guanfacine   Click here for help

GtoPdb Ligand ID: 522

Synonyms: Estulic® | Intuniv® | Tenex®
Approved drug
guanfacine is an approved drug (FDA (1986), EMA (2015))
Compound class: Synthetic organic
Comment: Guanfacine is a centrally acting sympatholytic drug acting via activation of α2-adrenoceptors.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 81.47
Molecular weight 245.01
XLogP 2.04
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(Cc1c(Cl)cccc1Cl)N=C(N)N
Isomeric SMILES O=C(Cc1c(Cl)cccc1Cl)N=C(N)N
InChI InChI=1S/C9H9Cl2N3O/c10-6-2-1-3-7(11)5(6)4-8(15)14-9(12)13/h1-3H,4H2,(H4,12,13,14,15)
InChI Key INJOMKTZOLKMBF-UHFFFAOYSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
α2A-adrenoceptor Primary target of this compound Hs Agonist Partial agonist 7.1 – 7.3 pKi - 1-3
pKi 7.1 – 7.3 [1-3]
α2B-adrenoceptor Primary target of this compound Hs Agonist Full agonist 5.8 – 6.5 pKi - 1,3
pKi 5.8 – 6.5 [1,3]
α2C-adrenoceptor Primary target of this compound Hs Agonist Partial agonist 5.4 – 6.2 pKi - 1
pKi 5.4 – 6.2 [1]