Page last updated: 2024-11-08

2-amino-3-(5-tert-butyl-3-(phosphonomethoxy)-4-isoxazolyl)propionic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

2-amino-3-(5-tert-butyl-3-(phosphonomethoxy)-4-isoxazolyl)propionic acid: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID447249
CHEMBL ID594840
SCHEMBL ID5457168
MeSH IDM0287674

Synonyms (22)

Synonym
(s)-2-amino-3-(5-tert-butyl-3-(phosphonomethoxy)-4-isoxazolyl)propionic acid
1N0T
DB02347
2-amino-3-(5-tert-butyl-3-(phosphonomethoxy)-4-isoxazolyl)propionic acid
(2s)-2-amino-3-[5-tert-butyl-3-(phosphonomethoxy)-1,2-oxazol-4-yl]propanoic acid
CHEMBL594840 ,
(s)-2-amino-3-[5-tertbutyl-3-(phosphono-methoxy)-4-isoxazolyl]-propionic acid
bdbm50304093
SCHEMBL5457168
(s)-2-amino-3-[5-t-butyl-3-(phosphonomethoxy)-4-isoxazolyl]-propionic acid
s-atpo
3-[5-tert-butyl-3-(phosphonomethoxy)isoxazol-4-yl]-l-alanine
AKOS032960456
BCP16890
Q27093360
A-330
(2s)-2-amino-3-[5-tert-butyl-3-(phosphonomethoxy)-1,2-oxazol-4-yl]propanoic acid.
(s)-2-amino-3-(5-(tert-butyl)-3-(phosphonomethoxy)isoxazol-4-yl)propanoic acid
D93409
AS-55792
CS-0015532
HY-19433A
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Glutamate receptor 2Rattus norvegicus (Norway rat)IC50 (µMol)12.200012.200012.200012.2000AID977608
Glutamate receptor ionotropic, kainate 1Rattus norvegicus (Norway rat)Ki2.90000.00071.71758.1800AID450955
Glutamate receptor ionotropic, kainate 3Rattus norvegicus (Norway rat)Ki1,000.00000.00380.79754.1000AID1325316
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (14)

Assay IDTitleYearJournalArticle
AID1811Experimentally measured binding affinity data derived from PDB2003Journal of medicinal chemistry, Jan-16, Volume: 46, Issue:2
Competitive antagonism of AMPA receptors by ligands of different classes: crystal structure of ATPO bound to the GluR2 ligand-binding core, in comparison with DNQX.
AID977608Experimentally measured binding affinity data (IC50) for protein-ligand complexes derived from PDB2003Journal of medicinal chemistry, Jan-16, Volume: 46, Issue:2
Competitive antagonism of AMPA receptors by ligands of different classes: crystal structure of ATPO bound to the GluR2 ligand-binding core, in comparison with DNQX.
AID450959Displacement of [3H]SYM2081 from rat recombinant iGluR7A expressed in baculovirus-infected insect Sf9 cells2009Bioorganic & medicinal chemistry, Sep-01, Volume: 17, Issue:17
3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands.
AID1378473Displacement of [3H]KA from KA receptor in rat brain membranes by scintillation counting method2017European journal of medicinal chemistry, Sep-29, Volume: 138Pharmacological characterization and binding modes of novel racemic and optically active phenylalanine-based antagonists of AMPA receptors.
AID450957Displacement of [3H]CGP39653 from NMDA receptor in rat cortical membrane2009Bioorganic & medicinal chemistry, Sep-01, Volume: 17, Issue:17
3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands.
AID521220Inhibition of neurosphere proliferation of mouse neural precursor cells by MTT assay2007Nature chemical biology, May, Volume: 3, Issue:5
Chemical genetics reveals a complex functional ground state of neural stem cells.
AID450958Displacement of [3H]SYM2081 from rat recombinant iGluR6 expressed in baculovirus-infected insect Sf9 cells2009Bioorganic & medicinal chemistry, Sep-01, Volume: 17, Issue:17
3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands.
AID450956Displacement of [3H]kainic acid from kainate receptor in rat cortical membrane2009Bioorganic & medicinal chemistry, Sep-01, Volume: 17, Issue:17
3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands.
AID1325318Displacement of [3H]-kainate from kainate receptor in rat brain membranes after 1 hr by liquid scintillation counting method2016Bioorganic & medicinal chemistry letters, 11-15, Volume: 26, Issue:22
Design, synthesis and structure-activity relationships of novel phenylalanine-based amino acids as kainate receptors ligands.
AID1325316Displacement of [3H]-kainate from rat recombinant GluK3 receptor expressed in baculovirus infected insect Sf9 cell membranes after 60 mins2016Bioorganic & medicinal chemistry letters, 11-15, Volume: 26, Issue:22
Design, synthesis and structure-activity relationships of novel phenylalanine-based amino acids as kainate receptors ligands.
AID450954Displacement of [3H]AMPA from AMPA receptor in rat cortical membrane2009Bioorganic & medicinal chemistry, Sep-01, Volume: 17, Issue:17
3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands.
AID450955Displacement of [3H]SYM2081 from rat recombinant iGluR5-1b expressed in baculovirus-infected insect Sf9 cells2009Bioorganic & medicinal chemistry, Sep-01, Volume: 17, Issue:17
3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands.
AID1378472Displacement of [3H]AMPA from AMPA receptor in rat brain membranes2017European journal of medicinal chemistry, Sep-29, Volume: 138Pharmacological characterization and binding modes of novel racemic and optically active phenylalanine-based antagonists of AMPA receptors.
AID1325317Displacement of [3H]-AMPA from AMPA receptor in rat brain membranes after 1 hr by liquid scintillation counting method2016Bioorganic & medicinal chemistry letters, 11-15, Volume: 26, Issue:22
Design, synthesis and structure-activity relationships of novel phenylalanine-based amino acids as kainate receptors ligands.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (33.33)18.2507
2000's4 (44.44)29.6817
2010's2 (22.22)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.13

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.13 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.43 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.13)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]