Detailed information for compound 267419

Basic information

Technical information
  • TDR Targets ID: 267419
  • Name: 5-chloro-N-propyl-N-pyridin-4-ylindol-1-amine
  • MW: 285.771 | Formula: C16H16ClN3
  • H donors: 0 H acceptors: 1 LogP: 4.57 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCN(n1ccc2c1ccc(c2)Cl)c1ccncc1
  • InChi: 1S/C16H16ClN3/c1-2-10-19(15-5-8-18-9-6-15)20-11-7-13-12-14(17)3-4-16(13)20/h3-9,11-12H,2,10H2,1H3
  • InChiKey: HQWVGYBVUZNQFB-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5-chloro-N-propyl-N-(4-pyridyl)indol-1-amine
  • 5-chloro-N-propyl-N-(4-pyridyl)-1-indolamine
  • 5-chloro-N-propyl-N-pyridin-4-yl-indol-1-amine
  • (5-chloroindol-1-yl)-propyl-(4-pyridyl)amine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Muscarinic acetylcholine receptor Starlite/ChEMBL References
Homo sapiens solute carrier family 6 (neurotransmitter transporter), member 2 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) solute carrier family 6 member 4 Get druggable targets OG5_128364 All targets in OG5_128364
Brugia malayi Sodium:neurotransmitter symporter family protein Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum IPR000175,Sodium:neurotransmitter symporter,domain-containing Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) serotonin transporter b Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent noradrenaline transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus multilocularis serotonin transporter Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Treponema pallidum sodium- and chloride- dependent transporter Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) norepinephrine transporter Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus granulosus serotonin transporter Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma mansoni sodium/chloride dependent transporter Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Onchocerca volvulus Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum ko:K05336 solute carrier family 6 (neurotransmitter transporter), invertebrate, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma mansoni norepinephrine/norepinephrine transporter Get druggable targets OG5_128364 All targets in OG5_128364
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus alpha 1A adrenergic receptor Muscarinic acetylcholine receptor   466 aa 459 aa 20.0 %
Schistosoma mansoni biogenic amine receptor Muscarinic acetylcholine receptor   466 aa 484 aa 24.4 %
Echinococcus granulosus g protein coupled receptor Muscarinic acetylcholine receptor   466 aa 480 aa 18.5 %
Schistosoma mansoni biogenic amine receptor Muscarinic acetylcholine receptor   466 aa 463 aa 24.2 %
Loa Loa (eye worm) TYRA-2 protein Muscarinic acetylcholine receptor   466 aa 497 aa 24.7 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Muscarinic acetylcholine receptor   466 aa 493 aa 34.7 %
Onchocerca volvulus Muscarinic acetylcholine receptor   466 aa 472 aa 24.6 %
Schistosoma japonicum Octopamine receptor 1, putative Muscarinic acetylcholine receptor   466 aa 412 aa 22.6 %
Echinococcus multilocularis alpha 1A adrenergic receptor Muscarinic acetylcholine receptor   466 aa 459 aa 21.1 %
Schistosoma mansoni growth hormone secretagogue receptor Muscarinic acetylcholine receptor   466 aa 462 aa 19.9 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Muscarinic acetylcholine receptor   466 aa 510 aa 29.8 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Muscarinic acetylcholine receptor   466 aa 505 aa 26.9 %
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) Muscarinic acetylcholine receptor   466 aa 461 aa 26.0 %
Schistosoma japonicum Octopamine receptor, putative Muscarinic acetylcholine receptor   466 aa 462 aa 26.8 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Muscarinic acetylcholine receptor   466 aa 461 aa 23.9 %
Brugia malayi Sodium:neurotransmitter symporter family protein solute carrier family 6 (neurotransmitter transporter), member 2 617 aa 638 aa 32.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni sodium/chloride dependent transporter 0.0019 0.0862 0.0862
Brugia malayi glutathione reductase 0.0062 0.5221 0.5221
Brugia malayi pregnancy-associated plasma protein-A 0.0051 0.4084 0.4084
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0021 0.1152 0.1152
Plasmodium falciparum glutathione reductase 0.0021 0.1152 0.0664
Echinococcus multilocularis c4b binding protein beta chain 0.0051 0.4084 0.4084
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0019 0.0862 0.0862
Loa Loa (eye worm) glutathione reductase 0.0062 0.5221 0.5221
Toxoplasma gondii NADPH-glutathione reductase 0.0021 0.1152 0.0664
Loa Loa (eye worm) hypothetical protein 0.0019 0.0862 0.0862
Leishmania major trypanothione reductase 0.0062 0.5221 1
Loa Loa (eye worm) hypothetical protein 0.0051 0.4084 0.4084
Loa Loa (eye worm) hypothetical protein 0.0051 0.4084 0.4084
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0109 1 1
Loa Loa (eye worm) hypothetical protein 0.0051 0.4084 0.4084
Onchocerca volvulus 0.0019 0.0862 0.0862
Trypanosoma brucei trypanothione reductase 0.0062 0.5221 1
Plasmodium falciparum apical sushi protein 0.0051 0.4084 0.7391
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0019 0.0862 0.0862
Treponema pallidum sodium- and chloride- dependent transporter 0.0109 1 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0021 0.1152 0.5
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0019 0.0862 0.0862
Onchocerca volvulus 0.0051 0.4084 0.4084
Brugia malayi Sodium:neurotransmitter symporter family protein 1, putative 0.0019 0.0862 0.0862
Echinococcus granulosus sodium dependent neurotransmitter transporter 0.0019 0.0862 0.0862
Onchocerca volvulus 0.0051 0.4084 0.4084
Loa Loa (eye worm) hypothetical protein 0.0019 0.0862 0.0862
Onchocerca volvulus 0.0051 0.4084 0.4084
Echinococcus multilocularis sodium:chloride dependent neurotransmitter 0.0019 0.0862 0.0862
Onchocerca volvulus 0.0051 0.4084 0.4084
Plasmodium falciparum thioredoxin reductase 0.0021 0.1152 0.0664
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0019 0.0862 0.0862
Loa Loa (eye worm) hypothetical protein 0.0051 0.4084 0.4084
Loa Loa (eye worm) hypothetical protein 0.0019 0.0862 0.0862
Loa Loa (eye worm) hypothetical protein 0.0056 0.4655 0.4655
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0019 0.0862 0.0862
Giardia lamblia NADH oxidase lateral transfer candidate 0.0021 0.1152 0.5
Schistosoma mansoni c4b-binding protein beta chain 0.0051 0.4084 0.4084
Echinococcus multilocularis uncharacterized sodium dependent transporter 0.0019 0.0862 0.0862
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0062 0.5221 1
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0019 0.0862 0.0862
Brugia malayi hypothetical protein 0.0051 0.4084 0.4084
Brugia malayi hypothetical protein 0.0051 0.4084 0.4084
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0019 0.0862 0.0862
Loa Loa (eye worm) hypothetical protein 0.0019 0.0862 0.0862
Loa Loa (eye worm) pregnancy-associated plasma protein-E 0.0051 0.4084 0.4084
Loa Loa (eye worm) thioredoxin reductase 0.0062 0.5221 0.5221
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0021 0.1152 0.1152
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0021 0.1152 0.5
Echinococcus multilocularis serotonin transporter 0.0109 1 1
Schistosoma mansoni sodium/chloride dependent transporter 0.0109 1 1
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0021 0.1152 0.0664
Echinococcus multilocularis C type lectin domian containing protein 0.0051 0.4084 0.4084
Echinococcus granulosus thioredoxin glutathione reductase 0.0062 0.5221 0.5221
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0019 0.0862 0.0862
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0021 0.1152 0.5
Toxoplasma gondii rhoptry neck protein RON9 0.0051 0.4084 0.7391
Echinococcus granulosus c4b binding protein beta chain 0.0051 0.4084 0.4084
Loa Loa (eye worm) hypothetical protein 0.0109 1 1
Brugia malayi hypothetical protein 0.0019 0.0862 0.0862
Brugia malayi Sushi domain 0.0051 0.4084 0.4084
Plasmodium vivax apical sushi protein, putative 0.0051 0.4084 0.7391
Loa Loa (eye worm) hypothetical protein 0.0051 0.4084 0.4084
Loa Loa (eye worm) hypothetical protein 0.0051 0.4084 0.4084
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0021 0.1152 0.0664
Brugia malayi GCC2 and GCC3 family protein 0.0051 0.4084 0.4084
Loa Loa (eye worm) hypothetical protein 0.0051 0.4084 0.4084
Echinococcus granulosus sodium and chloride dependent glycine 0.0019 0.0862 0.0862
Onchocerca volvulus 0.0109 1 1
Onchocerca volvulus 0.0051 0.4084 0.4084
Plasmodium falciparum glutathione reductase 0.0062 0.5221 1
Loa Loa (eye worm) serotonin transporter b 0.0109 1 1
Brugia malayi hypothetical protein 0.0051 0.4084 0.4084
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0019 0.0862 0.0862
Echinococcus granulosus sodium:chloride dependent neurotransmitter 0.0019 0.0862 0.0862
Trichomonas vaginalis mercuric reductase, putative 0.0021 0.1152 0.5
Plasmodium falciparum thioredoxin reductase 0.0062 0.5221 1
Trypanosoma cruzi trypanothione reductase, putative 0.0062 0.5221 1
Schistosoma mansoni sodium-dependent amino acid transporter 0.0019 0.0862 0.0862
Echinococcus multilocularis sodium dependent neurotransmitter transporter 0.0019 0.0862 0.0862
Onchocerca volvulus 0.0019 0.0862 0.0862
Loa Loa (eye worm) hypothetical protein 0.0019 0.0862 0.0862
Echinococcus granulosus serotonin transporter 0.0109 1 1
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0019 0.0862 0.0862
Loa Loa (eye worm) hypothetical protein 0.0019 0.0862 0.0862
Loa Loa (eye worm) solute carrier family 6 member 4 0.0109 1 1
Brugia malayi hypothetical protein 0.0051 0.4084 0.4084
Echinococcus multilocularis sodium and chloride dependent glycine 0.0019 0.0862 0.0862
Onchocerca volvulus 0.0051 0.4084 0.4084
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0021 0.1152 0.1152
Loa Loa (eye worm) norepinephrine transporter 0.0109 1 1
Toxoplasma gondii thioredoxin reductase 0.0062 0.5221 1
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0016 0.0579 0.0579
Brugia malayi hypothetical protein 0.0051 0.4084 0.4084
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0021 0.1152 1
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0016 0.0579 0.0579
Brugia malayi hypothetical protein 0.0051 0.4084 0.4084
Echinococcus granulosus sodium and chloride dependent glycine 0.0019 0.0862 0.0862
Echinococcus multilocularis thioredoxin glutathione reductase 0.0062 0.5221 0.5221
Loa Loa (eye worm) hypothetical protein 0.0109 1 1
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0019 0.0862 0.0862
Brugia malayi Thioredoxin reductase 0.0062 0.5221 0.5221
Trichomonas vaginalis glutathione reductase, putative 0.0021 0.1152 0.5
Loa Loa (eye worm) hypothetical protein 0.0051 0.4084 0.4084
Onchocerca volvulus 0.0051 0.4084 0.4084
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0019 0.0862 0.0862
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0019 0.0862 0.0862
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0021 0.1152 0.5
Echinococcus granulosus C type lectin domian containing protein 0.0051 0.4084 0.4084
Brugia malayi hypothetical protein 0.0051 0.4084 0.4084
Onchocerca volvulus 0.0051 0.4084 0.4084
Onchocerca volvulus 0.0019 0.0862 0.0862
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0021 0.1152 0.5
Toxoplasma gondii rhoptry neck protein RON1 0.0051 0.4084 0.7391
Plasmodium vivax thioredoxin reductase, putative 0.0062 0.5221 1
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0019 0.0862 0.0862
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0021 0.1152 0.0664
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0021 0.1152 0.1152
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0019 0.0862 0.0862
Echinococcus multilocularis sodium and chloride dependent glycine 0.0019 0.0862 0.0862
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0021 0.1152 0.0664
Schistosoma mansoni sodium/chloride dependent transporter 0.0019 0.0862 0.0862
Onchocerca volvulus 0.0051 0.4084 0.4084
Loa Loa (eye worm) hypothetical protein 0.0019 0.0862 0.0862
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0021 0.1152 0.5
Onchocerca volvulus 0.0051 0.4084 0.4084
Loa Loa (eye worm) hypothetical protein 0.0109 1 1
Plasmodium vivax glutathione reductase, putative 0.0062 0.5221 1
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0021 0.1152 0.0664

Activities

Activity type Activity value Assay description Source Reference
Antagonism (functional) = 1 Antagonistic activity of the compound against scopolamine induced behavioral deficits in mice; 1/6 ChEMBL. 8558529
ED50 (functional) > 20 mg kg-1 Effective dose against administration in mice ChEMBL. 8558529
ED50 (functional) > 20 mg kg-1 Effective dose against administration in mice ChEMBL. 8558529
IC50 (functional) = 1.9 uM Inhibitory activity against norepinephrine (NE) uptake in rat whole brain synaptosome preparation ChEMBL. 8558529
IC50 (functional) = 1.9 uM Inhibitory activity against norepinephrine (NE) uptake in rat whole brain synaptosome preparation ChEMBL. 8558529
IC50 (binding) = 2.4 uM Inhibition of [3H]-quinuclidinyl benzilate (QNB) binding from rat forebrain membranes in the presence of Zn ChEMBL. 8558529
IC50 (binding) = 2.4 uM Inhibition of [3H]-quinuclidinyl benzilate (QNB) binding from rat forebrain membranes in the presence of Zn ChEMBL. 8558529
IC50 (binding) = 5.8 uM Inhibition of [3H]-quinuclidinyl benzilate (QNB) binding from rat forebrain membranes in the absence of Zn ChEMBL. 8558529
IC50 (binding) = 5.8 uM Inhibition of [3H]-quinuclidinyl benzilate (QNB) binding from rat forebrain membranes in the absence of Zn ChEMBL. 8558529
IC50 (binding) > 100 uM Inhibitory activity against acetylcholinesterase in rat striatal preparation ChEMBL. 8558529
IC50 (binding) > 100 uM Inhibitory activity against acetylcholinesterase in rat striatal preparation ChEMBL. 8558529
Ratio (binding) = 2.4 Ratio of inhibitory activity against [3H]-quinuclidinyl benzilate (QNB) binding in the abesence of Zn to in the presence of Zn ChEMBL. 8558529
Ratio (binding) = 2.4 Ratio of inhibitory activity against [3H]-quinuclidinyl benzilate (QNB) binding in the abesence of Zn to in the presence of Zn ChEMBL. 8558529
Response (functional) = 20 % Antagonistic activity of the compound against scopolamine induced behavioral deficits in mice at dose 1.25 mg/kg sc ChEMBL. 8558529
Response (functional) = 20 % Antagonistic activity of the compound against scopolamine induced behavioral deficits in mice at dose 1.25 mg/kg sc ChEMBL. 8558529

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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