TDR Targets

Basic information

Technical information

TDR Targets ID: 159430
Name: 3-[4-[1-(4-fluorophenyl)-5-pyrimidin-2-ylindo l-3-yl]piperidin-1-yl]propanenitrile
MW: 425.501 | Formula: C26H24FN5
H donors: 0 H acceptors: 3 LogP: 3.97 Rotable bonds: 5
Rule of 5 violations (Lipinski): 1
SMILES: N#CCCN1CCC(CC1)c1cn(c2c1cc(cc2)c1ncccn1)c1ccc(cc1)F
InChi: 1S/C26H24FN5/c27-21-4-6-22(7-5-21)32-18-24(19-9-15-31(16-10-19)14-1-11-28)23-17-20(3-8-25(23)32)26-29-12-2-13-30-26/h2-8,12-13,17-19H,1,9-10,14-16H2
InChiKey: ALBWWALSEOWKRA-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

3-[4-[1-(4-fluorophenyl)-5-pyrimidin-2-yl-indol-3-yl]-1-piperidyl]propanenitrile
3-[4-[1-(4-fluorophenyl)-5-(2-pyrimidinyl)-3-indolyl]-1-piperidinyl]propanenitrile
3-[4-[1-(4-fluorophenyl)-5-pyrimidin-2-yl-indol-3-yl]piperidin-1-yl]propanenitrile
3-[4-[1-(4-fluorophenyl)-5-(2-pyrimidyl)indol-3-yl]piperidino]propionitrile
3-[4-[1-(4-fluorophenyl)-5-pyrimidin-2-yl-indol-3-yl]-1-piperidyl]propionitrile

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Bos taurus	Alpha-1a adrenergic receptor	Starlite/ChEMBL	References
Rattus norvegicus	Alpha-1d adrenergic receptor	Starlite/ChEMBL	References
Rattus norvegicus	Dopamine D2 receptor	Starlite/ChEMBL	References
Rattus norvegicus	Adrenergic receptor alpha-1	Starlite/ChEMBL	References
Rattus norvegicus	Serotonin 2a (5-HT2a) receptor	Starlite/ChEMBL	References
Homo sapiens	5-hydroxytryptamine (serotonin) receptor 2C, G protein-coupled	Starlite/ChEMBL	References
Homo sapiens	5-hydroxytryptamine (serotonin) receptor 1B, G protein-coupled	Starlite/ChEMBL	References
Homo sapiens	dopamine receptor D4	Starlite/ChEMBL	References
Homo sapiens	5-hydroxytryptamine (serotonin) receptor 1A, G protein-coupled	Starlite/ChEMBL	References
Mesocricetus auratus	Alpha-1b adrenergic receptor	Starlite/ChEMBL	References
Homo sapiens	dopamine receptor D3	Starlite/ChEMBL	References
Rattus norvegicus	Dopamine D1 receptor	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Brugia malayi	Serotonin receptor	Get druggable targets OG5_135430	All targets in OG5_135430
Schistosoma mansoni	amine GPCR	Get druggable targets OG5_128924	All targets in OG5_128924
Schistosoma mansoni	biogenic amine (octopamine/dopamine) receptor	Get druggable targets OG5_141128	All targets in OG5_141128
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
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Get druggable targets OG5_128924	All targets in OG5_128924
Schistosoma japonicum	5-hydroxytryptamine receptor 1, putative	Get druggable targets OG5_132667	All targets in OG5_132667
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_141128	All targets in OG5_141128
Brugia malayi	Serotonin/octopamine receptor family protein 7	Get druggable targets OG5_141128	All targets in OG5_141128
Echinococcus multilocularis	serotonin receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Schistosoma japonicum	ko:K04165 Oamb gene product from transcript, putative	Get druggable targets OG5_141128	All targets in OG5_141128
Schistosoma japonicum	Alpha-1D adrenergic receptor, putative	Get druggable targets OG5_128924	All targets in OG5_128924
Echinococcus multilocularis	serotonin receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_141128	All targets in OG5_141128
Loa Loa (eye worm)	hypothetical protein	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
Schistosoma japonicum	ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, putative	Get druggable targets OG5_133249	All targets in OG5_133249
Schistosoma japonicum	5-hydroxytryptamine receptor, putative	Get druggable targets OG5_132667	All targets in OG5_132667
Echinococcus granulosus	biogenic amine 5HT receptor	Get druggable targets OG5_133249	All targets in OG5_133249

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	AT19640p	5-hydroxytryptamine (serotonin) receptor 1B, G protein-coupled	390 aa	335 aa	21.8 %
Echinococcus granulosus	g protein coupled receptor	Alpha-1a adrenergic receptor	466 aa	396 aa	21.7 %
Loa Loa (eye worm)	hypothetical protein	Dopamine D1 receptor	446 aa	370 aa	24.9 %
Schistosoma japonicum	Octopamine receptor, putative	Dopamine D2 receptor	444 aa	456 aa	29.4 %
Schistosoma mansoni	biogenic amine (dopamine) receptor	Dopamine D2 receptor	444 aa	494 aa	26.3 %
Schistosoma mansoni	muscarinic acetylcholine (GAR) receptor	Dopamine D2 receptor	444 aa	487 aa	23.8 %
Onchocerca volvulus		Dopamine D2 receptor	444 aa	418 aa	23.0 %
Schistosoma mansoni	biogenic amine (5HT) receptor	Dopamine D1 receptor	446 aa	394 aa	29.9 %
Schistosoma mansoni	amine GPCR	Dopamine D2 receptor	444 aa	424 aa	32.1 %
Brugia malayi	hypothetical protein	dopamine receptor D3	400 aa	392 aa	19.9 %
Echinococcus granulosus	g protein coupled receptor	Alpha-1a adrenergic receptor	466 aa	414 aa	20.5 %
Echinococcus multilocularis	g protein coupled receptor	Alpha-1a adrenergic receptor	466 aa	414 aa	20.8 %
Onchocerca volvulus	RB1-inducible coiled-coil protein 1 homolog	Dopamine D2 receptor	444 aa	474 aa	23.4 %
Schistosoma japonicum	ko:K04136 adrenergic receptor, alpha 1b, putative	Dopamine D1 receptor	446 aa	366 aa	35.2 %
Echinococcus multilocularis	serotonin receptor	Dopamine D2 receptor	444 aa	428 aa	31.3 %
Schistosoma japonicum	ko:K04209 neuropeptide Y receptor, invertebrate, putative	Serotonin 2a (5-HT2a) receptor	471 aa	405 aa	25.4 %
Onchocerca volvulus		Dopamine D1 receptor	446 aa	357 aa	21.0 %
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Dopamine D1 receptor	446 aa	407 aa	33.7 %
Schistosoma mansoni	biogenic amine receptor	Dopamine D2 receptor	444 aa	452 aa	30.1 %
Echinococcus granulosus	rhodopsin orphan GPCR	Alpha-1a adrenergic receptor	466 aa	418 aa	20.3 %
Schistosoma japonicum	ko:K04207 neuropeptide Y receptor Y5, putative	Dopamine D2 receptor	444 aa	386 aa	19.7 %
Onchocerca volvulus	Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog	Serotonin 2a (5-HT2a) receptor	471 aa	435 aa	23.0 %
Schistosoma japonicum	ko:K04145 dopamine receptor D2, putative	Dopamine D1 receptor	446 aa	373 aa	25.5 %
Onchocerca volvulus	Glycoprotein hormone beta 5 homolog	Dopamine D2 receptor	444 aa	476 aa	24.2 %
Echinococcus multilocularis	g protein coupled receptor	Alpha-1a adrenergic receptor	466 aa	396 aa	21.7 %
Echinococcus granulosus	biogenic amine 5HT receptor	Alpha-1a adrenergic receptor	466 aa	408 aa	32.6 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	diacylglycerol O-acyltransferase	0.0416	0.0324	0.0324
Leishmania major	diacylglycerol acyltransferase, putative	0.0416	0.0324	0.1486
Loa Loa (eye worm)	hypothetical protein	0.0796	0.0807	0.0807
Loa Loa (eye worm)	hypothetical protein	0.8035	1	1
Toxoplasma gondii	dgat2l1-prov protein	0.1878	0.2181	1
Entamoeba histolytica	membrane-bound O-acyltransferase (MBOAT ) family protein	0.0161	0	0.5
Echinococcus multilocularis	alpha 1,6 mannosyl glycoprotein	0.8035	1	1
Trichomonas vaginalis	conserved hypothetical protein	0.0486	0.0412	1
Entamoeba histolytica	membrane-bound O-acyltransferase (MBOAT ) family protein	0.0161	0	0.5
Leishmania major	diacylglycerol acyltransferase, putative	0.0416	0.0324	0.1486
Treponema pallidum	alginate O-acetylation protein (algI)	0.0161	0	0.5
Echinococcus granulosus	alpha 16 mannosyl glycoprotein	0.8035	1	1
Entamoeba histolytica	hypothetical protein	0.0161	0	0.5
Entamoeba histolytica	hypothetical protein, conserved	0.0161	0	0.5
Loa Loa (eye worm)	diacylglycerol acyltransferase	0.1878	0.2181	0.2181
Leishmania major	diacylglycerol acyltransferase, putative	0.1878	0.2181	1
Trypanosoma cruzi	diacylglycerol acyltransferase, putative	0.0416	0.0324	0.1486
Trichomonas vaginalis	conserved hypothetical protein	0.0486	0.0412	1
Trichomonas vaginalis	conserved hypothetical protein	0.0296	0.0172	0.4164
Toxoplasma gondii	acyl-CoA:diacylglycerol acyltransferase 1-related enzyme	0.0957	0.1011	0.4638
Toxoplasma gondii	mono- or diacylglycerol acyltransferase	0.0416	0.0324	0.1486
Trichomonas vaginalis	conserved hypothetical protein	0.0486	0.0412	1
Trypanosoma brucei	diacylglycerol acyltransferase, putative	0.0416	0.0324	0.1486
Trypanosoma cruzi	diacylglycerol acyltransferase, putative	0.1878	0.2181	1
Echinococcus granulosus	alpha 13 mannosyl glycoprotein	0.0595	0.0552	0.0552
Loa Loa (eye worm)	hypothetical protein	0.0184	0.003	0.003
Leishmania major	hypothetical protein, unknown function,protein, unknown function	0.0416	0.0324	0.1486
Plasmodium falciparum	diacylglycerol O-acyltransferase	0.0957	0.1011	0.5
Toxoplasma gondii	acyl-CoA:cholesterol acyltransferase alpha ACAT1-alpha	0.0957	0.1011	0.4638
Brugia malayi	GNT-I family protein	0.0595	0.0552	0.0552
Loa Loa (eye worm)	hypothetical protein	0.0394	0.0297	0.0297
Brugia malayi	Serotonin/octopamine receptor family protein 7	0.0394	0.0297	0.0297
Mycobacterium tuberculosis	Possible penicillin-binding protein	0.023	0.0088	0.5
Schistosoma mansoni	diacylglycerol O-acyltransferase 1	0.0957	0.1011	0.1011
Brugia malayi	diacylglycerol acyltransferase	0.0957	0.1011	0.1011
Loa Loa (eye worm)	hypothetical protein	0.0595	0.0552	0.0552
Schistosoma mansoni	amine GPCR	0.0437	0.0351	0.0351
Toxoplasma gondii	Alpha-1,3-mannosyl-glycoprotein 2-beta-N-acetylglucosaminyltransferase	0.0202	0.0052	0.0239
Trypanosoma cruzi	diacylglycerol acyltransferase, putative	0.0416	0.0324	0.1486
Schistosoma mansoni	diacylglycerol O-acyltransferase 1	0.1878	0.2181	0.2181
Brugia malayi	diacylglycerol acyltransferase family protein	0.1878	0.2181	0.2181
Echinococcus granulosus	diacylglycerol O acyltransferase 1	0.0957	0.1011	0.1011
Trichomonas vaginalis	conserved hypothetical protein	0.0486	0.0412	1
Schistosoma mansoni	biogenic amine (5HT) receptor	0.0184	0.003	0.003
Loa Loa (eye worm)	hypothetical protein	0.0202	0.0052	0.0052
Onchocerca volvulus		0.1878	0.2181	1
Toxoplasma gondii	hypothetical protein	0.0189	0.0036	0.0166
Echinococcus multilocularis	diacylglycerol O acyltransferase 1	0.0957	0.1011	0.1011
Schistosoma mansoni	beta-12-n-acetylglucosaminyltransferase II	0.8035	1	1
Trichomonas vaginalis	conserved hypothetical protein	0.0486	0.0412	1
Entamoeba histolytica	membrane-bound O-acyltransferase (MBOAT ) family protein	0.0161	0	0.5
Trypanosoma cruzi	diacylglycerol acyltransferase, putative	0.0416	0.0324	0.1486
Loa Loa (eye worm)	hypothetical protein	0.0184	0.003	0.003
Echinococcus multilocularis	alpha 1,3 mannosyl glycoprotein	0.0595	0.0552	0.0552
Loa Loa (eye worm)	hypothetical protein	0.0595	0.0552	0.0552
Trichomonas vaginalis	conserved hypothetical protein	0.0486	0.0412	1
Entamoeba histolytica	vacuolar protein sorting 26	0.0161	0	0.5
Toxoplasma gondii	diacylglycerol acyltransferase	0.0416	0.0324	0.1486
Trypanosoma brucei	diacylglycerol acyltransferase, putative	0.1878	0.2181	1
Trichomonas vaginalis	conserved hypothetical protein	0.0486	0.0412	1
Trypanosoma cruzi	diacylglycerol acyltransferase, putative	0.0416	0.0324	0.1486
Schistosoma mansoni	biogenic amine (octopamine/dopamine) receptor	0.0394	0.0297	0.0297
Echinococcus multilocularis	serotonin receptor	0.0184	0.003	0.003
Brugia malayi	Glycosylation related protein 12, isoform	0.0202	0.0052	0.0052
Mycobacterium ulcerans	hypothetical protein	0.0416	0.0324	0.5
Brugia malayi	Serotonin receptor	0.0593	0.0549	0.0549
Schistosoma mansoni	diacylglycerol O-acyltransferase	0.0416	0.0324	0.0324
Loa Loa (eye worm)	hypothetical protein	0.0394	0.0297	0.0297
Plasmodium vivax	diacylglycerol O-acyltransferase, putative	0.0957	0.1011	0.5
Trypanosoma cruzi	diacylglycerol acyltransferase, putative	0.1878	0.2181	1
Trichomonas vaginalis	conserved hypothetical protein	0.0486	0.0412	1
Echinococcus multilocularis	serotonin receptor	0.0184	0.003	0.003
Loa Loa (eye worm)	diacylglycerol acyltransferase	0.0957	0.1011	0.1011
Schistosoma mansoni	alpha-13-mannosyl-glycoprotein beta-1 2-n-acetylglucosaminyltransferase	0.0595	0.0552	0.0552
Echinococcus granulosus	biogenic amine 5HT receptor	0.0184	0.003	0.003
Schistosoma mansoni	hypothetical protein	0.0416	0.0324	0.0324

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= 3.9 nM	Displacement of [3H]-prazosin (0.3 nM) from bovine Alpha-1A adrenergic receptor expressed in BHK cells	ChEMBL.	12519065
Ki (binding)	= 3.9 nM	Displacement of [3H]-prazosin (0.3 nM) from bovine Alpha-1A adrenergic receptor expressed in BHK cells	ChEMBL.	12519065
Ki (binding)	= 4.6 nM	Displacement of [3H]-prazosin (0.5 nM) from hamster Alpha-1B adrenergic receptor expressed in rat-1 cells	ChEMBL.	12519065
Ki (binding)	= 4.6 nM	Displacement of [3H]-prazosin (0.5 nM) from hamster Alpha-1B adrenergic receptor expressed in rat-1 cells	ChEMBL.	12519065
Ki (binding)	= 5.8 nM	Ability to displace [3H]-prazosin (0.25 nM) from whole brain of rat alpha-1 adrenergic receptor	ChEMBL.	12519065
Ki (binding)	= 5.8 nM	Ability to displace [3H]-prazosin (0.25 nM) from whole brain of rat alpha-1 adrenergic receptor	ChEMBL.	12519065
Ki (binding)	= 20 nM	Displacement of [3H]-prazosin (0.3 nM) from rat Alpha-1D adrenergic receptor expressed in CHO cells	ChEMBL.	12519065
Ki (binding)	= 20 nM	Displacement of [3H]-prazosin (0.3 nM) from rat Alpha-1D adrenergic receptor expressed in CHO cells	ChEMBL.	12519065
Ki (binding)	= 67 nM	Ability to displace [3H]-5-CT (2.0 nM) from HeLa cells of human 5-hydroxytryptamine 1A receptor	ChEMBL.	12519065
Ki (binding)	= 67 nM	Ability to displace [3H]-5-CT (2.0 nM) from HeLa cells of human 5-hydroxytryptamine 1A receptor	ChEMBL.	12519065
Ki (binding)	= 200 nM	Ability to displace [3H]-5-CT (1.5 nM) from HeLa cells of human 5-hydroxytryptamine 1B receptor	ChEMBL.	12519065
Ki (binding)	= 200 nM	Ability to displace [3H]-5-CT (1.5 nM) from HeLa cells of human 5-hydroxytryptamine 1B receptor	ChEMBL.	12519065
Ki (binding)	= 490 nM	Displacement of [3H]-spiperone (0.5 nM) from rat corpus striatum dopamine D2 receptor	ChEMBL.	12519065
Ki (binding)	= 490 nM	Displacement of [3H]-spiperone (0.5 nM) from rat corpus striatum dopamine D2 receptor	ChEMBL.	12519065
Ki (binding)	= 500 nM	Displacement of [3H]-ketanserin (0.5 nM) from rat cerebral cortex 5-hydroxytryptamine 2A receptors	ChEMBL.	12519065
Ki (binding)	= 600 nM	Displacement of [3H]-ketanserin (0.5 nM) from rat cerebral cortex 5-hydroxytryptamine 2A receptors	ChEMBL.	12519065
Ki (binding)	= 680 nM	Ability to displace [3H]-spiperone (0.3 nM) from CHO cells of human Dopamine receptor D3	ChEMBL.	12519065
Ki (binding)	= 680 nM	Ability to displace [3H]-spiperone (0.3 nM) from CHO cells of human Dopamine receptor D3	ChEMBL.	12519065
Ki (binding)	= 3000 nM	Ability to displace [3H]-SCH- 23390 (0.2 nM) from corpus striatum of rat Dopamine receptor D1	ChEMBL.	12519065
Ki (binding)	= 3000 nM	Ability to displace [3H]-SCH- 23390 (0.2 nM) from corpus striatum of rat Dopamine receptor D1	ChEMBL.	12519065
Ki (binding)	> 4200 nM	Ability to displace [3H]-mesulergine (0.5 nM) from CHO cells of human 5-hydroxytryptamine 2C receptor	ChEMBL.	12519065
Ki (binding)	> 4200 nM	Ability to displace [3H]-mesulergine (0.5 nM) from CHO cells of human 5-hydroxytryptamine 2C receptor	ChEMBL.	12519065
Ki (binding)	= 7000 nM	Displacement of [3H]-YM-09151-2 (0.06 nM) from human Dopamine receptor D4 expressed in CHO cells	ChEMBL.	12519065
Ki (binding)	= 7000 nM	Displacement of [3H]-YM-09151-2 (0.06 nM) from human Dopamine receptor D4 expressed in CHO cells	ChEMBL.	12519065

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: CHEMBL317333
PubChem: 10310103

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 159430