Detailed information for compound 274268

Basic information

Technical information
  • TDR Targets ID: 274268
  • Name: (1S,2R)-8-methoxy-1-prop-2-enyl-N-propyl-1,2, 3,4-tetrahydronaphthalen-2-amine
  • MW: 259.386 | Formula: C17H25NO
  • H donors: 1 H acceptors: 0 LogP: 3.97 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCN[C@@H]1CCc2c([C@@H]1CC=C)c(OC)ccc2
  • InChi: 1S/C17H25NO/c1-4-7-14-15(18-12-5-2)11-10-13-8-6-9-16(19-3)17(13)14/h4,6,8-9,14-15,18H,1,5,7,10-12H2,2-3H3/t14-,15-/m1/s1
  • InChiKey: HKUCUKPHAGKGSJ-HUUCEWRRSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (1S,2R)-1-allyl-8-methoxy-N-propyl-tetralin-2-amine
  • (1S,2R)-1-allyl-8-methoxy-N-propyl-2-tetralinamine
  • [(1S,2R)-1-allyl-8-methoxy-tetralin-2-yl]-propyl-amine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
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 granulosus biogenic amine 5HT receptor 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 multilocularis serotonin 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
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
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
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
Toxoplasma gondii aspartyl protease 0.0217 0.0351 0.4757
Echinococcus granulosus cathepsin d lysosomal aspartyl protease 0.0217 0.0351 0.1103
Schistosoma mansoni phosphoglucomutase 0.023 0.0375 0.0375
Onchocerca volvulus 0.0217 0.0351 0.934
Echinococcus granulosus ribonuclease H1 0.023 0.0375 0.1178
Plasmodium falciparum plasmepsin VI 0.0217 0.0351 1
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0217 0.0351 0.0351
Brugia malayi aspartic protease BmAsp-1, identical 0.0217 0.0351 0.934
Loa Loa (eye worm) aspartic protease BmAsp-2 0.0217 0.0351 1
Toxoplasma gondii ribonuclease HI protein 0.023 0.0375 0.5081
Schistosoma mansoni phosphoglucomutase 0.023 0.0375 0.0375
Plasmodium falciparum plasmepsin II 0.0217 0.0351 1
Echinococcus multilocularis folate receptor beta 0.1728 0.3166 1
Schistosoma mansoni ectonucleotide pyrophosphatase/phosphodiesterase 0.0035 0.0013 0.0013
Mycobacterium ulcerans phosphoribosylamine--glycine ligase 0.0773 0.1387 1
Brugia malayi hypothetical protein 0.0217 0.0351 0.934
Brugia malayi Pepsin A precursor 0.0217 0.0351 0.934
Plasmodium falciparum plasmepsin V 0.0217 0.0351 1
Echinococcus granulosus ectonucleotide pyrophosphatase:phosphodiesterase 0.0035 0.0013 0.0032
Brugia malayi hypothetical protein 0.0217 0.0351 0.934
Echinococcus multilocularis ectonucleotide pyrophosphatase:phosphodiesterase 0.0035 0.0013 0.0032
Plasmodium vivax aspartyl protease, putative 0.0217 0.0351 1
Toxoplasma gondii eukaryotic aspartyl protease superfamily protein 0.0217 0.0351 0.4757
Echinococcus granulosus ectonucleotide pyrophosphatase:phosphodiesterase 0.0035 0.0013 0.0032
Loa Loa (eye worm) hypothetical protein 0.0217 0.0351 1
Mycobacterium tuberculosis Phosphoribosylformylglycinamidine synthase II PurL (FGAM synthase II) 0.0058 0.0055 0.2085
Echinococcus multilocularis ectonucleotide pyrophosphatase:phosphodiesterase 0.0035 0.0013 0.0032
Echinococcus multilocularis ectonucleotide pyrophosphatase:phosphodiesterase 0.0035 0.0013 0.0032
Trypanosoma cruzi ribonuclease H1, putative 0.023 0.0375 1
