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Compound Detail

CHEMBL1200692

OLMESARTAN MEDOXOMIL
💊 Approved Drug
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💊 Approved Drug
CCCc1nc(C(C)(C)O)c(C(=O)OCc2oc(=O)oc2C)n1Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1

Basic Information

ChEMBL ID CHEMBL1200692
Name OLMESARTAN MEDOXOMIL
Phase Approved
Structure Type MOL
InChI Key UQGKUQLKSCSZGY-UHFFFAOYSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1516

Known Names

Benicar CS-866 NSC-758924 Olmesartan medoxomil Olmesartan medoxomil component of azor Olmesartan medoxomil component of benicar hct Olmesartan medoxomil component of tribenzor Olmesartan medoxomilo Olmetec
5
Targets
7
Activities
2
Assay Types
17
PK Parameters
20
Publications
9
Known Names
12
Indications
1
Mechanisms

Molecular Properties

558.6
MW (Da)
4.17
ALogP
11
HBA
2
HBD
162.2
PSA (Ų)
0.24
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2002
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

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

Extended Properties

Molecular Formula C29H30N6O6
MW 558.60
Aromatic Rings 5
Heavy Atoms 41
NP-Likeness -0.85

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 Hypertension Myocardial Infarction Stroke Atherosclerosis Diabetic Nephropathies Essential Hypertension Kidney Diseases Proteinuria Glomerulonephritis

ATC Classification

C09CA08
olmesartan medoxomil
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 5 meas. best 6.01
Ki 2 meas. best 6.27

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Solute carrier organic anion transporter family member 1B1
CHEMBL1697668
Ki 6.27 6.27 540.0 1
Solute carrier organic anion transporter family member 1B3
CHEMBL1743121
Ki 6.12 6.12 750.0 1
Solute carrier organic anion transporter family member 1B1
CHEMBL1697668
IC50 6.01 6.01 977.2 1
Solute carrier organic anion transporter family member 1B3
CHEMBL1743121
IC50 6.01 6.01 977.2 1
ATP-binding cassette sub-family C member 3
CHEMBL5918
IC50 5.7 5.7 2000.0 1
Bile salt export pump
CHEMBL6020
IC50 5.33 5.33 4730.0 1
ATP-binding cassette sub-family C member 4
CHEMBL1743128
IC50 4.54 4.54 28500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 569.0 ng.hr.mL-1 Rattus norvegicus
AUC 3385.9 ng.hr.mL-1 Rattus norvegicus
AUC 501.9 ng.hr.mL-1 Rattus norvegicus
AUC 5160.35 ng.hr.mL-1 Homo sapiens
Cmax 223.77 nM Rattus norvegicus
Cmax 1595.42 nM Rattus norvegicus
Cmax 274.97 nM Rattus norvegicus
F 25.0 % Homo sapiens
T1/2 16.67 hr -
T1/2 0.01593 hr Rattus norvegicus
T1/2 0.0825 hr Rattus norvegicus
T1/2 0.0825 hr Rattus norvegicus
T1/2 0.01593 hr Rattus norvegicus
T1/2 16.67 hr -
Tmax 0.008333 hr Rattus norvegicus
Tmax 2.9 hr Rattus norvegicus
Tmax 1.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 89
31158845 10.1038/s41586-019-1291-3 ADMET 86
22086979 10.1124/dmd.111.041475 ADMET 22
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
22086979 10.1124/dmd.111.041475 Albumin 8
22086979 10.1124/dmd.111.041475 Plasma 7
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 4
23347686 10.1016/j.bmcl.2012.12.090 Rattus norvegicus 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 3
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
34846885 10.1021/acs.jmedchem.1c01333 ADMET 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
20728357 10.1016/j.bmcl.2010.07.089 Rattus norvegicus 3
23956101 10.1093/toxsci/kft176 Unchecked 3
21641692 10.1016/j.ejmech.2011.05.019 Rattus norvegicus 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
20014752 10.1021/tx900326k Hepatotoxicity 3
32272420 10.1016/j.ejmech.2020.112258 COS-7 2

Data from ChEMBL 36 via Core Engine