BENAZEPRIL

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Synonyms
Status
Molecule Category Free-form
ATC C09AA07
UNII UDM7Q7QWP8
EPA CompTox DTXSID5022645

Structure

InChI Key XPCFTKFZXHTYIP-PMACEKPBSA-N
Smiles CCOC(=O)[C@H](CCc1ccccc1)N[C@H]1CCc2ccccc2N(CC(=O)O)C1=O
InChI
InChI=1S/C24H28N2O5/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28)/t19-,20-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H28N2O5
Molecular Weight 424.5
AlogP 2.57
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 9.0
Polar Surface Area 95.94
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 31.0
Assay Description Organism Bioactivity Reference
Tested for 50% inhibition of Angiotensin converting enzyme(ACE) obtained from rabbit lung (in vitro) Oryctolagus cuniculus 2.0 nM
Compound was tested for plasma inhibition of Angiotensin I converting enzyme activity in the conscious rat. Expressed as Inhibition of AI pressor response at 1 hr at a dose of 10 mg/kg po None 100.0 %
Compound was tested for plasma inhibition of Angiotensin I converting enzyme activity in the conscious rat. Expressed as Inhibition of AI pressor response at 2 hr at a dose of 10 mg/kg po None 77.0 %
Compound was tested for plasma inhibition of Angiotensin I converting enzyme activity in the conscious rat. Expressed as Inhibition of AI pressor response at 4 hr at a dose of 10 mg/kg po None 39.0 %
Compound was tested for plasma inhibition of Angiotensin I converting enzyme activity in the conscious rat. Expressed as Inhibition of AI pressor response at 6 hr at a dose of 10 mg/kg po None 16.0 %
In vitro inhibitory activity against Angiotensin I converting enzyme None 1.7 nM
Inhibitory activity against angiotensin I converting enzyme (ACE) None 1.7 nM
Inhibition of rabbit lung ACE assessed as hydrolysis of hippuryl-histidyl-leucine to hippuric acid and histidyl-leucine after 30 mins Oryctolagus cuniculus 212.0 nM
Inhibition of rabbit lung ACE assessed as hippuryl-histidyl-leucine hydrolysis after 30 mins by colorimetric method Oryctolagus cuniculus 100.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 13.59 %
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 0.02 % 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 0.02 %

Related Entries

Cross References

Resources Reference
ChEBI 3011
ChEMBL CHEMBL838
DrugBank DB00542
DrugCentral 299
FDA SRS UDM7Q7QWP8
Human Metabolome Database HMDB0014682
Guide to Pharmacology 6374
KEGG C06843
PharmGKB PA448561
PubChem 5362124
SureChEMBL SCHEMBL16396
ZINC ZINC000003781943
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