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
References
1. Jasper JR, Lesnick JD, Chang LK, Yamanishi SS, Chang TK, Hsu SA, Daunt DA, Bonhaus DW, Eglen RM. (1998)
Ligand efficacy and potency at recombinant alpha2 adrenergic receptors: agonist-mediated [35S]GTPgammaS binding.
Biochem Pharmacol, 55 (7): 1035-43. [PMID:9605427]
2. MacLennan SJ, Luong LA, Jasper JR, To ZP, Eglen RM. (1997)
Characterization of alpha 2-adrenoceptors mediating contraction of dog saphenous vein: identity with the human alpha 2A subtype.
Br J Pharmacol, 121 (8): 1721-9. [PMID:9283709]