TDR Targets

Basic information

Technical information

TDR Targets ID: 208053
Name: 3,4-dimethyl-7-[3-(4-phenylpiperazin-1-yl)pro poxy]chromen-2-one
MW: 392.491 | Formula: C24H28N2O3
H donors: 0 H acceptors: 1 LogP: 4.16 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: O=c1oc2cc(OCCCN3CCN(CC3)c3ccccc3)ccc2c(c1C)C
InChi: 1S/C24H28N2O3/c1-18-19(2)24(27)29-23-17-21(9-10-22(18)23)28-16-6-11-25-12-14-26(15-13-25)20-7-4-3-5-8-20/h3-5,7-10,17H,6,11-16H2,1-2H3
InChiKey: LNAQGJPALKPMLJ-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

3,4-dimethyl-7-[3-(4-phenyl-1-piperazinyl)propoxy]-1-benzopyran-2-one
3,4-dimethyl-7-[3-(4-phenylpiperazino)propoxy]coumarin
3,4-dimethyl-7-[3-(4-phenyl-1-piperazinyl)propoxy]-2-chromenone
3,4-dimethyl-7-[3-(4-phenylpiperazin-1-yl)propoxy]coumarin

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Serotonin 1a (5-HT1a) receptor	Starlite/ChEMBL	References
Homo sapiens	dopamine receptor D2	Starlite/ChEMBL	References
Homo sapiens	dopamine receptor D3	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Loa Loa (eye worm)	hypothetical protein	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 japonicum	expressed 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
Loa Loa (eye worm)	hypothetical protein	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
Schistosoma mansoni	biogenic amine (5HT) 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

