Detailed information for compound 141781

Basic information

Technical information
  • TDR Targets ID: 141781
  • Name: methyl 2-[[[5-(6-aminopurin-9-yl)oxolan-2-yl] methoxy-phenoxyphosphoryl]amino]propanoate
  • MW: 476.423 | Formula: C20H25N6O6P
  • H donors: 2 H acceptors: 5 LogP: 1.33 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)C(NP(=O)(Oc1ccccc1)OCC1CCC(O1)n1cnc2c1ncnc2N)C
  • InChi: 1S/C20H25N6O6P/c1-13(20(27)29-2)25-33(28,32-14-6-4-3-5-7-14)30-10-15-8-9-16(31-15)26-12-24-17-18(21)22-11-23-19(17)26/h3-7,11-13,15-16H,8-10H2,1-2H3,(H,25,28)(H2,21,22,23)
  • InChiKey: MEIQYGINPYGNOM-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • methyl 2-[[[5-(6-aminopurin-9-yl)tetrahydrofuran-2-yl]methoxy-phenoxy-phosphoryl]amino]propanoate
  • 2-[[[5-(6-aminopurin-9-yl)-2-tetrahydrofuranyl]methoxy-phenoxyphosphoryl]amino]propanoic acid methyl ester
  • methyl 2-[[[5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-phenoxy-phosphoryl]amino]propanoate
  • 2-[[(5-adenin-9-yltetrahydrofuran-2-yl)methoxy-phenoxy-phosphoryl]amino]propionic acid methyl ester
  • methyl 2-[[[5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-(phenoxy)phosphoryl]amino]propanoate
  • methyl 2-[[[5-(6-aminopurin-9-yl)tetrahydrofuran-2-yl]methoxy-(phenoxy)phosphoryl]amino]propanoate
  • 2-[[[5-(6-amino-9-purinyl)-2-tetrahydrofuranyl]methoxy-(phenoxy)phosphoryl]amino]propanoic acid methyl ester
  • 2-[[[5-(6-aminopurin-9-yl)tetrahydrofuran-2-yl]methoxy-(phenoxy)phosphoryl]amino]propionic acid methyl ester

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
Onchocerca volvulus Dual oxidase homolog 0.0013 0.0296 0.5
Mycobacterium ulcerans cytochrome P450 189A7 Cyp189A7 0.0018 0.1462 0.2473
Mycobacterium leprae Conserved hypothetical protein 0.0018 0.1462 1
Mycobacterium tuberculosis Probable cytochrome P450 138 Cyp138 0.0018 0.1462 1
Leishmania major cytochrome p450-like protein 0.0018 0.1462 0.1462
Trichomonas vaginalis CMGC family protein kinase 0.0053 1 0.5
Mycobacterium tuberculosis Possible cytochrome P450 135A1 Cyp135A1 0.0018 0.1462 1
Mycobacterium ulcerans cytochrome P450 191A3 Cyp191A3 0.0018 0.1462 0.2473
Schistosoma mansoni hypothetical protein 0.0018 0.1462 0.1202
Loa Loa (eye worm) cytochrome P450 family protein 0.0038 0.6345 0.6233
Mycobacterium tuberculosis Probable cytochrome P450 141 Cyp141 0.0018 0.1462 1
Mycobacterium tuberculosis Cytochrome P450 121 Cyp121 0.0018 0.1462 1
Onchocerca volvulus 0.0013 0.0296 0.5
Mycobacterium leprae putative cytochrome p450 0.0018 0.1462 1
Mycobacterium ulcerans cytochrome P450 136A2 Cyp136A2 0.0018 0.1462 0.2473
Mycobacterium ulcerans cytochrome P450 187A4 Cyp187A4 0.0018 0.1462 0.2473
Trypanosoma cruzi mitogen activated protein kinase 4, putative 0.0053 1 1
Onchocerca volvulus Peroxidase homolog 0.0013 0.0296 0.5
Leishmania major cytochrome p450-like protein 0.0018 0.1462 0.1462
Echinococcus multilocularis mitogen activated protein kinase 3 0.0053 1 1
Mycobacterium ulcerans cytochrome P450 188A3 Cyp188A3 0.0018 0.1462 0.2473
Mycobacterium ulcerans cytochrome P450 143A4 Cyp143A4 0.0018 0.1462 0.2473
Mycobacterium ulcerans cytochrome P450 140A5 Cyp140A5 0.0018 0.1462 0.2473
Mycobacterium tuberculosis Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM) 0.0018 0.1462 1
Onchocerca volvulus Peroxidasin homolog 0.0013 0.0296 0.5
Mycobacterium tuberculosis Probable cytochrome P450 139 Cyp139 0.0018 0.1462 1
Mycobacterium tuberculosis Probable cytochrome P450 132 Cyp132 0.0018 0.1462 1
Trypanosoma cruzi mitogen activated protein kinase 2, putative 0.0053 1 1
Brugia malayi Cytochrome P450 family protein 0.0036 0.5913 0.5788
Onchocerca volvulus Chorion peroxidase homolog 0.0013 0.0296 0.5
Mycobacterium tuberculosis Probable cytochrome P450 128 Cyp128 0.0018 0.1462 1
Mycobacterium ulcerans cytochrome P450 125A7 Cyp125A7 0.0018 0.1462 0.2473
Mycobacterium tuberculosis Probable cytochrome P450 125 Cyp125 0.0018 0.1462 1
Mycobacterium tuberculosis Probable DNA polymerase I PolA 0.0017 0.1238 0.8467
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0053 1 1
Mycobacterium ulcerans cytochrome P450 51B1 Cyp51B1 0.0018 0.1462 0.2473
Trichomonas vaginalis CMGC family protein kinase 0.0053 1 0.5
Mycobacterium ulcerans cytochrome P450 142A3 Cyp142A3 0.0018 0.1462 0.2473
Trypanosoma brucei Lanosterol 14-alpha demethylase 0.0018 0.1462 0.1462
Mycobacterium ulcerans cytochrome P450 123A3 Cyp123A3 0.0018 0.1462 0.2473
Giardia lamblia Kinase, CMGC MAPK 0.0053 1 0.5
Schistosoma mansoni serine/threonine protein kinase 0.0053 1 1
Trypanosoma cruzi cytochrome P450, putative 0.0036 0.5913 0.5913
Loa Loa (eye worm) cytochrome P450 family protein 0.0036 0.5913 0.5788
Trypanosoma brucei mitogen activated protein kinase 4, putative 0.0053 1 1
Trichomonas vaginalis CMGC family protein kinase 0.0053 1 0.5
Mycobacterium ulcerans cytochrome P450 150A6 Cyp150A6 0.0018 0.1462 0.2473
Wolbachia endosymbiont of Brugia malayi DNA polymerase I 0.0017 0.1238 0.5
Treponema pallidum DNA polymerase I (polA) 0.0017 0.1238 0.5
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 0.0018 0.1462 1
Mycobacterium tuberculosis Possible cytochrome P450 126 Cyp126 0.0018 0.1462 1
Mycobacterium tuberculosis Probable cytochrome P450 130 Cyp130 0.0018 0.1462 1
Leishmania major mitogen activated protein kinase 4, putative;with=GeneDB:LmxM19.1440 0.0053 1 1
Mycobacterium ulcerans cytochrome P450 143A3 Cyp143A3 0.0018 0.1462 0.2473
Brugia malayi cytochrome P450 0.0018 0.1462 0.1202
Plasmodium vivax 5'-3' exonuclease, N-terminal resolvase-like domain, putative 0.0012 0 0.5
Brugia malayi Cytochrome P450 family protein 0.0038 0.6345 0.6233
Mycobacterium tuberculosis Probable cytochrome P450 124 Cyp124 0.0018 0.1462 1
Onchocerca volvulus Peroxidasin homolog 0.0013 0.0296 0.5
Echinococcus granulosus mitogen activated protein kinase 3 0.0053 1 1
Brugia malayi Cytochrome P450 family protein 0.0018 0.1462 0.1202
Mycobacterium ulcerans cytochrome P450 124A1, Cyp124A1 0.0018 0.1462 0.2473
Mycobacterium ulcerans DNA polymerase I 0.0017 0.1238 0.2094
Trypanosoma cruzi cytochrome P450, putative 0.0036 0.5913 0.5913
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0053 1 1
Leishmania major cytochrome p450-like protein 0.0036 0.5913 0.5913
Mycobacterium ulcerans cytochrome P450 108B4 Cyp108B4 0.0018 0.1462 0.2473
Loa Loa (eye worm) cytochrome P450 0.0018 0.1462 0.1202
Echinococcus multilocularis mitogen activated protein kinase 0.0053 1 1
Schistosoma mansoni cytochrome P450 0.0018 0.1462 0.1202
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0036 0.5913 1
Plasmodium falciparum 5'-3' exonuclease, N-terminal resolvase-like domain, putative 0.0012 0 0.5
Mycobacterium tuberculosis Probable cytochrome P450 143 Cyp143 0.0018 0.1462 1
Mycobacterium tuberculosis Probable cytochrome P450 monooxygenase 142 Cyp142 0.0018 0.1462 1
Onchocerca volvulus Peroxidase homolog 0.0013 0.0296 0.5
Mycobacterium tuberculosis Probable cytochrome P450 137 Cyp137 0.0018 0.1462 1
Chlamydia trachomatis DNA polymerase I 0.0017 0.1238 0.5
Leishmania major mitogen activated protein kinase, putative,map kinase, putative 0.0053 1 1
Loa Loa (eye worm) CYP4Cod1 0.0036 0.5913 0.5788
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0018 0.1462 0.1462
Loa Loa (eye worm) hypothetical protein 0.0018 0.1412 0.115
Leishmania major lanosterol 14-alpha-demethylase, putative 0.0018 0.1462 0.1462
Mycobacterium ulcerans cytochrome P450 187A5 Cyp187A5 0.0018 0.1462 0.2473
Mycobacterium ulcerans cytochrome P450 105Q4 Cyp105Q4 0.0018 0.1462 0.2473
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0018 0.1462 0.1462
Onchocerca volvulus 0.0013 0.0296 0.5
Echinococcus granulosus cytochrome P450 2K1 0.0018 0.1462 0.1202
Trypanosoma cruzi cytochrome p450-like protein, putative 0.0018 0.1462 0.1462
Trypanosoma brucei cytochrome P450, putative 0.0036 0.5913 0.5913
Mycobacterium tuberculosis Probable cytochrome P450 140 Cyp140 0.0018 0.1462 1
Mycobacterium ulcerans cytochrome p450 150 cyp150 0.0018 0.1462 0.2473
Trypanosoma brucei protein kinase, putative 0.0053 1 1
Echinococcus granulosus mitogen activated protein kinase 0.0053 1 1
Toxoplasma gondii CMGC kinase, MAPK family (ERK) MAPK-1 0.0053 1 1
Loa Loa (eye worm) cytochrome P450 family protein 0.0036 0.5913 0.5788
Mycobacterium tuberculosis Probable cytochrome P450 123 Cyp123 0.0018 0.1462 1
Trichomonas vaginalis CMGC family protein kinase 0.0053 1 0.5
Echinococcus multilocularis 0.0018 0.1462 0.1202
Brugia malayi Cytochrome P450 family protein 0.0036 0.5913 0.5788
Mycobacterium tuberculosis Possible cytochrome P450 135B1 Cyp135B1 0.0018 0.1462 1
Onchocerca volvulus 0.0013 0.0296 0.5
Mycobacterium ulcerans cytochrome P450 126A3 Cyp126A3 0.0018 0.1462 0.2473
Mycobacterium ulcerans cytochrome P450 144A4 Cyp144A4 0.0018 0.1462 0.2473
Mycobacterium tuberculosis Probable cytochrome P450 144 Cyp144 0.0018 0.1462 1
Loa Loa (eye worm) CMGC/MAPK/ERK1 protein kinase 0.0053 1 1

