Detailed information for compound 83265
Basic information
Technical information
- TDR Targets ID: 83265
- Name: (1-hydroxy-1-phosphono-2-pyridin-2-ylethyl)ph osphonic acid
- MW: 283.112 | Formula: C7H11NO7P2
-
H donors: 5
H acceptors: 8
LogP: -3.11
Rotable bonds: 4
Rule of 5 violations (Lipinski): 1 - SMILES: OP(=O)(C(P(=O)(O)O)(Cc1ccccn1)O)O
- InChi: 1S/C7H11NO7P2/c9-7(16(10,11)12,17(13,14)15)5-6-3-1-2-4-8-6/h1-4,9H,5H2,(H2,10,11,12)(H2,13,14,15)
- InChiKey: XXNASZAYANFLID-UHFFFAOYSA-N
Network
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Synonyms
- [1-hydroxy-1-phosphono-2-(2-pyridyl)ethyl]phosphonic acid
- (1-hydroxy-1-phosphono-2-pyridin-2-yl-ethyl)phosphonic acid
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Homo sapiens | farnesyl diphosphate synthase | Starlite/ChEMBL | References |
Predicted pathogen targets for this compound
By orthology
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 |
|---|---|---|---|---|
| Trichomonas vaginalis | geranylgeranyl pyrophosphate synthase, putative | 0.0123843 | 0.5 | 0.5 |
| Echinococcus multilocularis | farnesyl pyrophosphate synthase | 0.0123843 | 0.5 | 0.5 |
| Leishmania major | farnesyl pyrophosphate synthase | 0.0123843 | 0.5 | 0.5 |
| Trypanosoma cruzi | farnesyl pyrophosphate synthase, putative | 0.0123843 | 0.5 | 0.5 |
| Mycobacterium ulcerans | geranylgeranyl pyrophosphate synthase | 0.0123843 | 0.5 | 0.5 |
| Brugia malayi | Polyprenyl synthetase family protein | 0.0123843 | 0.5 | 0.5 |
| Plasmodium falciparum | geranylgeranyl pyrophosphate synthase, putative | 0.0123843 | 0.5 | 0.5 |
| Mycobacterium ulcerans | geranylgeranyl pyrophosphate synthase | 0.0123843 | 0.5 | 0.5 |
| Schistosoma mansoni | farnesyl pyrophosphate synthase | 0.0123843 | 0.5 | 0.5 |
| Toxoplasma gondii | polyprenyl synthetase superfamily protein | 0.0123843 | 0.5 | 0.5 |
| Giardia lamblia | Farnesyl diphosphate synthase | 0.0123843 | 0.5 | 0.5 |
| Mycobacterium tuberculosis | Probable geranylgeranyl pyrophosphate synthetase IdsA2 (ggppsase) (GGPP synthetase) (geranylgeranyl diphosphate synthase) | 0.0123843 | 0.5 | 0.5 |
| Trypanosoma brucei | farnesyl pyrophosphate synthase | 0.0123843 | 0.5 | 0.5 |
| Trichomonas vaginalis | geranylgeranyl diphosphate synthase, putative | 0.0123843 | 0.5 | 0.5 |
| Loa Loa (eye worm) | polyprenyl synthetase | 0.0123843 | 0.5 | 0.5 |
| Echinococcus granulosus | farnesyl pyrophosphate synthase | 0.0123843 | 0.5 | 0.5 |
| Trichomonas vaginalis | geranylgeranyl pyrophosphate synthase, putative | 0.0123843 | 0.5 | 0.5 |
| Trypanosoma cruzi | farnesyl pyrophosphate synthase | 0.0123843 | 0.5 | 0.5 |
| Plasmodium vivax | geranylgeranyl pyrophosphate synthase | 0.0123843 | 0.5 | 0.5 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| IC50 (functional) | Inhibition of L. donovani(Amastigotes) strain MHOM/ET/67/L82 maintained in pathogen free spleen from female golden hamsters; toxic | ChEMBL. | 11300872 | |
| IC50 (binding) | = -6.85 | Inhibitory activity against farnesyl Pyrophosphate Synthase expressed as #NAME? (M) | ChEMBL. | 14613320 |
| IC50 (functional) | = -6.66 | Predicted pIC50 against Tryomastigotes Brucei rhodesiense. | ChEMBL. | 12086478 |
| IC50 (functional) | = 3.7 | Growth inhibition of Plasmodium falciparum | ChEMBL. | 19053772 |
| IC50 (functional) | 0 | Inhibition of L. donovani(Amastigotes) strain MHOM/ET/67/L82 maintained in pathogen free spleen from female golden hamsters; toxic | ChEMBL. | 11300872 |
