1-(2-Deoxy-2-Fluoro-3-O-Phosphono-Beta-L-Ribofuranosyl)Pyrimidine-2,4(1h,3h)-Dione

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as pyrimidine 2′-deoxyribonucleosides. These are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.

Pyrimidine 2′-deoxyribonucleosides

Organic compounds

Nucleosides, nucleotides, and analogues

Pyrimidine nucleosides

Pyrimidine 2′-deoxyribonucleosides

Calculated Property

kind Value Source
logP -0.68 ALOGPS
logS -1.6 ALOGPS
Water Solubility 8.91e+00 g/l ALOGPS
logP -1.6 ChemAxon
IUPAC Name {[(2S,3R,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid ChemAxon
Traditional IUPAC Name [(2S,3R,4R,5R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid ChemAxon
Molecular Weight 326.1723 ChemAxon
Monoisotopic Weight 326.031530087 ChemAxon
SMILES OC[C@@H]1O[C@H]([C@H](F)[C@@H]1OP(O)(O)=O)N1C=CC(=O)NC1=O ChemAxon
Molecular Formula C9H12FN2O8P ChemAxon
InChI InChI=1S/C9H12FN2O8P/c10-6-7(20-21(16,17)18)4(3-13)19-8(6)12-2-1-5(14)11-9(12)15/h1-2,4,6-8,13H,3H2,(H,11,14,15)(H2,16,17,18)/t4-,6+,7+,8+/m0/s1 ChemAxon
InChIKey InChIKey=IFIXUMAFUNKIAA-MLQRGLMKSA-N ChemAxon
Polar Surface Area (PSA) 145.63 ChemAxon
Refractivity 61.75 ChemAxon
Polarizability 25.73 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 7 ChemAxon
H Bond Donor Count 4 ChemAxon
pKa (strongest acidic) 0.58 ChemAxon
pKa (strongest basic) -3 ChemAxon
Physiological Charge -2 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Ribonuclease pancreatic : in Human