Activities

Activity type Activity value Assay description Source Reference
CC50 (functional) = 2.57 uM Compound was evaluated for its concentration (potency) to inhibit the growth of CEM cells. ChEMBL. 10498207
CC50 (functional) = 2.57 uM Compound was evaluated for its concentration (potency) to inhibit the growth of CEM cells. ChEMBL. 10498207
EC50 (functional) = 0.016 uM Compound was evaluated for its effective concentration (potency) to inhibit the growth of HIV-1 in CEM cell culture. ChEMBL. 10498207
EC50 (functional) = 0.016 uM Compound was evaluated for its effective concentration (potency) to inhibit the growth of HIV-1 in CEM cell culture. ChEMBL. 10498207
EC50 (functional) = 0.035 uM Compound was evaluated for its effective concentration (potency) to inhibit the growth of HIV-2 in CEM cell culture. ChEMBL. 10498207
EC50 (functional) = 0.035 uM Compound was evaluated for its effective concentration (potency) to inhibit the growth of HIV-2 in CEM cell culture. ChEMBL. 10498207
logD = 0.89 Compound was evaluated for its lipophilicity by 1-octanol/water (phosphate buffer, pH 7.0) and the partition coefficient (log P) was reported. ChEMBL. 10498207
SI (functional) = 73 Compound was evaluated for its ability to inhibit the growth of HIV-2 in CEM cell culture (CC50/EC50) ChEMBL. 10498207
SI (functional) = 161 Compound was evaluated for its ability to inhibit the growth of HIV-1 in CEM cell culture (CC50/EC50) ChEMBL. 10498207
T1/2 (ADMET) = 301 hr Compound was evaluated for esterase half-life (t 1/2) period using Pig Liver Esterase (PLE) assay ChEMBL. 10498207

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 10498207

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

1 literature reference was collected for this gene.

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