(2R,3S)-2-amino-3-[(1S,3S)-3-amino-3-carboxy-1-hydroxypropoxy]butanoic acid

• ChemBase ID: 1587
• Molecular Formular: C8H16N2O6
• Molecular Mass: 236.22244
• Monoisotopic Mass: 236.10083624
• SMILES: C[C@H](O[C@H](O)C[C@H](N)C(=O)O)[C@@H](N)C(=O)O
• Canonical SMILES: O[C@H](C[C@@H](C(=O)O)N)O[C@H]([C@H](C(=O)O)N)C
• InChI: InChI=1S/C8H16N2O6/c1-3(6(10)8(14)15)16-5(11)2-4(9)7(12)13/h3-6,11H,2,9-10H2,1H3,(H,12,13)(H,14,15)/t3-,4-,5-,6+/m0/s1
• InChIKey: VCAYFLVMRCFGDV-OMMKOOBNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2-amino-3-[(1S,3S)-3-amino-3-carboxy-1-hydroxypropoxy]butanoic acid
• IUPAC Traditional name: @threonine-aspartic ester
• Synonyms: Threonine-Aspartic Ester

Database IDs

• PubChem SID: 46508943; 160965044
• PubChem CID: 46936226

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.617884
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -6.2901597
• LogD (pH = 7.4): -6.323668
• Log P: -6.2903776
• Molar Refractivity: 50.4724 cm^3
• Polarizability: 21.108501 Å^3
• Polar Surface Area: 156.1 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -4.21
• LOG S: -0.92
• Solubility (Water): 2.81e+01 g/l

DETAILS

DrugBank - DB01817

Drug information: experimental