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Compound Detail

CHEMBL2028019

CARIPRAZINE
💊 Approved Drug
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💊 Approved Drug
CN(C)C(=O)N[C@H]1CC[C@H](CCN2CCN(c3cccc(Cl)c3Cl)CC2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2028019
Name CARIPRAZINE
Phase Approved
Structure Type MOL
InChI Key KPWSJANDNDDRMB-QAQDUYKDSA-N
Therapeutic ✓ Yes

Known Names

Cariprazina Cariprazine Fri-7000188 GED-129 MP-214 Reagila RGH-188
14
Targets
86
Activities
3
Assay Types
4
PK Parameters
20
Publications
7
Known Names
8
Indications

Molecular Properties

427.4
MW (Da)
4.34
ALogP
3
HBA
1
HBD
38.8
PSA (Ų)
0.76
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

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

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Year 2011

Extended Properties

Molecular Formula C21H32Cl2N4O
MW 427.42
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness -1.50

Indications

Psychotic Disorders Bipolar Disorder Bipolar Disorder Child Development Disorders, Pervasive Depressive Disorder Depressive Disorder, Major Schizophrenia Anxiety Disorders

ATC Classification

N05AX15
cariprazine
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOLEPTICS

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

Ki 59 meas. best 10.07
EC50 22 meas. best 9.74
IC50 5 meas. best 8.78

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL234
 Ki 10.07 9.7967 0.1 9
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 9.82 9.82 0.2 1
D(2) dopamine receptor
CHEMBL217
 EC50 9.74 8.7494 0.2 16
D(2) dopamine receptor
CHEMBL217
 Ki 9.39 9.09 0.4 14
Unchecked
CHEMBL612545
 Ki 9.31 8.5933 0.5 3
D(2) dopamine receptor
CHEMBL217
 IC50 8.78 8.775 1.7 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 8.74 8.5343 1.8 7
D(3) dopamine receptor
CHEMBL234
 EC50 8.72 8.48 1.9 4
D(3) dopamine receptor
CHEMBL234
 IC50 8.7 8.7 2.0 2
Unchecked
CHEMBL612545
 EC50 8.51 8.51 3.1 2
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 7.73 7.2488 18.8 8
Histamine H1 receptor
CHEMBL231
 Ki 7.63 7.63 23.2 1
D(4) dopamine receptor
CHEMBL219
 Ki 6.96 6.628 110.0 5
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 6.96 6.96 111.0 1
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 6.81 6.81 155.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 6.7 6.6867 198.2 3
D(1A) dopamine receptor
CHEMBL2056
 Ki 5.68 5.568 2100.0 5
D(1B) dopamine receptor
CHEMBL1850
 Ki 5.1 5.1 7900.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.68 4.68 20720.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.02333 hr Homo sapiens
T1/2 48.0 hr Homo sapiens
T1/2 0.3723 hr Mus musculus
T1/2 0.5448 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 0.085 nM 10.07 Displacement of [3H]Spiperone from dopamine D3 receptor (unknown origin) 28421763
D(3) dopamine receptor Ki = 0.085 nM 10.07 Displacement of [3H]methyl-spiperone from recombinant human D3 receptor expresse... 33189775
D(3) dopamine receptor Ki = 0.085 nM 10.07 Partial agonist activity at human D3 receptor assessed as inhibition constant 34110150
D(3) dopamine receptor Ki = 0.096 nM 10.02 Displacement of [3H]methyl-spiperone from recombinant human D3 receptor expresse... 27487565
5-hydroxytryptamine receptor 2B Ki = 0.151 nM 9.82 Displacement of [3H]-5-HT from 5HT2B receptor in HEK293 cell membranes by scinti... 36661568
D(2) dopamine receptor EC50 = 0.18 nM 9.74 Partial agonist activity at human D2 receptor assessed as increase in cAMP accum... 34110150
D(3) dopamine receptor Ki = 0.22 nM 9.66 Displacement of [3H]N-methylspiperone from human D3 receptor in HEK293 cell memb... 36661568
D(3) dopamine receptor Ki = 0.27 nM 9.57 Displacement of [3H]-SCH23390 from D3 receptor (unknown origin) expressed in HEK... 34797051
D(3) dopamine receptor Ki = 0.2692 nM 9.57 Displacement of [3H]-SCH23390 from D3 receptor (unknown origin) expressed in HEK... 34797051
D(3) dopamine receptor Ki = 0.27 nM 9.57 Displacement of [3H]spiperone from human D3 receptor expressed in CHO cell membr... 28495386
D(3) dopamine receptor Ki = 0.27 nM 9.57 Displacement of [3H]Spiperone from human dopamine D3 receptor expressed in CHO c... 24831693
D(2) dopamine receptor EC50 = 0.4 nM 9.4 Partial agonist activity at human Gi/o-coupled D2R expressed in HEK293T cells as... 30964661
D(2) dopamine receptor Ki = 0.41 nM 9.39 Displacement of [3H]spiperone from human D2-short receptor expressed in CHO cell... 28495386
D(2) dopamine receptor Ki = 0.41 nM 9.39 Displacement of [3H]Spiperone from human dopamine D2 short receptor expressed in... 24831693
D(2) dopamine receptor EC50 = 0.4467 nM 9.35 Partial agonist activity at human Gi/o-coupled D2R expressed in HEK293T cells as... 30964661
D(2) dopamine receptor Ki = 0.47 nM 9.33 Displacement of [3H]Spiperone from human dopamine D2 long receptor expressed in ... 24831693
D(2) dopamine receptor Ki = 0.47 nM 9.33 Displacement of [3H]spiperone from human D2-long receptor expressed in CHO cell ... 28495386
Unchecked Ki = 0.49 nM 9.31 Displacement of [3H]WAY600135 from porcine cerebral cortex 5-HT1A receptor 28495386
D(2) dopamine receptor Ki = 0.49 nM 9.31 Displacement of [3H]-spiperone from recombinant human D2L receptor expressed in ... 33189775
D(2) dopamine receptor Ki = 0.49 nM 9.31 Displacement of [3H]-raclopride from human D2L receptor expressed in HEK293 cell... 31586817

