strychnine   Click here for help

GtoPdb Ligand ID: 347

Synonyms: sanaseed | strychnin
PDB Ligand
Comment: Strychnine is a neurotoxin.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 0
Topological polar surface area 32.78
Molecular weight 334.17
XLogP 0.56
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1CC2OCC=C3C4C2C2N1c1ccccc1C12CCN(C1C4)C3
Isomeric SMILES O=C1C[C@@H]2OCC=C3[C@H]4[C@@H]2[C@@H]2N1c1ccccc1[C@]12CCN([C@H]1C4)C3
InChI InChI=1S/C21H22N2O2/c24-18-10-16-19-13-9-17-21(6-7-22(17)11-12(13)5-8-25-16)14-3-1-2-4-15(14)23(18)20(19)21/h1-5,13,16-17,19-20H,6-11H2/t13-,16-,17-,19-,20-,21+/m0/s1
InChI Key QMGVPVSNSZLJIA-FVWCLLPLSA-N
References
1. Jakubík J, Bacáková L, El-Fakahany EE, Tucek S. (1997)
Positive cooperativity of acetylcholine and other agonists with allosteric ligands on muscarinic acetylcholine receptors.
Mol. Pharmacol., 52 (1): 172-9. [PMID:9224827]
2. Lazareno S, Birdsall NJ. (1995)
Detection, quantitation, and verification of allosteric interactions of agents with labeled and unlabeled ligands at G protein-coupled receptors: interactions of strychnine and acetylcholine at muscarinic receptors.
Mol. Pharmacol., 48 (2): 362-78. [PMID:7651370]
3. Tränkle C, Weyand O, Voigtländer U, Mynett A, Lazareno S, Birdsall NJ, Mohr K. (2003)
Interactions of orthosteric and allosteric ligands with [3H]dimethyl-W84 at the common allosteric site of muscarinic M2 receptors.
Mol. Pharmacol., 64 (1): 180-90. [PMID:12815174]