Compound Detail

CHEMBL1621

PALIPERIDONE

💊 Approved Drug

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💊 Approved Drug

Cc1nc2n(c(=O)c1CCN1CCC(c3noc4cc(F)ccc34)CC1)CCCC2O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1621
Name	PALIPERIDONE
Phase	Approved
Structure Type	MOL
InChI Key	PMXMIIMHBWHSKN-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

9-hydroxyrisperidone Invega NSC-759623 Paliperidona Paliperidone R-76477 Risperidone impurity, 9-hydroxyrisperidone- RO-76477 RO76477

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

426.5

MW (Da)

3.08

ALogP

HBA

HBD

84.4

PSA (Å²)

0.69

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2006
Availability	Prescription
Chirality	Racemic

Routes of Administration

Oral

Flags

Black Box Warning

USAN Year

2004

Extended Properties

Molecular Formula	C23H27FN4O3
MW	426.49
Aromatic Rings	3
Heavy Atoms	31
NP-Likeness	-0.89

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Dopamine D2 receptor antagonist	ANTAGONIST	D(2) dopamine receptor	✓	✓
Serotonin 2a (5-HT2a) receptor antagonist	ANTAGONIST	5-hydroxytryptamine receptor 2A	✓	✓

Indications

Psychotic Disorders Psychotic Disorders Psychotic Disorders Schizophrenia Anxiety Autistic Disorder Bipolar Disorder Dementia Depressive Disorder Mood Disorders Obsessive-Compulsive Disorder

ATC Classification

N05AX13

paliperidone

Level 1: NERVOUS SYSTEM

Level 2: PSYCHOLEPTICS

Drug Warnings

Black Box Warning

General Warning

Country: United States

Activity Summary

IC50 15 meas. best 8.28

Ki 15 meas. best 9.08

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	9.08	9.08	0.8	1
D(2) dopamine receptor CHEMBL217	Ki	8.8	8.8	1.6	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	8.57	8.57	2.7	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	8.4	8.4	4.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	IC50	8.28	8.28	5.2	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	8.17	8.17	6.8	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	8.14	8.14	7.3	1
D(3) dopamine receptor CHEMBL234	Ki	8.12	8.12	7.5	1
D(2) dopamine receptor CHEMBL217	IC50	8.08	8.08	8.3	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	7.96	7.96	11.0	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	7.96	7.96	11.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	7.72	7.72	19.0	1
D(1B) dopamine receptor CHEMBL1850	Ki	7.54	7.54	29.0	1
Histamine H1 receptor CHEMBL231	Ki	7.47	7.47	34.0	1
D(4) dopamine receptor CHEMBL219	Ki	7.42	7.42	38.0	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.96	6.96	111.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	6.26	6.26	554.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	6.0	5.9117	1000.0	6
Sodium channel protein type 5 subunit alpha CHEMBL1980	IC50	4.6	4.6	25118.9	1
A-type voltage-gated potassium channel KCND3 CHEMBL1964	IC50	4.2	4.2	63095.7	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	24.8	ng.hr.mL-1	Macaca fascicularis
AUC	47.1	ng.hr.mL-1	Canis lupus familiaris
AUC	2.54	ng.hr.mL-1	Macaca fascicularis
AUC	6.27	ng.hr.mL-1	Canis lupus familiaris
AUC	76.0	ng.hr.mL-1	Macaca fascicularis
AUC	77.4	ng.hr.mL-1	Canis lupus familiaris
AUC	69.0	ng.hr.mL-1	Rattus norvegicus
AUC	13.5	ng.hr.mL-1	Rattus norvegicus
AUC	12.2	ng.hr.mL-1	Rattus norvegicus
AUC	3.28	ng.hr.mL-1	Rattus norvegicus
AUC	342.0	ng.hr.mL-1	Rattus norvegicus
AUC	184.0	ng.hr.mL-1	Rattus norvegicus
Fu	0.116	-	Homo sapiens
Fu	0.105	-	Macaca fascicularis
Fu	0.185	-	Macaca fascicularis
Fu	0.0903	-	Canis lupus familiaris
Fu	0.203	-	Canis lupus familiaris
Fu	0.1	-	Macaca fascicularis
Fu	0.126	-	Canis lupus familiaris
Fu	0.101	-	Cavia porcellus
Fu	0.129	-	Mus musculus
Fu	0.078	-	Rattus norvegicus
Fu	0.092	-	Rattus norvegicus
Fu	0.047	-	Rattus norvegicus
Fu	0.176	-	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2A	Ki	=	0.83	nM	9.08	Binding affinity to 5HT2A (unknown origin) assessed as inhibition constant	39038276
D(2) dopamine receptor	Ki	=	1.6	nM	8.8	Binding affinity to D2 receptor (unknown origin) assessed as inhibition constant	39038276
Alpha-2C adrenergic receptor	Ki	=	2.7	nM	8.57	Binding affinity to alpha2C adrenergic receptor (unknown origin) assessed as inh...	39038276
Alpha-2B adrenergic receptor	Ki	=	4.0	nM	8.4	Binding affinity to alpha2B adrenergic receptor (unknown origin) assessed as inh...	39038276
5-hydroxytryptamine receptor 2A	IC50	=	5.2	nM	8.28	Antagonist activity at 5-HT2A receptor (unknown origin) after 10 mins by calcium...	28774576
5-hydroxytryptamine receptor 7	Ki	=	6.8	nM	8.17	Binding affinity to 5HT7 receptor (unknown origin) assessed as inhibition consta...	39038276
5-hydroxytryptamine receptor 1D	Ki	=	7.3	nM	8.14	Binding affinity to 5HT1D receptor (unknown origin) assessed as inhibition const...	39038276
D(3) dopamine receptor	Ki	=	7.5	nM	8.12	Binding affinity to D3 receptor (unknown origin) assessed as inhibition constant	39038276
D(2) dopamine receptor	IC50	=	8.28	nM	8.08	Antagonist activity at dopamine D2 receptor (unknown origin) after 60 mins by Ul...	28774576
Alpha-1A adrenergic receptor	Ki	=	11.0	nM	7.96	Binding affinity to alpha1A adrenergic receptor (unknown origin) assessed as inh...	39038276
Alpha-2A adrenergic receptor	Ki	=	11.0	nM	7.96	Binding affinity to alpha2A adrenergic receptor (unknown origin) assessed as inh...	39038276
5-hydroxytryptamine receptor 2C	Ki	=	19.0	nM	7.72	Binding affinity to 5HT2C receptor (unknown origin) assessed as inhibition const...	39038276
D(1B) dopamine receptor	Ki	=	29.0	nM	7.54	Binding affinity to D5 receptor (unknown origin) assessed as inhibition constant	39038276
Histamine H1 receptor	Ki	=	34.0	nM	7.47	Binding affinity to H1 receptor (unknown origin) assessed as inhibition constant	39038276
D(4) dopamine receptor	Ki	=	38.0	nM	7.42	Binding affinity to D4 receptor (unknown origin) assessed as inhibition constant	39038276
5-hydroxytryptamine receptor 1B	Ki	=	111.0	nM	6.96	Binding affinity to 5HT1B receptor (unknown origin) assessed as inhibition const...	39038276
D(1A) dopamine receptor	Ki	=	554.0	nM	6.26	Binding affinity to D1 receptor (unknown origin) assessed as inhibition constant	39038276
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	1000.0	nM	6.0	Inhibition of rapid delayed inward rectifying potassium current (IKr) in Chinese...	25087753
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	1258.93	nM	5.9	Inhibition of rapid delayed inward rectifying potassium current (IKr) measured u...	25087753
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	1258.93	nM	5.9	Inhibition of rapid delayed inward rectifying potassium current (IKr) in Chinese...	25087753

Literature References

PubMed	DOI	Target Context	# Activities
-	10.5281/zenodo.13943903	ADMET	79
31158845	10.1038/s41586-019-1291-3	ADMET	78
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
22899853	10.1124/dmd.112.046391	ADMET	8
22899853	10.1124/dmd.112.046391	Nucleic Acid	6
22899853	10.1124/dmd.112.046391	Plasma	6
21474681	10.1124/dmd.111.038778	Brain	5
33619967	10.1021/acs.jmedchem.0c02011	ADMET	4
22899853	10.1124/dmd.112.046391	Brain	4
25087753	10.1016/j.vascn.2014.07.002	Voltage-gated inwardly rectifying potassium channel KCNH2	3
28774576	10.1016/j.bmc.2017.07.040	Liver	2
19534531	10.1021/jm900002x	Voltage-gated inwardly rectifying potassium channel KCNH2	2
26948801	10.1016/j.drudis.2016.02.015	Homo sapiens	2
22899853	10.1124/dmd.112.046391	Cerebrospinal fluid	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
22899853	10.1124/dmd.112.046391	Molecular identity unknown	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
25087753	10.1016/j.vascn.2014.07.002	Voltage-gated potassium channel, IKs; KCNQ1(Kv7.1)/KCNE1(MinK)	2
25087753	10.1016/j.vascn.2014.07.002	Sodium channel protein type 5 subunit alpha	2
25087753	10.1016/j.vascn.2014.07.002	Voltage-dependent L-type calcium channel subunit alpha-1C	2

Data from ChEMBL 36 via Core Engine