ZIDOVUDINE

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Trade Names
Synonyms
AZT
Status
Molecule Category Free-form
ATC J05AF01
UNII 4B9XT59T7S
EPA CompTox DTXSID8020127

Structure

InChI Key HBOMLICNUCNMMY-XLPZGREQSA-N
Smiles Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO)O2)c(=O)[nH]c1=O
InChI
InChI=1S/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H,12,17,18)/t6-,7+,8+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C10H13N5O4
Molecular Weight 267.25
AlogP -0.2
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 3.0
Polar Surface Area 133.08
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 19.0

Pharmacology

Mechanism of Action Action Reference
Human immunodeficiency virus type 1 reverse transcriptase inhibitor INHIBITOR DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
2-38 3-50 5.4 - 0-96
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A2A subfamily
126 6-23 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 4.7-134.05
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 4.7
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Avian myeloblastosis virus
- 430 - - -
Cricetulus griseus
- - - - 95.75-134.05
Dengue virus
- - - - 0
HIV-1 M:B_HXB2R
- 50 - - -
HIV-1 M:B_Lai
4-6.2 - - - -
Homo sapiens
0.32-700 1-870 - - 0-90
Human T-lymphotropic virus 1
- - - - 100
Human immunodeficiency virus
2-20 2.5-10 - - 98.1-100
Human immunodeficiency virus 1
0.004-890 0.3-250 5.4 - 0-100
Human immunodeficiency virus 2
2-56 0.2-200 - - -
Human immunodeficiency virus type 1
4.5 - - - -
Human immunodeficiency virus type 1 (JRCSF ISOLATE)
0.96-170 - - - -
Human immunodeficiency virus type 1 BH10
9 - - - -
Human immunodeficiency virus type 2 (ISOLATE ROD)
1.6-490 1.7-40 - - -
Human immunodeficiency virus type 2 (isolate KR)
- 69 - - -
Influenza A virus (A/Bar-headed Goose/Qinghai/59/05(H5N1))
- 12 - - -
Influenza A virus (A/Viet Nam/1203/2004(H5N1))
- 11 - - -
Mus musculus
20-46 - - - 46-78
Porcine endogenous retrovirus
23 - - - -
Rauscher murine leukemia virus
- 23 - - -
Simian immunodeficiency virus
11-12.2 0.5-10 - - -
West Nile virus
- - - - 0
human immunodeficiency virus type IIIB
40 - - - -
human immunodeficiency virus type i
100 - - - -

Environmental Exposure

Environmental Exposure Map
Countries
South Africa

Cross References

Resources Reference
ChEBI 10110
ChEMBL CHEMBL129
DrugBank DB00495
DrugCentral 2861
FDA SRS 4B9XT59T7S
Human Metabolome Database HMDB0014638
Guide to Pharmacology 4825
KEGG C07210
PDB AZZ
PharmGKB PA451954
PubChem 35370
SureChEMBL SCHEMBL7409
ZINC ZINC000003779042
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