(2S,4R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-fluoropyrrolidine-2-carboxylic acid

• ChemBase ID: 39157
• Molecular Formular: C20H18FNO4
• Molecular Mass: 355.3596232
• Monoisotopic Mass: 355.12198628
• SMILES: [C@@H]1(CN([C@@H](C1)C(=O)O)C(=O)OCC1c2c(c3c1cccc3)cccc2)F
• Canonical SMILES: F[C@H]1CN([C@@H](C1)C(=O)O)C(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C20H18FNO4/c21-12-9-18(19(23)24)22(10-12)20(25)26-11-17-15-7-3-1-5-13(15)14-6-2-4-8-16(14)17/h1-8,12,17-18H,9-11H2,(H,23,24)/t12-,18+/m1/s1
• InChIKey: CJEQUGHYFSTTQT-XIKOKIGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-fluoropyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-fluoropyrrolidine-2-carboxylic acid
• Synonyms: trans-4-Fluoro-L-proline, N-FMOC protected; (2S,4R)-4-Fluoropyrrolidine-2-carboxylic acid, N-FMOC protected; Fmoc-trans-4-Fluoro-L-proline

Database IDs

• CAS Number: 203866-20-0
• MDL Number: MFCD03424224
• PubChem SID: 161002464
• PubChem CID: 10970300

CALCULATED PROPERTIES

• Acid pKa: 3.9208877
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.4758081
• LogD (pH = 7.4): -0.14129774
• Log P: 3.0613768
• Molar Refractivity: 91.892 cm^3
• Polarizability: 36.648186 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT; Irritant
• TSCA Listed: false