Detailed information for compound 22485
Basic information
Technical information
- TDR Targets ID: 22485
- Name: 2-(2-amino-6-oxo-3H-purin-9-yl)ethoxymethylph osphonic acid
- MW: 289.185 | Formula: C8H12N5O5P
-
H donors: 4
H acceptors: 5
LogP: -3.06
Rotable bonds: 5
Rule of 5 violations (Lipinski): 1 - SMILES: Nc1[nH]c(=O)c2c(n1)n(CCOCP(=O)(O)O)cn2
- InChi: 1S/C8H12N5O5P/c9-8-11-6-5(7(14)12-8)10-3-13(6)1-2-18-4-19(15,16)17/h3H,1-2,4H2,(H2,15,16,17)(H3,9,11,12,14)
- InChiKey: NZVORGQIEFTOQZ-UHFFFAOYSA-N
Network
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Synonyms
- 2-(2-azanyl-6-oxo-3H-purin-9-yl)ethoxymethylphosphonic acid
- 2-(2-amino-6-keto-3H-purin-9-yl)ethoxymethylphosphonic acid
- 9-((2-phosphonylmethoxy)ethyl)guanine
- 114088-58-3
- AIDS-111814
- C11184
- PMEG
- 9-(2-Phosphonylmethoxyethyl)guanine
- AIDS-000272
- AIDS000272
- Phosphonic acid, [[2-(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)ethoxy]methyl]-
- AIDS111814
- Phosphonic acid, 2-(2-amino-6-hydroxy-9H-purin-9-yl)ethoxy-methyl-
- ((2-(2-Amino-1,6-dihydro-6-oxo-9H-purin-9-yl)ethoxy)methyl)phosphonic acid
- 5-(3-Hydroxy-2-phosphonomethoxypropylguanine)
- Phosphonic acid, ((2-(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)ethoxy)methyl)-
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 |
|---|---|---|---|---|
| Plasmodium falciparum | BRIX domain, putative | 0.0067 | 0.5 | 0.5 |
| Entamoeba histolytica | brix domain containing protein | 0.0067 | 0.5 | 0.5 |
| Plasmodium vivax | hypothetical protein, conserved | 0.0067 | 0.5 | 0.5 |
| Trypanosoma cruzi | peter pan protein, putative | 0.0067 | 0.5 | 0.5 |
| Trypanosoma brucei | brix domain containing protein, putative | 0.0067 | 0.5 | 0.5 |
| Toxoplasma gondii | brix domain-containing protein | 0.0067 | 0.5 | 0.5 |
| Loa Loa (eye worm) | brix domain-containing protein | 0.0067 | 0.5 | 0.5 |
| Echinococcus granulosus | peter pan | 0.0067 | 0.5 | 0.5 |
| Echinococcus multilocularis | peter pan | 0.0067 | 0.5 | 0.5 |
| Giardia lamblia | Peter pan protein | 0.0067 | 0.5 | 0.5 |
| Trichomonas vaginalis | ssf, putative | 0.0067 | 0.5 | 0.5 |
| Trypanosoma cruzi | peter pan protein, putative | 0.0067 | 0.5 | 0.5 |
| Schistosoma mansoni | peter pan-related | 0.0067 | 0.5 | 0.5 |
| Leishmania major | peter pan protein, putative | 0.0067 | 0.5 | 0.5 |
| Schistosoma mansoni | peter pan-related | 0.0067 | 0.5 | 0.5 |
| Onchocerca volvulus | Peter pan protein homolog | 0.0067 | 0.5 | 0.5 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| Active (functional) | 0 | Antiviral activity of the compound against thymidine kinase deficient human cytomegalovirus; active | ChEMBL. | No reference |
| Activity (functional) | TP_TRANSPORTER | TP_TRANSPORTER. | 10462545 | |
| Activity (functional) | TP_TRANSPORTER: uptake in Xenopus laevis oocytes | ChEMBL. | 10462545 | |
| CC50 (functional) | = 0.2 uM | Cell growth toxicity against CEM cells after treatment with compound for 72 hours | ChEMBL. | 8410987 |
| CC50 (functional) | = 0.2 uM | Compound was evaluated in vitro for CEM cell growth inhibition by measuring the number of cells after treatment for 72 hours | ChEMBL. | 1323678 |
| CC50 (functional) | = 0.2 uM | Cell growth toxicity against CEM cells after treatment with compound for 72 hours | ChEMBL. | 8410987 |
| CC50 (functional) | = 0.2 uM | Compound was evaluated in vitro for CEM cell growth inhibition by measuring the number of cells after treatment for 72 hours | ChEMBL. | 1323678 |
| CC50 (functional) | = 2.4 uM | Cytotoxic concentration required to reduce viability of mock-infected MT-4 cells (4 days) | ChEMBL. | 7562935 |
| CC50 (functional) | = 2.4 uM | Cytotoxic concentration required to reduce viability of mock-infected MT-4 cells (4 days) | ChEMBL. | 7562935 |
| CD50 (functional) | = 8.6 uM | Compound was evaluated for the inhibition of DNA synthesis in uninfected cells | ChEMBL. | 8496903 |
| EC50 (functional) | = 160 nM | Antiproliferative activity against HPV-non-transformed human SCC4 cells after 7 days by SRB assay | ChEMBL. | 19398642 |
| EC50 (functional) | = 210 nM | Antiproliferative activity against HPV-transformed human SiHa cells after 7 days by SRB assay | ChEMBL. | 19398642 |
| EC50 (functional) | = 1930 nM | Antiproliferative activity against HPV-non-transformed human HT3 cells after 7 days by SRB assay | ChEMBL. | 19398642 |
| EC50 (functional) | = 2160 nM | Antiproliferative activity against HPV-transformed human HeLa cells after 7 days by SRB assay | ChEMBL. | 19398642 |
| EC50 (functional) | = 2570 nM | Antiproliferative activity against HPV-transformed human ME180 cells after 7 days by SRB assay | ChEMBL. | 19398642 |
| EC50 (functional) | = 2580 nM | Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 6 to 9 hrs by ELISA | ChEMBL. | 19398642 |
| EC50 (functional) | = 3040 nM | Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 3 to 6 hrs by ELISA | ChEMBL. | 19398642 |
| EC50 (functional) | = 3150 nM | Antiproliferative activity against HPV-non-transformed human SCC9 cells after 7 days by SRB assay | ChEMBL. | 19398642 |
| EC50 (functional) | = 3630 nM | Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 24 to 27 hrs by ELISA | ChEMBL. | 19398642 |
| EC50 (functional) | = 5530 nM | Antiproliferative activity against HPV-transformed human CaSki cells after 7 days by SRB assay | ChEMBL. | 19398642 |
| EC50 (functional) | = 6020 nM | Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 48 to 51 hrs by ELISA | ChEMBL. | 19398642 |
| EC50 (functional) | = 8970 nM | Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 3 hrs by ELISA | ChEMBL. | 19398642 |
| EC50 (functional) | = 10100 nM | Inhibition of DNA synthesis in HPV-transformed human SiHa cells assessed as decrease in BrdU incorporation after 72 to 75 hrs by ELISA | ChEMBL. | 19398642 |
| EC50 (functional) | = 0.0006 ug ml-1 | Inhibitory activity against murine sarcoma virus induced transformation of murine C3H/3T3 embryo fibroblasts | ChEMBL. | 10377214 |
| EC50 (functional) | = 0.03 ug ml-1 | Inhibion of human immunodeficiency virus type 2 (HIV-2) induced cytopathogenicity in CEM cells | ChEMBL. | 10377214 |
| EC50 (functional) | > 0.2 ug ml-1 | Inhibitory activity of compound against human immunodeficiency virus type 1 (HIV-1) induced cytopathogenicity in MT-4 cells | ChEMBL. | 10377214 |
| EC50 (functional) | > 0.2 ug ml-1 | Inhibitory activity against human immunodeficiency virus type 2 (HIV-2) induced cytopathogenicity in MT-4 cells | ChEMBL. | 10377214 |
| EC50 (functional) | = 0.19 uM | Protection of MT-4 cells against the cytopathic effect of HIV-1 (4 days) | ChEMBL. | 7562935 |
| EC50 (functional) | = 0.19 uM | Protection of MT-4 cells against the cytopathic effect of HIV-1 (4 days) | ChEMBL. | 7562935 |
| EC50 (functional) | = 0.2 uM | In vitro anti -HIV activity of the compound tested against CEM cells infected with HIV by XTT assay | ChEMBL. | 1323678 |
| EC50 (functional) | = 0.2 uM | Protection of MT-4 cells against the cytopathic effect of HIV-2 (8 days) | ChEMBL. | 7562935 |
| EC50 (functional) | = 0.2 uM | In vitro anti -HIV activity of the compound tested against CEM cells infected with HIV by XTT assay | ChEMBL. | 1323678 |
| EC50 (functional) | = 0.2 uM | Protection of MT-4 cells against the cytopathic effect of HIV-2 (8 days) | ChEMBL. | 7562935 |
| IC50 (functional) | = 0.19 ug ml-1 | Inhibition of antiviral activity against moloney murine sarcoma virus(MSV)in CEM cells in cell protection assay | ChEMBL. | 11606136 |
| IC50 (functional) | = 0.2 ug ml-1 | In vitro antiviral activity expressed as IC50 against HIV (CEM cells) | ChEMBL. | No reference |
| IC50 (functional) | = 0.2 ug ml-1 | In vitro antiviral activity expressed as IC50 against HIV (CEM cells) | ChEMBL. | No reference |
| IC50 (functional) | = 0.7 ug ml-1 | In vitro antiviral activity expressed as IC50 against herpes simplex virus type 2 (HSV-2) in vero cells | ChEMBL. | No reference |
| IC50 (functional) | = 12 ug ml-1 | Cellular toxic effect was determined in CEM cells | ChEMBL. | 11606136 |
| IC50 (functional) | = 12 ug ml-1 | Cellular toxic effect was determined in CEM cells | ChEMBL. | 11606136 |
| IC50 (functional) | = 16 ug ml-1 | Inhibition of cytopathogenicity against human HIV-1(IIIB) in MT-4 cells | ChEMBL. | 11606136 |
| IC50 (functional) | = 16 ug ml-1 | Cellular toxic effect was determined in MT-4 cells | ChEMBL. | 11606136 |
| IC50 (functional) | = 16 ug ml-1 | Cellular toxic effect was determined in MT-4 cells | ChEMBL. | 11606136 |
| IC50 (functional) | = 18 ug ml-1 | Inhibition of cytopathogenicity against human HIV-2(LAV-2) in MT-4 cells | ChEMBL. | 11606136 |
| IC50 (functional) | = 0.09 uM | Tested in vitro against HCMV AD-169 strain in MRC-5 cells | ChEMBL. | 8410987 |
| IC50 (functional) | = 0.09 uM | In vitro antiherpesvirus activity of the compound against MRC-5 cells infected with HCMV (AD-169 strain) | ChEMBL. | 1323678 |
| IC50 (functional) | = 0.09 uM | In vitro antiherpesvirus activity of the compound against MRC-5 cells infected with HCMV (AD-169 strain) | ChEMBL. | 1323678 |
| IC50 (functional) | = 0.2 uM | Tested in vitro against human immunodeficiency virus (HIV) infected CEM cells using XTT assay (LAV-BRU strain) | ChEMBL. | 8410987 |
| IC50 (ADMET) | = 0.57 uM | Cytotoxicity against mouse L1210/0 cells after 48 hrs | ChEMBL. | 17341060 |
| IC50 (functional) | = 1.1 uM | Tested in vitro against HSV 2 G strain in vero cells | ChEMBL. | 8410987 |
| IC50 (functional) | = 1.1 uM | In vitro antiherpesvirus activity of the compound against vero cells infected with HSV-2(G strain)[plaque reduction assay] | ChEMBL. | 1323678 |
| ID50 (functional) | = 0.001 ug ml-1 | Evaluated for the antiretroviral activity against Rauscher-murine leukemia virus (R-MuLV) | ChEMBL. | 2157012 |
| ID50 (functional) | = 0.04 ug ml-1 | Evaluated for the antiviral activity against Human cytomegalovirus (HCMV) strain AD-169 by the plaque reduction assay | ChEMBL. | 2157012 |
| ID50 (functional) | = 0.04 ug ml-1 | Antiviral activity determined by plaque reduction assay of HCMV (AD-169) in MRC-5 cells | ChEMBL. | 1648622 |
| ID50 (functional) | = 0.04 ug ml-1 | Antiviral activity determined by plaque reduction assay of HCMV (AD-169) in MRC-5 cells | ChEMBL. | 1648622 |
| ID50 (functional) | = 0.08 ug ml-1 | Evaluated for the antiviral activity against Herpes simplex virus type 1 (HSV-1) strain BWS by the plaque reduction assay | ChEMBL. | 2157012 |
| ID50 (functional) | = 0.08 ug ml-1 | Antiviral activity determined by plaque reduction assay of HSV-1 (BWS) in vero cells | ChEMBL. | 1648622 |
| ID50 (functional) | = 0.1 ug ml-1 | Evaluated for the antiviral activity against Herpes simplex virus type 1 (HSV-1). | ChEMBL. | 2157012 |
| ID50 (functional) | = 0.69 ug ml-1 | Evaluated for the antiviral activity against Herpes simplex virus type 2 (HSV-2) strain G by the plaque reduction assay | ChEMBL. | 2157012 |
| ID50 (functional) | = 0.69 ug ml-1 | Antiviral activity determined by plaque reduction assay of HSV-2 (G) in vero cells | ChEMBL. | 1648622 |
| ID50 (functional) | = 5 ug ml-1 | Evaluated for the antiviral activity against Vero cells by proliferation assays (in uninfected cells) | ChEMBL. | 2157012 |
| ID50 (functional) | = 5 ug ml-1 | Anticellular activity was determined by plaque reduction assay in vero cells. | ChEMBL. | 1648622 |
| ID50 (functional) | > 10 ug ml-1 | Evaluated for the antiretroviral activity against Human immunodeficiency virus type 1 | ChEMBL. | 2157012 |
| ID50 (functional) | = 10 ug ml-1 | Evaluated for the anticellular activity against CEM cells | ChEMBL. | 2157012 |
| ID50 (functional) | = 10 ug ml-1 | Evaluated for the anticellular activity against CEM cells | ChEMBL. | 2157012 |
| Km (ADMET) | = 2.7 mM | Evaluated for the kinetic parameter Km, with bovine brain guanylate kinase. | ChEMBL. | 2157012 |
| pKa (ADMET) | = 6.5 | Second dissociation constant was determined | ChEMBL. | 8496903 |
| pKa2 (ADMET) | = 6.52 | Evaluated for the dissociation constant | ChEMBL. | 2157012 |
| Relative Vmax (ADMET) | = 0.11 | Evaluated for the rate of phosphorylation with bovine brain guanylate kinase. | ChEMBL. | 2157012 |
| Selectivity index (functional) | = 12 | Selectivity Index measured as the ratio of CC50 to that of EC50 (HIV-2) values. | ChEMBL. | 7562935 |
| Selectivity index (functional) | = 12.6 | Selectivity Index measured as the ratio of CC50 to that of EC50 (HIV-1) values. | ChEMBL. | 7562935 |
| Selectivity index (functional) | = 75 | Ratio between TC50 against human immunodeficiency virus infected CEM cells and IC50 against CEM cells | ChEMBL. | 8410987 |
| Selectivity index (ADMET) | = 75 | Selectivity Index is the ratio of the TC50 to EC50 | ChEMBL. | 1323678 |
| TC50 (ADMET) | = 15 uM | Toxic concentration, in CEM cells estimated by the XTT assay | ChEMBL. | 8410987 |
| TC50 (ADMET) | = 15 uM | Toxicity of the compound was tested in vitro against CEM cells by XTT assay | ChEMBL. | 1323678 |
| TC50 (ADMET) | = 15 uM | Toxic concentration, in CEM cells estimated by the XTT assay | ChEMBL. | 8410987 |
| TC50 (ADMET) | = 15 uM | Toxicity of the compound was tested in vitro against CEM cells by XTT assay | ChEMBL. | 1323678 |
| TC50 (ADMET) | = 17 uM | Tested in vitro against HSV 2 G strain in vero cells | ChEMBL. | 8410987 |
| TC50 (ADMET) | = 17 uM | In vitro cellular toxicity of the compound in vero cells | ChEMBL. | 1323678 |
| TC50 (ADMET) | = 30 uM | Tested in vitro against HCMV AD-169 strain in MRC-5 cells | ChEMBL. | 8410987 |
| TC50 (ADMET) | = 30 uM | In vitro cellular toxicity of the compound in MRC-5 cells | ChEMBL. | 1323678 |
| TC50 (ADMET) | = 30 uM | In vitro cellular toxicity of the compound in MRC-5 cells | ChEMBL. | 1323678 |
Phenotypes
Whole-cell/tissue/organism interactions
| Species name | Source | Reference | Is orphan |
|---|---|---|---|
| Homo sapiens | ChEMBL23 | 11606136 |
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.
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
- Search by CAS
- ChEMBL: CHEMBL223737
- PubChem: 64989
Bibliographic References
10 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.