(2R,3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-hydroxy-5-methylhexanoic acid

• ChemBase ID: 39190
• Molecular Formular: C22H25NO5
• Molecular Mass: 383.4376
• Monoisotopic Mass: 383.17327291
• SMILES: [C@H]([C@H](CC(C)C)NC(=O)OCC1c2c(c3c1cccc3)cccc2)(O)C(=O)O
• Canonical SMILES: CC(C[C@@H]([C@H](C(=O)O)O)NC(=O)OCC1c2ccccc2c2c1cccc2)C
• InChI: InChI=1S/C22H25NO5/c1-13(2)11-19(20(24)21(25)26)23-22(27)28-12-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,13,18-20,24H,11-12H2,1-2H3,(H,23,27)(H,25,26)/t19-,20+/m0/s1
• InChIKey: HZHTWMSZVZTEEL-VQTJNVASSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-hydroxy-5-methylhexanoic acid
• IUPAC Traditional name: (2R,3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-hydroxy-5-methylhexanoic acid
• Synonyms: Fmoc-(2S,3S)-3-amino-2-hydroxy-5-methylhexanoic acid

Database IDs

• MDL Number: MFCD04974449
• PubChem SID: 161002497
• PubChem CID: 46737420

CALCULATED PROPERTIES

• Acid pKa: 3.86015
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.0249662
• LogD (pH = 7.4): 0.43536904
• Log P: 3.6690924
• Molar Refractivity: 104.2132 cm^3
• Polarizability: 41.980103 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false