(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-{[(4-methoxyphenyl)methyl]sulfanyl}-3-methylbutanoic acid

• ChemBase ID: 38906
• Molecular Formular: C28H29NO5S
• Molecular Mass: 491.59856
• Monoisotopic Mass: 491.17664403
• SMILES: [C@@H](C(SCc1ccc(cc1)OC)(C)C)(C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: COc1ccc(cc1)CSC([C@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2)(C)C
• InChI: InChI=1S/C28H29NO5S/c1-28(2,35-17-18-12-14-19(33-3)15-13-18)25(26(30)31)29-27(32)34-16-24-22-10-6-4-8-20(22)21-9-5-7-11-23(21)24/h4-15,24-25H,16-17H2,1-3H3,(H,29,32)(H,30,31)/t25-/m0/s1
• InChIKey: VLSRXSQDFSBEAO-VWLOTQADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-{[(4-methoxyphenyl)methyl]sulfanyl}-3-methylbutanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-{[(4-methoxyphenyl)methyl]sulfanyl}-3-methylbutanoic acid
• Synonyms: Fmoc-D-Pen(pMeOBzl)-OH

Database IDs

• MDL Number: MFCD02094102
• PubChem SID: 161002213
• PubChem CID: 46737381

CALCULATED PROPERTIES

• Acid pKa: 3.6951187
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.7858827
• LogD (pH = 7.4): 2.281972
• Log P: 5.5894055
• Molar Refractivity: 137.0808 cm^3
• Polarizability: 54.69903 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false