(3aR,6R,6aS)-6-[(S)-(1S)-cyclohex-2-en-1-yl(hydroxy)methyl]-6a-methyl-4-oxo-hexahydro-2H-furo[2,3-c]pyrrole-6-carbaldehyde

• ChemBase ID: 6126
• Molecular Formular: C15H21NO4
• Molecular Mass: 279.33154
• Monoisotopic Mass: 279.14705816
• SMILES: C1O[C@@]2(C)[C@H](C(=O)N[C@@]2([C@H]([C@@H]2C=CCCC2)O)C=O)C1
• Canonical SMILES: O=C[C@@]1(NC(=O)[C@H]2[C@]1(C)OCC2)[C@H]([C@H]1CCCC=C1)O
• InChI: InChI=1S/C15H21NO4/c1-14-11(7-8-20-14)13(19)16-15(14,9-17)12(18)10-5-3-2-4-6-10/h3,5,9-12,18H,2,4,6-8H2,1H3,(H,16,19)/t10-,11+,12+,14+,15-/m1/s1
• InChIKey: YVABESCRHMBHJD-FUQNVFFISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,6R,6aS)-6-[(S)-(1S)-cyclohex-2-en-1-yl(hydroxy)methyl]-6a-methyl-4-oxo-hexahydro-2H-furo[2,3-c]pyrrole-6-carbaldehyde
• IUPAC Traditional name: (3aR,6R,6aS)-6-[(S)-(1S)-cyclohex-2-en-1-yl(hydroxy)methyl]-6a-methyl-4-oxo-tetrahydrofuro[2,3-c]pyrrole-6-carbaldehyde
• Synonyms: (3AR,6R,6AS)-6-((S)-((S)-CYCLOHEX-2-ENYL)(HYDROXY)METHYL)-6A-METHYL-4-OXO-HEXAHYDRO-2H-FURO[3,2-C]PYRROLE-6-CARBALDEHYDE

Database IDs

• PubChem SID: 99444986; 160969551
• PubChem CID: 11840981

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.764702
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.22385696
• LogD (pH = 7.4): 0.22369294
• Log P: 0.22385907
• Molar Refractivity: 73.391 cm^3
• Polarizability: 28.570236 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.67
• LOG S: -2.13
• Solubility (Water): 2.09e+00 g/l

DETAILS

DrugBank - DB08515

Drug information: experimental