pentyl (1S,5R,7R)-3-[(4-methylphenyl)methyl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylate

• ChemBase ID: 194966
• Molecular Formular: C22H27NO4
• Molecular Mass: 369.45408
• Monoisotopic Mass: 369.19400835
• SMILES: [C@@H]12[C@]3(O[C@H](C2C(=O)OCCCCC)C=C3)CN(C1=O)Cc1ccc(cc1)C
• Canonical SMILES: CCCCCOC(=O)C1[C@@H]2C=C[C@@]3([C@@H]1C(=O)N(C3)Cc1ccc(cc1)C)O2
• InChI: InChI=1S/C22H27NO4/c1-3-4-5-12-26-21(25)18-17-10-11-22(27-17)14-23(20(24)19(18)22)13-16-8-6-15(2)7-9-16/h6-11,17-19H,3-5,12-14H2,1-2H3/t17-,18?,19+,22-/m1/s1
• InChIKey: AAUKZPASJWWBTG-XFCGAFINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pentyl (1S,5R,7R)-3-[(4-methylphenyl)methyl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylate
• IUPAC Traditional name: pentyl (1S,5R,7R)-3-[(4-methylphenyl)methyl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylate

Database IDs

• PubChem SID: 164250876
• PubChem CID: 16398456

CALCULATED PROPERTIES

• Acid pKa: 16.065186
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.3077853
• LogD (pH = 7.4): 3.3077853
• Log P: 3.3077853
• Molar Refractivity: 102.849 cm^3
• Polarizability: 39.95593 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds