Detailed information for compound 208052

Basic information

Technical information
  • TDR Targets ID: 208052
  • Name: 7-[3-(4-phenylpiperazin-1-yl)propoxy]chromen- 2-one
  • MW: 364.438 | Formula: C22H24N2O3
  • H donors: 0 H acceptors: 1 LogP: 3.87 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=c1ccc2c(o1)cc(cc2)OCCCN1CCN(CC1)c1ccccc1
  • InChi: 1S/C22H24N2O3/c25-22-10-8-18-7-9-20(17-21(18)27-22)26-16-4-11-23-12-14-24(15-13-23)19-5-2-1-3-6-19/h1-3,5-10,17H,4,11-16H2
  • InChiKey: MULLDMIPFVHJIA-UHFFFAOYSA-N  

Network

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Synonyms

  • 7-[3-(4-phenyl-1-piperazinyl)propoxy]-1-benzopyran-2-one
  • 7-[3-(4-phenylpiperazino)propoxy]coumarin
  • 7-[3-(4-phenyl-1-piperazinyl)propoxy]-2-chromenone
  • 7-[3-(4-phenylpiperazin-1-yl)propoxy]coumarin

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens dopamine receptor D3 Starlite/ChEMBL References
Rattus norvegicus Serotonin 1a (5-HT1a) receptor Starlite/ChEMBL References
Homo sapiens dopamine receptor D2 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_133249 All targets in OG5_133249
Schistosoma japonicum ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, putative Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus granulosus biogenic amine 5HT receptor Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum Octopamine receptor, putative Get druggable targets OG5_133249 All targets in OG5_133249
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum expressed protein Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma mansoni biogenic amine (5HT) receptor Get druggable targets OG5_133249 All targets in OG5_133249

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Serotonin 1a (5-HT1a) receptor   422 aa 477 aa 24.3 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Serotonin 1a (5-HT1a) receptor   422 aa 410 aa 27.8 %
Schistosoma japonicum Octopamine receptor 1, putative Serotonin 1a (5-HT1a) receptor   422 aa 424 aa 24.3 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 433 aa 22.4 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.4 %
Echinococcus granulosus orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.0 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Serotonin 1a (5-HT1a) receptor   422 aa 444 aa 29.3 %
Echinococcus granulosus alpha 1A adrenergic receptor Serotonin 1a (5-HT1a) receptor   422 aa 452 aa 21.0 %
Loa Loa (eye worm) hypothetical protein Serotonin 1a (5-HT1a) receptor   422 aa 388 aa 26.5 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 436 aa 23.9 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 390 aa 33.6 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Serotonin 1a (5-HT1a) receptor   422 aa 383 aa 30.5 %
Schistosoma mansoni amine GPCR Serotonin 1a (5-HT1a) receptor   422 aa 440 aa 31.6 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Serotonin 1a (5-HT1a) receptor   422 aa 339 aa 23.0 %
Schistosoma mansoni peptide (FMRFamide/neurokinin-3)-like receptor Serotonin 1a (5-HT1a) receptor   422 aa 350 aa 20.6 %
Brugia malayi hypothetical protein dopamine receptor D3 400 aa 392 aa 19.9 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 426 aa 29.6 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 24.3 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Serotonin 1a (5-HT1a) receptor   422 aa 448 aa 29.7 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 392 aa 20.7 %
Loa Loa (eye worm) TYRA-2 protein Serotonin 1a (5-HT1a) receptor   422 aa 491 aa 27.3 %
Echinococcus multilocularis orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.2 %
Echinococcus multilocularis neuropeptides capa receptor Serotonin 1a (5-HT1a) receptor   422 aa 430 aa 20.0 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 417 aa 21.1 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.6 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 407 aa 23.3 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trypanosoma brucei prostaglandin f synthase 0.1483 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1483 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1483 1 1
Loa Loa (eye worm) hypothetical protein 0.1483 1 1
Onchocerca volvulus 0.1483 1 1
Echinococcus granulosus aldo keto reductase 0.1483 1 1
Entamoeba histolytica aldose reductase, putative 0.1483 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1483 1 1
Onchocerca volvulus 0.1483 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1483 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1483 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1483 1 1
Leishmania major prostaglandin f2-alpha synthase/D-arabinose dehydrogenase 0.1483 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1483 1 1
Plasmodium vivax oxidoreductase, aldo/keto reductase domain containing protein 0.043 0 0.5
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.1483 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1483 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.1483 1 1
Schistosoma mansoni aldo-keto reductase 0.1483 1 1
Onchocerca volvulus 0.1483 1 1
Giardia lamblia Aldose reductase 0.1483 1 0.5
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1483 1 1
Loa Loa (eye worm) oxidoreductase 0.1483 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1483 1 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.1483 1 1
Onchocerca volvulus 0.1483 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1483 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1483 1 1
Echinococcus multilocularis aldo keto reductase 0.1483 1 1
Leishmania major aldehyde reductase, putative,oxidoreductase, putative 0.1483 1 1
Loa Loa (eye worm) oxidoreductase 0.1483 1 1
Plasmodium falciparum aldo-keto reductase, putative 0.043 0 0.5
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1483 1 1
Schistosoma mansoni aldo-keto reductase 0.1483 1 1
Plasmodium falciparum aldehyde reductase, putative 0.043 0 0.5
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.1483 1 1
Onchocerca volvulus 0.1483 1 1
Onchocerca volvulus 0.1483 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1483 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1483 1 1
Echinococcus granulosus aldo keto reductase 0.1483 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1483 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1483 1 1
Loa Loa (eye worm) oxidoreductase 0.1483 1 1
Trypanosoma brucei aldo-keto reductase, putative 0.1483 1 1
Echinococcus granulosus hypothetical protein 0.1483 1 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.1483 1 1
Echinococcus multilocularis aldo keto reductase 0.1483 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1483 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1483 1 1
Echinococcus granulosus aldehyde reductase 0.1054 0.5922 0.5922
Trypanosoma cruzi aldo/keto reductase, putative 0.1483 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1483 1 1
Giardia lamblia Aldose reductase 0.1483 1 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1483 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.1483 1 1
Trypanosoma cruzi aldo-keto reductase 0.1483 1 1
Mycobacterium leprae Conserved hypothetical protein 0.1054 0.5922 0.5922
Entamoeba histolytica aldose reductase, putative 0.1483 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1483 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1483 1 1
Plasmodium vivax aldehyde reductase, putative 0.043 0 0.5
Leishmania major aldo-keto reductase-like protein 0.1483 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1483 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1483 1 1
Echinococcus multilocularis aldehyde reductase 0.1054 0.5922 0.5922
Mycobacterium ulcerans oxidoreductase 0.1483 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1483 1 1
Entamoeba histolytica aldose reductase, putative 0.1483 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1483 1 1
Echinococcus multilocularis aldo keto reductase 0.1483 1 1
Loa Loa (eye worm) oxidoreductase 0.1483 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1483 1 1
Leishmania major prostaglandin f synthase, putative 0.1483 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.1483 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.1483 1 1
Mycobacterium tuberculosis Probable oxidoreductase 0.1483 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.1483 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1483 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.1483 1 1
Toxoplasma gondii aldose reductase, putative 0.1483 1 1
Loa Loa (eye worm) oxidoreductase 0.1483 1 1
Echinococcus multilocularis aldo keto reductase 0.1483 1 1
Mycobacterium leprae PROBABLE OXIDOREDUCTASE 0.1483 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.1483 1 1
Schistosoma mansoni pol-related 0.1483 1 1
Echinococcus granulosus aldo keto reductase 0.1483 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.1483 1 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 5.61 nM Compound was measured for the inhibition of [3H]-8-OH-DPAT binding to rat hippocampus membrane (5-HT1A receptor) ChEMBL. 9934472
Ki (binding) = 5.61 nM Compound was measured for the inhibition of [3H]-8-OH-DPAT binding to rat hippocampus membrane (5-HT1A receptor) ChEMBL. 9934472
Ki (binding) = 16 nM Compound was measured for the binding affinity in homogenated mouse fibroblast (LTK) cells transfected with human Dopamine receptor D2A using [3H]-raclopride as radioligand. ChEMBL. 9934472
Ki (binding) = 16 nM Compound was measured for the binding affinity in homogenated mouse fibroblast (LTK) cells transfected with human Dopamine receptor D2A using [3H]-raclopride as radioligand. ChEMBL. 9934472
Ki (binding) = 49.7 nM Compound was measured for the binding affinity in chinese hamster ovary (CHO) cells transfected with human Dopamine receptor D3 using [3H]-raclopride as radioligand ChEMBL. 9934472
Ki (binding) = 49.7 nM Compound was measured for the binding affinity in chinese hamster ovary (CHO) cells transfected with human Dopamine receptor D3 using [3H]-raclopride as radioligand ChEMBL. 9934472

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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