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Compound Detail

CHEMBL27403

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CN1CCN(c2nc3cc(C(F)(F)F)ccc3n3cccc23)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL27403
Phase Preclinical
Structure Type MOL
InChI Key LXFHSCDLMBZYKY-UHFFFAOYSA-N
11
Targets
19
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

334.4
MW (Da)
3.26
ALogP
4
HBA
0
HBD
23.8
PSA (Ų)
0.68
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H17F3N4
MW 334.35
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -1.77

Activity Summary

IC50 16 meas. best 7.72
EC50 2 meas. best 5.7
Ki 1 meas. best 8.02

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 8.02 8.02 9.6 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 IC50 7.72 7.72 19.0 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
 IC50 7.46 7.46 35.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 IC50 7.33 7.33 46.8 2
5-hydroxytryptamine receptor 1D
CHEMBL4105
 IC50 6.91 6.91 123.0 2
5-hydroxytryptamine receptor 1B
CHEMBL3459
 IC50 6.82 6.5867 150.0 3
Serotonin 3 (5-HT3) receptor
CHEMBL2094116
 IC50 5.88 5.88 1318.3 1
Serotonin 3 (5-HT3) receptor
CHEMBL2094132
 IC50 5.88 5.88 1318.3 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 5.7 5.27 2007.0 2
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
 IC50 5.17 5.17 6800.0 1
5-hydroxytryptamine receptor 2A
CHEMBL3446
 IC50 4.73 4.73 18620.9 2
5-hydroxytryptamine receptor 2C
CHEMBL225
 IC50 4.01 4.01 97723.7 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A Ki = 9.55 nM 8.02 Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r... 8568799
5-hydroxytryptamine receptor 1A IC50 = 19.0 nM 7.72 Displacement of [3H]8-OH-DPAT from rat cortex 5-hydroxytryptamine 1A receptor 2374139
5-hydroxytryptamine receptor 1D IC50 = 35.0 nM 7.46 Compound was evaluated for its inhibitory activity against 5-hydroxytryptamine 1... 2374139
5-hydroxytryptamine receptor 1A IC50 = 46.77 nM 7.33 Binding affinity for 5-hydroxytryptamine 1A receptor 8642566
5-hydroxytryptamine receptor 1A IC50 = 46.77 nM 7.33 Binding affinity against 5-hydroxytryptamine 1A receptor was measured using [3H]... 9191957
5-hydroxytryptamine receptor 1D IC50 = 123.03 nM 6.91 Binding affinity for 5-hydroxytryptamine 1D receptor 8642566
5-hydroxytryptamine receptor 1D IC50 = 123.03 nM 6.91 Binding affinity against 5-hydroxytryptamine 1D receptor was measured using [3H]... 9191957
5-hydroxytryptamine receptor 1B IC50 = 150.0 nM 6.82 Inhibitory activity against 5-hydroxytryptamine 1B receptor of rat cortex using ... 2374139
5-hydroxytryptamine receptor 1B IC50 = 338.84 nM 6.47 Binding affinity for 5-hydroxytryptamine 1B receptor 8642566
5-hydroxytryptamine receptor 1B IC50 = 338.84 nM 6.47 Binding affinity towards 5-hydroxytryptamine 1B receptor was measured using [3H]... 9191957
Serotonin 3 (5-HT3) receptor IC50 = 1318.26 nM 5.88 Binding affinity towards 5-hydroxytryptamine 3 receptor 8642566
Serotonin 3 (5-HT3) receptor IC50 = 1318.26 nM 5.88 Binding affinity against 5-hydroxytryptamine 3 receptor was measured using [3H]g... 9191957
NON-PROTEIN TARGET EC50 = 2007.0 nM 5.7 Antiproliferative activity against mouse neural precursor cells by MTT assay 17417631
Serotonin 2 (5-HT2) receptor IC50 = 6800.0 nM 5.17 Compound was evaluated for its inhibitory activity against 5-hydroxytryptamine 2... 2374139
NON-PROTEIN TARGET EC50 = 14400.0 nM 4.84 Antiproliferative activity against mouse astrocyte cells by MTT assay 17417631
5-hydroxytryptamine receptor 2A IC50 = 18620.87 nM 4.73 Binding affinity towards 5-hydroxytryptamine 2A receptor 8642566
5-hydroxytryptamine receptor 2A IC50 = 18620.87 nM 4.73 Binding affinity against 5-hydroxytryptamine 2A receptor was measured using [3H]... 9191957
5-hydroxytryptamine receptor 2C IC50 = 97723.72 nM 4.01 Binding affinity towards 5-hydroxytryptamine 2C receptor 8642566
5-hydroxytryptamine receptor 2C IC50 = 97723.72 nM 4.01 Binding affinity against 5-Hydroxytryptamine 2C Receptor was measured using [3H]... 9191957

Literature References

PubMed DOI Target Context # Activities
9357534 10.1021/jm970376w Serotonin 3 (5-HT3) receptor 3
17417631 10.1038/nchembio873 NON-PROTEIN TARGET 2
8642566 10.1021/jm950543x Serotonin 3 (5-HT3) receptor 1
17417631 10.1038/nchembio873 Unchecked 1
9191957 10.1021/jm960501o Serotonin 3 (5-HT3) receptor 1
9191957 10.1021/jm960501o 5-hydroxytryptamine receptor 2C 1
9191957 10.1021/jm960501o 5-hydroxytryptamine receptor 2A 1
9191957 10.1021/jm960501o 5-hydroxytryptamine receptor 1D 1
9191957 10.1021/jm960501o 5-hydroxytryptamine receptor 1B 1
9191957 10.1021/jm960501o 5-hydroxytryptamine receptor 1A 1
8568799 10.1021/jm950410b 5-hydroxytryptamine receptor 1A 1
2374139 10.1021/jm00170a007 5-hydroxytryptamine receptor 1A 1
8642566 10.1021/jm950543x 5-hydroxytryptamine receptor 2C 1
8642566 10.1021/jm950543x 5-hydroxytryptamine receptor 2A 1
8642566 10.1021/jm950543x 5-hydroxytryptamine receptor 1D 1
8642566 10.1021/jm950543x 5-hydroxytryptamine receptor 1B 1
8642566 10.1021/jm950543x 5-hydroxytryptamine receptor 1A 1
2374139 10.1021/jm00170a007 Serotonin 2 (5-HT2) receptor 1
2374139 10.1021/jm00170a007 5-hydroxytryptamine receptor 1D 1
2374139 10.1021/jm00170a007 5-hydroxytryptamine receptor 2C 1

Data from ChEMBL 36 via Core Engine