CPCCOEt   Click here for help

GtoPdb Ligand ID: 1382

Compound class: Synthetic organic
Comment: Representations of the stereochemistry of CPCCOEt in the literature vary, with the majority of sources specifying a 'flat' structure (as our listed references do), while a few detail (-)CPCCOEt.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 68.12
Molecular weight 247.08
XLogP 1.61
No. Lipinski's rules broken 0
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Canonical SMILES CCOC(=O)C12CC2C(=NO)c2c(O1)cccc2
Isomeric SMILES CCOC(=O)C12CC2/C(=N\O)/c2c(O1)cccc2
InChI InChI=1S/C13H13NO4/c1-2-17-12(15)13-7-9(13)11(14-16)8-5-3-4-6-10(8)18-13/h3-6,9,16H,2,7H2,1H3/b14-11-
1. Hellyer SD, Albold S, Wang T, Chen ANY, May LT, Leach K, Gregory KJ. (2018)
"Selective" Class C G Protein-Coupled Receptor Modulators Are Neutral or Biased mGlu5 Allosteric Ligands.
Mol Pharmacol, 93 (5): 504-514. [PMID:29514854]
2. Lavreysen H, Janssen C, Bischoff F, Langlois X, Leysen JE, Lesage AS. (2003)
[3H]R214127: a novel high-affinity radioligand for the mGlu1 receptor reveals a common binding site shared by multiple allosteric antagonists.
Mol Pharmacol, 63 (5): 1082-93. [PMID:12695537]
3. Lavreysen H, Le Poul E, Van Gompel P, Dillen L, Leysen JE, Lesage AS. (2002)
Supersensitivity of human metabotropic glutamate 1a receptor signaling in L929sA cells.
Mol Pharmacol, 61 (5): 1244-54. [PMID:11961143]
4. Litschig S, Gasparini F, Rueegg D, Stoehr N, Flor PJ, Vranesic I, Prézeau L, Pin JP, Thomsen C, Kuhn R. (1999)
CPCCOEt, a noncompetitive metabotropic glutamate receptor 1 antagonist, inhibits receptor signaling without affecting glutamate binding.
Mol Pharmacol, 55 (3): 453-61. [PMID:10051528]