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLFORMYLGLYCINAMIDINE CYCLO-LIGASE PURM (AIRS) (PHOSPHORIBOSYL-AMINOIMIDAZOLE SYNTHETASE) (AIR SYNTHASE) 0.0171 0.0265 0.1841
Echinococcus multilocularis ectonucleotide pyrophosphatase:phosphodiesterase 0.0035 0.0013 0.0032
Onchocerca volvulus 0.0076 0.0088 0.2082
Plasmodium vivax plasmepsin V, putative 0.0217 0.0351 1
Onchocerca volvulus 0.0217 0.0351 0.934
Echinococcus multilocularis 0.0058 0.0055 0.0167
Plasmodium falciparum plasmepsin VIII, putative 0.0217 0.0351 1
Schistosoma mansoni cathepsin D (A01 family) 0.0217 0.0351 0.0351
Loa Loa (eye worm) aspartic protease BmAsp-1 0.0217 0.0351 1
Wolbachia endosymbiont of Brugia malayi phosphoribosylamine--glycine ligase 0.0773 0.1387 1
Echinococcus multilocularis serotonin receptor 0.015 0.0227 0.0709
Schistosoma mansoni hypothetical protein 0.0861 0.1551 0.1551
Wolbachia endosymbiont of Brugia malayi ribonuclease HI 0.023 0.0375 0.2708
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0217 0.0351 0.0351
Loa Loa (eye worm) hypothetical protein 0.015 0.0227 0.6429
Loa Loa (eye worm) hypothetical protein 0.0217 0.0351 1
Brugia malayi Eukaryotic aspartyl protease family protein 0.0217 0.0351 0.934
Trypanosoma cruzi ribonuclease H1, putative 0.023 0.0375 1
Loa Loa (eye worm) hypothetical protein 0.015 0.0227 0.6429
Echinococcus granulosus ectonucleotide pyrophosphatase:phosphodiesterase 0.0035 0.0013 0.0032
Toxoplasma gondii hypothetical protein 0.0425 0.0739 1
Echinococcus granulosus folate receptor beta 0.1728 0.3166 1
Trypanosoma brucei RNA helicase, putative 0.0861 0.1551 1
Plasmodium falciparum plasmepsin IX 0.0217 0.0351 1
Giardia lamblia Ribonuclease H 0.023 0.0375 0.5
Schistosoma mansoni ectonucleotide pyrophosphatase/phosphodiesterase 0.0035 0.0013 0.0013
Chlamydia trachomatis methionyl tRNAformyltransferase 0.0028 0 0.5
Trypanosoma brucei ingi protein (ORF1) 0.0249 0.0412 0.2654
Schistosoma mansoni selinide water dikinase 0.0058 0.0055 0.0055
Loa Loa (eye worm) thrombospondin type 1 domain-containing protein 0.0076 0.0088 0.2457
Schistosoma mansoni cathepsin D (A01 family) 0.0217 0.0351 0.0351
Schistosoma mansoni phosphoglucomutase 0.023 0.0375 0.0375
Mycobacterium ulcerans thiamine monophosphate kinase 0.0035 0.0012 0.0089
Echinococcus granulosus ectonucleotide pyrophosphatase:phosphodiesterase 0.0035 0.0013 0.0032
Loa Loa (eye worm) hypothetical protein 0.0217 0.0351 1
Toxoplasma gondii aspartyl proteinase (eimepsin), putative 0.0217 0.0351 0.4757
Loa Loa (eye worm) hypothetical protein 0.0035 0.0013 0.0294
Echinococcus granulosus biogenic amine 5HT receptor 0.015 0.0227 0.0709
Brugia malayi RNase H family protein 0.023 0.0375 1
Brugia malayi RNase H family protein 0.023 0.0375 1
Trypanosoma brucei ingi protein (ORF1) 0.0249 0.0412 0.2654
Echinococcus multilocularis ribonuclease H1 0.023 0.0375 0.1178
Trypanosoma brucei hypothetical protein, conserved 0.0249 0.0412 0.2654
Echinococcus multilocularis ectonucleotide pyrophosphatase:phosphodiesterase 0.0035 0.0013 0.0032
Trypanosoma cruzi selenophosphate synthetase, putative 0.0058 0.0055 0.1474
Echinococcus granulosus ectonucleotide pyrophosphatase:phosphodiesterase 0.0035 0.0013 0.0032
Echinococcus multilocularis ectonucleotide pyrophosphatase:phosphodiesterase 0.0035 0.0013 0.0032
Mycobacterium ulcerans phosphoribosylaminoimidazole synthetase 0.0171 0.0265 0.1914
Plasmodium vivax aspartyl protease, putative 0.0217 0.0351 1
Onchocerca volvulus Ribonuclease H1 homolog 0.023 0.0375 1
Plasmodium falciparum plasmepsin IV 0.0217 0.0351 1
Schistosoma mansoni ectonucleotide pyrophosphatase/phosphodiesterase 0.0035 0.0013 0.0013
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0217 0.0351 0.0351
Echinococcus granulosus selenide water dikinase 0.0058 0.0055 0.0167
Loa Loa (eye worm) selenium donor protein 0.0058 0.0055 0.151
Onchocerca volvulus 0.0171 0.0265 0.6964
Brugia malayi Thrombospondin type 1 domain containing protein 0.0076 0.0088 0.2082
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0217 0.0351 0.0351
Schistosoma mansoni ectonucleotide pyrophosphatase/phosphodiesterase 0.0035 0.0013 0.0013
Trypanosoma brucei retrotransposon hot spot protein 4 (RHS4), interrupted 0.0249 0.0412 0.2654
Trichomonas vaginalis ribonuclease H1, putative 0.023 0.0375 1
Schistosoma mansoni hypothetical protein 0.0076 0.0088 0.0088
Trypanosoma brucei ribonuclease H1 0.023 0.0375 0.242
Loa Loa (eye worm) hypothetical protein 0.0035 0.0013 0.0294
Toxoplasma gondii selenide, water dikinase 0.0058 0.0055 0.0749
Wolbachia endosymbiont of Brugia malayi phosphoribosylformylglycinamidine synthase domain-containing protein 0.0058 0.0055 0.0399
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0217 0.0351 0.0351
Plasmodium falciparum plasmepsin III 0.0217 0.0351 1
Mycobacterium tuberculosis Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) 0.0171 0.0265 1
Echinococcus multilocularis serotonin receptor 0.015 0.0227 0.0709
Mycobacterium tuberculosis Probable phosphoribosylamine--glycine ligase PurD (GARS) (glycinamide ribonucleotide synthetase) (phosphoribosylglycinamide synt 0.0113 0.0158 0.5947
Trypanosoma brucei unspecified product 0.0249 0.0412 0.2654
Brugia malayi selenium donor protein 0.0058 0.0055 0.117
Brugia malayi aspartic protease BmAsp-2, identical 0.0217 0.0351 0.934
Plasmodium falciparum plasmepsin VII 0.0217 0.0351 1
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0217 0.0351 0.0351
Schistosoma mansoni biogenic amine (5HT) receptor 0.015 0.0227 0.0227
Toxoplasma gondii aspartyl protease ASP1 0.0217 0.0351 0.4757
Trypanosoma brucei Selenophosphate synthetase 2 0.0058 0.0055 0.0357
Toxoplasma gondii aspartyl protease ASP3 0.0217 0.0351 0.4757
Loa Loa (eye worm) hypothetical protein 0.0035 0.0013 0.0294
Plasmodium vivax aspartyl protease, putative 0.0217 0.0351 1
Plasmodium falciparum plasmepsin I 0.0217 0.0351 1
Trypanosoma cruzi selenophosphate synthetase, putative 0.0058 0.0055 0.1474
Leishmania major ribonuclease H1, putative 0.023 0.0375 1
Plasmodium falciparum selenide water dikinase, putative 0.0058 0.0055 0.1574
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0217 0.0351 0.0351
Brugia malayi RNase H family protein 0.023 0.0375 1
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0217 0.0351 0.0351
Treponema pallidum ribonuclease H (rnhA) 0.023 0.0375 1
Mycobacterium ulcerans phosphoribosylformylglycinamidine synthase II 0.0058 0.0055 0.0399
Mycobacterium leprae PHOSPHORIBOSYLFORMYLGLYCINAMIDINE SYNTHASE II PURL (FGAM SYNTHASE II) 0.0058 0.0055 0.0313
