2-Methylarginine

Details

• Internal ID: ea39c73f-56b0-4339-975d-997b68db8e10
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids > D-alpha-amino acids
• IUPAC Name: (2S)-2-amino-5-(diaminomethylideneamino)-2-methylpentanoic acid
• SMILES (Canonical): CC(CCCN=C(N)N)(C(=O)O)N
• SMILES (Isomeric): C[C@](CCCN=C(N)N)(C(=O)O)N
• InChI: InChI=1S/C7H16N4O2/c1-7(10,5(12)13)3-2-4-11-6(8)9/h2-4,10H2,1H3,(H,12,13)(H4,8,9,11)/t7-/m0/s1
• InChI Key: LKRMSSDDHQZQHJ-ZETCQYMHSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₆N₄O₂
• Molecular Weight: 188.23 g/mol
• Exact Mass: 188.12732577 g/mol
• Topological Polar Surface Area (TPSA): 128.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -1.16
• H-Bond Acceptor: 3
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 59574-26-4
• L-Arginine, 2-methyl-
• C(alpha)-Methyl-arginine
• alpha-methylarginine
• 2-methyl-L-arginine
• SCHEMBL161929
• DTXSID80974977

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9466	94.66%
Caco-2	-	0.5372	53.72%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5275	52.75%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9292	92.92%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9361	93.61%
P-glycoprotein inhibitior	-	0.9866	98.66%
P-glycoprotein substrate	-	0.9189	91.89%
CYP3A4 substrate	-	0.6312	63.12%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.7941	79.41%
CYP3A4 inhibition	-	0.8674	86.74%
CYP2C9 inhibition	-	0.8109	81.09%
CYP2C19 inhibition	-	0.8135	81.35%
CYP2D6 inhibition	-	0.8154	81.54%
CYP1A2 inhibition	-	0.7618	76.18%
CYP2C8 inhibition	-	0.9666	96.66%
CYP inhibitory promiscuity	-	0.9889	98.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6269	62.69%
Eye corrosion	-	0.9688	96.88%
Eye irritation	-	0.8822	88.22%
Skin irritation	-	0.7417	74.17%
Skin corrosion	-	0.8243	82.43%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7631	76.31%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.6674	66.74%
skin sensitisation	-	0.7542	75.42%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5787	57.87%
Acute Oral Toxicity (c)	III	0.5063	50.63%
Estrogen receptor binding	-	0.8789	87.89%
Androgen receptor binding	-	0.8672	86.72%
Thyroid receptor binding	-	0.7347	73.47%
Glucocorticoid receptor binding	-	0.7806	78.06%
Aromatase binding	-	0.8561	85.61%
PPAR gamma	-	0.7219	72.19%
Honey bee toxicity	-	0.9742	97.42%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.6805	68.05%

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	96.55%	96.09%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	89.84%	97.88%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.18%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.10%	97.29%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.13%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.08%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.40%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.23%	96.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.43%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 124684
• LOTUS: LTS0034990
• wikiData: Q82959460