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139442-01-6 | Uridine, 4'-C-azido-
CAS No: 139442-01-6 Catalog No: AG001B1D MDL No:
Product Description
Catalog Number:
AG001B1D
Chemical Name:
Uridine, 4'-C-azido-
CAS Number:
139442-01-6
Molecular Formula:
C9H11N5O6
Molecular Weight:
285.2135
IUPAC Name:
1-[(2R,3R,4S,5R)-5-azido-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
InChI:
InChI=1S/C9H11N5O6/c10-13-12-9(3-15)6(18)5(17)7(20-9)14-2-1-4(16)11-8(14)19/h1-2,5-7,15,17-18H,3H2,(H,11,16,19)/t5-,6+,7-,9-/m1/s1
InChI Key:
FHPJZSIIXUQGQE-JVZYCSMKSA-N
SMILES:
[N-]=[N+]=N[C@]1(CO)O[C@H]([C@@H]([C@@H]1O)O)n1ccc(=O)[nH]c1=O
Properties
Complexity:
517
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
4
Defined Bond Stereocenter Count:
0
Exact Mass:
285.071g/mol
Formal Charge:
0
Heavy Atom Count:
20
Hydrogen Bond Acceptor Count:
8
Hydrogen Bond Donor Count:
4
Isotope Atom Count:
0
Molecular Weight:
285.216g/mol
Monoisotopic Mass:
285.071g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
134A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
1
XLogP3:
-1.5
Literature
| Title | Journal |
|---|---|
| Design, synthesis, and antiviral properties of 4'-substituted ribonucleosides as inhibitors of hepatitis C virus replication: the discovery of R1479. | Bioorganic & medicinal chemistry letters 20070501 |
| Application of the phosphoramidate ProTide approach to 4'-azidouridine confers sub-micromolar potency versus hepatitis C virus on an inactive nucleoside. | Journal of medicinal chemistry 20070419 |
| Synthesis and anti-HIV activity of 4'-azido- and 4'-methoxynucleosides. | Journal of medicinal chemistry 19920417 |
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