mepyramine   Click here for help

GtoPdb Ligand ID: 1227

Synonyms: Anthisan® | mepiramine | mepyramine maleate | pyrilamine | pyrilamine tannate | Pyrlex®
Approved drug PDB Ligand Immunopharmacology Ligand
mepyramine is an approved drug
Compound class: Synthetic organic
Comment: Mepyramine (also commonly referred to as pyrilamine) is a first generation antihistamine. As it can cross the blood-brain barrier easily it causes substantial drowsiness.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 28.6
Molecular weight 285.18
XLogP 3.19
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1ccc(cc1)CN(c1ccccn1)CCN(C)C
Isomeric SMILES COc1ccc(cc1)CN(c1ccccn1)CCN(C)C
InChI InChI=1S/C17H23N3O/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15-7-9-16(21-3)10-8-15/h4-11H,12-14H2,1-3H3
InChI Key YECBIJXISLIIDS-UHFFFAOYSA-N
References
1. Booth RG, Moniri NH, Bakker RA, Choksi NY, Nix WB, Timmerman H, Leurs R. (2002)
A novel phenylaminotetralin radioligand reveals a subpopulation of histamine H(1) receptors.
J Pharmacol Exp Ther, 302 (1): 328-36. [PMID:12065734]
2. Ratnala VR, Swarts HG, VanOostrum J, Leurs R, DeGroot HJ, Bakker RA, DeGrip WJ. (2004)
Large-scale overproduction, functional purification and ligand affinities of the His-tagged human histamine H1 receptor.
Eur J Biochem, 271 (13): 2636-46. [PMID:15206929]