C7/3-phth   Click here for help

GtoPdb Ligand ID: 7634

Synonyms: heptane-1,7-bis(dimethyl-3'-phthalimidopropylammonium)
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 0
Rotatable bonds 16
Topological polar surface area 74.76
Molecular weight 562.35
XLogP 4.1
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES O=C1N(CCC[N+](CCCCCCC[N+](CCCN2C(=O)c3c(C2=O)cccc3)(C)C)(C)C)C(=O)c2c1cccc2
Isomeric SMILES O=C1N(CCC[N+](CCCCCCC[N+](CCCN2C(=O)c3c(C2=O)cccc3)(C)C)(C)C)C(=O)c2c1cccc2
InChI InChI=1S/C33H46N4O4/c1-36(2,24-14-20-34-30(38)26-16-8-9-17-27(26)31(34)39)22-12-6-5-7-13-23-37(3,4)25-15-21-35-32(40)28-18-10-11-19-29(28)33(35)41/h8-11,16-19H,5-7,12-15,20-25H2,1-4H3/q+2
InChI Key OSALRKZRWVYPFR-UHFFFAOYSA-N
References
1. Avlani VA, Gregory KJ, Morton CJ, Parker MW, Sexton PM, Christopoulos A. (2007)
Critical role for the second extracellular loop in the binding of both orthosteric and allosteric G protein-coupled receptor ligands.
J Biol Chem, 282 (35): 25677-86. [PMID:17591774]
2. Christopoulos A, Sorman JL, Mitchelson F, El-Fakahany EE. (1999)
Characterization of the subtype selectivity of the allosteric modulator heptane-1,7-bis-(dimethyl-3'-phthalimidopropyl) ammonium bromide (C7/3-phth) at cloned muscarinic acetylcholine receptors.
Biochem Pharmacol, 57 (2): 171-9. [PMID:9890565]