Compound Detail

CHEMBL3233142

LUMATEPERONE TOSYLATE

💊 Approved Drug

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💊 Approved Drug

CN1CCN2c3c(cccc31)[C@@H]1CN(CCCC(=O)c3ccc(F)cc3)CC[C@@H]12.Cc1ccc(S(=O)(=O)O)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3233142
Name	LUMATEPERONE TOSYLATE
Phase	Approved
Structure Type	MOL
InChI Key	LHAPOGAFBLSJJQ-GUTACTQSSA-N
Parent Compound	CHEMBL3306803
Active Moiety	CHEMBL3306803

Known Names

Caplyta ITI-007 tosylate Lumateperone tosylate

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

393.5

MW (Da)

3.92

ALogP

HBA

HBD

26.8

PSA (Å²)

0.72

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2019
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning

USAN Stem	-perone
USAN Year	2016

Extended Properties

Molecular Formula	C31H36FN3O4S
MW	565.71
Aromatic Rings	2
Heavy Atoms	29
NP-Likeness	-0.93

Indications

Schizophrenia Borderline Personality Disorder

Drug Warnings

Black Box Warning

General Warning

Country: United States

Activity Summary

Ki 10 meas. best 9.27

IC50 1 meas. best 8.15

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	9.27	9.27	0.5	1
5-hydroxytryptamine receptor 2A CHEMBL224	IC50	8.15	8.15	7.0	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	7.51	7.51	31.0	1
D(2) dopamine receptor CHEMBL339	Ki	7.5	7.5	32.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	7.28	7.28	52.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	7.21	7.175	61.0	2
Alpha-1A adrenergic receptor CHEMBL229	Ki	7.14	7.14	73.0	1
D(4) dopamine receptor CHEMBL219	Ki	6.97	6.97	108.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.76	6.76	173.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	5.83	5.83	1480.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2A	Ki	=	0.54	nM	9.27	Displacement of [125]DOI from human recombinant full length 5HT2A receptor expre...	24559051
5-hydroxytryptamine receptor 2A	IC50	=	7.0	nM	8.15	Antagonist activity at human recombinant 5HT2A receptor expressed in HEK293a cel...	24559051
Alpha-1B adrenergic receptor	Ki	=	31.0	nM	7.51	Inhibition of adrenergic alpha1B receptor (unknown origin)	24559051
D(2) dopamine receptor	Ki	=	32.0	nM	7.5	Displacement of [3H]-N-methylspiperone from rat recombinant dopamine D2 short re...	24559051
D(1A) dopamine receptor	Ki	=	52.0	nM	7.28	Inhibition of human dopamine D1 receptor	24559051
Sodium-dependent serotonin transporter	Ki	=	61.0	nM	7.21	Displacement of [3H]-N-methyl-citalopram from SERT in human platelets after 60 m...	24559051
Alpha-1A adrenergic receptor	Ki	=	73.0	nM	7.14	Inhibition of adrenergic alpha1A receptor (unknown origin)	24559051
Sodium-dependent serotonin transporter	Ki	=	72.0	nM	7.14	Inhibition of [3H]-serotonin uptake in SERT in human platelets	24559051
D(4) dopamine receptor	Ki	=	108.0	nM	6.97	Inhibition of human dopamine D4 receptor	24559051
5-hydroxytryptamine receptor 2C	Ki	=	173.0	nM	6.76	Displacement of [125]DOI from human recombinant full length 5HT2C receptor expre...	24559051
5-hydroxytryptamine receptor 1A	Ki	=	1480.0	nM	5.83	Inhibition of human 5HT1A receptor	24559051

Literature References

PubMed	DOI	Target Context	# Activities
24559051	10.1021/jm401958n	Homo sapiens	6
24559051	10.1021/jm401958n	Unchecked	4
24559051	10.1021/jm401958n	Rattus norvegicus	4
24559051	10.1021/jm401958n	D(2) dopamine receptor	3
24559051	10.1021/jm401958n	No relevant target	3
24559051	10.1021/jm401958n	5-hydroxytryptamine receptor 2A	2
24559051	10.1021/jm401958n	MDCK	2
24559051	10.1021/jm401958n	D(4) dopamine receptor	2
24559051	10.1021/jm401958n	D(1A) dopamine receptor	2
24559051	10.1021/jm401958n	Alpha-1B adrenergic receptor	2
24559051	10.1021/jm401958n	Alpha-1A adrenergic receptor	2
24559051	10.1021/jm401958n	5-hydroxytryptamine receptor 1A	2
24559051	10.1021/jm401958n	Sodium-dependent serotonin transporter	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	1
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
-	10.6019/CHEMBL5724796	Bromodomain-containing protein 4	1
24559051	10.1021/jm401958n	Molecular identity unknown	1
24559051	10.1021/jm401958n	Histamine H1 receptor	1
24559051	10.1021/jm401958n	Serotonin 2 receptors; 5-HT2a & 5-HT2c	1

Data from ChEMBL 36 via Core Engine