(2R,3S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxy-4-methylpentanoic acid

• ChemBase ID: 39184
• Molecular Formular: C21H23NO5
• Molecular Mass: 369.41102
• Monoisotopic Mass: 369.15762284
• SMILES: [C@@H]([C@H](C(C)C)O)(C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: O=C(N[C@H]([C@H](C(C)C)O)C(=O)O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C21H23NO5/c1-12(2)19(23)18(20(24)25)22-21(26)27-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17-19,23H,11H2,1-2H3,(H,22,26)(H,24,25)/t18-,19+/m1/s1
• InChIKey: LYRGLIQVUMAZJU-MOPGFXCFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxy-4-methylpentanoic acid
• IUPAC Traditional name: (2R,3S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxy-4-methylpentanoic acid
• Synonyms: Fmoc-(2R,3S)-2-amino-3-hydroxy-4-methylpentanoic acid

Database IDs

• MDL Number: MFCD02682583
• PubChem SID: 161002491
• PubChem CID: 46737415

CALCULATED PROPERTIES

• Acid pKa: 3.776694
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.5777692
• LogD (pH = 7.4): 0.029546566
• Log P: 3.3024774
• Molar Refractivity: 99.5352 cm^3
• Polarizability: 40.139072 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