TDR Targets

Basic information

Technical information

TDR Targets ID: 89633
Name: 1-(4-methyl-2,3,5,6-tetrahydrofuro[3,2-f][1]b enzofuran-8-yl)propan-2-amine
MW: 233.306 | Formula: C14H19NO2
H donors: 1 H acceptors: 0 LogP: 2.05 Rotable bonds: 2
Rule of 5 violations (Lipinski): 1
SMILES: CC(Cc1c2OCCc2c(c2c1OCC2)C)N
InChi: 1S/C14H19NO2/c1-8(15)7-12-13-10(3-5-16-13)9(2)11-4-6-17-14(11)12/h8H,3-7,15H2,1-2H3
InChiKey: PSEDSSOSMWPGTN-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-(4-methyl-2,3,5,6-tetrahydrofuro[3,2-f]benzofuran-8-yl)propan-2-amine
1-(4-methyl-2,3,5,6-tetrahydrofuro[3,2-f]benzofuran-8-yl)-2-propanamine
[1-methyl-2-(4-methyl-2,3,5,6-tetrahydrofuro[3,2-f]benzofuran-8-yl)ethyl]amine
1-(4-methyl-2,3,5,6-tetrahydrofuro[3,2-f][1]benzoxol-8-yl)propan-2-amine

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Serotonin 2c (5-HT2c) receptor	Starlite/ChEMBL	References
Rattus norvegicus	Serotonin 2a (5-HT2a) 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

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Onchocerca volvulus	Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog	Serotonin 2a (5-HT2a) receptor	471 aa	435 aa	23.0 %
Echinococcus multilocularis	g protein coupled receptor	Serotonin 2a (5-HT2a) receptor	471 aa	462 aa	21.2 %
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Serotonin 2c (5-HT2c) receptor	460 aa	405 aa	31.1 %
Schistosoma japonicum	ko:K04209 neuropeptide Y receptor, invertebrate, putative	Serotonin 2a (5-HT2a) receptor	471 aa	405 aa	25.4 %
Echinococcus multilocularis	neuropeptides capa receptor	Serotonin 2c (5-HT2c) receptor	460 aa	408 aa	20.8 %
Schistosoma japonicum	ko:K04136 adrenergic receptor, alpha 1b, putative	Serotonin 2a (5-HT2a) receptor	471 aa	422 aa	27.5 %
Loa Loa (eye worm)	hypothetical protein	Serotonin 2c (5-HT2c) receptor	460 aa	417 aa	21.3 %
Echinococcus multilocularis	g protein coupled receptor	Serotonin 2a (5-HT2a) receptor	471 aa	417 aa	20.6 %
Echinococcus granulosus	g protein coupled receptor	Serotonin 2a (5-HT2a) receptor	471 aa	408 aa	21.8 %
Echinococcus granulosus	g protein coupled receptor	Serotonin 2a (5-HT2a) receptor	471 aa	416 aa	19.2 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.0027	0.0167	0.0423
Echinococcus granulosus	GPCR family 3 C terminal	0.002	0.0036	0.0057
Brugia malayi	WGR domain containing protein	0.0089	0.1304	0.1273
Loa Loa (eye worm)	hypothetical protein	0.0026	0.0159	0.04
Mycobacterium ulcerans	acyl-CoA synthetase	0.0024	0.0108	1
Brugia malayi	Intermediate filament tail domain containing protein	0.0027	0.0167	0.0132
Loa Loa (eye worm)	acetylcholinesterase 1	0.0025	0.013	0.033
Trypanosoma cruzi	poly(ADP-ribose) polymerase, putative	0.0089	0.1304	1
Schistosoma mansoni	hypothetical protein	0.0169	0.2746	1
Trypanosoma brucei	poly(adp-ribose) polymerase	0.0089	0.1304	1
Schistosoma mansoni	intermediate filament proteins	0.0027	0.0167	0.0486
Brugia malayi	WGR domain containing protein	0.0163	0.2636	0.261
Loa Loa (eye worm)	hypothetical protein	0.0236	0.3959	1
Echinococcus granulosus	arachidonate 5 lipoxygenase	0.0052	0.0623	0.1547
Echinococcus multilocularis	acetylcholinesterase	0.0025	0.013	0.0298
Echinococcus multilocularis	acetylcholinesterase	0.0025	0.013	0.0298
Brugia malayi	AMP-binding enzyme family protein	0.0024	0.0108	0.0073
Leishmania major	4-coumarate:coa ligase-like protein	0.0024	0.0108	1
Echinococcus granulosus	carboxylesterase 5A	0.0025	0.013	0.0298
Mycobacterium leprae	PROBABLE FATTY-ACID-CoA LIGASE FADD2 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE)	0.0024	0.0108	0.5
Loa Loa (eye worm)	poly(ADP-ribose) polymerase	0.0064	0.0845	0.2134
Loa Loa (eye worm)	hypothetical protein	0.0021	0.0065	0.0165
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0022	0.007	0.0146
Onchocerca volvulus		0.0048	0.0552	1
Mycobacterium ulcerans	hypothetical protein	0.0024	0.0108	1
Brugia malayi	AMP-binding enzyme family protein	0.0024	0.0108	0.0073
Schistosoma mansoni	hypothetical protein	0.0036	0.0331	0.1088
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0022	0.007	0.0146
Mycobacterium ulcerans	long-chain-fatty-acid--CoA ligase	0.0024	0.0108	1
Loa Loa (eye worm)	hypothetical protein	0.0027	0.0167	0.0423
Echinococcus granulosus	lamin dm0	0.0027	0.0167	0.0392
Echinococcus granulosus	poly (ADP ribose) polymerase	0.0025	0.0139	0.0319
Brugia malayi	hypothetical protein	0.0036	0.0331	0.0296
Echinococcus multilocularis	lamin	0.0027	0.0167	0.0392
Echinococcus multilocularis	poly (ADP ribose) polymerase 1	0.0163	0.2636	0.6648
Echinococcus granulosus	lamin	0.0027	0.0167	0.0392
Echinococcus multilocularis	musashi	0.0027	0.0167	0.0392
Mycobacterium ulcerans	long-chain-fatty-acid-CoA ligase	0.0024	0.0108	1
Loa Loa (eye worm)	carboxylesterase	0.0025	0.013	0.033
Entamoeba histolytica	hypothetical protein	0.0036	0.0331	0.0878
Schistosoma mansoni	poly [ADP-ribose] polymerase	0.0089	0.1304	0.4679
Onchocerca volvulus		0.0027	0.0167	0.2552
Echinococcus granulosus	WGR domain containing protein	0.0051	0.0598	0.1482
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0022	0.007	0.0146
Echinococcus multilocularis	glutamate receptor 2	0.0022	0.007	0.0146
Brugia malayi	metabotropic glutamate receptor type 2	0.0061	0.0778	0.0746
Mycobacterium ulcerans	acyl-CoA synthetase	0.0024	0.0108	1
Schistosoma mansoni	hypothetical protein	0.0169	0.2746	1
Onchocerca volvulus		0.0027	0.0167	0.2552
Loa Loa (eye worm)	glutamate receptor	0.0048	0.0543	0.1371
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0022	0.007	0.0146
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0036	0.0331	0.0805
Plasmodium vivax	acyl-CoA synthetase, putative	0.0018	0	0.5
Brugia malayi	Metabotropic glutamate receptor precursor.	0.0123	0.1903	0.1874
Entamoeba histolytica	hypothetical protein	0.0025	0.0139	0.0119
Loa Loa (eye worm)	hypothetical protein	0.002	0.0036	0.009
Plasmodium falciparum	acyl-CoA synthetase	0.0018	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0108	0.0274
Echinococcus multilocularis	poly (adp ribose) polymerase 2	0.0089	0.1304	0.3272
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.0052	0.0623	0.1547
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0025	0.013	0.035
Brugia malayi	Carboxylesterase family protein	0.0025	0.013	0.0095
Entamoeba histolytica	hypothetical protein	0.0036	0.0331	0.0878
Leishmania major	4-coumarate:coa ligase-like protein	0.0024	0.0108	1
Brugia malayi	intermediate filament protein	0.0027	0.0167	0.0132
Onchocerca volvulus		0.0024	0.0108	0.141
Loa Loa (eye worm)	hypothetical protein	0.0089	0.1304	0.3294
Mycobacterium ulcerans	fatty-acid-CoA ligase	0.0024	0.0108	1
Schistosoma mansoni	metabotropic glutamate receptor 2 3 (mglur group 2)	0.0137	0.2175	0.7892
Entamoeba histolytica	hypothetical protein	0.0036	0.0331	0.0878
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0108	0.0274
Entamoeba histolytica	poly(ADP-ribose) polymerase, putative	0.0163	0.2636	1
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0036	0.0331	0.0805
Echinococcus granulosus	poly (ADP ribose) polymerase	0.0051	0.0598	0.1482
Onchocerca volvulus	DNA ligase 3 homolog	0.0021	0.0065	0.0578
Echinococcus granulosus	poly (ADP ribose) polymerase	0.0025	0.0139	0.0319
Loa Loa (eye worm)	receptor family ligand binding region containing protein	0.0033	0.0271	0.0685
Echinococcus multilocularis	glutamate receptor NMDA	0.0034	0.0289	0.07
Schistosoma mansoni	transcription factor LCR-F1	0.0036	0.0331	0.1088
Brugia malayi	hypothetical protein	0.0236	0.3959	0.3937
Echinococcus granulosus	poly adp ribose polymerase 2	0.0089	0.1304	0.3272
Echinococcus multilocularis	carboxylesterase 5A	0.0025	0.013	0.0298
Mycobacterium tuberculosis	Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase)	0.0024	0.0108	1
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0022	0.007	0.0146
Schistosoma mansoni	survival motor neuron protein	0.0048	0.0552	0.1906
Schistosoma mansoni	hypothetical protein	0.0048	0.0552	0.1906
Loa Loa (eye worm)	hypothetical protein	0.015	0.241	0.6089
Echinococcus multilocularis	nmda type glutamate receptor	0.0037	0.0347	0.0846
Loa Loa (eye worm)	hypothetical protein	0.0025	0.013	0.033
Trypanosoma cruzi	poly(ADP-ribose) polymerase, putative	0.0089	0.1304	1
Loa Loa (eye worm)	metabotropic GABA-B receptor subtype 2	0.0033	0.0271	0.0685
Echinococcus granulosus	survival motor neuron protein 1	0.0236	0.3959	1
Schistosoma mansoni	metabotropic glutamate receptor	0.0061	0.0778	0.2741
Toxoplasma gondii	cytochrome p450 superfamily protein	0.0269	0.4557	1
Leishmania major	4-coumarate:coa ligase-like protein	0.0024	0.0108	1
Entamoeba histolytica	hypothetical protein	0.0036	0.0331	0.0878
Echinococcus granulosus	poly (ADP ribose) polymerase	0.0025	0.0139	0.0319
Echinococcus multilocularis	geminin	0.0169	0.2746	0.6926
Schistosoma mansoni	glutamate receptor NMDA	0.0055	0.068	0.2378
Chlamydia trachomatis	acylglycerophosphoethanolamine acyltransferase	0.0018	0	0.5
Brugia malayi	metabotropic glutamate receptor subtype 5a (mGluR5a), putative	0.011	0.1668	0.1638
Echinococcus multilocularis	poly (ADP ribose) polymerase	0.0037	0.0358	0.0874
Echinococcus multilocularis	glutamate receptor, ionotrophic, AMPA 3	0.0022	0.007	0.0146
Schistosoma mansoni	lamin	0.0027	0.0167	0.0486
Loa Loa (eye worm)	hypothetical protein	0.0033	0.0271	0.0685
Schistosoma mansoni	poly [ADP-ribose] polymerase	0.0163	0.2636	0.9595
Mycobacterium leprae	PROBABLE FATTY-ACID-CoA LIGASE FADD7 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE)	0.0024	0.0108	0.5
Brugia malayi	Carboxylesterase family protein	0.0025	0.013	0.0095
Echinococcus granulosus	glutamate receptor NMDA	0.0034	0.0289	0.07
Echinococcus granulosus	glutamate receptor ionotrophic AMPA 3	0.0022	0.007	0.0146
Echinococcus granulosus	nmda type glutamate receptor	0.0037	0.0347	0.0846
Schistosoma mansoni	poly [ADP-ribose] polymerase	0.0077	0.1085	0.387
Schistosoma mansoni	metabotropic glutamate receptor	0.0103	0.1547	0.5577
Echinococcus multilocularis	metabotropic glutamate receptor 2	0.0103	0.1547	0.3888
Echinococcus multilocularis	survival motor neuron protein 1	0.0236	0.3959	1
Mycobacterium ulcerans	long-chain fatty-acid CoA ligase	0.0024	0.0108	1
Loa Loa (eye worm)	hypothetical protein	0.0124	0.193	0.4876
Echinococcus granulosus	poly ADP ribose polymerase 1	0.0163	0.2636	0.6648
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0022	0.007	0.0146
Schistosoma mansoni	lipoxygenase	0.0036	0.0339	0.1121
Echinococcus multilocularis	nmda type glutamate receptor	0.0047	0.0525	0.1298
Mycobacterium ulcerans	acyl-CoA synthetase	0.0024	0.0108	1
Echinococcus multilocularis	metabotropic glutamate receptor 5	0.015	0.241	0.6076
Brugia malayi	Iron-sulfur cluster assembly accessory protein	0.0048	0.0552	0.0519
Loa Loa (eye worm)	hypothetical protein	0.0025	0.013	0.033
Schistosoma mansoni	lipoxygenase	0.0052	0.0623	0.2169
Echinococcus granulosus	nmda type glutamate receptor	0.0047	0.0525	0.1298
Echinococcus granulosus	acetylcholinesterase	0.0025	0.013	0.0298
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0108	0.0274
Mycobacterium tuberculosis	Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0024	0.0108	1
Echinococcus multilocularis	GPCR, family 3, C terminal	0.002	0.0036	0.0057
Echinococcus granulosus	acetylcholinesterase	0.0025	0.013	0.0298
Echinococcus granulosus	metabotropic glutamate receptor 2	0.0103	0.1547	0.3888
Loa Loa (eye worm)	glutamate receptor	0.0123	0.1903	0.4808
Loa Loa (eye worm)	intermediate filament protein	0.0027	0.0167	0.0423
Echinococcus granulosus	glutamate receptor 2	0.0022	0.007	0.0146
Schistosoma mansoni	lamin	0.0027	0.0167	0.0486
Brugia malayi	AMP-binding enzyme family protein	0.0024	0.0108	0.0073
Echinococcus granulosus	intermediate filament protein	0.0027	0.0167	0.0392
Echinococcus multilocularis	lamin dm0	0.0027	0.0167	0.0392
Echinococcus granulosus	geminin	0.0169	0.2746	0.6926
Brugia malayi	Receptor family ligand binding region containing protein	0.0033	0.0271	0.0237
Echinococcus granulosus	metabotropic glutamate receptor 5	0.015	0.241	0.6076

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= 6.3 nM	Compound was evaluated for its ability to displace (+/-)[125I]-DOI from 5-hydroxytryptamine 2A receptor in cloned rat cell culture	ChEMBL.	12113827
Ki (binding)	= 6.3 nM	Compound was evaluated for its ability to displace (+/-)[125I]-DOI from 5-hydroxytryptamine 2A receptor in cloned rat cell culture	ChEMBL.	12113827
Ki (binding)	= 7.5 nM	Compound was evaluated for its ability to displace (+/-)[125I]-DOI from 5-hydroxytryptamine 2C receptor in cloned rat cell culture	ChEMBL.	12113827
Ki (binding)	= 7.5 nM	Compound was evaluated for its ability to displace (+/-)[125I]-DOI from 5-hydroxytryptamine 2C receptor in cloned rat cell culture	ChEMBL.	12113827

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: CHEMBL291585
PubChem: 10466517

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 89633