2,5-dioxopyrrolidin-1-yl 1-[(2S,3S)-1-methyl-2-(pyridin-3-yl)pyrrolidin-3-yl]methyl butanedioate

• ChemBase ID: 170883
• Molecular Formular: C19H23N3O6
• Molecular Mass: 389.40242
• Monoisotopic Mass: 389.15868547
• SMILES: [C@H]1([C@H](N(CC1)C)c1cccnc1)COC(=O)CCC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(CCC(=O)ON1C(=O)CCC1=O)OC[C@H]1CCN([C@@H]1c1cccnc1)C
• InChI: InChI=1S/C19H23N3O6/c1-21-10-8-14(19(21)13-3-2-9-20-11-13)12-27-17(25)6-7-18(26)28-22-15(23)4-5-16(22)24/h2-3,9,11,14,19H,4-8,10,12H2,1H3/t14-,19-/m1/s1
• InChIKey: UQWDZTYMDUMBQQ-AUUYWEPGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 1-[(2S,3S)-1-methyl-2-(pyridin-3-yl)pyrrolidin-3-yl]methyl butanedioate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 1-[(2S,3S)-1-methyl-2-(pyridin-3-yl)pyrrolidin-3-yl]methyl butanedioate
• Synonyms: rac-trans 3'-Hydroxymethylnicotine Hemisuccinate N-Hydroxysuccinimide Ester

Database IDs

• CAS Number: 1207282-60-7
• PubChem SID: 164226793
• PubChem CID: 44633275

CALCULATED PROPERTIES

• Acid pKa: 17.709038
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -3.2250493
• LogD (pH = 7.4): -1.506512
• Log P: -0.23204082
• Molar Refractivity: 96.5551 cm^3
• Polarizability: 38.20536 Å^3
• Polar Surface Area: 106.11 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Oil

Safety Information

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

DETAILS

Toronto Research Chemicals - H948195

A compound for making immunogens for the production of antibodies to nicotine.