DA2

NG,NG-DIMETHYL-L-ARGININE

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

Find Related PDB Entry
4 entries where DA2 is found as a standalone ligand8 entries where DA2 is found in a polymer sequence

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	32
Chiral Atom Count	1
Bond Count	31
Aromatic Bond Count	0

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	NG,NG-DIMETHYL-L-ARGININE
Synonyms	ADMA
Systematic Name (OpenEye OEToolkits)	(2S)-2-azanyl-5-[(N,N-dimethylcarbamimidoyl)amino]pentanoic acid
Formula	C₈ H₁₈ N₄ O₂
Molecular Weight	202.254
Type	L-PEPTIDE LINKING

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	CN(C)C(/NCCCC(N)C(=O)O)=N
SMILES	CACTVS	3.385	CN(C)C(=N)NCCC[CH](N)C(O)=O
SMILES	OpenEye OEToolkits	1.7.6	CN(C)C(=N)NCCCC(C(=O)O)N
Canonical SMILES	CACTVS	3.385	CN(C)C(=N)NCCC[C@H](N)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.7.6	[H]/N=C(/NCCC[C@@H](C(=O)O)N)\N(C)C
InChI	InChI	1.03	InChI=1S/C8H18N4O2/c1-12(2)8(10)11-5-3-4-6(9)7(13)14/h6H,3-5,9H2,1-2H3,(H2,10,11)(H,13,14)/t6-/m0/s1
InChIKey	InChI	1.03	YDGMGEXADBMOMJ-LURJTMIESA-N

Drug Info: DrugBank

DrugBank ID	DB01686
Name	N,N-dimethylarginine
Groups	experimental
Description	Asymmetric dimethylarginine (ADMA) is a naturally occurring chemical found in blood plasma. It is a metabolic by-product of continual protein modification processes in the cytoplasm of all human cells which is closely related to L-arginine, a conditionally-essential amino acid. ADMA interferes with L-arginine in the production of nitric oxide, a key chemical to endothelial and hence cardiovascular health.
Synonyms	dimethyl-L-arginine Asymmetric dimethylarginine N,N-dimethylarginine N(G1),N(G1)-Dimethylarginine NG,NG-Dimethyl-L-arginine L-NG,NG-dimethylarginine N(G)-Dimethylarginine guanidino-N,N-dimethylarginine N(5)-((Dimethylamino)iminomethyl)-L-ornithine N(G),N(G)-Dimethylarginine ADMA
Categories	Amino Acids Amino Acids, Basic Amino Acids, Diamino Amino Acids, Peptides, and Proteins Enzyme Inhibitors Nitric Oxide Synthase, antagonists & inhibitors
CAS number	30315-93-6

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Nitric oxide synthase, inducible	MACPWKFLFKTKFHQYAMNGEKDINNNVEKAPCATSSPVTQDDLQYHNLS...	unknown	inhibitor
Nitric oxide synthase 3	MGNLKSVAQEPGPPCGLGLGLGLGLCGKQGPATPAPEPSRAPASLLPPAP...	unknown	inhibitor

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