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
SMILES / InChI / InChIKey
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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
InChI Key QXWYKJLNLSIPIN-JGVFFNPUSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2014))
Is prodrug? Yes
Active form (-)-noradrenaline
IUPAC Name Click here for help
(2S,3R)-2-amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoic acid
International Nonproprietary Names Click here for help
INN number INN
6120 droxidopa
Synonyms Click here for help
L-DOPS | Northera® | SM-5688
Database Links Click here for help
CAS Registry No. 23651-95-8 (source: SciFinder)
ChEMBL Ligand CHEMBL2103827
DrugBank Ligand DB06262
DrugCentral Ligand 971
GtoPdb PubChem SID 178103963
PubChem CID 92974
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Wikipedia Droxidopa