(2S)-2-[(2,6-dimethylphenyl)carbamoyl]-1-propylpiperidin-1-ium-1-olate

• ChemBase ID: 177601
• Molecular Formular: C17H26N2O2
• Molecular Mass: 290.40054
• Monoisotopic Mass: 290.19942808
• SMILES: c1cc(c(c(c1)C)NC(=O)[C@H]1[N+](CCCC1)(CCC)[O-])C
• Canonical SMILES: CCC[N+]1([O-])CCCC[C@H]1C(=O)Nc1c(C)cccc1C
• InChI: InChI=1S/C17H26N2O2/c1-4-11-19(21)12-6-5-10-15(19)17(20)18-16-13(2)8-7-9-14(16)3/h7-9,15H,4-6,10-12H2,1-3H3,(H,18,20)/t15-,19?/m0/s1
• InChIKey: RVWGBWHPDXEKHY-FUKCDUGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2,6-dimethylphenyl)carbamoyl]-1-propylpiperidin-1-ium-1-olate
• IUPAC Traditional name: (2S)-2-[(2,6-dimethylphenyl)carbamoyl]-1-propylpiperidin-1-ium-1-olate
• Synonyms: (2S)-N-(2,6-Dimethylphenyl)-1-oxido-1-propyl-2-piperidinecarboxamide; Ropivacaine N-Oxide

Database IDs

• PubChem SID: 164233511
• PubChem CID: 71752107

CALCULATED PROPERTIES

• Acid pKa: 13.333116
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.946575
• LogD (pH = 7.4): 2.9465744
• Log P: 2.946575
• Molar Refractivity: 87.6372 cm^3
• Polarizability: 32.555305 Å^3
• Polar Surface Area: 55.98 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R675010

The N-oxide of the local anesthetic Ropivacaine (R675000).