(2R)-1-{[(R)-((2S)-2,3-dihydroxypropyl phosphonato)]oxy}-3-(pentanoyloxy)propan-2-yl octanoate

• ChemBase ID: 5000
• Molecular Formular: C19H36O10P-
• Molecular Mass: 455.456901
• Monoisotopic Mass: 455.20460898
• SMILES: OC[C@H](O)COP(=O)([O-])OC[C@@H](COC(=O)CCCC)OC(=O)CCCCCCC
• Canonical SMILES: CCCCC(=O)OC[C@@H](OC(=O)CCCCCCC)COP(=O)(OC[C@H](CO)O)[O-]
• InChI: InChI=1S/C19H37O10P/c1-3-5-7-8-9-11-19(23)29-17(14-26-18(22)10-6-4-2)15-28-30(24,25)27-13-16(21)12-20/h16-17,20-21H,3-15H2,1-2H3,(H,24,25)/p-1/t16-,17+/m0/s1
• InChIKey: UQSXQYRZHMGKIE-DLBZAZTESA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-{[(R)-((2S)-2,3-dihydroxypropyl phosphonato)]oxy}-3-(pentanoyloxy)propan-2-yl octanoate
• IUPAC Traditional name: (2R)-1-{[(R)-((2S)-2,3-dihydroxypropyl phosphonato)]oxy}-3-(pentanoyloxy)propan-2-yl octanoate
• Synonyms: (1S)-2-{[{[(2S)-2,3-DIHYDROXYPROPYL]OXY}(HYDROXY)PHOSPHORYL]OXY}-1-[(PENTANOYLOXY)METHYL]ETHYL OCTANOATE

Database IDs

• PubChem SID: 99443820; 160968432
• PubChem CID: 5287637

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8907738
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.13843308
• LogD (pH = 7.4): 0.11416624
• Log P: 2.4902468
• Molar Refractivity: 106.7682 cm^3
• Polarizability: 43.73361 Å^3
• Polar Surface Area: 151.65 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.87
• LOG S: -2.47
• Solubility (Water): 1.59e+00 g/l

DETAILS

DrugBank - DB07349

Drug information: experimental