IMIDAPRIL

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Synonyms	Hipertene Imidapril Imidapril hcl Imidapril hydrochloride Imidapril monohydrochloride TA 6366 TA-6366 Tanatril
Status
Molecule Category	UNKNOWN
ATC	C09AA16
UNII	BW7H1TJS22
EPA CompTox	DTXSID2048242


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	KLZWOWYOHUKJIG-BPUTZDHNSA-N
Smiles	CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1C(=O)N(C)C[C@H]1C(=O)O
InChI	InChI=1S/C20H27N3O6/c1-4-29-19(27)15(11-10-14-8-6-5-7-9-14)21-13(2)17(24)23-16(18(25)26)12-22(3)20(23)28/h5-9,13,15-16,21H,4,10-12H2,1-3H3,(H,25,26)/t13-,15-,16-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C20H27N3O6
Molecular Weight	405.45
AlogP	0.88
Hydrogen Bond Acceptor	6.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	9.0
Polar Surface Area	116.25
Molecular species	ACID
Aromatic Rings	1.0
Heavy Atoms	29.0

Bioactivity

Mechanism of Action	Action	Reference
Angiotensin-converting enzyme inhibitor	INHIBITOR	Other


Protein: Angiotensin-converting enzyme Description: Angiotensin-converting enzyme Organism : Homo sapiens P12821 ENSG00000159640

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Protease Metallo protease Metallo protease MAE clan Metallo protease M2 family	-	9900	-	-	-

Assay Description	Organism	Bioactivity	Reference
Maximum inhibitory effect of on Angiotensin I induced pressor responses in anesthetized normotensive rats with 0.2 mg/Kg dose of compound given perorally	Rattus norvegicus	52.0 %
Maximum inhibitory effect of on Angiotensin I induced pressor responses in anesthetized normotensive rats with 0.5 mg/Kg dose of compound given perorally	Rattus norvegicus	62.7 %		Maximum inhibitory effect of on Angiotensin I induced pressor responses in anesthetized normotensive rats with 0.5 mg/Kg dose of compound given perorally	Rattus norvegicus	69.8 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	29.54 %
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	-0.08 %		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	-0.08 %

Related Entries

Cross References

Resources	Reference
ChEBI	135654
ChEMBL	CHEMBL317094
DrugBank	DB11783
DrugCentral	1424
FDA SRS	BW7H1TJS22
Human Metabolome Database	HMDB0041907
Guide to Pharmacology	6377
PubChem	5464343
SureChEMBL	SCHEMBL34098
ZINC	ZINC000003784427

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).