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Compound Detail

CHEMBL4639821

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COc1c(OCCOCCOCCOCCOc2ccc(C3CCN(c4ccn5c(CC6CC6)nnc5c4Cl)CC3)cc2)cccc1C(=O)C1CCN(CCc2ccc(F)cc2)CC1

Basic Information

ChEMBL ID CHEMBL4639821
Phase Preclinical
Structure Type MOL
InChI Key JJWWDQCTTPDNGK-UHFFFAOYSA-N
3
Targets
19
Activities
3
Assay Types
0
PK Parameters
3
Publications
0
Known Names

Molecular Properties

898.5
MW (Da)
8.51
ALogP
12
HBA
0
HBD
109.1
PSA (Ų)
0.04
QED
3
Ro5 Violations
24
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C50H61ClFN5O7
MW 898.52
Aromatic Rings 5
Heavy Atoms 64
NP-Likeness -0.98

Activity Summary

IC50 8 meas. best 6.55
Ki 6 meas. best 7.48
EC50 5 meas. best 6.49

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 7.48 7.48 33.0 2
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2
CHEMBL4630758
Ki 7.0 6.9725 100.0 4
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 6.55 6.545 280.0 2
Metabotropic glutamate receptor 2
CHEMBL5137
EC50 6.49 6.3725 323.6 4
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2
CHEMBL4630758
IC50 6.1 5.9617 800.0 6
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2
CHEMBL4630758
EC50 5.0 5.0 10000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 33.11 nM 7.48 Displacement of [3H]-ketanserin from human HT2A receptor expressed in HEK293 cel... 32815361
5-hydroxytryptamine receptor 2A Ki = 33.0 nM 7.48 Displacement of [3H]-ketanserin from human HT2A receptor expressed in HEK293 cel... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 Ki = 100.0 nM 7.0 Displacement of [3H]-ketanserin from human 5HT2A/mGlu2 receptor expressed in HEK... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 Ki = 102.33 nM 6.99 Displacement of [3H]-ketanserin from human 5HT2A/mGlu2 receptor expressed in HEK... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 Ki = 110.0 nM 6.96 Displacement of [3H]-ketanserin from human 5HT2A/mGlu2 receptor expressed in HEK... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 Ki = 114.82 nM 6.94 Displacement of [3H]-ketanserin from human 5HT2A/mGlu2 receptor expressed in HEK... 32815361
5-hydroxytryptamine receptor 2A IC50 = 280.0 nM 6.55 Antagonist activity at human 5HT2A receptor expressed in HEK293 cells assessed a... 32815361
5-hydroxytryptamine receptor 2A IC50 = 288.4 nM 6.54 Antagonist activity at human 5HT2A receptor expressed in HEK293 cells assessed a... 32815361
Metabotropic glutamate receptor 2 EC50 = 323.59 nM 6.49 Positive modulator activity at human mGlu2 receptor expressed in HEK293 cells co... 32815361
Metabotropic glutamate receptor 2 EC50 = 330.0 nM 6.48 Positive modulator activity at human mGlu2 receptor expressed in HEK293 cells co... 32815361
Metabotropic glutamate receptor 2 EC50 = 550.0 nM 6.26 Agonist activity at human mGlu2 receptor expressed in HEK293 cells co-expressing... 32815361
Metabotropic glutamate receptor 2 EC50 = 549.54 nM 6.26 Agonist activity at human mGlu2 receptor expressed in HEK293 cells co-expressing... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 800.0 nM 6.1 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells co-e... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 812.83 nM 6.09 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells co-e... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 1000.0 nM 6.0 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells co-e... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 990.0 nM 6.0 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells co-e... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 1548.82 nM 5.81 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells asse... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 1700.0 nM 5.77 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells asse... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 EC50 = 10000.0 nM 5.0 Agonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells co-expr... 32815361

Literature References

PubMed DOI Target Context # Activities
32815361 10.1021/acs.jmedchem.0c01058 5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 12
32815361 10.1021/acs.jmedchem.0c01058 Metabotropic glutamate receptor 2 6
32815361 10.1021/acs.jmedchem.0c01058 5-hydroxytryptamine receptor 2A 4

Data from ChEMBL 36 via Core Engine