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Compound Detail

CHEMBL23957

OXOTREMORINE METHIODIDE
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C[N+](C)(C)CC#CCN1CCCC1=O.[I-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL23957
Name OXOTREMORINE METHIODIDE
Phase Preclinical
Structure Type MOL
InChI Key VVLMSCJCXMBGDI-UHFFFAOYSA-M
Parent Compound CHEMBL44674
Active Moiety CHEMBL44674
9
Targets
20
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

195.3
MW (Da)
0.32
ALogP
1
HBA
0
HBD
20.3
PSA (Ų)
0.46
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C11H19IN2O
MW 322.19
Aromatic Rings 0
Heavy Atoms 14
NP-Likeness -0.30

Activity Summary

Ki 7 meas. best 9.11
EC50 6 meas. best 7.64
IC50 5 meas. best 7.89
Kd 2 meas. best 5.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M2
CHEMBL309
 Ki 9.11 7.0475 0.8 4
Muscarinic acetylcholine receptor
CHEMBL1907609
 IC50 7.89 6.196 13.0 5
Cavia porcellus
CHEMBL369
 EC50 7.64 7.035 23.0 2
Muscarinic acetylcholine receptor M2
CHEMBL211
 Ki 6.97 6.97 107.2 1
Muscarinic acetylcholine receptor M1
CHEMBL3733
 EC50 6.16 6.16 700.0 1
Muscarinic acetylcholine receptor M1
CHEMBL276
 Ki 5.92 5.92 1200.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
 EC50 5.75 5.75 1800.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
 EC50 5.64 5.64 2300.0 1
Cavia porcellus
CHEMBL369
 Kd 5.54 5.455 2900.0 2
Muscarinic acetylcholine receptor M1
CHEMBL216
 EC50 5.13 5.13 7400.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
 Ki 4.69 4.69 20417.4 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M2 Ki = 0.78 nM 9.11 Binding affinity at [3H]CD radiolabeled muscarinic M2 receptor in rat cortex. 8246221
Muscarinic acetylcholine receptor IC50 = 13.0 nM 7.89 In vitro ability to displace [3H]oxotremorine-M (OXO-M) from rat cerebral cortex... 1619616
Muscarinic acetylcholine receptor IC50 = 13.0 nM 7.89 Compound was tested in vitro for its binding affinity to muscarinic acetylcholin... 1560440
Cavia porcellus EC50 = 23.0 nM 7.64 In vitro muscarinic activity was measured on isolated guinea pig ileum 3336015
Muscarinic acetylcholine receptor M2 Ki = 60.0 nM 7.22 Binding affinity at [3H]QNB radiolabeled muscarinic M2 receptor in rat heart. 8246221
Muscarinic acetylcholine receptor M2 Ki = 107.15 nM 6.97 Binding affinity to human cloned muscarinic M2 receptor expressed in CHO cells 18182302
Cavia porcellus EC50 = 370.0 nM 6.43 In vitro muscarinic activity was measured on isolated guinea pig urinary bladder 3336015
Muscarinic acetylcholine receptor M1 EC50 = 700.0 nM 6.16 Tested against Muscarinic acetylcholine receptor M1 expressed in A9 L cell line 9111297
Muscarinic acetylcholine receptor M2 Ki = 910.0 nM 6.04 Binding affinity at [3H]QNB radiolabeled muscarinic M2 receptor in rat cortex. 8246221
Muscarinic acetylcholine receptor IC50 = 1200.0 nM 5.92 Binding affinity to Muscarinic acetylcholine receptor in rat cerebral cortex 3336015
Muscarinic acetylcholine receptor M1 Ki = 1200.0 nM 5.92 Binding affinity at [3H]PZ radiolabeled muscarinic M1 receptor in rat cortex. 8246221
Muscarinic acetylcholine receptor M2 Ki = 1500.0 nM 5.82 Binding affinity at [3H]QNB and GppNHp radiolabeled muscarinic M2 receptor in ra... 8246221
Muscarinic acetylcholine receptor M3 EC50 = 1800.0 nM 5.75 Activation of M3-ACh receptor-FLASH/CFP expressed in HEK293 cells assessed as FR... 20716489
Muscarinic acetylcholine receptor M5 EC50 = 2300.0 nM 5.64 Activation of M5-ACh receptor-FLASH/CFP expressed in HEK293 cells assessed as FR... 20716489
Cavia porcellus Kd = 2900.0 nM 5.54 Dissociation constant of the drug-receptor complex was measured in guinea pig il... 3336015
Cavia porcellus Kd = 4300.0 nM 5.37 Dissociation constant of the drug-receptor complex was measured in guinea pig ur... 3336015
Muscarinic acetylcholine receptor M1 EC50 = 7400.0 nM 5.13 Activation of M1-ACh receptor-FLASH/CFP expressed in HEK293 cells assessed as FR... 20716489
Muscarinic acetylcholine receptor M1 Ki = 20417.38 nM 4.69 Binding affinity to human cloned muscarinic M1 receptor expressed in CHO cells 18182302
Muscarinic acetylcholine receptor IC50 = 23000.0 nM 4.64 In vitro ability to displace [3H]quinuclidinyl benzilate (QNB) from rat cerebral... 1619616
Muscarinic acetylcholine receptor IC50 = 23000.0 nM 4.64 Compound was tested in vitro for its binding affinity to muscarinic acetylcholin... 1560440

Literature References

PubMed DOI Target Context # Activities
3336015 10.1021/jm00396a025 Cavia porcellus 6
8246221 10.1021/jm00075a007 Muscarinic acetylcholine receptor M2 5
3336015 10.1021/jm00396a025 Muscarinic acetylcholine receptor 4
1560440 10.1021/jm00085a016 Muscarinic acetylcholine receptor 3
20716489 10.1016/j.bmc.2010.07.060 Muscarinic acetylcholine receptor M5 3
20716489 10.1016/j.bmc.2010.07.060 Muscarinic acetylcholine receptor M3 3
20716489 10.1016/j.bmc.2010.07.060 Muscarinic acetylcholine receptor M1 3
1619616 10.1021/jm00091a007 Muscarinic acetylcholine receptor 3
8246221 10.1021/jm00075a007 Muscarinic receptor M1 and M2 3
3336015 10.1021/jm00396a025 Mus musculus 2
17623649 10.1074/jbc.m704875200 Muscarinic acetylcholine receptor M3 2
2153827 10.1021/jm00164a044 Muscarinic acetylcholine receptor M3 2
2153827 10.1021/jm00164a044 Muscarinic acetylcholine receptor M4 2
9111297 10.1021/jm960467d Muscarinic acetylcholine receptor M1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
3336015 10.1021/jm00396a025 Unchecked 1
8246221 10.1021/jm00075a007 Muscarinic acetylcholine receptor M1 1
18182302 10.1016/j.bmc.2007.12.036 Muscarinic acetylcholine receptor M1 1
18182302 10.1016/j.bmc.2007.12.036 Muscarinic acetylcholine receptor M2 1
17417631 10.1038/nchembio873 Unchecked 1

Data from ChEMBL 36 via Core Engine