Detailed information for compound 433904

Basic information

Technical information
  • TDR Targets ID: 433904
  • Name: (3-chloro-4-fluorophenyl)-[4-[[(5-chloropyrid in-2-yl)methylamino]methyl]-4-fluoropiperidin -1-yl]methanone
  • MW: 414.276 | Formula: C19H19Cl2F2N3O
  • H donors: 1 H acceptors: 2 LogP: 3.49 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(nc1)CNCC1(F)CCN(CC1)C(=O)c1ccc(c(c1)Cl)F
  • InChi: 1S/C19H19Cl2F2N3O/c20-14-2-3-15(25-10-14)11-24-12-19(23)5-7-26(8-6-19)18(27)13-1-4-17(22)16(21)9-13/h1-4,9-10,24H,5-8,11-12H2
  • InChiKey: SALDQMKGRXMXGW-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (3-chloro-4-fluoro-phenyl)-[4-[[(5-chloro-2-pyridyl)methylamino]methyl]-4-fluoro-1-piperidyl]methanone
  • (3-chloro-4-fluorophenyl)-[4-[[(5-chloro-2-pyridyl)methylamino]methyl]-4-fluoro-1-piperidinyl]methanone
  • (3-chloro-4-fluoro-phenyl)-[4-[[(5-chloropyridin-2-yl)methylamino]methyl]-4-fluoro-piperidin-1-yl]methanone
  • (3-chloro-4-fluoro-phenyl)-[4-[[(5-chloro-2-pyridyl)methylamino]methyl]-4-fluoro-piperidino]methanone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Serotonin 1a (5-HT1a) receptor References
Homo sapiens 5-hydroxytryptamine (serotonin) receptor 1A, G protein-coupled Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
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
Schistosoma japonicum expressed protein 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
Loa Loa (eye worm) hypothetical protein 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 ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, putative 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
Echinococcus granulosus 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 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 24.3 %
Loa Loa (eye worm) TYRA-2 protein Serotonin 1a (5-HT1a) receptor   422 aa 491 aa 27.3 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 433 aa 22.4 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Serotonin 1a (5-HT1a) receptor   422 aa 383 aa 30.5 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.4 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Serotonin 1a (5-HT1a) receptor   422 aa 444 aa 29.3 %
Echinococcus multilocularis orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.2 %
Loa Loa (eye worm) hypothetical protein Serotonin 1a (5-HT1a) receptor   422 aa 388 aa 26.5 %
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 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 426 aa 29.6 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 417 aa 21.1 %
Schistosoma mansoni peptide (FMRFamide/neurokinin-3)-like receptor Serotonin 1a (5-HT1a) receptor   422 aa 350 aa 20.6 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Serotonin 1a (5-HT1a) receptor   422 aa 339 aa 23.0 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 390 aa 33.6 %
Echinococcus granulosus orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.0 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 407 aa 23.3 %
Schistosoma mansoni amine GPCR Serotonin 1a (5-HT1a) receptor   422 aa 440 aa 31.6 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 436 aa 23.9 %
Echinococcus multilocularis neuropeptides capa receptor Serotonin 1a (5-HT1a) receptor   422 aa 430 aa 20.0 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Serotonin 1a (5-HT1a) receptor   422 aa 448 aa 29.7 %
Echinococcus granulosus alpha 1A adrenergic receptor Serotonin 1a (5-HT1a) receptor   422 aa 452 aa 21.0 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.6 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 392 aa 20.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium leprae POSSIBLE LYSOPHOSPHOLIPASE 0.0225 0.7297 1
Loa Loa (eye worm) hypothetical protein 0.03 1 1
Loa Loa (eye worm) amidase 0.0027 0.0084 0.0084
Echinococcus granulosus glutamyl tRNAGln amidotransferase subunit A 0.0027 0.0084 0.0048
Plasmodium falciparum lysophospholipase, putative 0.0225 0.7297 1
Echinococcus multilocularis serotonin receptor 0.03 1 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.0996 0.0996
Echinococcus multilocularis musashi 0.0053 0.1032 0.1
Treponema pallidum aspartyl/glutamyl-tRNA amidotransferase subunit A 0.0027 0.0084 0.5
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0225 0.7297 0.5
Plasmodium falciparum lysophospholipase, putative 0.0225 0.7297 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0044 0.0711 0.0679
Loa Loa (eye worm) hypothetical protein 0.0053 0.1032 0.1032
Entamoeba histolytica hydrolase, alpha/beta fold family domain containing protein 0.0225 0.7297 0.5
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0028 0.0137 0.0137
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0027 0.0084 0.0048
Echinococcus multilocularis serotonin receptor 0.03 1 1
Wolbachia endosymbiont of Brugia malayi aspartyl/glutamyl-tRNA amidotransferase subunit A 0.0027 0.0084 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.0711 0.0633
Loa Loa (eye worm) hypothetical protein 0.0025 0.0021 0.0021
Trypanosoma brucei fatty-acid amide hydrolase, putative 0.0027 0.0084 0.0086
Loa Loa (eye worm) intermediate filament protein 0.0053 0.1032 0.1032
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0053 0.1032 0.1032
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0044 0.0711 0.0679
Brugia malayi Amidase family protein 0.0027 0.0084 0.0087
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0225 0.7297 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0026 0.0056 0.0056
Plasmodium falciparum glutamyl-tRNA(Gln) amidotransferase subunit A 0.0027 0.0084 0.0086
Trypanosoma brucei monoglyceride lipase, putative 0.0225 0.7297 1
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0223 0.7211 0.7201
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0225 0.7297 0.5
Plasmodium vivax glutamyl-tRNA(Gln) amidotransferase subunit A, putative 0.0027 0.0084 0.0086
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.0711 0.0633
Plasmodium vivax PST-A protein 0.0225 0.7297 1
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0044 0.0711 0.096
Schistosoma mansoni biogenic amine (5HT) receptor 0.03 1 1
Trichomonas vaginalis valacyclovir hydrolase, putative 0.0225 0.7297 0.5
Echinococcus granulosus fatty acid amide hydrolase 1 0.0223 0.7211 0.7201
Echinococcus multilocularis lamin 0.0053 0.1032 0.1
Onchocerca volvulus 0.0053 0.1032 0.5
Brugia malayi amidase 0.0223 0.7211 1
Echinococcus multilocularis lamin dm0 0.0053 0.1032 0.1
Trypanosoma brucei monoglyceride lipase, putative 0.0225 0.7297 1
Echinococcus multilocularis glutamyl tRNA(Gln) amidotransferase subunit A 0.0027 0.0084 0.0048
Onchocerca volvulus 0.0053 0.1032 0.5
Echinococcus granulosus fatty acid amide hydrolase 1 0.0027 0.0084 0.0048
Mycobacterium ulcerans lysophospholipase 0.0225 0.7297 1
Schistosoma mansoni fatty-acid amide hydrolase 0.0223 0.7211 0.7187
Brugia malayi Cytochrome P450 family protein 0.0026 0.0056 0.0048
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0044 0.0711 0.0679
Brugia malayi Intermediate filament tail domain containing protein 0.0053 0.1032 0.1405
Mycobacterium tuberculosis Possible lysophospholipase 0.0225 0.7297 1
Leishmania major monoglyceride lipase, putative 0.0225 0.7297 1
Chlamydia trachomatis glutamyl-tRNA(Gln) amidotransferase subunit A 0.0027 0.0084 0.5
Plasmodium falciparum lysophospholipase, putative 0.0225 0.7297 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.0711 0.0633
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0225 0.7297 0.5
Echinococcus granulosus intermediate filament protein 0.0053 0.1032 0.1
Trichomonas vaginalis conserved hypothetical protein 0.0225 0.7297 0.5
Schistosoma mansoni amidase 0.0223 0.7211 0.7187
Plasmodium falciparum esterase, putative 0.0225 0.7297 1
Trypanosoma cruzi monoglyceride lipase, putative 0.0225 0.7297 1
Trypanosoma cruzi amidase, putative 0.0027 0.0084 0.0086
Echinococcus granulosus fatty acid amide hydrolase 1 0.0223 0.7211 0.7201
Echinococcus granulosus lamin 0.0053 0.1032 0.1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0035 0.0035
Loa Loa (eye worm) amidase 0.0027 0.0084 0.0084
Toxoplasma gondii LsmAD domain-containing protein 0.0025 0.0021 0.5
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0225 0.7297 0.5
Schistosoma mansoni lamin 0.0053 0.1032 0.0956
Brugia malayi Amidase family protein 0.0027 0.0084 0.0087
Schistosoma mansoni intermediate filament proteins 0.0053 0.1032 0.0956
Entamoeba histolytica hydrolase, alpha/beta fold family domain containing protein 0.0225 0.7297 0.5
Loa Loa (eye worm) hypothetical protein 0.0223 0.7211 0.7211
Trichomonas vaginalis conserved hypothetical protein 0.0225 0.7297 0.5
Brugia malayi cytoplasmic intermediate filament protein 0.0028 0.0137 0.0162
Brugia malayi putative amidase 0.0027 0.0084 0.0087
Echinococcus granulosus lamin dm0 0.0053 0.1032 0.1
Leishmania major hypothetical protein, conserved 0.0027 0.0084 0.0086
Trypanosoma cruzi amidase, putative 0.0027 0.0084 0.0086
Loa Loa (eye worm) hypothetical protein 0.03 1 1
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0223 0.7211 0.7201
Mycobacterium ulcerans hypothetical protein 0.0225 0.7297 1
Schistosoma mansoni lamin 0.0053 0.1032 0.0956
Brugia malayi intermediate filament protein 0.0053 0.1032 0.1405
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0044 0.0711 0.0679
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0044 0.0711 0.0711

