(2S)-2-[(2S)-2-[(2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanamido]propanamido]propanoic acid

• ChemBase ID: 126143
• Molecular Formular: C11H22N3O6P
• Molecular Mass: 323.282641
• Monoisotopic Mass: 323.12462207
• SMILES: O=C(O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](N)CCP(=O)(O)C)C)C
• Canonical SMILES: O=C([C@@H](NC(=O)[C@H](CCP(=O)(O)C)N)C)N[C@H](C(=O)O)C
• InChI: InChI=1S/C11H22N3O6P/c1-6(9(15)14-7(2)11(17)18)13-10(16)8(12)4-5-21(3,19)20/h6-8H,4-5,12H2,1-3H3,(H,13,16)(H,14,15)(H,17,18)(H,19,20)/t6-,7-,8-/m0/s1
• InChIKey: GINJFDRNADDBIN-FXQIFTODSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanamido]propanamido]propanoic acid
• IUPAC Traditional name: bialaphos
• Synonyms: L-Alanyl-L-alanyl-phosphinothricin; Bialaphos

Database IDs

• CAS Number: 35597-43-4
• PubChem SID: 162220484
• PubChem CID: 5462314
• Chemspider ID: 4575372
• Wikipedia Title: Bialaphos

CALCULATED PROPERTIES

• Acid pKa: 1.9746981
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -6.4396186
• LogD (pH = 7.4): -8.04869
• Log P: -4.6132126
• Molar Refractivity: 74.2558 cm^3
• Polarizability: 29.445347 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true