Detailed information for compound 335956
Basic information
Technical information
- TDR Targets ID: 335956
- Name: [(2,4-dichloroanilino)-phosphonomethyl]phosph onic acid
- MW: 336.003 | Formula: C7H9Cl2NO6P2
-
H donors: 5
H acceptors: 6
LogP: -0.23
Rotable bonds: 4
Rule of 5 violations (Lipinski): 1 - SMILES: Clc1ccc(c(c1)Cl)NC(P(=O)(O)O)P(=O)(O)O
- InChi: 1S/C7H9Cl2NO6P2/c8-4-1-2-6(5(9)3-4)10-7(17(11,12)13)18(14,15)16/h1-3,7,10H,(H2,11,12,13)(H2,14,15,16)
- InChiKey: KASHBTOPZJTDFP-UHFFFAOYSA-N
Network
Hover on a compound node to display the structore
Synonyms
- [(2,4-dichloroanilino)-phosphono-methyl]phosphonic acid
- [[(2,4-dichlorophenyl)amino]-phosphono-methyl]phosphonic acid
- [[(2,4-dichlorophenyl)amino]-phosphonomethyl]phosphonic acid
- AIDS-231625
- AIDS231625
- Phosphonic acid, [[(2,4-dichlorophenyl)amino]methylene]bis-
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Homo sapiens | carbonic anhydrase IX | Starlite/ChEMBL | References |
| Homo sapiens | carbonic anhydrase XII | Starlite/ChEMBL | References |
| Homo sapiens | carbonic anhydrase I | Starlite/ChEMBL | References |
| Homo sapiens | carbonic anhydrase II | Starlite/ChEMBL | References |
| Trypanosoma brucei gambiense | vacuolar-type proton translocating pyrophosphatase 1, putative | References | |
| Trypanosoma brucei | Pyrophosphate-energized vacuolar membrane proton pump 1 | Starlite/ChEMBL | References |
| Homo sapiens | carbonic anhydrase XIV | Starlite/ChEMBL | References |
Predicted pathogen targets for this compound
By orthology
By sequence similarity to non orthologous known druggable targets
| Species | Potential target | Known druggable target | Length | Alignment span | Identity |
|---|---|---|---|---|---|
| Brugia malayi | Carbonic anhydrase like protein 2 precursor | carbonic anhydrase II | 260 aa | 259 aa | 32.0 % |
| Trypanosoma cruzi | carbonic anhydrase-like protein, putative | carbonic anhydrase XII | 354 aa | 295 aa | 23.1 % |
| Trypanosoma brucei | carbonic anhydrase-like protein | carbonic anhydrase I | 261 aa | 281 aa | 25.3 % |
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Plasmodium vivax | vacuolar-type H+ pumping pyrophosphatase, putative | 0.0405 | 0.5 | 0.5 |
| Plasmodium vivax | V-type H(+)-translocating pyrophosphatase, putative | 0.0405 | 0.5 | 0.5 |
| Trypanosoma brucei | Pyrophosphate-energized vacuolar membrane proton pump 2, putative | 0.0405 | 0.5 | 0.5 |
| Trypanosoma cruzi | Vacuolar proton pyrophosphatase 1, putative | 0.0405 | 0.5 | 0.5 |
| Plasmodium falciparum | V-type K+-independent H+-translocating inorganic pyrophosphatase | 0.0405 | 0.5 | 0.5 |
| Plasmodium falciparum | V-type H(+)-translocating pyrophosphatase, putative | 0.0405 | 0.5 | 0.5 |
| Trypanosoma brucei | Pyrophosphate-energized vacuolar membrane proton pump 1 | 0.0405 | 0.5 | 0.5 |
| Toxoplasma gondii | V-type H(+)-translocating pyrophosphatase VP1 | 0.0405 | 0.5 | 0.5 |
| Trypanosoma cruzi | vacuolar-type proton translocating pyrophosphatase 1 | 0.0405 | 0.5 | 0.5 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| Activity (ADMET) | = 73 % | Cytotoxicity against human HepG2 cells assessed as cell viability at 100 uM after 48 hrs by MTT assay | ChEMBL. | 24071448 |
| ED50 (functional) | = 728 uM | Dose of the compound to inhibit the growth of human KB carcinoma cell line | ChEMBL. | 16162013 |
| ED50 (functional) | = 728 uM | Dose of the compound to inhibit the growth of human KB carcinoma cell line | ChEMBL. | 16162013 |
| IC50 (binding) | = -3.52 | Inhibitory activity against Trypanosoma cruzi hexokinase | ChEMBL. | 16392806 |
| IC50 (binding) | = 3.301 | Inhibition of Arabidopsis thaliana P5C assessed as reduction in NADH oxidation incubated at 35 degC up to 10 min | ChEMBL. | 18399639 |
| IC50 (binding) | = 4.674 | Inhibition of Zea mays cv. Jeff (maize) leaf glutamine synthetase using L-glutamate as substrate assessed as inorganic phosphate production after 20 min by malachite green assay relative to control | ChEMBL. | 19697446 |
| IC50 (binding) | = 0.5 mM | Inhibition of Arabidopsis thaliana P5C assessed as reduction in NADH oxidation incubated at 35 degC up to 10 min | ChEMBL. | 18399639 |
| IC50 (binding) | = 4.3 uM | Inhibition of recombinant trypanosoma brucei soluble vacuolar pyrophosphatase expressed in escherichia coli | ChEMBL. | 16162013 |
| IC50 (binding) | = 4.3 uM | Inhibition of recombinant trypanosoma brucei soluble vacuolar pyrophosphatase expressed in escherichia coli | ChEMBL. | 16162013 |
| IC50 (binding) | = 7.136 uM | Inhibition of human recombinant carbonic anhydrase 1 preincubated for 15 mins by stopped flow CO2 hydration method | ChEMBL. | 24650641 |
| IC50 (binding) | = 7.461 uM | Inhibition of human recombinant carbonic anhydrase 14 preincubated for 15 mins by stopped flow CO2 hydration method | ChEMBL. | 24650641 |
| IC50 (binding) | > 10 uM | Inhibition of human recombinant carbonic anhydrase 2 preincubated for 15 mins by stopped flow CO2 hydration method | ChEMBL. | 24650641 |
| IC50 (binding) | > 10 uM | Inhibition of human recombinant carbonic anhydrase 9 preincubated for 15 mins by stopped flow CO2 hydration method | ChEMBL. | 24650641 |
| IC50 (binding) | > 10 uM | Inhibition of human recombinant carbonic anhydrase 12 preincubated for 15 mins by stopped flow CO2 hydration method | ChEMBL. | 24650641 |
| IC50 (binding) | = 21.2 uM | Inhibition of Zea mays cv. Jeff (maize) leaf glutamine synthetase using L-glutamate as substrate assessed as inorganic phosphate production after 20 min by malachite green assay relative to control | ChEMBL. | 19697446 |
| IC50 (binding) | > 100 uM | Inhibition of MMP14 catalytic domain (unknown origin) using Mca-Pro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 as substrate incubated for 30 mins prior to substrate addition measured after 2 to 4 hrs by fluorometric assay | ChEMBL. | 24071448 |
| IC50 (binding) | > 100 uM | Inhibition of MMP9 catalytic domain (unknown origin) using Mca-Pro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 as substrate incubated for 30 mins prior to substrate addition measured after 2 to 4 hrs by fluorometric assay | ChEMBL. | 24071448 |
| IC50 (binding) | > 100 uM | Inhibition of MMP8 catalytic domain (unknown origin) using Mca-Pro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 as substrate incubated for 30 mins prior to substrate addition measured after 2 to 4 hrs by fluorometric assay | ChEMBL. | 24071448 |
| IC50 (binding) | > 100 uM | Inhibition of APMA-activated recombinant human MMP2 using Mca-Pro-Leu-Gly-Leu-Dpa-Ala-Arg-NH2 as substrate incubated for 30 mins prior to substrate addition measured after 2 to 4 hrs by fluorometric assay | ChEMBL. | 24071448 |
| IC50 (functional) | = 153.5 uM | In vitro inhibitory concentration against the growth of Toxoplasma gondii in human foreskin fibroblast monolayer cells (HFF cells) | ChEMBL. | 15857119 |
| IC50 (functional) | = 153.5 uM | In vitro inhibitory concentration against the growth of Toxoplasma gondii in human foreskin fibroblast monolayer cells (HFF cells) | ChEMBL. | 15857119 |
| IC50 (binding) | >= 300 uM | Inhibitory activity against Trypanosoma cruzi hexokinase | ChEMBL. | 16392806 |
| IC50 (binding) | >= 300 uM | Inhibitory activity against Trypanosoma cruzi hexokinase | ChEMBL. | 16392806 |
| Inhibition (binding) | = 79.7 % | Inhibition of Zea mays cv. Jeff (maize) leaf glutamine synthetase using L-glutamate as substrate assessed as inorganic phosphate production at 1 mM after 20 min by malachite green assay relative to control | ChEMBL. | 19697446 |
| IZ (functional) | = 0 mm | Antibacterial activity against Escherichia coli W3110 | ChEMBL. | 17149863 |
| IZ (functional) | = 0 mm | Antibacterial activity against Escherichia coli W3110 | ChEMBL. | 17149863 |
| Log IC50 (binding) | = 3.52 | Inhibitory activity against Trypanosoma cruzi hexokinase | ChEMBL. | 16392806 |
| TI (functional) | = 169 | Ratio of ED50 against KB cell line to that of IC50 of TbVSP1 | ChEMBL. | 16162013 |
| TI (functional) | = 169 | Ratio of ED50 against KB cell line to that of IC50 of TbVSP1 | ChEMBL. | 16162013 |
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.
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: CHEMBL191613
- PubChem: 5276565
Bibliographic References
7 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.