threo-3-methylglutamate   

GtoPdb Ligand ID: 4573

Synonyms: (±)-threo-3-methylglutamic acid
Compound class: Synthetic organic
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 4
Topological polar surface area 100.62
Molecular weight 161.07
XLogP -3.05
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)CC(C(C(=O)O)N)C
Isomeric SMILES OC(=O)CC(C(C(=O)O)N)C
InChI InChI=1S/C6H11NO4/c1-3(2-4(8)9)5(7)6(10)11/h3,5H,2,7H2,1H3,(H,8,9)(H,10,11)
InChI Key FHJNAFIJPFGZRI-UHFFFAOYSA-N
References
1. Eliasof S, McIlvain HB, Petroski RE, Foster AC, Dunlop J. (2001)
Pharmacological characterization of threo-3-methylglutamic acid with excitatory amino acid transporters in native and recombinant systems.
J. Neurochem., 77 (2): 550-7. [PMID:11299317]
2. Vandenberg RJ, Mitrovic AD, Chebib M, Balcar VJ, Johnston GA. (1997)
Contrasting modes of action of methylglutamate derivatives on the excitatory amino acid transporters, EAAT1 and EAAT2.
Mol. Pharmacol., 51 (5): 809-15. [PMID:9145919]