| IC50 (binding) | = 9.2 nM | Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 after 10 mins | ChEMBL. | 18327899 |
| IC50 (binding) | = 9.2 nM | Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 after 10 mins | ChEMBL. | 18327899 |
| IC50 (binding) | = 349.1 nM | Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 | ChEMBL. | 18327899 |
| IC50 (binding) | = 349.1 nM | Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 | ChEMBL. | 18327899 |
| IC50 (binding) | = 0.14 uM | Inhibitory activity against farnesyl Pyrophosphate Synthase was determined | ChEMBL. | 14613320 |
| IC50 (binding) | = 0.14 uM | Inhibitory activity against farnesyl Pyrophosphate Synthase was determined | ChEMBL. | 14613320 |
| IC50 (functional) | = 0.22 uM | In vitro growth inhibition of blood-stream-form Trypanosoma brucei rhodesiense Trypomastigotes | ChEMBL. | 12086478 |
| IC50 (functional) | = 0.22 uM | Inhibition of T. rhodesiense (strain STIB900) was determined using blood stream from trypomastigotes | ChEMBL. | 11300872 |
| IC50 (functional) | = 0.22 uM | Inhibition of T. rhodesiense (strain STIB900) was determined using blood stream from trypomastigotes | ChEMBL. | 11300872 |
| IC50 (functional) | = 0.22 uM | In vitro growth inhibition of blood-stream-form Trypanosoma brucei rhodesiense Trypomastigotes | ChEMBL. | 12086478 |
| IC50 (functional) | = 5.6 uM | Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells, using a constrained maximum TNF-alpha release of 2700 pg/mL | ChEMBL. | 14711309 |
| IC50 (functional) | = 5.7 uM | Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells, using individual observed maximum TNF-alpha release | ChEMBL. | 14711309 |
| IC50 (functional) | = 8.11 uM | In vitro inhibitory concentration against the growth of Toxoplasma gondii in human foreskin fibroblast monolayer cells (HFF cells) | ChEMBL. | 15857119 |
| IC50 (functional) | = 9.1 uM | Inhibition of T. gondii tachyzoites in human foreskin fibroblast monolayer(DMEM with 10%fetal calf serum) | ChEMBL. | 11300872 |
| IC50 (functional) | = 9.1 uM | Inhibition of T. gondii tachyzoites in human foreskin fibroblast monolayer(DMEM with 10%fetal calf serum) | ChEMBL. | 11300872 |
| IC50 (functional) | = 105 uM | Inhibition of T. cruzi Amastigotes was determined in Vero cells culture and fetal calf serum | ChEMBL. | 11300872 |
| IC50 (functional) | = 105 uM | Inhibition of T. cruzi Amastigotes was determined in Vero cells culture and fetal calf serum | ChEMBL. | 11300872 |
| IC50 (functional) | > 200 uM | Inhibition of P. falciparum (intraerythrocytic stages) strain 3D7 | ChEMBL. | 11300872 |
| IC50 (functional) | > 200 uM | In vitro growth inhibition against Entamoeba histolytica | ChEMBL. | 14695831 |
| IC50 (functional) | > 200 uM | In vitro growth inhibition against Plasmodium falciparum | ChEMBL. | 14695831 |
| IC50 (functional) | > 200 uM | Inhibition of P. falciparum (intraerythrocytic stages) strain 3D7 | ChEMBL. | 11300872 |
| IC50 (functional) | > 200 uM | In vitro growth inhibition against Entamoeba histolytica | ChEMBL. | 14695831 |
| IC50 (functional) | > 200 uM | In vitro growth inhibition against Plasmodium falciparum | ChEMBL. | 14695831 |
| IC50 (functional) | = 200 uM | Antimicrobial activity against Plasmodium falciparum | ChEMBL. | 20185316 |
| IC50 (functional) | = 200 uM | Antimicrobial activity against Entamoeba histolytica | ChEMBL. | 20185316 |
| IC50 (functional) | = 220 uM | Growth inhibition of Plasmodium falciparum | ChEMBL. | 19053772 |
| IC50 (binding) | = 485 uM | Inhibition of Aquifex aeolicus IspH expressed in Escherichia coli BL21 (DE3) using HMBPP substrate | ChEMBL. | 20426416 |
| IZ (functional) | = 0 mm | Antibacterial activity against Escherichia coli W3110 | ChEMBL. | 17149863 |
| IZ (functional) | = 0 mm | Antibacterial activity against Escherichia coli W3110 | ChEMBL. | 17149863 |
| Ki (binding) | = 0.74 nM | Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 after 10 mins | ChEMBL. | 18327899 |
| Ki (binding) | = 0.74 nM | Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 after 10 mins | ChEMBL. | 18327899 |
| Ki (binding) | = 59.3 nM | Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 | ChEMBL. | 18327899 |
| Ki (binding) | = 59.3 nM | Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 | ChEMBL. | 18327899 |
| Ki (binding) | = 0.014 uM | Binding affinity towards farnesyl Pyrophosphate Synthase using [14C]- isopentenyl pyrophosphate as radioligand | ChEMBL. | 14613320 |
| Ki (binding) | = 0.014 uM | Binding affinity towards farnesyl Pyrophosphate Synthase using [14C]- isopentenyl pyrophosphate as radioligand | ChEMBL. | 14613320 |
| LD50 (ADMET) | = 13.9 uM | 50% lethal dose for inhibition of KB cells growth | ChEMBL. | 12086478 |
| LD50 (ADMET) | = 13.9 uM | Toxicity evaluated against human nasopharyngeal carcinoma KB cell line | ChEMBL. | 14695831 |
| LD50 (ADMET) | = 13.9 uM | 50% lethal dose for inhibition of KB cells growth | ChEMBL. | 12086478 |
| LD50 (ADMET) | = 13.9 uM | Toxicity evaluated against human nasopharyngeal carcinoma KB cell line | ChEMBL. | 14695831 |
| LD50 (functional) | = 13.9 uM | Lethal dose required to inhibit the growth of human KB (nasopharyngeal carcinoma) cell line | ChEMBL. | 15857119 |
| LED (functional) | = 0.001 mg kg-1 | Inhibition of bone resorption in rat assessed as phosphate | ChEMBL. | 18327899 |
| LED (functional) | = 0.001 mgP kg-1 | Bone resorption activity in rats. | ChEMBL. | 12086477 |
| Log IC50 (functional) | = 5.24 | pIC50 value for stimulation of TNF-alpha release in gamma-delta T cells, using individual observed maximum TNF-alpha release | ChEMBL. | 14711309 |
| Log IC50 (functional) | = 5.25 | pIC50 value for stimulation of TNF-alpha release in gamma-delta T cells, using a constrained maximum TNF-alpha release of 2700 pg/mL | ChEMBL. | 14711309 |
| Log IC50 (functional) | = 6.66 | Predicted pIC50 against Tryomastigotes Brucei rhodesiense. | ChEMBL. | 12086478 |
| Log IC50 (binding) | = 6.85 | Inhibitory activity against farnesyl Pyrophosphate Synthase expressed as #NAME? (M) | ChEMBL. | 14613320 |
| TI (ADMET) | = 63 | Therapeutic index measured as the ratio of LD50 (KB cells) to IC50 (T.b. rhodesiense) | ChEMBL. | 12086478 |
Phenotypes
Whole-cell/tissue/organism interactions
| Species name | Source | Reference | Is orphan |
|---|---|---|---|
| Trypanosoma brucei gambiense | 11300872 | ||
| Toxoplasma gondii | ChEMBL23 | 11300872 | |
| Trypanosoma brucei | ChEMBL23 | 11300872 | |
| Homo sapiens | ChEMBL23 | 15857119 |
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
- ChEMBL: CHEMBL434024
- PubChem: 405372
Bibliographic References
8 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.