Denufosol tetrasodiumProduct ingredient for Denufosol
- Name
- Denufosol tetrasodium
- Drug Entry
- Denufosol
Denufosol was an inhaled drug used for the treatment of cystic fibrosis (CF), showing various improvements in lung function during a phase III clinical trial. A new drug application (NDA) was filed with the FDA in 2011, however, the second phase III clinical trial showed a lack of improvement in lung function for cystic fibrosis patients taking denufosol. The drug was also evaluated in the treatment of retinal detachment and other diseases of the retina. Denufosol has not gained FDA approval, and clinical trials with this drug have ceased since 2011.
- Accession Number
- DBSALT000847
- Structure
- Synonyms
- P1-(Uridine 5'-)-P4-(2'-Deoxycytidine 5'-) Tetraphosphate, Tetrasodium Salt
- External IDs
- INS37217
- UNII
- 82M942WZ4A
- CAS Number
- 318250-11-2
- Weight
- Average: 861.25
Monoisotopic: 860.94267789 - Chemical Formula
- C18H23N5Na4O21P4
- InChI Key
- PASYJVRFGUDDEW-WMUGRWSXSA-J
- InChI
- InChI=1S/C18H27N5O21P4.4Na/c19-11-1-3-22(17(28)20-11)13-5-8(24)9(40-13)6-38-45(30,31)42-47(34,35)44-48(36,37)43-46(32,33)39-7-10-14(26)15(27)16(41-10)23-4-2-12(25)21-18(23)29;;;;/h1-4,8-10,13-16,24,26-27H,5-7H2,(H,30,31)(H,32,33)(H,34,35)(H,36,37)(H2,19,20,28)(H,21,25,29);;;;/q;4*+1/p-4/t8-,9+,10+,13+,14+,15+,16+;;;;/m0..../s1
- IUPAC Name
- tetrasodium [(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl [({[({[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphinato]oxy}phosphinato)oxy]phosphonate
- SMILES
- [Na+].[Na+].[Na+].[Na+].NC1=NC(=O)N(C=C1)[C@H]1C[C@H](O)[C@@H](COP([O-])(=O)OP([O-])(=O)OP([O-])(=O)OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)O1
- External Links
- PubChem Compound
- 10219163
- ChemSpider
- 8394655
- ChEMBL
- CHEMBL1767407
- Wikipedia
- Denufosol
- Predicted Properties
Property Value Source Water Solubility 38.8 mg/mL ALOGPS logP 0.86 ALOGPS logP -5.4 Chemaxon logS -1.4 ALOGPS pKa (Strongest Acidic) 0.76 Chemaxon pKa (Strongest Basic) 0.13 Chemaxon Physiological Charge -4 Chemaxon Hydrogen Acceptor Count 18 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 393.92 Å2 Chemaxon Rotatable Bond Count 14 Chemaxon Refractivity 140.83 m3·mol-1 Chemaxon Polarizability 58.23 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon