zidovudine

Ligand id: 4825

Name: zidovudine

Abbreviated name: AZT

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 91.23
Molecular weight 267.1
XLogP -0.6
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1987))
IUPAC Name
1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
International Nonproprietary Names
INN number INN
6118 zidovudine
Synonyms
3'-azido-3'-deoxythymidine | Retrovir®
Database Links
CAS Registry No. 30516-87-1 (source: Scifinder)
ChEBI CHEBI:10110
ChEMBL Ligand CHEMBL129
DrugBank Ligand DB00495
GtoPdb PubChem SID 178101527
PubChem CID 35370
RCSB PDB Ligand AZZ
Search Google for chemical match using the InChIKey HBOMLICNUCNMMY-XLPZGREQSA-N
Search Google for chemicals with the same backbone HBOMLICNUCNMMY
Search PubMed clinical trials zidovudine
Search PubMed titles zidovudine
Search PubMed titles/abstracts zidovudine
Search UniChem for chemical match using the InChIKey HBOMLICNUCNMMY-XLPZGREQSA-N
Search UniChem for chemicals with the same backbone HBOMLICNUCNMMY
Wikipedia Zidovudine
Comments
Zidovudine (AZT) is a nucleoside analogue reverse-transcriptase inhibitor (NRTI) class antiretroviral drug. It was the first antiretroviral for HIV to be approved by the US FDA, and it is now listed in the World Health Organization's List of Essential Medicines (link to 2015 list).