(2S,3S,4S,5R)-6-[(1R)-1-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-{[(2R)-2-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxyethyl]amino}ethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid; (2S,3S,4S,5R,6R)-6-[(1R)-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-{[(2R)-2-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxyethyl]amino}ethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 175039
• Molecular Formular: C56H66F4N2O20
• Molecular Mass: 1163.1182528
• Monoisotopic Mass: 1162.4145054
• SMILES: c1cc(cc2c1O[C@@H](CC2)[C@@H](CNC[C@H]([C@H]1CCc2c(O1)ccc(c2)F)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)O)F.c1cc(cc2c1O[C@@H](CC2)[C@@H](CNC[C@H]([C@H]1CCc2c(O1)ccc(c2)F)O)OC1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)F
• Canonical SMILES: Fc1ccc2c(c1)CC[C@H](O2)[C@@H](CNC[C@H]([C@H]1CCc2c(O1)ccc(c2)F)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)O.Fc1ccc2c(c1)CC[C@@H](O2)[C@@H](CNC[C@H]([C@@H]1CCc2c(O1)ccc(c2)F)OC1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)O
• InChI: InChI=1S/2C28H33F2NO10/c2*29-15-3-7-18-13(9-15)1-5-20(38-18)17(32)11-31-12-22(21-6-2-14-10-16(30)4-8-19(14)39-21)40-28-25(35)23(33)24(34)26(41-28)27(36)37/h2*3-4,7-10,17,20-26,28,31-35H,1-2,5-6,11-12H2,(H,36,37)/t17-,20+,21-,22-,23+,24+,25-,26+,28-;17-,20-,21+,22-,23+,24+,25-,26+,28?/m11/s1
• InChIKey: RRWUDZCVQRIHOG-SFMHHOQBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R)-6-[(1R)-1-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-{[(2R)-2-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxyethyl]amino}ethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid; (2S,3S,4S,5R,6R)-6-[(1R)-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-{[(2R)-2-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxyethyl]amino}ethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R)-6-[(1R)-1-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-{[(2R)-2-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxyethyl]amino}ethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid; (2S,3S,4S,5R,6R)-6-[(1R)-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-{[(2R)-2-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxyethyl]amino}ethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: (1R)-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-[[(2R)-2-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxyethyl]amino]ethyl β-D-Glucopyranosiduronic Acid; (+)-Nebivolol O-β-D-Glucuronide(Mixture of 2 Diastereomers)

Database IDs

• PubChem SID: 164230949
• PubChem CID: 71750962

CALCULATED PROPERTIES

• Acid pKa: 3.065775
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -0.7149363
• LogD (pH = 7.4): -0.72751987
• Log P: -0.71442163
• Molar Refractivity: 135.5979 cm^3
• Polarizability: 53.967106 Å^3
• Polar Surface Area: 167.17 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - N387885

(+)-Nebivolol (N387896) metabolite.