methyl (3S)-2-(benzylamino)-3-hydroxy-2-(hydroxymethyl)-4-methylpentanoate

• ChemBase ID: 173367
• Molecular Formular: C15H23NO4
• Molecular Mass: 281.34742
• Monoisotopic Mass: 281.16270822
• SMILES: c1cccc(c1)CNC([C@H](C(C)C)O)(CO)C(=O)OC
• Canonical SMILES: COC(=O)C([C@H](C(C)C)O)(NCc1ccccc1)CO
• InChI: InChI=1S/C15H23NO4/c1-11(2)13(18)15(10-17,14(19)20-3)16-9-12-7-5-4-6-8-12/h4-8,11,13,16-18H,9-10H2,1-3H3/t13-,15?/m0/s1
• InChIKey: YVDOZNHDZMCBLR-CFMCSPIPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3S)-2-(benzylamino)-3-hydroxy-2-(hydroxymethyl)-4-methylpentanoate
• IUPAC Traditional name: methyl (3S)-2-(benzylamino)-3-hydroxy-2-(hydroxymethyl)-4-methylpentanoate
• Synonyms: (3S)-3-Hydroxy-2-(hydroxymethyl)-N-(phenylmethyl)-D-leucine Methyl Ester; Methyl (2R,3S)-2-Benzylamino-3-hydroxy-2-hydroxymethyl-4-methylpentanoate

Database IDs

• CAS Number: 145451-91-8
• PubChem SID: 164229277
• PubChem CID: 71750220

CALCULATED PROPERTIES

• Acid pKa: 13.749383
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.1606411
• LogD (pH = 7.4): 1.363933
• Log P: 1.3672525
• Molar Refractivity: 75.8687 cm^3
• Polarizability: 30.435915 Å^3
• Polar Surface Area: 78.79 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Powder
• Melting Point: 66-67°C