lofexidine   

GtoPdb Ligand ID: 9868

Synonyms: BritLofex® | Lucemyra®
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.
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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)
InChI Key KSMAGQUYOIHWFS-UHFFFAOYSA-N
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
α2A-adrenoceptor Hs Agonist Agonist 8.4 pKi - 1
pKi 8.4 (Ki 4.36x10-9 M) [1]
Description: Calculated from [3H]RS-79948-197 radioligand competition binding to membrane preparations from CHO cells expressing human α2A-AR.
α2B-adrenoceptor Hs Agonist Agonist 7.2 pKi - 1
pKi 7.2 (Ki 6.77x10-8 M) [1]
Description: Calculated from [3H]RS-79948-197 radioligand competition binding to membrane preparations from CHO cells expressing human α2B-AR.
α2C-adrenoceptor Hs Agonist Agonist 7.2 pKi - 1
pKi 7.2 (Ki 6.92x10-8 M) [1]
Description: Calculated from [3H]RS-79948-197 radioligand competition binding to membrane preparations from CHO cells expressing human α2C-AR.