(2S)-1-{[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl]methyl}pyrrolidine-2-carboxamide

• ChemBase ID: 225121
• Molecular Formular: C12H16N2O5
• Molecular Mass: 268.26584
• Monoisotopic Mass: 268.10592162
• SMILES: c1(c(c(=O)cc(o1)CO)O)CN1[C@H](C(=O)N)CCC1
• Canonical SMILES: OCc1cc(=O)c(c(o1)CN1CCC[C@H]1C(=O)N)O
• InChI: InChI=1S/C12H16N2O5/c13-12(18)8-2-1-3-14(8)5-10-11(17)9(16)4-7(6-15)19-10/h4,8,15,17H,1-3,5-6H2,(H2,13,18)/t8-/m0/s1
• InChIKey: DPMBUMVWDXSCMH-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-{[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl]methyl}pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-{[3-hydroxy-6-(hydroxymethyl)-4-oxopyran-2-yl]methyl}pyrrolidine-2-carboxamide

Database IDs

• PubChem SID: 164281031
• PubChem CID: 56723690

CALCULATED PROPERTIES

• Acid pKa: 9.115999
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.5726366
• LogD (pH = 7.4): -1.3600801
• Log P: -1.3477783
• Molar Refractivity: 69.5484 cm^3
• Polarizability: 25.747444 Å^3
• Polar Surface Area: 113.09 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds