N,N-Dimethylarginine

Details

• Internal ID: 67c633cf-9d9f-43ed-8678-6e54bdc05a8e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Arginine and derivatives
• IUPAC Name: (2S)-2-amino-5-[[amino(dimethylamino)methylidene]amino]pentanoic acid
• InChI: 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
• InChI Key: YDGMGEXADBMOMJ-LURJTMIESA-N
• Popularity: 2,407 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₈N₄O₂
• Molecular Weight: 202.25 g/mol
• Exact Mass: 202.14297583 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -0.95
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 30315-93-6
• ADMA
• Asymmetric dimethylarginine
• Dimethyl-L-arginine
• NG,NG-dimethyl-L-arginine
• N(G)-Dimethylarginine
• N(G),N(G)-Dimethylarginine
• Guanidino-N,N-dimethylarginine
• N(G1),N(G1)-Dimethylarginine
• N(5)-((Dimethylamino)iminomethyl)-L-ornithine
• L-NG,NG-dimethylarginine
• 63CV1GEK3Y
• CHEBI:17929
• DTXSID401017725
• (2S)-2-amino-5-(1,1-dimethylcarbamimidamido)pentanoic acid
• N(5)-[(dimethylamino)(imino)methyl]-L-ornithine
• N(5)-((dimethylamino)(imino)methyl)-L-ornithine
• RefChem:560286
• DTXCID4016758
• Guanidino-N(1),N(1)-Dimethylarginine
• (2S)-2-amino-5-((E)-(amino(dimethylamino)methylidene)amino)pentanoic acid
• L-Ornithine, N5-((dimethylamino)iminomethyl)-
• (S)-2-Amino-5-(3,3-dimethylguanidino)pentanoic acid
• NG,NG-dimethylarginine
• MFCD00038406
• N(omega),N(omega)-dimethyl-L-arginine
• (2S)-2-amino-5-[(amino-dimethylamino-methylidene)amino]pentanoic acid
• (2S)-2-amino-5-[[amino(dimethylamino)methylidene]amino]pentanoic acid
• CHEMBL457530
• NG,NG-DIMETHYLARGININE HYDROCHLORIDE
• 65005-57-4
• NG,NG-DIMETHYL-L-ARGININE DIHYDROCHLORIDE
• Lopac-D-4268
• UNII-63CV1GEK3Y
• Nomega,Nomega-Dimethyl-L-arginine
• NG,NG-Dimethylarginine-d6 Dihydrochloride
• (2S)-2-amino-5-{[amino(dimethylamino)methylidene]amino}pentanoic acid
• NG-dimethylarginine
• L-Arg(Me, Me)-OH (asymmetrical)
• n-n-dimethylarginine
• N5-[(Dimethylamino)iminomethyl]-L-ornithine
• Assymetric Dimethylarginine
• asymmetrical-dimethylarginine
• Lopac0_000388
• ADMA, 3
• N,N-DIMETHYL-ARGININE
• SCHEMBL196828
• SCHEMBL995818
• Assymetric Dimethyl-L-arginine
• GTPL5229
• SCHEMBL12094101
• BDBM92901
• GLXC-23274
• Asymmetric Dimethylarginine (ADMA)
• Nomega,Nomega'-Dimethyl-L-arginine
• (2S)-2-amino-5-(N',N'-dimethylcarbamimidamido)pentanoic acid
• BDBM50626247
• HSCI1_000241
• MSK001033
• AKOS026674196
• AKOS030240986
• CCG-204482
• DB01686
• SDCCGSBI-0050375.P002
• NCGC00015343-01
• NCGC00162138-01
• NCGC00162138-02
• DA-74890
• SY074801
• NG,NG-dimethyl-L-Arginine (hydrochloride)
• HY-113216
• OMEGA-N,OMEGA-N-DIMETHYL-L-ARGININE
• CS-0059330
• NS00068530
• N(5)-(N,N-dimethylcarbamimidoyl)-L-ornithine
• N~5~-(N,N-dimethylcarbamimidoyl)-L-ornithine
• C03626
• F16326
• N5-[(dimethylamino)(imino)methyl]-L-ornithine
• F499111
• NG pound notNG-dimethyl-L-Arginine dihydrochloride
• Q752685
• (S)-2-Amino-5-(3,3-dimethylguanidino)pentanoicacid
• BRD-K36269323-300-02-6
• 2-amino-5-(amino-dimethylamino-methylidene)amino-pentanoate
• (2S)-2-amino-5-[[amino(dimethylamino)methylene]amino]pentanoic acid
• (2S)-2-amino-5-{[(dimethylamino)(imino)methyl]amino}pentanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8189	81.89%
Caco-2	-	0.6426	64.26%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Lysosomes	0.6072	60.72%
OATP2B1 inhibitior	-	0.8459	84.59%
OATP1B1 inhibitior	+	0.9546	95.46%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8815	88.15%
P-glycoprotein inhibitior	-	0.9780	97.80%
P-glycoprotein substrate	-	0.8243	82.43%
CYP3A4 substrate	-	0.5767	57.67%
CYP2C9 substrate	-	0.5960	59.60%
CYP2D6 substrate	-	0.7636	76.36%
CYP3A4 inhibition	-	0.8462	84.62%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9300	93.00%
CYP2D6 inhibition	-	0.9242	92.42%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.9889	98.89%
CYP inhibitory promiscuity	-	0.9962	99.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5659	56.59%
Eye corrosion	-	0.9508	95.08%
Eye irritation	-	0.8367	83.67%
Skin irritation	-	0.7302	73.02%
Skin corrosion	-	0.8015	80.15%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6887	68.87%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.7322	73.22%
skin sensitisation	-	0.8298	82.98%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5909	59.09%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6826	68.26%
Acute Oral Toxicity (c)	III	0.5895	58.95%
Estrogen receptor binding	-	0.7364	73.64%
Androgen receptor binding	-	0.8607	86.07%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.7419	74.19%
Aromatase binding	-	0.7029	70.29%
PPAR gamma	-	0.6849	68.49%
Honey bee toxicity	-	0.9702	97.02%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	-	0.9342	93.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.77%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.06%	98.95%
CHEMBL1795117	Q8TEK3	Histone-lysine N-methyltransferase, H3 lysine-79 specific	87.08%	93.56%
CHEMBL233	P35372	Mu opioid receptor	85.53%	97.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.22%	96.47%
CHEMBL2514	O95665	Neurotensin receptor 2	84.04%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	83.83%	83.82%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.14%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.12%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.43%	94.33%
CHEMBL2885	P07451	Carbonic anhydrase III	81.01%	87.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.55%	93.56%
CHEMBL236	P41143	Delta opioid receptor	80.48%	99.35%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.00%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 123831
• LOTUS: LTS0118428
• wikiData: Q752685