Compound Detail

CHEMBL3752900

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

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

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3752900
Phase	Preclinical
Structure Type	MOL
InChI Key	XRJGWSMTLAFHBN-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

274.8

MW (Da)

4.04

ALogP

HBA

HBD

19.0

PSA (Å²)

0.76

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H19ClN2
MW	274.80
Aromatic Rings	2
Heavy Atoms	19
NP-Likeness	-0.97

Activity Summary

Ki 27 meas. best 7.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	7.52	7.52	30.2	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	7.39	7.39	40.7	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	7.23	7.23	58.9	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	7.16	7.16	69.2	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	7.13	7.13	74.1	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	7.09	7.09	81.3	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	7.01	7.01	97.7	1
Histamine H1 receptor CHEMBL231	Ki	7.0	7.0	100.0	1
Unchecked CHEMBL612545	Ki	6.98	6.98	104.7	1
D(3) dopamine receptor CHEMBL234	Ki	6.85	6.85	141.2	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	6.77	6.77	169.8	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.69	6.69	204.2	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.67	6.67	213.8	1
5-hydroxytryptamine receptor 1E CHEMBL2182	Ki	6.45	6.45	354.8	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.39	6.39	407.4	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	6.28	6.28	524.8	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	6.2	6.2	631.0	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.2	6.2	631.0	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	6.1	6.1	794.3	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	6.1	6.1	794.3	1
Kappa-type opioid receptor CHEMBL237	Ki	6.09	6.09	812.8	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.05	6.05	891.2	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	5.88	5.88	1318.3	1
Histamine H3 receptor CHEMBL264	Ki	5.8	5.8	1584.9	1
D(2) dopamine receptor CHEMBL217	Ki	5.73	5.73	1862.1	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	5.68	5.68	2089.3	1
Mu-type opioid receptor CHEMBL233	Ki	5.55	5.55	2818.4	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2B	Ki	=	30.2	nM	7.52	Binding affinity to 5-HT 2B (unknown origin) by competition binding assay	26739781
Sodium-dependent serotonin transporter	Ki	=	40.74	nM	7.39	Binding affinity to SERT (unknown origin) by competition binding assay	26739781
5-hydroxytryptamine receptor 1A	Ki	=	58.88	nM	7.23	Binding affinity to 5-HT 1A (unknown origin) by competition binding assay	26739781
5-hydroxytryptamine receptor 6	Ki	=	69.18	nM	7.16	Binding affinity to 5-HT 6 (unknown origin) by competition binding assay	26739781
5-hydroxytryptamine receptor 7	Ki	=	74.13	nM	7.13	Binding affinity to 5-HT 7 (unknown origin) by competition binding assay	26739781
Alpha-2A adrenergic receptor	Ki	=	81.28	nM	7.09	Binding affinity to alpha-2A adrenergic receptor (unknown origin) by competition...	26739781
Sigma non-opioid intracellular receptor 1	Ki	=	97.72	nM	7.01	Binding affinity to sigma 1 receptor (unknown origin) by competition binding ass...	26739781
Histamine H1 receptor	Ki	=	100.0	nM	7.0	Binding affinity to histamine H1 receptor (unknown origin) by competition bindin...	26739781
Unchecked	Ki	=	104.71	nM	6.98	Binding affinity to sigma 2 receptor (unknown origin) by competition binding ass...	26739781
D(3) dopamine receptor	Ki	=	141.25	nM	6.85	Binding affinity to D3 dopamine receptor (unknown origin) by competition binding...	26739781
Alpha-2B adrenergic receptor	Ki	=	169.82	nM	6.77	Binding affinity to alpha-2B adrenergic receptor (unknown origin) by competition...	26739781
5-hydroxytryptamine receptor 2C	Ki	=	204.17	nM	6.69	Binding affinity to 5-HT 2C (unknown origin) by competition binding assay	26739781
5-hydroxytryptamine receptor 1D	Ki	=	213.8	nM	6.67	Binding affinity to 5-HT 1D (unknown origin) by competition binding assay	26739781
5-hydroxytryptamine receptor 1E	Ki	=	354.81	nM	6.45	Binding affinity to 5-HT 1E (unknown origin) by competition binding assay	26739781
5-hydroxytryptamine receptor 2A	Ki	=	407.38	nM	6.39	Binding affinity to 5-HT 2A (unknown origin) by competition binding assay	26739781
Alpha-1A adrenergic receptor	Ki	=	524.81	nM	6.28	Binding affinity to alpha-1A adrenergic receptor (unknown origin) by competition...	26739781
Alpha-2C adrenergic receptor	Ki	=	630.96	nM	6.2	Binding affinity to alpha-2C adrenergic receptor (unknown origin) by competition...	26739781
Sodium-dependent noradrenaline transporter	Ki	=	630.96	nM	6.2	Binding affinity to NET (unknown origin) by competition binding assay	26739781
Alpha-1B adrenergic receptor	Ki	=	794.33	nM	6.1	Binding affinity to alpha-1B adrenergic receptor (unknown origin) by competition...	26739781
Sodium-dependent dopamine transporter	Ki	=	794.33	nM	6.1	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	Alpha-2B adrenergic receptor	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-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	5-hydroxytryptamine receptor 7	1
26739781	10.1016/j.bmcl.2015.12.053	Alpha-1A adrenergic receptor	1
26739781	10.1016/j.bmcl.2015.12.053	Sodium-dependent dopamine transporter	1
26739781	10.1016/j.bmcl.2015.12.053	Alpha-1D adrenergic receptor	1
26739781	10.1016/j.bmcl.2015.12.053	5-hydroxytryptamine receptor 1B	1
26739781	10.1016/j.bmcl.2015.12.053	Histamine H3 receptor	1

Data from ChEMBL 36 via Core Engine