(2S,3S,4S,5R,6S)-6-{[(3R,5R)-7-[2-(4-fluorophenyl)-4-[(4-hydroxyphenyl)carbamoyl]-3-phenyl-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 170253
• Molecular Formular: C39H43FN2O12
• Molecular Mass: 750.7633232
• Monoisotopic Mass: 750.28000305
• SMILES: c1(c(c(n(c1C(C)C)CC[C@H](C[C@H](CC(=O)O[C@@H]1O[C@@H]([C@H]([C@H]([C@H]1O)O)O)C(=O)O)O)O)c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccc(cc1)O
• Canonical SMILES: O[C@@H](C[C@H](CC(=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@H]1O)O)O)O)CCn1c(C(C)C)c(c(c1c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccc(cc1)O
• InChI: InChI=1S/C39H43FN2O12/c1-20(2)31-30(37(50)41-24-12-14-25(43)15-13-24)29(21-6-4-3-5-7-21)32(22-8-10-23(40)11-9-22)42(31)17-16-26(44)18-27(45)19-28(46)53-39-35(49)33(47)34(48)36(54-39)38(51)52/h3-15,20,26-27,33-36,39,43-45,47-49H,16-19H2,1-2H3,(H,41,50)(H,51,52)/t26-,27-,33+,34+,35-,36+,39-/m1/s1
• InChIKey: JJFXECUFPSHKNX-OYPMPUONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-{[(3R,5R)-7-[2-(4-fluorophenyl)-4-[(4-hydroxyphenyl)carbamoyl]-3-phenyl-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-{[(3R,5R)-7-[2-(4-fluorophenyl)-4-[(4-hydroxyphenyl)carbamoyl]-5-isopropyl-3-phenylpyrrol-1-yl]-3,5-dihydroxyheptanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: (βR,δR)-2-(4-Fluorophenyl)-β,δ-dihydroxy-4-[[(4-hydroxyphenyl)amino]carbonyl]-5-(1-methylethyl)-3-phenyl-1H-pyrrole-1-heptanoic Acid β-D-Glucopyranuronic Acid; 4-Hydroxy Atorvastatin Acyl-β-D-glucuronide 80%, contains up to 20% lactone

Database IDs

• PubChem SID: 164226163
• PubChem CID: 57370076

CALCULATED PROPERTIES

• Acid pKa: 3.2476807
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): 0.90335274
• LogD (pH = 7.4): -0.3048679
• Log P: 3.135788
• Molar Refractivity: 192.4779 cm^3
• Polarizability: 76.51566 Å^3
• Polar Surface Area: 228.24 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H828945

A metabolite of Atorvastatin (A791750).