(1S)-2-{benzyl[(2S)-2-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxyethyl]amino}-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethan-1-ol

• ChemBase ID: 161656
• Molecular Formular: C29H31F2NO4
• Molecular Mass: 495.5575464
• Monoisotopic Mass: 495.22211492
• SMILES: c1cc(cc2c1O[C@H](CC2)[C@H](CN(C[C@@H]([C@@H]1CCc2c(O1)ccc(c2)F)O)Cc1ccccc1)O)F
• Canonical SMILES: O[C@H]([C@@H]1CCc2c(O1)ccc(c2)F)CN(Cc1ccccc1)C[C@@H]([C@H]1CCc2c(O1)ccc(c2)F)O
• InChI: InChI=1S/C29H31F2NO4/c30-22-8-12-26-20(14-22)6-10-28(35-26)24(33)17-32(16-19-4-2-1-3-5-19)18-25(34)29-11-7-21-15-23(31)9-13-27(21)36-29/h1-5,8-9,12-15,24-25,28-29,33-34H,6-7,10-11,16-18H2/t24-,25-,28-,29+/m0/s1
• InChIKey: STEPXTPIBUXRLE-YFVZOPNBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-2-{benzyl[(2S)-2-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxyethyl]amino}-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethan-1-ol
• IUPAC Traditional name: (1S)-2-{benzyl[(2S)-2-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxyethyl]amino}-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethanol
• Synonyms: (αS,α'S,2R,2'S)-α,α'-[[(Phenylmethyl)imino]bis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol; N-Benzyl (-)-Nebivolol

Database IDs

• CAS Number: 1199945-26-0
• PubChem SID: 162255791
• PubChem CID: 44137881

CALCULATED PROPERTIES

• Acid pKa: 13.511308
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.5099633
• LogD (pH = 7.4): 4.2731
• Log P: 5.315924
• Molar Refractivity: 133.2245 cm^3
• Polarizability: 51.60802 Å^3
• Polar Surface Area: 62.16 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Thick Pale Yellow Gel

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B285733

(-)-Nebivolol intermediate.