Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL466253

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1ccc(CN2C(=O)C(=O)c3cc(OC(F)(F)F)ccc32)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL466253
Phase Preclinical
Structure Type MOL
InChI Key CKLGZXFOLMHCMC-UHFFFAOYSA-N
2
Targets
10
Activities
2
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

351.3
MW (Da)
3.32
ALogP
4
HBA
0
HBD
55.8
PSA (Ų)
0.79
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H12F3NO4
MW 351.28
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.84

Activity Summary

EC50 8 meas. best 9.58
Ki 2 meas. best 6.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M5
CHEMBL277
 EC50 9.58 8.96 0.3 4
Muscarinic acetylcholine receptor M5
CHEMBL2035
 Ki 6.8 6.295 159.0 2
Muscarinic acetylcholine receptor M5
CHEMBL2035
 EC50 5.96 5.945 1100.0 4

Pharmacokinetic Data

Parameter Value Units Species
AUC 621.1 ng.hr.mL-1 Rattus norvegicus
AUC 158.62 ng.hr.mL-1 Rattus norvegicus
Cmax 460.32 nM Rattus norvegicus
Cmax 122.64 nM Rattus norvegicus
T1/2 4.7 hr Rattus norvegicus
T1/2 3.69 hr Rattus norvegicus
Tmax 1.0 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M5 EC50 = 0.263 nM 9.58 Positive allosteric modulation of rat muscarinic M5 receptor assessed as effect ... 23562060
Muscarinic acetylcholine receptor M5 EC50 = 0.2634 nM 9.58 Positive allosteric modulation of rat muscarinic M5 receptor assessed as effect ... 23562060
Muscarinic acetylcholine receptor M5 EC50 = 4.571 nM 8.34 Positive allosteric modulation of rat muscarinic M5 receptor 23562060
Muscarinic acetylcholine receptor M5 EC50 = 4.58 nM 8.34 Positive allosteric modulation of rat muscarinic M5 receptor 23562060
Muscarinic acetylcholine receptor M5 Ki = 159.0 nM 6.8 Displacement of [3H]NMS from human muscarinic M5 receptor expressed in CHO cells... 19438238
Muscarinic acetylcholine receptor M5 EC50 = 1100.0 nM 5.96 Agonist activity at human muscarinic M5 expressed in CHO cells assessed as stimu... 20004578
Muscarinic acetylcholine receptor M5 EC50 = 1100.0 nM 5.96 Positive allosteric modulation of human muscarinic M5 receptor 23562060
Muscarinic acetylcholine receptor M5 EC50 = 1160.0 nM 5.94 Activation of human muscarinic M5 receptor expressed in CHO cells coexpressing G... 19438238
Muscarinic acetylcholine receptor M5 EC50 = 1200.0 nM 5.92 Positive allosteric modulation activity at muscarinic M5 receptor 22148748
Muscarinic acetylcholine receptor M5 Ki = 1610.0 nM 5.79 Displacement of [3H]NMS from human muscarinic M5 receptor expressed in CHO cells... 19438238

Literature References

PubMed DOI Target Context # Activities
19438238 10.1021/jm900286j Muscarinic acetylcholine receptor M5 8
23562060 10.1016/j.bmcl.2013.03.032 Muscarinic acetylcholine receptor M5 8
19438238 10.1021/jm900286j Plasma 6
19438238 10.1021/jm900286j Unchecked 4
19438238 10.1021/jm900286j Brain 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
19438238 10.1021/jm900286j Muscarinic acetylcholine receptor M1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
22148748 10.1021/jm201139r Muscarinic acetylcholine receptor M5 2
20004578 10.1016/j.bmcl.2009.11.089 Muscarinic acetylcholine receptor M1 1
20004578 10.1016/j.bmcl.2009.11.089 Muscarinic acetylcholine receptor M2 1
20004578 10.1016/j.bmcl.2009.11.089 Muscarinic acetylcholine receptor M3 1
20004578 10.1016/j.bmcl.2009.11.089 Muscarinic acetylcholine receptor M4 1
20004578 10.1016/j.bmcl.2009.11.089 Muscarinic acetylcholine receptor M5 1
20004578 10.1016/j.bmcl.2009.11.089 ADMET 1
19438238 10.1021/jm900286j ADMET 1
19438238 10.1021/jm900286j Muscarinic acetylcholine receptor M4 1
23562060 10.1016/j.bmcl.2013.03.032 Muscarinic acetylcholine receptor M4 1
23562060 10.1016/j.bmcl.2013.03.032 Muscarinic acetylcholine receptor M3 1
19438238 10.1021/jm900286j Muscarinic acetylcholine receptor M2 1

Data from ChEMBL 36 via Core Engine