2-amino-5-(3-methylcarbamimidamido)pentanoic acid

• ChemBase ID: 128351
• Molecular Formular: C7H16N4O2
• Molecular Mass: 188.22754
• Monoisotopic Mass: 188.12732577
• SMILES: CNC(=N)NCCCC(N)C(=O)O
• Canonical SMILES: CNC(=N)NCCCC(C(=O)O)N
• InChI: InChI=1S/C7H16N4O2/c1-10-7(9)11-4-2-3-5(8)6(12)13/h5H,2-4,8H2,1H3,(H,12,13)(H3,9,10,11)
• InChIKey: NTNWOCRCBQPEKQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-(3-methylcarbamimidamido)pentanoic acid
• IUPAC Traditional name: 2-amino-5-(3-methylcarbamimidamido)pentanoic acid
• Synonyms: 2-Amino-5-[(N’-methylcarbamimidoyl)amino]pentanoic acid; Methylarginine

Database IDs

• CAS Number: 17035-90-4
• Beilstein Number: 2262067 R
• PubChem SID: 162222659
• PubChem CID: 4366
• CHEBI ID: 28229
• CHEMBL: 312870
• Chemspider ID: 4213
• KEGG ID: C03884
• MeSH Name: omega-N-Methylarginine
• Wikipedia Title: Methylarginine

CALCULATED PROPERTIES

• Acid pKa: 2.482201
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -5.788655
• LogD (pH = 7.4): -4.5643816
• Log P: -2.8717082
• Molar Refractivity: 58.6977 cm^3
• Polarizability: 18.727592 Å^3
• Polar Surface Area: 111.23 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Partition Coefficient: -0.63
• pKa: 2.512
• pKb: 11.488