Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C9H10FN3O3 |
Molecular Weight | 227.1924 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC(=O)N(C=C1F)[C@H]2O[C@@H](CO)C=C2
InChI
InChIKey=HSBKFSPNDWWPSL-VDTYLAMSSA-N
InChI=1S/C9H10FN3O3/c10-6-3-13(9(15)12-8(6)11)7-2-1-5(4-14)16-7/h1-3,5,7,14H,4H2,(H2,11,12,15)/t5-,7+/m1/s1
Elvucitabine (ACH-126443 or beta-L-Fd4C) is a reverse transcriptase inhibitor exerting antiviral properties. Elvucitabine, an L-cytosine nucleoside analog, is intracellularly phosphorylated to its active 5′-triphosphate metabolite, which has an intracellular half-life of at least 20 hours. Elvucitabine triphosphate inhibits the activity of HIV reverse transcriptase by competing with natural substrates and by causing DNA chain termination after incorporation into viral DNA. Elvucitabine has also demonstrated in vitro and in vivo activity against HBV. Achillion, under license from Vion is developing elvucitabine for the potential treatment of HIV and hepatitis B virus (HBV) infection.
Originator
Approval Year
PubMed
Title | Date | PubMed |
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Bis-S-acyl-2-thioethyl (SATE)-bearing monophosphate prodrug of beta-L-FD4C as potent anti-HBV agent. | 1998 Jan 6 |
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Anti-hepatitis B virus activity and metabolism of 2',3'-dideoxy-2',3'-didehydro-beta-L(-)-5-fluorocytidine. | 1998 Jul |
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Synthesis and biological evaluation of a series of 2'-fluorinated-2',3'-dideoxy-2',3'-didehydro-(L)-nucleosides. | 1998 Jul 7 |
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Antiviral beta-L-nucleosides specific for hepatitis B virus infection. | 2001 |
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Mechanism of antiviral activities of 3'-substituted L-nucleosides against 3TC-resistant HBV polymerase: a molecular modelling approach. | 2003 Nov |
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Emerging anti-HIV drugs. | 2005 May |
Patents
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C1557
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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NCI_THESAURUS |
C97452
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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Code System | Code | Type | Description | ||
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C73201
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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PRIMARY | |||
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DTXSID20171185
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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PRIMARY | |||
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DB06236
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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PRIMARY | |||
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100000163593
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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PRIMARY | |||
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ELVUCITABINE
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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PRIMARY | |||
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C099405
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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PRIMARY | |||
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469717
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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PRIMARY | |||
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M09BUF90C0
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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PRIMARY | |||
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SUB177918
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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PRIMARY | |||
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181785-84-2
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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PRIMARY | |||
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CHEMBL38700
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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PRIMARY | |||
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OO-44
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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PRIMARY | |||
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8364
Created by
admin on Sat Dec 16 16:18:08 GMT 2023 , Edited by admin on Sat Dec 16 16:18:08 GMT 2023
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PRIMARY |
ACTIVE MOIETY