Compound: 191471-52-0
SMILES: O=C(O)[C@@]1(N)[C@H]2[C@H]([C@@H]2C(=O)O)OC1
InChIKey: YASVRZWVUGJELU-MDASVERJSA-N
Synonyms: 191471-52-0, (1R,4R,5S,6R)-4-Amino-2-oxabicyclo[3.1.0]hexane-4,6-dicarboxylic acid, LY-379268, S96JF4J697, DTXSID90436637, (1R,4R,5S,6R)-4-Amino-2-oxabicyclo(3.1.0)hexane-4,6-dicarboxylic acid, RefChem:1049470, DTXCID20387461, LY379268, LY 379268, 2-Oxabicyclo[3.1.0]hexane-4,6-dicarboxylic acid, 4-amino-, (1R,4R,5S,6R)-, CHEMBL275079, LY-379,268, (1S,2R,5R,6R)-2-amino-4-oxabicyclo[3.1.0]hexane-2,6-dicarboxylic acid, (-)-LY-379268, 2-Oxabicyclo(3.1.0)hexane-4,6-dicarboxylic acid, 4-amino-, (1R,4R,5S,6R)-, 191471-50-8, UNII-S96JF4J697, GTPL1394, SCHEMBL2454646, CHEBI:192545, GLXC-02955, EX-A6709, BDBM50074749, MFCD11100365, AKOS006306876, 2-Oxabicyclo[3.1.0]hexane-4,6-dicarboxylicacid,4-amino-,(1R,4R,5S,6R)-rel-, NCGC00159572-01, DA-75181, FA146399, MS-23010, HY-103558, LY379268?, CS-0028092, F94467, Q6460430, 4-Amino-2-oxa-bicyclo[3.1.0]hexane-4,6-dicarboxylic acid, (1R,4R,5S,6R)-4-Amino-2-oxa-bicyclo[3.1.0]hexane-4,6-dicarboxylic acid, 2-OXABICYCLO(3.1.0)HEXANE-4,6-DICARBOXYLIC ACID, 4-AMINO-, (1R-(1.ALPHA.,4.BETA.,5.ALPHA.,6.ALPHA.))-, 2-Oxabicyclo(3.1.0)hexane-4,6-dicarboxylic acid, 4-amino-, (1R-(1alpha,4beta,5alpha,6alpha))-
Theoretical properties:
molecular_formula: C7H9NO5
molecular_weight: 187.15 g/mol
exact_mass: 187.04807239 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 2
heavy_atom_count: 13
topological_polar_surface_area: 110 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: LY 379268 is an organic heterobicyclic compound that is (1R,5S)-2-oxabicyclo[3.1.0]hexane carrying amino, carboxy, and carboxy groups at positions 4R, 4R and 6R, respectively. It is a potent agonist of group II metabotropic glutamate receptors mGluR2 and mGluR3 (EC50 = 2.69 nM and 4.48 nM, respectively) that exhibits antipsychotic-like action in animal models of schizophrenia. It has a role as an anxiolytic drug, an antipsychotic agent, a metabotropic glutamate receptor agonist and a neuroprotective agent. It is an organic heterobicyclic compound, a bridged compound and an amino dicarboxylic acid.
chebi: An organic heterobicyclic compound that is (1<i>R</i>,5<i>S</i>)-2-oxabicyclo[3.1.0]hexane carrying amino, carboxy, and carboxy groups at positions 4<i>R</i>, 4<i>R</i> and 6<i>R</i>, respectively. It is a potent agonist of group II metabotropic glutamate receptors mGluR<small><sub>2</sub></small> and mGluR<small><sub>3</sub></small> (EC<small><sub>50</sub></small> = 2.69 nM and 4.48 nM, respectively) that exhibits antipsychotic-like action in animal models of schizophrenia.
chembl: LY-379268 is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: LY-379,268 is a drug that is used in neuroscience research, which acts as a potent and selective agonist for the group II metabotropic glutamate receptors (mGluR2/3).
It is derived from the older mGluR group II agonist eglumegad, and led on to the development of the more potent  compound LY-404,039, but is still widely used in research itself. LY-379,268 has sedative, neuroprotective, anti-addictive and anticonvulsant effects in animals, and blocks the effects of PCP and DOI, which has led to research into LY-379,268 and similar compounds as antipsychotic drugs for the treatment of schizophrenia in animals.
There are inconsistent findings about an additional activity as a dopamine D2 receptor partial agonist.