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Onchocerca volvulus	Mitochondrial inner membrane protein homolog	Serotonin 1a (5-HT1a) receptor	422 aa	383 aa	30.5 %
Onchocerca volvulus		Serotonin 1a (5-HT1a) receptor	422 aa	426 aa	29.6 %
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Serotonin 1a (5-HT1a) receptor	422 aa	448 aa	29.7 %
Echinococcus multilocularis	neuropeptides capa receptor	Serotonin 1a (5-HT1a) receptor	422 aa	430 aa	20.0 %
Onchocerca volvulus		Serotonin 1a (5-HT1a) receptor	422 aa	390 aa	33.6 %
Onchocerca volvulus	Glycoprotein hormone beta 5 homolog	Serotonin 1a (5-HT1a) receptor	422 aa	477 aa	24.3 %
Onchocerca volvulus		Serotonin 1a (5-HT1a) receptor	422 aa	407 aa	23.3 %
Echinococcus granulosus	g protein coupled receptor	Serotonin 1a (5-HT1a) receptor	422 aa	432 aa	24.3 %
Schistosoma japonicum	ko:K04145 dopamine receptor D2, putative	Serotonin 1a (5-HT1a) receptor	422 aa	410 aa	27.8 %
Echinococcus granulosus	g protein coupled receptor	Serotonin 1a (5-HT1a) receptor	422 aa	432 aa	23.4 %
Echinococcus multilocularis	g protein coupled receptor	Serotonin 1a (5-HT1a) receptor	422 aa	433 aa	22.4 %
Schistosoma mansoni	peptide (FMRFamide/neurokinin-3)-like receptor	Serotonin 1a (5-HT1a) receptor	422 aa	350 aa	20.6 %
Loa Loa (eye worm)	TYRA-2 protein	Serotonin 1a (5-HT1a) receptor	422 aa	491 aa	27.3 %
Echinococcus multilocularis	g protein coupled receptor	Serotonin 1a (5-HT1a) receptor	422 aa	432 aa	23.6 %
Schistosoma japonicum	ko:K04136 adrenergic receptor, alpha 1b, putative	Serotonin 1a (5-HT1a) receptor	422 aa	444 aa	29.3 %
Echinococcus granulosus	alpha 1A adrenergic receptor	Serotonin 1a (5-HT1a) receptor	422 aa	452 aa	21.0 %
Schistosoma japonicum	Octopamine receptor 1, putative	Serotonin 1a (5-HT1a) receptor	422 aa	424 aa	24.3 %
Loa Loa (eye worm)	hypothetical protein	Serotonin 1a (5-HT1a) receptor	422 aa	388 aa	26.5 %
Schistosoma japonicum	ko:K04207 neuropeptide Y receptor Y5, putative	Serotonin 1a (5-HT1a) receptor	422 aa	339 aa	23.0 %
Schistosoma japonicum	IPR000276,Rhodopsin-like GPCR superfamily,domain-containing	Serotonin 1a (5-HT1a) receptor	422 aa	392 aa	20.7 %
Brugia malayi	hypothetical protein	dopamine receptor D3	400 aa	392 aa	19.9 %
Onchocerca volvulus		Serotonin 1a (5-HT1a) receptor	422 aa	436 aa	23.9 %
Echinococcus multilocularis	orexin receptor type 2	Serotonin 1a (5-HT1a) receptor	422 aa	369 aa	22.2 %
Echinococcus granulosus	orexin receptor type 2	Serotonin 1a (5-HT1a) receptor	422 aa	369 aa	22.0 %
Schistosoma mansoni	amine GPCR	Serotonin 1a (5-HT1a) receptor	422 aa	440 aa	31.6 %
Schistosoma japonicum	IPR000276,Rhodopsin-like GPCR superfamily,domain-containing	Serotonin 1a (5-HT1a) receptor	422 aa	417 aa	21.1 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	lethal(1)discs large-1 tumor suppressor	0.0022	0.0017	0.0017
Mycobacterium tuberculosis	Probable transcriptional regulatory protein NrdR	0.0178	0.1008	0.0421
Schistosoma mansoni	hypothetical protein	0.0102	0.0524	0.05
Echinococcus multilocularis	ribonucleoside diphosphate reductase subunit	0.0137	0.0748	0.0724
Mycobacterium leprae	putative cytochrome p450	0.0127	0.0685	0.0589
Brugia malayi	EGF-like domain containing protein	0.0029	0.0065	0.0025
Mycobacterium tuberculosis	Probable cytochrome P450 125 Cyp125	0.0127	0.0685	0.0027
Mycobacterium ulcerans	cytochrome P450 123A3 Cyp123A3	0.0127	0.0685	0.0589
Schistosoma mansoni	biogenic amine (5HT) receptor	0.016	0.0896	0.0873
Mycobacterium ulcerans	cytochrome P450 108B4 Cyp108B4	0.0127	0.0685	0.0589
Mycobacterium tuberculosis	Probable cytochrome P450 141 Cyp141	0.0127	0.0685	0.0027
Trypanosoma cruzi	ribonucleoside-diphosphate reductase large chain, putative	0.0434	0.2637	0.2042
Wolbachia endosymbiont of Brugia malayi	ribonucleotide-diphosphate reductase subunit alpha	0.1416	0.887	1
Brugia malayi	EGF-like domain containing protein	0.0029	0.0065	0.0025
Brugia malayi	EGF-like domain containing protein	0.0029	0.0065	0.0025
Mycobacterium ulcerans	cytochrome P450 188A3 Cyp188A3	0.0127	0.0685	0.0589
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0065	0.0065
Trypanosoma brucei	ribonucleoside-diphosphate reductase large chain	0.1594	1	1
Giardia lamblia	Tenascin-like	0.0029	0.0065	0.5
Echinococcus multilocularis	fibrillin 1	0.0029	0.0065	0.004
Loa Loa (eye worm)	hypothetical protein	0.016	0.0896	0.0896
Mycobacterium ulcerans	cytochrome P450 187A4 Cyp187A4	0.0127	0.0685	0.0589
Echinococcus granulosus	ribonucleoside diphosphate reductase large	0.1594	1	1
Trypanosoma brucei	RNA helicase, putative	0.0102	0.0524	0.0357
Mycobacterium ulcerans	cytochrome P450 191A3 Cyp191A3	0.0127	0.0685	0.0589
Trichomonas vaginalis	ribonucleoside-diphosphate reductase alpha chain, putative	0.1416	0.887	1
Mycobacterium tuberculosis	Probable cytochrome P450 124 Cyp124	0.0127	0.0685	0.0027
Mycobacterium ulcerans	cytochrome p450 150 cyp150	0.0127	0.0685	0.0589
Echinococcus granulosus	adam	0.0029	0.0065	0.004
Loa Loa (eye worm)	ribonucleotide reductase M2 B	0.0137	0.0748	0.0748
Mycobacterium ulcerans	cytochrome P450 187A5 Cyp187A5	0.0127	0.0685	0.0589
Mycobacterium ulcerans	cytochrome P450 126A3 Cyp126A3	0.0127	0.0685	0.0589
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0065	0.0065
Trypanosoma brucei	ribonucleoside-diphosphate reductase small chain	0.0137	0.0748	0.0585
Echinococcus granulosus	tm gpcr rhodopsin	0.0517	0.3162	0.3145
Plasmodium falciparum	ribonucleoside-diphosphate reductase large subunit, putative	0.1594	1	1
Mycobacterium ulcerans	cytochrome P450 189A7 Cyp189A7	0.0127	0.0685	0.0589
Brugia malayi	Integrin beta pat-3 precursor	0.0914	0.5682	0.5664
