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Compound Detail

CHEMBL533

IBUTILIDE
💊 Approved Drug
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💊 Approved Drug
CCCCCCCN(CC)CCCC(O)c1ccc(NS(C)(=O)=O)cc1

Basic Information

ChEMBL ID CHEMBL533
Name IBUTILIDE
Phase Approved
Structure Type MOL
InChI Key ALOBUEHUHMBRLE-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Ibutilida Ibutilide
2
Targets
6
Activities
1
Assay Types
12
PK Parameters
20
Publications
2
Known Names
1
Indications

Molecular Properties

384.6
MW (Da)
4.16
ALogP
4
HBA
2
HBD
69.6
PSA (Ų)
0.47
QED
0
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1995
Availability Prescription
Chirality Racemic

Routes of Administration

Parenteral

Flags

Black Box Warning Natural Product
USAN Stem -ilide
USAN Year 1990

Extended Properties

Molecular Formula C20H36N2O3S
MW 384.59
Aromatic Rings 1
Heavy Atoms 26
NP-Likeness -0.75

Indications

Arrhythmias, Cardiac

ATC Classification

C01BD05
ibutilide
Level 1: CARDIOVASCULAR SYSTEM
Level 2: CARDIAC THERAPY

Activity Summary

IC50 6 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 8.0 7.904 10.0 5
Voltage-gated L-type calcium channel
CHEMBL2095229
IC50 4.2 4.2 62500.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 25.0 mL.min-1.kg-1 Homo sapiens
CL 26.0 mL.min-1.kg-1 Homo sapiens
Fu 0.6 - Homo sapiens
Fu 0.091 - Homo sapiens
Fu 0.078 - Macaca fascicularis
Fu 0.119 - Canis lupus familiaris
Fu 0.075 - Cavia porcellus
Fu 0.114 - Mus musculus
Fu 0.081 - Rattus norvegicus
Fu 0.104 - Rattus norvegicus
MRT 7.7 hr Homo sapiens
T1/2 7.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4295262 Unchecked 44
1992131 10.1021/jm00105a048 Canis familiaris 27
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
11297456 10.1021/jm0004289 Oryctolagus cuniculus 8
1992131 10.1021/jm00105a048 Oryctolagus cuniculus 6
21474681 10.1124/dmd.111.038778 Brain 5
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
19445515 10.1021/jm900403j Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Androgen receptor 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Voltage-dependent L-type calcium channel subunit alpha-1C 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2

Data from ChEMBL 36 via Core Engine