ethyl 5-amino-3-(butan-2-yloxy)-4-acetamidocyclohex-1-ene-1-carboxylate

• ChemBase ID: 166235
• Molecular Formular: C15H26N2O4
• Molecular Mass: 298.37794
• Monoisotopic Mass: 298.18925732
• SMILES: C1(C(CC(=CC1OC(CC)C)C(=O)OCC)N)NC(=O)C
• Canonical SMILES: CCOC(=O)C1=CC(C(C(C1)N)NC(=O)C)OC(CC)C
• InChI: InChI=1S/C15H26N2O4/c1-5-9(3)21-13-8-11(15(19)20-6-2)7-12(16)14(13)17-10(4)18/h8-9,12-14H,5-7,16H2,1-4H3,(H,17,18)
• InChIKey: DVWBSYTVGZEABZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 5-amino-3-(butan-2-yloxy)-4-acetamidocyclohex-1-ene-1-carboxylate
• IUPAC Traditional name: ethyl 5-amino-4-acetamido-3-(sec-butoxy)cyclohex-1-ene-1-carboxylate
• Synonyms: (3R,4R,5S)-4-(Acetylamino)-5-amino-3-(1-methylpropoxy)-1-cyclohexene-1-carboxylic Acid Ethyl Ester; 3-Des(1-ethylpropoxy)-3-(1-methylpropoxy) Oseltamivir

Database IDs

• CAS Number: 1052063-37-2
• PubChem SID: 162260368
• PubChem CID: 71315639

CALCULATED PROPERTIES

• Acid pKa: 13.990391
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.325783
• LogD (pH = 7.4): -1.2424366
• Log P: 0.64007616
• Molar Refractivity: 79.6794 cm^3
• Polarizability: 31.604784 Å^3
• Polar Surface Area: 90.65 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D289490

An impurity of the antiviral drug Oseltamivir (O700100).