3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

• ChemBase ID: 38500
• Molecular Formular: C23H21NO4
• Molecular Mass: 375.41714
• Monoisotopic Mass: 375.14705816
• SMILES: C1=CC2C(C(C1C2)C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: O=C(NC1C2C=CC(C1C(=O)O)C2)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C23H21NO4/c25-22(26)20-13-9-10-14(11-13)21(20)24-23(27)28-12-19-17-7-3-1-5-15(17)16-6-2-4-8-18(16)19/h1-10,13-14,19-21H,11-12H2,(H,24,27)(H,25,26)
• InChIKey: CGUNSQHMOYCPJU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• IUPAC Traditional name: 3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• Synonyms: Fmoc-3-endo-aminobicyclo[2.2.1]-hept-5-ene-2-endo-carboxylic acid; Fmoc-3-exo-aminobicyclo[2.2.1]-hept-5-ene-2-exo-carboxylic acid

Database IDs

• MDL Number: MFCD02682616; MFCD02682618
• PubChem SID: 161001807
• PubChem CID: 22569042

CALCULATED PROPERTIES

• Acid pKa: 4.175015
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.2159085
• LogD (pH = 7.4): 0.50796765
• Log P: 3.5582678
• Molar Refractivity: 104.8323 cm^3
• Polarizability: 41.505398 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false