GtoPdb Ligand ID: 8759

Synonyms: compound 2 [PMID: 9667974] | nitroarginine
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.
IUPHAR Pharmacology Education Project (PEP) logo

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

2D Structure
Click here for structure editor
Physico-chemical Properties
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
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
Download 2D Structure
Canonical SMILES Download
Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel