Volixibat potassiumProduct ingredient for Volixibat
- Name
- Volixibat potassium
- Drug Entry
- Volixibat
Volixibat, also known as SHP626 or LUM002, is an investigational drug that will potentially be used for the treatment of Non-Alcoholic Steatohepatitis (NASH). If approved for use, it will be the first available agent for the treatment of NASH.
Volixibat is a selective inhibitor of the apical sodium-dependent bile acid transporter (ASBT), a transmembrane protein primarily expressed by enterocytes of the ileum. Also known as the ileal bile acid transporter (IBAT), ASBT is primarily responsible for the enterohepatic recirculation of bile acids and ultimately for hepatic lipid and glucose metabolism 2. Inhibiting this enzyme results in a decrease of bile acids returning to the liver, which is helpful for the treatment of NASH as abnormal cholesterol metabolism and accumulation of free cholesterol in the liver have been implicated in its pathogenesis1.
According to Shire, the pharmaceutical manufacturer of Volixibat, it has been granted fast track status by the Food and Drug Administration due to promising initial results and a need for therapeutic treatments for NASH3.
- Accession Number
- DBSALT002576
- Structure
Structure for Volixibat potassium (DBSALT002576)
- Synonyms
- Not Available
- External IDs
- LUM-002 / LUM002 / SAR-548304
- UNII
- YWU8J6O8J0
- CAS Number
- 1431935-92-0
- Weight
- Average: 844.05
Monoisotopic: 843.2472979 - Chemical Formula
- C38H50KN3O12S2
- InChI Key
- CJMKTEIIPMBTJB-DXFHJFHKSA-M
- InChI
- InChI=1S/C38H51N3O12S2.K/c1-5-7-18-38(6-2)23-54(46,47)30-17-16-27(41(3)4)20-28(30)31(35(38)44)25-14-11-15-26(19-25)39-37(45)40-36-33(43)34(51-21-24-12-9-8-10-13-24)32(42)29(53-36)22-52-55(48,49)50;/h8-17,19-20,29,31-36,42-44H,5-7,18,21-23H2,1-4H3,(H2,39,40,45)(H,48,49,50);/q;+1/p-1/t29-,31-,32-,33-,34+,35-,36-,38-;/m1./s1
- IUPAC Name
- potassium [(2R,3R,4S,5R,6R)-4-(benzyloxy)-6-[({3-[(3S,4R,5R)-3-butyl-7-(dimethylamino)-3-ethyl-4-hydroxy-1,1-dioxo-2,3,4,5-tetrahydro-1lambda6-benzothiepin-5-yl]phenyl}carbamoyl)amino]-3,5-dihydroxyoxan-2-yl]methyl sulfate
- SMILES
- [K+].[H][C@@]1([C@@H](O)[C@](CC)(CCCC)CS(=O)(=O)C2=CC=C(C=C12)N(C)C)C1=CC=CC(NC(=O)N[C@@H]2O[C@H](COS([O-])(=O)=O)[C@@H](O)[C@H](OCC3=CC=CC=C3)[C@H]2O)=C1
- External Links
- ChemSpider
- 35099494
- ChEMBL
- CHEMBL3707221
- Predicted Properties
Property Value Source Water Solubility 0.0954 mg/mL ALOGPS logP 3.15 ALOGPS logP 2.88 Chemaxon logS -4 ALOGPS pKa (Strongest Acidic) -1.9 Chemaxon pKa (Strongest Basic) 2.23 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 12 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 224.09 Å2 Chemaxon Rotatable Bond Count 14 Chemaxon Refractivity 204.61 m3·mol-1 Chemaxon Polarizability 83.4 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon