Maralixibat chlorideProduct ingredient for Maralixibat
- Name
- Maralixibat chloride
- Drug Entry
- Maralixibat
Maralixibat (also known as SHP625, LUM001, and lopixibat) is an ileal bile acid transporter inhibitor, like odevixibat.1,2,3 Maralixibat is indicated for the treatment of cholestatic pruritus in patients with Alagille syndrome.3
Previously, patients with cholestatic pruritus associated with Alagille syndrome were treated with antihistamines, rifampin, ursodeoxycholic acid, cholestyramine, naltrexone, and sertraline alone or in combination.2 No clinical trials have been performed to assess the efficacy of these treatments for cholestatic pruritus and treatments were given based on a prescriber's clinical experience.2 Surgical interventions such as partial external bile diversion and ileal exclusion have also been used as treatments.2
Maralixibat represents the first FDA-approved treatment for cholestatic pruritus in patients with Alagille syndrome. It was granted FDA approval on 29 September 2021.3 In October 2022, the EMA's Committee for Medicinal Products for Human Use (CHMP) recommended maralixibat be granted marketing authorization for the treatment of cholestatic pruritus in patients with Alagille syndrome:4 it was granted marketing authorization in Europe on 13 December 2022.6 On July 21, 2023, maralixibat was also approved by Health Canada.7
- Accession Number
- DBSALT003196
- Structure
Structure for Maralixibat chloride (DBSALT003196)
- Synonyms
- Lopixibat chloride / Maralixibat chloride
- External IDs
- LUM 001 / LUM-001 / LUM001 / SHP 625 / SHP-625 / SHP625
- UNII
- V78M04F0XC
- CAS Number
- 228113-66-4
- Weight
- Average: 710.42
Monoisotopic: 709.3680062 - Chemical Formula
- C40H56ClN3O4S
- InChI Key
- POMVPJBWDDJCMP-RUKDTIIFSA-M
- InChI
- InChI=1S/C40H56N3O4S.ClH/c1-5-7-19-40(20-8-6-2)30-48(45,46)37-18-15-34(41(3)4)27-36(37)38(39(40)44)33-13-16-35(17-14-33)47-29-32-11-9-31(10-12-32)28-43-24-21-42(22-25-43)23-26-43;/h9-18,27,38-39,44H,5-8,19-26,28-30H2,1-4H3;1H/q+1;/p-1/t38-,39-;/m1./s1
- IUPAC Name
- 1-{[4-({4-[(4R,5R)-3,3-dibutyl-7-(dimethylamino)-4-hydroxy-1,1-dioxo-2,3,4,5-tetrahydro-1lambda6-benzothiepin-5-yl]phenoxy}methyl)phenyl]methyl}-1,4-diazabicyclo[2.2.2]octan-1-ium chloride
- SMILES
- [Cl-].CCCCC1(CCCC)CS(=O)(=O)C2=CC=C(C=C2[C@H]([C@H]1O)C1=CC=C(OCC2=CC=C(C[N+]34CCN(CC3)CC4)C=C2)C=C1)N(C)C
- External Links
- ChemSpider
- 8007374
- ChEMBL
- CHEMBL17879
- Wikipedia
- Maralixibat_chloride
- Predicted Properties
Property Value Source Water Solubility 2.81e-05 mg/mL ALOGPS logP 2.77 ALOGPS logP 2.7 Chemaxon logS -7.4 ALOGPS pKa (Strongest Acidic) 14.15 Chemaxon pKa (Strongest Basic) 5.68 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 70.08 Å2 Chemaxon Rotatable Bond Count 13 Chemaxon Refractivity 209.09 m3·mol-1 Chemaxon Polarizability 78.87 Å3 Chemaxon Number of Rings 6 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon