Echinococcus granulosus ectonucleotide pyrophosphatase:phosphodiesterase 0.017 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0445 1 1
Onchocerca volvulus 0.0367 0.7183 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 58 nM Potency at the sigma binding site was determined in radioligand ChEMBL. 1315869
IC50 (binding) = 58 nM Potency at the sigma binding site was determined in radioligand ChEMBL. 1315869
IC50 (binding) = 177 nM Potency at the sigma binding site was determined in radioligand ChEMBL. 1315869
IC50 (binding) = 177 nM Potency at the sigma binding site was determined in radioligand ChEMBL. 1315869
Ki (binding) = 9500 nM Affinity towards dopamine receptor D2 site was determined by competition studies using [3H]-sulpiride in rat striatum. ChEMBL. 1315869
Ki (binding) = 9500 nM Affinity towards dopamine receptor D2 site was determined by competition studies using [3H]-sulpiride in rat striatum. ChEMBL. 1315869

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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