Detailed information for compound 219619

Basic information

Technical information
  • TDR Targets ID: 219619
  • Name: (1R,2R)-2-(1-methylspiro[2H-indole-3,4'-piper idine]-1'-yl)cyclohexan-1-ol
  • MW: 300.438 | Formula: C19H28N2O
  • H donors: 1 H acceptors: 1 LogP: 3.06 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: O[C@@H]1CCCC[C@H]1N1CCC2(CC1)CN(c1c2cccc1)C
  • InChi: 1S/C19H28N2O/c1-20-14-19(15-6-2-3-7-16(15)20)10-12-21(13-11-19)17-8-4-5-9-18(17)22/h2-3,6-7,17-18,22H,4-5,8-14H2,1H3/t17-,18-/m1/s1
  • InChiKey: NRCUGEUXKFLUED-QZTJIDSGSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (1R,2R)-2-(1-methylspiro[indoline-3,4'-piperidine]-1'-yl)cyclohexanol
  • (1R,2R)-2-(1-methyl-1'-spiro[indoline-3,4'-piperidine]yl)cyclohexanol
  • (1R,2R)-2-(1-methylspiro[indoline-3,4'-piperidine]-1'-yl)cyclohexan-1-ol
  • (1R,2R)-2-(1-methyl-1'-spiro[indoline-3,4'-piperidine]yl)-1-cyclohexanol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens sigma non-opioid intracellular receptor 1 Starlite/ChEMBL References
Homo sapiens solute carrier family 18 (vesicular acetylcholine transporter), member 3 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans sterol C8-C7 isomerase Get druggable targets OG5_131051 All targets in OG5_131051
Onchocerca volvulus Vesicular acetylcholine transporter homolog Get druggable targets OG5_133283 All targets in OG5_133283
Loa Loa (eye worm) hypothetical 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
Leishmania mexicana C-8 sterol isomerase-like protein 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
Schistosoma mansoni vesicular acetylcholine transporter Get druggable targets OG5_133283 All targets in OG5_133283
Trypanosoma brucei C-8 sterol isomerase, putative Get druggable targets OG5_131051 All targets in OG5_131051
Loa Loa (eye worm) vesicular acetylcholine transporter unc-17 Get druggable targets OG5_133283 All targets in OG5_133283
Leishmania braziliensis C-8 sterol isomerase-like protein Get druggable targets OG5_131051 All targets in OG5_131051
Brugia malayi vesicular acetylcholine transporter unc-17 Get druggable targets OG5_133283 All targets in OG5_133283
Candida albicans sterol C8-C7 isomerase Get druggable targets OG5_131051 All targets in OG5_131051
Echinococcus multilocularis vesicular acetylcholine transporter Get druggable targets OG5_133283 All targets in OG5_133283
Trypanosoma brucei gambiense 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
Brugia malayi ERG2 and Sigma1 receptor 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
Schistosoma japonicum ko:K08155 MFS transporter, DHA1 family, solute carrier family 18 (vesicular, putative Get druggable targets OG5_133283 All targets in OG5_133283
Echinococcus granulosus vesicular acetylcholine transporter Get druggable targets OG5_133283 All targets in OG5_133283
Trypanosoma congolense C-8 sterol isomerase, putative 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
Leishmania major C-8 sterol isomerase-like protein 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
Brugia malayi Abnormal catecholamine distribution protein 1 solute carrier family 18 (vesicular acetylcholine transporter), member 3 532 aa 504 aa 34.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0231 0.07
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.0028 0.0029
Loa Loa (eye worm) hypothetical protein 0.0445 0.5421 1
Schistosoma mansoni jumonji domain containing protein 0.0075 0.0615 0.1927
Trichomonas vaginalis chromobox protein, putative 0.0069 0.0536 0.2008
Trypanosoma brucei C-8 sterol isomerase, putative 0.0445 0.5421 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0231 0.0684
Echinococcus granulosus histone lysine methyltransferase setb 0.0029 0.0028 0.0045
Loa Loa (eye worm) hypothetical protein 0.0029 0.0028 0.0016
Brugia malayi Pre-SET motif family protein 0.0029 0.0028 0.0016
Brugia malayi ERG2 and Sigma1 receptor like protein 0.0445 0.5421 1
Echinococcus multilocularis jumonji domain containing protein 0.004 0.0165 0.0146
Loa Loa (eye worm) hypothetical protein 0.0227 0.2598 0.4774
Loa Loa (eye worm) jmjC domain-containing protein 0.0059 0.0416 0.0734
Loa Loa (eye worm) vesicular acetylcholine transporter unc-17 0.0267 0.3114 0.5729
Trypanosoma cruzi C-8 sterol isomerase, putative 0.0445 0.5421 0.5
Leishmania major C-8 sterol isomerase-like protein 0.0445 0.5421 0.5
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.0028 0.0029
Loa Loa (eye worm) hypothetical protein 0.0049 0.0285 0.0492
Plasmodium falciparum phd finger protein, putative 0.0029 0.0019 0.5
Echinococcus granulosus jumonji domain containing protein 0.004 0.0165 0.0487
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0041 0.0183 0.0531
Brugia malayi Pre-SET motif family protein 0.0205 0.2304 0.423
Onchocerca volvulus 0.0233 0.2671 0.857
Onchocerca volvulus 0.0041 0.0174 0.0499
Echinococcus multilocularis lysine specific demethylase 5A 0.0035 0.0098 0.0078
Loa Loa (eye worm) heterochromatin protein 1 0.0069 0.0536 0.0958
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0231 0.07
Echinococcus multilocularis chromobox protein 1 0.0069 0.0536 0.0518
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0231 0.0684
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0205 0.2304 0.423
Trichomonas vaginalis set domain proteins, putative 0.0233 0.2671 1
Trichomonas vaginalis chromobox protein, putative 0.0041 0.0183 0.0687
Onchocerca volvulus 0.003 0.0038 0.006
Trichomonas vaginalis chromobox protein, putative 0.0069 0.0536 0.2008
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.0028 0.0029
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0029 0.0028 1
Trichomonas vaginalis chromobox protein, putative 0.0041 0.0183 0.0687
Echinococcus granulosus peregrin 0.0029 0.0019 0.0017
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0231 0.0684
Echinococcus granulosus vesicular acetylcholine transporter 0.0267 0.3114 1
Schistosoma mansoni chromobox protein 0.0069 0.0536 0.1672
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0231 0.0212
Loa Loa (eye worm) jmjC domain-containing protein 0.0035 0.0098 0.0145
Echinococcus granulosus PHD finger protein rhinoceros 0.0029 0.0019 0.0017
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0094 0.0866 0.0849
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0045 0.0231 0.0392
Echinococcus granulosus chromobox protein 1 0.0069 0.0536 0.1685
Loa Loa (eye worm) hypothetical protein 0.0038 0.0146 0.0234
Plasmodium vivax SET domain protein, putative 0.0029 0.0028 1
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0094 0.0866 0.2749
Brugia malayi jmjC domain containing protein 0.0094 0.0866 0.1568
Brugia malayi Heterochromatin protein 1 0.0069 0.0536 0.0958
Loa Loa (eye worm) hypothetical protein 0.003 0.0038 0.0035
Schistosoma mansoni jumonji/arid domain-containing protein 0.0035 0.0098 0.0253
Onchocerca volvulus Vesicular acetylcholine transporter homolog 0.0267 0.3114 1
Trichomonas vaginalis conserved hypothetical protein 0.0038 0.0146 0.0545
Echinococcus multilocularis chromobox protein 1 0.0069 0.0536 0.0518
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0038 0.0146 0.0408
Brugia malayi vesicular acetylcholine transporter unc-17 0.0267 0.3114 0.5729
Echinococcus granulosus chromobox protein 1 0.0069 0.0536 0.1685
Schistosoma mansoni chromobox protein 0.0069 0.0536 0.1672
Schistosoma mansoni vesicular acetylcholine transporter 0.0267 0.3114 1
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0029 0.0028 0.0009
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0045 0.0231 0.0392
Giardia lamblia PHD finger protein 15 0.0029 0.0019 0.5
Brugia malayi jmjC domain containing protein 0.0035 0.0098 0.0145
Echinococcus granulosus lysine specific demethylase 5A 0.0035 0.0098 0.0269
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0041 0.0174 0.0499
Trichomonas vaginalis conserved hypothetical protein 0.0038 0.0146 0.0545
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0029 0.0028 0.0009
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0231 0.0212
Brugia malayi chromobox protein homolog 3 0.0038 0.0146 0.0234
Schistosoma mansoni jumonji/arid domain-containing protein 0.0035 0.0098 0.0253
Echinococcus multilocularis vesicular acetylcholine transporter 0.0267 0.3114 0.3101

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) nM Binding affinity of the compound for serotonin transporter was determined in rat cortical membrane. ChEMBL. 9397171
Ki (binding) nM Binding affinity for dopamine transporter was determined in rat striatal membrane. ChEMBL. 9397171
Ki (binding) 0 nM Binding affinity for dopamine transporter was determined in rat striatal membrane. ChEMBL. 9397171
Ki (binding) 0 nM Binding affinity of the compound for serotonin transporter was determined in rat cortical membrane. ChEMBL. 9397171
Ki (binding) = 74 nM Binding to vesicular acetylcholine transporter of torpedo synaptic vesicles ChEMBL. 9397171
Ki (binding) = 74 nM Binding to vesicular acetylcholine transporter of torpedo synaptic vesicles ChEMBL. 9397171
Ki (binding) = 286 nM Sigma-1 binding assay was done in guinea pig membranes by labelling the binding site with [3H]-(+)-pentazocine ChEMBL. 9397171
Ki (binding) = 286 nM Sigma-1 binding assay was done in guinea pig membranes by labelling the binding site with [3H]-(+)-pentazocine ChEMBL. 9397171
Ki (binding) = 357.3 nM Sigma 2 binding assay was done rat liver membrane,by labelling the binding site with [3H]-DTG (DuPont-NEN) in the presence of [3H]-(+)-pentazocine (100 nM) ChEMBL. 9397171
Ki (binding) > 1000 nM In vitro binding affinity for D2/D3 receptors in rat striatal homogenates by [125I]-NCQ298 displacement. ChEMBL. 9397171
Log Ki (binding) = 1.87 Displacement of [3H]vesamicol from VAChT receptor in torpedo electrical organ synaptic vesicle ChEMBL. 18324757

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

2 literature references were collected for this gene.

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