Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1538

TENOFOVIR DISOPROXIL
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CC(C)OC(=O)OCOP(=O)(CO[C@H](C)Cn1cnc2c(N)ncnc21)OCOC(=O)OC(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1538
Name TENOFOVIR DISOPROXIL
Phase Approved
Structure Type MOL
InChI Key JFVZFKDSXNQEJW-CQSZACIVSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL258501

Known Names

(r)-bis(poc)pmpa Bis-poc-pmpa GS-4331 Tenofovir bis(isopropyloxycarbonyloxymethyl) ester Tenofovir disoproxil Tenofovir disoproxil component of stribild Viread
6
Targets
10
Activities
2
Assay Types
6
PK Parameters
20
Publications
7
Known Names
9
Indications

Molecular Properties

519.5
MW (Da)
3.04
ALogP
15
HBA
1
HBD
185.4
PSA (Ų)
0.23
QED
2
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2001
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product Prodrug
USAN Stem -vir
USAN Year 1999

Extended Properties

Molecular Formula C19H30N5O10P
MW 519.45
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -0.16

Indications

Virus Diseases HIV Infections Severe Acute Respiratory Syndrome Hepatitis B, Chronic Hepatitis B, Chronic Hepatitis C, Chronic Hepatitis D Liver Cirrhosis, Biliary Hepatitis

ATC Classification

J05AF07
tenofovir disoproxil
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE

Activity Summary

EC50 6 meas. best 7.89
IC50 4 meas. best 5.99

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 2
CHEMBL380
 EC50 7.89 7.89 13.0 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 7.8 7.8 16.0 1
Hepatitis B virus
CHEMBL613497
 EC50 6.06 6.06 880.0 1
Gag-Pol polyprotein
CHEMBL3638360
 IC50 5.99 5.4833 1036.0 3
Human alphaherpesvirus 2
CHEMBL370
 EC50 5.24 5.24 5800.0 1
Human alphaherpesvirus 1
CHEMBL377
 EC50 5.24 5.13 5800.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.0 hr -
T1/2 1.0 hr -
T1/2 48.0 hr -
T1/2 33.0 hr -
T1/2 48.0 hr -
T1/2 72.0 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 2 EC50 = 13.0 nM 7.89 Antiviral activity against wild type HIV-2 ROD infected in human CEM cells asses... 23603046
Human immunodeficiency virus 1 EC50 = 16.0 nM 7.8 Antiviral activity against wild type HIV-1 3B infected in human CEM cells assess... 23603046
Hepatitis B virus EC50 = 880.0 nM 6.06 Antiviral activity against wild type HBV transfected in human HuH7 cells assesse... 23603046
Gag-Pol polyprotein IC50 = 1036.0 nM 5.99 PHENOSENSE assay: The PhenoSense report form includes drug resistance informatio... -
Gag-Pol polyprotein IC50 = 5390.0 nM 5.27 PHENOSENSE assay: The PhenoSense report form includes drug resistance informatio... -
Human alphaherpesvirus 2 EC50 = 5800.0 nM 5.24 Antiviral activity against Human simplex virus 2 G infected in human HEL cells a... 23603046
Human alphaherpesvirus 1 EC50 = 5800.0 nM 5.24 Antiviral activity against Human simplex virus 1 KOS infected in human HEL cells... 23603046
Gag-Pol polyprotein IC50 = 6515.0 nM 5.19 PHENOSENSE assay: The PhenoSense report form includes drug resistance informatio... -
Human alphaherpesvirus 1 EC50 = 9600.0 nM 5.02 Antiviral activity against thymidine kinase-deficient Human simplex virus 1 KOS ... 23603046

Literature References

PubMed DOI Target Context # Activities
23603046 10.1016/j.ejmech.2013.02.039 No relevant target 5
35678759 10.1021/acs.jmedchem.2c00658 No relevant target 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
23603046 10.1016/j.ejmech.2013.02.039 ADMET 2
23603046 10.1016/j.ejmech.2013.02.039 Human alphaherpesvirus 1 2
23603046 10.1016/j.ejmech.2013.02.039 Huh-7 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
23603046 10.1016/j.ejmech.2013.02.039 Human immunodeficiency virus 1 1
23603046 10.1016/j.ejmech.2013.02.039 Human immunodeficiency virus 2 1
23603046 10.1016/j.ejmech.2013.02.039 CCRF-CEM 1
23603046 10.1016/j.ejmech.2013.02.039 Hepatitis B virus 1
19112024 10.1016/j.bmc.2008.11.075 Vaccinia virus 1
23603046 10.1016/j.ejmech.2013.02.039 Human alphaherpesvirus 2 1
23603046 10.1016/j.ejmech.2013.02.039 Vaccinia virus 1
23603046 10.1016/j.ejmech.2013.02.039 HEL 1
18285481 10.1128/aac.01241-07 Unchecked 1
18285481 10.1128/aac.01241-07 ADMET 1
18285481 10.1128/aac.01241-07 BK polyomavirus 1

Data from ChEMBL 36 via Core Engine