[(2R,3S,4R,5R,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanoate

• ChemBase ID: 197152
• Molecular Formular: C17H31NO9
• Molecular Mass: 393.42934
• Monoisotopic Mass: 393.19988158
• SMILES: [C@H]1([C@@H]([C@@H]([C@H](O[C@@H]1O)COC(=O)[C@H](NC(=O)OC(C)(C)C)CC(C)C)O)O)O
• Canonical SMILES: CC(C[C@H](C(=O)OC[C@H]1O[C@H](O)[C@@H]([C@@H]([C@@H]1O)O)O)NC(=O)OC(C)(C)C)C
• InChI: InChI=1S/C17H31NO9/c1-8(2)6-9(18-16(24)27-17(3,4)5)14(22)25-7-10-11(19)12(20)13(21)15(23)26-10/h8-13,15,19-21,23H,6-7H2,1-5H3,(H,18,24)/t9-,10-,11-,12-,13-,15+/m1/s1
• InChIKey: TWPWUWKVJSCMMU-RWXDJMAFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanoate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2R)-2-[(tert-butoxycarbonyl)amino]-4-methylpentanoate

Database IDs

• PubChem SID: 164253062
• PubChem CID: 7083901

CALCULATED PROPERTIES

• Acid pKa: 11.293479
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -0.10057256
• LogD (pH = 7.4): -0.100627236
• Log P: -0.10057186
• Molar Refractivity: 91.4751 cm^3
• Polarizability: 37.40016 Å^3
• Polar Surface Area: 154.78 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds