methyl (1R,2R,3R,8aS)-6-acetyl-3-carbamoyl-1-cyano-2-(3,4-dimethoxyphenyl)-1,2,3,8a-tetrahydroindolizine-1-carboxylate

• ChemBase ID: 186220
• Molecular Formular: C22H23N3O6
• Molecular Mass: 425.43452
• Monoisotopic Mass: 425.15868547
• SMILES: [C@]1([C@H]2N([C@H]([C@@H]1c1cc(c(cc1)OC)OC)C(=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(c(c1)OC)OC)C(=O)N)C(=O)C
• InChI: InChI=1S/C22H23N3O6/c1-12(26)14-6-8-17-22(11-23,21(28)31-4)18(19(20(24)27)25(17)10-14)13-5-7-15(29-2)16(9-13)30-3/h5-10,17-19H,1-4H3,(H2,24,27)/t17-,18-,19+,22-/m0/s1
• InChIKey: WRTHZMHZNDOZGW-VWNVYAMZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164242130
• PubChem CID: 16396514

CALCULATED PROPERTIES

• Acid pKa: 13.550636
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 0.4721726
• LogD (pH = 7.4): 0.4733625
• Log P: 0.47337744
• Molar Refractivity: 111.1449 cm^3
• Polarizability: 42.317238 Å^3
• Polar Surface Area: 131.95 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Isomers
• Classification: Derivatives & analogs of Natural Compounds