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Compound Detail

CHEMBL4084119

LIRAGLUTIDE
💊 Approved Drug
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💊 Approved Drug
CCCCCCCCCCCCCCCC(=O)N[C@@H](CCC(=O)NCCCC[C@H](NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C)NC(=O)[C@@H](N)Cc1cnc[nH]1)[C@@H](C)O)[C@@H](C)O)C(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)O)C(C)C)[C@@H](C)CC)C(=O)O

Basic Information

ChEMBL ID CHEMBL4084119
Name LIRAGLUTIDE
Phase Approved
Structure Type MOL
InChI Key YSDQQAXHVYUZIW-QCIJIYAXSA-N
Therapeutic ✓ Yes

Known Names

Liraglutida Liraglutide Liraglutide (rdna origin) Liraglutide component of xultophy 100/3.6 Liraglutide recombinant NN-2211 NN-9924 NN2211 NN9924 NNC 90-1170 NNC-90-1170 Saxenda +1 more
2
Targets
16
Activities
4
Assay Types
19
PK Parameters
20
Publications
13
Known Names
20
Indications
1
Mechanisms

Molecular Properties

3751.3
MW (Da)

Drug Information

Molecule Type Protein
First Approval 2009
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Black Box Warning Natural Product
USAN Stem -tide
USAN Year 2007

Extended Properties

Molecular Formula C172H265N43O51
MW 3751.26

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Glucagon-like peptide 1 receptor agonist AGONIST Glucagon-like peptide 1 receptor

Indications

Diabetes Mellitus Diabetes Mellitus, Type 2 Diabetes Mellitus, Type 2 Obesity Overweight Bipolar Disorder Delirium Depressive Disorder, Major Diabetes Mellitus, Type 1 Diabetic Nephropathies Feeding and Eating Disorders Glucose Intolerance Hyperglycemia Metabolic Syndrome Nutrition Disorders Polycystic Ovary Syndrome Prediabetic State Weight Loss Alzheimer Disease Heart Failure

ATC Classification

A10BJ02
liraglutide
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS USED IN DIABETES

Drug Warnings

Black Box Warning
carcinogenicity
Country: United States

Activity Summary

EC50 10 meas. best 10.2
IC50 3 meas. best 9.96
Ki 2 meas. best 8.36
Kd 1 meas. best 5.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glucagon-like peptide 1 receptor
CHEMBL1784
EC50 10.2 8.8113 0.1 8
Glucagon-like peptide 1 receptor
CHEMBL1784
IC50 9.96 9.14 0.1 2
Glucagon-like peptide 1 receptor
CHEMBL1784
Ki 8.36 8.28 4.4 2
MUS81-ECE1
CHEMBL5465380
IC50 5.93 5.93 1170.0 1
Glucagon-like peptide 1 receptor
CHEMBL1784
Kd 5.2 5.2 6270.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 18073.59 ng.hr.mL-1 Rattus norvegicus
CL 0.06333 mL.min-1.kg-1 Sus scrofa
Cmax 240.43 nM Rattus norvegicus
F 66.0 % Sus scrofa
Ka 1.82 10^3(1/Ms) Homo sapiens
MRT 18.34 hr Rattus norvegicus
MRT 23.0 hr Sus scrofa
T1/2 264.0 hr Homo sapiens
T1/2 12.54 hr Rattus norvegicus
T1/2 17.1 hr Rattus norvegicus
T1/2 12.4 hr Sus scrofa
T1/2 13.93 hr Rattus norvegicus
T1/2 20.0 hr Sus scrofa
T1/2 25.0 hr Sus scrofa
T1/2 19.0 hr Sus scrofa
T1/2 21.0 hr Sus scrofa
Tmax 1.51 hr Rattus norvegicus
Tmax 7.0 hr Sus scrofa
Vd 0.0674 L.kg-1 Sus scrofa

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glucagon-like peptide 1 receptor EC50 = 0.063 nM 10.2 Agonist activity at human GLP-1 receptor expressed in HEK293 cells assessed as c... 38117235
Glucagon-like peptide 1 receptor EC50 = 0.0657 nM 10.18 Agonist activity at human GLP1 receptor expressed in HEK293 cells assessed as in... 31471103
Glucagon-like peptide 1 receptor IC50 = 0.11 nM 9.96 Displacement of [125I]-GLP1 from human GLP1 receptor expressed in BHK cells afte... 26308095
Glucagon-like peptide 1 receptor EC50 = 0.39 nM 9.41 Agonist activity at human GLP-1R expressed in CHO-K1 cells assessed as cAMP accu... 35647711
Glucagon-like peptide 1 receptor EC50 = 0.95 nM 9.02 Agonist activity at GLP-1R (unknown origin) expressed in candidate selection CHO... 35647711
Glucagon-like peptide 1 receptor EC50 = 1.8 nM 8.74 Agonist activity at FAP-tagged human GLP-1R expressed in HEK293 cells assessed a... 35647711
Glucagon-like peptide 1 receptor Ki = 4.4 nM 8.36 Displacement of [125I]GLP-1 from FAP-tagged human GLP-1R expressed in CHO cells ... 35647711
Glucagon-like peptide 1 receptor IC50 = 4.78 nM 8.32 Displacement of [125I]-GLP1 from human GLP1 receptor expressed in BHK cells afte... 26308095
Glucagon-like peptide 1 receptor Ki = 6.3 nM 8.2 Displacement of [3H]PF-06883365 from FAP-tagged human GLP-1R expressed in CHO ce... 35647711
Glucagon-like peptide 1 receptor EC50 = 17.0 nM 7.77 Agonist activity at human GLP-1R expressed in PathHunter CHO-K1 GLP1R beta-arres... 35647711
Glucagon-like peptide 1 receptor EC50 = 20.0 nM 7.7 Agonist activity at human GLP-1R expressed in PathHunter CHO-K1 GLP1R beta-arres... 35647711
Glucagon-like peptide 1 receptor EC50 = 34.0 nM 7.47 Agonist activity at human GLP-1R expressed in PathHunter CHO-K1 GLP1R beta-arres... 35647711
MUS81-ECE1 IC50 = 1170.0 nM 5.93 Inhibition of human GST-tagged MUS81-ECE1 expressed in Escherichia coli BL21(DE3... 37352577
Glucagon-like peptide 1 receptor Kd = 6270.0 nM 5.2 Binding affinity to GLP-1 receptor (unknown origin) assessed as equlibrium const... 35358863

Literature References

PubMed DOI Target Context # Activities
35647711 10.1021/acs.jmedchem.1c01856 Glucagon-like peptide 1 receptor 14
24308627 10.1021/jm4017448 Rattus norvegicus 10
35978682 10.1021/acsmedchemlett.2c00217 Rhesus monkey 9
31471103 10.1016/j.bmc.2019.115070 Mus musculus 9
24308627 10.1021/jm4017448 Mus musculus 8
23743288 10.1016/j.bmcl.2013.05.022 Homo sapiens 7
26308095 10.1021/acs.jmedchem.5b00726 Sus scrofa 6
35231829 10.1016/j.ejmech.2022.114214 Mus musculus 6
26308095 10.1021/acs.jmedchem.5b00726 Glucagon-like peptide 1 receptor 4
35358863 10.1016/j.bmc.2022.116725 Glucagon-like peptide 1 receptor 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 3
34141087 10.1021/acsmedchemlett.1c00174 Mus musculus 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
31471103 10.1016/j.bmc.2019.115070 Rattus norvegicus 2
31471103 10.1016/j.bmc.2019.115070 Glucagon-like peptide 1 receptor 1
31471103 10.1016/j.bmc.2019.115070 ADMET 1
38117235 10.1021/acs.jmedchem.3c01049 Glucagon-like peptide 1 receptor 1
24308627 10.1021/jm4017448 Glucagon-like peptide 1 receptor 1
24308627 10.1021/jm4017448 Plasma 1
24308627 10.1021/jm4017448 Albumin 1

Data from ChEMBL 36 via Core Engine