Detailed information for compound 165845

Basic information

Technical information
  • TDR Targets ID: 165845
  • Name: (1S,2S)-2-(2-aminoethyl)-N,N-diethyl-1-phenyl cyclopropane-1-carboxamide
  • MW: 260.375 | Formula: C16H24N2O
  • H donors: 1 H acceptors: 1 LogP: 1.71 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: NCC[C@@H]1C[C@]1(c1ccccc1)C(=O)N(CC)CC
  • InChi: 1S/C16H24N2O/c1-3-18(4-2)15(19)16(12-14(16)10-11-17)13-8-6-5-7-9-13/h5-9,14H,3-4,10-12,17H2,1-2H3/t14-,16-/m1/s1
  • InChiKey: BCYFXXBJXYINKA-GDBMZVCRSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (1S,2S)-2-(2-aminoethyl)-N,N-diethyl-1-phenyl-cyclopropanecarboxamide
  • (1S,2S)-2-(2-aminoethyl)-N,N-diethyl-1-phenylcyclopropanecarboxamide
  • (1S,2S)-2-(2-azanylethyl)-N,N-diethyl-1-phenyl-cyclopropane-1-carboxamide
  • (1S,2S)-2-(2-aminoethyl)-N,N-diethyl-1-phenyl-cyclopropane-1-carboxamide
  • (1S,2S)-2-(2-aminoethyl)-N,N-diethyl-1-phenyl-1-cyclopropanecarboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
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
Chlamydia trachomatis Na(+)-translocating NADH-quinone reductase subunit F 0.007 0.0781 0.1297
Brugia malayi Cytochrome b5-like Heme/Steroid binding domain containing protein 0.007 0.0781 0.0781
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0115 0.1541 0.1541
Trypanosoma brucei S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative 0.0235 0.3577 0.3033
Schistosoma mansoni voltage-gated potassium channel 0.0125 0.172 0.172
Trichomonas vaginalis NADPH cytochrome P450, putative 0.0235 0.3577 0.252
Schistosoma mansoni 5-methyl tetrahydrofolate-homocysteine methyltransferase reductase 0.0379 0.6021 0.6021
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.0613 1 1
Brugia malayi FAD binding domain containing protein 0.0379 0.6021 0.6021
Entamoeba histolytica type A flavoprotein, putative 0.0235 0.3577 0.5
Trypanosoma cruzi NADPH-dependent FMN/FAD containing oxidoreductase, putative 0.0613 1 1
Echinococcus multilocularis NADPH cytochrome P450 reductase 0.0613 1 1
Toxoplasma gondii flavodoxin domain-containing protein 0.0304 0.476 1
Giardia lamblia Nitric oxide synthase, inducible 0.0544 0.8817 1
Loa Loa (eye worm) diaphorase 0.007 0.0781 0.0781
Giardia lamblia Hypothetical protein 0.0544 0.8817 1
Plasmodium falciparum S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative 0.0235 0.3577 0.3033
Mycobacterium tuberculosis Hypothetical oxidoreductase 0.007 0.0781 0.5
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0115 0.1541 0.1541
Trichomonas vaginalis NADPH cytochrome P450, putative 0.0235 0.3577 0.252
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0613 1 1
Brugia malayi FAD binding domain containing protein 0.0613 1 1
Mycobacterium tuberculosis Probable monooxygenase 0.007 0.0781 0.5
Brugia malayi diaphorase 0.007 0.0781 0.0781
Loa Loa (eye worm) cytochrome b5 reductase 4 0.007 0.0781 0.0781
Trichomonas vaginalis NADPH cytochrome P450, putative 0.0235 0.3577 0.252
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0033 0.0161 0.0161
Loa Loa (eye worm) hypothetical protein 0.0613 1 1
Mycobacterium ulcerans formate dehydrogenase H FdhF 0.0613 1 1
Leishmania major p450 reductase, putative 0.0613 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0125 0.172 0.172
Loa Loa (eye worm) FAD binding domain-containing protein 0.0613 1 1
Echinococcus multilocularis NADPH dependent diflavin oxidoreductase 1 0.0613 1 1
Brugia malayi flavodoxin family protein 0.0235 0.3577 0.3577
Trypanosoma cruzi Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative 0.0235 0.3577 0.3033
Trypanosoma cruzi NADPH--cytochrome P450 reductase, putative 0.0235 0.3577 0.3033
Trypanosoma cruzi p450 reductase, putative 0.0613 1 1
Echinococcus multilocularis voltage gated potassium channel 0.0033 0.0161 0.0161
Schistosoma mansoni voltage-gated potassium channel 0.0033 0.0161 0.0161
Echinococcus multilocularis cytochrome b5 reductase 4 0.007 0.0781 0.0781
Leishmania major cytochrome P450 reductase, putative 0.0544 0.8817 0.8717
Plasmodium vivax hypothetical protein, conserved 0.0235 0.3577 0.3033
Plasmodium vivax flavodoxin domain containing protein 0.0544 0.8817 0.8717
Echinococcus granulosus NADPH dependent diflavin oxidoreductase 1 0.0613 1 1
Echinococcus granulosus methionine synthase reductase 0.0379 0.6021 0.6021
Echinococcus granulosus cytochrome b5 reductase 4 0.007 0.0781 0.0781
Trichomonas vaginalis sulfite reductase, putative 0.0613 1 1
