(R)-(2-(trimethylazaniumyl)ethyl [(3R)-3,4-bis(hexanoyloxy)butyl]phosphonate)

• ChemBase ID: 3470
• Molecular Formular: C21H42NO7P
• Molecular Mass: 451.534441
• Monoisotopic Mass: 451.26988932
• SMILES: CCCCCC(=O)OC[C@@H](CCP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCC
• Canonical SMILES: CCCCCC(=O)O[C@H](CCP(=O)(OCC[N+](C)(C)C)[O-])COC(=O)CCCCC
• InChI: InChI=1S/C21H42NO7P/c1-6-8-10-12-20(23)27-18-19(29-21(24)13-11-9-7-2)14-17-30(25,26)28-16-15-22(3,4)5/h19H,6-18H2,1-5H3/t19-/m1/s1
• InChIKey: BRTDPJPTKQNAET-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (R)-(2-(trimethylazaniumyl)ethyl [(3R)-3,4-bis(hexanoyloxy)butyl]phosphonate)
• IUPAC Traditional name: (R)-(2-(trimethylaminio)ethyl (3R)-3,4-bis(hexanoyloxy)butylphosphonate)
• Synonyms: (3s)-3,4-Di-N-Hexanoyloxybutyl-1-Phosphocholine

Database IDs

• PubChem SID: 46505578; 160966909
• PubChem CID: 46936799

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2724901
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.5655787
• LogD (pH = 7.4): 0.5656039
• Log P: -1.5285739
• Molar Refractivity: 126.8781 cm^3
• Polarizability: 46.78106 Å^3
• Polar Surface Area: 101.96 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.01
• LOG S: -5.64
• Solubility (Water): 1.16e-03 g/l

DETAILS

DrugBank - DB03827

Drug information: experimental