ethyl (1S,2R,3R,8aS)-6-acetyl-3-carbamoyl-1-cyano-2-(4-ethoxyphenyl)-1,2,3,8a-tetrahydroindolizine-1-carboxylate

• ChemBase ID: 184745
• Molecular Formular: C23H25N3O5
• Molecular Mass: 423.4617
• Monoisotopic Mass: 423.17942092
• SMILES: [C@@]1([C@H]2N([C@H]([C@@H]1c1ccc(cc1)OCC)C(=O)N)C=C(C=C2)C(=O)C)(C(=O)OCC)C#N
• Canonical SMILES: CCOC(=O)[C@]1(C#N)[C@@H]2C=CC(=CN2[C@H]([C@@H]1c1ccc(cc1)OCC)C(=O)N)C(=O)C
• InChI: InChI=1S/C23H25N3O5/c1-4-30-17-9-6-15(7-10-17)19-20(21(25)28)26-12-16(14(3)27)8-11-18(26)23(19,13-24)22(29)31-5-2/h6-12,18-20H,4-5H2,1-3H3,(H2,25,28)/t18-,19-,20+,23+/m0/s1
• InChIKey: QMNAXMQXFDUTGE-XFGYDDDFSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164240655
• PubChem CID: 16396074

CALCULATED PROPERTIES

• Acid pKa: 13.637696
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.3425266
• LogD (pH = 7.4): 1.3446379
• Log P: 1.3446646
• Molar Refractivity: 114.1789 cm^3
• Polarizability: 43.437595 Å^3
• Polar Surface Area: 122.72 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds