compound 14 [PMID: 25050158]   Click here for help

GtoPdb Ligand ID: 8539

Compound class: Synthetic organic
Comment: Compound 14 is reported as a negative allosteric modulator (NAM) of the GABAB receptor [1]. Its structure is based on that of CGP7930, a positive allosteric modulator (PAM) of GABAB receptors.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 74.6
Molecular weight 304.17
XLogP 4.33
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)C(=O)C=Cc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C
Isomeric SMILES OC(=O)C(=O)/C=C/c1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C
InChI InChI=1S/C18H24O4/c1-17(2,3)12-9-11(7-8-14(19)16(21)22)10-13(15(12)20)18(4,5)6/h7-10,20H,1-6H3,(H,21,22)/b8-7+
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
GABAB receptor Hs Allosteric modulator Negative 4.4 pIC50 - 1
pIC50 4.4 (IC50 3.79x10-5 M) [1]
Description: Negative modulation of GABA-induced IP3 production.