prazosin   Click here for help

GtoPdb Ligand ID: 503

Synonyms: CP-12299-1 | Hypovase® | Minipress® | prazosine
Approved drug PDB Ligand
prazosin is an approved drug (FDA (1976))
Compound class: Synthetic organic
Comment: Marketed formulations may contain prazosin hydrochloride (PubChem CID 68546).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 106.95
Molecular weight 383.16
XLogP 1.46
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1cc2nc(nc(c2cc1OC)N)N1CCN(CC1)C(=O)c1ccco1
Isomeric SMILES COc1cc2nc(nc(c2cc1OC)N)N1CCN(CC1)C(=O)c1ccco1
InChI InChI=1S/C19H21N5O4/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14/h3-4,9-11H,5-8H2,1-2H3,(H2,20,21,22)
InChI Key IENZQIKPVFGBNW-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
α1D-adrenoceptor Primary target of this compound Hs Antagonist Inverse agonist 9.5 – 10.2 pKi - 5-6,9
pKi 9.5 – 10.2 [5-6,9]
α1B-adrenoceptor Primary target of this compound Hs Antagonist Inverse agonist 9.6 – 9.9 pKi - 5-6,9
pKi 9.6 – 9.9 [5-6,9]
α1A-adrenoceptor Rn Antagonist Inverse agonist 9.5 pKi - 8
pKi 9.5 [8]
α1A-adrenoceptor Primary target of this compound Hs Antagonist Inverse agonist 9.0 – 9.9 pKi - 2-3,5-6,9
pKi 9.0 – 9.9 [2-3,5-6,9]
α2C-adrenoceptor Hs Antagonist Antagonist 6.7 – 8.0 pKi - 1,4,7
pKi 6.7 – 8.0 [1,4,7]
α2B-adrenoceptor Hs Antagonist Antagonist 6.4 – 7.5 pKi - 1,4,7
pKi 6.4 – 7.5 [1,4,7]
α2A-adrenoceptor Hs Antagonist Antagonist 5.3 – 6.5 pKi - 1,4,7
pKi 5.3 – 6.5 [1,4,7]
Ligand mentioned in the following text fields