TDR Targets

Basic information

Technical information

TDR Targets ID: 314615
Name: 1-benzyl-4-(3,4-dihydro-2H-chromen-3-ylmethyl )piperazine
MW: 322.444 | Formula: C21H26N2O
H donors: 0 H acceptors: 0 LogP: 3.53 Rotable bonds: 4
Rule of 5 violations (Lipinski): 1
SMILES: c1ccc(cc1)CN1CCN(CC1)CC1COc2c(C1)cccc2
InChi: 1S/C21H26N2O/c1-2-6-18(7-3-1)15-22-10-12-23(13-11-22)16-19-14-20-8-4-5-9-21(20)24-17-19/h1-9,19H,10-17H2
InChiKey: QDCUYFUPXSPBMW-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

1-benzyl-4-(chroman-3-ylmethyl)piperazine
1-benzyl-4-(3,4-dihydro-2H-1-benzopyran-3-ylmethyl)piperazine
1-(3,4-dihydro-2H-chromen-3-ylmethyl)-4-(phenylmethyl)piperazine
1-(chroman-3-ylmethyl)-4-(phenylmethyl)piperazine
1-(3-chromanylmethyl)-4-(phenylmethyl)piperazine
1-(benzyl)-4-(chroman-3-ylmethyl)piperazine

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
Homo sapiens	sigma non-opioid intracellular receptor 1	Starlite/ChEMBL	References
Homo sapiens	adrenoceptor alpha 2C	Starlite/ChEMBL	References
Homo sapiens	adrenoceptor alpha 2A	Starlite/ChEMBL	References
Homo sapiens	adrenoceptor alpha 2B	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Leishmania major	C-8 sterol isomerase-like protein	Get druggable targets OG5_131051	All targets in OG5_131051
Echinococcus multilocularis	serotonin receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Echinococcus granulosus	biogenic amine 5HT receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_131051	All targets in OG5_131051
Candida albicans	sterol C8-C7 isomerase	Get druggable targets OG5_131051	All targets in OG5_131051
Trypanosoma brucei gambiense	C-8 sterol isomerase, putative	Get druggable targets OG5_131051	All targets in OG5_131051
Leishmania braziliensis	C-8 sterol isomerase-like protein	Get druggable targets OG5_131051	All targets in OG5_131051
Trypanosoma cruzi	C-8 sterol isomerase, putative	Get druggable targets OG5_131051	All targets in OG5_131051
Leishmania mexicana	C-8 sterol isomerase-like protein	Get druggable targets OG5_131051	All targets in OG5_131051
Trypanosoma brucei	C-8 sterol isomerase, putative	Get druggable targets OG5_131051	All targets in OG5_131051
Echinococcus multilocularis	serotonin receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Schistosoma japonicum	expressed protein	Get druggable targets OG5_133249	All targets in OG5_133249
Trypanosoma congolense	C-8 sterol isomerase, putative	Get druggable targets OG5_131051	All targets in OG5_131051
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_131051	All targets in OG5_131051
Schistosoma mansoni	biogenic amine (5HT) receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Leishmania infantum	C-8 sterol isomerase-like protein	Get druggable targets OG5_131051	All targets in OG5_131051
Candida albicans	sterol C8-C7 isomerase	Get druggable targets OG5_131051	All targets in OG5_131051
Brugia malayi	ERG2 and Sigma1 receptor like protein	Get druggable targets OG5_131051	All targets in OG5_131051
Schistosoma japonicum	ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, 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
Loa Loa (eye worm)	hypothetical protein	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
Trypanosoma congolense	C-8 sterol isomerase, putative	Get druggable targets OG5_131051	All targets in OG5_131051
Leishmania donovani	C-8 sterol isomerase-like protein	Get druggable targets OG5_131051	All targets in OG5_131051

By sequence similarity to non orthologous known druggable targets

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trichomonas vaginalis	glutaminase, putative	0.0276	0.5917	1
Loa Loa (eye worm)	hypothetical protein	0.0445	1	1
Plasmodium falciparum	thioredoxin reductase	0.0089	0.1406	1
Mycobacterium tuberculosis	Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB	0.0203	0.4162	0.8837
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0124	0.0087
Echinococcus granulosus	para nitrobenzyl esterase	0.0036	0.0124	0.0281
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0036	0.0124	0.0202
Brugia malayi	Carboxylesterase family protein	0.0036	0.0124	0.0124
Loa Loa (eye worm)	thioredoxin reductase	0.0089	0.1406	0.1374
Mycobacterium ulcerans	carboxylesterase, LipT	0.0036	0.0124	0.0209
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0124	0.0087
Echinococcus granulosus	neuroligin	0.0036	0.0124	0.0281
Trichomonas vaginalis	carboxylesterase domain containing protein, putative	0.0036	0.0124	0.0209
Giardia lamblia	NADH oxidase lateral transfer candidate	0.0031	0	0.5
Mycobacterium tuberculosis	NADPH-dependent mycothiol reductase Mtr	0.0089	0.1406	0.2985
Brugia malayi	Carboxylesterase family protein	0.0213	0.4398	0.4398
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0036	0.0124	0.0281
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0036	0.0124	0.0281
Onchocerca volvulus		0.0036	0.0124	0.5
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0124	0.0087
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0036	0.0124	0.0263
Loa Loa (eye worm)	glutaminase 2	0.0276	0.5917	0.5901
Mycobacterium tuberculosis	Probable dehydrogenase	0.0203	0.4162	0.8837
Toxoplasma gondii	thioredoxin reductase	0.0089	0.1406	1
Echinococcus multilocularis	para nitrobenzyl esterase	0.0036	0.0124	0.0281
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0036	0.0124	0.0281
Mycobacterium tuberculosis	Putative ferredoxin reductase	0.0203	0.4162	0.8837
Treponema pallidum	NADH oxidase	0.0031	0	0.5
Echinococcus granulosus	biogenic amine 5HT receptor	0.0159	0.3086	0.7016
Schistosoma mansoni	acetylcholinesterase	0.0036	0.0124	0.0202
Wolbachia endosymbiont of Brugia malayi	dihydrolipoamide dehydrogenase E3 component	0.0031	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0213	0.4398	0.4377
Leishmania major	C-8 sterol isomerase-like protein	0.0445	1	1
Wolbachia endosymbiont of Brugia malayi	dihydrolipoamide dehydrogenase E3 component	0.0031	0	0.5
Brugia malayi	Carboxylesterase family protein	0.0036	0.0124	0.0124
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0213	0.4398	0.7178
Trypanosoma cruzi	trypanothione reductase, putative	0.0089	0.1406	0.1406
Loa Loa (eye worm)	hypothetical protein	0.0159	0.3086	0.306
Entamoeba histolytica	Acid sphingomyelinase-like phosphodiesterase, putative	0.0085	0.1302	0.5
Echinococcus multilocularis	serotonin receptor	0.0159	0.3086	0.7016
Trypanosoma brucei	trypanothione reductase	0.0089	0.1406	0.1406
Schistosoma mansoni	gliotactin	0.0036	0.0124	0.0202
Echinococcus granulosus	BC026374 protein S09 family	0.0036	0.0124	0.0281
Echinococcus multilocularis	serotonin receptor	0.0159	0.3086	0.7016
Mycobacterium tuberculosis	NAD(P)H quinone reductase LpdA	0.0226	0.471	1
Entamoeba histolytica	Acid sphingomyelinase-like phosphodiesterase, putative	0.0085	0.1302	0.5
Trypanosoma cruzi	C-8 sterol isomerase, putative	0.0445	1	1
Loa Loa (eye worm)	carboxylesterase	0.0036	0.0124	0.0087
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0036	0.0124	0.0263
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0124	0.0087
Loa Loa (eye worm)	glutaminase	0.0276	0.5917	0.5901
Plasmodium vivax	glutathione reductase, putative	0.0089	0.1406	1
Plasmodium vivax	thioredoxin reductase, putative	0.0089	0.1406	1
Leishmania major	trypanothione reductase	0.0089	0.1406	0.1406
Echinococcus granulosus	acetylcholinesterase	0.0213	0.4398	1
Echinococcus granulosus	carboxylesterase 5A	0.0213	0.4398	1
Brugia malayi	glutathione reductase	0.0089	0.1406	0.1406
Loa Loa (eye worm)	hypothetical protein	0.0213	0.4398	0.4377
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0036	0.0124	0.0202
Schistosoma mansoni	glutaminase	0.0276	0.5917	0.9656
Loa Loa (eye worm)	acetylcholinesterase 1	0.0213	0.4398	0.4377
Loa Loa (eye worm)	hypothetical protein	0.0227	0.4747	0.4727
Brugia malayi	Carboxylesterase family protein	0.0213	0.4398	0.4398
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0124	0.0087
Mycobacterium tuberculosis	Probable NADH dehydrogenase Ndh	0.0203	0.4162	0.8837
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0036	0.0124	0.0202
Loa Loa (eye worm)	glutathione reductase	0.0089	0.1406	0.1374
Schistosoma mansoni	BC026374 protein (S09 family)	0.0036	0.0124	0.0202
Onchocerca volvulus		0.0036	0.0124	0.5
Loa Loa (eye worm)	carboxylesterase	0.0036	0.0124	0.0087
Mycobacterium tuberculosis	Probable oxidoreductase	0.0226	0.471	1
Brugia malayi	Cytochrome P450 family protein	0.0032	0.0037	0.0037
Mycobacterium tuberculosis	Carboxylesterase LipT	0.0036	0.0124	0.0263
Brugia malayi	Thioredoxin reductase	0.0089	0.1406	0.1406
Echinococcus multilocularis	neuroligin	0.0036	0.0124	0.0281
Brugia malayi	Carboxylesterase family protein	0.0036	0.0124	0.0124
Brugia malayi	hypothetical protein	0.0036	0.0124	0.0124
Mycobacterium tuberculosis	Probable membrane NADH dehydrogenase NdhA	0.0203	0.4162	0.8837
Plasmodium falciparum	glutathione reductase	0.0089	0.1406	1
Schistosoma mansoni	biogenic amine (5HT) receptor	0.0159	0.3086	0.5036
Loa Loa (eye worm)	carboxylesterase	0.0213	0.4398	0.4377
Brugia malayi	glutaminase DH11.1	0.0276	0.5917	0.5917
Mycobacterium tuberculosis	Probable reductase	0.0203	0.4162	0.8837
Echinococcus granulosus	thioredoxin glutathione reductase	0.009	0.1418	0.3225
Mycobacterium tuberculosis	Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras	0.0226	0.471	1
Echinococcus granulosus	acetylcholinesterase	0.0213	0.4398	1
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0036	0.0124	0.0202
Echinococcus multilocularis	acetylcholinesterase	0.0213	0.4398	1
Loa Loa (eye worm)	hypothetical protein	0.0159	0.3086	0.306
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0124	0.0087
Trichomonas vaginalis	spcc417.12 protein, putative	0.0036	0.0124	0.0209
Chlamydia trachomatis	dihydrolipoyl dehydrogenase	0.0031	0	0.5
Onchocerca volvulus		0.0036	0.0124	0.5
Loa Loa (eye worm)	hypothetical protein	0.0085	0.1302	0.1269
Onchocerca volvulus		0.0036	0.0124	0.5
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0124	0.0087
Onchocerca volvulus		0.0036	0.0124	0.5
Trypanosoma brucei	C-8 sterol isomerase, putative	0.0445	1	1
Mycobacterium ulcerans	glutaminase	0.0276	0.5917	1
Echinococcus multilocularis	acetylcholinesterase	0.0213	0.4398	1
Brugia malayi	Carboxylesterase family protein	0.0036	0.0124	0.0124
Echinococcus multilocularis	thioredoxin glutathione reductase	0.009	0.1418	0.3225
Mycobacterium leprae	DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE	0.0226	0.471	1
Echinococcus multilocularis	carboxylesterase 5A	0.0213	0.4398	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Inhibition (binding)	= 29 %	Percentage inhibition of dopamine D2 receptor at 10 uM concentration using 0.2 nM [3H]-spiperone	ChEMBL.	15634021
Inhibition (binding)	= 29 %	Percentage inhibition of dopamine D2 receptor at 10 uM concentration using 0.2 nM [3H]-spiperone	ChEMBL.	15634021
Ki (functional)		Antagonist activity at human recombinant adrenergic alpha2B receptor expressed in CHO cells assessed as inhibition of NE-induced calcium mobilization by FLIPR	ChEMBL.	18799310
Ki (functional)		Antagonist activity at human recombinant adrenergic Alpha-2C receptor expressed in CHO cells assessed as inhibition of NE-induced calcium mobilization by FLIPR	ChEMBL.	18799310
Ki (functional)		Antagonist activity at human recombinant adrenergic alpha2A receptor expressed in CHO cells assessed as inhibition of NE-induced calcium mobilization by FLIPR	ChEMBL.	18799310
Ki (binding)	0 nM	Inhibitory constant against dopamine D2 receptor using 0.2 nM [3H]-spiperone; Not determined	ChEMBL.	15634021
Ki (binding)	= 0.3 nM	Inhibitory constant against sigma receptor type 1 using 3 nM [3H]-pentazocine	ChEMBL.	15634021
Ki (binding)	= 0.3 nM	Inhibitory constant against sigma receptor type 1 using 3 nM [3H]-pentazocine	ChEMBL.	15634021
Ki (binding)	= 1.48 nM	Inhibitory constant against sigma receptor type 2 using 3 nM [3H]-ditolylguanidine	ChEMBL.	15634021
Ki (binding)	= 1.48 nM	Inhibitory constant against sigma receptor type 2 using 3 nM [3H]-ditolylguanidine	ChEMBL.	15634021
Ki (binding)	> 500 nM	Binding affinity at human recombinant adrenergic Alpha-2C receptor expressed in CHO cells by radioligand binding assay	ChEMBL.	18799310
Ki (binding)	> 500 nM	Binding affinity at human recombinant adrenergic alpha2B receptor expressed in CHO cells by radioligand binding assay	ChEMBL.	18799310
Ki (binding)	> 500 nM	Binding affinity at human recombinant adrenergic alpha2A receptor expressed in CHO cells by radioligand binding assay	ChEMBL.	18799310
Ki (binding)	> 1000 nM	Inhibitory constant was determined against 5-hydroxytryptamine 1A receptor using 1.2 nM [3H]-8-OH-DPAT	ChEMBL.	15634021
Ki (binding)	> 1000 nM	Inhibitory constant was determined against 5-hydroxytryptamine 1A receptor using 1.2 nM [3H]-8-OH-DPAT	ChEMBL.	15634021
Ratio (binding)	= 5	Ratio of Ki against Sigma receptor type 1 and 2	ChEMBL.	15634021
Ratio (binding)	= 5	Ratio of Ki against Sigma receptor type 1 and 2	ChEMBL.	15634021

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: CHEMBL362699
PubChem: 11338418

Bibliographic References

2 literature references were 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 314615