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Compound Detail

CHEMBL4876193

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Cc1cccc(-c2n[nH]cc2N2CCCNCC2)c1

Basic Information

ChEMBL ID CHEMBL4876193
Phase Preclinical
Structure Type MOL
InChI Key DZSVIKVOAPBNLM-UHFFFAOYSA-N
8
Targets
13
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

256.4
MW (Da)
2.18
ALogP
3
HBA
2
HBD
44.0
PSA (Ų)
0.87
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H20N4
MW 256.35
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -1.52

Activity Summary

Ki 9 meas. best 7.92
IC50 4 meas. best 5.98

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 7.92 7.915 12.0 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 6.27 6.27 532.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 6.2 6.2 636.0 1
5-hydroxytryptamine receptor 3A
CHEMBL1899
Ki 6.09 6.09 816.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 6.01 6.01 979.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
IC50 5.98 5.555 1047.1 4
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 5.77 5.77 1685.0 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
Ki 5.48 5.48 3293.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 5.44 5.44 3617.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 7 Ki = 12.0 nM 7.92 Displacement of [3H]-LSD from 5HT7 receptor (unknown origin) transfected in HEK2... 34519505
5-hydroxytryptamine receptor 7 Ki = 12.3 nM 7.91 Displacement of [3H]-LSD from 5HT7 receptor (unknown origin) transfected in HEK2... 34519505
5-hydroxytryptamine receptor 2B Ki = 532.0 nM 6.27 Binding affinity to 5HT2B receptor (unknown origin) 34519505
5-hydroxytryptamine receptor 6 Ki = 636.0 nM 6.2 Binding affinity to 5HT6 receptor (unknown origin) 34519505
5-hydroxytryptamine receptor 3A Ki = 816.0 nM 6.09 Binding affinity to 5HT3 receptor (unknown origin) 34519505
5-hydroxytryptamine receptor 1A Ki = 979.0 nM 6.01 Binding affinity to 5HT1A receptor (unknown origin) 34519505
5-hydroxytryptamine receptor 7 IC50 = 1053.0 nM 5.98 Antagonist activity at human 5-HT7 receptor expressed in HEK293 cells assessed a... 34519505
5-hydroxytryptamine receptor 7 IC50 = 1047.13 nM 5.98 Antagonist activity at human 5-HT7 receptor expressed in HEK293 cells assessed a... 34519505
5-hydroxytryptamine receptor 2C Ki = 1685.0 nM 5.77 Binding affinity to 5HT2C receptor (unknown origin) 34519505
5-hydroxytryptamine receptor 1D Ki = 3293.0 nM 5.48 Binding affinity to 5HT1D receptor (unknown origin) 34519505
5-hydroxytryptamine receptor 2A Ki = 3617.0 nM 5.44 Binding affinity to 5HT2A receptor (unknown origin) 34519505
5-hydroxytryptamine receptor 7 IC50 = 7413.1 nM 5.13 Antagonist activity at human 5-HT7 receptor expressed in HEK293 cells assessed a... 34519505
5-hydroxytryptamine receptor 7 IC50 = 7361.0 nM 5.13 Antagonist activity at human 5-HT7 receptor expressed in HEK293 cells assessed a... 34519505

Literature References

PubMed DOI Target Context # Activities
34519505 10.1021/acs.jmedchem.1c01093 Unchecked 11
34519505 10.1021/acs.jmedchem.1c01093 5-hydroxytryptamine receptor 7 8
34519505 10.1021/acs.jmedchem.1c01093 5-hydroxytryptamine receptor 1A 1
34519505 10.1021/acs.jmedchem.1c01093 5-hydroxytryptamine receptor 1B 1
34519505 10.1021/acs.jmedchem.1c01093 5-hydroxytryptamine receptor 1D 1
34519505 10.1021/acs.jmedchem.1c01093 5-hydroxytryptamine receptor 1E 1
34519505 10.1021/acs.jmedchem.1c01093 5-hydroxytryptamine receptor 2A 1
34519505 10.1021/acs.jmedchem.1c01093 5-hydroxytryptamine receptor 2B 1
34519505 10.1021/acs.jmedchem.1c01093 5-hydroxytryptamine receptor 2C 1
34519505 10.1021/acs.jmedchem.1c01093 5-hydroxytryptamine receptor 3A 1
34519505 10.1021/acs.jmedchem.1c01093 5-hydroxytryptamine receptor 4 1
34519505 10.1021/acs.jmedchem.1c01093 5-hydroxytryptamine receptor 5A 1
34519505 10.1021/acs.jmedchem.1c01093 5-hydroxytryptamine receptor 6 1

Data from ChEMBL 36 via Core Engine