Detailed information for compound 1646521

Basic information

Technical information
  • TDR Targets ID: 1646521
  • Name: ethyl (E)-2-diethoxyphosphoryl-3-(2-methyl-1H -indol-3-yl)prop-2-enoate
  • MW: 365.361 | Formula: C18H24NO5P
  • H donors: 1 H acceptors: 2 LogP: 3.15 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)/C(=C\c1c(C)[nH]c2c1cccc2)/P(=O)(OCC)OCC
  • InChi: 1S/C18H24NO5P/c1-5-22-18(20)17(25(21,23-6-2)24-7-3)12-15-13(4)19-16-11-9-8-10-14(15)16/h8-12,19H,5-7H2,1-4H3/b17-12+
  • InChiKey: CNGWCJAGUQAUDZ-SFQUDFHCSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (E)-2-diethoxyphosphoryl-3-(2-methyl-1H-indol-3-yl)prop-2-enoic acid ethyl ester
  • (E)-2-diethoxyphosphoryl-3-(2-methyl-1H-indol-3-yl)acrylic acid ethyl ester
  • AIDS-044397
  • AIDS044397
  • NSC660155
  • Triethyl 2-phosphono-3-(2-methyl-3-indole)acrylate

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
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0021 0.0863 0.4155
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0052 0.295 0.5
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) neuropeptide F receptor 0.0052 0.295 0.2765
Onchocerca volvulus 0.0052 0.295 1
Schistosoma mansoni biogenic amine receptor 0.0052 0.295 0.5
Schistosoma mansoni histamine h1 receptor 0.0052 0.295 0.5
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) 0.0052 0.295 0.5
Mycobacterium ulcerans thioesterase 0.0022 0.0913 0.4398
Mycobacterium tuberculosis Polyketide synthase Pks12 0.0028 0.1315 0.6337
Brugia malayi hypothetical protein 0.0052 0.295 0.2087
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.0028 0.1315 0.6337
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Schistosoma mansoni hypothetical protein 0.0052 0.295 0.5
Echinococcus multilocularis muscleblind protein 1 0.0158 1 1
Loa Loa (eye worm) neuropeptide F receptor 0.0052 0.295 0.2765
Mycobacterium tuberculosis Polyketide synthetase MbtC (polyketide synthase) 0.0009 0.0052 0.0251
Mycobacterium tuberculosis Probable thioesterase TesA 0.0022 0.0913 0.4398
Schistosoma mansoni neuropeptide receptor 0.0052 0.295 0.5
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0052 0.295 0.5
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.0022 0.0886 0.4267
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0052 0.295 0.5
Onchocerca volvulus 0.0052 0.295 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) G-protein-linked acetylcholine receptor protein 2 0.0052 0.295 0.2765
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0052 0.295 0.5
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsB 0.0021 0.0863 0.4155
Onchocerca volvulus 0.0052 0.295 1
Toxoplasma gondii type I fatty acid synthase, putative 0.0028 0.1315 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Brugia malayi G-protein coupled receptor 0.0052 0.295 0.2087
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Brugia malayi GnHR receptor homolog 0.0052 0.295 0.2087
Schistosoma mansoni biogenic amine (5HT) receptor 0.0052 0.295 0.5
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) AMP-binding enzyme family protein 0.0025 0.1091 0.0856
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0052 0.295 0.5
Onchocerca volvulus 0.0052 0.295 1
Mycobacterium tuberculosis Probable polyketide synthase Pks9 0.0015 0.0447 0.2155
Schistosoma mansoni amine GPCR 0.0052 0.295 0.5
Brugia malayi G-protein coupled receptor 0.0052 0.295 0.2087
Schistosoma mansoni hypothetical protein 0.0052 0.295 0.5
Toxoplasma gondii type I fatty acid synthase, putative 0.0019 0.0699 0.3708
Mycobacterium ulcerans thioesterase TesA 0.0022 0.0913 0.4398
Schistosoma mansoni growth hormone secretagogue receptor 0.0052 0.295 0.5
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Mycobacterium leprae Probable polyketide synthase Pks1 0.0028 0.1315 0.6337
Mycobacterium ulcerans Type I modular polyketide synthase 0.0026 0.1206 0.581
Schistosoma mansoni biogenic amine receptor 0.0052 0.295 0.5
Loa Loa (eye worm) melatonin receptor type 1A 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Schistosoma mansoni biogenic amine (dopamine) receptor 0.0052 0.295 0.5
Brugia malayi G protein-coupled receptor F59B2.13 0.0052 0.295 0.2087
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0052 0.295 0.5
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor 0.0052 0.295 0.5
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.0025 0.1152 0.5551
Loa Loa (eye worm) G-protein coupled receptor 0.0052 0.295 0.2765
Schistosoma mansoni biogenic amine (dopamine) receptor 0.0052 0.295 0.5
Loa Loa (eye worm) hypothetical protein 0.0158 1 1
Loa Loa (eye worm) unidentified vitellogenin-linked transcript protein 6 0.0052 0.295 0.2765
Toxoplasma gondii beta-ketoacyl synthase, N-terminal domain-containing protein 0.0017 0.0588 0.2574
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Brugia malayi hypothetical protein 0.0052 0.295 0.2087
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Onchocerca volvulus 0.0052 0.295 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Onchocerca volvulus 0.0052 0.295 1
Loa Loa (eye worm) 5-hydroxytryptamine 2C receptor 0.0052 0.295 0.2765
Schistosoma mansoni neuropeptide F-like receptor 0.0052 0.295 0.5
Brugia malayi Dopamine receptor protein 2 0.0052 0.295 0.2087
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Onchocerca volvulus 0.0052 0.295 1
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0026 0.1206 0.581
Mycobacterium tuberculosis Polyketide synthase Pks13 0.0039 0.2076 1
Onchocerca volvulus 0.0052 0.295 1
Brugia malayi hypothetical protein 0.0052 0.295 0.2087
Schistosoma mansoni biogenic amine (octopamine/dopamine) receptor 0.0052 0.295 0.5
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) TYRA-2 protein 0.0052 0.295 0.2765
Schistosoma mansoni hypothetical protein 0.0052 0.295 0.5
Schistosoma mansoni opsin-like receptor 0.0052 0.295 0.5
Brugia malayi putative neuropeptide receptor NPR1 0.0052 0.295 0.2087
Onchocerca volvulus Dopamine\/Ecdysteroid receptor homolog 0.0052 0.295 1
Onchocerca volvulus 0.0046 0.2508 0.7624
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Mycobacterium leprae Polyketide synthase Pks13 0.0039 0.2076 1
Brugia malayi hypothetical protein 0.0052 0.295 0.2087
Brugia malayi hypothetical protein 0.0052 0.295 0.2087
Mycobacterium tuberculosis Probable polyketide synthase Pks1 0.0019 0.0711 0.3424
Schistosoma mansoni amine GPCR 0.0052 0.295 0.5
Schistosoma mansoni neuropeptide f receptor 76f 0.0052 0.295 0.5
Loa Loa (eye worm) hypothetical protein 0.0015 0.0433 0.0181
Brugia malayi neuropeptide F receptor 0.0052 0.295 0.2087
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD 0.0026 0.1206 0.581
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0052 0.295 0.5
Schistosoma mansoni thyrotropin-releasing hormone receptor 0.0052 0.295 0.5
Mycobacterium ulcerans Type I modular polyketide synthase 0.0026 0.1206 0.581
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor 0.0052 0.295 0.5
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Brugia malayi Melatonin receptor type 1A 0.0052 0.295 0.2087
Brugia malayi hypothetical protein 0.0052 0.295 0.2087
Schistosoma mansoni biogenic amine (dopamine) receptor 0.0052 0.295 0.5
Schistosoma mansoni biogenic amine receptor 0.0052 0.295 0.5
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0026 0.1206 0.581
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA 0.0026 0.1206 0.581
Schistosoma mansoni peptide (FMRFamide/neurokinin-3)-like receptor 0.0052 0.295 0.5
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Onchocerca volvulus 0.0052 0.295 1
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.0025 0.1091 0.5254
Onchocerca volvulus Neuropeptide F receptor homolog 0.0052 0.295 1
Mycobacterium ulcerans polyketide synthase Pks9 0.0017 0.0611 0.2941
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0052 0.295 0.5
Mycobacterium ulcerans Type I modular polyketide synthase 0.0026 0.1206 0.581
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) fatty acid synthase 0.0026 0.1183 0.0951
Brugia malayi Dopamine receptor 0.0052 0.295 0.2087
Schistosoma mansoni amine GPCR 0.0052 0.295 0.5
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Schistosoma mansoni adenoreceptor 0.0052 0.295 0.5
Onchocerca volvulus 0.0052 0.295 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Brugia malayi Tachykinin-like peptides receptor 99D 0.0052 0.295 0.2087
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.005 0.2781 0.1897
Schistosoma mansoni neuropeptide receptor 0.0052 0.295 0.5
Mycobacterium tuberculosis Probable membrane bound polyketide synthase Pks6 0.0039 0.2076 1
Onchocerca volvulus 0.0052 0.295 1
Brugia malayi hypothetical protein 0.0052 0.295 0.2087
Loa Loa (eye worm) hypothetical protein 0.0158 1 1
Loa Loa (eye worm) hypothetical protein 0.0044 0.2402 0.2202
Onchocerca volvulus 0.0052 0.295 1
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0026 0.1206 0.581
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Schistosoma mansoni neuropeptide F-like receptor 0.0052 0.295 0.5
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.0028 0.1315 0.6337
Schistosoma mansoni histamine-responsive GPCR (AAF21638) 0.0052 0.295 0.5
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.0028 0.1315 0.6337
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Brugia malayi neuropeptide F receptor 0.0052 0.295 0.2087
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Onchocerca volvulus 0.0052 0.295 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Schistosoma mansoni biogenic amine (5HT) receptor 0.0052 0.295 0.5
Brugia malayi putative neuropeptide receptor 0.0052 0.295 0.2087
Schistosoma mansoni myosin xvIII 0.0052 0.295 0.5
Brugia malayi Unidentified vitellogenin-linked transcript protein 6, putative 0.0052 0.295 0.2087
Brugia malayi RE15519p 0.0052 0.295 0.2087
Schistosoma mansoni hypothetical protein 0.0052 0.295 0.5
Mycobacterium ulcerans polyketide synthase 0.0026 0.1206 0.581
Schistosoma mansoni opsin-like receptor 0.0052 0.295 0.5
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Brugia malayi hypothetical protein 0.0052 0.295 0.2087
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0052 0.295 0.5
Echinococcus granulosus muscleblind protein 0.0158 1 1
Mycobacterium leprae PROBABLE THIOESTERASE TESA 0.0022 0.0913 0.4398
Brugia malayi hypothetical protein 0.0052 0.295 0.2087
Mycobacterium tuberculosis Probable polyketide synthase Pks15 0.0011 0.0159 0.0765
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsE 0.0017 0.0611 0.2941
Brugia malayi Serotonin/octopamine receptor family protein 7 0.0052 0.295 0.2087
Schistosoma mansoni alpha-1 adrenergic receptor 0.0052 0.295 0.5
Brugia malayi Serotonin receptor 0.0052 0.295 0.2087
Onchocerca volvulus 0.0052 0.295 1
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB 0.0021 0.0863 0.4155
Onchocerca volvulus 0.0052 0.295 1
Onchocerca volvulus 0.0052 0.295 1
Brugia malayi AKH receptor 0.0052 0.295 0.2087
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0026 0.1206 0.581
Schistosoma mansoni peptide (allatostatin/somatostatin)-like receptor 0.0052 0.295 0.5
Onchocerca volvulus Fatty acid synthase homolog 0.0047 0.2618 0.8211
Brugia malayi gonadotropin-releasing hormone receptor 2 0.0052 0.295 0.2087
Brugia malayi Serotonin receptor 0.0052 0.295 0.2087
Mycobacterium ulcerans polyketide synthase Pks13 0.0039 0.2076 1
Schistosoma mansoni neuropeptide receptor 0.0052 0.295 0.5
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0052 0.295 0.2765
Onchocerca volvulus 0.0052 0.295 1
Mycobacterium ulcerans polyketide synthase 0.0028 0.1315 0.6337
Brugia malayi larval opioid receptor 0.0052 0.295 0.2087
Loa Loa (eye worm) gonadotropin-releasing hormone receptor 2 0.0052 0.295 0.2765
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC 0.0028 0.1315 0.6337
Mycobacterium tuberculosis Polyketide synthase Pks2 0.0025 0.1152 0.5551
Brugia malayi Dopamine receptor protein 1, putative (partial) 0.0052 0.295 0.2087
Brugia malayi sulfakinin receptor protein 0.0052 0.295 0.2087
Echinococcus multilocularis muscleblind protein 0.0158 1 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor 0.0052 0.295 0.5
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas 0.0028 0.1315 0.6337
Schistosoma mansoni amine GPCR 0.0052 0.295 0.5
Brugia malayi Dopamine receptor protein 1 0.0052 0.295 0.2087
Loa Loa (eye worm) G-protein coupled receptor 0.0052 0.295 0.2765
Brugia malayi G-protein-linked acetylcholine receptor protein 2, putative 0.0052 0.295 0.2087
Schistosoma mansoni peptide (allatostatin)-like receptor 0.0052 0.295 0.5
Brugia malayi hypothetical protein 0.0052 0.295 0.2087
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSE 0.0017 0.0611 0.2941
Brugia malayi G protein-coupled receptor 0.0052 0.295 0.2087
Brugia malayi ORL1-like opioid receptor 0.0052 0.295 0.2087
Schistosoma mansoni opsin-like receptor 0.0052 0.295 0.5
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0028 0.1315 0.6337
Brugia malayi follicle stimulating hormone receptor 0.0052 0.295 0.2087
Schistosoma mansoni neuropeptide receptor 0.0052 0.295 0.5
Schistosoma mansoni amine GPCR 0.0052 0.295 0.5
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.0026 0.1206 0.013
Loa Loa (eye worm) hypothetical protein 0.0052 0.295 0.2765

Activities

Activity type Activity value Assay description Source Reference
GI50 (functional) -4 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 MDA-N Breast 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 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 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 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 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

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

Bibliographic References

No literature references available for this target.

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