Trypanosoma brucei NADPH-cytochrome p450 reductase, putative 0.0613 1 1
Trypanosoma brucei NADPH-dependent diflavin oxidoreductase 1 0.0613 1 1
Schistosoma mansoni NADH-cytochrome B5 reductase 0.007 0.0781 0.0781
Echinococcus multilocularis methionine synthase reductase 0.0379 0.6021 0.6021
Echinococcus multilocularis nmda type glutamate receptor 0.0032 0.014 0.014
Echinococcus granulosus nmda type glutamate receptor 0.0032 0.014 0.014
Mycobacterium tuberculosis Possible oxygenase 0.007 0.0781 0.5
Entamoeba histolytica type A flavoprotein, putative 0.0235 0.3577 0.5
Plasmodium falciparum nitric oxide synthase, putative 0.0613 1 1
Echinococcus granulosus voltage gated potassium channel 0.0033 0.0161 0.0161
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0115 0.1541 0.1541
Loa Loa (eye worm) flavodoxin family protein 0.0235 0.3577 0.3577
Chlamydia trachomatis sulfite reductase 0.0379 0.6021 1
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0613 1 1
Echinococcus granulosus NADH cytochrome b5 reductase 3 0.007 0.0781 0.0781
Loa Loa (eye worm) hypothetical protein 0.0033 0.0161 0.0161
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.0613 1 1
Toxoplasma gondii flavodoxin domain-containing protein 0.0304 0.476 1
Entamoeba histolytica type A flavoprotein, putative 0.0235 0.3577 0.5
Trypanosoma cruzi Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative 0.0235 0.3577 0.3033
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0613 1 1
Schistosoma mansoni cytochrome B5 0.007 0.0781 0.0781
Treponema pallidum flavodoxin 0.0235 0.3577 1
Plasmodium falciparum NADPH--cytochrome P450 reductase, putative 0.0235 0.3577 0.3033
Schistosoma mansoni diflavin oxidoreductase 0.0304 0.476 0.476
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0033 0.0161 0.0161
Schistosoma mansoni NADPH flavin oxidoreductase 0.0309 0.4839 0.4839
Trichomonas vaginalis NADPH cytochrome P450, putative 0.0235 0.3577 0.252
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0613 1 1
Schistosoma mansoni cytochrome P450 reductase 0.0613 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0033 0.0161 0.0161
Mycobacterium tuberculosis Possible electron transfer protein FdxB 0.007 0.0781 0.5
Entamoeba histolytica type A flavoprotein, putative 0.0235 0.3577 0.5
Mycobacterium tuberculosis Probable oxidoreductase 0.007 0.0781 0.5
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0033 0.0161 0.0161
Echinococcus granulosus cytochrome b5 reductase 4 0.007 0.0781 0.0781
Onchocerca volvulus 0.007 0.0781 1
Trichomonas vaginalis NADPH fad oxidoreductase, putative 0.0544 0.8817 0.8623
Entamoeba histolytica type A flavoprotein, putative 0.0235 0.3577 0.5
Echinococcus multilocularis NADH cytochrome b5 reductase 3 0.007 0.0781 0.0781
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0115 0.1541 0.1541
Loa Loa (eye worm) hypothetical protein 0.0099 0.1285 0.1285
Loa Loa (eye worm) FAD binding domain-containing protein 0.0379 0.6021 0.6021
Echinococcus granulosus NADPH cytochrome P450 reductase 0.0613 1 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0032 0.014 0.014
Leishmania major hypothetical protein, conserved 0.0235 0.3577 0.3033

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 10 uM Inhibition of [3H]-MK-801 binding to NMDA receptor of rat cerebral cortical synaptic membrane ChEMBL. 7636857
IC50 (binding) = 10 uM Inhibition of [3H]-MK-801 binding to NMDA receptor of rat cerebral cortical synaptic membrane ChEMBL. 7636857
Protection (functional) = 20 % Percentage protection against NMDA-induced lethality in mice by the compound at 40 mg/Kg administered ip 60 mins before iv administration of NMDA in the lethal dose of 90 mg/Kg. ChEMBL. 7636857
Protection (functional) = 20 % Percentage protection against NMDA-induced lethality in mice by the compound at 40 mg/Kg administered ip 60 mins before iv administration of NMDA in the lethal dose of 90 mg/Kg. ChEMBL. 7636857
Protection (functional) = 30 % Percentage protection against NMDA-induced lethality in mice by the compound at 20 mg/Kg administered ip 60 mins before iv administration of NMDA in the lethal dose of 90 mg/Kg. ChEMBL. 7636857
Protection (functional) = 30 % Percentage protection against NMDA-induced lethality in mice by the compound at 20 mg/Kg administered ip 60 mins before iv administration of NMDA in the lethal dose of 90 mg/Kg. ChEMBL. 7636857

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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