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Compound Detail

CHEMBL3039598

FOSINOPRIL
💊 Approved Drug
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💊 Approved Drug
CCC(=O)O[C@@H](O[P@](=O)(CCCCc1ccccc1)CC(=O)N1C[C@H](C2CCCCC2)C[C@H]1C(=O)O)C(C)C

Basic Information

ChEMBL ID CHEMBL3039598
Name FOSINOPRIL
Phase Approved
Structure Type MOL
InChI Key BIDNLKIUORFRQP-XYGFDPSESA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL581

Known Names

C09AA09 Fosenopril Fosinopril
1
Targets
1
Activities
1
Assay Types
3
PK Parameters
20
Publications
3
Known Names
4
Indications

Molecular Properties

563.7
MW (Da)
6.12
ALogP
6
HBA
1
HBD
110.2
PSA (Ų)
0.13
QED
2
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1991
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product Prodrug
USAN Stem fos-; -pril
USAN Year 1986

Extended Properties

Molecular Formula C30H46NO7P
MW 563.67
Aromatic Rings 1
Heavy Atoms 39
NP-Likeness 0.13

Indications

Cardiovascular Diseases Diabetic Nephropathies Heart Diseases Hypertension

ATC Classification

C09AA09
fosinopril
Level 1: CARDIOVASCULAR SYSTEM
Level 2: AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM

Activity Summary

IC50 1 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Angiotensin-converting enzyme
CHEMBL1808
IC50 9.0 9.0 1.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1000.0 ng.hr.mL-1 Homo sapiens
Cmax 177.41 nM Homo sapiens
Tmax 3.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Angiotensin-converting enzyme IC50 = 1.0 nM 9.0 Inhibitory activity against angiotensin I converting enzyme (ACE) 10669559

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
21780776 10.1021/jm200587f Homo sapiens 7
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2 2
37468498 10.1038/s41467-023-40064-9 Amine oxidase [flavin-containing] A 2
37468498 10.1038/s41467-023-40064-9 cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2

Data from ChEMBL 36 via Core Engine