4-amino-5-acetamido-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid

• ChemBase ID: 166044
• Molecular Formular: C14H24N2O4
• Molecular Mass: 284.35136
• Monoisotopic Mass: 284.17360726
• SMILES: C1(C(CC(=CC1OC(CC)CC)C(=O)O)NC(=O)C)N
• Canonical SMILES: CCC(OC1C=C(CC(C1N)NC(=O)C)C(=O)O)CC
• InChI: InChI=1S/C14H24N2O4/c1-4-10(5-2)20-12-7-9(14(18)19)6-11(13(12)15)16-8(3)17/h7,10-13H,4-6,15H2,1-3H3,(H,16,17)(H,18,19)
• InChIKey: MKPOADZCFCZMRW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5-acetamido-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid
• IUPAC Traditional name: 4-amino-5-acetamido-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid
• Synonyms: (3R,4R,5S)-5-(Acetylamino)-4-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic Acid; 4-N-Desacetyl-5-N-acetyl Oseltamivir Acid

Database IDs

• PubChem SID: 162260177
• PubChem CID: 71315525

CALCULATED PROPERTIES

• Acid pKa: 4.4018183
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.8601953
• LogD (pH = 7.4): -1.8508943
• Log P: -1.8406414
• Molar Refractivity: 74.6857 cm^3
• Polarizability: 29.524708 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288375

An impurity of the antiviral drug Oseltamivir (O701000).