Literature References

PubMed DOI Target Context # Activities
24831693 10.1021/jm5004039 D(2) dopamine receptor 11
34797051 10.1021/acs.jmedchem.1c01327 D(2) dopamine receptor 8
28408223 10.1016/j.bmcl.2017.03.084 D(2) dopamine receptor 7
30964661 10.1021/acs.jmedchem.9b00508 D(2) dopamine receptor 7
36661568 10.1021/acs.jmedchem.2c01624 D(2) dopamine receptor 7
36661568 10.1021/acs.jmedchem.2c01624 D(3) dopamine receptor 6
34110150 10.1021/acs.jmedchem.1c00704 D(2) dopamine receptor 5
27487565 10.1016/j.ejmech.2016.07.038 Unchecked 5
24831693 10.1021/jm5004039 D(3) dopamine receptor 4
24831693 10.1021/jm5004039 Unchecked 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
36661568 10.1021/acs.jmedchem.2c01624 Unchecked 3
24138311 10.1021/jm401318w D(2) dopamine receptor 3
27487565 10.1016/j.ejmech.2016.07.038 Rattus norvegicus 3
34797051 10.1021/acs.jmedchem.1c01327 5-hydroxytryptamine receptor 2C 2
34797051 10.1021/acs.jmedchem.1c01327 D(3) dopamine receptor 2
34797051 10.1021/acs.jmedchem.1c01327 5-hydroxytryptamine receptor 2A 2
28421763 10.1021/acs.jmedchem.7b00010 D(2) dopamine receptor 2
34797051 10.1021/acs.jmedchem.1c01327 D(4) dopamine receptor 2
34797051 10.1021/acs.jmedchem.1c01327 D(1A) dopamine receptor 2

Data from ChEMBL 36 via Core Engine