Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C14H22N4O5 |
Molecular Weight | 326.3483 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)[C@H](N)C(=O)O[C@@H]1C[C@H](O[C@H]1CO)N2C=CC(N)=NC2=O
InChI
InChIKey=VFCYZPOEGWLYRM-QCZKYFFMSA-N
InChI=1S/C14H22N4O5/c1-7(2)12(16)13(20)23-8-5-11(22-9(8)6-19)18-4-3-10(15)17-14(18)21/h3-4,7-9,11-12,19H,5-6,16H2,1-2H3,(H2,15,17,21)/t8-,9+,11+,12+/m1/s1
Torcitabine is the beta-L-enantiomer of the natural nucleoside D-cytidine. The drug was under development as an antiviral agent for the treatment of chronic hepatitis B virus infection. Torcitabine has poor oral bioavailability, but its 3’,5’-derivative ester (val-L-dC) and the 3’-monovaline ester, valtorcitabine dihydrochloride, have excellent oral bioavailability and consequently the torcitabine prodrug, valtorcitabine, has replaced torcitabine in clinical development. Torcitabine is active against hepadnaviruses, specifically human hepatitis B virus (HBV), duck hepatitis virus (DHBV) and woodchuck hepatitis virus (WHV). Torcitabine triphosphate is a selective inhibitor of the polymerase enzyme of HBV.
Originator
Approval Year
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C29575
Created by
admin on Fri Dec 15 18:45:03 GMT 2023 , Edited by admin on Fri Dec 15 18:45:03 GMT 2023
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NCI_THESAURUS |
C281
Created by
admin on Fri Dec 15 18:45:03 GMT 2023 , Edited by admin on Fri Dec 15 18:45:03 GMT 2023
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Code System | Code | Type | Description | ||
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C95912
Created by
admin on Fri Dec 15 18:45:03 GMT 2023 , Edited by admin on Fri Dec 15 18:45:03 GMT 2023
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CHEMBL2106499
Created by
admin on Fri Dec 15 18:45:03 GMT 2023 , Edited by admin on Fri Dec 15 18:45:03 GMT 2023
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8345
Created by
admin on Fri Dec 15 18:45:03 GMT 2023 , Edited by admin on Fri Dec 15 18:45:03 GMT 2023
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300000037066
Created by
admin on Fri Dec 15 18:45:03 GMT 2023 , Edited by admin on Fri Dec 15 18:45:03 GMT 2023
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9927346
Created by
admin on Fri Dec 15 18:45:03 GMT 2023 , Edited by admin on Fri Dec 15 18:45:03 GMT 2023
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PRIMARY | |||
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380886-95-3
Created by
admin on Fri Dec 15 18:45:03 GMT 2023 , Edited by admin on Fri Dec 15 18:45:03 GMT 2023
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PRIMARY | |||
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D5YQG6AQXP
Created by
admin on Fri Dec 15 18:45:03 GMT 2023 , Edited by admin on Fri Dec 15 18:45:03 GMT 2023
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PRIMARY | |||
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DB06187
Created by
admin on Fri Dec 15 18:45:03 GMT 2023 , Edited by admin on Fri Dec 15 18:45:03 GMT 2023
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DTXSID60870342
Created by
admin on Fri Dec 15 18:45:03 GMT 2023 , Edited by admin on Fri Dec 15 18:45:03 GMT 2023
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PRIMARY |
ACTIVE MOIETY
SALT/SOLVATE (PARENT)
SUBSTANCE RECORD