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Compound Detail

CHEMBL485652

STAVUDINE TRIPHOSPHATE
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Cc1cn([C@H]2C=C[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 CHEMBL485652
Name STAVUDINE TRIPHOSPHATE
Phase Preclinical
Structure Type MOL
InChI Key ODSQODTUNULBHF-JGVFFNPUSA-N

Known Names

D4ttp Stavudine triphosphate
4
Targets
25
Activities
4
Assay Types
1
PK Parameters
20
Publications
2
Known Names

Molecular Properties

464.1
MW (Da)
-0.36
ALogP
10
HBA
5
HBD
223.9
PSA (Ų)
0.25
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -vudine

Extended Properties

Molecular Formula C10H15N2O13P3
MW 464.15
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness 1.08

Activity Summary

Ki 11 meas. best 7.5
IC50 6 meas. best 7.44
Kd 5 meas. best 5.57
EC50 3 meas. best 6.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus
CHEMBL613758
 Ki 7.5 5.83 32.0 2
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 7.44 6.2467 36.0 3
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 Ki 7.25 6.4078 56.0 9
Unchecked
CHEMBL612545
 IC50 6.82 6.6467 150.0 3
Human immunodeficiency virus 1
CHEMBL378
 EC50 6.4 5.6533 400.0 3
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 Kd 5.57 4.76 2700.0 3

Pharmacokinetic Data

Parameter Value Units Species
T1/2 500.0 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus Ki = 32.0 nM 7.5 The inhibition of compound was determined by reverse transcriptase assay using R... 2536441
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 36.0 nM 7.44 Inhibition of HIV1 recombinant reverse transcriptase 17470654
Human immunodeficiency virus type 1 reverse transcriptase Ki = 56.0 nM 7.25 Inhibitory constant against HIV-1 reverse transcriptase 15801860
Unchecked IC50 = 150.0 nM 6.82 Inhibition of PERV reverse transcriptase from Kagoshima pig KK5 cells 17470654
Unchecked IC50 = 170.0 nM 6.77 Inhibition of PERV reverse transcriptase from Kagoshima pig DRK4 cells 17470654
Human immunodeficiency virus type 1 reverse transcriptase Ki = 210.0 nM 6.68 Inhibition of HIV1 Reverse transcriptase T165A mutant 19704131
Human immunodeficiency virus type 1 reverse transcriptase Ki = 300.0 nM 6.52 Inhibition of HIV1 Reverse transcriptase T165A/M184V mutant 19704131
Human immunodeficiency virus type 1 reverse transcriptase Ki = 370.0 nM 6.43 Inhibition of HIV1 Reverse transcriptase P119S/T165A mutant 19704131
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 390.0 nM 6.41 Inhibition of HIV1 reverse transcriptase 17562366
Human immunodeficiency virus 1 EC50 = 400.0 nM 6.4 Antiviral activity against HIV2 ROD infected in human CEM/0 cells assessed as in... 33186038
Unchecked IC50 = 450.0 nM 6.35 Inhibition of PERV reverse transcriptase from pig PK15 cells 17470654
Human immunodeficiency virus type 1 reverse transcriptase Ki = 480.0 nM 6.32 Inhibition of HIV1 Reverse transcriptase P119S/M184V mutant 19704131
Human immunodeficiency virus type 1 reverse transcriptase Ki = 630.0 nM 6.2 Inhibition of wild-type HIV1 Reverse transcriptase 19704131
Human immunodeficiency virus type 1 reverse transcriptase Ki = 640.0 nM 6.19 Inhibition of HIV1 Reverse transcriptase P119S mutant 19704131
Human immunodeficiency virus type 1 reverse transcriptase Ki = 790.0 nM 6.1 Inhibition of HIV1 Reverse transcriptase M184V mutant 19704131
Human immunodeficiency virus type 1 reverse transcriptase Ki = 1050.0 nM 5.98 Inhibition of HIV1 Reverse transcriptase P119S/T165A/M184V mutant 19704131
Human immunodeficiency virus 1 EC50 = 1050.0 nM 5.98 Antiviral activity against HIV1 3B infected in human CEM/0 cells assessed as inh... 33186038
Human immunodeficiency virus type 1 reverse transcriptase Kd = 2700.0 nM 5.57 Binding affinity to HIV1 reverse transcriptase 19596885
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 13000.0 nM 4.89 Competitive inhibition of C-Terminal histidine-tagged wild type heterodimeric HI... 23659183
Human immunodeficiency virus 1 EC50 = 26000.0 nM 4.58 Inhibition of virus-induced cytopathic effect in wild type HIV 3a infected MT2 c... 17562366

Literature References

PubMed DOI Target Context # Activities
18391035 10.1128/aac.00083-08 Human immunodeficiency virus type 1 reverse transcriptase 16
19704131 10.1128/aac.00686-09 Human immunodeficiency virus type 1 reverse transcriptase 16
17562366 10.1016/j.bmc.2007.05.047 Human immunodeficiency virus 1 4
19596885 10.1128/aac.00392-09 Human immunodeficiency virus type 1 reverse transcriptase 4
17470654 10.1128/aac.00212-07 Unchecked 3
33186038 10.1021/acs.jmedchem.0c01293 Human immunodeficiency virus 1 3
2536441 10.1021/jm00122a029 Human immunodeficiency virus 2
38345794 10.1021/acs.jmedchem.3c02022 DNA polymerase subunit gamma-1 1
38345794 10.1021/acs.jmedchem.3c02022 DNA polymerase beta 1
38345794 10.1021/acs.jmedchem.3c02022 DNA polymerase alpha catalytic subunit 1
38345794 10.1021/acs.jmedchem.3c02022 Human immunodeficiency virus type 1 reverse transcriptase 1
33186038 10.1021/acs.jmedchem.0c01293 Unchecked 1
33186038 10.1021/acs.jmedchem.0c01293 CCRF-CEM 1
32421343 10.1021/acs.jmedchem.0c00271 No relevant target 1
23659183 10.1021/jm400160s Human immunodeficiency virus type 1 reverse transcriptase 1
17724147 10.1128/aac.00692-07 Human immunodeficiency virus type 1 reverse transcriptase 1
17470654 10.1128/aac.00212-07 Human immunodeficiency virus type 1 reverse transcriptase 1
17562366 10.1016/j.bmc.2007.05.047 MT2 1
17562366 10.1016/j.bmc.2007.05.047 Human immunodeficiency virus type 1 reverse transcriptase 1
15801860 10.1021/jm040101y Human immunodeficiency virus type 1 reverse transcriptase 1

Data from ChEMBL 36 via Core Engine