(R,S)-4-PPG   Click here for help

GtoPdb Ligand ID: 1406

Synonyms: (R,S)-4-phosphonophenylglycine | (RS)PPG
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 3
Topological polar surface area 130.66
Molecular weight 231.03
XLogP -3.6
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)C(c1ccc(cc1)P(=O)(O)O)N
Isomeric SMILES OC(=O)C(c1ccc(cc1)P(=O)(O)O)N
InChI InChI=1S/C8H10NO5P/c9-7(8(10)11)5-1-3-6(4-2-5)15(12,13)14/h1-4,7H,9H2,(H,10,11)(H2,12,13,14)
1. Gasparini F, Bruno V, Battaglia G, Lukic S, Leonhardt T, Inderbitzin W, Laurie D, Sommer B, Varney MA, Hess SD, Johnson EC, Kuhn R, Urwyler S, Sauer D, Portet C, Schmutz M, Nicoletti F, Flor PJ. (1999)
(R,S)-4-phosphonophenylglycine, a potent and selective group III metabotropic glutamate receptor agonist is anticonvulsive and neuroprotectivein vivo.
J Pharmacol Exp Ther, 289: 1678-1687. [PMID:10336568]
2. Gasparini F, Inderbitzin W, Francotte E, Lecis G, Richert P, Dragic Z, Kuhn R, Flor PJ. (2000)
(+)-4-phosphonophenylglycine (PPG) a new group III selective metabotropic glutamate receptor agonist.
Bioorg Med Chem Lett, 10 (11): 1241-4. [PMID:10866390]
3. Thomas NK, Wright RA, Howson PA, Kingston AE, Schoepp DD, Jane DE. (2001)
(S)-3,4-DCPG, a potent and selective mGlu8a receptor agonist, activates metabotropic glutamate receptors on primary afferent terminals in the neonatal rat spinal cord.
Neuropharmacology, 40 (3): 311-8. [PMID:11166323]