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Compound Detail

CHEMBL1900528

TIOTROPIUM
💊 Approved Drug
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💊 Approved Drug
C[N+]1(C)[C@@H]2C[C@@H](OC(=O)C(O)(c3cccs3)c3cccs3)C[C@H]1[C@@H]1O[C@@H]12

Basic Information

ChEMBL ID CHEMBL1900528
Name TIOTROPIUM
Phase Approved
Structure Type MOL
InChI Key LERNTVKEWCAPOY-DZZGSBJMSA-N
Therapeutic ✓ Yes

Known Names

Tiotropium Tiotropium cation Tiotropium ion
1
Targets
1
Activities
1
Assay Types
5
PK Parameters
18
Publications
3
Known Names
5
Indications

Molecular Properties

392.5
MW (Da)
2.35
ALogP
6
HBA
1
HBD
59.1
PSA (Ų)
0.49
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2004
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Topical

Flags

Natural Product
USAN Stem -ium; -trop-

Extended Properties

Molecular Formula C19H22NO4S2+
MW 392.52
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness 0.51

Indications

Asthma Pulmonary Disease, Chronic Obstructive Renal Insufficiency Spinal Cord Injuries Bronchitis, Chronic

Activity Summary

Ki 1 meas. best 10.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M3
CHEMBL245
Ki 10.5 10.5 0.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 7.7 mL.min-1.g-1 Homo sapiens
CL 135.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 3.0 uL.min-1.(10^6cells)-1 Homo sapiens
CL 3.0 mL.min-1.g-1 Homo sapiens
T1/2 22.87 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
- 10.6019/CHEMBL3301361 ADMET 7
25629394 10.1021/jm501915g Cavia porcellus 7
23984907 10.1021/jm400966v Solute carrier family 22 member 2 2
23984907 10.1021/jm400966v Solute carrier family 22 member 1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37561958 10.1021/acs.jmedchem.3c01012 ADMET 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
22961681 10.1124/dmd.112.047068 Bile salt export pump 1
26471092 10.1016/j.bmcl.2015.10.008 Muscarinic acetylcholine receptor M3 1
25629394 10.1021/jm501915g Unchecked 1
25629394 10.1021/jm501915g Muscarinic acetylcholine receptor M3 1
25629394 10.1021/jm501915g Beta-2 adrenergic receptor 1
- 10.6019/CHEMBL3301361 No relevant target 1
22197392 10.1016/j.bmcl.2011.12.005 Liver microsomes 1

Data from ChEMBL 36 via Core Engine