(1S,9R)-6-(furan-2-yl)-3-methyl-4,8-dioxo-N-[4-(propan-2-yl)phenyl]-14-oxa-7-azatetracyclo[9.2.1.01,9.02,7]tetradec-12-ene-10-carboxamide

• ChemBase ID: 217035
• Molecular Formular: C27H28N2O5
• Molecular Mass: 460.52162
• Monoisotopic Mass: 460.19982201
• 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)Nc1ccc(cc1)C(C)C)C=C4
• Canonical SMILES: O=C([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)Nc1ccc(cc1)C(C)C
• InChI: InChI=1S/C27H28N2O5/c1-14(2)16-6-8-17(9-7-16)28-25(31)22-21-10-11-27(34-21)23(22)26(32)29-18(20-5-4-12-33-20)13-19(30)15(3)24(27)29/h4-12,14-15,18,21-24H,13H2,1-3H3,(H,28,31)/t15-,18-,21+,22+,23-,24+,27-/m0/s1
• InChIKey: RWISOSJGNMQOPH-OZJBTGNASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9R)-6-(furan-2-yl)-3-methyl-4,8-dioxo-N-[4-(propan-2-yl)phenyl]-14-oxa-7-azatetracyclo[9.2.1.0^1,^9.0^2,^7]tetradec-12-ene-10-carboxamide
• IUPAC Traditional name: (1S,9R)-6-(furan-2-yl)-N-(4-isopropylphenyl)-3-methyl-4,8-dioxo-14-oxa-7-azatetracyclo[9.2.1.0^1,^9.0^2,^7]tetradec-12-ene-10-carboxamide

Database IDs

• PubChem SID: 164272945
• PubChem CID: 71753261

CALCULATED PROPERTIES

• Acid pKa: 13.639421
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.2650435
• LogD (pH = 7.4): 3.2650433
• Log P: 3.2650435
• Molar Refractivity: 125.8134 cm^3
• Polarizability: 48.053505 Å^3
• Polar Surface Area: 88.85 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds