TDR Targets

Basic information

Technical information

TDR Targets ID: 73248
Name: (1R,2R)-2-[4-(2,3-dihydro-1,4-benzodioxin-8-y l)piperidin-1-yl]-6-methyl-2,3-dihydro-1H-ind en-1-ol
MW: 365.465 | Formula: C23H27NO3
H donors: 1 H acceptors: 1 LogP: 3.53 Rotable bonds: 2
Rule of 5 violations (Lipinski): 1
SMILES: Cc1ccc2c(c1)[C@@H](O)[C@@H](C2)N1CCC(CC1)c1cccc2c1OCCO2
InChi: 1S/C23H27NO3/c1-15-5-6-17-14-20(22(25)19(17)13-15)24-9-7-16(8-10-24)18-3-2-4-21-23(18)27-12-11-26-21/h2-6,13,16,20,22,25H,7-12,14H2,1H3/t20-,22-/m1/s1
InChiKey: FIMQQCSPXAMCSD-IFMALSPDSA-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

(1R,2R)-2-[4-(2,3-dihydro-1,4-benzodioxin-8-yl)-1-piperidyl]-6-methyl-indan-1-ol
(1R,2R)-2-[4-(2,3-dihydro-1,4-benzodioxin-8-yl)-1-piperidinyl]-6-methyl-1-indanol
(1R,2R)-2-[4-(2,3-dihydro-1,4-benzodioxin-8-yl)piperidino]-6-methyl-indan-1-ol

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Adrenergic receptor alpha-1	Starlite/ChEMBL	References
Homo sapiens	5-hydroxytryptamine (serotonin) receptor 1A, G protein-coupled	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma japonicum	expressed 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
Loa Loa (eye worm)	hypothetical protein	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
Schistosoma japonicum	ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, putative	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	Octopamine receptor, putative	Get druggable targets OG5_133249	All targets in OG5_133249
Echinococcus multilocularis	serotonin receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Echinococcus multilocularis	serotonin receptor	Get druggable targets OG5_133249	All targets in OG5_133249

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
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.0063	0.047	0.0275
Echinococcus granulosus	arachidonate 5 lipoxygenase	0.013	0.1466	0.7399
Trypanosoma brucei	unspecified product	0.0038	0.0094	0.0969
Trypanosoma brucei	DNA polymerase kappa, putative	0.0045	0.0202	0.2858
Mycobacterium ulcerans	penicillin-binding membrane protein PbpB	0.0698	0.9962	1
Mycobacterium leprae	Probable penicillin-binding protein PbpA	0.0397	0.5461	0.9714
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0321	0.4333	0.7691
Mycobacterium ulcerans	penicillin-binding protein PbpA	0.0397	0.5461	0.5388
Mycobacterium ulcerans	penicillin-binding lipoprotein	0.0144	0.1679	0.1513
Toxoplasma gondii	histone lysine methyltransferase SET/SUV39	0.0033	0.0018	0.5
Loa Loa (eye worm)	hypothetical protein	0.0164	0.1982	0.4905
Loa Loa (eye worm)	glutaminase 2	0.0301	0.4022	1
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0321	0.4333	1
Echinococcus multilocularis	dna polymerase kappa	0.0045	0.0202	0.0939
Trypanosoma brucei	DNA polymerase kappa, putative	0.0045	0.0202	0.2858
Echinococcus granulosus	3 hydroxyacyl coenzyme A dehydrogenase type 2	0.0063	0.047	0.2374
Trypanosoma brucei	DNA polymerase kappa, putative	0.0045	0.0202	0.2858
Loa Loa (eye worm)	tyrosyl-DNA phosphodiesterase	0.0073	0.0613	0.1485
Trypanosoma cruzi	tyrosyl-DNA Phosphodiesterase (Tdp1), putative	0.0073	0.0613	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0321	0.4333	0.7691
Mycobacterium ulcerans	glutaminase	0.0301	0.4022	0.3914
Mycobacterium tuberculosis	Possible penicillin-binding lipoprotein	0.0144	0.1679	0.2422
Mycobacterium leprae	PROBABLE BIFUNCTIONAL MEMBRANE-ASSOCIATED PENICILLIN-BINDING PROTEIN 1A/1B PONA2 (MUREIN POLYMERASE) [INCLUDES: PENICILLIN-INSEN	0.027	0.357	0.4857
Brugia malayi	Tyrosyl-DNA phosphodiesterase family protein	0.0073	0.0613	0.1485
Echinococcus granulosus	histone lysine methyltransferase setb	0.0033	0.0018	0.0091
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0321	0.4333	0.7691
Trichomonas vaginalis	conserved hypothetical protein	0.0404	0.5573	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0321	0.4333	0.7691
Echinococcus multilocularis	serotonin receptor	0.0164	0.1982	1
Mycobacterium leprae	Probable penicillin-binding membrane protein PbpB	0.025	0.3272	0.409
Mycobacterium leprae	Probable fructose bisphosphate aldolase Fba	0.0157	0.1875	0.0502
Treponema pallidum	penicillin-binding protein (pbp-1)	0.07	1	1
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.0229	0.2949	0.7321
Leishmania major	tyrosyl-DNA phosphodiesterase 1	0.0073	0.0613	1
Brugia malayi	aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase	0.0091	0.0894	0.2188
Mycobacterium tuberculosis	Probable penicillin-binding protein PbpA	0.0397	0.5461	1
Trypanosoma brucei	DNA polymerase kappa, putative	0.0045	0.0202	0.2858
Trypanosoma brucei	DNA polymerase IV, putative	0.0038	0.0094	0.0969
Trichomonas vaginalis	set domain proteins, putative	0.0261	0.3422	0.5995
Loa Loa (eye worm)	glutaminase	0.0301	0.4022	1
Trypanosoma brucei	DNA polymerase kappa, putative	0.0045	0.0202	0.2858
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0321	0.4333	0.7691
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0321	0.4333	0.7691
Loa Loa (eye worm)	hypothetical protein	0.0164	0.1982	0.4905
Echinococcus multilocularis	L aminoadipate semialdehyde	0.0091	0.0894	0.4461
Loa Loa (eye worm)	hypothetical protein	0.0034	0.0038	0.0051
Mycobacterium ulcerans	fructose-bisphosphate aldolase	0.0157	0.1875	0.1714
Echinococcus multilocularis	serotonin receptor	0.0164	0.1982	1
Schistosoma mansoni	3-hydroxyacyl-CoA dehydrogenase	0.0063	0.047	0.113
Trichomonas vaginalis	glutaminase, putative	0.0301	0.4022	0.7113
Brugia malayi	glutaminase DH11.1	0.0301	0.4022	1
Trypanosoma brucei	DNA polymerase kappa, putative	0.0045	0.0202	0.2858
Trypanosoma brucei	DNA polymerase kappa, putative	0.0045	0.0202	0.2858
Mycobacterium tuberculosis	Probable fructose-bisphosphate aldolase Fba	0.0157	0.1875	0.2814
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0321	0.4333	1
Treponema pallidum	penicillin-binding protein (pbp-2)	0.0404	0.5573	0.2188
