(2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5,5,5-trifluoro-4-(trifluoromethyl)pentanoic acid

• ChemBase ID: 98269
• Molecular Formular: C21H17F6NO4
• Molecular Mass: 461.3543992
• Monoisotopic Mass: 461.10617735
• SMILES: N([C@H](CC(C(F)(F)F)C(F)(F)F)C(=O)O)C(=O)OCC1c2c(cccc2)c2c1cccc2
• Canonical SMILES: O=C(N[C@@H](C(=O)O)CC(C(F)(F)F)C(F)(F)F)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C21H17F6NO4/c22-20(23,24)17(21(25,26)27)9-16(18(29)30)28-19(31)32-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-17H,9-10H2,(H,28,31)(H,29,30)/t16-/m1/s1
• InChIKey: WVPUFIKXAKCIEY-MRXNPFEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5,5,5-trifluoro-4-(trifluoromethyl)pentanoic acid
• IUPAC Traditional name: (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5,5,5-trifluoro-4-(trifluoromethyl)pentanoic acid
• Synonyms: 2-Amino-4-(trifluoromethyl)-5,5,5-trifluoropentanoic acid, N-FMOC protected; (L)-5,5,5,5',5',5'-Hexafluoroleucine, N-FMOC protected

Database IDs

• MDL Number: MFCD08532481
• PubChem SID: 162084719
• PubChem CID: 71299639

CALCULATED PROPERTIES

• Acid pKa: 3.5053604
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.9500377
• LogD (pH = 7.4): 1.5223526
• Log P: 4.9381876
• Molar Refractivity: 100.0411 cm^3
• Polarizability: 38.269184 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true