(2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-{[(4-methylphenyl)methyl]sulfanyl}propanoic acid

• ChemBase ID: 158338
• Molecular Formular: C26H25NO4S
• Molecular Mass: 447.546
• Monoisotopic Mass: 447.15042929
• SMILES: Cc1ccc(cc1)CSC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)CSCc1ccc(cc1)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C26H25NO4S/c1-17-10-12-18(13-11-17)15-32-16-24(25(28)29)27-26(30)31-14-23-21-8-4-2-6-19(21)20-7-3-5-9-22(20)23/h2-13,23-24H,14-16H2,1H3,(H,27,30)(H,28,29)/t24-/m0/s1
• InChIKey: OQYBTXFHTQYWCZ-DEOSSOPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-{[(4-methylphenyl)methyl]sulfanyl}propanoic acid
• IUPAC Traditional name: (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-{[(4-methylphenyl)methyl]sulfanyl}propanoic acid
• Synonyms: Fmoc-S-(4-methylbenzyl)-L-cysteine; Fmoc-Cys(Mbzl)-OH; Fmoc-S-(4-甲基苄基)-L-半胱氨酸

Database IDs

• CAS Number: 136050-67-4
• MDL Number: MFCD00065634
• Beilstein Number: 6670642
• PubChem SID: 24871163; 162252474
• PubChem CID: 16213187

CALCULATED PROPERTIES

• Acid pKa: 3.7768595
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.8904464
• LogD (pH = 7.4): 2.342138
• Log P: 5.614995
• Molar Refractivity: 126.6574 cm^3
• Polarizability: 50.267838 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 150-158 °C
• Optical Rotation: [α]20/D -37±2°, c = 1% in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0%
• Empirical Formula (Hill Notation): C26H25NO4S