1-{4-[(tert-butyldimethylsilyl)oxy]-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl}-2-{[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino}ethan-1-ol

• ChemBase ID: 163396
• Molecular Formular: C28H39F2NO5Si
• Molecular Mass: 535.6952664
• Monoisotopic Mass: 535.25655633
• SMILES: c1cc(cc2c1OC(CC2O[Si](C(C)(C)C)(C)C)C(CNCC(C1CCc2c(O1)ccc(c2)F)O)O)F
• Canonical SMILES: Fc1ccc2c(c1)CCC(O2)C(CNCC(C1Oc2ccc(cc2C(C1)O[Si](C(C)(C)C)(C)C)F)O)O
• InChI: InChI=1S/C28H39F2NO5Si/c1-28(2,3)37(4,5)36-26-14-27(35-24-11-8-19(30)13-20(24)26)22(33)16-31-15-21(32)25-9-6-17-12-18(29)7-10-23(17)34-25/h7-8,10-13,21-22,25-27,31-33H,6,9,14-16H2,1-5H3
• InChIKey: XVYQVIPAYBVQKW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{4-[(tert-butyldimethylsilyl)oxy]-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl}-2-{[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino}ethan-1-ol
• IUPAC Traditional name: 1-{4-[(tert-butyldimethylsilyl)oxy]-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl}-2-{[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino}ethanol
• Synonyms: 6-Fluoro-α-[[[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino]methyl]-3,4-dihydro-4-(tert-butyldimethylsilyloxy)-2H-1-benzopyran-2-methanol; 4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-6-fluoro-α-[[[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino]methyl]-3,4-dihydro-2H-1-benzopyran-2-methanol; 4-tert-Butyldimethylsilyloxy Nebivolol (Mixture of Diastereomers)

Database IDs

• CAS Number: 1287115-86-9
• PubChem SID: 162257531
• PubChem CID: 71314424

CALCULATED PROPERTIES

• Acid pKa: 13.517808
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.2653776
• LogD (pH = 7.4): 2.9467044
• Log P: 4.454
• Molar Refractivity: 134.6372 cm^3
• Polarizability: 54.964092 Å^3
• Polar Surface Area: 80.18 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - B691645

Protected Nebivolol metabolite.