[(2S)-2-acetamido-3-(octadecyloxy)propoxy][2-(methylsulfanyl)ethoxy]phosphinic acid

• ChemBase ID: 3734
• Molecular Formular: C26H54NO6PS
• Molecular Mass: 539.748821
• Monoisotopic Mass: 539.34094608
• SMILES: CCCCCCCCCCCCCCCCCCOC[C@@H](CO[P@@](=O)(O)OCCSC)NC(=O)C
• Canonical SMILES: CCCCCCCCCCCCCCCCCCOC[C@H](NC(=O)C)CO[P@](=O)(OCCSC)O
• InChI: InChI=1S/C26H54NO6PS/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-31-23-26(27-25(2)28)24-33-34(29,30)32-21-22-35-3/h26H,4-24H2,1-3H3,(H,27,28)(H,29,30)/t26-/m0/s1
• InChIKey: ZULTVWFLRZJENJ-SANMLTNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S)-2-acetamido-3-(octadecyloxy)propoxy][2-(methylsulfanyl)ethoxy]phosphinic acid
• IUPAC Traditional name: (2S)-2-acetamido-3-(octadecyloxy)propoxy(2-(methylsulfanyl)ethoxy)phosphinic acid
• Synonyms: 1-Octadecyl-2-Acetamido-2-Deoxy-Sn-Glycerol-3-Phosphoethylmethyl Sulfide

Database IDs

• PubChem SID: 160967172; 46506883
• PubChem CID: 46936891

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9184339
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.760421
• LogD (pH = 7.4): 4.7346416
• Log P: 7.1107016
• Molar Refractivity: 147.1373 cm^3
• Polarizability: 58.70075 Å^3
• Polar Surface Area: 94.09 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 6.11
• LOG S: -6.19
• Solubility (Water): 3.49e-04 g/l

DETAILS

DrugBank - DB04112

Drug information: experimental