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Islatravir
- EFdA - MK-8591
- Optical Purity: Optically pure
- Soluble in water and DMSO
- MF: C12H12FN5O3
- MW: 293.25
Description
The nucleoside reverse transcriptase inhibitor (NRTI) Islatravir is a potent and long-acting anti-human immunodeficiency virus type 1 (HIV-1) agent. Islatravir exhibits potent activity against wild-type and multidrug-resistant HIV-1 strains.
More Information
| Parent CAS No. | 865363-93-5 |
|---|---|
| Chemical Name | (2R,3S,5R)-5-(6-Amino-2-fluoro-9H-purin-9-yl)-2-ethynyl-2-(hydroxymethyl)tetrahydrofuran-3-ol |
| SMILES | C12N=CN([C@]3([H])O[C@@](CO)(C#C)[C@@H](O)C3)C=1N=C(F)N=C2N |&1:4,7,12,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C12H12FN5O3/c1-2-12(4-19)6(20)3-7(21-12)18-5-15-8-9(14)16-11(13)17-10(8)18/h1,5-7,19-20H,3-4H2,(H2,14,16,17)/t6-,7+,12+/m0/s1 |
| InChiKey | IKKXOSBHLYMWAE-QRPMWFLTSA-N |
| CID | 6483431 |
| Short Description | NRT inhibitor |
References
- H Nakata et al. Activity against human immunodeficiency virus type 1, intracellular metabolism, and effects on human DNA polymerases of 4'-ethynyl-2-fluoro-2'-deoxyadenosine. Antimicrob Agents Chemother. 2007 Aug;51(8):2701-8.
- KA Kirby et al. The sugar ring conformation of 4'-ethynyl-2-fluoro-2'-deoxyadenosine and its recognition by the polymerase active site of HIV reverse transcriptase. Cell Mol Biol (Noisy-le-grand). 2011 Feb 12;57(1):40-6.
- Y Takamatsu et al. The High Genetic Barrier of EFdA/MK-8591 Stems from Strong Interactions with the Active Site of Drug-Resistant HIV-1 Reverse Transcriptase. Cell Chem Biol. 2018;25(10):1268‐1278.e3.
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