2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methyl-3-{[2-(pyridin-4-yl)ethyl]sulfanyl}butanoic acid

• ChemBase ID: 38904
• Molecular Formular: C27H28N2O4S
• Molecular Mass: 476.58722
• Monoisotopic Mass: 476.17697839
• SMILES: C(C(SCCc1ccncc1)(C)C)(C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: O=C(NC(C(SCCc1ccncc1)(C)C)C(=O)O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C27H28N2O4S/c1-27(2,34-16-13-18-11-14-28-15-12-18)24(25(30)31)29-26(32)33-17-23-21-9-5-3-7-19(21)20-8-4-6-10-22(20)23/h3-12,14-15,23-24H,13,16-17H2,1-2H3,(H,29,32)(H,30,31)
• InChIKey: HGHPMXLJJCFZBU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methyl-3-{[2-(pyridin-4-yl)ethyl]sulfanyl}butanoic acid
• IUPAC Traditional name: 2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methyl-3-{[2-(pyridin-4-yl)ethyl]sulfanyl}butanoic acid
• Synonyms: Fmoc-S-[2-(4-pyridyl)ethyl]-DL-penicillamine

Database IDs

• MDL Number: MFCD02682565
• PubChem SID: 161002211
• PubChem CID: 46737379

CALCULATED PROPERTIES

• Acid pKa: 3.72259
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.4455733
• LogD (pH = 7.4): 1.9938202
• Log P: 3.6020045
• Molar Refractivity: 133.2157 cm^3
• Polarizability: 53.047115 Å^3
• Polar Surface Area: 88.52 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false