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Compound Detail

CHEMBL54720

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c1ccc(CN2CCN(c3nc4ccsc4n4cccc34)CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL54720
Phase Preclinical
Structure Type MOL
InChI Key QYWDOJXSLBBWLE-UHFFFAOYSA-N
9
Targets
17
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

348.5
MW (Da)
3.87
ALogP
5
HBA
0
HBD
23.8
PSA (Ų)
0.56
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H20N4S
MW 348.48
Aromatic Rings 4
Heavy Atoms 25
NP-Likeness -1.80

Activity Summary

IC50 14 meas. best 8.85
EC50 2 meas. best 8.0
Ki 1 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serotonin 3 (5-HT3) receptor
CHEMBL2094132
 Ki 9.0 9.0 1.0 1
5-hydroxytryptamine receptor 3A
CHEMBL1899
 IC50 8.85 8.85 1.4 1
Serotonin 3 (5-HT3) receptor
CHEMBL2094116
 IC50 8.85 8.85 1.4 1
Serotonin 3 (5-HT3) receptor
CHEMBL2094132
 IC50 8.85 8.85 1.4 2
NG108-15
CHEMBL613828
 EC50 8.0 7.98 10.0 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 IC50 6.4 6.4 398.1 2
5-hydroxytryptamine receptor 1B
CHEMBL3459
 IC50 5.99 5.99 1023.3 2
5-hydroxytryptamine receptor 2C
CHEMBL225
 IC50 5.73 5.73 1862.1 2
5-hydroxytryptamine receptor 2A
CHEMBL3446
 IC50 5.36 5.36 4365.2 2
5-hydroxytryptamine receptor 1D
CHEMBL4105
 IC50 4.85 4.85 14125.4 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serotonin 3 (5-HT3) receptor Ki = 1.0 nM 9.0 Binding affinity to 5-HT3 receptor (unknown origin) assessed as inhibition const... 35939391
Serotonin 3 (5-HT3) receptor IC50 = 1.413 nM 8.85 Binding affinity towards 5-hydroxytryptamine 3 receptor 8642566
Serotonin 3 (5-HT3) receptor IC50 = 1.413 nM 8.85 Binding affinity against 5-hydroxytryptamine 3 receptor was measured using [3H]g... 9191957
Serotonin 3 (5-HT3) receptor IC50 = 1.413 nM 8.85 Binding affinity towards 5-hydroxytryptamine 3 receptor 11229746
5-hydroxytryptamine receptor 3A IC50 = 1.413 nM 8.85 Displacement of [3H]granisetron form 5HT3 receptor in hybrid NG180-15 cells 19261477
NG108-15 EC50 = 10.0 nM 8.0 In vitro effective concentration against [14C]guanidinium uptake into NG 108-15 ... 8642566
NG108-15 EC50 = 11.0 nM 7.96 In Vitro 5-HT3 agonist activity on the [14C]guanidinium accumulation in NG 108-1... 9191957
5-hydroxytryptamine receptor 1A IC50 = 398.11 nM 6.4 Binding affinity against 5-hydroxytryptamine 1A receptor was measured using [3H]... 9191957
5-hydroxytryptamine receptor 1A IC50 = 398.11 nM 6.4 Binding affinity for 5-hydroxytryptamine 1A receptor 8642566
5-hydroxytryptamine receptor 1B IC50 = 1023.29 nM 5.99 Binding affinity for 5-hydroxytryptamine 1B receptor 8642566
5-hydroxytryptamine receptor 1B IC50 = 1023.29 nM 5.99 Binding affinity towards 5-hydroxytryptamine 1B receptor was measured using [3H]... 9191957
5-hydroxytryptamine receptor 2C IC50 = 1862.09 nM 5.73 Binding affinity towards 5-hydroxytryptamine 2C receptor 8642566
5-hydroxytryptamine receptor 2C IC50 = 1862.09 nM 5.73 Binding affinity against 5-Hydroxytryptamine 2C Receptor was measured using [3H]... 9191957
5-hydroxytryptamine receptor 2A IC50 = 4365.16 nM 5.36 Binding affinity towards 5-hydroxytryptamine 2A receptor 8642566
5-hydroxytryptamine receptor 2A IC50 = 4365.16 nM 5.36 Binding affinity against 5-hydroxytryptamine 2A receptor was measured using [3H]... 9191957
5-hydroxytryptamine receptor 1D IC50 = 14125.38 nM 4.85 Binding affinity for 5-hydroxytryptamine 1D receptor 8642566
5-hydroxytryptamine receptor 1D IC50 = 14125.38 nM 4.85 Binding affinity against 5-hydroxytryptamine 1D receptor was measured using [3H]... 9191957

Literature References

PubMed DOI Target Context # Activities
8642566 10.1021/jm950543x Unchecked 7
8642566 10.1021/jm950543x Serotonin 3 (5-HT3) receptor 4
8642566 10.1021/jm950543x Glutamate [NMDA] receptor 2
9191957 10.1021/jm960501o Rattus norvegicus 2
8642566 10.1021/jm950543x D(2) dopamine receptor 2
8642566 10.1021/jm950543x GABA-A receptor; anion channel 2
8642566 10.1021/jm950543x Kappa-type opioid receptor 2
8642566 10.1021/jm950543x Adenosine receptor A1 1
35939391 10.1021/acs.jmedchem.2c00633 Serotonin 3 (5-HT3) receptor 1
8642566 10.1021/jm950543x Angiotensin II receptor 1
8642566 10.1021/jm950543x 5-hydroxytryptamine receptor 2C 1
8642566 10.1021/jm950543x Cholecystokinin receptor type A 1
8642566 10.1021/jm950543x Gastrin/cholecystokinin type B receptor 1
8642566 10.1021/jm950543x Insulin receptor 1
8642566 10.1021/jm950543x Interleukin-1 receptor type 1 1
8642566 10.1021/jm950543x Glutamate receptor ionotropic kainate 1
8642566 10.1021/jm950543x 5-hydroxytryptamine receptor 2A 1
8642566 10.1021/jm950543x Cysteinyl leukotriene receptor 1 1
8642566 10.1021/jm950543x Muscarinic acetylcholine receptor M1 1
8642566 10.1021/jm950543x 5-hydroxytryptamine receptor 1D 1

Data from ChEMBL 36 via Core Engine