methyl (1R,2R,3S,8aS)-6-acetyl-3-(carbamoylmethyl)-1-cyano-2-(4-methoxyphenyl)-1,2,3,8a-tetrahydroindolizine-1-carboxylate

• ChemBase ID: 223016
• Molecular Formular: C22H23N3O5
• Molecular Mass: 409.43512
• Monoisotopic Mass: 409.16377085
• SMILES: [C@]1([C@H]2N([C@H]([C@@H]1c1ccc(cc1)OC)CC(=O)N)C=C(C=C2)C(=O)C)(C(=O)OC)C#N
• Canonical SMILES: COC(=O)[C@@]1(C#N)[C@@H]2C=CC(=CN2[C@H]([C@@H]1c1ccc(cc1)OC)CC(=O)N)C(=O)C
• InChI: InChI=1S/C22H23N3O5/c1-13(26)15-6-9-18-22(12-23,21(28)30-3)20(14-4-7-16(29-2)8-5-14)17(10-19(24)27)25(18)11-15/h4-9,11,17-18,20H,10H2,1-3H3,(H2,24,27)/t17-,18-,20-,22-/m0/s1
• InChIKey: FFNCCEPTDSCWGF-JEEBJRHZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,2R,3S,8aS)-6-acetyl-3-(carbamoylmethyl)-1-cyano-2-(4-methoxyphenyl)-1,2,3,8a-tetrahydroindolizine-1-carboxylate
• IUPAC Traditional name: methyl (1R,2R,3S,8aS)-6-acetyl-3-(carbamoylmethyl)-1-cyano-2-(4-methoxyphenyl)-3,8a-dihydro-2H-indolizine-1-carboxylate

Database IDs

• PubChem SID: 164278926
• PubChem CID: 21231407

CALCULATED PROPERTIES

• Acid pKa: 15.087219
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.5840653
• LogD (pH = 7.4): 0.71393764
• Log P: 0.7158722
• Molar Refractivity: 109.306 cm^3
• Polarizability: 41.60414 Å^3
• Polar Surface Area: 122.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds