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Compound Detail

CHEMBL995

LOSARTAN POTASSIUM
💊 Approved Drug
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💊 Approved Drug
CCCCc1nc(Cl)c(CO)n1Cc1ccc(-c2ccccc2-c2nnn[n-]2)cc1.[K+]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL995
Name LOSARTAN POTASSIUM
Phase Approved
Structure Type MOL
InChI Key OXCMYAYHXIHQOA-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL191
Active Moiety CHEMBL191

Known Names

Aradois Cozaar DU PONT-753 DUP 753 DUP-753 DUP753 E-3340 L-158086 Losacar Losaprex Losartan monopotassium salt Losartan potassium +8 more
12
Targets
18
Activities
2
Assay Types
4
PK Parameters
20
Publications
20
Known Names
11
Indications
1
Mechanisms

Molecular Properties

422.9
MW (Da)
4.27
ALogP
6
HBA
2
HBD
92.5
PSA (Ų)
0.44
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1995
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -sartan
USAN Year 1992

Extended Properties

Molecular Formula C22H22ClKN6O
MW 461.01
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -1.16

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Type-1 angiotensin II receptor antagonist ANTAGONIST Type-1 angiotensin II receptor ✓ ✓

Indications

Hypertension Kidney Diseases Kidney Failure, Chronic Proteinuria Stroke Essential Hypertension Hypertrophy, Left Ventricular Marfan Syndrome Eosinophilic Esophagitis Non-alcoholic Fatty Liver Disease Pre-Eclampsia

Drug Warnings

Black Box Warning
teratogenicity
Country: United States

Activity Summary

IC50 16 meas. best 8.82
Ki 2 meas. best 8.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Type-1 angiotensin II receptor B
CHEMBL263
 IC50 8.82 8.415 1.5 2
Angiotensin II receptor
CHEMBL2094256
 IC50 8.52 8.52 3.0 1
Type-1 angiotensin II receptor
CHEMBL227
 IC50 8.26 8.26 5.5 1
Angiotensin II receptor (AT-1) type-1
CHEMBL2094250
 IC50 8.09 8.09 8.2 2
Type-1 angiotensin II receptor B
CHEMBL263
 Ki 8.05 7.825 9.0 2
Type-1 angiotensin II receptor
CHEMBL1671613
 IC50 7.75 7.75 18.0 1
Angiotensin II receptor
CHEMBL2094112
 IC50 7.72 7.72 19.0 1
Type-1 angiotensin II receptor
CHEMBL3374
 IC50 6.82 6.82 150.0 1
Bile salt export pump
CHEMBL6020
 IC50 5.07 5.07 8530.0 1
Type-2 angiotensin II receptor
CHEMBL4607
 IC50 5.0 5.0 10000.0 1
Phosphodiesterase 3
CHEMBL2094125
 IC50 4.89 4.89 13000.0 1
Unchecked
CHEMBL612545
 IC50 4.58 4.29 26000.0 2
ATP-binding cassette sub-family C member 4
CHEMBL1743128
 IC50 4.47 4.47 34100.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1022.62 ng.hr.mL-1 Homo sapiens
AUC 1022.62 ng.hr.mL-1 Homo sapiens
Cmax 2000.0 nM -
T1/2 1.5 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Type-1 angiotensin II receptor B IC50 = 1.5 nM 8.82 Binding affinity against AT1 receptor in the presence of 0.01% BSA 8201597
Angiotensin II receptor IC50 = 3.0 nM 8.52 Inhibition of Angiotensin II induced contractions in rabbit aortic rings 8201597
Type-1 angiotensin II receptor IC50 = 5.5 nM 8.26 In vitro binding affinity of compound against Angiotensin II receptor, type 1 -
Angiotensin II receptor (AT-1) type-1 IC50 = 8.2 nM 8.09 Binding affinity against AT1 receptor of rat adrenal cortical membranes 8201597
Angiotensin II receptor (AT-1) type-1 IC50 = 8.2 nM 8.09 In vitro binding affinity determined against angiotensin II AT1 receptor in rat ... -
Type-1 angiotensin II receptor B Ki = 9.0 nM 8.05 In vitro antagonistic potency against angiotensin II receptor using [125I]- Sar,... 1469703
Type-1 angiotensin II receptor B IC50 = 9.8 nM 8.01 In vitro ability to displace the specific binding of [125I]-A II from receptors ... -
Type-1 angiotensin II receptor IC50 = 18.0 nM 7.75 In vitro inhibition of the specific binding of [125I]angiotensin II to a guinea ... 1433210
Angiotensin II receptor IC50 = 19.0 nM 7.72 Angiotensin II receptor antagonist activity was determined by 50% inhibition of ... -
Type-1 angiotensin II receptor B Ki = 25.0 nM 7.6 In vitro binding affinity at rat liver Angiotensin II receptor, type 1 was deter... 11960488
Type-1 angiotensin II receptor IC50 = 150.0 nM 6.82 Inhibition of specific binding of [125 I ] Angiotensin-II (0.2 nM) to bovine adr... 8340921
Bile salt export pump IC50 = 8530.0 nM 5.07 Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as... 23956101
Type-2 angiotensin II receptor IC50 = 10000.0 nM 5.0 In vitro binding affinity of compound against angiotensin II AT-2 receptor -
Phosphodiesterase 3 IC50 = 13000.0 nM 4.89 Inhibition of Phosphodiesterase 3 12773029
Unchecked IC50 = 26000.0 nM 4.58 Inhibition of Phosphodiesterase 4 12773029
ATP-binding cassette sub-family C member 4 IC50 = 34100.0 nM 4.47 Inhibition of human MRP4 overexpressed in Sf9 cell membrane vesicles assessed as... 23956101
Unchecked IC50 = 100000.0 nM 4.0 Inhibition of calcium calmodulin-dependent cGMP-Phosphodiesterase 1 12773029

Literature References

PubMed DOI Target Context # Activities
1469703 10.1021/jm00103a014 Rattus norvegicus 9
- 10.1016/S0960-894X(96)00250-8 Rattus norvegicus 8
23956101 10.1093/toxsci/kft176 Homo sapiens 8
12773029 10.1021/jm0204237 ADMET 5
8340921 10.1021/jm00067a016 Angiotensin II receptor 4
12773029 10.1021/jm0204237 Unchecked 3
12773029 10.1021/jm0204237 Type-1 angiotensin II receptor 2
17651974 10.1016/j.bmc.2007.06.056 NON-PROTEIN TARGET 2
- 10.1016/S0960-894X(00)80076-1 Rattus norvegicus 2
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
1433210 10.1021/jm00100a007 Angiotensin II receptor 1
- 10.6019/CHEMBL4513141 Staphylococcus aureus 1
8201597 10.1021/jm00037a014 Angiotensin II receptor (AT-1) type-1 1
8201597 10.1021/jm00037a014 Angiotensin II receptor 1
8201597 10.1021/jm00037a014 Type-1 angiotensin II receptor B 1
8201597 10.1021/jm00037a014 Unchecked 1
1433210 10.1021/jm00100a007 Type-1 angiotensin II receptor 1
- 10.1016/0960-894X(95)00477-B Type-2 angiotensin II receptor 1
- 10.1016/0960-894X(95)00477-B Angiotensin II receptor 1

Data from ChEMBL 36 via Core Engine