clonidine   Click here for help

GtoPdb Ligand ID: 516

Synonyms: Catapres® | Kapvay®
Approved drug PDB Ligand
clonidine is an approved drug (FDA (1974))
Compound class: Synthetic organic
Comment: Clonidine is an α2 adrenoceptor agonist.
The structure shown here is in the amino form. A tautomeric imino form, represented by CHEBI:3757 also exists.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 36.42
Molecular weight 229.02
XLogP 2.68
No. Lipinski's rules broken 0
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Canonical SMILES Clc1cccc(c1NC1=NCCN1)Cl
Isomeric SMILES Clc1cccc(c1NC1=NCCN1)Cl
InChI InChI=1S/C9H9Cl2N3/c10-6-2-1-3-7(11)8(6)14-9-12-4-5-13-9/h1-3H,4-5H2,(H2,12,13,14)
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. Knaus A, Zong X, Beetz N, Jahns R, Lohse MJ, Biel M, Hein L. (2007)
Direct inhibition of cardiac hyperpolarization-activated cyclic nucleotide-gated pacemaker channels by clonidine.
Circulation, 115 (7): 872-80. [PMID:17261653]
3. Minneman KP, Theroux TL, Hollinger S, Han C, Esbenshade TA. (1994)
Selectivity of agonists for cloned alpha 1-adrenergic receptor subtypes.
Mol Pharmacol, 46 (5): 929-36. [PMID:7969082]
4. Peltonen JM, Pihlavisto M, Scheinin M. (1998)
Subtype-specific stimulation of [35S]GTPgammaS binding by recombinant alpha2-adrenoceptors.
Eur J Pharmacol, 355 (2-3): 275-9. [PMID:9760042]
5. Pihlavisto M, Sjöholm B, Scheinin M, Wurster S. (1998)
Modulation of agonist binding to recombinant human alpha2-adrenoceptors by sodium ions.
Biochim Biophys Acta, 1448 (1): 135-46. [PMID:9824686]
6. Proudman RGW, Akinaga J, Baker JG. (2022)
The signaling and selectivity of α-adrenoceptor agonists for the human α2A, α2B and α2C-adrenoceptors and comparison with human α1 and β-adrenoceptors.
Pharmacol Res Perspect, 10 (5): e01003. [PMID:36101495]
7. Zhang L, Schaner ME, Giacomini KM. (1998)
Functional characterization of an organic cation transporter (hOCT1) in a transiently transfected human cell line (HeLa).
J Pharmacol Exp Ther, 286 (1): 354-61. [PMID:9655880]