AZZ
3'-azido-3'-deoxythymidine
Find entries where: AZZ
is present as a standalone ligand in 5 entries
Chemical Component Summary | |
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Name | 3'-azido-3'-deoxythymidine |
Synonyms | Azidothymidine; Zidovudine |
Identifiers | 1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione |
Formula | C10 H13 N5 O4 |
Molecular Weight | 267.241 |
Type | NON-POLYMER |
Isomeric SMILES | CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)N=[N+]=[N-] |
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 |
InChIKey | HBOMLICNUCNMMY-XLPZGREQSA-N |
Chemical Details | |
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Formal Charge | 0 |
Atom Count | 32 |
Chiral Atom Count | 3 |
Bond Count | 33 |
Aromatic Bond Count | 0 |
Drug Info: DrugBank
DrugBank ID | DB00495 |
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Name | Zidovudine |
Groups | approved |
Description | A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia. [PubChem] |
Synonyms |
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Brand Names |
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Indication | Used in combination with other antiretroviral agents for the treatment of human immunovirus (HIV) infections. |
Categories |
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ATC-Code |
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CAS number | 30516-87-1 |
Drug Targets
Name | Target Sequence | Pharmacological Action | Actions |
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Reverse transcriptase/RNaseH | PISPIETVPVKLKPGMDGPKVKQWPLTEEKIKALVEICTEMEKEGKISKI... | unknown | inhibitor |
Telomerase reverse transcriptase | MPRAPRCRAVRSLLRSHYREVLPLATFVRRLGPQGWRLVQRGDPAAFRAL... | unknown | inhibitor |
Cytochrome P450 2A6 | MLASGMLLVALLVCLTVMVLMSVWQQRKSKGKLPPGPTPLPFIGNYLQLN... | unknown | substrate |
Cytochrome P450 2C9 | MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI... | unknown | substrate |
Cytochrome P450 3A4 | MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI... | unknown | substrate |
View More |
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison
T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS.
Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682
Related Resource References
Resource Name | Reference |
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PubChem | 35370 |
ChEMBL | CHEMBL129 |
ChEBI | CHEBI:10110 |
CCDC/CSD | FIXGAU06, FIXGAU01, FIXGAU, FIXGAU03, WOMHEM |