lofexidine   Click here for help

GtoPdb Ligand ID: 9868

Synonyms: BritLofex® | Lucemyra®
Approved drug
lofexidine is an approved drug (UK (1990), FDA (2018))
Compound class: Synthetic organic
Comment: Lofexidine is a selective α2-adrenoceptor agonist [1]. The INN defines this drug as a racemic mixture of stereo isomers. We show the chemical structure without specified stereochemistry to represent the mixture. Oral lofexidine tablets contain the hydrochloride salt.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 33.62
Molecular weight 258.03
XLogP 3.14
No. Lipinski's rules broken 0
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Canonical SMILES CC(C1=NCCN1)Oc1c(Cl)cccc1Cl
Isomeric SMILES CC(C1=NCCN1)Oc1c(Cl)cccc1Cl
InChI InChI=1S/C11H12Cl2N2O/c1-7(11-14-5-6-15-11)16-10-8(12)3-2-4-9(10)13/h2-4,7H,5-6H2,1H3,(H,14,15)
1. Diamanti E, Del Bello F, Carbonara G, Carrieri A, Fracchiolla G, Giannella M, Mammoli V, Piergentili A, Pohjanoksa K, Quaglia W et al.. (2012)
Might the observed α(2A)-adrenoreceptor agonism or antagonism of allyphenyline analogues be ascribed to different molecular conformations?.
Bioorg. Med. Chem., 20 (6): 2082-90. [PMID:22341244]