L-NNA   Click here for help

GtoPdb Ligand ID: 8759

Synonyms: compound 2 [PMID: 9667974] | nitroarginine
PDB Ligand
Compound class: Synthetic organic
Comment: L-NNA is an arginine analogue used as a biochemical tool in the study of nitric oxide and its biological effects. L-NNA inhibits the endothelial and neuronal isoforms of nitric oxide synthase (NOS), eNOS and nNOS respectively more potently than the inducible iNOS [1].
Selective nNOS inhibitors are being pursued for their potential to treat neurological disorders caused by excessive production of nitric oxide.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: l-nna

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 7
Topological polar surface area 156.87
Molecular weight 219.1
XLogP -2.55
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES [O-][N+](=O)NC(=NCCCC(C(=O)O)N)N
Isomeric SMILES [O-][N+](=O)NC(=NCCC[C@@H](C(=O)O)N)N
InChI InChI=1S/C6H13N5O4/c7-4(5(12)13)2-1-3-9-6(8)10-11(14)15/h4H,1-3,7H2,(H,12,13)(H3,8,9,10)/t4-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
compound 2 [PMID: 9667974] | nitroarginine
Database Links Click here for help
CAS Registry No. 2149-70-4
ChEMBL Ligand CHEMBL227744
GtoPdb PubChem SID 252827417
PubChem CID 440005
Search Google for chemical match using the InChIKey MRAUNPAHJZDYCK-BYPYZUCNSA-N
Search Google for chemicals with the same backbone MRAUNPAHJZDYCK
UniChem Compound Search for chemical match using the InChIKey MRAUNPAHJZDYCK-BYPYZUCNSA-N
UniChem Connectivity Search for chemical match using the InChIKey MRAUNPAHJZDYCK-BYPYZUCNSA-N
Wikipedia Nitroarginine

Product suppliers

View disclaimer

L-NNA (links to external site)
Cat. No. 0664