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306305-14-6 | Guanosine, 2'-deoxy-4'-C-ethynyl-
CAS No: 306305-14-6 Catalog No: AG0030Q1 MDL No:
Product Description
Catalog Number:
AG0030Q1
Chemical Name:
Guanosine, 2'-deoxy-4'-C-ethynyl-
CAS Number:
306305-14-6
Molecular Formula:
C12H13N5O4
Molecular Weight:
291.2627
IUPAC Name:
2-amino-9-[(2R,4S,5R)-5-ethynyl-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
InChI:
InChI=1S/C12H13N5O4/c1-2-12(4-18)6(19)3-7(21-12)17-5-14-8-9(17)15-11(13)16-10(8)20/h1,5-7,18-19H,3-4H2,(H3,13,15,16,20)/t6-,7+,12+/m0/s1
InChI Key:
MPCMLKLBMSFTTJ-QRPMWFLTSA-N
SMILES:
OC[C@@]1(C#C)O[C@H](C[C@@H]1O)n1cnc2c1nc(N)[nH]c2=O
Properties
Complexity:
543
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
3
Defined Bond Stereocenter Count:
0
Exact Mass:
291.097g/mol
Formal Charge:
0
Heavy Atom Count:
21
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
4
Isotope Atom Count:
0
Molecular Weight:
291.267g/mol
Monoisotopic Mass:
291.097g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
135A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.9
Literature
| Title | Journal |
|---|---|
| 2'-deoxy-4'-C-ethynyl-2-fluoroadenosine, a nucleoside reverse transcriptase inhibitor, is highly potent against all human immunodeficiency viruses type 1 and has low toxicity. | Chemical record (New York, N.Y.) 20060101 |
| Attempt to reduce cytotoxicity by synthesizing the L-enantiomer of 4'-C-ethynyl-2'-deoxypurine nucleosides as antiviral agents against HIV and HBV. | Antiviral chemistry & chemotherapy 20040501 |
| Design, efficient synthesis, and anti-HIV activity of 4'-C-cyano- and 4'-C-ethynyl-2'-deoxy purine nucleosides. | Nucleosides, nucleotides & nucleic acids 20040101 |
| Synthesis of 4'-C-ethynyl and 4'-C-cyano purine nucleosides from natural nucleosides and their anti-HIV activity. | Nucleosides, nucleotides & nucleic acids 20030101 |
| 4'-Ethynyl nucleoside analogs: potent inhibitors of multidrug-resistant human immunodeficiency virus variants in vitro. | Antimicrobial agents and chemotherapy 20010501 |
| Syntheses of 4'-C-ethynyl-beta-D-arabino- and 4'-C-ethynyl-2'-deoxy-beta-D-ribo-pentofuranosylpyrimidines and -purines and evaluation of their anti-HIV activity. | Journal of medicinal chemistry 20001116 |
| Synthesis of 4'-ethynyl-purine nucleosides possessing anti-HIV activity. | Nucleic acids symposium series 20000101 |
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