Compound Detail

CHEMBL111184

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COc1cccc2c1N1CCN(C)C[C@@H]1c1ccccc1C2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL111184
Phase	Preclinical
Structure Type	MOL
InChI Key	GZXNMNCAWGIAAW-QGZVFWFLSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

294.4

MW (Da)

3.09

ALogP

HBA

HBD

15.7

PSA (Å²)

0.80

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H22N2O
MW	294.40
Aromatic Rings	2
Heavy Atoms	22
NP-Likeness	-0.35

Activity Summary

Ki 11 meas. best 9.8

IC50 2 meas. best 5.91

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2C CHEMBL324	Ki	9.8	9.8	0.2	1
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	9.26	9.26	0.6	1
Unchecked CHEMBL612545	Ki	7.89	7.89	13.0	1
Serotonin 2 (5-HT2) receptor CHEMBL2095200	Ki	7.22	7.22	60.0	1
Adrenergic receptor alpha-2 CHEMBL2093864	Ki	7.14	7.14	73.0	1
D(4) dopamine receptor CHEMBL219	Ki	6.8	6.8	160.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	6.69	6.69	205.0	1
D(2) dopamine receptor CHEMBL339	Ki	6.34	6.34	460.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	6.1	6.1	800.0	1
Norepinephrine transporter CHEMBL304	IC50	5.91	5.91	1240.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	5.83	5.83	1470.0	1
Sodium-dependent serotonin transporter CHEMBL313	IC50	5.78	5.78	1650.0	1
D(3) dopamine receptor CHEMBL234	Ki	5.45	5.45	3570.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2C	Ki	=	0.16	nM	9.8	The binding affinity at 5-hydroxytryptamine 2C receptor was determined using [3H...	12109911
5-hydroxytryptamine receptor 2A	Ki	=	0.55	nM	9.26	The binding affinity at 5-hydroxytryptamine 2A receptor was determined using [3H...	12109911
Unchecked	Ki	=	13.0	nM	7.89	The binding affinity at the Histamine H1 receptor determined using [3H]pyrilamin...	12109911
Serotonin 2 (5-HT2) receptor	Ki	=	60.0	nM	7.22	The binding affinity at the Histamine H2 receptor determined using [3H]APT	12109911
Adrenergic receptor alpha-2	Ki	=	73.0	nM	7.14	The binding affinity at the Alpha-2 adrenergic receptor determined using [3H]RX-...	12109911
D(4) dopamine receptor	Ki	=	160.0	nM	6.8	The binding affinity at the Dopamine receptor D4 determined using [3H]YM-09151-2	12109911
Adrenergic receptor alpha-1	Ki	=	205.0	nM	6.69	The binding affinity at Alpha-1 adrenergic receptor determined using [3H]prazosi...	12109911
D(2) dopamine receptor	Ki	=	460.0	nM	6.34	The binding affinity at the Dopamine receptor D2 determined using [3H]spiperone	12109911
5-hydroxytryptamine receptor 1A	Ki	=	800.0	nM	6.1	The binding affinity at the 5-hydroxytryptamine 1A receptor determined using [3H...	12109911
Norepinephrine transporter	IC50	=	1240.0	nM	5.91	The binding affinity at the Norepinephrine transporter reuptake sites determined...	12109911
5-hydroxytryptamine receptor 1D	Ki	=	1470.0	nM	5.83	The binding affinity at 5-hydroxytryptamine 1D receptor was determined using [3H...	12109911
Sodium-dependent serotonin transporter	IC50	=	1650.0	nM	5.78	The binding affinity at the 5-HT reuptake sites determined using competition bin...	12109911
D(3) dopamine receptor	Ki	=	3570.0	nM	5.45	The binding affinity at the Dopamine receptor D3 determined using [3H]spiperone	12109911

Literature References

PubMed	DOI	Target Context	# Activities
12109911	10.1021/jm010566d	Rattus norvegicus	4
12109911	10.1021/jm010566d	D(2) dopamine receptor	1
12109911	10.1021/jm010566d	D(3) dopamine receptor	1
12109911	10.1021/jm010566d	D(4) dopamine receptor	1
12109911	10.1021/jm010566d	5-hydroxytryptamine receptor 1A	1
12109911	10.1021/jm010566d	5-hydroxytryptamine receptor 1D	1
12109911	10.1021/jm010566d	5-hydroxytryptamine receptor 2A	1
12109911	10.1021/jm010566d	5-hydroxytryptamine receptor 2C	1
12109911	10.1021/jm010566d	Serotonin 3 (5-HT3) receptor	1
12109911	10.1021/jm010566d	Adrenergic receptor alpha-1	1
12109911	10.1021/jm010566d	Adrenergic receptor alpha-2	1
12109911	10.1021/jm010566d	Unchecked	1
12109911	10.1021/jm010566d	Serotonin 2 (5-HT2) receptor	1
12109911	10.1021/jm010566d	Norepinephrine transporter	1
12109911	10.1021/jm010566d	Sodium-dependent serotonin transporter	1

Data from ChEMBL 36 via Core Engine