Zalcitabine
Zalcitabine (ddC, 2',3'-dideoxycytidine) is a nucleoside reverse transcriptase inhibitor (NRTI) that, after phosphorylation to its active triphosphate form, competitively inhibits HIV-1 reverse transcriptase and terminates nascent viral DNA chain elongation. It was one of the early antiretroviral agents approved for HIV/AIDS treatment. It is no longer clinically used due to its significant toxicity profile, including peripheral neuropathy and pancreatitis, and has been superseded by better-tolerated NRTIs.
Peso Molecular
211,2200 g/mol
LogP
-1,30
TPSA
88,20 Ų
Regra dos 5 de Lipinski
Aprovado
Áreas Terapêuticas
Mecanismo de Ação
Inhibits viral reverse transcriptase, blocking the conversion of viral RNA to DNA and preventing viral replication in infected host cells.
Pharmacokinetics (PK)
Pharmacodynamics (PD)
Inhibits viral reverse transcriptase, blocking the conversion of viral RNA to DNA and preventing viral replication in infected host cells.
Estrutura 2D
Cite this structure
Embed this structure
SMILES
Nc1ccn([C@H]2CC[C@@H](CO)O2)c(=O)n1
InChI
InChI=1S/C9H13N3O3/c10-7-3-4-12(9(14)11-7)8-2-1-6(5-13)15-8/h3-4,6,8,13H,1-2,5H2,(H2,10,11,14)/t6-,8+/m0/s1
Molecular Formula
C9H13N3O3
HBD / HBA
2 / 3
Ligações Rotacionáveis
2
Átomos Pesados
15
No targets recorded
Target interaction data is not yet available for this drug.
No interactions recorded
Drug interaction data is not yet available for this compound.
No side effects recorded
Side effect data is not yet available for this drug.
Perguntas frequentes
Zalcitabine (ddC, 2',3'-dideoxycytidine) is a nucleoside reverse transcriptase inhibitor (NRTI) that, after phosphorylation to its active triphosphate form, competitively inhibits HIV-1 reverse transcriptase and terminates nascent viral DNA chain elongation. It was one of the early antiretroviral agents approved for HIV/AIDS treatment. It is no longer clinically used due to its significant toxicity profile, including peripheral neuropathy and pancreatitis, and has been superseded by better-tolerated NRTIs.
Inhibits viral reverse transcriptase, blocking the conversion of viral RNA to DNA and preventing viral replication in infected host cells.
Yes, Zalcitabine is an approved drug. It has reached clinical phase 4. It is classified as a Small molecule.
References & Data Sources
- ChEMBL — European Bioinformatics Institute (EBI). CHEMBL853. Open-access bioactivity database.
- PubChem — National Center for Biotechnology Information (NCBI). CID 24066. Chemical information database.
Data aggregated from publicly available pharmacological databases. Last updated 2026-03-28.
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