TDR Targets

Basic information

Technical information

TDR Targets ID: 999811
Name: 3-[(3R)-3,4-dihydro-2H-pyrano[6,5-e][1]benzox ol-3-yl]-2,6-dimethoxyphenol
MW: 326.343 | Formula: C19H18O5
H donors: 1 H acceptors: 1 LogP: 3.67 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: COc1c(ccc(c1O)OC)[C@@H]1COc2c(C1)ccc1c2cco1
InChi: 1S/C19H18O5/c1-21-16-6-4-13(19(22-2)17(16)20)12-9-11-3-5-15-14(7-8-23-15)18(11)24-10-12/h3-8,12,20H,9-10H2,1-2H3/t12-/m0/s1
InChiKey: DGWRIGGEKQHRTA-LBPRGKRZSA-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-[(3R)-3,4-dihydro-2H-pyrano[6,5-e]benzofuran-3-yl]-2,6-dimethoxy-phenol
3-[(3R)-3,4-dihydro-2H-pyrano[6,5-e]benzofuran-3-yl]-2,6-dimethoxyphenol
3-[(3R)-3,4-dihydro-2H-pyrano[6,5-e][1]benzoxol-3-yl]-2,6-dimethoxy-phenol

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology

No druggable targets predicted by orthology data

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
Echinococcus granulosus	inositol monophosphatase 1	0.0036	0.0178	0.0255
Schistosoma mansoni	zinc finger protein	0.0036	0.0173	0.0352
Brugia malayi	CHD4 protein	0.0031	0.0085	0.0042
Echinococcus multilocularis	aldehyde dehydrogenase, mitochondrial	0.0059	0.0619	0.0886
Loa Loa (eye worm)	hypothetical protein	0.0099	0.1386	0.1506
Brugia malayi	RNA recognition motif domain containing protein	0.0074	0.0899	0.098
Echinococcus multilocularis	fetal alzheimer antigen, falz	0.0052	0.0494	0.0707
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0109	0.1575	0.596
Echinococcus granulosus	PHD finger protein rhinoceros	0.0034	0.0141	0.0201
Echinococcus granulosus	tumor protein p63	0.0393	0.6987	1
Echinococcus granulosus	methyl CpG binding domain protein 2	0.004	0.0251	0.0359
Trichomonas vaginalis	chromobox protein, putative	0.0162	0.2584	0.245
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0059	0.0619	1
Echinococcus multilocularis	tar DNA binding protein	0.0074	0.0899	0.1287
Echinococcus multilocularis	peregrin	0.0039	0.0246	0.0352
Trichomonas vaginalis	conserved hypothetical protein	0.0091	0.1226	0.1067
Echinococcus multilocularis	methyl CpG binding domain protein 2	0.004	0.0251	0.0359
Echinococcus granulosus	fetal alzheimer antigen falz	0.0052	0.0494	0.0707
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0069	0.0818	0.2935
Schistosoma mansoni	methyl-cpg binding protein mbd	0.004	0.0251	0.0664
Echinococcus multilocularis	histone lysine methyltransferase setb histone lysine methyltransferase eggless	0.0109	0.1575	0.2253
Trypanosoma cruzi	ubiquitin carboxyl-terminal hydrolase, putative	0.0036	0.0179	1
Plasmodium falciparum	phd finger protein, putative	0.0034	0.0141	0.5
Loa Loa (eye worm)	jmjC domain-containing protein	0.007	0.0829	0.0862
Loa Loa (eye worm)	hypothetical protein	0.0089	0.1196	0.1286
Schistosoma mansoni	chromobox protein	0.0162	0.2584	1
Schistosoma mansoni	chromobox protein	0.0162	0.2584	1
Toxoplasma gondii	histone lysine methyltransferase SET/SUV39	0.0069	0.0818	1
Echinococcus granulosus	Peptidase C19 ubiquitin carboxyl terminal hydrolase 2	0.0036	0.0179	0.0256
Schistosoma mansoni	ubiquitin-specific peptidase 2 (C19 family)	0.0036	0.0179	0.0378
Mycobacterium tuberculosis	Probable aldehyde dehydrogenase	0.0059	0.0619	1
Brugia malayi	TAR-binding protein	0.0074	0.0899	0.098
Loa Loa (eye worm)	hypothetical protein	0.0034	0.0141	0.0065
Schistosoma mansoni	bromodomain containing protein	0.0147	0.2301	0.8866
Schistosoma mansoni	zinc finger protein	0.0046	0.0362	0.1111
Schistosoma mansoni	aldehyde dehydrogenase	0.0059	0.0619	0.2136
Schistosoma mansoni	aldehyde dehydrogenase	0.0059	0.0619	0.2136
Brugia malayi	latrophilin 2 splice variant baaae	0.004	0.025	0.0232
Schistosoma mansoni	tar DNA-binding protein	0.0074	0.0899	0.3258
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.0484	0.8725	1
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0046	0.0362	0.1107
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0058	0.06	0.0635
Toxoplasma gondii	inositol(myo)-1(or 4)-monophosphatase 2, putative	0.0036	0.0178	0.0554
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0059	0.0619	1
Echinococcus granulosus	muscleblind protein	0.0145	0.2261	0.3235
Trypanosoma cruzi	myo-inositol-1(or 4)-monophosphatase 1, putative	0.0036	0.0178	0.8694
Loa Loa (eye worm)	hypothetical protein	0.0145	0.2261	0.2518
Loa Loa (eye worm)	jmjC domain-containing protein	0.0046	0.0362	0.032
Trichomonas vaginalis	Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase	0.0036	0.0179	0.0001
Schistosoma mansoni	hypothetical protein	0.0048	0.0409	0.1299
Echinococcus multilocularis	PHD finger protein rhinoceros	0.0034	0.0141	0.0201
Schistosoma mansoni	hypothetical protein	0.0036	0.0173	0.0352
Loa Loa (eye worm)	RNA recognition domain-containing protein domain-containing protein	0.0074	0.0899	0.0942
Loa Loa (eye worm)	hypothetical protein	0.0091	0.1226	0.1321
Brugia malayi	Ubiquitin carboxyl-terminal hydrolase family protein	0.0036	0.0179	0.015
Echinococcus multilocularis	zinc finger protein	0.0046	0.0362	0.0519
Echinococcus granulosus	chromobox protein 1	0.0162	0.2584	0.3699
Echinococcus multilocularis	Transcription factor, JmjC domain containing protein	0.0111	0.1612	0.2307
Echinococcus granulosus	bromodomain adjacent to zinc finger domain	0.0139	0.2142	0.3066
Trichomonas vaginalis	chromobox protein, putative	0.0098	0.1358	0.1201
Loa Loa (eye worm)	hypothetical protein	0.0058	0.06	0.0596
Brugia malayi	Heterochromatin protein 1	0.0162	0.2584	0.2922
Echinococcus multilocularis	chromobox protein 1	0.0162	0.2584	0.3699
Leishmania major	ubiquitin hydrolase, putative,cysteine peptidase, Clan CA, family C19, putative	0.0036	0.0179	0.0142
Brugia malayi	RNA binding protein	0.0074	0.0899	0.098
Schistosoma mansoni	hypothetical protein	0.0034	0.0141	0.0224
Onchocerca volvulus		0.0058	0.0591	0.0591
Trypanosoma brucei	inositol-1(or 4)-monophosphatase 1, putative	0.0036	0.0178	0.8694
Schistosoma mansoni	tar DNA-binding protein	0.0074	0.0899	0.3258
Trichomonas vaginalis	conserved hypothetical protein	0.0036	0.0179	0.0001
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0046	0.0362	0.1107
Echinococcus multilocularis	muscleblind protein 1	0.0145	0.2261	0.3235
Schistosoma mansoni	acetyl-CoA C-acetyltransferase	0.0052	0.0494	0.1638
Schistosoma mansoni	hypothetical protein	0.004	0.025	0.0661
Trichomonas vaginalis	set domain proteins, putative	0.0551	1	1
Trypanosoma brucei	ubiquitin carboxyl-terminal hydrolase, putative	0.0036	0.0179	1
Echinococcus multilocularis	inositol monophosphatase 1	0.0036	0.0178	0.0255
Echinococcus granulosus	peregrin	0.0039	0.0246	0.0352
Brugia malayi	Pre-SET motif family protein	0.0484	0.8725	1
Loa Loa (eye worm)	RNA binding protein	0.0074	0.0899	0.0942
Brugia malayi	PHD-finger family protein	0.0058	0.0599	0.0634
Entamoeba histolytica	ubiquitin carboxyl-terminal hydrolase domain containing protein	0.0036	0.0179	1
Schistosoma mansoni	methyl-cpg binding protein mbd	0.004	0.0251	0.0664
Echinococcus multilocularis	bromodomain adjacent to zinc finger domain	0.0084	0.1088	0.1557
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0179	0.0109
Loa Loa (eye worm)	heterochromatin protein 1	0.0162	0.2584	0.2893
Echinococcus multilocularis	ubiquitin specific protease 41	0.0036	0.0179	0.0256
Brugia malayi	Bromodomain containing protein	0.0089	0.1193	0.1319
Loa Loa (eye worm)	hypothetical protein	0.0095	0.1301	0.1408
Echinococcus granulosus	aldehyde dehydrogenase mitochondrial	0.0059	0.0619	0.0886
Trypanosoma cruzi	myo-inositol-1(or 4)-monophosphatase 1, putative	0.0036	0.0178	0.8694
Brugia malayi	jmjC domain containing protein	0.0111	0.1612	0.1802
Wolbachia endosymbiont of Brugia malayi	fructose-1,6-bisphosphatase	0.0036	0.0178	0.5
Echinococcus granulosus	lysine specific demethylase 5A	0.0046	0.0362	0.0517
Brugia malayi	Inositol-1	0.0036	0.0178	0.0149
Loa Loa (eye worm)	hypothetical protein	0.0071	0.0852	0.0888
Toxoplasma gondii	aldehyde dehydrogenase	0.0059	0.0619	0.7056
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0058	0.06	0.0635
Brugia malayi	Muscleblind-like protein	0.0145	0.2261	0.2549
Echinococcus multilocularis	jumonji domain containing protein	0.0047	0.0394	0.0564
Schistosoma mansoni	tar DNA-binding protein	0.0074	0.0899	0.3258
Schistosoma mansoni	tar DNA-binding protein	0.0074	0.0899	0.3258
Loa Loa (eye worm)	PHD-finger family protein	0.0048	0.0409	0.0376
Onchocerca volvulus	Heterochromatin protein 1 homolog	0.0098	0.1358	0.1358
Echinococcus granulosus	chromobox protein 1	0.0162	0.2584	0.3699
Schistosoma mansoni	inositol monophosphatase	0.0036	0.0178	0.0374
Leishmania major	myo-inositol-1(or 4)-monophosphatase 1, putative	0.0036	0.0178	0.0123
Echinococcus granulosus	jumonji domain containing protein	0.0047	0.0394	0.0564
Echinococcus granulosus	chromodomain helicase DNA binding protein 4	0.0031	0.0085	0.0121
Onchocerca volvulus		0.0071	0.0852	0.0852
Loa Loa (eye worm)	TAR-binding protein	0.0074	0.0899	0.0942
Loa Loa (eye worm)	inositol-1	0.0036	0.0178	0.0108
Schistosoma mansoni	jumonji domain containing protein	0.0088	0.1177	0.4368
Onchocerca volvulus	Heterochromatin protein 1 homolog	0.0091	0.1226	0.1226
Brugia malayi	PHD-finger family protein	0.0034	0.0141	0.0106
Brugia malayi	Pre-SET motif family protein	0.0069	0.0818	0.0887
Trichomonas vaginalis	conserved hypothetical protein	0.0064	0.0721	0.0552
Trichomonas vaginalis	conserved hypothetical protein	0.0064	0.0721	0.0552
Onchocerca volvulus	Alhambra homolog	0.0034	0.0141	0.0141
Echinococcus multilocularis	tumor protein p63	0.0393	0.6987	1
Echinococcus granulosus	ubiquitin specific protease 41	0.0036	0.0179	0.0256
Loa Loa (eye worm)	PHD-finger family protein	0.0034	0.0141	0.0065
Echinococcus multilocularis	chromobox protein 1	0.0162	0.2584	0.3699
Echinococcus multilocularis	histone lysine N methyltransferase SETMAR	0.0069	0.0818	0.1171
Trichomonas vaginalis	chromobox protein, putative	0.0098	0.1358	0.1201
Echinococcus multilocularis	muscleblind protein	0.0145	0.2261	0.3235
Echinococcus multilocularis	Peptidase C19, ubiquitin carboxyl terminal hydrolase 2	0.0036	0.0179	0.0256
Echinococcus granulosus	5'partial\|histone lysine N methyltransferase SETDB2	0.0067	0.077	0.1101
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0109	0.1575	0.596
Trypanosoma cruzi	ubiquitin carboxyl-terminal hydrolase, putative	0.0036	0.0179	1
Plasmodium vivax	SET domain protein, putative	0.0069	0.0818	1
Echinococcus granulosus	Transcription factor JmjC domain containing protein	0.0111	0.1612	0.2307
Echinococcus granulosus	histone lysine methyltransferase setb	0.0109	0.1575	0.2253
Echinococcus granulosus	bromodomain adjacent to zinc finger domain	0.0084	0.1088	0.1557
Schistosoma mansoni	histone-lysine n-methyltransferase suv9	0.0096	0.1324	0.4958
Schistosoma mansoni	cellular tumor antigen P53	0.0058	0.0591	0.2026
Loa Loa (eye worm)	hypothetical protein	0.0165	0.2631	0.2947
Schistosoma mansoni	inositol monophosphatase	0.0036	0.0178	0.0374
Echinococcus multilocularis	bromodomain adjacent to zinc finger domain	0.0139	0.2142	0.3066
Schistosoma mansoni	tar DNA-binding protein	0.0074	0.0899	0.3258
Echinococcus granulosus	zinc finger protein	0.0046	0.0362	0.0519
Brugia malayi	jmjC domain containing protein	0.0046	0.0362	0.0361
Loa Loa (eye worm)	hypothetical protein	0.0145	0.2261	0.2518
Echinococcus granulosus	tar DNA binding protein	0.0074	0.0899	0.1287
Leishmania major	aldehyde dehydrogenase, mitochondrial precursor	0.0059	0.0619	1
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0059	0.0619	1
Schistosoma mansoni	ubiquitin-specific peptidase 8 (C19 family)	0.0036	0.0179	0.0378
Mycobacterium leprae	possible inositol monophosphatase SubH (IMPase) (inositol-1-phosphatase) (I-1-Pase ).	0.0032	0.0107	0.5
Loa Loa (eye worm)	hypothetical protein	0.0109	0.1575	0.1724
Trichomonas vaginalis	Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase	0.0036	0.0179	0.0001
Trichomonas vaginalis	chromobox protein, putative	0.0162	0.2584	0.245
Loa Loa (eye worm)	hypothetical protein	0.004	0.025	0.0191
Echinococcus multilocularis	lysine specific demethylase 5A	0.0041	0.0277	0.0396
Brugia malayi	chromobox protein homolog 3	0.0091	0.1226	0.1357
Giardia lamblia	Ubiquitin carboxyl-terminal hydrolase 4	0.0036	0.0179	1
Loa Loa (eye worm)	hypothetical protein	0.0058	0.0603	0.0599
Loa Loa (eye worm)	bromodomain containing protein	0.0041	0.0278	0.0223
Echinococcus multilocularis	ubiquitin carboxyl terminal hydrolase 8	0.0036	0.0179	0.0256
Echinococcus multilocularis	chromodomain helicase DNA binding protein 4	0.0031	0.0085	0.0121
Brugia malayi	Bromodomain containing protein	0.0039	0.0246	0.0227
Onchocerca volvulus		0.0096	0.1324	0.1324
Trichomonas vaginalis	conserved hypothetical protein	0.0091	0.1226	0.1067
Loa Loa (eye worm)	hypothetical protein	0.0058	0.0591	0.0586
Brugia malayi	Bromodomain containing protein	0.0175	0.2821	0.3195
Echinococcus granulosus	ubiquitin carboxyl terminal hydrolase 8	0.0036	0.0179	0.0256
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0058	0.06	0.0596
Schistosoma mansoni	bromodomain-containing nuclear protein 1 brd1	0.0034	0.0141	0.0224

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 11.3 uM	Antileishmanial activity against Leishmania infantum D.SCH promastigotes after 96 hrs by MTT assay	ChEMBL.	12502308
IC50 (functional)	= 17.4 uM	Antileishmanial activity against Leishmania major LV39 promastigotes after 96 hrs by MTT assay	ChEMBL.	12502308
IC50 (functional)	= 22.9 uM	Antileishmanial activity against Leishmania donovani LV9 promastigotes after 96 hrs by MTT assay	ChEMBL.	12502308
IC50 (functional)	= 57.6 uM	Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 after 24 hrs as reduced [3H]phenylalanine uptake	ChEMBL.	12502308
IC50 (functional)	= 81 uM	Antileishmanial activity against Leishmania infantum D.SCH amastigotes infected in mouse RAW 264.7 cells after 72 hrs by MTT assay	ChEMBL.	12502308
IC50 (functional)	= 112 uM	Antileishmanial activity against Leishmania donovani LV9 amastigotes infected in mouse RAW 264.7 cells after 72 hrs by MTT assay	ChEMBL.	12502308
IC50 (ADMET)	= 193 uM	Cytotoxicity against mouse macrophage RAW264.7 cells after 48 hrs by MTT assay	ChEMBL.	12502308

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Leishmania infantum	ChEMBL23	12502308
Leishmania major	ChEMBL23	12502308

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: CHEMBL498724

Bibliographic References

No literature references available for this target.

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

Detailed information for compound 999811