Compound Detail

CHEMBL138989

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C[C@@H]1C[C@@H](C)N1C(=O)[C@@H]1C=C2c3cccc4[nH]cc(c34)CC2N(C)C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL138989
Phase	Preclinical
Structure Type	MOL
InChI Key	DUKNIHFTDAXJON-RCZCSUKSSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

335.4

MW (Da)

3.05

ALogP

HBA

HBD

39.3

PSA (Å²)

0.87

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H25N3O
MW	335.45
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	0.83

Activity Summary

Ki 15 meas. best 8.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	8.7	8.7	2.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	8.17	8.17	6.8	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	7.89	7.89	13.0	1
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	7.68	7.68	21.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	7.51	7.51	31.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	7.21	7.21	61.0	1
D(4) dopamine receptor CHEMBL219	Ki	7.14	7.14	72.0	1
5-hydroxytryptamine receptor 2C CHEMBL324	Ki	6.89	6.89	130.0	1
5-hydroxytryptamine receptor 1E CHEMBL2182	Ki	6.85	6.85	140.0	1
D(3) dopamine receptor CHEMBL234	Ki	6.82	6.82	150.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.51	6.51	310.0	1
D(2) dopamine receptor CHEMBL217	Ki	6.48	6.48	330.0	1
D(1A) dopamine receptor CHEMBL3071	Ki	6.47	6.47	340.0	1
D(1B) dopamine receptor CHEMBL1850	Ki	6.23	6.23	590.0	1
Histamine H1 receptor CHEMBL231	Ki	5.85	5.85	1400.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 1D	Ki	=	2.0	nM	8.7	Binding affinities towards 5-hydroxytryptamine 1D receptor alpha	12213075
5-hydroxytryptamine receptor 1A	Ki	=	6.8	nM	8.17	Binding affinity towards 5-hydroxytryptamine 1A receptor using [3H]8-OH-DPAT as ...	12213075
5-hydroxytryptamine receptor 5A	Ki	=	13.0	nM	7.89	Binding affinities towards 5-hydroxytryptamine 5A receptor	12213075
5-hydroxytryptamine receptor 2A	Ki	=	21.0	nM	7.68	Binding affinity towards 5-hydroxytryptamine 2A receptor using [125I]DOI as radi...	12213075
5-hydroxytryptamine receptor 7	Ki	=	31.0	nM	7.51	Binding affinities towards 5-hydroxytryptamine 7 receptor	12213075
5-hydroxytryptamine receptor 6	Ki	=	61.0	nM	7.21	Binding affinities towards 5-hydroxytryptamine 6 receptor	12213075
D(4) dopamine receptor	Ki	=	72.0	nM	7.14	Binding affinity towards Dopamine receptor D4	12213075
5-hydroxytryptamine receptor 2C	Ki	=	130.0	nM	6.89	Binding affinity towards 5-hydroxytryptamine 2C receptor using [125I]DOI as radi...	12213075
5-hydroxytryptamine receptor 1E	Ki	=	140.0	nM	6.85	Binding affinity towards 5-hydroxytryptamine 1E receptor	12213075
D(3) dopamine receptor	Ki	=	150.0	nM	6.82	Binding affinity towards Dopamine receptor D3	12213075
5-hydroxytryptamine receptor 2B	Ki	=	310.0	nM	6.51	Binding affinities towards 5-hydroxytryptamine 2B receptor	12213075
D(2) dopamine receptor	Ki	=	330.0	nM	6.48	Binding affinity towards Dopamine receptor D2	12213075
D(1A) dopamine receptor	Ki	=	340.0	nM	6.47	Binding affinity towards Dopamine receptor D1	12213075
D(1B) dopamine receptor	Ki	=	590.0	nM	6.23	Binding affinity towards Dopamine receptor D5	12213075
Histamine H1 receptor	Ki	=	1400.0	nM	5.85	Binding affinity towards Histamine H1 receptor	12213075

Literature References

PubMed	DOI	Target Context	# Activities
12213075	10.1021/jm020153s	Rattus norvegicus	12
12213075	10.1021/jm020153s	5-hydroxytryptamine receptor 2A	3
12213075	10.1021/jm020153s	Beta-2 adrenergic receptor	1
12213075	10.1021/jm020153s	Beta-1 adrenergic receptor	1
12213075	10.1021/jm020153s	Histamine H1 receptor	1
12213075	10.1021/jm020153s	D(1B) dopamine receptor	1
12213075	10.1021/jm020153s	D(4) dopamine receptor	1
12213075	10.1021/jm020153s	D(3) dopamine receptor	1
12213075	10.1021/jm020153s	D(2) dopamine receptor	1
12213075	10.1021/jm020153s	D(1A) dopamine receptor	1
12213075	10.1021/jm020153s	5-hydroxytryptamine receptor 7	1
12213075	10.1021/jm020153s	5-hydroxytryptamine receptor 6	1
12213075	10.1021/jm020153s	5-hydroxytryptamine receptor 5A	1
12213075	10.1021/jm020153s	5-hydroxytryptamine receptor 1D	1
12213075	10.1021/jm020153s	5-hydroxytryptamine receptor 1E	1
12213075	10.1021/jm020153s	5-hydroxytryptamine receptor 2B	1
12213075	10.1021/jm020153s	5-hydroxytryptamine receptor 1A	1
12213075	10.1021/jm020153s	5-hydroxytryptamine receptor 2C	1

Data from ChEMBL 36 via Core Engine