Compound Detail

CHEMBL494678

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CN1CCN(c2cc(-c3ccc(C#N)cc3)nc(N)n2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL494678
Phase	Preclinical
Structure Type	MOL
InChI Key	QFKQUMBUFVKQBH-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

294.4

MW (Da)

1.35

ALogP

HBA

HBD

82.1

PSA (Å²)

0.90

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H18N6
MW	294.36
Aromatic Rings	2
Heavy Atoms	22
NP-Likeness	-1.76

Activity Summary

Ki 17 meas. best 7.46

EC50 6 meas. best 7.23

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Histamine H4 receptor CHEMBL3759	Ki	7.46	7.46	34.7	3
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	7.38	7.38	42.0	2
Histamine H4 receptor CHEMBL4468	EC50	7.23	6.5967	58.9	3
Alpha-2A adrenergic receptor CHEMBL1867	Ki	7.13	7.13	74.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.92	6.92	120.0	2
Histamine H4 receptor CHEMBL5657	EC50	6.91	6.91	123.0	2
Histamine H3 receptor CHEMBL4124	Ki	6.61	6.61	245.5	1
Histamine H4 receptor CHEMBL4468	Ki	6.56	6.56	275.4	2
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.54	6.54	290.0	1
Histamine H3 receptor CHEMBL264	Ki	5.89	5.89	1288.2	1
5-hydroxytryptamine receptor 1A CHEMBL214	EC50	5.79	5.79	1621.8	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	5.52	5.52	3000.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	5.39	5.39	4100.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	5.23	5.23	5900.0	1
Unchecked CHEMBL612545	Ki	4.0	4.0	100000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	255.0	mL.min-1.kg-1	Mus musculus
CL	171.67	mL.min-1.kg-1	Rattus norvegicus
CL	255.0	mL.min-1.kg-1	Mus musculus
CL	171.67	mL.min-1.kg-1	Rattus norvegicus
Cmax	1936.4	nM	Mus musculus
Cmax	543.55	nM	Rattus norvegicus
Cmax	108.71	nM	Rattus norvegicus
Cmax	312.54	nM	Mus musculus
F	31.0	%	Rattus norvegicus
F	41.0	%	Mus musculus
F	31.0	%	Rattus norvegicus
F	41.0	%	Mus musculus
T1/2	0.2	hr	Mus musculus
T1/2	0.4	hr	Rattus norvegicus
t1/2	0.4	-	Rattus norvegicus
t1/2	0.2	-	Mus musculus
t1/2	-	-	Rattus norvegicus
T1/2	0.6	hr	Mus musculus
Tmax	0.4	hr	Rattus norvegicus
Tmax	0.25	hr	Mus musculus
Vd	3.9	L.kg-1	Mus musculus
Vd	7.1	L.kg-1	Rattus norvegicus
Vd	3.9	L.kg-1	Mus musculus
Vd	7.1	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Histamine H4 receptor	Ki	=	34.67	nM	7.46	Displacement of [3H]histamine from human histamine H4 receptor expressed in HEK2...	18811133
Histamine H4 receptor	Ki	=	34.67	nM	7.46	Displacement of [3H]histamine from human histamine H4 receptor expressed in HEK2...	18817367
Histamine H4 receptor	Ki	=	35.0	nM	7.46	Displacement of [3H]histamine from human histamine H4 receptor expressed in HEK2...	18817367
5-hydroxytryptamine receptor 1A	Ki	=	42.0	nM	7.38	Binding affinity to 5HT1A receptor	18811133
5-hydroxytryptamine receptor 1A	Ki	=	42.0	nM	7.38	Binding affinity to 5HT1A receptor	18817367
Histamine H4 receptor	EC50	=	58.88	nM	7.23	Agonist activity at rat histamine H4 receptor expressed in HEK293 cells coexpres...	18811133
Histamine H4 receptor	EC50	=	58.88	nM	7.23	Antagonist activity at rat histamine H4 receptor expressed in HEK293 cells asses...	18817367
Alpha-2A adrenergic receptor	Ki	=	74.0	nM	7.13	Binding affinity to adrenergic alpha2A receptor	18811133
5-hydroxytryptamine receptor 1D	Ki	=	120.0	nM	6.92	Binding affinity to 5HT1D receptor	18817367
5-hydroxytryptamine receptor 1D	Ki	=	120.0	nM	6.92	Binding affinity to 5HT1D receptor	18811133
Histamine H4 receptor	EC50	=	123.03	nM	6.91	Agonist activity at mouse histamine H4 receptor expressed in HEK293 cells coexpr...	18811133
Histamine H4 receptor	EC50	=	123.03	nM	6.91	Antagonist activity at mouse histamine H4 receptor expressed in HEK293 cells ass...	18817367
Histamine H3 receptor	Ki	=	245.47	nM	6.61	Binding affinity to rat histamine H3 receptor	18811133
Histamine H4 receptor	Ki	=	275.42	nM	6.56	Displacement of [3H]histamine from rat histamine H4 receptor expressed in HEK293...	18817367
Histamine H4 receptor	Ki	=	275.42	nM	6.56	Displacement of [3H]histamine from rat histamine H4 receptor expressed in HEK293...	18811133
Alpha-2C adrenergic receptor	Ki	=	290.0	nM	6.54	Binding affinity to adrenergic Alpha-2C receptor	18811133
Histamine H3 receptor	Ki	=	1288.25	nM	5.89	Binding affinity to human histamine H3 receptor	18811133
5-hydroxytryptamine receptor 1A	EC50	=	1621.81	nM	5.79	Agonist activity at 5HT1A receptor expressed in CHO cells by GTPgammaS binding a...	18811133
5-hydroxytryptamine receptor 2C	Ki	=	3000.0	nM	5.52	Binding affinity to 5HT2C receptor	18811133
5-hydroxytryptamine receptor 2A	Ki	=	4100.0	nM	5.39	Binding affinity to 5HT2A receptor	18811133

Literature References

PubMed	DOI	Target Context	# Activities
18811133	10.1021/jm8005959	Rattus norvegicus	17
18811133	10.1021/jm8005959	Mus musculus	12
18817367	10.1021/jm800670r	Unchecked	9
18811133	10.1021/jm8005959	Histamine H4 receptor	9
18817367	10.1021/jm800670r	Histamine H4 receptor	8
18811133	10.1021/jm8005959	Unchecked	8
18817367	10.1021/jm800670r	Rattus norvegicus	7
18817367	10.1021/jm800670r	Mus musculus	6
18811133	10.1021/jm8005959	5-hydroxytryptamine receptor 1A	4
18811133	10.1021/jm8005959	Histamine H3 receptor	3
18817367	10.1021/jm800670r	Liver microsomes	2
18811133	10.1021/jm8005959	5-hydroxytryptamine receptor 2A	2
18811133	10.1021/jm8005959	5-hydroxytryptamine receptor 7	2
18811133	10.1021/jm8005959	Plasma	2
18811133	10.1021/jm8005959	P2X purinoceptor 7	2
18817367	10.1021/jm800670r	ADMET	2
18817367	10.1021/jm800670r	5-hydroxytryptamine receptor 1A	1
18817367	10.1021/jm800670r	Cytochrome P450 2C9	1
18817367	10.1021/jm800670r	Cytochrome P450 2D6	1
18817367	10.1021/jm800670r	Cytochrome P450 3A4	1

Data from ChEMBL 36 via Core Engine