(3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-6-phenylhex-5-enoic acid

• ChemBase ID: 38635
• Molecular Formular: C27H25NO4
• Molecular Mass: 427.4917
• Monoisotopic Mass: 427.17835829
• SMILES: [C@H](C/C=C/c1ccccc1)(CC(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: OC(=O)C[C@@H](NC(=O)OCC1c2ccccc2c2c1cccc2)C/C=C/c1ccccc1
• InChI: InChI=1S/C27H25NO4/c29-26(30)17-20(12-8-11-19-9-2-1-3-10-19)28-27(31)32-18-25-23-15-6-4-13-21(23)22-14-5-7-16-24(22)25/h1-11,13-16,20,25H,12,17-18H2,(H,28,31)(H,29,30)/b11-8+/t20-/m0/s1
• InChIKey: MLWHGLZHUJARIA-ZBWUASRJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-6-phenylhex-5-enoic acid; (3S,5E)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-6-phenylhex-5-enoic acid
• IUPAC Traditional name: (3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-6-phenylhex-5-enoic acid; (3S,5E)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-6-phenylhex-5-enoic acid
• Synonyms: Fmoc-4-styryl-L-β-homoalanine; (S)-3-(Fmoc-amino)-6-phenyl-5-hexenoic acid; Fmoc-(S)-3-amino-6-phenyl-5-hexenoic acid; Fmoc-4-苯乙烯基-L-β-高丙氨酸; (S)-3-(Fmoc-氨基)-6-苯基-5-己烯酸

Database IDs

• CAS Number: 270596-45-7
• MDL Number: MFCD01861005
• PubChem SID: 161001942; 24888967
• PubChem CID: 5706715

CALCULATED PROPERTIES

• Acid pKa: 4.3565197
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.224544
• LogD (pH = 7.4): 2.4752488
• Log P: 5.396383
• Molar Refractivity: 124.139 cm^3
• Polarizability: 48.972763 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C27H25NO4