OLMESARTAN

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Synonyms
Status
Molecule Category UNKNOWN
UNII 8W1IQP3U10
EPA CompTox DTXSID2040571

Structure

InChI Key VTRAEEWXHOVJFV-UHFFFAOYSA-N
Smiles CCCc1nc(C(C)(C)O)c(C(=O)O)n1Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1
InChI
InChI=1S/C24H26N6O3/c1-4-7-19-25-21(24(2,3)33)20(23(31)32)30(19)14-15-10-12-16(13-11-15)17-8-5-6-9-18(17)22-26-28-29-27-22/h5-6,8-13,33H,4,7,14H2,1-3H3,(H,31,32)(H,26,27,28,29)

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H26N6O3
Molecular Weight 446.51
AlogP 3.66
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 8.0
Polar Surface Area 129.81
Molecular species ACID
Aromatic Rings 4.0
Heavy Atoms 33.0

Bioactivity

Mechanism of Action Action Reference
Type-1 angiotensin II receptor antagonist ANTAGONIST PubMed
Protein: Type-1 angiotensin II receptor
Description: Type-1 angiotensin II receptor
Organism : Homo sapiens
P30556 ENSG00000144891
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Angiotensin receptor
- 8-8 - - -
Assay Description Organism Bioactivity Reference
In vitro for inhibition of [125I]-angiotensin II (0.1 nM) binding to angiotensin II receptor type 1 in membrane fractions of bovine adrenal cortex None 8.1 nM
Inhibitory activity against AII-Induced Pressor response at 0.3 mg/Kg at 1 hr Rattus norvegicus 83.0 %
Inhibitory activity against AII-Induced Pressor response at 0.3 mg/Kg at 3 hour Rattus norvegicus 77.0 %
Inhibitory activity against AII-Induced Pressor response at 0.3 mg/Kg at 6 hour Rattus norvegicus 78.0 %
Inhibitory activity against AII-Induced Pressor response at 1 mg/Kg at 1 hr Rattus norvegicus 98.0 %
Inhibitory activity against AII-Induced Pressor response at 1 mg/Kg at 3 hour Rattus norvegicus 98.0 %
Inhibitory activity against AII-Induced Pressor response at 1 mg/Kg at 6 hour Rattus norvegicus 93.0 %
Binding affinity to angiotensin AT1 receptor in bovine adrenal cortex membranes Bos taurus 8.1 nM
Displacement of radiolabeled angiotensin 2 from angiotensin AT1 receptor in bovine adrenal cortex membranes Bos taurus 7.7 nM
Time dependent inhibition of CYP1A2 (unknown origin) at 100 uM by LC/MS system Homo sapiens 10.0 %
Time dependent inhibition of CYP2B6 (unknown origin) at 100 uM by LC/MS system Homo sapiens 10.0 %
Time dependent inhibition of CYP2C9 (unknown origin) at 100 uM by LC/MS system Homo sapiens 10.0 %
Time dependent inhibition of CYP2C19 in human liver microsomes at 100 uM by LC/MS system Homo sapiens 10.0 %
Time dependent inhibition of CYP2D6 (unknown origin) at 100 uM by LC/MS system Homo sapiens 10.0 %
Time dependent inhibition of CYP3A4 (unknown origin) at 100 uM by LC/MS system Homo sapiens 10.0 %
Time dependent inhibition of CYP2C8 (unknown origin) at 100 uM by LC/MS system Homo sapiens 10.0 %
Displacement of 125I-[Sar1, Ile8] AngII from rat AT1 receptor expressed in COS1 cells Rattus norvegicus 2.3 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 3.16 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 9.815 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.18 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.18 %

Related Entries

Cross References

Resources Reference
ChEBI 48416
ChEMBL CHEMBL1516
DrugBank DB00275
FDA SRS 8W1IQP3U10
Human Metabolome Database HMDB0014420
Guide to Pharmacology 591
PDB OLM
PubChem 158781
SureChEMBL SCHEMBL94037
ZINC ZINC000000538621
CONTENTS