Detailed information for compound 312914

Basic information

Technical information
  • TDR Targets ID: 312914
  • Name: 1-[2-(2,4-difluorophenyl)ethyl]-4-fluoro-4-(4 -fluorophenyl)sulfonylpiperidine
  • MW: 401.418 | Formula: C19H19F4NO2S
  • H donors: 0 H acceptors: 2 LogP: 4.27 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc(cc1)S(=O)(=O)C1(F)CCN(CC1)CCc1ccc(cc1F)F
  • InChi: 1S/C19H19F4NO2S/c20-15-3-5-17(6-4-15)27(25,26)19(23)8-11-24(12-9-19)10-7-14-1-2-16(21)13-18(14)22/h1-6,13H,7-12H2
  • InChiKey: VDURQHWFSXZAER-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[2-(2,4-difluorophenyl)ethyl]-4-fluoro-4-(4-fluorophenyl)sulfonyl-piperidine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens dopamine receptor D2 Starlite/ChEMBL References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2C, G protein-coupled Starlite/ChEMBL References
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Starlite/ChEMBL References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled Starlite/ChEMBL References
Homo sapiens potassium voltage-gated channel, subfamily H (eag-related), member 2 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Brugia malayi Serotonin receptor Get druggable targets OG5_135430 All targets in OG5_135430
Schistosoma japonicum Potassium voltage-gated channel subfamily H member 2, putative Get druggable targets OG5_128858 All targets in OG5_128858
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Echinococcus granulosus potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128858 All targets in OG5_128858
Echinococcus multilocularis potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Loa Loa (eye worm) voltage and ligand gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus g protein coupled receptor Serotonin 2a (5-HT2a) receptor   471 aa 416 aa 19.2 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Serotonin 2a (5-HT2a) receptor   471 aa 422 aa 27.5 %
Echinococcus multilocularis g protein coupled receptor Serotonin 2a (5-HT2a) receptor   471 aa 462 aa 21.2 %
Echinococcus multilocularis g protein coupled receptor Serotonin 2a (5-HT2a) receptor   471 aa 417 aa 20.6 %
Echinococcus granulosus g protein coupled receptor Serotonin 2a (5-HT2a) receptor   471 aa 408 aa 21.8 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Serotonin 2a (5-HT2a) receptor   471 aa 405 aa 25.4 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Serotonin 2a (5-HT2a) receptor   471 aa 435 aa 23.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0042 0.0042 0.5
Echinococcus multilocularis serotonin receptor 0.015 0.1569 1
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0042 0.0042 0.5
Loa Loa (eye worm) hypothetical protein 0.015 0.1569 0.1569
Echinococcus granulosus biogenic amine 5HT receptor 0.015 0.1569 1
Leishmania major C-8 sterol isomerase-like protein 0.0747 1 1
Echinococcus multilocularis serotonin receptor 0.015 0.1569 1
Loa Loa (eye worm) hypothetical protein 0.0747 1 1
Loa Loa (eye worm) hypothetical protein 0.0382 0.4844 0.4844
Trypanosoma cruzi C-8 sterol isomerase, putative 0.0747 1 1
Trypanosoma brucei C-8 sterol isomerase, putative 0.0747 1 1
Loa Loa (eye worm) hypothetical protein 0.015 0.1569 0.1569
Schistosoma mansoni biogenic amine (5HT) receptor 0.015 0.1569 1
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0045 0.0083 0.0083
Brugia malayi Serotonin receptor 0.0587 0.7748 0.7729
Onchocerca volvulus 0.0279 0.3393 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 98 % In vivo occupancy at rat 5-HT2A receptor at 30 min after dosing at 10 mg/kg per orally ChEMBL. 15993598
Activity (functional) = 98 % In vivo occupancy at rat 5-HT2A receptor at 30 min after dosing at 10 mg/kg per orally ChEMBL. 15993598
Clp (ADMET) = 69 ml min-1 Plasma clearence of the compound after i.v. administration in rat ChEMBL. 15993598
F (ADMET) = 51 % Bioavailability in rat ChEMBL. 15993598
Ki (binding) = 0.39 nM Binding affinity against human 5-hydroxytryptamine 2A receptor ChEMBL. 15993598
Ki (binding) = 0.39 nM Displacement of [3H]ketanserin from human 5HT2A receptor expressed in CHO cells ChEMBL. 17314044
Ki (binding) = 0.39 nM Binding affinity against human 5-hydroxytryptamine 2A receptor ChEMBL. 15993598
Ki (binding) = 0.39 nM Displacement of [3H]ketanserin from human 5HT2A receptor expressed in CHO cells ChEMBL. 17314044
Ki (binding) = 0.39 nM Displacement of [3H]- ketanserin from human 5HT2A receptor expressed CHO cells ChEMBL. 20493697
Ki (binding) = 0.63 nM Binding affinity against rat 5-hydroxytryptamine 2A receptor ChEMBL. 15993598
Ki (binding) = 0.63 nM Binding affinity against rat 5-hydroxytryptamine 2A receptor ChEMBL. 15993598
Ki (binding) = 69 nM Displacement of [3H]mesulergine from human 5HT2C receptor expressed CHO cells ChEMBL. 20493697
Ki (binding) = 176 nM Binding affinity against human 5-hydroxytryptamine 2c receptor ChEMBL. 15993598
Ki (binding) = 176 nM Binding affinity against human 5-hydroxytryptamine 2c receptor ChEMBL. 15993598
Ki (binding) = 180 nM Displacement of [3H]mesurgeline from human 5HT2C receptor expressed in CHO cells ChEMBL. 17314044
Ki (binding) = 180 nM Displacement of [3H]mesurgeline from human 5HT2C receptor expressed in CHO cells ChEMBL. 17314044
Ki (binding) = 310 nM Displacement of [3H]spiperone from human dopamine D2 receptor expressed in CHO cells ChEMBL. 17314044
Ki (binding) = 310 nM Displacement of [3H]spiperone from human dopamine D2 receptor expressed in CHO cells ChEMBL. 17314044
Ki (binding) = 313 nM Binding affinity against human Dopamine receptor D2 ChEMBL. 15993598
Ki (binding) = 313 nM Binding affinity against human Dopamine receptor D2 ChEMBL. 15993598
Ki (binding) = 5561 nM Binding affinity against human IKr channel ChEMBL. 15993598
Ki (binding) = 5561 nM Binding affinity against human IKr channel ChEMBL. 15993598
Ki (binding) = 5561 nM Displacement of [3H]-dofetilide from human ERG receptor expressed HEK cells ChEMBL. 20493697
Ki (binding) = 5600 nM Displacement of [3H]dofetilide from hERG expressed in HEK cells ChEMBL. 17314044
Ki (binding) = 5600 nM Displacement of [3H]dofetilide from hERG expressed in HEK cells ChEMBL. 17314044
pKa = 6.3 pKa value of the compound ChEMBL. 15993598
Ratio Ki (binding) = 460 Selectivity for human 5HT2A receptor over human 5HT2C receptor ChEMBL. 17314044
T1/2 (ADMET) = 3.8 hr Half life period of the compound was determined ChEMBL. 15993598

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.
 
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External resources for this compound

Bibliographic References

3 literature references were collected for this gene.

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