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.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: clonidine

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
SMILES / InChI / InChIKey
Click here for help
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)
InChI Key GJSURZIOUXUGAL-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 Primary target of this compound Hs Agonist Partial agonist 7.2 – 9.2 pKi - 1,4-5
pKi 7.2 – 9.2 [1,4-5]
α2B-adrenoceptor Primary target of this compound Hs Agonist Partial agonist 6.7 – 9.5 pKi - 1,4-5
pKi 6.7 – 9.5 [1,4-5]
α1D-adrenoceptor Rn Agonist Full agonist 6.9 pKi - 3
pKi 6.9 [3]
α2C-adrenoceptor Hs Agonist Partial agonist 6.0 – 7.8 pKi - 1,4-5
pKi 6.0 – 7.8 [1,4-5]
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
HCN2 Mm Channel blocker Antagonist 5.1 pIC50 - 2
pIC50 5.1 (IC50 8.09x10-6 M) [2]
Voltage: -40.0 mV
HCN4 Mm Channel blocker Antagonist 5.0 pIC50 - 2
pIC50 5.0 (IC50 9.68x10-6 M) [2]
Voltage: -40.0 mV
HCN1 Mm Channel blocker Antagonist 4.4 pIC50 - 2
pIC50 4.4 [2]
Voltage: -40.0 mV
Selectivity at transporters
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Organic cation transporter 1 Hs Inhibitor Inhibition 6.3 pKi - 6
pKi 6.3 (Ki 5.5x10-7 M) [6]
Ligand mentioned in the following text fields