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Compound Detail

CHEMBL363295

TERODILINE
💊 Approved Drug
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💊 Approved Drug
CC(CC(c1ccccc1)c1ccccc1)NC(C)(C)C

Basic Information

ChEMBL ID CHEMBL363295
Name TERODILINE
Phase Approved
Structure Type MOL
InChI Key UISARWKNNNHPGI-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Terodilina Terodiline
3
Targets
4
Activities
1
Assay Types
15
PK Parameters
20
Publications
2
Known Names
2
Indications

Molecular Properties

281.4
MW (Da)
4.99
ALogP
1
HBA
1
HBD
12.0
PSA (Ų)
0.81
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1986
Availability Withdrawn
Chirality Racemic

Flags

Withdrawn
USAN Stem -dil-
USAN Year 1966

Extended Properties

Molecular Formula C20H27N
MW 281.44
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -0.22

Indications

Polyuria Urinary Incontinence

ATC Classification

G04BD05
terodiline
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: UROLOGICALS

Drug Warnings

Withdrawn
cardiotoxicity
cardiac adverse reactions, including ventricular tachycardia, heart block and bradycardia
Country: Worldwide   Year: 1991
Withdrawn
cardiotoxicity
cardiac adverse reactions, including ventricular tachycardia, heart block and bradycardia
Country: Worldwide   Year: 1991
Withdrawn
cardiotoxicity
cardiac adverse reactions, including ventricular tachycardia, heart block and bradycardia
Country: Worldwide   Year: 1991

Activity Summary

IC50 4 meas. best 6.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 6.3 5.77 500.0 2
Voltage-gated L-type calcium channel
CHEMBL2095229
IC50 5.32 5.32 4800.0 1
Voltage-dependent L-type calcium channel subunit alpha-1C
CHEMBL2366456
IC50 4.47 4.47 33500.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 1.1 mL.min-1.kg-1 Homo sapiens
CL 1.1 mL.min-1.kg-1 Homo sapiens
CL 1.0 mL.min-1.kg-1 Homo sapiens
CL 1.1 mL.min-1.kg-1 Homo sapiens
Fu 0.08 - Homo sapiens
Fu 0.08 - Homo sapiens
Fu 0.028 - Homo sapiens
Fu 0.071 - Macaca fascicularis
Fu 0.148 - Canis lupus familiaris
Fu 0.059 - Cavia porcellus
Fu 0.049 - Mus musculus
Fu 0.02 - Rattus norvegicus
Fu 0.025 - Rattus norvegicus
MRT 81.0 hr Homo sapiens
T1/2 56.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20070106 10.1021/jm901371v Homo sapiens 8
21474681 10.1124/dmd.111.038778 Brain 5
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
19445515 10.1021/jm900403j Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 2
37468498 10.1038/s41467-023-40064-9 Voltage-dependent L-type calcium channel subunit alpha-1C 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
37468498 10.1038/s41467-023-40064-9 Androgen receptor 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
21474681 10.1124/dmd.111.038778 ADMET 1
18426954 10.1124/dmd.108.020479 NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine