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Compound Detail

CHEMBL4636980

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COCCOc1cccc(C(=O)C2CCN(CCc3ccc(F)cc3)CC2)c1OC

Basic Information

ChEMBL ID CHEMBL4636980
Phase Preclinical
Structure Type MOL
InChI Key XJEBSHOFIMSIIB-UHFFFAOYSA-N
2
Targets
14
Activities
2
Assay Types
0
PK Parameters
3
Publications
0
Known Names

Molecular Properties

415.5
MW (Da)
4.00
ALogP
5
HBA
0
HBD
48.0
PSA (Ų)
0.43
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H30FNO4
MW 415.51
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -1.03

Activity Summary

IC50 8 meas. best 8.03
Ki 6 meas. best 8.53

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 8.53 8.525 3.0 2
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2
CHEMBL4630758
Ki 8.19 8.0375 6.5 4
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 8.03 8.03 9.3 2
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2
CHEMBL4630758
IC50 7.8 7.6583 16.0 6

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 2.951 nM 8.53 Displacement of [3H]-ketanserin from human HT2A receptor expressed in HEK293 cel... 32815361
5-hydroxytryptamine receptor 2A Ki = 3.0 nM 8.52 Displacement of [3H]-ketanserin from human HT2A receptor expressed in HEK293 cel... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 Ki = 6.5 nM 8.19 Displacement of [3H]-ketanserin from human 5HT2A/mGlu2 receptor expressed in HEK... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 Ki = 6.457 nM 8.19 Displacement of [3H]-ketanserin from human 5HT2A/mGlu2 receptor expressed in HEK... 32815361
5-hydroxytryptamine receptor 2A IC50 = 9.3 nM 8.03 Antagonist activity at human 5HT2A receptor expressed in HEK293 cells assessed a... 32815361
5-hydroxytryptamine receptor 2A IC50 = 9.333 nM 8.03 Antagonist activity at human 5HT2A receptor expressed in HEK293 cells assessed a... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 Ki = 13.0 nM 7.89 Displacement of [3H]-ketanserin from human 5HT2A/mGlu2 receptor expressed in HEK... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 Ki = 13.18 nM 7.88 Displacement of [3H]-ketanserin from human 5HT2A/mGlu2 receptor expressed in HEK... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 16.0 nM 7.8 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells asse... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 16.22 nM 7.79 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells asse... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 23.0 nM 7.64 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells co-e... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 22.91 nM 7.64 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells co-e... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 29.0 nM 7.54 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells co-e... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 28.84 nM 7.54 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells co-e... 32815361

Literature References

PubMed DOI Target Context # Activities
32815361 10.1021/acs.jmedchem.0c01058 5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 13
32815361 10.1021/acs.jmedchem.0c01058 Metabotropic glutamate receptor 2 4
32815361 10.1021/acs.jmedchem.0c01058 5-hydroxytryptamine receptor 2A 4

Data from ChEMBL 36 via Core Engine