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Compound Detail

CHEMBL374731

TELBIVUDINE
💊 Approved Drug
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💊 Approved Drug
Cc1cn([C@@H]2C[C@@H](O)[C@H](CO)O2)c(=O)[nH]c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL374731
Name TELBIVUDINE
Phase Approved
Structure Type MOL
InChI Key IQFYYKKMVGJFEH-CSMHCCOUSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1674

Known Names

2'-deoxy-l-thymidine LDT-600 LDT600 NV-02B Sebivo Telbivudina Telbivudine Tyzeka
2
Targets
7
Activities
2
Assay Types
30
PK Parameters
20
Publications
8
Known Names
5
Indications
1
Mechanisms

Molecular Properties

242.2
MW (Da)
-1.51
ALogP
6
HBA
3
HBD
104.5
PSA (Ų)
0.58
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2006
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product Prodrug
USAN Stem -vudine
USAN Year 2002

Extended Properties

Molecular Formula C10H14N2O5
MW 242.23
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness 1.04

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
DNA polymerase/reverse transcriptase inhibitor INHIBITOR DNA polymerase/reverse transcriptase ✓ ✓

Indications

Hepatitis B, Chronic Hepatitis B, Chronic Virus Diseases Hepatitis Liver Cirrhosis

ATC Classification

J05AF11
telbivudine
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

IC50 5 meas.
EC50 2 meas. best 6.25

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis B virus
CHEMBL613497
 EC50 6.25 6.25 569.0 1
Core antigen
CHEMBL1075091
 EC50 6.09 6.09 819.4 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 26500.0 ng.hr.mL-1 Homo sapiens
AUC 29200.0 ng.hr.mL-1 Homo sapiens
AUC 30100.0 ng.hr.mL-1 Homo sapiens
AUC 25300.0 ng.hr.mL-1 Homo sapiens
AUC 26500.0 ng.hr.mL-1 Homo sapiens
AUC 41800.0 ng.hr.mL-1 Homo sapiens
AUC 28500.0 ng.hr.mL-1 Homo sapiens
AUC 32500.0 ng.hr.mL-1 Homo sapiens
AUC 36000.0 ng.hr.mL-1 Homo sapiens
AUC 32500.0 ng.hr.mL-1 Homo sapiens
AUC 43400.0 ng.hr.mL-1 Homo sapiens
AUC 67400.0 ng.hr.mL-1 Homo sapiens
CL 7.6 L/hr Homo sapiens
CL 20.7 L/hr Homo sapiens
CL 13.6 L/hr Homo sapiens
CL 7.1 L/hr Homo sapiens
CL 4.9 L/hr Homo sapiens
CL 3.6 L/hr Homo sapiens
CL 12.0 L/hr Homo sapiens
CL 13.3 L/hr Homo sapiens
Cmax 13210.58 nM Homo sapiens
Cmax 11559.26 nM Homo sapiens
Cmax 6605.29 nM Homo sapiens
Cmax 4953.97 nM Homo sapiens
Cmax 8669.45 nM Homo sapiens
Cmax 14036.25 nM Homo sapiens
Cmax 13200.0 nM Homo sapiens
F 52.0 % Homo sapiens
T1/2 20.5 hr Homo sapiens
T1/2 26.7 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatitis B virus EC50 = 569.0 nM 6.25 Antiviral activity against telbivudine-resistant wild type hepatitis B virus inf... 28082068
Core antigen EC50 = 819.4 nM 6.09 Inhibition of hepatitis B virus capsid assembly infected in human HepG2.215 cell... 28082068

Literature References

PubMed DOI Target Context # Activities
17875994 10.1128/aac.00557-07 Homo sapiens 59
20028815 10.1128/aac.01163-09 Homo sapiens 27
20308377 10.1128/aac.01703-09 Human immunodeficiency virus 1 11
28082068 10.1016/j.bmc.2016.12.017 Hepatitis B virus 5
20028815 10.1128/aac.01163-09 Hepatitis B virus 4
17875994 10.1128/aac.00557-07 HepG2 2
20308377 10.1128/aac.01703-09 HEK293 2
17875994 10.1128/aac.00557-07 Hepatitis B virus 2
25087753 10.1016/j.vascn.2014.07.002 Voltage-gated inwardly rectifying potassium channel KCNH2 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
17606676 10.1128/aac.00325-07 Woodchuck hepatitis virus 1
37801325 10.1021/acs.jmedchem.3c01145 Unchecked 1
23956101 10.1093/toxsci/kft176 Bile salt export pump 1
23812503 10.1038/srep02100 Voltage-gated L-type calcium channel 1
25087753 10.1016/j.vascn.2014.07.002 A-type voltage-gated potassium channel KCND3 1
25087753 10.1016/j.vascn.2014.07.002 Voltage-gated potassium channel, IKs; KCNQ1(Kv7.1)/KCNE1(MinK) 1
25087753 10.1016/j.vascn.2014.07.002 Sodium channel protein type 5 subunit alpha 1
25087753 10.1016/j.vascn.2014.07.002 Voltage-dependent L-type calcium channel subunit alpha-1C 1

Data from ChEMBL 36 via Core Engine