(2S)-2-amino-4-(2-hydroxycarbamimidamido)butanoic acid

• ChemBase ID: 106485
• Molecular Formular: C5H12N4O3
• Molecular Mass: 176.17378
• Monoisotopic Mass: 176.09094026
• SMILES: N[C@@H](CCN/C(=N/O)/N)C(=O)O
• Canonical SMILES: O/N=C(/NCC[C@@H](C(=O)O)N)\N
• InChI: InChI=1S/C5H12N4O3/c6-3(4(10)11)1-2-8-5(7)9-12/h3,12H,1-2,6H2,(H,10,11)(H3,7,8,9)/t3-/m0/s1
• InChIKey: KOBHCUDVWOTEKO-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-(2-hydroxycarbamimidamido)butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-(2-hydroxycarbamimidamido)butanoic acid
• Synonyms: L-2-Amino-4-2(2'-Hydroxylguanido)butyric Acid; L-2-Amino-4-2(2'-Hydroxylguanido)butyric Acid

Database IDs

• PubChem SID: 162105705
• PubChem CID: 446124

CALCULATED PROPERTIES

• Acid pKa: 2.0815244
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -6.0514936
• LogD (pH = 7.4): -4.5350122
• Log P: -4.3448853
• Molar Refractivity: 40.6282 cm^3
• Polarizability: 15.848996 Å^3
• Polar Surface Area: 133.96 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true