General Information of the Compound
Compound ID
CP0041607
Compound Name
(AZT) 1-(4-Azido-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
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Synonyms
AZT
1-(3-Azido-2,3-dideoxy-beta-D-ribofuranosyl)thymine
3′-Azido-3′-deoxythymidine
3' Azido 2',3' Dideoxythymidine
3' Azido 3' deoxythymidine
3'-Azido-2',3'-Dideoxythymidine
3'-Azido-3'-deoxythymidine
3'-Azido-3'-deoxythymidine & Concanavalin A
3'-Azido-3'-deoxythymidine & Erythropoietin
3'-Azido-3'-deoxythymidine & Heteropolyoxotungstate PM-19
3'-Azido-3'-deoxythymidine & Interleukin-1
3'-Azido-3'-deoxythymidine & Interleukin-2
3'-Azido-3'-deoxythymidine & Interleukin-6
3'-Azido-3'-deoxythymidine & Lithium & Erythropoietin
3'-Azido-3'-deoxythymidine & Lithium & Interleukin-1
3'-Azido-3'-deoxythymidine & Lithium & Interleukin-6
3'-Azido-3'-deoxythymidine & Lymphoblastoid Interferon
3'-Azido-3'-deoxythymidine & Sho-Saiko-To
3'-Azido-3'-deoxythymidine (AIDS)
3'-Azido-3'deoxythymidine & Interferon-alpha
3'-Azidothymidine
3'-Deoxy-3'-azidothymidine
3'-azido-3'-deoxythymidine, AZT
3-Azido-3-deoxythymidine
30516-87-1
4B9XT59T7S
AZT
AZT & CD4(178)-PE 40
AZT & Colony-stimulating factor 2
AZT & Concanavalin A (ConA)
AZT & EPO
AZT & GM-CSF
AZT & HPA
AZT & IFN-alpha
AZT & IL-1
AZT & IL-2
AZT & IL-6
AZT & Interferon-alpha-2
AZT & Li & EPO
AZT & Li & GM-CSF
AZT & Li & IL-1
AZT & Li & IL-6
AZT & Lymphoblastoid Interferon
AZT & NP (from PHCA or HSA)
AZT & PM-19
AZT & SST
AZT & rIFNalpha2
AZT & rsCD4 & rIFNalphaA
AZT & rsT4
AZT & sCD4
AZT & srCD4
AZT (Antiviral)
AZT Antiviral
AZT TRANSPLACENTAL CARCINOGENESIS STUDY
AZT+PRO 140
AZT, Antiviral
Antiviral
Antiviral AZT
Apo-Zidovudine
Azidodeoxythymidine
Azidothymidine
Aztec
BW A509U
BW-A 509U
BW-A-509U
BW-A509U
BWA 509U
BWA-509U
BWA509U
CCRIS 105
CHEMBL129
CTCE-0422
Compound S
Cpd S
DRG-0004
DS-4152 & AZT
Dendrigen
HSDB 6515
Interferon AD + 3'-azido-3'-deoxythymidine
Intron A & AZT
K7 [P Ti2 W10 O40]
Liposomal AZT-SN-1
Liposomal AZT-SN-3
MLS000028548
Met-SDF-1beta & AZT
Met-SDF-1beta & Zidovudine
NSC 602670
Novo-Azt
PC-SOD+AZT;RIFN-beta seron & AZT
Propolis+AZT
Racemic Liposomal AZT
Racemic-dipalmitoylglycerophospho-AZT (in a lipid vesicle)
Retrovir
Retrovir (TN)
Retrovir(TM)
Retrovis (TN)
SN-1-dipalmitoylglycerophospho-AZT (in a lipid vesicle)
SN-3-dipalmitoylglycerophospho-AZT (in a lipid vesicle)
Thymidine, 3'-azido-3'-deoxy-
UNII-4B9XT59T7S
ZDV
ZIDOVUDINE [AZT]
ZVD
Zidovudin
Zidovudina
Zidovudina [Spanish]
Zidovudine
Zidovudine (JAN/USP/INN)
Zidovudine EP III
Zidovudine [USAN:INN:BAN:JAN]
Zidovudine+PRO 140
Zidovudinum
Zidovudinum [Latin]
zidovudin
zidovudine
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Structure
Formula
C10H13N5O4
Molecular Weight
267.245
Canonical SMILES
Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO)O2)c(=O)[nH]c1=O
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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
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InChIKey
HBOMLICNUCNMMY-XLPZGREQSA-N
CAS
30516-87-1
399024-19-2
Physicochemical Property
logP
-0.19628
Rotatable Bonds
3
Heavy Atom Count
19
Polar Areas
133.08
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
6
Complexity
19

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 35370
SID: 15221752
ChEMBL ID
CHEMBL129
DrugBank ID
DB00495
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00005, Reverse transcriptase/RNaseH
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000407 CEM-SS Homo sapiens (Human)  2
1
EC50 = 2 nM
   TI
   LI
   LO
   TS
2
IC50 = 3.1 nM
   TI
   LI
   LO
   TS
CL000247 MT-4 Homo sapiens (Human)  14
1
EC50 = 3 nM
   TI
   LI
   LO
   TS
2
EC50 = 3.75 nM
   TI
   LI
   LO
   TS
3
EC50 = 4.79 nM
   TI
   LI
   LO
   TS
4
EC50 = 5.24 nM
   TI
   LI
   LO
   TS
5
EC50 = 6.34 nM
   TI
   LI
   LO
   TS
6
EC50 = 6.6 nM
   TI
   LI
   LO
   TS
7
EC50 = 6.68 nM
   TI
   LI
   LO
   TS
8
EC50 = 7 nM
   TI
   LI
   LO
   TS
9
EC50 = 7.3 nM
   TI
   LI
   LO
   TS
10
EC50 = 8 nM
   TI
   LI
   LO
   TS
11
EC50 = 8.9 nM
   TI
   LI
   LO
   TS
12
EC50 = 11.1 nM
   TI
   LI
   LO
   TS
13
EC50 = 17 nM
   TI
   LI
   LO
   TS
14
EC50 = 38 nM
   TI
   LI
   LO
   TS
CL000108 CCRF-CEM Homo sapiens (Human)  1
1
EC50 = 3 nM
   TI
   LI
   LO
   TS
CL000262 MT-2 Homo sapiens (Human)  1
1
IC50 = 50 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 3 nM
2 EC50 = 10 nM
3 IC50 = 3 nM
4 IC50 = 6 nM
5 IC50 = 10 nM
6 IC50 = 11 nM
7 IC50 = 12.722646 nM
8 IC50 = 17 nM
9 IC50 = 40 nM
10 IC50 = 50 nM
11 IC50 = 4540 nM
12 IC50 = 18220 nM
13 IC50 = 20140 nM
14 IC50 = 20520 nM
15 IC50 = 21430 nM
16 IC50 > 100000 nM
17 Kd = 5.4 nM
Protein ID: PT06206, Solute carrier family 22 member 7
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000009 LLC-PK1 Sus scrofa (Pig)  1
1
Km = 26000 nM
   TI
   LI
   LO
   TS
Protein ID: PT06163, Solute carrier organic anion transporter family member 1A3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000031 MDCK Canis lupus familiaris (Dog)  1
1
Km = 76300 nM
   TI
   LI
   LO
   TS
Cell Viability or Cytotoxicity Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000108 CCRF-CEM Homo sapiens (Human)  1
1
IC50 = 500000 nM
   TI
   LI
   LO
   TS
CL000247 MT-4 Homo sapiens (Human)  2
1
CC50 = 7500 nM
   TI
   LI
   LO
   TS
2
CC50 > 100000 nM
   TI
   LI
   LO
   TS
CL000262 MT-2 Homo sapiens (Human)  1
1
CC50 > 200000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Zidovudine )
Drug Name Zidovudine
Company GlaxoSmithKline
Indication
Human immunodeficiency virus infection
Approved
Virus infection
Investigative
Target(s)
Fms-like tyrosine kinase 3 (FLT-3)
Binder