[(3S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate

• ChemBase ID: 202411
• Molecular Formular: C22H30N2O9
• Molecular Mass: 466.4816
• Monoisotopic Mass: 466.19513055
• SMILES: C1(C([C@@H](C(O[C@H]1O)COC(=O)[C@H](NC(=O)OC(C)(C)C)Cc1c[nH]c2c1cccc2)O)O)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H](C(=O)OCC1O[C@@H](O)C(C([C@@H]1O)O)O)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C22H30N2O9/c1-22(2,3)33-21(30)24-14(8-11-9-23-13-7-5-4-6-12(11)13)19(28)31-10-15-16(25)17(26)18(27)20(29)32-15/h4-7,9,14-18,20,23,25-27,29H,8,10H2,1-3H3,(H,24,30)/t14-,15?,16-,17?,18?,20-/m1/s1
• InChIKey: QJKHZNZHQXABJA-NRFVOLLQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate
• IUPAC Traditional name: [(3S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoate

Database IDs

• PubChem SID: 164258321
• PubChem CID: 17571669

CALCULATED PROPERTIES

• Acid pKa: 11.293486
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): 0.40040565
• LogD (pH = 7.4): 0.40035096
• Log P: 0.40040633
• Molar Refractivity: 113.507 cm^3
• Polarizability: 46.5296 Å^3
• Polar Surface Area: 170.57 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds