[(2S)-2,3-bis[(9E)-octadec-9-enoyloxy]propoxy][2-(trimethylazaniumyl)ethoxy]phosphinic acid

• ChemBase ID: 3344
• Molecular Formular: C44H85NO8P+
• Molecular Mass: 787.121361
• Monoisotopic Mass: 786.60128032
• SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@@H](CO[P@](=O)(O)OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C/CCCCCCCC
• Canonical SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@H](OC(=O)CCCCCCC/C=C/CCCCCCCC)CO[P@@](=O)(OCC[N+](C)(C)C)O
• InChI: InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,42H,6-19,24-41H2,1-5H3/p+1/b22-20+,23-21+/t42-/m0/s1
• InChIKey: SNKAWJBJQDLSFF-OOMOHMHFSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S)-2,3-bis[(9E)-octadec-9-enoyloxy]propoxy][2-(trimethylazaniumyl)ethoxy]phosphinic acid
• IUPAC Traditional name: (2S)-2,3-bis[(9E)-octadec-9-enoyloxy]propoxy(2-(trimethylaminio)ethoxy)phosphinic acid
• Synonyms: (Z,Z)-4-Hydroxy-N,N,N-Trimethyl-10-Oxo-7-[(1-Oxo-9-Octadecenyl)Oxy]-3,5,9-Trioxa-4-Phosphaheptacos-18-En-1-Aminium-4-Oxide

Database IDs

• PubChem SID: 46507337; 160966785
• PubChem CID: 6540623

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8550572
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 11.191731
• LogD (pH = 7.4): 11.191828
• Log P: 9.168228
• Molar Refractivity: 237.624 cm^3
• Polarizability: 89.37557 Å^3
• Polar Surface Area: 108.36 Å^2
• Rotatable Bonds: 42
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.67
• LOG S: -7.42
• Solubility (Water): 3.14e-05 g/l

DETAILS

DrugBank - DB03690

Drug information: experimental