(1S,11R)-6-(furan-2-yl)-3,5-dimethyl-4,8-dioxo-14-oxa-7-azatetracyclo[9.2.1.01,9.02,7]tetradec-12-ene-10-carboxylic acid

• ChemBase ID: 193018
• Molecular Formular: C19H19NO6
• Molecular Mass: 357.35726
• Monoisotopic Mass: 357.12123733
• SMILES: N12C(=O)C3[C@@]4(C1C(C(=O)C(C2c1occc1)C)C)O[C@H](C3C(=O)O)C=C4
• Canonical SMILES: OC(=O)C1[C@@H]2C=C[C@@]3(C1C(=O)N1C3C(C)C(=O)C(C1c1ccco1)C)O2
• InChI: InChI=1S/C19H19NO6/c1-8-14(11-4-3-7-25-11)20-16(9(2)15(8)21)19-6-5-10(26-19)12(18(23)24)13(19)17(20)22/h3-10,12-14,16H,1-2H3,(H,23,24)/t8?,9?,10-,12?,13?,14?,16?,19+/m1/s1
• InChIKey: LXIQMFKOABADKQ-ABYIFBAPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,11R)-6-(furan-2-yl)-3,5-dimethyl-4,8-dioxo-14-oxa-7-azatetracyclo[9.2.1.0^1,^9.0^2,^7]tetradec-12-ene-10-carboxylic acid
• IUPAC Traditional name: (1S,11R)-6-(furan-2-yl)-3,5-dimethyl-4,8-dioxo-14-oxa-7-azatetracyclo[9.2.1.0^1,^9.0^2,^7]tetradec-12-ene-10-carboxylic acid

Database IDs

• PubChem SID: 164248928
• PubChem CID: 16397978

CALCULATED PROPERTIES

• Acid pKa: 4.333043
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.06496313
• LogD (pH = 7.4): -1.8099729
• Log P: 1.1287187
• Molar Refractivity: 87.9198 cm^3
• Polarizability: 34.28184 Å^3
• Polar Surface Area: 97.05 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds