(2S)-2-amino-3-(methylamino)propanoic acid

• ChemBase ID: 126128
• Molecular Formular: C4H10N2O2
• Molecular Mass: 118.1344
• Monoisotopic Mass: 118.07422757
• SMILES: CNC[C@H](N)C(=O)O
• Canonical SMILES: CNC[C@@H](C(=O)O)N
• InChI: InChI=1S/C4H10N2O2/c1-6-2-3(5)4(7)8/h3,6H,2,5H2,1H3,(H,7,8)/t3-/m0/s1
• InChIKey: UJVHVMNGOZXSOZ-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(methylamino)propanoic acid
• IUPAC Traditional name: β-methylamino-L-alanine
• Synonyms: 2-Amino-3-methylaminopropanoic acid; Beta-Methylamino-L-alanine; 2-Amino-3-(methylamino)propanoic Acid; S(+)-β-Methyl-α,β-diaminopropionic Acid; BMAA; β-Methylamino-L-alanine

Database IDs

• CAS Number: 15920-93-1; 16676-91-8
• PubChem SID: 162220469
• PubChem CID: 28558; 105089
• CHEMBL: 11488
• Chemspider ID: 26564
• KEGG ID: C08291
• MeSH Name: alpha-amino-beta-methylaminopropionate
• Wikipedia Title: Beta-Methylamino-L-alanine

CALCULATED PROPERTIES

• Acid pKa: 1.9565612
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -4.890651
• LogD (pH = 7.4): -3.8186586
• Log P: -3.7745397
• Molar Refractivity: 28.4731 cm^3
• Polarizability: 11.706662 Å^3
• Polar Surface Area: 75.35 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Partition Coefficient: -0.1
• pKa: 1.883
• pKb: 12.114