Compound Detail

CHEMBL3754496

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C=CCN(CC=C)CCc1c[nH]c2ccc(F)cc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3754496
Phase	Preclinical
Structure Type	MOL
InChI Key	ALTKABGEMCJWJH-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

258.3

MW (Da)

3.52

ALogP

HBA

HBD

19.0

PSA (Å²)

0.75

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H19FN2
MW	258.34
Aromatic Rings	2
Heavy Atoms	19
NP-Likeness	-1.10

Activity Summary

Ki 24 meas. best 7.78

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	7.78	7.78	16.6	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	7.44	7.44	36.3	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	7.13	7.13	74.1	1
Histamine H1 receptor CHEMBL231	Ki	7.1	7.1	79.4	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	7.1	7.1	79.4	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	7.07	7.07	85.1	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.99	6.99	102.3	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.93	6.93	117.5	1
D(3) dopamine receptor CHEMBL234	Ki	6.92	6.92	120.2	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	6.66	6.66	218.8	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.61	6.61	245.5	1
Unchecked CHEMBL612545	Ki	6.52	6.52	302.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	6.4	6.4	398.1	1
5-hydroxytryptamine receptor 1E CHEMBL2182	Ki	6.32	6.32	478.6	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.12	6.12	758.6	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.1	6.1	794.3	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	5.9	5.9	1258.9	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	5.75	5.75	1778.3	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.7	5.7	1995.3	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.7	5.7	1995.3	1
Histamine H3 receptor CHEMBL264	Ki	5.68	5.68	2089.3	1
Kappa-type opioid receptor CHEMBL237	Ki	5.66	5.66	2187.8	1
D(2) dopamine receptor CHEMBL217	Ki	5.61	5.61	2454.7	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	5.37	5.37	4265.8	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2B	Ki	=	16.6	nM	7.78	Binding affinity to 5-HT 2B (unknown origin) by competition binding assay	26739781
Sodium-dependent serotonin transporter	Ki	=	36.31	nM	7.44	Binding affinity to SERT (unknown origin) by competition binding assay	26739781
5-hydroxytryptamine receptor 6	Ki	=	74.13	nM	7.13	Binding affinity to 5-HT 6 (unknown origin) by competition binding assay	26739781
5-hydroxytryptamine receptor 1A	Ki	=	79.43	nM	7.1	Binding affinity to 5-HT 1A (unknown origin) by competition binding assay	26739781
Histamine H1 receptor	Ki	=	79.43	nM	7.1	Binding affinity to histamine H1 receptor (unknown origin) by competition bindin...	26739781
Sigma non-opioid intracellular receptor 1	Ki	=	85.11	nM	7.07	Binding affinity to sigma 1 receptor (unknown origin) by competition binding ass...	26739781
5-hydroxytryptamine receptor 2C	Ki	=	102.33	nM	6.99	Binding affinity to 5-HT 2C (unknown origin) by competition binding assay	26739781
Alpha-2A adrenergic receptor	Ki	=	117.49	nM	6.93	Binding affinity to alpha-2A adrenergic receptor (unknown origin) by competition...	26739781
D(3) dopamine receptor	Ki	=	120.23	nM	6.92	Binding affinity to D3 dopamine receptor (unknown origin) by competition binding...	26739781
Alpha-2B adrenergic receptor	Ki	=	218.78	nM	6.66	Binding affinity to alpha-2B adrenergic receptor (unknown origin) by competition...	26739781
5-hydroxytryptamine receptor 2A	Ki	=	245.47	nM	6.61	Binding affinity to 5-HT 2A (unknown origin) by competition binding assay	26739781
Unchecked	Ki	=	302.0	nM	6.52	Binding affinity to sigma 2 receptor (unknown origin) by competition binding ass...	26739781
5-hydroxytryptamine receptor 7	Ki	=	398.11	nM	6.4	Binding affinity to 5-HT 7 (unknown origin) by competition binding assay	26739781
5-hydroxytryptamine receptor 1E	Ki	=	478.63	nM	6.32	Binding affinity to 5-HT 1E (unknown origin) by competition binding assay	26739781
5-hydroxytryptamine receptor 1D	Ki	=	758.58	nM	6.12	Binding affinity to 5-HT 1D (unknown origin) by competition binding assay	26739781
Alpha-2C adrenergic receptor	Ki	=	794.33	nM	6.1	Binding affinity to alpha-2C adrenergic receptor (unknown origin) by competition...	26739781
Alpha-1A adrenergic receptor	Ki	=	1258.93	nM	5.9	Binding affinity to alpha-1A adrenergic receptor (unknown origin) by competition...	26739781
5-hydroxytryptamine receptor 1B	Ki	=	1778.28	nM	5.75	Binding affinity to 5-HT 1B (unknown origin) by competition binding assay	26739781
Sodium-dependent noradrenaline transporter	Ki	=	1995.26	nM	5.7	Binding affinity to NET (unknown origin) by competition binding assay	26739781
Sodium-dependent dopamine transporter	Ki	=	1995.26	nM	5.7	Binding affinity to DAT (unknown origin) by competition binding assay	26739781

Literature References

PubMed	DOI	Target Context	# Activities
26739781	10.1016/j.bmcl.2015.12.053	5-hydroxytryptamine receptor 6	2
26739781	10.1016/j.bmcl.2015.12.053	5-hydroxytryptamine receptor 2C	2
26739781	10.1016/j.bmcl.2015.12.053	5-hydroxytryptamine receptor 1A	2
26739781	10.1016/j.bmcl.2015.12.053	5-hydroxytryptamine receptor 1D	2
26739781	10.1016/j.bmcl.2015.12.053	5-hydroxytryptamine receptor 1E	2
26739781	10.1016/j.bmcl.2015.12.053	5-hydroxytryptamine receptor 2A	2
26739781	10.1016/j.bmcl.2015.12.053	5-hydroxytryptamine receptor 2B	2
26739781	10.1016/j.bmcl.2015.12.053	Unchecked	2
26739781	10.1016/j.bmcl.2015.12.053	Alpha-2A adrenergic receptor	2
26739781	10.1016/j.bmcl.2015.12.053	Alpha-2B adrenergic receptor	2
26739781	10.1016/j.bmcl.2015.12.053	Alpha-2C adrenergic receptor	2
26739781	10.1016/j.bmcl.2015.12.053	Histamine H1 receptor	2
26739781	10.1016/j.bmcl.2015.12.053	Kappa-type opioid receptor	2
26739781	10.1016/j.bmcl.2015.12.053	Sigma non-opioid intracellular receptor 1	2
26739781	10.1016/j.bmcl.2015.12.053	Alpha-1A adrenergic receptor	1
26739781	10.1016/j.bmcl.2015.12.053	5-hydroxytryptamine receptor 7	1
26739781	10.1016/j.bmcl.2015.12.053	5-hydroxytryptamine receptor 5A	1
26739781	10.1016/j.bmcl.2015.12.053	D(3) dopamine receptor	1
26739781	10.1016/j.bmcl.2015.12.053	Mu-type opioid receptor	1
26739781	10.1016/j.bmcl.2015.12.053	Histamine H3 receptor	1

Data from ChEMBL 36 via Core Engine