(2S)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,4S,5R,6R)-4-(acetyloxy)-5-acetamido-2-(methoxycarbonyl)-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxan-2-yl]oxy}methyl)-4-(benzoyloxy)-3-acetamido-5-hydroxyoxan-2-yl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 169322
• Molecular Formular: C53H61N3O23
• Molecular Mass: 1108.05774
• Monoisotopic Mass: 1107.36958523
• SMILES: [C@@H]1([C@@H]([C@@H](C[C@](O1)(OC[C@H]1[C@@H]([C@@H]([C@@H]([C@H](O1)OC[C@H](NC(=O)OCC1c2c(c3c1cccc3)cccc2)C(=O)O)NC(=O)C)OC(=O)c1ccccc1)O)C(=O)OC)OC(=O)C)NC(=O)C)[C@@H]([C@H](COC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)[C@@]1(OC[C@@H]2O[C@H](OC[C@@H](C(=O)O)NC(=O)OCC3c4ccccc4c4c3cccc4)[C@H]([C@H]([C@H]2O)OC(=O)c2ccccc2)NC(=O)C)C[C@@H](OC(=O)C)[C@H]([C@@H](O1)[C@@H]([C@@H](OC(=O)C)COC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C53H61N3O23/c1-26(57)54-42-39(74-29(4)60)21-53(51(67)69-7,79-47(42)45(76-31(6)62)41(75-30(5)61)24-70-28(3)59)73-25-40-44(63)46(78-49(66)32-15-9-8-10-16-32)43(55-27(2)58)50(77-40)71-23-38(48(64)65)56-52(68)72-22-37-35-19-13-11-17-33(35)34-18-12-14-20-36(34)37/h8-20,37-47,50,63H,21-25H2,1-7H3,(H,54,57)(H,55,58)(H,56,68)(H,64,65)/t38-,39-,40+,41-,42+,43+,44-,45+,46+,47+,50-,53+/m0/s1
• InChIKey: RVXIWTOTSAAVKE-UBILGVCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,4S,5R,6R)-4-(acetyloxy)-5-acetamido-2-(methoxycarbonyl)-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxan-2-yl]oxy}methyl)-4-(benzoyloxy)-3-acetamido-5-hydroxyoxan-2-yl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,4S,5R,6R)-4-(acetyloxy)-5-acetamido-2-(methoxycarbonyl)-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxan-2-yl]oxy}methyl)-4-(benzoyloxy)-3-acetamido-5-hydroxyoxan-2-yl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: N-Fmoc-4',7',8',9'-tetra-O-acetyl-3-O-benzoyl STn Epitope Methyl Ester

Database IDs

• PubChem SID: 162263454
• PubChem CID: 71316908

CALCULATED PROPERTIES

• Acid pKa: 3.371473
• H Acceptors: 16
• H Donor: 5
• LogD (pH = 5.5): -0.17193015
• LogD (pH = 7.4): -1.4669933
• Log P: 1.9429979
• Molar Refractivity: 261.1038 cm^3
• Polarizability: 106.36377 Å^3
• Polar Surface Area: 348.78 Å^2
• Rotatable Bonds: 29
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F619990

Protected STn Epitope