Compound Detail

CHEMBL282199

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CC1CCN(CC[C@H]2CCCN2S(=O)(=O)c2cccc(O)c2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL282199
Phase	Preclinical
Structure Type	MOL
InChI Key	HWKROQUZSKPIKQ-MRXNPFEDSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

352.5

MW (Da)

2.67

ALogP

HBA

HBD

60.9

PSA (Å²)

0.88

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C18H28N2O3S
MW	352.50
Aromatic Rings	1
Heavy Atoms	24
NP-Likeness	-1.31

Activity Summary

Ki 44 meas. best 9.47

Kd 13 meas. best 8.4

IC50 9 meas. best 9.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	9.47	9.1065	0.3	26
5-hydroxytryptamine receptor 7 CHEMBL3155	IC50	9.3	8.83	0.5	9
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	9.11	7.8333	0.8	3
5-hydroxytryptamine receptor 7 CHEMBL3223	Ki	9.0	8.4667	1.0	3
5-hydroxytryptamine receptor 7 CHEMBL5494	Kd	8.4	7.895	4.0	12
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	8.3	6.65	5.0	2
5-hydroxytryptamine receptor 7 CHEMBL3155	Kd	8.01	8.01	9.7	1
D(2) dopamine receptor CHEMBL217	Ki	6.5	6.5	316.0	2
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.0	6.0	1000.0	1
5-hydroxytryptamine receptor 4 CHEMBL1875	Ki	5.9	5.9	1258.9	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	5.8	5.8	1584.9	1
D(3) dopamine receptor CHEMBL234	Ki	5.6	5.6	2511.9	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	5.2	5.2	6309.6	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	5.04	5.04	9024.0	3

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 7	Ki	=	0.34	nM	9.47	Displacement of [3H]LSD from 5-HT7R (unknown origin) expressed in CHO-K1 cells b...	25127461
5-hydroxytryptamine receptor 7	Ki	=	0.34	nM	9.47	Displacement of [3H]LSD from 5-HT7 receptor (unknown origin) expressed in CHO-K1...	26852005
5-hydroxytryptamine receptor 7	Ki	=	0.3388	nM	9.47	Displacement of [3H]LSD from 5-HT7 receptor (unknown origin) expressed in CHO-K1...	26852005
5-hydroxytryptamine receptor 7	Ki	=	0.34	nM	9.47	Displacement of [3H]D-lysergic acid diethylamide from 5HT7R (unknown origin) exp...	27475109
5-hydroxytryptamine receptor 7	Ki	=	0.34	nM	9.47	Displacement of [3H]LSD from human 5-HT7 receptor expressed in HEK cell membrane...	30028132
5-hydroxytryptamine receptor 7	Ki	=	0.3388	nM	9.47	Displacement of [3H]-LSD from 5HT7 receptor (unknown origin) transfected in HEK2...	34519505
5-hydroxytryptamine receptor 7	Ki	=	0.34	nM	9.47	Displacement of [3H]-LSD from 5HT7 receptor (unknown origin) transfected in HEK2...	34519505
5-hydroxytryptamine receptor 7	Ki	=	0.3388	nM	9.47	Displacement of [3H]LSD from human 5-HT7 receptor expressed in HEK cell membrane...	30028132
5-hydroxytryptamine receptor 7	IC50	=	0.5012	nM	9.3	Antagonist activity at human 5-HT7 receptor expressed in HEK293 cells assessed a...	34519505
5-hydroxytryptamine receptor 7	Ki	=	0.71	nM	9.15	Displacement of [3H]-8-OH-DPAT from human 5-HT7 receptor expressed in CHOK1 cell...	25759032
5-hydroxytryptamine receptor 7	Ki	=	0.71	nM	9.15	Displacement of [3H]-5-HT from recombinant human 5-HT7A receptor expressed in CH...	28063784
5-hydroxytryptamine receptor 7	Ki	=	0.71	nM	9.15	Displacement of [3H]-5-HT from human 5-HT7 receptor expressed in CHOK1 cell memb...	27396505
5-hydroxytryptamine receptor 5A	Ki	=	0.78	nM	9.11	Binding affinity to 5HT5A receptor (unknown origin)	34519505
5-hydroxytryptamine receptor 7	IC50	=	0.9	nM	9.05	Antagonist activity at human 5-HT7 receptor expressed in HEK293 cells assessed a...	30028132
5-hydroxytryptamine receptor 7	IC50	=	0.93	nM	9.03	Antagonist activity at human 5-HT7 receptor expressed in CHO-K1 cells assessed a...	29730027
5-hydroxytryptamine receptor 7	IC50	=	0.9333	nM	9.03	Antagonist activity at human 5-HT7 receptor expressed in HEK293 cells assessed a...	30028132
5-hydroxytryptamine receptor 7	IC50	=	0.93	nM	9.03	Antagonist activity at human 5-HT7 receptor expressed in HEK293 cells assessed a...	34519505
5-hydroxytryptamine receptor 7	Ki	=	1.0	nM	9.0	Binding affinity towards human 5-hydroxytryptamine 7 receptor on HEK293 cells us...	12161155
5-hydroxytryptamine receptor 7	Ki	=	1.0	nM	9.0	Binding affinity to 5HT7 receptor	21159507
5-hydroxytryptamine receptor 7	Ki	=	1.0	nM	9.0	Binding affinity towards rat 5-HT7 receptor expressed in HEK cells	15481983

Literature References

PubMed	DOI	Target Context	# Activities
26698537	10.1016/j.ejmech.2015.11.040	Mus musculus	18
30028132	10.1021/acs.jmedchem.8b00642	5-hydroxytryptamine receptor 7	9
17649988	10.1021/jm070487n	5-hydroxytryptamine receptor 7	7
22001327	10.1016/j.bmc.2011.09.044	Mus musculus	6
18800769	10.1021/jm800615e	5-hydroxytryptamine receptor 7	5
34519505	10.1021/acs.jmedchem.1c01093	5-hydroxytryptamine receptor 7	5
27475109	10.1016/j.ejmech.2016.07.029	5-hydroxytryptamine receptor 7	4
31383628	10.1016/j.bmc.2019.07.046	5-hydroxytryptamine receptor 7	4
-	10.1039/C5MD00166H	Mus musculus	4
28391970	10.1016/j.bmc.2017.03.057	Mus musculus	4
29730027	10.1016/j.bmcl.2018.04.059	5-hydroxytryptamine receptor 7	4
26852005	10.1016/j.ejmech.2016.01.043	5-hydroxytryptamine receptor 7	3
34519505	10.1021/acs.jmedchem.1c01093	Mus musculus	3
27717652	10.1016/j.bmc.2016.09.019	5-hydroxytryptamine receptor 7	2
25759032	10.1016/j.bmcl.2015.02.042	5-hydroxytryptamine receptor 1B	2
28063784	10.1016/j.bmc.2016.12.039	5-hydroxytryptamine receptor 7	2
29439902	10.1016/j.bmcl.2018.02.003	Mus musculus	2
26706111	10.1016/j.bmc.2015.11.041	Mus musculus	2
25127461	10.1016/j.bmc.2014.07.026	5-hydroxytryptamine receptor 7	2
14667218	10.1021/jm030841r	5-hydroxytryptamine receptor 7	2

Data from ChEMBL 36 via Core Engine