5-[2-({[(9H-fluoren-9-ylmethoxy)carbonyl]amino}(4-methanesulfinylphenyl)methyl)-5-methanesulfinylphenoxy]pentanoic acid

• ChemBase ID: 139210
• Molecular Formular: C35H35NO7S2
• Molecular Mass: 645.7849
• Monoisotopic Mass: 645.18549447
• SMILES: CS(=O)c1ccc(cc1)C(c1ccc(cc1OCCCCC(=O)O)S(=O)C)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: OC(=O)CCCCOc1cc(ccc1C(c1ccc(cc1)S(=O)C)NC(=O)OCC1c2ccccc2c2c1cccc2)S(=O)C
• InChI: InChI=1S/C35H35NO7S2/c1-44(40)24-16-14-23(15-17-24)34(30-19-18-25(45(2)41)21-32(30)42-20-8-7-13-33(37)38)36-35(39)43-22-31-28-11-5-3-9-26(28)27-10-4-6-12-29(27)31/h3-6,9-12,14-19,21,31,34H,7-8,13,20,22H2,1-2H3,(H,36,39)(H,37,38)
• InChIKey: HNBIMYCEMCRBND-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[2-({[(9H-fluoren-9-ylmethoxy)carbonyl]amino}(4-methanesulfinylphenyl)methyl)-5-methanesulfinylphenoxy]pentanoic acid
• IUPAC Traditional name: 5-[2-({[(9H-fluoren-9-ylmethoxy)carbonyl]amino}(4-methanesulfinylphenyl)methyl)-5-methanesulfinylphenoxy]pentanoic acid
• Synonyms: 4,4′-Bis(methylsulfinyl)-2-(4-carboxybutoxy)-N-Fmoc-benzhydrylamine; Safety catch amide linker; SCAL-Linker; 4,4′-双(甲基亚磺酰基)-2-(4-羧基丁氧基)-N-芴甲氧羰基-二苯甲胺

Database IDs

• CAS Number: 147046-64-8
• MDL Number: MFCD00804176
• PubChem SID: 162233458; 24888241
• PubChem CID: 5157248

CALCULATED PROPERTIES

• LogD (pH = 7.4): 0.9098129
• Log P: 4.2646666
• Molar Refractivity: 178.2204 cm^3
• Polarizability: 70.25128 Å^3
• Polar Surface Area: 119.0 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false
• Acid pKa: 3.565248
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.3358014

PROPERTIES

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: ≥90% (HPLC)
• Grade: technical
• Empirical Formula (Hill Notation): C35H35NO7S2

DETAILS

Sigma Aldrich - 84607

Other Notes
Safety-catch anchoring linker for solid-phase peptide synthesis1,2