ethyl (3R)-3'-acetyl-6'-amino-2'-methyl-2-oxo-1,2-dihydrospiro[indole-3,4'-pyran]-5'-carboxylate

• ChemBase ID: 181906
• Molecular Formular: C18H18N2O5
• Molecular Mass: 342.34592
• Monoisotopic Mass: 342.12157169
• SMILES: [C@]12(C(=C(OC(=C1C(=O)C)C)N)C(=O)OCC)C(=O)Nc1c2cccc1
• Canonical SMILES: CCOC(=O)C1=C(N)OC(=C([C@]21C(=O)Nc1c2cccc1)C(=O)C)C
• InChI: InChI=1S/C18H18N2O5/c1-4-24-16(22)14-15(19)25-10(3)13(9(2)21)18(14)11-7-5-6-8-12(11)20-17(18)23/h5-8H,4,19H2,1-3H3,(H,20,23)/t18-/m1/s1
• InChIKey: APQHPFUIHOBYJN-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (3R)-3'-acetyl-6'-amino-2'-methyl-2-oxo-1,2-dihydrospiro[indole-3,4'-pyran]-5'-carboxylate
• IUPAC Traditional name: ethyl (3R)-3'-acetyl-6'-amino-2'-methyl-2-oxo-1H-spiro[indole-3,4'-pyran]-5'-carboxylate

Database IDs

• PubChem SID: 164237816
• PubChem CID: 683831

CALCULATED PROPERTIES

• Acid pKa: 12.777188
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.020842
• LogD (pH = 7.4): 1.0214912
• Log P: 1.0215012
• Molar Refractivity: 102.2182 cm^3
• Polarizability: 34.397213 Å^3
• Polar Surface Area: 107.72 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds