mepyramine   

GtoPdb Ligand ID: 1227

Synonyms: Anthisan® | mepiramine | mepyramine maleate | pyrilamine | pyrilamine tannate | Pyrlex®
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
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
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
Bioactivity Comments
The drug is administered as the maleate salt which has PubChem CID 5284451.
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Organic cation/carnitine transporter 2
Organic cation/carnitine transporter 1
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
H1 receptor Hs Antagonist Inverse agonist 8.7 – 9.0 pKi - 1-2
pKi 8.7 – 9.0 [1-2]