Compound Detail

CHEMBL193952

ZIDOVUDINE TRIPHOSPHATE

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Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)[nH]c1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL193952
Name	ZIDOVUDINE TRIPHOSPHATE
Phase	Preclinical
Structure Type	MOL
InChI Key	GLWHPRRGGYLLRV-XLPZGREQSA-N

Known Names

Azttp Combivir Zidovudine 5'-triphosphate (azttp) Zidovudine triphosphate

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

507.2

MW (Da)

0.15

ALogP

HBA

HBD

272.7

PSA (Å²)

0.13

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

USAN Stem

-vudine

Extended Properties

Molecular Formula	C10H16N5O13P3
MW	507.18
Aromatic Rings	1
Heavy Atoms	31
NP-Likeness	1.09

Activity Summary

IC50 75 meas. best 8.52

Ki 16 meas. best 8.4

Kd 7 meas. best 5.94

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Human immunodeficiency virus type 1 reverse transcriptase CHEMBL247	IC50	8.52	6.8292	3.0	13
Unchecked CHEMBL612545	Ki	8.4	7.0136	4.0	11
Human immunodeficiency virus CHEMBL613758	Ki	8.15	6.115	7.0	2
Unchecked CHEMBL612545	IC50	7.72	5.8455	19.0	51
Human immunodeficiency virus type 1 reverse transcriptase CHEMBL247	Ki	7.39	7.2533	41.0	3
Human immunodeficiency virus type 1 reverse transcriptase CHEMBL247	Kd	5.94	5.4333	1150.0	6
DNA polymerase delta catalytic subunit CHEMBL2735	IC50	5.64	5.64	2300.0	1
DNA polymerase catalytic subunit CHEMBL1872	IC50	5.48	5.48	3300.0	1
Human alphaherpesvirus 1 CHEMBL377	IC50	5.48	5.48	3300.0	1
DNA polymerase catalytic subunit CHEMBL5944	IC50	5.48	5.48	3300.0	1
Unchecked CHEMBL612545	Kd	5.42	5.42	3810.0	1
DNA polymerase catalytic subunit CHEMBL4859	IC50	5.24	5.08	5800.0	2
DNA polymerase alpha catalytic subunit CHEMBL1828	IC50	4.96	4.915	11000.0	2
DNA polymerase beta CHEMBL2392	IC50	4.8	4.8	16000.0	1
DNA polymerase catalytic subunit CHEMBL3414	IC50	4.66	4.66	22100.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.01667	hr	-
T1/2	2.0	hr	Bos taurus
T1/2	2.0	hr	Bos taurus
t1/2	-	-	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Human immunodeficiency virus type 1 reverse transcriptase	IC50	=	3.0	nM	8.52	Tested against HIV-1 reverse transcriptase (HIV-1 RT) with poly(rA)/(dT)12-18 as...	7525960
Unchecked	Ki	=	4.0	nM	8.4	Inhibition of HIV1 reverse transcriptase wild type HXB2(b) in presence of 3.2 mM...	17403997
Unchecked	Ki	=	5.4	nM	8.27	Inhibition of HIV1 reverse transcriptase wild type HXB2(a) in presence of 3.2 mM...	17403997
Human immunodeficiency virus	Ki	=	7.0	nM	8.15	The inhibition of compound was determined by reverse transcriptase assay using R...	2536441
Unchecked	Ki	=	8.4	nM	8.08	Inhibition of HIV1 reverse transcriptase	15615539
Unchecked	IC50	=	19.0	nM	7.72	Inhibition of PERV reverse transcriptase from Kagoshima pig KK5 cells	17470654
Unchecked	IC50	=	20.0	nM	7.7	Inhibition of PERV reverse transcriptase from Kagoshima pig DRK4 cells	17470654
Human immunodeficiency virus type 1 reverse transcriptase	IC50	=	22.0	nM	7.66	Compound concentration that causes 50 % inhibition of HIV-1 peptide-derived reve...	-
Human immunodeficiency virus type 1 reverse transcriptase	Ki	=	41.0	nM	7.39	Inhibition of HIV1 reverse transcriptase by steady state nucleotide incorporatio...	17517852
Human immunodeficiency virus type 1 reverse transcriptase	IC50	=	43.0	nM	7.37	Inhibitory activity against HIV-1 reverse transcriptase	-
Human immunodeficiency virus type 1 reverse transcriptase	Ki	=	47.0	nM	7.33	Inhibition of HIV1 reverse transcriptase M41L/D67N/L210W/T215Y mutant by steady ...	17517852
Human immunodeficiency virus type 1 reverse transcriptase	IC50	=	51.0	nM	7.29	Inhibition of DNA dependent DNA polymerase activity of HIV1 recombinant reverse ...	8864237
Human immunodeficiency virus type 1 reverse transcriptase	IC50	=	54.0	nM	7.27	Inhibition of HIV1 recombinant reverse transcriptase	17470654
Unchecked	IC50	=	59.0	nM	7.23	Inhibition of PERV reverse transcriptase from pig PK15 cells	17470654
Human immunodeficiency virus type 1 reverse transcriptase	IC50	=	80.0	nM	7.1	Inhibition of HIV1 LAI reverse transcriptase wild type LAI by heteropolymeric DN...	17403997
Human immunodeficiency virus type 1 reverse transcriptase	Ki	=	91.0	nM	7.04	Inhibitory constant against HIV-1 reverse transcriptase	15801860
Unchecked	Ki	=	95.0	nM	7.02	Inhibition of HIV1 reverse transcriptase 41L/67N/70R/215Y/219Q mutant in presenc...	17403997
Unchecked	Ki	=	130.0	nM	6.89	Inhibition of HIV1 reverse transcriptase 41L/67N/70R/210W/215Y mutant in presenc...	17403997
Human immunodeficiency virus type 1 reverse transcriptase	IC50	=	130.0	nM	6.89	Inhibition of HIV1 pNL4-3 reverse transcriptase wild type pNL4-3 by heteropolyme...	17403997
Unchecked	IC50	=	130.0	nM	6.89	Inhibition of HIV1 pNL4-3 reverse transcriptase 115F mutant by heteropolymeric D...	17403997

Literature References

PubMed	DOI	Target Context	# Activities
17403997	10.1128/aac.00119-07	Unchecked	44
17967907	10.1128/aac.00904-07	Human immunodeficiency virus type 1 reverse transcriptase	11
17403997	10.1128/aac.00119-07	Human immunodeficiency virus type 1 reverse transcriptase	4
21700368	10.1016/j.ejmech.2011.05.051	Human immunodeficiency virus type 1 reverse transcriptase	4
17513108	10.1016/j.bmcl.2007.05.010	Unchecked	4
17517852	10.1128/aac.00314-07	Human immunodeficiency virus type 1 reverse transcriptase	4
16134946	10.1021/jm050162b	DNA polymerase catalytic subunit	4
19596885	10.1128/aac.00392-09	Human immunodeficiency virus type 1 reverse transcriptase	4
-	10.1039/C3MD00014A	Unchecked	3
18595689	10.1016/j.bmcl.2008.06.060	Unchecked	3
17434304	10.1016/j.bmcl.2007.03.102	Unchecked	3
17967907	10.1128/aac.00904-07	Unchecked	3
17470654	10.1128/aac.00212-07	Unchecked	3
2536441	10.1021/jm00122a029	Human immunodeficiency virus	2
17172472	10.1074/jbc.m608274200	Human immunodeficiency virus type 1 reverse transcriptase	2
20403696	10.1016/j.bmcl.2010.03.115	Unchecked	2
17517852	10.1128/aac.00314-07	Unchecked	2
20167488	10.1016/j.bmcl.2010.01.094	Unchecked	2
27339173	10.1021/acs.jmedchem.6b00730	Human immunodeficiency virus type 1 reverse transcriptase	1
15801860	10.1021/jm040101y	ADMET	1

Data from ChEMBL 36 via Core Engine