(5S)-3-(4-acetamidophenyl)-N-[2-(1H-indol-3-yl)ethyl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxamide

• ChemBase ID: 218444
• Molecular Formular: C27H26N4O4
• Molecular Mass: 470.51974
• Monoisotopic Mass: 470.19540533
• SMILES: [C@H]12C(=O)N(C[C@]31O[C@@H]([C@@H]2C(=O)NCCc1c[nH]c2c1cccc2)C=C3)c1ccc(NC(=O)C)cc1
• Canonical SMILES: CC(=O)Nc1ccc(cc1)N1C[C@@]23[C@H](C1=O)[C@H]([C@H](O3)C=C2)C(=O)NCCc1c[nH]c2c1cccc2
• InChI: InChI=1S/C27H26N4O4/c1-16(32)30-18-6-8-19(9-7-18)31-15-27-12-10-22(35-27)23(24(27)26(31)34)25(33)28-13-11-17-14-29-21-5-3-2-4-20(17)21/h2-10,12,14,22-24,29H,11,13,15H2,1H3,(H,28,33)(H,30,32)/t22-,23+,24+,27-/m1/s1
• InChIKey: KSIUKGHMZRYBIB-PSELDJGJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-3-(4-acetamidophenyl)-N-[2-(1H-indol-3-yl)ethyl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxamide
• IUPAC Traditional name: 3-(4-acetamidophenyl)-N-[2-(1H-indol-3-yl)ethyl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxamide

Database IDs

• PubChem SID: 164274354
• PubChem CID: 71753304

CALCULATED PROPERTIES

• Acid pKa: 13.092034
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.5798275
• LogD (pH = 7.4): 1.5798267
• Log P: 1.5798275
• Molar Refractivity: 131.7651 cm^3
• Polarizability: 50.92616 Å^3
• Polar Surface Area: 103.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds