{1-[ethoxy(hydroxy)phosphoryl]-1-hydroxy-2-(pyridin-3-yl)ethyl}phosphonic acid

• ChemBase ID: 177478
• Molecular Formular: C9H15NO7P2
• Molecular Mass: 311.165422
• Monoisotopic Mass: 311.03237509
• SMILES: c1ccc(cn1)CC(P(=O)(O)OCC)(P(=O)(O)O)O
• Canonical SMILES: CCOP(=O)(C(P(=O)(O)O)(Cc1cccnc1)O)O
• InChI: InChI=1S/C9H15NO7P2/c1-2-17-19(15,16)9(11,18(12,13)14)6-8-4-3-5-10-7-8/h3-5,7,11H,2,6H2,1H3,(H,15,16)(H2,12,13,14)
• InChIKey: NAZAWNBBFXHEFK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {1-[ethoxy(hydroxy)phosphoryl]-1-hydroxy-2-(pyridin-3-yl)ethyl}phosphonic acid
• IUPAC Traditional name: 1-[ethoxy(hydroxy)phosphoryl]-1-hydroxy-2-(pyridin-3-yl)ethylphosphonic acid
• Synonyms: [1-Hydroxy-2-(3-pyridinyl)ethylidene]bisphosphonic Acid Monoethyl Ester; Risedronic Acid Monoethyl Ester

Database IDs

• PubChem SID: 164233388
• PubChem CID: 71752043

CALCULATED PROPERTIES

• Acid pKa: 0.7364639
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -5.454512
• LogD (pH = 7.4): -5.665038
• Log P: -2.3785248
• Molar Refractivity: 66.3556 cm^3
• Polarizability: 26.39161 Å^3
• Polar Surface Area: 137.18 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R521515

Risedronic acid ester. A pyridinyl biphosphonate bone resorption inhibitor.