Lumateperone tosylateProduct ingredient for Lumateperone
- Name
- Lumateperone tosylate
- Drug Entry
- Lumateperone
Schizophrenia is a complex mental illness and impacts approximately 1% of the population.7 Although there are several antipsychotics including aripiprazole, paliperidone and clozapine available for clinical use, they are generally accompanied by significant metabolic and/or neurological adverse effects.1
Lumateperone is a newly approved 2nd generation antipsychotic currently indicated for the treatment of schizophrenia.1 It has a unique receptor binding profile and differs from other antipsychotics in that it modulates glutamate, serotonin and dopamine, which are all neurotransmitters that contribute to the pathophysiology of schizophrenia.1,5
The data so far indicates that lumateperone can alleviate both positive and negative symptoms of schizophrenia.1 Further, not only is the new antipsychotic selective for dopamine (D2) receptors in the mesolimbic and mesocortical brain regions, but it also has minimal off-target activity.1 Both characteristics lend to a more favourable adverse effect profile and ultimately safer drug.1,8
- Accession Number
- DBSALT001873
- Structure
Structure for Lumateperone tosylate (DBSALT001873)
- Synonyms
- Lumateperone tosylate
- UNII
- JIE88N006O
- CAS Number
- 1187020-80-9
- Weight
- Average: 565.7
Monoisotopic: 565.241055988 - Chemical Formula
- C31H36FN3O4S
- InChI Key
- LHAPOGAFBLSJJQ-GUTACTQSSA-N
- 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
- IUPAC Name
- 1-(4-fluorophenyl)-4-[(10R,15S)-4-methyl-1,4,12-triazatetracyclo[7.6.1.0^{5,16}.0^{10,15}]hexadeca-5,7,9(16)-trien-12-yl]butan-1-one; 4-methylbenzene-1-sulfonic acid
- SMILES
- CC1=CC=C(C=C1)S(O)(=O)=O.[H][C@]12CCN(CCCC(=O)C3=CC=C(F)C=C3)C[C@@]1([H])C1=C3N2CCN(C)C3=CC=C1
- External Links
- ChemSpider
- 34235899
- BindingDB
- 50007659
- ChEMBL
- CHEMBL3233142
- Wikipedia
- Lumateperone
- Predicted Properties
Property Value Source Water Solubility 0.0805 mg/mL ALOGPS logP 3.87 ALOGPS logP 3.59 Chemaxon logS -3.7 ALOGPS pKa (Strongest Acidic) 16.61 Chemaxon pKa (Strongest Basic) 8.47 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 26.79 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 116.42 m3·mol-1 Chemaxon Polarizability 43.16 Å3 Chemaxon Number of Rings 6 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule Yes Chemaxon