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Details

Stereochemistry ABSOLUTE
Molecular Formula C38H51N3O12S2
Molecular Weight 805.954
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VOLIXIBAT

SMILES

CCCC[C@]1(CC)CS(=O)(=O)C2=CC=C(C=C2[C@H]([C@H]1O)C3=CC(NC(=O)N[C@@H]4O[C@H](COS(O)(=O)=O)[C@@H](O)[C@H](OCC5=CC=CC=C5)[C@H]4O)=CC=C3)N(C)C

InChI

InChIKey=ULVBLFBUTQMAGZ-RTNCXNSASA-N
InChI=1S/C38H51N3O12S2/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)/t29-,31-,32-,33-,34+,35-,36-,38-/m1/s1

HIDE SMILES / InChI

Molecular Formula C38H51N3O12S2
Molecular Weight 805.954
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Volixibat (SHP626; formerly LUM002) is a potent inhibitor of the apical sodium-dependent bile acid transporter (ASBT) that was developed for the treatment of nonalcoholic steatohepatitis. Volixibat participated in phase II clinical trial to investigate its safety, effectiveness in adults with nonalcoholic steatohepatitis. However, this study was discontinued, without any further explanation for the possible causes. In addition, volixibat was studied in a clinical trial in healthy adults and in patients with type 2 diabetes mellitus, where was shown that the drug was generally well tolerated.

Approval Year

PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

5 mg, 10 mg, and 20 mg of SHP626 (Volixibat) capsule by orally once daily in a double-blinded fashion
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:46:49 GMT 2023
Edited
by admin
on Sat Dec 16 09:46:49 GMT 2023
Record UNII
X2JZ0451H8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VOLIXIBAT
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
volixibat [INN]
Common Name English
SAR-548304 FREE ACID
Code English
UREA, N-(3-((3S,4R,5R)-3-BUTYL-7-(DIMETHYLAMINO)-3-ETHYL-2,3,4,5-TETRAHYDRO-4-HYDROXY-1,1-DIOXIDO-1-BENZOTHIEPIN-5-YL)PHENYL)-N'-(3-O-(PHENYLMETHYL)-6-O-SULFO-.BETA.-D-GLUCOPYRANOSYL)-
Systematic Name English
VOLIXIBAT [USAN]
Common Name English
Volixibat [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C78276
Created by admin on Sat Dec 16 09:46:50 GMT 2023 , Edited by admin on Sat Dec 16 09:46:50 GMT 2023
NCI_THESAURUS C2081
Created by admin on Sat Dec 16 09:46:50 GMT 2023 , Edited by admin on Sat Dec 16 09:46:50 GMT 2023
Code System Code Type Description
WIKIPEDIA
Volixibat
Created by admin on Sat Dec 16 09:46:50 GMT 2023 , Edited by admin on Sat Dec 16 09:46:50 GMT 2023
PRIMARY
USAN
CD-118
Created by admin on Sat Dec 16 09:46:50 GMT 2023 , Edited by admin on Sat Dec 16 09:46:50 GMT 2023
PRIMARY
INN
10072
Created by admin on Sat Dec 16 09:46:50 GMT 2023 , Edited by admin on Sat Dec 16 09:46:50 GMT 2023
PRIMARY
DRUG BANK
DB13914
Created by admin on Sat Dec 16 09:46:50 GMT 2023 , Edited by admin on Sat Dec 16 09:46:50 GMT 2023
PRIMARY
PUBCHEM
24987688
Created by admin on Sat Dec 16 09:46:50 GMT 2023 , Edited by admin on Sat Dec 16 09:46:50 GMT 2023
PRIMARY
CAS
1025216-57-2
Created by admin on Sat Dec 16 09:46:50 GMT 2023 , Edited by admin on Sat Dec 16 09:46:50 GMT 2023
PRIMARY
SMS_ID
300000001420
Created by admin on Sat Dec 16 09:46:50 GMT 2023 , Edited by admin on Sat Dec 16 09:46:50 GMT 2023
PRIMARY
NCI_THESAURUS
C152907
Created by admin on Sat Dec 16 09:46:50 GMT 2023 , Edited by admin on Sat Dec 16 09:46:50 GMT 2023
PRIMARY
EPA CompTox
DTXSID00109892
Created by admin on Sat Dec 16 09:46:50 GMT 2023 , Edited by admin on Sat Dec 16 09:46:50 GMT 2023
PRIMARY
FDA UNII
X2JZ0451H8
Created by admin on Sat Dec 16 09:46:50 GMT 2023 , Edited by admin on Sat Dec 16 09:46:50 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY