methyl (2S,3S,4S,5R,6R)-6-{[1-azido-3-(9H-carbazol-4-yloxy)propan-2-yl]oxy}-3,4,5-tris(benzoyloxy)oxane-2-carboxylate

• ChemBase ID: 161040
• Molecular Formular: C43H36N4O11
• Molecular Mass: 784.76614
• Monoisotopic Mass: 784.23805799
• SMILES: C(C(COc1cccc2c1c1c([nH]2)cccc1)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)OC)OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1)N=[N+]=[N-]
• Canonical SMILES: [N-]=[N+]=NCC(O[C@@H]1O[C@@H](C(=O)OC)[C@H]([C@@H]([C@@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1)COc1cccc2c1c1ccccc1[nH]2
• InChI: InChI=1S/C43H36N4O11/c1-52-42(51)37-35(55-39(48)26-14-5-2-6-15-26)36(56-40(49)27-16-7-3-8-17-27)38(57-41(50)28-18-9-4-10-19-28)43(58-37)54-29(24-45-47-44)25-53-33-23-13-22-32-34(33)30-20-11-12-21-31(30)46-32/h2-23,29,35-38,43,46H,24-25H2,1H3/t29?,35-,36-,37-,38+,43+/m0/s1
• InChIKey: BCCVQHFFYMULEI-GOFJNPCBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6R)-6-{[1-azido-3-(9H-carbazol-4-yloxy)propan-2-yl]oxy}-3,4,5-tris(benzoyloxy)oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6R)-6-{[1-azido-3-(9H-carbazol-4-yloxy)propan-2-yl]oxy}-3,4,5-tris(benzoyloxy)oxane-2-carboxylate
• Synonyms: 2-(9H-Carbazol-4-yloxy)-1-[azidomethyl]ethyl Tri-O-benzoyl-β-D-Glucopyranosiduronic Acid Methyl Ester; 4-[1'-(3'-Azido-1',2'-propanediol)]carbazole 2'-O-(Tri-O-benzoyl-β-D-Glucuronide Methyl Ester)

Database IDs

• PubChem SID: 162255175
• PubChem CID: 71313594

CALCULATED PROPERTIES

• Acid pKa: 14.937337
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): 8.500309
• LogD (pH = 7.4): 8.500309
• Log P: 8.614354
• Molar Refractivity: 204.9985 cm^3
• Polarizability: 82.334145 Å^3
• Polar Surface Area: 178.11 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - A856305

Intermediate in the preparation of Carvedilol metabolites.