(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[(prop-2-en-1-yloxy)carbonyl]oxan-2-yl 7-[(4aS,7aS)-1-[(prop-2-en-1-yloxy)carbonyl]-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate

• ChemBase ID: 159698
• Molecular Formular: C34H40FN3O12
• Molecular Mass: 701.6927032
• Monoisotopic Mass: 701.25960196
• SMILES: [C@@H]1([C@@H](O[C@@H]([C@H]([C@H]1O)O)C(=O)OCC=C)OC(=O)c1c(=O)c2cc(c(c(c2n(c1)C1CC1)OC)N1C[C@H]2[C@@H](C1)N(CCC2)C(=O)OCC=C)F)O
• Canonical SMILES: C=CCOC(=O)N1CCC[C@@H]2[C@H]1CN(C2)c1c(F)cc2c(c1OC)n(cc(c2=O)C(=O)O[C@@H]1O[C@H](C(=O)OCC=C)[C@H]([C@H]([C@H]1O)O)O)C1CC1
• InChI: InChI=1S/C34H40FN3O12/c1-4-11-47-32(44)30-27(41)26(40)28(42)33(49-30)50-31(43)20-15-38(18-8-9-18)23-19(25(20)39)13-21(35)24(29(23)46-3)36-14-17-7-6-10-37(22(17)16-36)34(45)48-12-5-2/h4-5,13,15,17-18,22,26-28,30,33,40-42H,1-2,6-12,14,16H2,3H3/t17-,22+,26-,27-,28+,30-,33-/m0/s1
• InChIKey: JDYPYSSFCBOTCA-NTKFZNBNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[(prop-2-en-1-yloxy)carbonyl]oxan-2-yl 7-[(4aS,7aS)-1-[(prop-2-en-1-yloxy)carbonyl]-octahydro-1H-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate
• IUPAC Traditional name: (2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[(prop-2-en-1-yloxy)carbonyl]oxan-2-yl 7-[(4aS,7aS)-1-[(prop-2-en-1-yloxy)carbonyl]-hexahydro-2H-pyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylate
• Synonyms: 1-N-Allyloxycarbonyl-[1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylate] β-D-Glucopyranuronic Acid Allyl Ester; rac N-Allyloxycarbonyl cis-Moxifloxacin Acyl-β-D-glucuronide Allyl Ester

Database IDs

• PubChem SID: 162253833
• PubChem CID: 71313100

CALCULATED PROPERTIES

• Acid pKa: 12.161582
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): 2.0890691
• LogD (pH = 7.4): 2.0890617
• Log P: 2.0890691
• Molar Refractivity: 172.8066 cm^3
• Polarizability: 66.50798 Å^3
• Polar Surface Area: 184.84 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A561495

Protected Moxifloxacin metabolite.