Detailed information for compound 176855

Basic information

Technical information
  • TDR Targets ID: 176855
  • Name: 1-[(1S,2S)-1-(4-fluorophenyl)-1-hydroxypropan -2-yl]-4-phenylpiperidin-4-ol
  • MW: 329.408 | Formula: C20H24FNO2
  • H donors: 2 H acceptors: 2 LogP: 2.8 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc(cc1)[C@@H]([C@@H](N1CCC(CC1)(O)c1ccccc1)C)O
  • InChi: 1S/C20H24FNO2/c1-15(19(23)16-7-9-18(21)10-8-16)22-13-11-20(24,12-14-22)17-5-3-2-4-6-17/h2-10,15,19,23-24H,11-14H2,1H3/t15-,19+/m0/s1
  • InChiKey: OURAJRTXVWZEMA-HNAYVOBHSA-N  

Network

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Synonyms

  • 1-[(1S,2S)-2-(4-fluorophenyl)-2-hydroxy-1-methyl-ethyl]-4-phenyl-piperidin-4-ol
  • 1-[(1S,2S)-2-(4-fluorophenyl)-2-hydroxy-1-methylethyl]-4-phenyl-4-piperidinol
  • 1-[(1S,2S)-1-(4-fluorophenyl)-1-hydroxy-propan-2-yl]-4-phenyl-piperidin-4-ol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Adrenergic receptor alpha-1 Starlite/ChEMBL References
Rattus norvegicus Glutamate NMDA receptor Starlite/ChEMBL References

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
Schistosoma mansoni glutamate receptor NMDA 0.0059 0.0504 0.0546
Schistosoma mansoni hypothetical protein 0.0027 0.0113 0.0122
Plasmodium vivax lysine-specific histone demethylase 1, putative 0.0188 0.2107 1
Echinococcus multilocularis neuropeptide receptor A26 0.0465 0.5556 0.6012
Trypanosoma cruzi PAB1-binding protein , putative 0.0024 0.0076 0.0359
Schistosoma mansoni hypothetical protein 0.0297 0.3473 0.3758
Echinococcus multilocularis Peptidase M1, membrane alanine aminopeptidase, N terminal 0.0034 0.0191 0.0207
Echinococcus granulosus Ribosomal protein S1 RNA binding domain 0.0027 0.0113 0.0122
Toxoplasma gondii histone lysine-specific demethylase LSD1/BHC110/KDMA1A 0.0188 0.2107 1
Loa Loa (eye worm) hypothetical protein 0.0081 0.0777 0.0777
Loa Loa (eye worm) glutamate receptor 2 0.0059 0.0504 0.0504
Trypanosoma brucei Aminopeptidase M1, putative 0.0034 0.0191 1
Trypanosoma brucei Aminopeptidase M1, putative 0.0034 0.0191 1
Loa Loa (eye worm) hypothetical protein 0.0248 0.2864 0.2864
Plasmodium falciparum conserved Plasmodium protein, unknown function 0.0188 0.2107 1
Schistosoma mansoni ATP-binding cassette transporter 0.0059 0.0504 0.0546
Echinococcus granulosus glutamate NMDA receptor subunit 0.0059 0.0504 0.0546
Mycobacterium ulcerans dehydrogenase 0.0188 0.2107 0.2365
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0734 0.8907 1
Brugia malayi Glutamate receptor 1 precursor 0.0059 0.0504 0.0504
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0023 0.0053 0.0996
Treponema pallidum amino acid ABC transporter, periplasmic binding protein 0.007 0.0647 1
Echinococcus multilocularis importin subunit beta 1 0.0028 0.0118 0.0128
Plasmodium vivax hypothetical protein, conserved 0.0188 0.2107 1
Mycobacterium leprae PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO) 0.0188 0.2107 0.5
Echinococcus granulosus glutamate receptor ionotropic kainate 3 0.0027 0.0113 0.0122
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0022 0.0044 0.0047
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0034 0.0191 0.0207
Schistosoma mansoni glutamate receptor AMPA 0.0059 0.0504 0.0546
Trypanosoma cruzi Aminopeptidase M1, putative 0.0034 0.0191 0.0907
Plasmodium falciparum ataxin-2 like protein, putative 0.0024 0.0076 0.0359
Plasmodium falciparum importin beta, putative 0.0028 0.0118 0.0561
Trichomonas vaginalis importin beta-1, putative 0.0023 0.0053 0.0996
Echinococcus granulosus glutamate receptor 2 0.0073 0.0679 0.0735
Echinococcus granulosus neuropeptide receptor A26 0.0465 0.5556 0.6012
Schistosoma mansoni SWI/SNF complex-related 0.0061 0.0529 0.0572
Brugia malayi Importin beta-1 subunit 0.0028 0.0118 0.0118
Brugia malayi Peptidase family M1 containing protein 0.0115 0.1197 0.1197
Echinococcus granulosus snurportin 1 0.0297 0.3473 0.3758
Mycobacterium ulcerans aminopeptidase N PepN 0.0034 0.0191 0.0215
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0034 0.0191 0.0207
Loa Loa (eye worm) hypothetical protein 0.0022 0.0044 0.0044
Trypanosoma cruzi GTP-binding nuclear protein rtb2, putative 0.0021 0.0027 0.0127
Entamoeba histolytica hypothetical protein 0.0023 0.0053 0.0996
Mycobacterium tuberculosis Probable glutamine-binding lipoprotein GlnH (GLNBP) 0.007 0.0647 0.0984
Echinococcus multilocularis Ribosomal protein S1, RNA binding domain 0.0027 0.0113 0.0122
Echinococcus multilocularis 0.0188 0.2107 0.2279
Schistosoma mansoni glutamate receptor kainate 0.0059 0.0504 0.0546
Echinococcus granulosus geminin 0.0334 0.3924 0.4245
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0018 0 0.5
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0034 0.0191 0.0207
Echinococcus multilocularis glutamate receptor 2 0.0045 0.0338 0.0366
Echinococcus granulosus lysine specific histone demethylase 1A 0.0188 0.2107 0.2279
Trypanosoma brucei GTP-binding nuclear protein rtb2, putative 0.0021 0.0027 0.1398
Loa Loa (eye worm) glutamate receptor 1 0.0059 0.0504 0.0504
Loa Loa (eye worm) hypothetical protein 0.0146 0.1595 0.1595
Plasmodium falciparum lysine-specific histone demethylase 1, putative 0.0188 0.2107 1
Echinococcus multilocularis SWI:SNF complex subunit SMARCC2 0.0061 0.0529 0.0572
Trypanosoma brucei PAB1-binding protein , putative 0.0024 0.0076 0.3957
Toxoplasma gondii GTP-binding nuclear protein ran/tc4 0.0021 0.0027 0.0127
Trypanosoma cruzi importin beta-1 subunit, putative 0.0023 0.0053 0.025
Leishmania major hypothetical protein, conserved 0.0024 0.0076 0.0359
Schistosoma mansoni Lysine-specific histone demethylase 1 0.0761 0.9242 1
Echinococcus multilocularis snurportin 1 0.0297 0.3473 0.3758
Plasmodium falciparum ataxin-2 like protein, putative 0.0024 0.0076 0.0359
Echinococcus multilocularis glutamate receptor ionotropic kainate 0.0027 0.0113 0.0122
Onchocerca volvulus 0.0822 1 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0073 0.0679 0.0735
Brugia malayi Peptidase family M1 containing protein 0.0034 0.0191 0.0191
Treponema pallidum amino acid ABC transporter, periplasmic binding protein (hisJ) 0.007 0.0647 1
Loa Loa (eye worm) hypothetical protein 0.0061 0.0529 0.0529
Leishmania major UDP-galactopyranose mutase 0.0188 0.2107 1
Brugia malayi hypothetical protein 0.0034 0.0191 0.0191
Brugia malayi amine oxidase, flavin-containing family protein 0.0248 0.2864 0.2864
Echinococcus multilocularis NMDA receptor 0.0027 0.0113 0.0122
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0073 0.0679 0.0735
Schistosoma mansoni cytosol alanyl aminopeptidase (M01 family) 0.0034 0.0191 0.0207
Schistosoma mansoni glutamate receptor NMDA 0.0073 0.0679 0.0735
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.0387 0.0387
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0034 0.0191 0.0907
Loa Loa (eye worm) peptidase family M1 containing protein 0.0093 0.0925 0.0925
Trypanosoma brucei importin beta-1 subunit, putative 0.0028 0.0118 0.6188
Trichomonas vaginalis conserved hypothetical protein 0.0061 0.0529 1
Mycobacterium tuberculosis Conserved hypothetical protein 0.0188 0.2107 0.3205
Mycobacterium ulcerans glutamine-binding lipoprotein GlnH 0.007 0.0647 0.0726
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0034 0.0191 0.0207
Loa Loa (eye worm) aminopeptidase N 0.0034 0.0191 0.0191
Echinococcus multilocularis glutamate receptor subunit protein glur 0.0027 0.0113 0.0122
Schistosoma mansoni amine oxidase 0.0188 0.2107 0.2279
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0297 0.3473 0.3473
Trypanosoma cruzi UDP-galactopyranose mutase 0.0188 0.2107 1
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0034 0.0191 0.3612
Schistosoma mansoni ran 0.0021 0.0027 0.0029
Trypanosoma cruzi aminopeptidase, putative 0.0034 0.0191 0.0907
Plasmodium vivax importin-beta 2, putative 0.0028 0.0118 0.0561
Echinococcus granulosus glutamate receptor 2 0.0045 0.0338 0.0366
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0034 0.0191 0.0207
Schistosoma mansoni amine oxidase 0.0188 0.2107 0.2279
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0734 0.8907 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0073 0.0679 0.0735
Trichomonas vaginalis conserved hypothetical protein 0.0061 0.0529 1
Echinococcus granulosus lysine specific histone demethylase 1A 0.0761 0.9242 1
Brugia malayi RNA, U transporter 1 0.0079 0.0758 0.0758
Schistosoma mansoni family M1 non-peptidase homologue (M01 family) 0.0022 0.0044 0.0047
Loa Loa (eye worm) hypothetical protein 0.0761 0.9242 0.9242
Toxoplasma gondii HEAT repeat-containing protein 0.0028 0.0118 0.0561
Loa Loa (eye worm) hypothetical protein 0.0028 0.0118 0.0118
Giardia lamblia hypothetical protein 0.0061 0.0529 1
Loa Loa (eye worm) transcription factor SMAD2 0.0116 0.1212 0.1212
Loa Loa (eye worm) hypothetical protein 0.0188 0.2107 0.2107
Loa Loa (eye worm) GTP-binding nuclear protein RAN/TC4 0.0021 0.0027 0.0027
Brugia malayi hypothetical protein 0.0188 0.2107 0.2107
Plasmodium vivax ataxin-2 like protein, putative 0.0024 0.0076 0.0359
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0073 0.0679 0.0735
Entamoeba histolytica hypothetical protein 0.0061 0.0529 1
Toxoplasma gondii SWIRM domain-containing protein 0.0061 0.0529 0.2512
Schistosoma mansoni Protoporphyrinogen oxidase chloroplast/mitochondrial precursor 0.0188 0.2107 0.2279
Brugia malayi hypothetical protein 0.0146 0.1595 0.1595
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0034 0.0191 0.0207
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0098 0.0988 0.1069
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) 0.0546 0.6572 1
Entamoeba histolytica Ran family GTPase 0.0021 0.0027 0.0505
Trypanosoma cruzi PAB1-binding protein , putative 0.0024 0.0076 0.0359
Leishmania major GTP-binding protein, putative 0.0021 0.0027 0.0127
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0073 0.0679 0.0735
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0034 0.0191 0.0207
Brugia malayi SWIRM domain containing protein 0.0061 0.0529 0.0529
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0073 0.0679 0.0735
Entamoeba histolytica aminopeptidase, putative 0.0034 0.0191 0.3612
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0073 0.0679 0.0735
Mycobacterium tuberculosis Possible oxidoreductase 0.0188 0.2107 0.3205
Loa Loa (eye worm) hypothetical protein 0.0103 0.105 0.105
Mycobacterium ulcerans protoporphyrinogen oxidase 0.0188 0.2107 0.2365
Echinococcus granulosus neuropeptide s receptor 0.0465 0.5556 0.6012
Mycobacterium ulcerans monoamine oxidase 0.0188 0.2107 0.2365
Echinococcus multilocularis lysine specific histone demethylase 1A 0.0761 0.9242 1
Plasmodium falciparum GTP-binding nuclear protein RAN/TC4 0.0021 0.0027 0.0127
Echinococcus multilocularis protoporphyrinogen oxidase 0.0188 0.2107 0.2279
Brugia malayi GTP-binding nuclear protein RAN/TC4 0.0021 0.0027 0.0027
Plasmodium vivax protoporphyrinogen oxidase, putative 0.0188 0.2107 1
Trichomonas vaginalis ran, putative 0.0021 0.0027 0.0505
Plasmodium falciparum protoporphyrinogen oxidase 0.0188 0.2107 1
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0059 0.0504 0.0546
Trypanosoma cruzi UDP-galactopyranose mutase 0.0188 0.2107 1
Echinococcus multilocularis glutamate receptor 2 0.0073 0.0679 0.0735
Echinococcus granulosus glutamate receptor ionotropic kainate 0.0027 0.0113 0.0122
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0034 0.0191 0.0207
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0034 0.0191 0.3612
Mycobacterium ulcerans oxidoreductase 0.0188 0.2107 0.2365
Chlamydia trachomatis protoporphyrinogen oxidase 0.0188 0.2107 1
Echinococcus granulosus aminopeptidase N 0.0115 0.1197 0.1295
Giardia lamblia GTP-binding nuclear protein RAN/TC4 0.0021 0.0027 0.0505
Brugia malayi latrophilin 2 splice variant baaae 0.0034 0.0193 0.0193
Loa Loa (eye worm) hypothetical protein 0.0761 0.9242 0.9242
Plasmodium vivax hypothetical protein, conserved 0.0188 0.2107 1
Schistosoma mansoni importin beta-1 0.0028 0.0118 0.0128
Loa Loa (eye worm) hypothetical protein 0.0022 0.0044 0.0044
Schistosoma mansoni ran 0.0021 0.0027 0.0029
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0034 0.0191 0.0907
Entamoeba histolytica SWIRM domain protein 0.0061 0.0529 1
Trypanosoma brucei importin beta-1 subunit, putative 0.0028 0.0118 0.6188
Trypanosoma brucei metallo-peptidase, Clan MA(E) Family M1 0.0034 0.0191 1
Loa Loa (eye worm) hypothetical protein 0.0024 0.0076 0.0076
Echinococcus multilocularis geminin 0.0334 0.3924 0.4245
Schistosoma mansoni glutamate receptor kainate 0.0059 0.0504 0.0546
Loa Loa (eye worm) MH2 domain-containing protein 0.0116 0.1212 0.1212
Echinococcus multilocularis aminopeptidase N 0.0115 0.1197 0.1295
Echinococcus granulosus nmda type glutamate receptor 0.0098 0.0988 0.1069
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0073 0.0679 0.0735
Leishmania major importin beta-1 subunit, putative 0.0023 0.0053 0.025
Entamoeba histolytica SWIRM domain protein 0.0061 0.0529 1
Toxoplasma gondii LsmAD domain-containing protein 0.0024 0.0076 0.0359
Onchocerca volvulus 0.0146 0.1595 0.1431
Echinococcus granulosus glutamate receptor subunit protein glur 0.0027 0.0113 0.0122
Schistosoma mansoni hypothetical protein 0.0034 0.0193 0.0208
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0034 0.0191 0.0207
Toxoplasma gondii histone lysine-specific demethylase 0.0188 0.2107 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.0387 0.0387
Echinococcus multilocularis GTP binding nuclear protein Ran 0.0021 0.0027 0.0029
Loa Loa (eye worm) hypothetical protein 0.0034 0.0193 0.0193
Echinococcus multilocularis nmda type glutamate receptor 0.0098 0.0988 0.1069
Trypanosoma cruzi GTP-binding nuclear protein rtb2, putative 0.0021 0.0027 0.0127
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0023 0.0053 0.0996
Loa Loa (eye worm) hypothetical protein 0.0822 1 1
Echinococcus granulosus SWI:SNF complex subunit SMARCC2 0.0061 0.0529 0.0572
Brugia malayi MH2 domain containing protein 0.0116 0.1212 0.1212
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0034 0.0191 0.0907
Brugia malayi Glutamate receptor 2 precursor 0.0059 0.0504 0.0504
Echinococcus granulosus GTP binding nuclear protein Ran 0.0021 0.0027 0.0029
Echinococcus multilocularis glutamate receptor 2 0.0059 0.0504 0.0546
Plasmodium vivax GTP-binding nuclear protein RAN/TC4, putative 0.0021 0.0027 0.0127
Brugia malayi hypothetical protein 0.0024 0.0076 0.0076
Loa Loa (eye worm) hypothetical protein 0.0188 0.2107 0.2107
Onchocerca volvulus 0.0115 0.1197 0.1026
Trypanosoma cruzi metallo-peptidase, Clan MA(E) Family M1 0.0022 0.0044 0.0207
Echinococcus multilocularis neuropeptide s receptor 0.0465 0.5556 0.6012
Loa Loa (eye worm) hypothetical protein 0.0049 0.0387 0.0387
Schistosoma mansoni hypothetical protein 0.0334 0.3924 0.4245
Echinococcus granulosus importin subunit beta 1 0.0028 0.0118 0.0128
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.0387 0.0387
Schistosoma mansoni glutamate receptor AMPA 0.0059 0.0504 0.0546
Schistosoma mansoni glutamate receptor kainate 0.0059 0.0504 0.0546
Schistosoma mansoni hypothetical protein 0.0334 0.3924 0.4245
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0034 0.0191 0.0207

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) > 1000 nM In vitro inhibition of glutamate induced neuronal death in primary cultures of rat hippocampal neurons. ChEMBL. 7636876
IC50 (functional) > 1000 nM In vitro inhibition of glutamate induced neuronal death in primary cultures of rat hippocampal neurons. ChEMBL. 7636876
IC50 (binding) = 6900 nM In vitro binding affinity against Alpha-1 adrenergic receptor using [3H]-prazosin as radioligand ChEMBL. 7636876
IC50 (binding) = 6900 nM In vitro binding affinity against Alpha-1 adrenergic receptor using [3H]-prazosin as radioligand ChEMBL. 7636876
Selectivity ratio (binding) 0 Selectivity between protection against glutamate-induced neuronal damage and alpha 1 adrenergic affinity; Not significant ChEMBL. 7636876

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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