(2R,3S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxy-3-phenylpropanoic acid

• ChemBase ID: 38925
• Molecular Formular: C24H21NO5
• Molecular Mass: 403.42724
• Monoisotopic Mass: 403.14197278
• SMILES: c1(ccccc1)[C@@H]([C@H](C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2)O
• Canonical SMILES: O=C(N[C@H]([C@H](c1ccccc1)O)C(=O)O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C24H21NO5/c26-22(15-8-2-1-3-9-15)21(23(27)28)25-24(29)30-14-20-18-12-6-4-10-16(18)17-11-5-7-13-19(17)20/h1-13,20-22,26H,14H2,(H,25,29)(H,27,28)/t21-,22+/m1/s1
• InChIKey: UPEAXWJZGLFDFI-YADHBBJMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxy-3-phenylpropanoic acid
• IUPAC Traditional name: (2R,3S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxy-3-phenylpropanoic acid
• Synonyms: (2R, 3S)/(2S, 3R)-Racemic Fmoc-beta-hydroxyphenylalanine

Database IDs

• CAS Number: 487060-72-0
• MDL Number: MFCD06656479
• PubChem SID: 161002232
• PubChem CID: 2756193

CALCULATED PROPERTIES

• Acid pKa: 3.6956334
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.979622
• LogD (pH = 7.4): 0.47541967
• Log P: 3.7826474
• Molar Refractivity: 110.4036 cm^3
• Polarizability: 44.20417 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false