Trypanosoma brucei	ribonucleoside-diphosphate reductase small chain, putative	0.0137	0.0748	0.0585
Mycobacterium tuberculosis	Probable cytochrome P450 130 Cyp130	0.0127	0.0685	0.0027
Loa Loa (eye worm)	hypothetical protein	0.0139	0.076	0.076
Brugia malayi	EGF-like domain containing protein	0.0029	0.0065	0.0025
Chlamydia trachomatis	ribonucleoside-diphosphate reductase subunit alpha	0.1594	1	1
Echinococcus multilocularis	fibrillin 2	0.0029	0.0065	0.004
Mycobacterium ulcerans	cytochrome P450 140A5 Cyp140A5	0.0127	0.0685	0.0589
Plasmodium vivax	ribonucleoside-diphosphate reductase small chain, putative	0.0137	0.0748	0.0585
Brugia malayi	hypothetical protein	0.0139	0.076	0.0723
Mycobacterium leprae	conserved hypothetical protein	0.0178	0.1008	0.0961
Schistosoma mansoni	integrin beta subunit	0.0538	0.3296	0.3279
Mycobacterium ulcerans	cytochrome P450 105Q4 Cyp105Q4	0.0127	0.0685	0.0589
Echinococcus granulosus	integrin beta 2	0.0677	0.4178	0.4163
Plasmodium falciparum	ribonucleoside-diphosphate reductase small chain, putative	0.0137	0.0748	0.0585
Echinococcus multilocularis	integrin beta 2	0.0677	0.4178	0.4163
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0065	0.0065
Mycobacterium tuberculosis	Probable cytochrome P450 140 Cyp140	0.0127	0.0685	0.0027
Brugia malayi	Kelch motif family protein	0.0139	0.076	0.0723
Mycobacterium tuberculosis	Ribonucleoside-diphosphate reductase (beta chain) NrdF1 (ribonucleotide reductase small subunit) (R2F protein)	0.0137	0.0748	0.0103
Mycobacterium ulcerans	cytochrome P450 143A3 Cyp143A3	0.0127	0.0685	0.0589
Treponema pallidum	ribonucleotide-diphosphate reductase subunit alpha	0.1594	1	1
Mycobacterium ulcerans	transcriptional regulator NrdR	0.0178	0.1008	0.0961
Loa Loa (eye worm)	integrin beta-2	0.0914	0.5682	0.5682
Mycobacterium ulcerans	cytochrome P450 143A4 Cyp143A4	0.0127	0.0685	0.0589
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0065	0.0065
Giardia lamblia	Neurogenic locus Notch protein precursor	0.0029	0.0065	0.5
Giardia lamblia	High cysteine protein	0.0029	0.0065	0.5
Mycobacterium tuberculosis	Ribonucleoside-diphosphate reductase (alpha chain) NrdE (ribonucleotide reductase small subunit) (R1F protein)	0.1416	0.887	1
Toxoplasma gondii	ribonucleoside-diphosphate reductase small subunit	0.0137	0.0748	0.0687
Plasmodium vivax	ribonucleoside-diphosphate reductase large chain, putative	0.1594	1	1
Mycobacterium tuberculosis	Probable ribonucleoside-diphosphate reductase (large subunit) NrdZ (ribonucleotide reductase)	0.0509	0.3111	0.2983
Giardia lamblia	Neurogenic locus notch-like protein	0.0029	0.0065	0.5
Echinococcus granulosus	fibrillin 2	0.0029	0.0065	0.004
Schistosoma mansoni	ribonucleoside-diphosphate reductase small chain	0.0137	0.0748	0.0724
Mycobacterium ulcerans	oxidoreductase	0.0124	0.0663	0.0564
Echinococcus multilocularis	serotonin receptor	0.016	0.0896	0.0873
Giardia lamblia	Tenascin precursor	0.0029	0.0065	0.5
Trypanosoma brucei	ribonucleoside-diphosphate reductase small chain	0.0137	0.0748	0.0585
Mycobacterium tuberculosis	Ribonucleoside-diphosphate reductase (beta chain) NrdB (ribonucleotide reductase small chain)	0.0137	0.0748	0.0103
Mycobacterium tuberculosis	Probable cytochrome P450 monooxygenase 142 Cyp142	0.0127	0.0685	0.0027
Echinococcus multilocularis	ribonucleoside diphosphate reductase large	0.1594	1	1
Mycobacterium ulcerans	cytochrome P450 125A7 Cyp125A7	0.0127	0.0685	0.0589
Loa Loa (eye worm)	ribonucleoside-diphosphate reductase large subunit	0.1594	1	1
Mycobacterium tuberculosis	Probable cytochrome P450 123 Cyp123	0.0127	0.0685	0.0027
Trypanosoma cruzi	ribonucleoside-diphosphate reductase large chain, putative	0.1594	1	1
Mycobacterium tuberculosis	Probable cytochrome P450 143 Cyp143	0.0127	0.0685	0.0027
Echinococcus granulosus	fibrillin 1	0.0029	0.0065	0.004
Toxoplasma gondii	ribonucleoside-diphosphate reductase large chain	0.1594	1	1
Mycobacterium leprae	RIBONUCLEOSIDE-DIPHOSPHATE REDUCTASE (ALPHA CHAIN) NRDE (RIBONUCLEOTIDE REDUCTASE SMALL SUBUNIT) (R1F PROTEIN)	0.1416	0.887	1
Brugia malayi	ribonucleotide reductase 2	0.0137	0.0748	0.071
Giardia lamblia	hypothetical protein	0.0029	0.0065	0.5
Mycobacterium ulcerans	ribonucleotide-diphosphate reductase subunit alpha	0.1416	0.887	1
Chlamydia trachomatis	transcriptional repressor NrdR	0.0178	0.1008	0.0282
Trypanosoma brucei	ribonucleoside-diphosphate reductase small chain	0.0137	0.0748	0.0585
Giardia lamblia	High cysteine protein	0.0029	0.0065	0.5
Schistosoma mansoni	ribonucleoside-diphosphate reductase alpha subunit	0.1594	1	1
Loa Loa (eye worm)	hypothetical protein	0.016	0.0896	0.0896
Echinococcus multilocularis	adam	0.0029	0.0065	0.004
Loa Loa (eye worm)	kelch domain-containing protein family protein	0.0139	0.076	0.076
Mycobacterium ulcerans	cytochrome P450 142A3 Cyp142A3	0.0127	0.0685	0.0589
Giardia lamblia	Tenascin-37	0.0029	0.0065	0.5
Mycobacterium tuberculosis	Probable cytochrome P450 128 Cyp128	0.0127	0.0685	0.0027
Mycobacterium ulcerans	cytochrome P450 124A1, Cyp124A1	0.0127	0.0685	0.0589
Echinococcus multilocularis	protein jagged 2	0.0029	0.0065	0.004
Echinococcus granulosus	biogenic amine 5HT receptor	0.016	0.0896	0.0873
Echinococcus multilocularis	serotonin receptor	0.016	0.0896	0.0873
Onchocerca volvulus		0.0029	0.0065	0.5
Echinococcus multilocularis	tm gpcr rhodopsin gpcr rhodopsin superfamily	0.0517	0.3162	0.3145
Leishmania major	ribonucleoside-diphosphate reductase large chain, putative	0.1594	1	1
Giardia lamblia	Tenascin-X	0.0029	0.0065	0.5
Mycobacterium tuberculosis	Possible cytochrome P450 126 Cyp126	0.0127	0.0685	0.0027
Echinococcus granulosus	ribonucleoside diphosphate reductase subunit	0.0137	0.0748	0.0724

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= 5.31 nM	Compound was measured for the inhibition of [3H]-8-OH-DPAT binding to rat hippocampus membrane (5-HT1A receptor)	ChEMBL.	9934472
Ki (binding)	= 5.31 nM	Compound was measured for the inhibition of [3H]-8-OH-DPAT binding to rat hippocampus membrane (5-HT1A receptor)	ChEMBL.	9934472
Ki (binding)	= 5.92 nM	Compound was measured for the binding affinity in homogenated mouse fibroblast (LTK) cells transfected with human Dopamine receptor D2A using [3H]-raclopride as radioligand.	ChEMBL.	9934472
Ki (binding)	= 5.92 nM	Compound was measured for the binding affinity in homogenated mouse fibroblast (LTK) cells transfected with human Dopamine receptor D2A using [3H]-raclopride as radioligand.	ChEMBL.	9934472
Ki (binding)	= 44.7 nM	Compound was measured for the binding affinity in chinese hamster ovary (CHO) cells transfected with human Dopamine receptor D3 using [3H]-raclopride as radioligand	ChEMBL.	9934472
Ki (binding)	= 44.7 nM	Compound was measured for the binding affinity in chinese hamster ovary (CHO) cells transfected with human Dopamine receptor D3 using [3H]-raclopride as radioligand	ChEMBL.	9934472

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: CHEMBL120661
PubChem: 10340492

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 208053