(2S,4R)-4-{[(tert-butoxy)carbonyl]amino}-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 79854
• Molecular Formular: C25H28N2O6
• Molecular Mass: 452.49962
• Monoisotopic Mass: 452.19473663
• SMILES: N1(C(=O)OCC2c3c(cccc3)c3c2cccc3)C[C@@H](C[C@H]1C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H]1CN([C@@H](C1)C(=O)O)C(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C25H28N2O6/c1-25(2,3)33-23(30)26-15-12-21(22(28)29)27(13-15)24(31)32-14-20-18-10-6-4-8-16(18)17-9-5-7-11-19(17)20/h4-11,15,20-21H,12-14H2,1-3H3,(H,26,30)(H,28,29)/t15-,21+/m1/s1
• InChIKey: FJEXPICLVWOJSE-VFNWGFHPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-4-{[(tert-butoxy)carbonyl]amino}-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4R)-4-[(tert-butoxycarbonyl)amino]-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid
• Synonyms: (2S,4R)-4-Aminopyrrolidine-2-carboxylic acid, 4-BOC, N1-FMOC protected

Database IDs

• MDL Number: MFCD01860707
• PubChem SID: 162044617
• PubChem CID: 44118846

CALCULATED PROPERTIES

• Acid pKa: 3.774803
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.8289657
• LogD (pH = 7.4): 0.28172767
• Log P: 3.5555007
• Molar Refractivity: 120.1146 cm^3
• Polarizability: 48.07006 Å^3
• Polar Surface Area: 105.17 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Irritant