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Compound Detail

CHEMBL431

SPIRAPRIL
💊 Approved Drug
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💊 Approved Drug
CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1CC2(C[C@H]1C(=O)O)SCCS2

Basic Information

ChEMBL ID CHEMBL431
Name SPIRAPRIL
Phase Approved
Structure Type MOL
InChI Key HRWCVUIFMSZDJS-SZMVWBNQSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL579

Known Names

Espirapril Spirapril
1
Targets
1
Activities
1
Assay Types
1
PK Parameters
20
Publications
2
Known Names
1
Indications

Molecular Properties

466.6
MW (Da)
2.39
ALogP
7
HBA
2
HBD
95.9
PSA (Ų)
0.54
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1994
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product Prodrug
USAN Stem -pril
USAN Year 1987

Extended Properties

Molecular Formula C22H30N2O5S2
MW 466.63
Aromatic Rings 1
Heavy Atoms 31
NP-Likeness -0.12

Indications

Cardiovascular Diseases

ATC Classification

C09AA11
spirapril
Level 1: CARDIOVASCULAR SYSTEM
Level 2: AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM

Activity Summary

IC50 1 meas. best 7.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Angiotensin-converting enzyme
CHEMBL2625
IC50 7.17 7.17 67.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 8.0 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Angiotensin-converting enzyme IC50 = 67.0 nM 7.17 Compound tested in vitro for inhibition of Angiotensin I converting enzyme 2544729

Literature References

PubMed DOI Target Context # Activities
2544729 10.1021/jm00127a033 Angiotensin-converting enzyme 5
2836590 10.1021/jm00401a014 Rattus norvegicus 3
1992145 10.1021/jm00105a066 No relevant target 3
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
37468498 10.1038/s41467-023-40064-9 Sodium-dependent noradrenaline transporter 1
37468498 10.1038/s41467-023-40064-9 D(3) dopamine receptor 1
37468498 10.1038/s41467-023-40064-9 cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A 1
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 1
37468498 10.1038/s41467-023-40064-9 Amine oxidase [flavin-containing] A 1
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 1
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent serotonin transporter 1
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 1
22197392 10.1016/j.bmcl.2011.12.005 Liver microsomes 1

Data from ChEMBL 36 via Core Engine