Compound Detail

CHEMBL18772

QUIPAZINE

🧪 Phase II

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🧪 Phase II

c1ccc2nc(N3CCNCC3)ccc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL18772
Name	QUIPAZINE
Phase	Phase II
Structure Type	MOL
InChI Key	XRXDAJYKGWNHTQ-UHFFFAOYSA-N

Known Names

Quipazina Quipazine

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

213.3

MW (Da)

1.64

ALogP

HBA

HBD

28.2

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

USAN Year

1966

Extended Properties

Molecular Formula	C13H15N3
MW	213.28
Aromatic Rings	2
Heavy Atoms	16
NP-Likeness	-1.47

Activity Summary

Ki 55 meas. best 9.02

IC50 19 meas. best 9.35

Kd 4 meas. best 5.7

EC50 3 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serotonin 3 (5-HT3) receptor CHEMBL2094116	IC50	9.35	8.66	0.4	3
Serotonin 3 (5-HT3) receptor CHEMBL2094132	IC50	9.35	9.35	0.4	1
5-hydroxytryptamine receptor 3A CHEMBL2411	Ki	9.02	9.02	1.0	2
Serotonin 3 (5-HT3) receptor CHEMBL2094116	Ki	9.0	8.708	1.0	10
Serotonin 3 (5-HT3) receptor CHEMBL2094132	EC50	9.0	9.0	1.0	1
Serotonin 3 (5-HT3) receptor CHEMBL2094132	Ki	8.74	8.72	1.8	2
5-hydroxytryptamine receptor 3A CHEMBL1899	Ki	8.43	8.415	3.7	2
Serotonin 3 receptor (5HT3) CHEMBL2111333	Ki	8.06	8.06	8.7	1
Serotonin 2 (5-HT2) receptor CHEMBL2093870	Ki	7.77	6.81	17.0	4
NG108-15 CHEMBL613828	EC50	7.6	7.6	25.0	2
Sodium-dependent serotonin transporter CHEMBL228	Ki	7.52	7.52	30.0	1
Sodium-dependent serotonin transporter CHEMBL313	Ki	7.51	7.3975	31.0	4
5-hydroxytryptamine receptor 2C CHEMBL225	IC50	7.21	7.21	61.7	2
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	6.89	6.115	130.0	6
5-hydroxytryptamine receptor 2C CHEMBL324	Ki	6.72	6.6467	190.0	3
5-hydroxytryptamine receptor 1B CHEMBL3459	Ki	6.7	6.58	199.5	5
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.7	6.7	200.0	1
Rattus norvegicus CHEMBL376	IC50	6.69	6.69	204.0	1
Unchecked CHEMBL612545	Ki	6.64	6.64	230.0	1
Serotonin 1 (5-HT1) receptor CHEMBL2095159	Ki	6.64	6.64	230.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	6.64	6.64	230.0	1
5-hydroxytryptamine receptor 1B CHEMBL3459	IC50	6.42	5.5733	380.0	3
5-hydroxytryptamine receptor 2C CHEMBL324	IC50	6.33	6.33	470.0	1
5-hydroxytryptamine receptor 2A CHEMBL322	IC50	5.85	5.85	1400.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	IC50	5.84	5.84	1445.4	2
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	5.82	5.6543	1500.0	7
5-hydroxytryptamine receptor 1A CHEMBL214	Kd	5.7	5.7	1995.3	1
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	5.57	5.57	2700.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	5.52	5.52	3033.0	1
5-hydroxytryptamine receptor 2A CHEMBL3446	IC50	5.46	5.46	3467.4	2
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	5.44	5.44	3600.0	1
5-hydroxytryptamine receptor 1D CHEMBL4105	IC50	5.43	5.43	3715.3	2
Beta-1 adrenergic receptor CHEMBL213	Kd	5.25	5.25	5600.0	2
Beta-1 adrenergic receptor CHEMBL213	Ki	5.2	5.2	6309.6	1
Neutrophil cytosol factor 1 CHEMBL1613743	Kd	3.38	3.38	420000.0	1
Neutrophil cytosol factor 1 CHEMBL1613743	Ki	2.85	2.85	1410000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serotonin 3 (5-HT3) receptor	IC50	=	0.4467	nM	9.35	Binding affinity towards 5-hydroxytryptamine 3 receptor	8642566
Serotonin 3 (5-HT3) receptor	IC50	=	0.4467	nM	9.35	Binding affinity against 5-hydroxytryptamine 3 receptor was measured using [3H]g...	9191957
5-hydroxytryptamine receptor 3A	Ki	=	0.96	nM	9.02	Displacement of [3H]LY278584 from 5HT3 receptor in rat cortical homogenate	19425598
5-hydroxytryptamine receptor 3A	Ki	=	0.96	nM	9.02	Displacement of [3H]LY278584 from 5HT3 receptor in rat cortical homogenate	19831400
Serotonin 3 (5-HT3) receptor	Ki	=	1.0	nM	9.0	Binding affinity to 5-hydroxytryptamine 3 receptor using [3H]quipazine as radiol...	2342053
Serotonin 3 (5-HT3) receptor	EC50	=	1.0	nM	9.0	Effective concentration against 5-Hydroxytryptamine 3 receptor by measuring [14C...	10543880
Serotonin 3 (5-HT3) receptor	Ki	=	1.2	nM	8.92	Binding affinity for 5-hydroxytryptamine 3 receptor from rat cortex using [3H]BR...	7629808
Serotonin 3 (5-HT3) receptor	Ki	=	1.4	nM	8.85	Compound was evaluated for its binding affinity for 5-hydroxytryptamine 3 recept...	9464362
Serotonin 3 (5-HT3) receptor	Ki	=	1.413	nM	8.85	Binding affinity to 5-hydroxytryptamine 3 receptor using [3H]GR-65630 as radioli...	2342053
Serotonin 3 (5-HT3) receptor	Ki	=	1.8	nM	8.74	Ability to displace [3H]granisetron specifically bound to 5-hydroxytryptamine 3 ...	9513601
Serotonin 3 (5-HT3) receptor	Ki	=	1.8	nM	8.74	Binding affinity towards 5-hydroxytryptamine 3 receptor	12217367
Serotonin 3 (5-HT3) receptor	Ki	=	1.8	nM	8.74	Inhibition of [3H]granisetron binding to 5-hydroxytryptamine 3 receptor of rat c...	10229626
Serotonin 3 (5-HT3) receptor	Ki	=	1.82	nM	8.74	Binding affinity at 5-hydroxytryptamine 3 receptor in rat cortical membrane by [...	9513601
Serotonin 3 (5-HT3) receptor	Ki	=	2.0	nM	8.7	Compound was tested for the inhibition of [3H]GR-65630 binding to 5-hydroxytrypt...	8831767
Serotonin 3 (5-HT3) receptor	Ki	=	3.02	nM	8.52	pKi value for inhibition of [3H]LY-278584 binding to 5-hydroxytryptamine 3 recep...	2258903
Serotonin 3 (5-HT3) receptor	Ki	=	3.04	nM	8.52	Inhibitory activity against 5-hydroxytryptamine 3 receptor in rat cortical membr...	2258903
5-hydroxytryptamine receptor 3A	Ki	=	3.7	nM	8.43	Displacement of [3H]GR65630 from human 5HT3A receptor in HEK293 cells	17722904
Serotonin 3 (5-HT3) receptor	IC50	=	3.8	nM	8.42	Binding affinity against 5-hydroxytryptamine 3 (5-HT3) receptor from rat cortica...	10543880
5-hydroxytryptamine receptor 3A	Ki	=	3.981	nM	8.4	Displacement of [3H]GR65630 from human 5HT3A receptor in HEK293 cells	17722904
Serotonin 3 (5-HT3) receptor	IC50	=	6.2	nM	8.21	Inhibition of [3H]BRL-43694 binding to 5-hydroxytryptamine 3 receptor of rat cor...	9357534

