{[(2R)-2-dodecanamidohexyl]oxy}(2-hydroxyethoxy)phosphinic acid

• ChemBase ID: 5298
• Molecular Formular: C20H42NO6P
• Molecular Mass: 423.524341
• Monoisotopic Mass: 423.2749747
• SMILES: C(=O)(CCCCCCCCCCC)N[C@@H](CO[P@@](=O)(O)OCCO)CCCC
• Canonical SMILES: CCCC[C@@H](NC(=O)CCCCCCCCCCC)CO[P@](=O)(OCCO)O
• InChI: InChI=1S/C20H42NO6P/c1-3-5-7-8-9-10-11-12-13-15-20(23)21-19(14-6-4-2)18-27-28(24,25)26-17-16-22/h19,22H,3-18H2,1-2H3,(H,21,23)(H,24,25)/t19-/m1/s1
• InChIKey: SLLQAGCLXXPCKZ-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R)-2-dodecanamidohexyl]oxy}(2-hydroxyethoxy)phosphinic acid
• IUPAC Traditional name: [(2R)-2-dodecanamidohexyl]oxy(2-hydroxyethoxy)phosphinic acid
• Synonyms: PHOSPHONIC ACID 2-DODECANOYLAMINO-HEXYL ESTER PROPYL ESTER

Database IDs

• PubChem SID: 160968727; 99444128
• PubChem CID: 131505

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9124706
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.2464397
• LogD (pH = 7.4): 2.2213972
• Log P: 4.490545
• Molar Refractivity: 111.4831 cm^3
• Polarizability: 44.55337 Å^3
• Polar Surface Area: 105.09 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.08
• LOG S: -5.26
• Solubility (Water): 2.30e-03 g/l

DETAILS

DrugBank - DB07657

Drug information: experimental