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

• ChemBase ID: 218793
• Molecular Formular: C22H25N3O3
• Molecular Mass: 379.4522
• Monoisotopic Mass: 379.18959168
• SMILES: [C@H]12[C@]3(O[C@@H]([C@H]1C(=O)NC(C)C)C=C3)CN(C2=O)CCc1c[nH]c2c1cccc2
• Canonical SMILES: CC(NC(=O)[C@@H]1[C@H]2C=C[C@@]3([C@@H]1C(=O)N(C3)CCc1c[nH]c3c1cccc3)O2)C
• InChI: InChI=1S/C22H25N3O3/c1-13(2)24-20(26)18-17-7-9-22(28-17)12-25(21(27)19(18)22)10-8-14-11-23-16-6-4-3-5-15(14)16/h3-7,9,11,13,17-19,23H,8,10,12H2,1-2H3,(H,24,26)/t17-,18-,19+,22-/m1/s1
• InChIKey: ZVDDYQACVVPTAT-NXWNEQKCSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164274703
• PubChem CID: 71753314

CALCULATED PROPERTIES

• Acid pKa: 15.370685
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4575417
• LogD (pH = 7.4): 1.4575417
• Log P: 1.4575417
• Molar Refractivity: 106.2919 cm^3
• Polarizability: 41.98977 Å^3
• Polar Surface Area: 74.43 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Diastereomers
• Classification: Derivatives & analogs of Natural Compounds