methyl (2S,4R,5S)-4-(acetyloxy)-2-chloro-5-acetamido-3-(phenylsulfanyl)-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate

• ChemBase ID: 159093
• Molecular Formular: C26H32ClNO12S
• Molecular Mass: 618.04978
• Monoisotopic Mass: 617.13337415
• SMILES: C1([C@@H]([C@@H](C([C@@](O1)(Cl)C(=O)OC)Sc1ccccc1)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(Cl)OC([C@@H]([C@@H](OC(=O)C)COC(=O)C)OC(=O)C)[C@@H]([C@@H](C1Sc1ccccc1)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C26H32ClNO12S/c1-13(29)28-20-22(21(38-16(4)32)19(37-15(3)31)12-36-14(2)30)40-26(27,25(34)35-6)24(23(20)39-17(5)33)41-18-10-8-7-9-11-18/h7-11,19-24H,12H2,1-6H3,(H,28,29)/t19-,20-,21+,22?,23+,24?,26-/m0/s1
• InChIKey: UCRSUTGMKNMKAW-QVEQYNDOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,4R,5S)-4-(acetyloxy)-2-chloro-5-acetamido-3-(phenylsulfanyl)-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,4R,5S)-4-(acetyloxy)-2-chloro-5-acetamido-3-(phenylsulfanyl)-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate
• Synonyms: 5-(Acetylamino)-2-chloro-2,5-dideoxy-3-S-phenyl-3-thio-D-erythro-α-L-gluco-2-nonulopyranosonic Acid Methyl Ester 4,7,8,9-Tetraacetate

Database IDs

• CAS Number: 120104-58-7
• PubChem SID: 162253228
• PubChem CID: 71312794

CALCULATED PROPERTIES

• Acid pKa: 12.412274
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 1.4649289
• LogD (pH = 7.4): 1.4649258
• Log P: 1.4649295
• Molar Refractivity: 140.7842 cm^3
• Polarizability: 57.400475 Å^3
• Polar Surface Area: 169.83 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A168205

Intermediate in the preparation of STn epitope