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Compound Detail

CHEMBL1069

VALSARTAN
💊 Approved Drug
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💊 Approved Drug
CCCCC(=O)N(Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1)[C@H](C(=O)O)C(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1069
Name VALSARTAN
Phase Approved
Structure Type MOL
InChI Key ACWBQPMHZXGDFX-QFIPXVFZSA-N
Therapeutic ✓ Yes

Known Names

CGP 48933 CGP-48933 Diovan NSC-758927 Prexxartan Valsartan Valsartan component of agsav301 Valsartan component of byvalson Valsartan component of copalia Valsartan component of copalia-hct Valsartan component of dafiro Valsartan component of dafiro-hct +7 more
9
Targets
17
Activities
4
Assay Types
30
PK Parameters
20
Publications
19
Known Names
20
Indications
1
Mechanisms

Molecular Properties

435.5
MW (Da)
4.16
ALogP
5
HBA
2
HBD
112.1
PSA (Ų)
0.49
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1996
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -sartan
USAN Year 1995

Extended Properties

Molecular Formula C24H29N5O3
MW 435.53
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -0.98

Mechanism of Action

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

Indications

Cardiovascular Diseases Diabetes Mellitus Heart Failure Heart Failure Hypertension Myocardial Infarction Myocardial Infarction Stroke Ventricular Dysfunction, Left Atherosclerosis Atrial Fibrillation Chagas Cardiomyopathy Coronary Disease Diabetes Mellitus, Type 2 Essential Hypertension Hypercholesterolemia Hypertension, Pulmonary Kidney Diseases Lipid Metabolism Disorders Metabolic Syndrome

ATC Classification

C09CA03
valsartan
Level 1: CARDIOVASCULAR SYSTEM
Level 2: AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM

Drug Warnings

Black Box Warning
teratogenicity
Country: United States
Black Box Warning
cardiotoxicity
Country: United States

Activity Summary

IC50 11 meas. best 8.85
Ki 4 meas. best 8.68
EC50 1 meas. best 4.8
Kd 1 meas. best 4.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Oryctolagus cuniculus
CHEMBL374
 IC50 8.85 8.85 1.4 2
Type-1 angiotensin II receptor B
CHEMBL263
 IC50 8.72 8.72 1.9 1
Unchecked
CHEMBL612545
 Ki 8.68 8.665 2.1 2
Unchecked
CHEMBL612545
 IC50 8.58 8.5767 2.6 3
Angiotensin II receptor (AT-1) type-1
CHEMBL2094250
 IC50 8.57 8.57 2.7 1
Type-1 angiotensin II receptor
CHEMBL227
 IC50 8.57 8.35 2.7 2
Type-1 angiotensin II receptor
CHEMBL227
 Ki 8.52 6.925 3.0 2
Type-1 angiotensin II receptor A
CHEMBL329
 IC50 8.47 8.47 3.4 1
Leukotriene B4 receptor 2
CHEMBL3191
 EC50 4.8 4.8 16000.0 1
Bile salt export pump
CHEMBL6020
 IC50 4.51 4.51 31070.0 1
Platelet glycoprotein VI
CHEMBL3308912
 Kd 4.0 4.0 100000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 36539.0 ng.hr.mL-1 Homo sapiens
AUC 55142.0 ng.hr.mL-1 Homo sapiens
AUC 37374.0 ng.hr.mL-1 Homo sapiens
AUC 39600.0 ng.hr.mL-1 Homo sapiens
AUC 40601.0 ng.hr.mL-1 Homo sapiens
AUC 38802.0 ng.hr.mL-1 Homo sapiens
AUC 31449.0 ng.hr.mL-1 Homo sapiens
AUC 38803.9 ng.hr.mL-1 Homo sapiens
AUC 38588.2 ng.hr.mL-1 Homo sapiens
CL 0.49 mL.min-1.kg-1 Homo sapiens
CL 0.3 mL.min-1.kg-1 Homo sapiens
CL 0.49 mL.min-1.kg-1 Homo sapiens
CL 0.49 mL.min-1.kg-1 Homo sapiens
CL 3.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 3.0 mL.min-1.g-1 Homo sapiens
CL 8.0 mL.min-1.kg-1 Homo sapiens
CL 17.83 mL.min-1.kg-1 Homo sapiens
CL 5.833 mL.min-1.kg-1 Homo sapiens
CL 5.667 mL.min-1.kg-1 Homo sapiens
CL 8.833 mL.min-1.kg-1 Homo sapiens
CL 8.333 mL.min-1.kg-1 Homo sapiens
CL 6.0 mL.min-1.kg-1 Homo sapiens
CL - - Homo sapiens
CL 378.8 mL.min-1.kg-1 Rattus norvegicus
CL 12.5 mL.min-1.kg-1 Rattus norvegicus
CL 10.78 mL.min-1.kg-1 Homo sapiens
CL 0.431 mL.min-1.kg-1 Homo sapiens
CL 6.667 mL.min-1.kg-1 Homo sapiens
CL 10.0 mL.min-1.kg-1 Homo sapiens
CL - - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Oryctolagus cuniculus IC50 = 1.4 nM 8.85 Tested for inhibition of Angiotensin II-induced pressor response in rabbit aorta -
Oryctolagus cuniculus IC50 = 1.4 nM 8.85 Compound was tested for its antagonistic activity against angiotensin II-induced... 8576904
Type-1 angiotensin II receptor B IC50 = 1.9 nM 8.72 Binding affinity for rat angiotensin II receptor, type 1 15115399
Unchecked Ki = 2.08 nM 8.68 Displacement of [125I]Angiotensin-2 from angiotensin AT1 receptor in Sprague-Daw... 23122933
Unchecked Ki = 2.22 nM 8.65 Displacement of [I125]angiotensin2 from AT1 receptor in Sprague-Dawley rat VSMC ... 22410249
Unchecked IC50 = 2.64 nM 8.58 Displacement of [I125]angiotensin2 from AT1 receptor in Sprague-Dawley rat VSMC ... 22410249
Unchecked IC50 = 2.64 nM 8.58 Displacement of [125I]Angiotensin-2 from angiotensin AT1 receptor in Sprague-Daw... 23122933
Unchecked IC50 = 2.7 nM 8.57 Antagonist activity at angiotensin AT1 receptor in rat aorta 21071232
Angiotensin II receptor (AT-1) type-1 IC50 = 2.7 nM 8.57 Inhibitory activity against Angiotensin II receptor, type 1 in rat aortic membra... 8576904
Type-1 angiotensin II receptor IC50 = 2.7 nM 8.57 Tested for inhibition of Angiotensin II receptor, type 1 in the absence of bovin... -
Type-1 angiotensin II receptor Ki = 3.0 nM 8.52 Displacement of [125I-Sar1-Ile8]-Ang2 from human angiotensin 2 receptor type 1 r... 29329002
Type-1 angiotensin II receptor A IC50 = 3.4 nM 8.47 Displacement of [125I]Sar1,Ile8-Ang2 from AT1 receptor in Wistar rat hepatic mem... 18318468
Type-1 angiotensin II receptor IC50 = 7.4 nM 8.13 Displacement of [125-I]-[Sar1, AngII from AT1R (unknown origin) expressed in Esc... 33784102
Type-1 angiotensin II receptor Ki = 4700.0 nM 5.33 Inhibition constant against Angiotensin II receptor, type 1 was determined 12773029
Leukotriene B4 receptor 2 EC50 = 16000.0 nM 4.8 Agonist activity at human BLT2 overexpressed in CHO-K1 cells assessed as accumul... 34413955
Bile salt export pump IC50 = 31070.0 nM 4.51 Inhibition of human BSEP expressed in baculovirus transfected fall armyworm Sf21... 22961681
Platelet glycoprotein VI Kd = 100000.0 nM 4.0 Binding affinity to recombinant GP6 (unknown origin) at protein to compound rati... 32463237

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 576
- 10.6019/CHEMBL5058577 HEK-293T 304
- 10.6019/CHEMBL5058577 Fibroblast 304
- 10.6019/CHEMBL5724801 U2OS 304
- 10.6019/CHEMBL5724801 Fibroblast 304
- 10.6019/CHEMBL5724801 HEK-293T 304
- 10.6019/CHEMBL5058577 U2OS 304
- 10.5281/zenodo.13943903 ADMET 89
23118328 10.1124/dmd.112.046292 Homo sapiens 45
16472241 10.2174/1570163043334794 Hepatotoxicity 18
21051535 10.1124/dmd.110.034629 ADMET 15
39036880 10.1021/acs.jmedchem.4c01303 Mus musculus 14
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
36796127 10.1016/j.bmc.2023.117203 No relevant target 13
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
32985885 10.1021/acs.jmedchem.0c01033 ADMET 11
25740159 10.1016/j.bmcl.2015.02.013 No relevant target 10
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20070106 10.1021/jm901371v Homo sapiens 8
- 10.6019/CHEMBL5058564 HEK-293T 7

Data from ChEMBL 36 via Core Engine