(3R,4s,7S)-3-[4-(benzyloxy)phenyl]-7-(4-chlorophenyl)-2-(4-fluorophenyl)-7-hydroxy-2-azaspiro[3.5]nonan-1-one

• ChemBase ID: 177648
• Molecular Formular: C33H29ClFNO3
• Molecular Mass: 542.0396632
• Monoisotopic Mass: 541.18199969
• SMILES: [C@@H]1(N(C(=O)[C@@]21CC[C@@](CC2)(c1ccc(cc1)Cl)O)c1ccc(cc1)F)c1ccc(cc1)OCc1ccccc1
• Canonical SMILES: Fc1ccc(cc1)N1C(=O)[C@]2([C@H]1c1ccc(cc1)OCc1ccccc1)CC[C@@](CC2)(O)c1ccc(cc1)Cl
• InChI: InChI=1S/C33H29ClFNO3/c34-26-10-8-25(9-11-26)33(38)20-18-32(19-21-33)30(36(31(32)37)28-14-12-27(35)13-15-28)24-6-16-29(17-7-24)39-22-23-4-2-1-3-5-23/h1-17,30,38H,18-22H2/t30-,32-,33+/m1/s1
• InChIKey: FPSNEPSQCDBZPG-QYAQUCTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4s,7S)-3-[4-(benzyloxy)phenyl]-7-(4-chlorophenyl)-2-(4-fluorophenyl)-7-hydroxy-2-azaspiro[3.5]nonan-1-one
• IUPAC Traditional name: (3R,4s,7S)-3-[4-(benzyloxy)phenyl]-7-(4-chlorophenyl)-2-(4-fluorophenyl)-7-hydroxy-2-azaspiro[3.5]nonan-1-one
• Synonyms: (3R,4β,7α)-7-(4-chlorophenyl)-2-(4-fluorophenyl)-7-hydroxy-3-[4-(phenylmethoxy)phenyl]-2-azaspiro[3.5]nonan-1-one; Sch 58053 Benzyl Ether

Database IDs

• CAS Number: 194367-71-0
• PubChem SID: 164233558
• PubChem CID: 10530525

CALCULATED PROPERTIES

• Acid pKa: 14.044026
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 7.3416567
• LogD (pH = 7.4): 7.3416567
• Log P: 7.3416567
• Molar Refractivity: 149.805 cm^3
• Polarizability: 58.21542 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate

DETAILS

Toronto Research Chemicals - S199955

Protected Sch 58053 (S199950), an analog of Ezetimibe (E975000).