TDR Targets

Basic information

Technical information

TDR Targets ID: 20268
Name: 3-(3,4-dihydroxyphenyl)-N-[2-(3,4-dihydroxyph enyl)ethyl]propanamide
MW: 317.336 | Formula: C17H19NO5
H donors: 5 H acceptors: 5 LogP: 1.97 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: O=C(CCc1ccc(c(c1)O)O)NCCc1ccc(c(c1)O)O
InChi: 1S/C17H19NO5/c19-13-4-1-11(9-15(13)21)3-6-17(23)18-8-7-12-2-5-14(20)16(22)10-12/h1-2,4-5,9-10,19-22H,3,6-8H2,(H,18,23)
InChiKey: JSRZDPROOJRCNF-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-(3,4-dihydroxyphenyl)-N-[2-(3,4-dihydroxyphenyl)ethyl]propionamide
NCI60_025140
3-(3,4-dihydroxyphenyl)-N-(2-(3,4-dihydroxyphenyl)ethyl)propanamide
AIDS-050655
AIDS050655
NSC671191

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 integrase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Plasmodium yoelii	integrase-related	Get druggable targets OG5_139608	All targets in OG5_139608
Trypanosoma brucei	RNA helicase, putative	Get druggable targets OG5_139608	All targets in OG5_139608
Schistosoma mansoni	hypothetical protein	Get druggable targets OG5_139608	All targets in OG5_139608
Trypanosoma congolense	RNA helicase, putative	Get druggable targets OG5_139608	All targets in OG5_139608

