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

• ChemBase ID: 225149
• Molecular Formular: C12H16N2O4
• Molecular Mass: 252.26644
• Monoisotopic Mass: 252.111007
• SMILES: c1(c(c(=O)cc(o1)C)O)CN1[C@H](C(=O)N)CCC1
• Canonical SMILES: NC(=O)[C@@H]1CCCN1Cc1oc(C)cc(=O)c1O
• InChI: InChI=1S/C12H16N2O4/c1-7-5-9(15)11(16)10(18-7)6-14-4-2-3-8(14)12(13)17/h5,8,16H,2-4,6H2,1H3,(H2,13,17)/t8-/m0/s1
• InChIKey: COHPSEABOOBGOI-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164281059
• PubChem CID: 56723713

CALCULATED PROPERTIES

• Acid pKa: 9.287319
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.62321925
• LogD (pH = 7.4): -0.31282648
• Log P: -0.30086836
• Molar Refractivity: 68.0047 cm^3
• Polarizability: 25.075054 Å^3
• Polar Surface Area: 92.86 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds