(2S,3R)-2-(2-{1'-acetyl-4-oxo-3,4-dihydrospiro[1-benzopyran-2,4'-piperidine]-7-yloxy}acetamido)-3-methylpentanoic acid

• ChemBase ID: 223054
• Molecular Formular: C23H30N2O7
• Molecular Mass: 446.4935
• Monoisotopic Mass: 446.20530131
• SMILES: c12c(C(=O)CC3(O1)CCN(C(=O)C)CC3)ccc(c2)OCC(=O)N[C@H](C(=O)O)[C@@H](CC)C
• Canonical SMILES: CC[C@H]([C@@H](C(=O)O)NC(=O)COc1ccc2c(c1)OC1(CC2=O)CCN(CC1)C(=O)C)C
• InChI: InChI=1S/C23H30N2O7/c1-4-14(2)21(22(29)30)24-20(28)13-31-16-5-6-17-18(27)12-23(32-19(17)11-16)7-9-25(10-8-23)15(3)26/h5-6,11,14,21H,4,7-10,12-13H2,1-3H3,(H,24,28)(H,29,30)/t14-,21+/m1/s1
• InChIKey: RXXJRICUTDGYGS-SZNDQCEHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-(2-{1'-acetyl-4-oxo-3,4-dihydrospiro[1-benzopyran-2,4'-piperidine]-7-yloxy}acetamido)-3-methylpentanoic acid
• IUPAC Traditional name: (2S,3R)-2-(2-{1'-acetyl-4-oxo-3H-spiro[1-benzopyran-2,4'-piperidine]-7-yloxy}acetamido)-3-methylpentanoic acid

Database IDs

• PubChem SID: 164278964
• PubChem CID: 45490663

CALCULATED PROPERTIES

• Acid pKa: 3.3381793
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -1.5417745
• LogD (pH = 7.4): -2.8128653
• Log P: 0.6048899
• Molar Refractivity: 114.118 cm^3
• Polarizability: 44.6198 Å^3
• Polar Surface Area: 122.24 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds