4-({[(5S)-6-(5-chloropyridin-2-yl)-7-oxo-5H,6H,7H-pyrrolo[3,4-b]pyrazin-5-yl]oxy}carbonyl)-1-methylpiperazin-1-ium-1-olate

• ChemBase ID: 168280
• Molecular Formular: C17H17ClN6O4
• Molecular Mass: 404.80768
• Monoisotopic Mass: 404.09998073
• SMILES: c1cnc2c(n1)C(=O)N([C@H]2OC(=O)N1CC[N+](CC1)(C)[O-])c1ncc(cc1)Cl
• Canonical SMILES: Clc1ccc(nc1)N1[C@@H](OC(=O)N2CC[N+](CC2)([O-])C)c2c(C1=O)nccn2
• InChI: InChI=1S/C17H17ClN6O4/c1-24(27)8-6-22(7-9-24)17(26)28-16-14-13(19-4-5-20-14)15(25)23(16)12-3-2-11(18)10-21-12/h2-5,10,16H,6-9H2,1H3/t16-/m0/s1
• InChIKey: IPTIKKTXLHVRKN-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-({[(5S)-6-(5-chloropyridin-2-yl)-7-oxo-5H,6H,7H-pyrrolo[3,4-b]pyrazin-5-yl]oxy}carbonyl)-1-methylpiperazin-1-ium-1-olate
• IUPAC Traditional name: 4-({[(5S)-6-(5-chloropyridin-2-yl)-7-oxo-5H-pyrrolo[3,4-b]pyrazin-5-yl]oxy}carbonyl)-1-methylpiperazin-1-ium-1-olate
• Synonyms: (S)-(+)-Zopiclone N-Oxide; Eszopiclone N-Oxide

Database IDs

• CAS Number: 151851-70-6
• PubChem SID: 162262412
• PubChem CID: 40580555

CALCULATED PROPERTIES

• Acid pKa: 13.038308
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.3179507
• LogD (pH = 7.4): -0.31783465
• Log P: -0.31783214
• Molar Refractivity: 97.9304 cm^3
• Polarizability: 37.345844 Å^3
• Polar Surface Area: 115.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 188-190°C (dec)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - E889155

A metabolite of Eszopiclone.