(5S)-3-(6-methylhept-5-en-2-yl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid

• ChemBase ID: 185911
• Molecular Formular: C17H23NO4
• Molecular Mass: 305.36882
• Monoisotopic Mass: 305.16270822
• SMILES: [C@@H]12C(=O)N(CC31OC(C2C(=O)O)C=C3)C(CCC=C(C)C)C
• Canonical SMILES: CC(=CCCC(N1CC23[C@@H](C1=O)C(C(O3)C=C2)C(=O)O)C)C
• InChI: InChI=1S/C17H23NO4/c1-10(2)5-4-6-11(3)18-9-17-8-7-12(22-17)13(16(20)21)14(17)15(18)19/h5,7-8,11-14H,4,6,9H2,1-3H3,(H,20,21)/t11?,12?,13?,14-,17?/m1/s1
• InChIKey: AYRGGDSIYYYSRA-DLUQRMLASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-3-(6-methylhept-5-en-2-yl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• IUPAC Traditional name: (5S)-3-(6-methylhept-5-en-2-yl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid

Database IDs

• PubChem SID: 164241821
• PubChem CID: 16396406

CALCULATED PROPERTIES

• Acid pKa: 4.209158
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.35655743
• LogD (pH = 7.4): -1.3606247
• Log P: 1.66658
• Molar Refractivity: 82.8445 cm^3
• Polarizability: 31.813791 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Diastereomers
• Classification: Rare Derivatives of Natural Compounds