(-)-noradrenaline   Click here for help

GtoPdb Ligand ID: 505

Synonyms: (-)-norepinephrine | Levarterenol® | noradrenaline
Approved drug PDB Ligand
(-)-noradrenaline is an approved drug (FDA (1950))
Compound class: Metabolite
Comment: Marketed formulations may contain noradrenaline tartrate (PubChem CID 25127519).
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: noradrenaline

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 4
Rotatable bonds 2
Topological polar surface area 86.71
Molecular weight 169.07
XLogP -0.11
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES NCC(c1ccc(c(c1)O)O)O
Isomeric SMILES NC[C@@H](c1ccc(c(c1)O)O)O
InChI InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m0/s1
InChI Key SFLSHLFXELFNJZ-QMMMGPOBSA-N
Classification Click here for help
Compound class Metabolite
Approved drug? Yes (FDA (1950))
Prodrug droxidopa
IUPAC Name Click here for help
4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol
International Nonproprietary Names Click here for help
INN number INN
33 norepinephrine
Synonyms Click here for help
(-)-norepinephrine | Levarterenol® | noradrenaline
Database Links Click here for help
Specialist databases
GPCRdb Ligand (-)-noradrenaline
Other databases
BindingDB Ligand 50030618
CAS Registry No. 51-41-2 (source: Scifinder)
ChEMBL Ligand CHEMBL1437
DrugBank Ligand DB00368
DrugCentral Ligand 1960
GtoPdb PubChem SID 135651527
PubChem CID 439260
RCSB PDB Ligand LNR, LT4
Search Google for chemical match using the InChIKey SFLSHLFXELFNJZ-QMMMGPOBSA-N
Search Google for chemicals with the same backbone SFLSHLFXELFNJZ
Search PubMed clinical trials norepinephrine
Search PubMed titles norepinephrine
Search PubMed titles/abstracts norepinephrine
UniChem Compound Search for chemical match using the InChIKey SFLSHLFXELFNJZ-QMMMGPOBSA-N
UniChem Connectivity Search for chemical match using the InChIKey SFLSHLFXELFNJZ-QMMMGPOBSA-N
Wikipedia Norepinephrine