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Compound Detail

CHEMBL5091373

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CNCCc1ccc(Cl)c(-c2ccccc2OC)c1.Cl

Basic Information

ChEMBL ID CHEMBL5091373
Phase Preclinical
Structure Type MOL
InChI Key MXZLWDMMDSHACB-UHFFFAOYSA-N
Parent Compound CHEMBL5095981
Active Moiety CHEMBL5095981
9
Targets
14
Activities
2
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

275.8
MW (Da)
3.78
ALogP
2
HBA
1
HBD
21.3
PSA (Ų)
0.90
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H19Cl2NO
MW 312.24
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -0.20

Activity Summary

Ki 10 meas. best 8.8
EC50 4 meas. best 7.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 8.8 8.675 1.6 2
5-hydroxytryptamine receptor 1D
CHEMBL1983
Ki 8.48 8.48 3.3 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 7.16 7.16 69.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
EC50 7.15 7.145 70.8 4
5-hydroxytryptamine receptor 1B
CHEMBL1898
Ki 7.08 7.08 84.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 6.77 6.77 170.0 1
5-hydroxytryptamine receptor 1E
CHEMBL2182
Ki 6.75 6.75 180.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 6.55 6.55 280.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 6.13 6.13 740.0 1
5-hydroxytryptamine receptor 5A
CHEMBL3426
Ki 6.04 6.04 910.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 7 Ki = 1.6 nM 8.8 Displacement of [3H] D-lysergic acid diethylamide from 5-HT7R (unknown origin) t... 34032427
5-hydroxytryptamine receptor 7 Ki = 2.818 nM 8.55 Displacement of [3H] D-lysergic acid diethylamide from 5-HT7R (unknown origin) t... 34032427
5-hydroxytryptamine receptor 1D Ki = 3.3 nM 8.48 Binding affinity to 5-HT1DR (unknown origin) 34032427
5-hydroxytryptamine receptor 2B Ki = 69.0 nM 7.16 Binding affinity to 5-HT2BR (unknown origin) 34032427
5-hydroxytryptamine receptor 7 EC50 = 70.79 nM 7.15 Agonist activity at 5-HT7R (unknown origin) transfected in HEK293 cells expressi... 34032427
5-hydroxytryptamine receptor 7 EC50 = 71.0 nM 7.15 Agonist activity at 5-HT7R (unknown origin) transfected in HEK293 cells expressi... 34032427
5-hydroxytryptamine receptor 7 EC50 = 72.44 nM 7.14 Agonist activity at human 5-HT7R transfected in HEK293 cells assessed as Gs-medi... 34032427
5-hydroxytryptamine receptor 7 EC50 = 73.0 nM 7.14 Agonist activity at human 5-HT7R transfected in HEK293 cells assessed as Gs-medi... 34032427
5-hydroxytryptamine receptor 1B Ki = 84.0 nM 7.08 Binding affinity to 5-HT1BR (unknown origin) 34032427
5-hydroxytryptamine receptor 2A Ki = 170.0 nM 6.77 Binding affinity to 5-HT2AR (unknown origin) 34032427
5-hydroxytryptamine receptor 1E Ki = 180.0 nM 6.75 Binding affinity to 5-HT1ER (unknown origin) 34032427
5-hydroxytryptamine receptor 1A Ki = 280.0 nM 6.55 Binding affinity to 5-HT1AR (unknown origin) 34032427
5-hydroxytryptamine receptor 6 Ki = 740.0 nM 6.13 Binding affinity to 5-HT6R (unknown origin) 34032427
5-hydroxytryptamine receptor 5A Ki = 910.0 nM 6.04 Binding affinity to 5-HT5AR (unknown origin) 34032427

Literature References

PubMed DOI Target Context # Activities
34032427 10.1021/acs.jmedchem.1c00110 Unchecked 9
34032427 10.1021/acs.jmedchem.1c00110 5-hydroxytryptamine receptor 7 8
34032427 10.1021/acs.jmedchem.1c00110 5-hydroxytryptamine receptor 1A 1
34032427 10.1021/acs.jmedchem.1c00110 5-hydroxytryptamine receptor 1B 1
34032427 10.1021/acs.jmedchem.1c00110 5-hydroxytryptamine receptor 1D 1
34032427 10.1021/acs.jmedchem.1c00110 5-hydroxytryptamine receptor 1E 1
34032427 10.1021/acs.jmedchem.1c00110 5-hydroxytryptamine receptor 2A 1
34032427 10.1021/acs.jmedchem.1c00110 5-hydroxytryptamine receptor 2B 1
34032427 10.1021/acs.jmedchem.1c00110 5-hydroxytryptamine receptor 2C 1
34032427 10.1021/acs.jmedchem.1c00110 5-hydroxytryptamine receptor 3A 1
34032427 10.1021/acs.jmedchem.1c00110 5-hydroxytryptamine receptor 5A 1
34032427 10.1021/acs.jmedchem.1c00110 5-hydroxytryptamine receptor 6 1

Data from ChEMBL 36 via Core Engine