2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(5-hydroxy-1H-indol-3-yl)propanoic acid

• ChemBase ID: 39237
• Molecular Formular: C26H22N2O5
• Molecular Mass: 442.46328
• Monoisotopic Mass: 442.15287181
• SMILES: c1(ccc2c(c1)c(c[nH]2)CC(C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2)O
• Canonical SMILES: O=C(NC(C(=O)O)Cc1c[nH]c2c1cc(O)cc2)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C26H22N2O5/c29-16-9-10-23-21(12-16)15(13-27-23)11-24(25(30)31)28-26(32)33-14-22-19-7-3-1-5-17(19)18-6-2-4-8-20(18)22/h1-10,12-13,22,24,27,29H,11,14H2,(H,28,32)(H,30,31)
• InChIKey: LORJESUTFPMFAV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: 2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
• Synonyms: Fmoc-5-hydroxy-DL-tryptophan; Fmoc-5-hydroxy-L-tryptophan

Database IDs

• MDL Number: MFCD02682363; MFCD00270744
• PubChem SID: 161002544
• PubChem CID: 10297127

CALCULATED PROPERTIES

• Acid pKa: 3.741299
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 2.7378979
• LogD (pH = 7.4): 1.2054808
• Log P: 4.49684
• Molar Refractivity: 122.2635 cm^3
• Polarizability: 49.401646 Å^3
• Polar Surface Area: 111.65 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false