LUMATEPERONE TOSYLATE

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Search structure


Synonyms	Caplyta ITI-007 tosylate Lumateperone tosylate
Status
Molecule Category	Salt-form
UNII	JIE88N006O


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	LHAPOGAFBLSJJQ-GUTACTQSSA-N
Smiles	CN1CCN2c3c(cccc31)[C@@H]1CN(CCCC(=O)c3ccc(F)cc3)CC[C@@H]12.Cc1ccc(S(=O)(=O)O)cc1
InChI	InChI=1S/C24H28FN3O.C7H8O3S/c1-26-14-15-28-21-11-13-27(16-20(21)19-4-2-5-22(26)24(19)28)12-3-6-23(29)17-7-9-18(25)10-8-17;1-6-2-4-7(5-3-6)11(8,9)10/h2,4-5,7-10,20-21H,3,6,11-16H2,1H3;2-5H,1H3,(H,8,9,10)/t20-,21-;/m0./s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C31H36FN3O4S
Molecular Weight	565.71
AlogP	3.92
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	5.0
Polar Surface Area	26.79
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	29.0

Assay Description	Organism	Bioactivity	Reference
Inhibition of human 5HT1A receptor at 100 nM	Homo sapiens	50.0 %
Inhibition of adrenergic alpha1A receptor (unknown origin) at 100 nM	Homo sapiens	50.0 %
Inhibition of adrenergic alpha1B receptor (unknown origin) at 100 nM	Homo sapiens	50.0 %
Inhibition of human dopamine D1 receptor at 100 nM	Homo sapiens	50.0 %
Inhibition of human dopamine D4 receptor at 100 nM	Homo sapiens	50.0 %
Displacement of [125]DOI from human recombinant full length 5HT2A receptor expressed in HEK293E cells	Homo sapiens	0.54 nM
Displacement of [125]DOI from human recombinant full length 5HT2C receptor expressed in HEK293E cells	Homo sapiens	173.0 nM
Displacement of [3H]-N-methylspiperone from rat recombinant dopamine D2 short receptor expressed in CHO cells	Rattus norvegicus	32.0 nM
Displacement of [3H]-N-methyl-citalopram from SERT in human platelets after 60 mins by liquid scintillation counting analysis	Homo sapiens	61.0 nM
Inhibition of adrenergic alpha1A receptor (unknown origin)	Homo sapiens	73.0 nM
Inhibition of adrenergic alpha1B receptor (unknown origin)	Homo sapiens	31.0 nM
Inhibition of human dopamine D1 receptor	Homo sapiens	52.0 nM
Inhibition of human dopamine D4 receptor	Homo sapiens	108.0 nM
Antagonist activity at human recombinant 5HT2A receptor expressed in HEK293a cells assessed as inhibition of serotonin-induced increase in calcium fluorescence	Homo sapiens	7.0 nM
Antagonist activity at human recombinant dopamine D2 short receptor expressed in CHO cells assessed as inhibition of Eu-GTP binding at 10 uM	Homo sapiens	100.0 %
Inhibition of [3H]-serotonin uptake in SERT in human platelets	Homo sapiens	72.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	10.21 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	-2.759 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.07 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.07 %

Cross References

Resources	Reference
ChEMBL	CHEMBL3233142
FDA SRS	JIE88N006O
PubChem	44241743
SureChEMBL	SCHEMBL1769664

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).