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Compound Detail

CHEMBL1519

TRANDOLAPRIL
💊 Approved Drug
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💊 Approved Drug
CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1[C@H](C(=O)O)C[C@H]2CCCC[C@@H]21

Basic Information

ChEMBL ID CHEMBL1519
Name TRANDOLAPRIL
Phase Approved
Structure Type MOL
InChI Key VXFJYXUZANRPDJ-WTNASJBWSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1201387

Known Names

Gopten Indolapril Mavik NSC-758939 Odrik RU 44570 RU-44570 Trandolapril Trandolapril component of tarka
1
Targets
1
Activities
1
Assay Types
9
PK Parameters
20
Publications
9
Known Names
5
Indications
1
Mechanisms

Molecular Properties

430.6
MW (Da)
2.77
ALogP
5
HBA
2
HBD
95.9
PSA (Ų)
0.59
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1996
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product Prodrug
USAN Stem -pril

Extended Properties

Molecular Formula C24H34N2O5
MW 430.55
Aromatic Rings 1
Heavy Atoms 31
NP-Likeness 0.10

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Angiotensin-converting enzyme inhibitor INHIBITOR Angiotensin-converting enzyme

Indications

Cardiovascular Diseases Heart Failure Hypertension Myocardial Infarction Ventricular Dysfunction, Left

ATC Classification

C09AA10
trandolapril
Level 1: CARDIOVASCULAR SYSTEM
Level 2: AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM

Drug Warnings

Black Box Warning
teratogenicity
Country: United States

Activity Summary

IC50 1 meas. best 9.03

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Angiotensin-converting enzyme
CHEMBL1808
IC50 9.03 9.03 0.9 1

Pharmacokinetic Data

Parameter Value Units Species
CL_renal 1.0 L/hr Homo sapiens
F 10.0 % Homo sapiens
F 10.0 % Homo sapiens
T1/2 6.0 hr Homo sapiens
T1/2 0.3333 hr Homo sapiens
T1/2 0.1167 hr Rattus norvegicus
Tmax 1.0 hr Homo sapiens
Total CL 52.0 L/hr Homo sapiens
Vd 18.0 L Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Angiotensin-converting enzyme IC50 = 0.93 nM 9.03 Inhibitory activity against angiotensin I converting enzyme (ACE) 10669559

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 89
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
- 10.6019/CHEMBL4495565 SARS-CoV-2 6
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 3
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
28985084 10.1021/acs.jmedchem.7b01444 Liver 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
23956101 10.1093/toxsci/kft176 Bile salt export pump 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 3 1
21112128 10.1016/j.ejmech.2010.11.005 ADMET 1

Data from ChEMBL 36 via Core Engine