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT 0.0773 0.1387 1
Plasmodium falciparum plasmepsin X 0.0217 0.0351 1
Plasmodium vivax aspartyl proteinase, putative 0.0217 0.0351 1
Loa Loa (eye worm) aspartyl protease 6 0.0217 0.0351 1
Schistosoma mansoni subfamily A1A unassigned peptidase (A01 family) 0.0217 0.0351 0.0351
Wolbachia endosymbiont of Brugia malayi phosphoribosylaminoimidazole synthetase 0.0171 0.0265 0.1914
Leishmania major selenophosphate synthetase, putative 0.0058 0.0055 0.1474
Plasmodium vivax aspartyl proteinase, putative 0.0217 0.0351 1
Echinococcus multilocularis cathepsin d (lysosomal aspartyl protease) 0.0217 0.0351 0.1103
Plasmodium vivax plasmepsin IV, putative 0.0217 0.0351 1
Plasmodium vivax selenophosphate synthetase, putative 0.0058 0.0055 0.1574
Onchocerca volvulus 0.0136 0.0201 0.5183

Activities

Activity type Activity value Assay description Source Reference
BP (functional) = 85 % Dose of the compound on arterial blood pressure (BP) in anesthetized cat ChEMBL. 8459396
Change (functional) = -50 % Effect of the compound on the synthesis rate of 5 HTP accumulation at the dose of 3.4 micromol/kg in the rat ventral limbic brain region ChEMBL. 8459396
Change (functional) = 2.2 % Effect of the compound on the synthesis rate of dopamine (DOPA) accumulation at the dose of 3.4 micromol/kg in the rat ventral limbic brain region ChEMBL. 8459396
ED50 (functional) = 0.27 uM kg-1 Dose at which the SND has been reduced to 50% of the pretreatment value ChEMBL. 8459396
ED50 (functional) = 3.4 uM kg-1 In vivo effective dose administered subcutaneously in mouse hypothermia assay. ChEMBL. 8459396
ED50 (functional) = 3.4 uM kg-1 In vivo effective dose administered subcutaneously in mouse hypothermia assay. ChEMBL. 8459396
ED50 (functional) = 78 uM kg-1 Tested in vivo for the effective dose administered orally in mouse hypothermia assay ChEMBL. 8459396
ED50 (functional) = 78 uM kg-1 Tested in vivo for the effective dose administered orally in mouse hypothermia assay ChEMBL. 8459396
Ki (binding) = 1.8 nM In vivo binding affinity towards [3H]-8-OH-DPAT-labeled 5-hydroxytryptamine 1A receptor sites in bovine hippocampus. ChEMBL. 8459396
Ki (binding) = 1.8 nM In vivo binding affinity towards [3H]-8-OH-DPAT-labeled 5-hydroxytryptamine 1A receptor sites in bovine hippocampus. ChEMBL. 8459396
Max decrease (functional) = 10 Maximum decrease of the compound observed ChEMBL. 8459396
Max decrease (functional) = 57 Maximum decrease of the compound on arterial blood pressure at 1 mg/kg ChEMBL. 8459396
TMP.decrease (functional) = 6 degrees F Tested in vivo for the maximum temperature decrease in mouse hypothermia assay. ChEMBL. 8459396
TMP.decrease (functional) = 6 degrees F Tested in vivo for the maximum temperature decrease in mouse hypothermia assay. ChEMBL. 8459396
TMP.decrease (functional) = 7.6 degrees F Tested in vivo for the maximum temperature decrease in mouse hypothermia assay. ChEMBL. 8459396
TMP.decrease (functional) = 7.6 degrees F Tested in vivo for the maximum temperature decrease in mouse hypothermia assay. ChEMBL. 8459396

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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