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = -7.16 Agonist activity at human 5HT1A receptor expressed in C6 cells assessed as stimulation of [35S]GTPgammaS binding ChEMBL. 17803293
ED50 (functional) = 3.8 mg kg-1 Induction of forepaw treading in orally dosed rat after 60 mins ChEMBL. 17803293
ED50 (functional) = 4.9 mg kg-1 Induction of flat body posture in orally dosed rat as after 60 mins ChEMBL. 17803293
Emax (functional) = 80.4 % Agonist activity at human 5HT1A receptor expressed in C6 cells assessed as stimulation of [35S]GTPgammaS binding relative to 5-hydroxytryptamine ChEMBL. 17803293
Emax (functional) = 80.4 % Agonist activity at human 5HT1A receptor expressed in C6 cells assessed as stimulation of [35S]GTPgammaS binding relative to 5-hydroxytryptamine ChEMBL. 17803293
Ki (binding) = 9.16 Binding affinity to 5HT1A receptor in rat cortex membrane ChEMBL. 17803293
Log EC50 (functional) = 7.16 Agonist activity at human 5HT1A receptor expressed in C6 cells assessed as stimulation of [35S]GTPgammaS binding ChEMBL. 17803293
pKa (binding) = 9.16 Binding affinity to 5HT1A receptor in rat cortex membrane ChEMBL. 17803293
Ratio (functional) = 1.3 Ratio of ED50 for forepaw treading induction in rat to ED50 for flat body posture induction in rat ChEMBL. 17803293

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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