2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-methyl(2H3)propanoic acid

• ChemBase ID: 169333
• Molecular Formular: C19H19NO4
• Molecular Mass: 325.35846
• Monoisotopic Mass: 325.13140809
• SMILES: N(C(C(=O)O)(C)C)C(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: O=C(NC(C(=O)O)(C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C19H19NO4/c1-19(2,17(21)22)20-18(23)24-11-16-14-9-5-3-7-12(14)13-8-4-6-10-15(13)16/h3-10,16H,11H2,1-2H3,(H,20,23)(H,21,22)
• InChIKey: HOZZVEPRYYCBTO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-methyl(^2H₃)propanoic acid
• IUPAC Traditional name: 2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-methyl(^2H₃)propanoic acid
• Synonyms: N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-(methyl-d3)alanine; 2-[[[(9H-Fluoren-9-yl)methoxy]carbonyl]amino]-2-(methyl-d3)propionic Acid; N-9-Fluorenylmethoxycarbonyl-α-aminoisobutyric Acid-d3; Fmoc-methylalanine-d3

Database IDs

• PubChem SID: 162263465
• PubChem CID: 46781643

CALCULATED PROPERTIES

• Acid pKa: 3.759696
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.7369529
• LogD (pH = 7.4): 0.197654
• Log P: 3.478083
• Molar Refractivity: 89.2904 cm^3
• Polarizability: 35.835766 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F641502

Used for studying receptor-ligand interactions using encoded amino acid scanning.

REFERENCES

• Fodor, S., et al.: Science, 251, 767 (1991)
• Knudsen, B., et al.: J. Biol. Chem., 269, 32781 (1991)
• Muir, T., et al.: Chem. Biol., 3, 817(1991)
• Ni, Z., et al.: J. Med. Chem., 39, 1601 (1991)