NRG

N-OMEGA-NITRO-L-ARGININE

Created:	1999-07-28
Last modified:	2024-09-27

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4 entries where NRG is found as a standalone ligand1 entries where NRG is found in a polymer sequence

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Chemical Details
Formal Charge	0
Atom Count	28
Chiral Atom Count	1
Bond Count	27
Aromatic Bond Count	0

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Chemical Component Summary
Name	N-OMEGA-NITRO-L-ARGININE
Synonyms	NNA
Systematic Name (OpenEye OEToolkits)	(2S)-2-amino-5-[(N-nitrocarbamimidoyl)amino]pentanoic acid
Formula	C₆ H₁₃ N₅ O₄
Molecular Weight	219.199
Type	L-PEPTIDE LINKING

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	[O-][N+](=O)NC(=[N@H])NCCCC(C(=O)O)N
SMILES	CACTVS	3.341	N[CH](CCCNC(=N)N[N+]([O-])=O)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	[H]N=C(NCCCC(C(=O)O)N)N[N+](=O)[O-]
Canonical SMILES	CACTVS	3.341	N[C@@H](CCCNC(=N)N[N+]([O-])=O)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	[H]/N=C(\NCCC[C@@H](C(=O)O)N)/N[N+](=O)[O-]
InChI	InChI	1.03	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
InChIKey	InChI	1.03	MRAUNPAHJZDYCK-BYPYZUCNSA-N

Drug Info: DrugBank

DrugBank ID	DB04223
Name	Nitroarginine
Groups	experimental investigational
Description	An inhibitor of nitric oxide synthetase which has been shown to prevent glutamate toxicity. Nitroarginine has been experimentally tested for its ability to prevent ammonia toxicity and ammonia-induced alterations in brain energy and ammonia metabolites. (Neurochem Res 1995:200(4):451-6)
Synonyms	Ngamma-Nitro-L-arginine omega-Nitroarginine L-NNA N(gamma)-nitro-L-arginine Nitroarginine
Categories	Amino Acids Amino Acids, Basic Amino Acids, Diamino Amino Acids, Peptides, and Proteins Arginine Enzyme Inhibitors
CAS number	2149-70-4

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Nitric oxide synthase, endothelial	MGNLKSVAQEPGPPCGLGLGLGLGLCGKQGPATPAPEPSRAPASLLPPAP...	unknown
Nitric oxide synthase, brain	MEDHMFGVQQIQPNVISVRLFKRKVGGLGFLVKERVSKPPVIISDLIRGG...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682