(2S)-3-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 38600
• Molecular Formular: C28H30N2O6
• Molecular Mass: 490.5476
• Monoisotopic Mass: 490.21038669
• SMILES: [C@H](NC(=O)OCC1c2c(c3c1cccc3)cccc2)(CNC(=C1C(=O)CC(CC1=O)(C)C)C)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)CNC(=C1C(=O)CC(CC1=O)(C)C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C28H30N2O6/c1-16(25-23(31)12-28(2,3)13-24(25)32)29-14-22(26(33)34)30-27(35)36-15-21-19-10-6-4-8-17(19)18-9-5-7-11-20(18)21/h4-11,21-22,29H,12-15H2,1-3H3,(H,30,35)(H,33,34)/t22-/m0/s1
• InChIKey: IGNPBNCBFYUHTM-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: Fmoc-(N-beta-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl)-L-alpha,beta-diaminopropionic acid

Database IDs

• MDL Number: MFCD01631974
• PubChem SID: 161001907
• PubChem CID: 46737283

CALCULATED PROPERTIES

• Acid pKa: 3.59614
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.7542839
• LogD (pH = 7.4): 0.3091308
• Log P: 3.6535954
• Molar Refractivity: 134.4306 cm^3
• Polarizability: 52.727036 Å^3
• Polar Surface Area: 121.8 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false