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
Loa Loa (eye worm)	hypothetical protein	0.003	0.0123	0.0057
Loa Loa (eye worm)	hypothetical protein	0.003	0.0123	0.0057
Schistosoma mansoni	nAChR subunit	0.0056	0.0398	0.1029
Loa Loa (eye worm)	hypothetical protein	0.003	0.0123	0.0057
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.0056	0.0398	0.1029
Brugia malayi	Cation transporter family protein	0.0056	0.0398	0.0324
Chlamydia trachomatis	glutamine binding protein	0.0019	0	0.5
Brugia malayi	Pre-SET motif family protein	0.0216	0.211	0.2048
Schistosoma mansoni	voltage-gated potassium channel	0.0089	0.0752	0.216
Schistosoma mansoni	nAChR subunit	0.0056	0.0398	0.1029
Onchocerca volvulus		0.003	0.0123	0.0196
Treponema pallidum	amino acid ABC transporter, periplasmic binding protein	0.0019	0	0.5
Echinococcus multilocularis	Cys loop ligand gated ion channel subunit	0.0056	0.0398	0.1029
Schistosoma mansoni	nAChR subunit (ShAR1-alpha-like)	0.0135	0.1245	0.3738
Brugia malayi	acetylcholine receptor, alpha-type subunit unc-38 precursor	0.0056	0.0398	0.0324
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Echinococcus multilocularis	NAD(P) binding domain	0.0318	0.32	1
Entamoeba histolytica	hypothetical protein	0.003	0.0123	0.5
Loa Loa (eye worm)	GABA receptor subunit	0.003	0.0123	0.0057
Echinococcus multilocularis	nicotinic acetylcholine receptor a11 subunit	0.0056	0.0398	0.1029
Schistosoma mansoni	nAChR subunit	0.0056	0.0398	0.1029
Echinococcus multilocularis	nicotinic acetylcholine receptor subunit alpha 8	0.0056	0.0398	0.1029
Onchocerca volvulus		0.0135	0.1245	0.4965
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.0056	0.0398	0.1029
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Brugia malayi	dihydropteridine reductase-like	0.0318	0.32	0.3147
Echinococcus granulosus	nicotinic acetylcholine receptor alpha subunit	0.0056	0.0398	0.1029
Echinococcus granulosus	potassium voltage gated channel protein	0.0089	0.0752	0.2161
Treponema pallidum	amino acid ABC transporter, periplasmic binding protein (hisJ)	0.0019	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0109	0.097	0.1098
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0056	0.0398	0.0324
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Loa Loa (eye worm)	dihydropteridine reductase-PC	0.0318	0.32	0.3844
Brugia malayi	Cation transporter family protein	0.0056	0.0398	0.0324
Echinococcus granulosus	glycine receptor subunit alpha 1	0.0056	0.0398	0.1029
Brugia malayi	gamma-aminobutyric-acid receptor beta subunit precursor	0.0056	0.0398	0.0324
Loa Loa (eye worm)	nicotinic acetylcholine receptor non-alpha subunit	0.0056	0.0398	0.0395
Schistosoma mansoni	nAChR subunit (ShAR1-beta-like)	0.0135	0.1245	0.3738
Schistosoma mansoni	nAChR subunit (ShAR1-beta2-like)	0.0056	0.0398	0.1029
Echinococcus granulosus	NADP binding domain	0.0318	0.32	1
Echinococcus granulosus	glycine receptor subunit beta	0.0056	0.0398	0.1029
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.003	0.0123	0.0047
Schistosoma mansoni	hypothetical protein	0.0125	0.1138	0.3397
Echinococcus granulosus	5'partial\|histone lysine N methyltransferase SETDB2	0.003	0.0121	0.0141
Echinococcus granulosus	glycine receptor subunit alpha 1	0.0056	0.0398	0.1029
Loa Loa (eye worm)	hypothetical protein	0.003	0.0123	0.0057
Onchocerca volvulus		0.0135	0.1245	0.4965
Echinococcus multilocularis	nAChR subunit	0.0056	0.0398	0.1029
Chlamydia trachomatis	arginine ABC transporter substrate-binding protein ArtJ	0.0019	0	0.5
Schistosoma mansoni	voltage-gated potassium channel	0.0089	0.0752	0.216
Brugia malayi	Hypothetical glycine receptor like protein T20B12.9 in chromosome III	0.003	0.0123	0.0047
Schistosoma mansoni	dihydropteridine reductase	0.0318	0.32	1
Loa Loa (eye worm)	hypothetical protein	0.0402	0.4095	0.4946
Echinococcus multilocularis	glycine receptor subunit alpha 1	0.0056	0.0398	0.1029
Brugia malayi	nicotinic acetylcholine receptor beta-1 chain precursor	0.0056	0.0398	0.0324
Brugia malayi	ERG2 and Sigma1 receptor like protein	0.0786	0.8202	0.8188
Schistosoma mansoni	nAChR subunit	0.0056	0.0398	0.1029
Brugia malayi	acetylcholine receptor alpha subunit precursor, putative	0.0056	0.0398	0.0324
Loa Loa (eye worm)	excitatory GABA receptor EXP-1A	0.0056	0.0398	0.0395
Echinococcus multilocularis	glycine receptor subunit beta	0.0056	0.0398	0.1029
Loa Loa (eye worm)	LGC-31 protein	0.0056	0.0398	0.0395
Echinococcus granulosus	nAChR subunit	0.003	0.0123	0.0148
Echinococcus granulosus	nicotinic acetylcholine receptor subunit alpha 8	0.0056	0.0398	0.1029
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0031	0.0133	0.0179
Plasmodium vivax	SET domain protein, putative	0.0031	0.0133	0.5
Schistosoma mansoni	nAChR subunit	0.0056	0.0398	0.1029
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Echinococcus multilocularis	nAChR subunit	0.003	0.0123	0.0148
Loa Loa (eye worm)	ACC-1 protein	0.0056	0.0398	0.0395
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0056	0.0398	0.0324
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.003	0.0123	0.0047
Echinococcus granulosus	glycine receptor subunit alpha 1	0.0056	0.0398	0.1029
Brugia malayi	Cation transporter family protein	0.0135	0.1245	0.1177
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Onchocerca volvulus		0.003	0.0123	0.0196
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0031	0.0133	0.0179
Trypanosoma brucei	C-8 sterol isomerase, putative	0.0786	0.8202	1
Echinococcus multilocularis	neuronal acetylcholine receptor subunit alpha 4	0.0056	0.0398	0.1029
Schistosoma mansoni	nAChR subunit	0.0056	0.0398	0.1029
Loa Loa (eye worm)	hypothetical protein	0.003	0.0123	0.0057
Onchocerca volvulus		0.0056	0.0398	0.1366
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.0056	0.0398	0.0324
Onchocerca volvulus		0.0135	0.1245	0.4965
Mycobacterium tuberculosis	Probable glutamine-binding lipoprotein GlnH (GLNBP)	0.0019	0	0.5
Echinococcus granulosus	acetylcholine receptor subunit beta 1	0.0056	0.0398	0.1029
Echinococcus multilocularis	glycine receptor subunit beta	0.0056	0.0398	0.1029
Echinococcus granulosus	histone lysine methyltransferase setb	0.0031	0.0133	0.018
Schistosoma mansoni	histone-lysine n-methyltransferase suv9	0.0031	0.0133	0.0179
Loa Loa (eye worm)	ligand-Gated ion Channel family member	0.0056	0.0398	0.0395
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.0056	0.0398	0.0324
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0056	0.0398	0.0324
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Schistosoma mansoni	neurotransmitter gated ion channel	0.003	0.0123	0.0148
Brugia malayi	glutamate-gated chloride channel alpha3A subunit, putative	0.003	0.0123	0.0047
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0056	0.0398	0.0324
Schistosoma mansoni	nicotinic acetylcholine receptor alpha	0.003	0.0123	0.0148
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Trypanosoma cruzi	C-8 sterol isomerase, putative	0.0786	0.8202	1
Mycobacterium ulcerans	glutamine-binding lipoprotein GlnH	0.0019	0	0.5
Echinococcus multilocularis	nicotinic acetylcholine receptor beta 1 subunit	0.0056	0.0398	0.1029
Loa Loa (eye worm)	hypothetical protein	0.0031	0.0133	0.0069
Toxoplasma gondii	6,7-dihydropteridine reductase	0.0318	0.32	1
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Echinococcus multilocularis	nicotinic acetylcholine receptor alpha subunit	0.0056	0.0398	0.1029
Loa Loa (eye worm)	acetylcholine receptor alpha subunit	0.0056	0.0398	0.0395
Echinococcus multilocularis	histone lysine N methyltransferase SETMAR	0.0031	0.0133	0.018
Echinococcus multilocularis	potassium voltage gated channel protein	0.0089	0.0752	0.2161
Brugia malayi	nicotinic acetylcholine receptor alpha subunit, putative	0.0056	0.0398	0.0324
Brugia malayi	excitatory GABA receptor EXP-1A	0.0056	0.0398	0.0324
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.0056	0.0398	0.1029
Echinococcus multilocularis	acetylcholine receptor subunit beta 1	0.0056	0.0398	0.1029
Echinococcus granulosus	potassium voltage gated channel subfamily A	0.0089	0.0752	0.2161
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0056	0.0398	0.0324
Loa Loa (eye worm)	hypothetical protein	0.003	0.0123	0.0057
Onchocerca volvulus	Putative nachr subunit	0.0056	0.0398	0.1366
Brugia malayi	Voltage-gated potassium channel, Shaker-family (KCNA, Kv1-like) alpha-subunit	0.0089	0.0752	0.068
Onchocerca volvulus		0.0246	0.2429	1
Loa Loa (eye worm)	hypothetical protein	0.0786	0.8202	1
Loa Loa (eye worm)	nicotinic acetylcholine receptor alpha subunit	0.0056	0.0398	0.0395
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Echinococcus multilocularis	potassium voltage gated channel subfamily A	0.0085	0.071	0.2028
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Loa Loa (eye worm)	hypothetical protein	0.003	0.0123	0.0057
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Schistosoma mansoni	nAChR subunit	0.0056	0.0398	0.1029
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Onchocerca volvulus		0.0031	0.0133	0.0238
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Onchocerca volvulus		0.0056	0.0398	0.1366
Echinococcus granulosus	neuronal acetylcholine receptor subunit alpha 4	0.0056	0.0398	0.1029
Echinococcus granulosus	nicotinic acetylcholine receptor subunit type	0.0056	0.0398	0.1029
Loa Loa (eye worm)	glutamate-gated chloride channel alpha3A subunit	0.0056	0.0398	0.0395
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0031	0.0133	0.0179
Brugia malayi	Hypothetical glycine receptor like protein T20B12.9 in chromosome III	0.0056	0.0398	0.0324
Loa Loa (eye worm)	hypothetical protein	0.0135	0.1245	0.1437
Echinococcus granulosus	Cys loop ligand gated ion channel subunit	0.0056	0.0398	0.1029
Brugia malayi	acetylcholine receptor protein, alpha-like chain, putative	0.0056	0.0398	0.0324
Echinococcus granulosus	nAChR subunit	0.0056	0.0398	0.1029
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0056	0.0398	0.0324
Loa Loa (eye worm)	hypothetical protein	0.003	0.0123	0.0057
Loa Loa (eye worm)	hypothetical protein	0.0135	0.1245	0.1437
Echinococcus granulosus	nicotinic acetylcholine receptor beta 1 subunit	0.0056	0.0398	0.1029
Trichomonas vaginalis	set domain proteins, putative	0.0246	0.2429	0.5
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.0056	0.0398	0.0324
Echinococcus multilocularis	glycine receptor subunit alpha 1	0.0056	0.0398	0.1029
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0398	0.0395
Loa Loa (eye worm)	ACC-1 protein	0.0056	0.0398	0.0395
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.0216	0.211	0.2502
Echinococcus granulosus	glycine receptor subunit beta	0.0056	0.0398	0.1029
Leishmania major	C-8 sterol isomerase-like protein	0.0786	0.8202	1
Echinococcus multilocularis	glycine receptor subunit alpha 1	0.0056	0.0398	0.1029
Echinococcus multilocularis	histone lysine methyltransferase setb histone lysine methyltransferase eggless	0.0031	0.0133	0.018
Brugia malayi	Pre-SET motif family protein	0.0031	0.0133	0.0056
Echinococcus granulosus	nicotinic acetylcholine receptor a11 subunit	0.0056	0.0398	0.1029
Loa Loa (eye worm)	hypothetical protein	0.0089	0.0752	0.083
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.003	0.0123	0.0148
Onchocerca volvulus		0.0056	0.0398	0.1366

Activities

Activity type	Activity value	Assay description	Source	Reference
GI50 (functional)	-4.742	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the MDA-N Breast cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4.572	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Leukemia cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4.431	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SN12C Renal cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the NCI-H23 Non-Small Cell Lung cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the UO-31 Renal cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SF-539 Central Nervous System cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the DU-145 Prostate cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SK-MEL-5 Melanoma cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the MALME-3M Melanoma cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
IC50 (binding)	= 3 uM	In vitro inhibitory activity against HIV-1 integrase.	ChEMBL.	7473544
IC50 (binding)	= 3 uM	In vitro inhibitory activity against HIV-1 integrase.	ChEMBL.	7473544
IC50 (binding)	= 33 uM	Inhibition of HIV-1 integrase-mediated 3'-processing	ChEMBL.	9111292
IC50 (binding)	= 33 uM	Inhibition of HIV-1 integrase-mediated 3'-processing	ChEMBL.	9111292

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: CHEMBL18266
PubChem: 383150

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 20268