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Compound Detail

CHEMBL21536

XANOMELINE
💊 Approved Drug
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💊 Approved Drug
CCCCCCOc1nsnc1C1=CCCN(C)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL21536
Name XANOMELINE
Phase Approved
Structure Type MOL
InChI Key JOLJIIDDOBNFHW-UHFFFAOYSA-N

Known Names

LY-246708 LY-246708 FREE BASE LY246708 Xanomelina Xanomeline
14
Targets
102
Activities
3
Assay Types
0
PK Parameters
20
Publications
5
Known Names
1
Indications
2
Mechanisms

Molecular Properties

281.4
MW (Da)
3.22
ALogP
5
HBA
0
HBD
38.2
PSA (Ų)
0.72
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2024
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

First in Class
USAN Stem -meline
USAN Year 1994

Extended Properties

Molecular Formula C14H23N3OS
MW 281.42
Aromatic Rings 1
Heavy Atoms 19
NP-Likeness -0.49

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Muscarinic acetylcholine receptor M4 agonist AGONIST Muscarinic acetylcholine receptor M4 ✓ ✓
Muscarinic acetylcholine receptor M1 agonist AGONIST Muscarinic acetylcholine receptor M1 ✓ ✓

Indications

Schizophrenia

Activity Summary

EC50 40 meas. best 8.8
Ki 37 meas. best 8.11
IC50 25 meas. best 11.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Oryctolagus cuniculus
CHEMBL374
 IC50 11.0 11.0 0.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
 EC50 8.8 6.9979 1.6 14
Muscarinic acetylcholine receptor M1
CHEMBL276
 IC50 8.7 8.2733 2.0 9
Muscarinic acetylcholine receptor M4
CHEMBL1821
 EC50 8.22 7.2425 6.0 8
Muscarinic acetylcholine receptor M3
CHEMBL245
 Ki 8.11 7.55 7.8 4
Muscarinic acetylcholine receptor M1
CHEMBL216
 Ki 8.1 7.0957 7.9 7
Muscarinic acetylcholine receptor M2
CHEMBL211
 Ki 8.09 6.8031 8.1 13
Muscarinic acetylcholine receptor M5
CHEMBL2035
 Ki 8.03 6.91 9.3 5
Muscarinic acetylcholine receptor
CHEMBL1907609
 IC50 8.01 8.01 9.7 2
Muscarinic acetylcholine receptor M4
CHEMBL1821
 Ki 7.95 7.4725 11.2 4
Muscarinic acetylcholine receptor M2
CHEMBL211
 IC50 7.9 7.2 12.6 2
Muscarinic acetylcholine receptor M2
CHEMBL309
 IC50 7.8 7.8 16.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
 IC50 7.74 6.5533 18.2 6
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 7.7 7.7 20.0 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
 IC50 7.6 7.6 25.1 2
Muscarinic acetylcholine receptor M3
CHEMBL245
 EC50 6.96 6.16 110.0 3
Muscarinic acetylcholine receptor M2
CHEMBL211
 EC50 6.92 6.4767 121.0 3
Muscarinic acetylcholine receptor M5
CHEMBL2035
 EC50 6.85 6.142 140.0 5
Muscarinic acetylcholine receptor M1/M5 chimeric protein
CHEMBL2111417
 EC50 6.5 5.9667 316.2 3
Muscarinic acetylcholine receptor M1/M5 chimeric protein
CHEMBL2111417
 Ki 6.3 6.1333 501.2 3
Muscarinic acetylcholine receptor M1
CHEMBL3733
 EC50 5.24 5.24 5700.0 1
A9
CHEMBL614518
 IC50 5.16 5.16 7000.0 1
Muscarinic acetylcholine receptor M3
CHEMBL5105
 EC50 4.96 4.96 11000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Oryctolagus cuniculus IC50 = 0.01 nM 11.0 Compound was evaluated for the inhibition of the twitch response in the electric... -
Muscarinic acetylcholine receptor M1 EC50 = 1.6 nM 8.8 Agonist activity at human muscarinic M1 receptor expressed in CHO-K1 cells asses... 20684563
Muscarinic acetylcholine receptor M1 IC50 = 2.0 nM 8.7 Binding affinity for muscarinic acetylcholine receptor M1 using [3H]oxotremorine... 9464368
Muscarinic acetylcholine receptor M1 IC50 = 2.0 nM 8.7 Binding activity against muscarinic acetylcholine receptor M1 in rat brain, usin... 7658434
Muscarinic acetylcholine receptor M1 IC50 = 5.0 nM 8.3 Binding affinity for muscarinic acetylcholine receptor M1 using [3H]pirenzepine ... 9464368
Muscarinic acetylcholine receptor M1 IC50 = 5.0 nM 8.3 Binding activity against muscarinic acetylcholine receptor M1 in rat brain, usin... 7658434
Muscarinic acetylcholine receptor M4 EC50 = 6.0 nM 8.22 Positive allosteric modulatory activity at human Muscarinic acetylcholine recept... 31223452
Muscarinic acetylcholine receptor M4 EC50 = 6.2 nM 8.21 Agonist activity at human muscarinic M4 receptor expressed in BHK-21 cells coexp... 20684563
Muscarinic acetylcholine receptor M1 IC50 = 7.0 nM 8.15 Displacement of [3H]-Pz (pirenzepine) from the muscarinic receptor M1 of the rat... -
Muscarinic acetylcholine receptor M1 IC50 = 7.0 nM 8.15 In vitro binding affinity towards Muscarinic acetylcholine receptor M1 by the di... -
Muscarinic acetylcholine receptor M1 IC50 = 7.0 nM 8.15 Displacement of [3H]pirenzepine (Pz) from rat hippocampus muscarinic acetylcholi... 1433209
Muscarinic acetylcholine receptor M3 Ki = 7.762 nM 8.11 Displacement of [3H]NMS from human M3 receptor expressed in CHO cells by micropl... 25275964
Muscarinic acetylcholine receptor M1 Ki = 7.943 nM 8.1 Displacement of [3H]NMS from human M1 receptor expressed in CHO cells by micropl... 25275964
Muscarinic acetylcholine receptor M1 Ki = 7.943 nM 8.1 Binding affinity to human cloned muscarinic M1 receptor expressed in CHO cells 18182302
Muscarinic acetylcholine receptor M2 Ki = 8.128 nM 8.09 Displacement of [3H]NMS from human M2 receptor expressed in CHO cells by micropl... 25275964
Muscarinic acetylcholine receptor M5 Ki = 9.333 nM 8.03 Displacement of [3H]NMS from human M5 receptor expressed in CHO cells by micropl... 25275964
Muscarinic acetylcholine receptor IC50 = 9.7 nM 8.01 Displacement of [3H]-OXO-M (oxotremorine-M) from the central muscarinic receptor... -
Muscarinic acetylcholine receptor M1 IC50 = 9.7 nM 8.01 Displacement of [3H]oxotremorine-M (Oxo-M) from rat hippocampus muscarinic acety... 1433209
Muscarinic acetylcholine receptor IC50 = 9.7 nM 8.01 Binding affinity against muscarinic receptor in rat brain membranes using oxotre... 9873644
Muscarinic acetylcholine receptor M1 IC50 = 10.0 nM 8.0 In vitro binding affinity towards Muscarinic acetylcholine receptor M1 by the di... -

Literature References

PubMed DOI Target Context # Activities
17149881 10.1021/jm0606995 Muscarinic acetylcholine receptor M1/M5 chimeric protein 9
17149881 10.1021/jm0606995 Muscarinic acetylcholine receptor M1 8
25275964 10.1021/jm501173q Muscarinic acetylcholine receptor M4 7
25275964 10.1021/jm501173q Muscarinic acetylcholine receptor M1 7
11741475 10.1021/jm0102405 Muscarinic acetylcholine receptor M1 6
17977730 10.1016/j.bmc.2007.10.058 Muscarinic acetylcholine receptor M1 6
32233403 10.1021/acs.jmedchem.9b02172 Muscarinic acetylcholine receptor M2 6
9464368 10.1021/jm970125n Muscarinic acetylcholine receptor M1 4
1433209 10.1021/jm00100a005 Muscarinic acetylcholine receptor M1 4
31223452 10.1021/acsmedchemlett.9b00106 Muscarinic acetylcholine receptor M4 4
13678406 10.1021/jm0301235 Muscarinic acetylcholine receptor M5 3
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M5 3
17149881 10.1021/jm0606995 Muscarinic acetylcholine receptor M4 3
17149881 10.1021/jm0606995 Muscarinic acetylcholine receptor M2 3
13678406 10.1021/jm0301235 Muscarinic acetylcholine receptor M4 3
13678406 10.1021/jm0301235 Muscarinic acetylcholine receptor M3 3
13678406 10.1021/jm0301235 Muscarinic acetylcholine receptor M2 3
13678406 10.1021/jm0301235 Muscarinic acetylcholine receptor M1 3
17149881 10.1021/jm0606995 Muscarinic acetylcholine receptor M3 3
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M4 3

Data from ChEMBL 36 via Core Engine