Compound Detail

CHEMBL2024517

CARIPRAZINE HYDROCHLORIDE

💊 Approved Drug

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💊 Approved Drug

CN(C)C(=O)N[C@H]1CC[C@H](CCN2CCN(c3cccc(Cl)c3Cl)CC2)CC1.Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2024517
Name	CARIPRAZINE HYDROCHLORIDE
Phase	Approved
Structure Type	MOL
InChI Key	GPPJWWMREQHLQT-BHQIMSFRSA-N
Therapeutic	✓ Yes
Parent Compound	CHEMBL2028019
Active Moiety	CHEMBL2028019

Known Names

Cariprazine hcl Cariprazine hydrochloride Reagila RGH-188 HCL Vraylar

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

427.4

MW (Da)

4.34

ALogP

HBA

HBD

38.8

PSA (Å²)

0.76

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2015
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning

USAN Year

2011

Extended Properties

Molecular Formula	C21H33Cl3N4O
MW	463.88
Aromatic Rings	1
Heavy Atoms	28
NP-Likeness	-1.50

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Dopamine D3 receptor modulator	MODULATOR	D(3) dopamine receptor	✓	✓
Dopamine D2 receptor modulator	MODULATOR	D(2) dopamine receptor	✓	✓

Indications

Bipolar Disorder Bipolar Disorder Schizophrenia

Drug Warnings

Black Box Warning

General Warning

Country: United States

Activity Summary

Ki 28 meas. best 10.05

IC50 2 meas. best 8.8

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
D(3) dopamine receptor CHEMBL234	Ki	10.05	9.53	0.1	2
D(2) dopamine receptor CHEMBL217	Ki	9.09	8.51	0.8	3
D(3) dopamine receptor CHEMBL3138	IC50	8.8	8.8	1.6	1
D(2) dopamine receptor CHEMBL339	IC50	7.8	7.8	16.0	1
Histamine H1 receptor CHEMBL231	Ki	7.77	7.77	16.8	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	7.27	7.27	53.7	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	7.21	7.21	61.2	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	7.12	7.12	76.1	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	7.11	7.11	76.8	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.89	6.89	128.5	1
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	6.67	6.67	214.0	1
Beta-1 adrenergic receptor CHEMBL213	Ki	6.65	6.65	222.1	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.63	6.63	234.3	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	6.62	6.62	242.6	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	6.49	6.49	323.0	1
D(4) dopamine receptor CHEMBL219	Ki	6.39	6.39	408.6	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	6.31	6.31	488.1	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	6.11	6.11	778.8	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	5.96	5.96	1085.3	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	5.9	5.9	1253.7	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	5.89	5.89	1301.4	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	5.84	5.84	1432.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	5.76	5.76	1742.2	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	5.71	5.71	1969.7	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.71	5.71	1964.3	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	5.51	5.51	3076.1	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	5.48	5.48	3293.1	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Cmax	212.91	nM	Rattus norvegicus
F	52.0	%	Rattus norvegicus
T1/2	2.0	hr	Rattus norvegicus
Tmax	0.5	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
D(3) dopamine receptor	Ki	=	0.09	nM	10.05	Binding affinity to human dopamine D3 receptor	22537450
D(2) dopamine receptor	Ki	=	0.81	nM	9.09	Binding affinity to human dopamine D2S receptor	22537450
D(3) dopamine receptor	Ki	=	0.9749	nM	9.01	PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio...	-
D(3) dopamine receptor	IC50	=	1.6	nM	8.8	Displacement of [3H]spiperone from rat recombinant dopamine D3 receptor expresse...	22537450
D(2) dopamine receptor	Ki	=	5.7	nM	8.24	Binding affinity to human dopamine D2L receptor	22537450
D(2) dopamine receptor	Ki	=	6.378	nM	8.2	PDSP Secondary Binding target: DRD2 - Compounds are tested at 10 uM concentratio...	-
D(2) dopamine receptor	IC50	=	16.0	nM	7.8	Displacement of [3H]spiperone from dopamine D2 receptor in rat striatal membrane...	22537450
Histamine H1 receptor	Ki	=	16.81	nM	7.77	PDSP Secondary Binding target: HRH1 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 1A	Ki	=	53.67	nM	7.27	PDSP Secondary Binding target: HTR1A - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 2A	Ki	=	61.19	nM	7.21	PDSP Secondary Binding target: HTR2A - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 7	Ki	=	76.08	nM	7.12	PDSP Secondary Binding target: HTR7 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 1D	Ki	=	76.84	nM	7.11	PDSP Secondary Binding target: HTR1D - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 1B	Ki	=	128.52	nM	6.89	PDSP Secondary Binding target: HTR1B - Compounds are tested at 10 uM concentrati...	-
Adrenergic receptor alpha-1	Ki	=	214.0	nM	6.67	Displacement of [3H]-prazosin from adrenergic alpha-1 receptor in rat cerebral c...	22537450
Beta-1 adrenergic receptor	Ki	=	222.08	nM	6.65	PDSP Secondary Binding target: ADRB1 - Compounds are tested at 10 uM concentrati...	-
Alpha-2C adrenergic receptor	Ki	=	234.34	nM	6.63	PDSP Secondary Binding target: ADRA2C - Compounds are tested at 10 uM concentrat...	-
Alpha-1A adrenergic receptor	Ki	=	242.57	nM	6.62	PDSP Secondary Binding target: ADRA1A - Compounds are tested at 10 uM concentrat...	-
Alpha-1D adrenergic receptor	Ki	=	323.0	nM	6.49	PDSP Secondary Binding target: ADRA1D - Compounds are tested at 10 uM concentrat...	-
D(4) dopamine receptor	Ki	=	408.6	nM	6.39	PDSP Secondary Binding target: DRD4 - Compounds are tested at 10 uM concentratio...	-
Sigma intracellular receptor 2	Ki	=	488.09	nM	6.31	PDSP Secondary Binding target: TMEM97 - Compounds are tested at 10 uM concentrat...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	345
-	10.6019/CHEMBL4689842	Fibroblast	345
-	10.6019/CHEMBL4689842	U2OS	345
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
-	10.6019/CHEMBL5209801	Apelin receptor	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
22537450	10.1016/j.bmcl.2012.03.104	Rattus norvegicus	4
22537450	10.1016/j.bmcl.2012.03.104	D(2) dopamine receptor	3
22537450	10.1016/j.bmcl.2012.03.104	Liver microsomes	2
22537450	10.1016/j.bmcl.2012.03.104	Unchecked	2
22537450	10.1016/j.bmcl.2012.03.104	D(3) dopamine receptor	2

Data from ChEMBL 36 via Core Engine