{[(2S)-1-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-3-(octyloxy)propan-2-yl]oxy}(heptyl)phosphinic acid

• ChemBase ID: 3230
• Molecular Formular: C20H45NO8P2
• Molecular Mass: 489.520722
• Monoisotopic Mass: 489.26204067
• SMILES: CCCCCCCCOC[C@@H](CO[P@@](=O)(O)OCCN)O[P@](=O)(O)CCCCCCC
• Canonical SMILES: CCCCCCCCOC[C@H](O[P@@](=O)(CCCCCCC)O)CO[P@](=O)(OCCN)O
• InChI: InChI=1S/C20H45NO8P2/c1-3-5-7-9-10-12-15-26-18-20(19-28-31(24,25)27-16-14-21)29-30(22,23)17-13-11-8-6-4-2/h20H,3-19,21H2,1-2H3,(H,22,23)(H,24,25)/t20-/m0/s1
• InChIKey: RCCNUBYROFOKAU-FQEVSTJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S)-1-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-3-(octyloxy)propan-2-yl]oxy}(heptyl)phosphinic acid
• IUPAC Traditional name: [(2S)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-(octyloxy)propan-2-yl]oxy(heptyl)phosphinic acid
• Synonyms: 1-O-Octyl-2-Heptylphosphonyl-Sn-Glycero-3-Phosphoethanolamine

Database IDs

• PubChem SID: 46504601; 160966673
• PubChem CID: 46936718

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.75328225
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.2798836
• LogD (pH = 7.4): 0.2575665
• Log P: 2.3381188
• Molar Refractivity: 122.0493 cm^3
• Polarizability: 49.436565 Å^3
• Polar Surface Area: 137.54 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.7
• LOG S: -2.78
• Solubility (Water): 8.06e-01 g/l

DETAILS

DrugBank - DB03565

Drug information: experimental