(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-[1-(triphenylmethyl)-1H-imidazol-5-yl]butanoic acid

• ChemBase ID: 169344
• Molecular Formular: C41H35N3O4
• Molecular Mass: 633.7343
• Monoisotopic Mass: 633.26275662
• SMILES: C(C[C@H](NC(=O)OCC1c2c(c3c1cccc3)cccc2)C(=O)O)c1cncn1C(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: O=C(N[C@H](C(=O)O)CCc1cncn1C(c1ccccc1)(c1ccccc1)c1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C41H35N3O4/c45-39(46)38(43-40(47)48-27-37-35-22-12-10-20-33(35)34-21-11-13-23-36(34)37)25-24-32-26-42-28-44(32)41(29-14-4-1-5-15-29,30-16-6-2-7-17-30)31-18-8-3-9-19-31/h1-23,26,28,37-38H,24-25,27H2,(H,43,47)(H,45,46)/t38-/m0/s1
• InChIKey: ZEKQMTMRKGEVMF-LHEWISCISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-[1-(triphenylmethyl)-1H-imidazol-5-yl]butanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-[3-(triphenylmethyl)imidazol-4-yl]butanoic acid
• Synonyms: N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-(triphenylmethyl)-L-homohistidine; N-Fmoc-1-trityl L-Homohistidine

Database IDs

• PubChem SID: 162263476
• PubChem CID: 71316918

CALCULATED PROPERTIES

• Acid pKa: 3.6238496
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 7.31171
• LogD (pH = 7.4): 6.3398275
• Log P: 7.3528123
• Molar Refractivity: 186.7303 cm^3
• Polarizability: 72.823326 Å^3
• Polar Surface Area: 93.45 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F679800

Used in the enzymatic synthesis of peptides on a solid support.