Schistosoma mansoni	tyrosyl-DNA phosphodiesterase	0.0073	0.0613	0.1485
Giardia lamblia	Fructose-bisphosphate aldolase	0.0321	0.4333	0.5
Echinococcus multilocularis	3 hydroxyacyl coenzyme A dehydrogenase type 2	0.0063	0.047	0.2304
Schistosoma mansoni	aminoadipate-semialdehyde dehydrogenase	0.0091	0.0894	0.2188
Loa Loa (eye worm)	hypothetical protein	0.0091	0.0894	0.2188
Trypanosoma brucei	tyrosyl-DNA Phosphodiesterase (Tdp1), putative	0.0073	0.0613	1
Trypanosoma brucei	DNA polymerase IV, putative	0.0045	0.0202	0.2858
Echinococcus multilocularis	tyrosyl DNA phosphodiesterase 1	0.0073	0.0613	0.3027
Trypanosoma brucei	DNA polymerase IV, putative	0.0045	0.0202	0.2858
Brugia malayi	Pre-SET motif family protein	0.0229	0.2949	0.7321
Mycobacterium tuberculosis	Probable penicillin-binding membrane protein PbpB	0.025	0.3272	0.5612
Mycobacterium tuberculosis	Probable bifunctional penicillin-binding protein 1A/1B PonA1 (murein polymerase) (PBP1): penicillin-insensitive transglycosylase	0.0134	0.153	0.2122
Echinococcus granulosus	transcription factor Dp 1	0.0042	0.0155	0.0785
Loa Loa (eye worm)	3-hydroxyacyl-CoA dehydrogenase type II	0.0059	0.0407	0.0971
Mycobacterium ulcerans	bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2	0.027	0.357	0.3451
Echinococcus granulosus	tyrosyl DNA phosphodiesterase 1	0.0073	0.0613	0.3091
Echinococcus granulosus	L aminoadipate semialdehyde	0.0091	0.0894	0.4512
Echinococcus multilocularis	transcription factor Dp 1	0.0042	0.0155	0.07
Trypanosoma cruzi	tyrosyl-DNA Phosphodiesterase (Tdp1), putative	0.0073	0.0613	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0321	0.4333	0.7691
Schistosoma mansoni	lipoxygenase	0.013	0.1466	0.3617
Schistosoma mansoni	biogenic amine (5HT) receptor	0.0164	0.1982	0.4905
Brugia malayi	polk-prov protein	0.0034	0.0038	0.0051
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.0063	0.047	0.0275
Schistosoma mansoni	lipoxygenase	0.0091	0.0883	0.216
Wolbachia endosymbiont of Brugia malayi	cell division protein FtsI	0.07	1	0.5
Schistosoma mansoni	glutaminase	0.0301	0.4022	1
Onchocerca volvulus		0.0091	0.0894	0.2574
Mycobacterium ulcerans	bifunctional penicillin-binding protein 1A/1B PonA1	0.0404	0.5573	0.5502
Onchocerca volvulus		0.0261	0.3422	1
Trypanosoma brucei	DNA polymerase kappa, putative	0.0045	0.0202	0.2858
Trypanosoma brucei	DNA polymerase kappa, putative	0.0045	0.0202	0.2858
Echinococcus granulosus	dna polymerase kappa	0.0045	0.0202	0.1021
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0321	0.4333	0.7691
Brugia malayi	3-hydroxyacyl-CoA dehydrogenase type II	0.0063	0.047	0.113
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.013	0.1466	0.7375
Mycobacterium leprae	PROBABLE BIFUNCTIONAL PENICILLIN-BINDING PROTEIN 1A/1B PONA1 (MUREIN POLYMERASE) (PBP1): PENICILLIN-INSENSITIVE TRANSGLYCOSYLASE	0.0404	0.5573	1
Mycobacterium tuberculosis	Probable bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2 (murein polymerase) [includes: penicillin-insen	0.027	0.357	0.6211
Plasmodium vivax	SET domain protein, putative	0.0033	0.0018	0.5
Treponema pallidum	penicillin-binding protein (pbp-3)	0.0698	0.9962	0.9933
Echinococcus granulosus	biogenic amine 5HT receptor	0.0164	0.1982	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= -9.26	Binding affinity at human 5-hydroxytryptamine 1A receptor by inhibition of [3H]-8-OH-DPAT binding in Chinese hamster ovary cell line	ChEMBL.	11754589
Ki (binding)	= -7.44	Binding affinity at Alpha-1 adrenergic receptor by inhibition of [3H]-prazosin binding to rat cortex	ChEMBL.	11754589
Log Ki (binding)	= 7.44	Binding affinity at Alpha-1 adrenergic receptor by inhibition of [3H]-prazosin binding to rat cortex	ChEMBL.	11754589
Log Ki (binding)	= 9.26	Binding affinity at human 5-hydroxytryptamine 1A receptor by inhibition of [3H]-8-OH-DPAT binding in Chinese hamster ovary cell line	ChEMBL.	11754589
Ratio (binding)	= 66	Selectivity ratio towards Alpha-1 adrenergic receptor to human 5-hydroxytryptamine 1A receptor	ChEMBL.	11754589

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: CHEMBL301806
PubChem: 11728240

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 73248