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Compound Detail

CHEMBL1722209

TOLTERODINE TARTRATE
💊 Approved Drug
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💊 Approved Drug
Cc1ccc(O)c([C@H](CCN(C(C)C)C(C)C)c2ccccc2)c1.O=C(O)C(O)C(O)C(=O)O

Basic Information

ChEMBL ID CHEMBL1722209
Name TOLTERODINE TARTRATE
Phase Approved
Structure Type MOL
InChI Key TWHNMSJGYKMTRB-VEIFNGETSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL1382
Active Moiety CHEMBL1382

Known Names

Detrol Detrol la PNU-200583E Tolterodine l-tartrate Tolterodine tartrate
10
Targets
11
Activities
3
Assay Types
0
PK Parameters
20
Publications
5
Known Names
2
Indications
2
Mechanisms

Molecular Properties

325.5
MW (Da)
5.34
ALogP
2
HBA
1
HBD
23.5
PSA (Ų)
0.74
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1998
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral
USAN Year 1997

Extended Properties

Molecular Formula C26H37NO7
MW 475.58
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.36

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Muscarinic acetylcholine receptor M3 antagonist ANTAGONIST Muscarinic acetylcholine receptor M3
Muscarinic acetylcholine receptor M2 antagonist ANTAGONIST Muscarinic acetylcholine receptor M2

Indications

Urinary Bladder, Overactive Urinary Incontinence, Urge

Activity Summary

Ki 7 meas. best 8.41
EC50 3 meas. best 5.43
IC50 1 meas. best 6.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M5
CHEMBL2035
Ki 8.41 8.41 3.9 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Ki 8.06 8.06 8.7 1
Muscarinic acetylcholine receptor M2
CHEMBL211
Ki 7.88 7.88 13.1 1
Muscarinic acetylcholine receptor M3
CHEMBL245
Ki 7.86 7.86 13.8 1
Histamine H1 receptor
CHEMBL231
Ki 6.89 6.89 127.4 1
Sigma intracellular receptor 2
CHEMBL4105907
Ki 6.78 6.78 166.9 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 6.67 6.67 216.3 1
Muscarinic acetylcholine receptor M2
CHEMBL211
IC50 6.36 6.36 433.7 1
CX3C chemokine receptor 1
CHEMBL4843
EC50 5.43 5.43 3737.2 1
Beta-2 adrenergic receptor
CHEMBL210
EC50 5.41 5.41 3910.0 1
Free fatty acid receptor 4
CHEMBL5339
EC50 5.36 5.36 4324.2 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M5 Ki = 3.864 nM 8.41 PDSP Secondary Binding target: CHRM5 - Compounds are tested at 10 uM concentrati... -
Muscarinic acetylcholine receptor M1 Ki = 8.689 nM 8.06 PDSP Secondary Binding target: CHRM1 - Compounds are tested at 10 uM concentrati... -
Muscarinic acetylcholine receptor M2 Ki = 13.12 nM 7.88 PDSP Secondary Binding target: CHRM2 - Compounds are tested at 10 uM concentrati... -
Muscarinic acetylcholine receptor M3 Ki = 13.75 nM 7.86 PDSP Secondary Binding target: CHRM3 - Compounds are tested at 10 uM concentrati... -
Histamine H1 receptor Ki = 127.37 nM 6.89 PDSP Secondary Binding target: HRH1 - Compounds are tested at 10 uM concentratio... -
Sigma intracellular receptor 2 Ki = 166.94 nM 6.78 PDSP Secondary Binding target: TMEM97 - Compounds are tested at 10 uM concentrat... -
Sigma non-opioid intracellular receptor 1 Ki = 216.35 nM 6.67 PDSP Secondary Binding target: SIGMAR1 - Compounds are tested at 10 uM concentra... -
Muscarinic acetylcholine receptor M2 IC50 = 433.67 nM 6.36 GPCR PRESTO-Tango dose-response in antagonist mode with target: CHRM2 -
CX3C chemokine receptor 1 EC50 = 3737.22 nM 5.43 GPCR PRESTO-Tango dose-response in antagonist mode with target: CX3CR1 -
Beta-2 adrenergic receptor EC50 = 3910.0 nM 5.41 GPCR PRESTO-Tango dose-response in antagonist mode with target: ADRB2 -
Free fatty acid receptor 4 EC50 = 4324.25 nM 5.36 GPCR PRESTO-Tango dose-response in antagonist mode with target: FFAR4 -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5058564 Fibroblast 3
- 10.6019/CHEMBL5058564 U2OS 3
- 10.6019/CHEMBL5058564 HEK-293T 3
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 2
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 2
- 10.6019/CHEMBL5209801 Apelin receptor 2
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 2
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 2
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 2
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 2
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 2
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 2
- 10.6019/CHEMBL5209801 G-protein coupled receptor 35 2
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 2
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 2
- 10.6019/CHEMBL4513141 Klebsiella pneumoniae 1
- 10.6019/CHEMBL4513141 Pseudomonas aeruginosa 1
- 10.6019/CHEMBL5442687 Glucose-dependent insulinotropic receptor 1

Data from ChEMBL 36 via Core Engine