droxidopa   Click here for help

GtoPdb Ligand ID: 7391

Synonyms: L-DOPS | Northera® | SM-5688
Approved drug
droxidopa is an approved drug (FDA (2014))
Compound class: Synthetic organic
Comment: As droxidopa is a prodrug for noradrenaline, its effects will be through noradrenaline activation of adrenoceptors. The cellular effect is dependent upon adrenoceptor subtype expression on target cells.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 5
Rotatable bonds 3
Topological polar surface area 124.01
Molecular weight 213.06
XLogP -2.79
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)C(C(c1ccc(c(c1)O)O)O)N
Isomeric SMILES OC(=O)[C@H]([C@@H](c1ccc(c(c1)O)O)O)N
InChI InChI=1S/C9H11NO5/c10-7(9(14)15)8(13)4-1-2-5(11)6(12)3-4/h1-3,7-8,11-13H,10H2,(H,14,15)/t7-,8+/m0/s1
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Summary of Clinical Use Click here for help
Approved to treat neurogenic orthostatic hypotension (NOH), a condition characterised by a chronic and debilitating drop in blood pressure when rising to a standing position. NOH may be associated with other conditions including multiple system atrophy (MSA), familial amyloid polyneuropathy (FAP), and Parkinson's disease (PD).
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Droxidopa is a synthetic amino acid precursor of the sympathetic neurotransmitter noradrenaline (norepinephrine) [2]. Noradrenaline is a potent vasoconstrictor acting in the sympathetic nervous system to regulate cardiovascular activity. The enzyme aromatic L-amino acid decarboxylase (aka dopa decarboxylase, DDC; P20711) is responsible for decarboxylation of the prodrug. Drug treatment results in increased blood pressure and improved orthostatic tolerance.