Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C8H14N4O4 |
| Molecular Weight | 230.2212 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC(=O)N(CN1)[C@H]2C[C@H](O)[C@@H](CO)O2
InChI
InChIKey=LAOLDMMWVYDDID-KVQBGUIXSA-N
InChI=1S/C8H14N4O4/c9-7-10-3-12(8(15)11-7)6-1-4(14)5(2-13)16-6/h4-6,13-14H,1-3H2,(H3,9,10,11,15)/t4-,5+,6+/m0/s1
| Molecular Formula | C8H14N4O4 |
| Molecular Weight | 230.2212 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
| Substance Class |
Chemical
Created
by
admin
on
Edited
Tue Apr 01 16:31:33 GMT 2025
by
admin
on
Tue Apr 01 16:31:33 GMT 2025
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| Record UNII |
ZV3RS7MHH7
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| Record Status |
Validated (UNII)
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| Record Version |
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114522-16-6
Created by
admin on Tue Apr 01 16:31:33 GMT 2025 , Edited by admin on Tue Apr 01 16:31:33 GMT 2025
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9859433
Created by
admin on Tue Apr 01 16:31:33 GMT 2025 , Edited by admin on Tue Apr 01 16:31:33 GMT 2025
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ZV3RS7MHH7
Created by
admin on Tue Apr 01 16:31:33 GMT 2025 , Edited by admin on Tue Apr 01 16:31:33 GMT 2025
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PRIMARY |
| Related Record | Type | Details | ||
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ACTIVE MOIETY |
This nucleoside (KP-1212) is not a chain terminator but exerts its antiviral effects via mutagenesis of the viral genome. Serial passaging of HIV in the presence of KP-1212 causes an increase in the mutation rate of the virus leading to viral ablation. HIV strains resistant to KP-1212 have not yet been isolated. Quite to the contrary, virus treated with KP-1212 exhibited an increased sensitivity not only to KP-1212 but also to another nucleoside reverse transcriptase inhibitor (NRTI), zidovudine.
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ACTIVE MOIETY |
Specifically, KP1212 is a mutagenic deoxycytidine analog that elevates the G to A mutations in viral genome shown by clinical studies. It was hypothesized that the mutation originates from the tautomerization of KP1212 from the canonical amino-keto form to the imino-keto form, which results in favorable base pairing to A.
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