methyl (2E)-2-[(3S,6'R,7'S,8'aS)-6'-ethyl-2-oxo-1,2,3',5',6',7',8',8'a-octahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate

• ChemBase ID: 306231
• Molecular Formular: C22H28N2O4
• Molecular Mass: 384.46872
• Monoisotopic Mass: 384.20490739
• SMILES: c1ccc2c(c1)[C@@]1(C(=O)N2)CCN2[C@H]1C[C@@H]([C@H](C2)CC)/C(=C\OC)/C(=O)OC
• Canonical SMILES: CO/C=C(\[C@H]1C[C@@H]2N(C[C@@H]1CC)CC[C@]12C(=O)Nc2c1cccc2)/C(=O)OC
• InChI: InChI=1S/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22-/m0/s1
• InChIKey: DAXYUDFNWXHGBE-VKCGGMIFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2E)-2-[(3S,6'R,7'S,8'aS)-6'-ethyl-2-oxo-1,2,3',5',6',7',8',8'a-octahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate
• IUPAC Traditional name: methyl (2E)-2-[(3S,6'R,7'S,8'aS)-6'-ethyl-2-oxo-3',5',6',7',8',8'a-hexahydro-1H,2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate
• Synonyms: Isorhynchophylline

Database IDs

• CAS Number: 6859-01-4

CALCULATED PROPERTIES

• Acid pKa: 13.167024
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.883618
• LogD (pH = 7.4): -0.48811
• Log P: 2.609464
• Molar Refractivity: 108.006 cm^3
• Polarizability: 41.54721 Å^3
• Polar Surface Area: 67.87 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder