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

• ChemBase ID: 217109
• Molecular Formular: C28H27N3O5
• Molecular Mass: 485.53108
• Monoisotopic Mass: 485.19507098
• 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)NCCc1c[nH]c2c1cccc2)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)NCCc1c[nH]c2c1cccc2
• InChI: InChI=1S/C28H27N3O5/c1-15-20(32)13-19(21-7-4-12-35-21)31-25(15)28-10-8-22(36-28)23(24(28)27(31)34)26(33)29-11-9-16-14-30-18-6-3-2-5-17(16)18/h2-8,10,12,14-15,19,22-25,30H,9,11,13H2,1H3,(H,29,33)/t15-,19-,22+,23+,24-,25+,28-/m0/s1
• InChIKey: NQFKVZDAVZCBDX-ANWUTSJVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9R)-6-(furan-2-yl)-N-[2-(1H-indol-3-yl)ethyl]-3-methyl-4,8-dioxo-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-[2-(1H-indol-3-yl)ethyl]-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: 164273019
• PubChem CID: 71753263

CALCULATED PROPERTIES

• Acid pKa: 15.1560955
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.1143622
• LogD (pH = 7.4): 2.1143622
• Log P: 2.1143622
• Molar Refractivity: 130.5183 cm^3
• Polarizability: 51.48252 Å^3
• Polar Surface Area: 104.64 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds