N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carboxamide

• ChemBase ID: 227347
• Molecular Formular: C20H19N3O4
• Molecular Mass: 365.38256
• Monoisotopic Mass: 365.1375561
• SMILES: N1c2cc(C(=O)NCCc3c4c([nH]c3)ccc(c4)OC)ccc2OCC1=O
• Canonical SMILES: COc1ccc2c(c1)c(CCNC(=O)c1ccc3c(c1)NC(=O)CO3)c[nH]2
• InChI: InChI=1S/C20H19N3O4/c1-26-14-3-4-16-15(9-14)13(10-22-16)6-7-21-20(25)12-2-5-18-17(8-12)23-19(24)11-27-18/h2-5,8-10,22H,6-7,11H2,1H3,(H,21,25)(H,23,24)
• InChIKey: AZJLRIKYPVXPPC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carboxamide
• IUPAC Traditional name: N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-3-oxo-2,4-dihydro-1,4-benzoxazine-6-carboxamide

Database IDs

• PubChem SID: 164283257
• PubChem CID: 71754477

CALCULATED PROPERTIES

• Acid pKa: 11.467346
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.7831547
• LogD (pH = 7.4): 1.78312
• Log P: 1.7831553
• Molar Refractivity: 101.7175 cm^3
• Polarizability: 38.980404 Å^3
• Polar Surface Area: 92.45 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds