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Compound Detail

CHEMBL4635373

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COc1c(OCCOCCOCCOCCOCCOc2ccc(C3CCN(c4ccn5c(CC6CC6)nnc5c4Cl)CC3)cc2)cccc1C(=O)C1CCN(CCc2ccc(F)cc2)CC1

Basic Information

ChEMBL ID CHEMBL4635373
Phase Preclinical
Structure Type MOL
InChI Key NEVQUXDVNDJANK-UHFFFAOYSA-N
3
Targets
19
Activities
3
Assay Types
0
PK Parameters
3
Publications
0
Known Names

Molecular Properties

942.6
MW (Da)
8.53
ALogP
13
HBA
0
HBD
118.3
PSA (Ų)
0.04
QED
3
Ro5 Violations
27
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C52H65ClFN5O8
MW 942.57
Aromatic Rings 5
Heavy Atoms 67
NP-Likeness -0.93

Activity Summary

IC50 8 meas. best 6.35
Ki 6 meas. best 6.89
EC50 5 meas. best 6.29

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 6.89 6.89 128.8 2
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2
CHEMBL4630758
Ki 6.75 6.625 177.8 4
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 6.35 6.35 446.7 2
Metabotropic glutamate receptor 2
CHEMBL5137
EC50 6.29 6.0475 510.0 4
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2
CHEMBL4630758
IC50 6.0 5.7767 1000.0 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 = 128.82 nM 6.89 Displacement of [3H]-ketanserin from human HT2A receptor expressed in HEK293 cel... 32815361
5-hydroxytryptamine receptor 2A Ki = 130.0 nM 6.89 Displacement of [3H]-ketanserin from human HT2A receptor expressed in HEK293 cel... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 Ki = 177.83 nM 6.75 Displacement of [3H]-ketanserin from human 5HT2A/mGlu2 receptor expressed in HEK... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 Ki = 180.0 nM 6.75 Displacement of [3H]-ketanserin from human 5HT2A/mGlu2 receptor expressed in HEK... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 Ki = 316.23 nM 6.5 Displacement of [3H]-ketanserin from human 5HT2A/mGlu2 receptor expressed in HEK... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 Ki = 320.0 nM 6.5 Displacement of [3H]-ketanserin from human 5HT2A/mGlu2 receptor expressed in HEK... 32815361
5-hydroxytryptamine receptor 2A IC50 = 450.0 nM 6.35 Antagonist activity at human 5HT2A receptor expressed in HEK293 cells assessed a... 32815361
5-hydroxytryptamine receptor 2A IC50 = 446.68 nM 6.35 Antagonist activity at human 5HT2A receptor expressed in HEK293 cells assessed a... 32815361
Metabotropic glutamate receptor 2 EC50 = 512.86 nM 6.29 Positive modulator activity at human mGlu2 receptor expressed in HEK293 cells co... 32815361
Metabotropic glutamate receptor 2 EC50 = 510.0 nM 6.29 Positive modulator activity at human mGlu2 receptor expressed in HEK293 cells co... 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 asse... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 1047.13 nM 5.98 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells asse... 32815361
Metabotropic glutamate receptor 2 EC50 = 1548.82 nM 5.81 Agonist activity at human mGlu2 receptor expressed in HEK293 cells co-expressing... 32815361
Metabotropic glutamate receptor 2 EC50 = 1600.0 nM 5.8 Agonist activity at human mGlu2 receptor expressed in HEK293 cells co-expressing... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 1900.0 nM 5.72 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells co-e... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 1905.46 nM 5.72 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells co-e... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 2400.0 nM 5.62 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells co-e... 32815361
5-hydroxytryptamine receptor 2A/Metabotropic glutamate receptor 2 IC50 = 2398.83 nM 5.62 Antagonist activity at human 5HT2A/mGlu2 receptor expressed in HEK293 cells co-e... 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