Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C27H35N3O6 |
Molecular Weight | 497.5833 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCC1=CC=C(C=C1)C2=CC3=CN([C@H]4C[C@H](O)[C@@H](COC(=O)[C@@H](N)C(C)C)O4)C(=O)N=C3O2
InChI
InChIKey=FJRRWJMFUNGZBJ-RBVMOCNTSA-N
InChI=1S/C27H35N3O6/c1-4-5-6-7-17-8-10-18(11-9-17)21-12-19-14-30(27(33)29-25(19)36-21)23-13-20(31)22(35-23)15-34-26(32)24(28)16(2)3/h8-12,14,16,20,22-24,31H,4-7,13,15,28H2,1-3H3/t20-,22+,23+,24-/m0/s1
Molecular Formula | C27H35N3O6 |
Molecular Weight | 497.5833 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Valnivudine, also known as FV-100, a prodrug that has been indicated as a potential antiviral for the treatment of shingles (herpes zoster) that could both reduce the pain burden of the acute episode and reduce the incidence of post‐herpetic neuralgia compared to available treatments. Phase I clinical trial with FV100 showed safety and tolerability in healthy volunteers. Valnivudine also participated in phase III, where its efficacy was compared with valacyclovir; however, the study was terminated.
Originator
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Highly potent and selective inhibition of varicella-zoster virus by bicyclic furopyrimidine nucleosides bearing an aryl side chain. | 2000 Dec 28 |
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Novel aryl substituted bicyclic furo nucleosides as extremely potent and selective anti-VZV agents. | 2001 Apr-Jul |
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Chemotherapy of varicella-zoster virus by a novel class of highly specific anti-VZV bicyclic pyrimidine nucleosides. | 2002 Jul 18 |
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Lack of susceptibility of bicyclic nucleoside analogs, highly potent inhibitors of varicella-zoster virus, to the catabolic action of thymidine phosphorylase and dihydropyrimidine dehydrogenase. | 2002 May |
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Synthesis and antiviral evaluation of some 3'-fluoro bicyclic nucleoside analogues. | 2004 |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 05:41:35 GMT 2023
by
admin
on
Sat Dec 16 05:41:35 GMT 2023
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Record UNII |
0NJ5F6D4U7
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Record Status |
Validated (UNII)
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Record Version |
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Official Name | English | ||
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Common Name | English | ||
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Code | English | ||
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Common Name | English | ||
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Common Name | English | ||
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Common Name | English |
Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C1557
Created by
admin on Sat Dec 16 05:41:35 GMT 2023 , Edited by admin on Sat Dec 16 05:41:35 GMT 2023
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NCI_THESAURUS |
C281
Created by
admin on Sat Dec 16 05:41:35 GMT 2023 , Edited by admin on Sat Dec 16 05:41:35 GMT 2023
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Code System | Code | Type | Description | ||
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DTXSID30241909
Created by
admin on Sat Dec 16 05:41:35 GMT 2023 , Edited by admin on Sat Dec 16 05:41:35 GMT 2023
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PRIMARY | |||
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C152817
Created by
admin on Sat Dec 16 05:41:35 GMT 2023 , Edited by admin on Sat Dec 16 05:41:35 GMT 2023
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PRIMARY | |||
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FV-100
Created by
admin on Sat Dec 16 05:41:35 GMT 2023 , Edited by admin on Sat Dec 16 05:41:35 GMT 2023
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PRIMARY | |||
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10397
Created by
admin on Sat Dec 16 05:41:35 GMT 2023 , Edited by admin on Sat Dec 16 05:41:35 GMT 2023
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PRIMARY | |||
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100000174659
Created by
admin on Sat Dec 16 05:41:35 GMT 2023 , Edited by admin on Sat Dec 16 05:41:35 GMT 2023
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PRIMARY | |||
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16063377
Created by
admin on Sat Dec 16 05:41:35 GMT 2023 , Edited by admin on Sat Dec 16 05:41:35 GMT 2023
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PRIMARY | |||
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956483-02-6
Created by
admin on Sat Dec 16 05:41:35 GMT 2023 , Edited by admin on Sat Dec 16 05:41:35 GMT 2023
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PRIMARY | |||
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0NJ5F6D4U7
Created by
admin on Sat Dec 16 05:41:35 GMT 2023 , Edited by admin on Sat Dec 16 05:41:35 GMT 2023
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PRIMARY |
Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
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Related Record | Type | Details | ||
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METABOLITE ACTIVE -> PRODRUG |
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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