disodium 2-[(2S)-2-benzyl-3-[(3R,4R)-3,4-dimethyl-4-[3-(sulfonatooxy)phenyl]piperidin-1-yl]propanamido]acetate

• ChemBase ID: 159751
• Molecular Formular: C25H30N2Na2O7S
• Molecular Mass: 548.55944
• Monoisotopic Mass: 548.15691087
• SMILES: [C@H]1([C@@](CCN(C1)C[C@@H](C(=O)NCC(=O)[O-])Cc1ccccc1)(c1cc(ccc1)OS(=O)(=O)[O-])C)C.[Na+].[Na+]
• Canonical SMILES: [O-]C(=O)CNC(=O)[C@@H](Cc1ccccc1)CN1CC[C@@]([C@H](C1)C)(C)c1cccc(c1)OS(=O)(=O)[O-].[Na+].[Na+]
• InChI: InChI=1S/C25H32N2O7S.2Na/c1-18-16-27(12-11-25(18,2)21-9-6-10-22(14-21)34-35(31,32)33)17-20(24(30)26-15-23(28)29)13-19-7-4-3-5-8-19;;/h3-10,14,18,20H,11-13,15-17H2,1-2H3,(H,26,30)(H,28,29)(H,31,32,33);;/q;2*+1/p-2/t18-,20-,25+;;/m0../s1
• InChIKey: FBNMQRPWBBISLY-DBFLIVQGSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 2-[(2S)-2-benzyl-3-[(3R,4R)-3,4-dimethyl-4-[3-(sulfonatooxy)phenyl]piperidin-1-yl]propanamido]acetate
• IUPAC Traditional name: disodium 2-[(2S)-2-benzyl-3-[(3R,4R)-3,4-dimethyl-4-[3-(sulfonatooxy)phenyl]piperidin-1-yl]propanamido]acetate
• Synonyms: Alvimopan Sulfate Disodium Salt

Database IDs

• PubChem SID: 162253886
• PubChem CID: 71313123

CALCULATED PROPERTIES

• Acid pKa: -1.4257479
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -0.19056842
• LogD (pH = 7.4): -1.7576902
• Log P: 1.5983139
• Molar Refractivity: 140.2665 cm^3
• Polarizability: 51.42041 Å^3
• Polar Surface Area: 138.9 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A575795

A metabolite of Alvimopan (A575800).