ethyl 3-[(1S,9S)-6-(furan-2-yl)-3-methyl-4,8-dioxo-14-oxa-7-azatetracyclo[9.2.1.01,9.02,7]tetradec-12-ene-10-amido]benzoate

• ChemBase ID: 218935
• Molecular Formular: C27H26N2O7
• Molecular Mass: 490.50454
• Monoisotopic Mass: 490.17400118
• SMILES: N12C(=O)[C@@H]3[C@@]4([C@@H]1[C@@H](C(=O)C[C@@H]2c1occc1)C)O[C@@H]([C@H]3C(=O)Nc1cc(C(=O)OCC)ccc1)C=C4
• Canonical SMILES: CCOC(=O)c1cccc(c1)NC(=O)[C@@H]1[C@H]2C=C[C@@]3([C@H]1C(=O)N1[C@H]3[C@H](C)C(=O)C[C@@H]1c1ccco1)O2
• InChI: InChI=1S/C27H26N2O7/c1-3-34-26(33)15-6-4-7-16(12-15)28-24(31)21-20-9-10-27(36-20)22(21)25(32)29-17(19-8-5-11-35-19)13-18(30)14(2)23(27)29/h4-12,14,17,20-23H,3,13H2,1-2H3,(H,28,31)/t14-,17-,20-,21-,22-,23+,27+/m1/s1
• InChIKey: NSUJNRIEBKWESB-ZQUNXEFBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-[(1S,9S)-6-(furan-2-yl)-3-methyl-4,8-dioxo-14-oxa-7-azatetracyclo[9.2.1.0^1,^9.0^2,^7]tetradec-12-ene-10-amido]benzoate
• IUPAC Traditional name: ethyl 3-[(1S)-6-(furan-2-yl)-3-methyl-4,8-dioxo-14-oxa-7-azatetracyclo[9.2.1.0^1,^9.0^2,^7]tetradec-12-ene-10-amido]benzoate

Database IDs

• PubChem SID: 164274845
• PubChem CID: 51722427

CALCULATED PROPERTIES

• Acid pKa: 13.292108
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.3803194
• LogD (pH = 7.4): 2.3803189
• Log P: 2.3803194
• Molar Refractivity: 128.3965 cm^3
• Polarizability: 48.93349 Å^3
• Polar Surface Area: 115.15 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds