TDR Targets

Basic information

Technical information

TDR Targets ID: 455388
Name: 7-[3-(4-fluoropiperidin-1-yl)propoxy]-2-methy l-4-(4-methylsulfanylphenyl)-3,4-dihydro-1H-i soquinoline
MW: 428.606 | Formula: C25H33FN2OS
H donors: 0 H acceptors: 0 LogP: 5.02 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: CSc1ccc(cc1)C1CN(C)Cc2c1ccc(c2)OCCCN1CCC(CC1)F
InChi: 1S/C25H33FN2OS/c1-27-17-20-16-22(29-15-3-12-28-13-10-21(26)11-14-28)6-9-24(20)25(18-27)19-4-7-23(30-2)8-5-19/h4-9,16,21,25H,3,10-15,17-18H2,1-2H3
InChiKey: ZYALYWXELCWDBL-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

7-[3-(4-fluoro-1-piperidyl)propoxy]-2-methyl-4-(4-methylsulfanylphenyl)-3,4-dihydro-1H-isoquinoline
7-[3-(4-fluoro-1-piperidinyl)propoxy]-2-methyl-4-[4-(methylthio)phenyl]-3,4-dihydro-1H-isoquinoline
7-[3-(4-fluoropiperidino)propoxy]-2-methyl-4-[4-(methylthio)phenyl]-3,4-dihydro-1H-isoquinoline
7-[3-(4-fluoro-1-piperidyl)propoxy]-2-methyl-4-[4-(methylthio)phenyl]-3,4-dihydro-1H-isoquinoline

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	solute carrier family 6 (neurotransmitter transporter), member 2	Starlite/ChEMBL	References
Homo sapiens	histamine receptor H3	Starlite/ChEMBL	References
Rattus norvegicus	Serotonin transporter	Starlite/ChEMBL	References
Homo sapiens	solute carrier family 6 (neurotransmitter transporter), member 3	Starlite/ChEMBL	References
Homo sapiens	solute carrier family 6 (neurotransmitter transporter), member 4	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Loa Loa (eye worm)	hypothetical protein	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 mansoni	norepinephrine/norepinephrine 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	ko:K05336 solute carrier family 6 (neurotransmitter transporter), invertebrate, putative	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
Schistosoma japonicum	Sodium-dependent dopamine transporter, putative	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
Onchocerca volvulus		Get druggable targets OG5_128364	All targets in OG5_128364
Loa Loa (eye worm)	solute carrier family 6 member 4	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 noradrenaline 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
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
Loa Loa (eye worm)	hypothetical protein	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
Schistosoma japonicum	Sodium-dependent dopamine 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
Loa Loa (eye worm)	hypothetical protein	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

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Onchocerca volvulus		Serotonin transporter	630 aa	611 aa	26.4 %
Brugia malayi	Sodium:neurotransmitter symporter family protein	solute carrier family 6 (neurotransmitter transporter), member 2	617 aa	638 aa	32.5 %
Echinococcus granulosus	sodium and chloride dependent glycine	Serotonin transporter	630 aa	617 aa	39.4 %
Brugia malayi	Sodium:neurotransmitter symporter family protein	solute carrier family 6 (neurotransmitter transporter), member 4	630 aa	574 aa	31.5 %
Plasmodium vivax	hypothetical protein, conserved	Serotonin transporter	630 aa	528 aa	21.2 %
Echinococcus multilocularis	sodium and chloride dependent glycine	Serotonin transporter	630 aa	617 aa	39.4 %
Toxoplasma gondii	Sodium:neurotransmitter symporter family protein	Serotonin transporter	630 aa	509 aa	28.3 %
Loa Loa (eye worm)	Sodium:neurotransmitter symporter family protein	Serotonin transporter	630 aa	576 aa	31.8 %
Onchocerca volvulus	Transmembrane protein 120 homolog	Serotonin transporter	630 aa	571 aa	31.2 %
Brugia malayi	Sodium:neurotransmitter symporter family protein	solute carrier family 6 (neurotransmitter transporter), member 3	620 aa	579 aa	33.2 %
Brugia malayi	Sodium:neurotransmitter symporter family protein	Serotonin transporter	630 aa	576 aa	30.9 %
Onchocerca volvulus	High affinity copper uptake protein 1 homolog	Serotonin transporter	630 aa	629 aa	47.1 %
Schistosoma japonicum	ko:K05042 solute carrier family 6 (neurotransmitter transporter, glycine),, putative	Serotonin transporter	630 aa	520 aa	36.2 %
Schistosoma mansoni	sodium/chloride dependent transporter	Serotonin transporter	630 aa	605 aa	37.7 %
Loa Loa (eye worm)	Sodium:neurotransmitter symporter family protein	Serotonin transporter	630 aa	582 aa	35.2 %
Drosophila melanogaster	CG13796 gene product from transcript CG13796-RD	Serotonin transporter	630 aa	638 aa	25.1 %
Schistosoma mansoni	sodium/chloride dependent transporter	Serotonin transporter	630 aa	552 aa	41.5 %
Plasmodium knowlesi	transporter, putative	Serotonin transporter	630 aa	514 aa	20.2 %
Drosophila melanogaster	CG1698 gene product from transcript CG1698-RA	Serotonin transporter	630 aa	585 aa	34.2 %
Schistosoma japonicum	ko:K05046 solute carrier family 6 (neurotransmitter transporter, GABA), member, putative	Serotonin transporter	630 aa	581 aa	40.1 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Mycobacterium ulcerans	2-nitropropane dioxygenase	0.0401	1	1
Mycobacterium tuberculosis	Possible oxidoreductase	0.0401	1	1
Loa Loa (eye worm)	hypothetical protein	0.0365	0.8585	0.5
Trichomonas vaginalis	2-nitropropane dioxygenase precursor, putative	0.0401	1	0.5
Treponema pallidum	sodium- and chloride- dependent transporter	0.0365	0.8585	0.5
Loa Loa (eye worm)	hypothetical protein	0.0365	0.8585	0.5
Echinococcus multilocularis	serotonin transporter	0.0365	0.8585	0.5
Loa Loa (eye worm)	norepinephrine transporter	0.0365	0.8585	0.5
Wolbachia endosymbiont of Brugia malayi	trans-2-enoyl-ACP reductase, FabK	0.0401	1	1
Brugia malayi	Sodium:neurotransmitter symporter family protein	0.0365	0.8585	0.5
Mycobacterium ulcerans	hypothetical protein	0.0401	1	1
Loa Loa (eye worm)	serotonin transporter b	0.0365	0.8585	0.5
Onchocerca volvulus		0.0365	0.8585	0.5
Schistosoma mansoni	sodium/chloride dependent transporter	0.0365	0.8585	0.5
Mycobacterium tuberculosis	Possible alanine rich oxidoreductase	0.0401	1	1
Schistosoma mansoni	norepinephrine/norepinephrine transporter	0.0365	0.8585	0.5
Loa Loa (eye worm)	hypothetical protein	0.0365	0.8585	0.5
Echinococcus granulosus	serotonin transporter	0.0365	0.8585	0.5
Loa Loa (eye worm)	solute carrier family 6 member 4	0.0365	0.8585	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (binding)		Binding affinity for calcium channel at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity for potassium channel at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at 5HT5A receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at CCKA receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at 5HT3 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at adrenergic beta1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at galanin 2 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at AT1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at dopamine D2 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at 5HT2A receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at NK2 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at muscurinic M1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at 5HT7 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at 5HT1B receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at 5HT1A receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at muscurinic M2 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at bradykinin B2 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at muscurinic M3 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at 5HT6 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at KOP receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at adrenergic alpha1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at NT1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at adenosine A3 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at NK3 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at adenosine A1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at DOP receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at vasopressin V1a receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at adenosine A2A receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at dopamine D1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)		Binding affinity at MOP receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at adenosine A1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at adenosine A2A receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at adenosine A3 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at adrenergic beta1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at adrenergic alpha2 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at AT1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at adrenergic alpha1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at dopamine D1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at dopamine D2 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at bradykinin B2 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at CCKA receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at galanin 2 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at ML1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at muscurinic M1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at muscurinic M2 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at muscurinic M3 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at NT1 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at NK2 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at NK3 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at MOP receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at KOP receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at DOP receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at 5HT1A receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at 5HT1B receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at 5HT2A receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at 5HT3 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at 5HT5A receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at 5HT6 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at 5HT7 receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at somatostatin receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity at vasopressin V1a receptor at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity for sodium channel at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity for potassium channel at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity for calcium channel at 1 uM	ChEMBL.	17127059
Activity (binding)	0	Binding affinity for chloride channel at 1 uM	ChEMBL.	17127059
CL (ADMET)	= 18.5 ml/min.kg	Plasma clearance in po and iv dosed rat	ChEMBL.	17127059
Cmax (ADMET)	= 2.4 uM	Cmax in rat brain at 10 mg/kg, po	ChEMBL.	17127059
Drug uptake (ADMET)	= 0.13 uM	Drug level in rat brain at 0.1 mg/kg	ChEMBL.	17127059
ED50 (functional)	= 0.05 mg kg-1	Ex vivo receptor occupancy at histamine H3 receptor in rat	ChEMBL.	17127059
ED50 (functional)	= 0.1 mg kg-1	Ex vivo receptor occupancy at SERT in rat	ChEMBL.	17127059
F (ADMET)	= 21 %	Bioavailability in po dosed rat	ChEMBL.	17127059
Kd (functional)	= 8.1	Antagonist activity at human histamine H3 receptor	ChEMBL.	17127059
Kd (functional)	= 8.21	Antagonist activity at human histamine H3 receptor	ChEMBL.	17127059
Ki (binding)	= 2 nM	Binding affinity at rat SERT	ChEMBL.	17127059
Ki (binding)	= 2 nM	Binding affinity at human SERT	ChEMBL.	17127059
Ki (binding)	= 2 nM	Binding affinity at rat SERT	ChEMBL.	17127059
Ki (binding)	= 2 nM	Binding affinity at human SERT	ChEMBL.	17127059
Ki (binding)	= 2.3 nM	Binding affinity at rat SERT	ChEMBL.	17127059
Ki (binding)	= 2.3 nM	Binding affinity at rat SERT	ChEMBL.	17127059
Ki (binding)	= 4.2 nM	Binding affinity at human SERT	ChEMBL.	17127059
Ki (binding)	= 4.2 nM	Binding affinity at human SERT	ChEMBL.	17127059
Ki (binding)	= 5 nM	Binding affinity at rat SERT	ChEMBL.	17127059
Ki (binding)	= 5 nM	Binding affinity at rat SERT	ChEMBL.	17127059
Ki (binding)	= 6.5 nM	Binding affinity at human histamine H3 receptor	ChEMBL.	17127059
Ki (binding)	= 6.5 nM	Binding affinity at human histamine H3 receptor	ChEMBL.	17127059
Ki (binding)	= 8.8 nM	Binding affinity at human SERT	ChEMBL.	17127059
Ki (binding)	= 8.8 nM	Binding affinity at human SERT	ChEMBL.	17127059
Ki (binding)	= 15 nM	Binding affinity at human histamine H3 receptor	ChEMBL.	17127059
Ki (binding)	= 15 nM	Binding affinity at human histamine H3 receptor	ChEMBL.	17127059
Ki (binding)	= 17 nM	Binding affinity at human histamine H3 receptor	ChEMBL.	17127059
Ki (binding)	= 17 nM	Binding affinity at human histamine H3 receptor	ChEMBL.	17127059
Ki (binding)	= 46 nM	Inhibition of [3H]WIN uptake in human DAT expressed in CHO cells	ChEMBL.	17127059
Ki (binding)	= 46 nM	Inhibition of [3H]WIN uptake in human DAT expressed in CHO cells	ChEMBL.	17127059
Ki (binding)	= 118 nM	Inhibition of [3H]nisoxetine uptake in human NET expressed in MDCK cells	ChEMBL.	17127059
Ki (binding)	= 118 nM	Inhibition of [3H]nisoxetine uptake in human NET expressed in MDCK cells	ChEMBL.	17127059
pA2 (functional)	= 8.1	Antagonist activity at human histamine H3 receptor	ChEMBL.	17127059
pA2 (functional)	= 8.21	Antagonist activity at human histamine H3 receptor	ChEMBL.	17127059
t1/2 (ADMET)	= 9.9 hr	Half life in po and iv dosed rat	ChEMBL.	17127059
Vdss (ADMET)	= 9.6 L/Kg	Volume of distribution at steady state in po and iv dosed rat	ChEMBL.	17127059

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

ChEMBL: CHEMBL395368
PubChem: 11618807

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 455388