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5724801	U2OS	320
-	10.6019/CHEMBL5724801	HEK-293T	320
-	10.6019/CHEMBL5724801	Fibroblast	320
-	10.6019/CHEMBL5303304	Fibroblast	10
9513601	10.1021/jm970645i	Unchecked	5
7629808	10.1021/jm00014a021	Unchecked	4
-	10.6019/CHEMBL5303304	U2OS	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
23517028	10.1021/jm400140q	Beta-1 adrenergic receptor	3
12217367	10.1016/s0960-894x(02)00514-0	Serotonin 3 (5-HT3) receptor	3
3543362	10.1021/jm00384a001	Serotonin 2 (5-HT2) receptor	3
-	10.6019/CHEMBL5303304	HEK-293T	3
10543880	10.1021/jm990151g	Serotonin 3 (5-HT3) receptor	3
9599242	10.1021/jm970806i	Rattus norvegicus	2
31922756	10.1021/acs.jmedchem.9b01492	Neutrophil cytosol factor 1	2
17722904	10.1021/jm070574f	5-hydroxytryptamine receptor 3A	2
22309909	10.1016/j.ejmech.2012.01.012	Sodium-dependent serotonin transporter	2
17722904	10.1021/jm070574f	Neuronal acetylcholine receptor subunit alpha-7	2
671450	10.1021/jm00204a007	Mus musculus	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2

Data from ChEMBL 36 via Core Engine