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115249-86-0 | Uridine, 5-bromo-2',3'-dideoxy-3'-fluoro-
CAS No: 115249-86-0 Catalog No: AG000GIB MDL No:
Product Description
Catalog Number:
AG000GIB
Chemical Name:
Uridine, 5-bromo-2',3'-dideoxy-3'-fluoro-
CAS Number:
115249-86-0
Molecular Formula:
C9H10BrFN2O4
Molecular Weight:
309.0891
IUPAC Name:
5-bromo-1-[(2R,4S,5R)-4-fluoro-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
InChI:
InChI=1S/C9H10BrFN2O4/c10-4-2-13(9(16)12-8(4)15)7-1-5(11)6(3-14)17-7/h2,5-7,14H,1,3H2,(H,12,15,16)/t5-,6+,7+/m0/s1
InChI Key:
BWBBMKFAGMRESB-RRKCRQDMSA-N
SMILES:
OC[C@H]1O[C@H](C[C@@H]1F)n1cc(Br)c(=O)[nH]c1=O
Properties
Complexity:
389
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
3
Defined Bond Stereocenter Count:
0
Exact Mass:
307.981g/mol
Formal Charge:
0
Heavy Atom Count:
17
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
309.091g/mol
Monoisotopic Mass:
307.981g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
78.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.2
Literature
| Title | Journal |
|---|---|
| Synthesis and in vitro anti-mycobacterial activity of 5-substituted pyrimidine nucleosides. | Bioorganic & medicinal chemistry 20051215 |
| Inhibition of HIV-replication by 3'-fluoro-modified nucleosides with low cytotoxicity. | Biochemical and biophysical research communications 19891130 |
| 3'-Fluoro-2',3'-dideoxy-5-chlorouridine: most selective anti-HIV-1 agent among a series of new 2'- and 3'-fluorinated 2',3'-dideoxynucleoside analogues. | Journal of medicinal chemistry 19890801 |
| 5-Halogeno-3'-fluoro-2',3'-dideoxyuridines as inhibitors of human immunodeficiency virus (HIV): potent and selective anti-HIV activity of 3'-fluoro-2',3'-dideoxy-5-chlorouridine. | Molecular pharmacology 19890501 |
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