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1-{3-Azido-2,3-dideoxy-5-O-[hydroxy(phosphonooxy)phosphoryl]-alpha-D-erythro-pentofuranosyl}-4-hydroxy-5-methylpyrimidin-2(1H)-one

HCID 129170
NotesReactions
Basic informationNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
106060-89-3
Standard SMILES
Cc1cn([C@@H]2C[C@H](N=[N+]=[N-])[C@@H](COP(=O)(O)OP(=O)(O)O)O2)c(=O)[nH]c1=O
InChIKey
QOYVAFWJURKBJG-RNJXMRFFSA-N
Molecular formula
C10H15N5O10P2
Average molar mass
427.2 g/mol
Monoisotopic mass
427.02941569

Names & identifiers

Preferred name
1-{3-Azido-2,3-dideoxy-5-O-[hydroxy(phosphonooxy)phosphoryl]-alpha-D-erythro-pentofuranosyl}-4-hydroxy-5-methylpyrimidin-2(1H)-one
IUPAC
[(2S,3S,5S)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl phosphono hydrogen phosphate
English name
3'-azido-3'-deoxythymidine 5'-diphosphate
Molecular weight
0

Names & synonyms

CHEMBL265204DTXSID809098851-{3-Azido-2,3-dideoxy-5-O-[hydroxy(phosphonooxy)phosphoryl]-alpha-D-erythro-pentofuranosyl}-4-hydroxy-5-methylpyrimidin-2(1H)-one1-{3-Azido-2,3-dideoxy-5-O-[hydroxy(phosphonooxy)phosphoryl]pentofuranosyl}-4-hydroxy-5-methylpyrimidin-2(1H)-oneZidovudine diphosphate3'-AZIDO-3'-DEOXYTHYMIDINE 5'-DIPHOSPHONATEThymidine5'-(trihydrogen diphosphate), 3'-azido-3'-deoxy-

Database identifiers

CAS
106060-89-3
PubChem CID
129170
DTXSID
DTXSID80909885
ChEMBL
CHEMBL265204

Properties

Computed structural properties

XLogP
-2.1
Topological polar surface area
186 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
12
Rotatable bonds
7
Heavy atoms
27
Formal charge
0
Complexity
804

Physicochemical properties

FDA UNII
7 ZG448V5M · K7ZG448V5M

Chemistry & industry

Applications

UsesZidovudine diphosphate is an antiretroviral agent that exhibits the activity of inhibiting the reverse transcriptase enzyme used by HIV to synthesize DNA, thereby preventing the formation of viral DNA.

Suppliers3 total

吉林中科研伸科技有限公司18143011203 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
TargetMol中国(陶术生物)15002134094 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes