(2R)-2-amino-3-phenyl(1,1-2H2)propan-1-ol

• ChemBase ID: 176516
• Molecular Formular: C9H13NO
• Molecular Mass: 151.20562
• Monoisotopic Mass: 151.09971404
• SMILES: c1(C[C@H](CO)N)ccccc1
• Canonical SMILES: OC[C@@H](Cc1ccccc1)N
• InChI: InChI=1S/C9H13NO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-5,9,11H,6-7,10H2/t9-/m1/s1
• InChIKey: STVVMTBJNDTZBF-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-phenyl(1,1-^2H₂)propan-1-ol
• IUPAC Traditional name: (2R)-2-amino-3-phenyl(1,1-^2H₂)propan-1-ol
• Synonyms: (βR)-β-Amino-benzenepropanol-d2; D-2-Amino-3-phenyl-1-propanol-d2; ((1R)-1-Hydroxymethyl-2-phenylethyl)amine-d2; (2R)-2-Amino-3-phenyl-1-propanol-d2; (R)-(+)-2-Amino-3-phenyl-1-glycinol-d2; (R)-2-Amino-1-hydroxy-3-phenylpropane-d2; (R)-2-Benzylethanolamine-d2; D-Phenylalaninol-d2

Database IDs

• PubChem SID: 164232426
• PubChem CID: 71751598

CALCULATED PROPERTIES

• Acid pKa: 15.116403
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -2.221748
• LogD (pH = 7.4): -1.2180183
• Log P: 0.7573405
• Molar Refractivity: 45.2489 cm^3
• Polarizability: 17.932411 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P319517

Labelled Enantiomer of L-Phenylalaninol, an inhibitor of intestinal Phenylalanine absorption.

REFERENCES

• Myllymaki, M., et al.: Eur. J. Med. Chem., 44, 4179 (2009)
• Whitby, L., et al.; Bioorg. Med. Chem. Lett., 19, 3771 (2009)