L-serine-O-phosphate   Click here for help

GtoPdb Ligand ID: 1411

Abbreviated name: L-SOP
Synonyms: LSOP
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 4
Topological polar surface area 139.89
Molecular weight 185.01
XLogP -5.18
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)C(COP(=O)(O)O)N
Isomeric SMILES OC(=O)[C@H](COP(=O)(O)O)N
InChI InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1
1. Eriksen L, Thomsen C. (1995)
[3H]-L-2-amino-4-phosphonobutyrate labels a metabotropic glutamate receptor, mGluR4a.
Br J Pharmacol, 116 (8): 3279-87. [PMID:8719808]
2. Han G, Hampson DR. (1999)
Ligand binding to the amino-terminal domain of the mGluR4 subtype of metabotropic glutamate receptor.
J Biol Chem, 274 (15): 10008-13. [PMID:10187777]
3. Laurie DJ, Schoeffter P, Wiederhold KH, Sommer B. (1997)
Cloning, distribution and functional expression of the human mGlu6 metabotropic glutamate receptor.
Neuropharmacology, 36 (2): 145-52. [PMID:9144651]
4. Malherbe P, Kratzeisen C, Lundstrom K, Richards JG, Faull RL, Mutel V. (1999)
Cloning and functional expression of alternative spliced variants of the human metabotropic glutamate receptor 8.
Brain Res Mol Brain Res, 67 (2): 201-10. [PMID:10216218]
5. Tanabe Y, Nomura A, Masu M, Shigemoto R, Mizuno N, Nakanishi S. (1993)
Signal transduction, pharmacological properties, and expression patterns of two rat metabotropic glutamate receptors, mGluR3 and mGluR4.
J Neurosci, 13 (4): 1372-8. [PMID:8463825]
6. Thomsen C, Pekhletski R, Haldeman B, Gilbert TA, O'Hara P, Hampson DR. (1997)
Cloning and characterization of a metabotropic glutamate receptor, mGluR4b.
Neuropharmacology, 36 (1): 21-30. [PMID:9144638]
7. Thomsen C, Suzdak PD. (1993)
Serine-O-phosphate has affinity for type IV, but not type I, metabotropic glutamate receptor.
Neuroreport, 4 (9): 1099-101. [PMID:8106006]
8. Wright RA, Arnold MB, Wheeler WJ, Ornstein PL, Schoepp DD. (2000)
Binding of [3H](2S,1'S,2'S)-2-(9-xanthylmethyl)-2-(2'-carboxycyclopropyl) glycine ([3H]LY341495) to cell membranes expressing recombinant human group III metabotropic glutamate receptor subtypes.
Naunyn Schmiedebergs Arch Pharmacol, 362 (6): 546-54. [PMID:11138847]
9. Wu S, Wright RA, Rockey PK, Burgett SG, Arnold JS, Rosteck Jr PR, Johnson BG, Schoepp DD, Belagaje RM. (1998)
Group III human metabotropic glutamate receptors 4, 7 and 8: molecular cloning, functional expression, and comparison of pharmacological properties in RGT cells.
Brain Res Mol Brain Res, 53 (1-2): 88-97. [PMID:9473604]