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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H11NO4
Molecular Weight 209.1986
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LY-367385

SMILES

CC1=C(C=CC(=C1)C(O)=O)[C@H](N)C(O)=O

InChI

InChIKey=SGIKDIUCJAUSRD-QMMMGPOBSA-N
InChI=1S/C10H11NO4/c1-5-4-6(9(12)13)2-3-7(5)8(11)10(14)15/h2-4,8H,11H2,1H3,(H,12,13)(H,14,15)/t8-/m0/s1

HIDE SMILES / InChI

Molecular Formula C10H11NO4
Molecular Weight 209.1986
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

LY-367385, a potent and selective antagonist of metabotropic glutamate 1a receptor (mGlu1a), which attenuated infarct size after transient focal cerebral ischemia.

Originator

Curator's Comment: # Lilly Research Laboratories, Eli Lilly and Company

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q13255|||Q9NU10
Gene ID: 2911.0
Gene Symbol: GRM1
Target Organism: Homo sapiens (Human)
8.8 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
mGluR1 antagonist decreases tyrosine phosphorylation of NMDA receptor and attenuates infarct size after transient focal cerebral ischemia.
2008-06
Anticonvulsant actions of LY 367385 ((+)-2-methyl-4-carboxyphenylglycine) and AIDA ((RS)-1-aminoindan-1,5-dicarboxylic acid).
1999-02-26
Neuroprotective activity of the potent and selective mGlu1a metabotropic glutamate receptor antagonist, (+)-2-methyl-4 carboxyphenylglycine (LY367385): comparison with LY357366, a broader spectrum antagonist with equal affinity for mGlu1a and mGlu5 receptors.
1999-02
Reduction of sensory and metabotropic glutamate receptor responses in the thalamus by the novel metabotropic glutamate receptor-1-selective antagonist S-2-methyl-4-carboxy-phenylglycine.
1998-08
Competitive antagonism at metabotropic glutamate receptors by (S)-4-carboxyphenylglycine and (RS)-alpha-methyl-4-carboxyphenylglycine.
1993-01-15
Patents

Patents

Sample Use Guides

in rats: administration of LY367385 (10 mg/kg) reduced the infarct volume at 24 h after the start of reperfusion.
Route of Administration: Intraperitoneal
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:58:37 GMT 2025
Edited
by admin
on Mon Mar 31 22:58:37 GMT 2025
Record UNII
D8UW47H17B
Record Status Validated (UNII)
Record Version
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Name Type Language
LY-367385
Common Name English
(S)-2-METHYL-4-CARBOXYPHENYLGLYCINE
Preferred Name English
4-((S)-AMINO(CARBOXY)METHYL)-3-METHYLBENZOIC ACID
Systematic Name English
BENZENEACETIC ACID, .ALPHA.-AMINO-4-CARBOXY-2-METHYL-, (.ALPHA.S)-
Systematic Name English
BENZENEACETIC ACID, .ALPHA.-AMINO-4-CARBOXY-2-METHYL-, (S)-
Systematic Name English
Code System Code Type Description
PUBCHEM
5311261
Created by admin on Mon Mar 31 22:58:37 GMT 2025 , Edited by admin on Mon Mar 31 22:58:37 GMT 2025
PRIMARY
FDA UNII
D8UW47H17B
Created by admin on Mon Mar 31 22:58:37 GMT 2025 , Edited by admin on Mon Mar 31 22:58:37 GMT 2025
PRIMARY
CAS
198419-91-9
Created by admin on Mon Mar 31 22:58:37 GMT 2025 , Edited by admin on Mon Mar 31 22:58:37 GMT 2025
PRIMARY
EPA CompTox
DTXSID2042563
Created by admin on Mon Mar 31 22:58:37 GMT 2025 , Edited by admin on Mon Mar 31 22:58:37 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY