odevixibat   Click here for help

GtoPdb Ligand ID: 11194

Synonyms: A-4250 | A4250 | Bylvay® | example 5 [US9694018B1] | Unk-D-nTyr-Abu-OH (IUPAC condensed name)
Approved drug
odevixibat is an approved drug (FDA (2021))
Compound class: Synthetic organic
Comment: Odevixibat is an inhibitor of ileal bile acid transporter (IBAT, or apical sodium-dependent bile acid transporter ASBT; SLC10A2). It was developed by Albireo for potential to treat rare pediatric cholestatic liver diseases, including progressive familial intrahepatic cholestasis (PFIC) and biliary atresia. In July 2021 it became the first drug to be approved as a treament for PFIC-associated pruritus.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 5
Rotatable bonds 19
Topological polar surface area 208.05
Molecular weight 740.29
XLogP 6.86
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCCCC1(CCCC)CN(c2ccccc2)c2c(S(=O)(=O)N1)cc(c(c2)SC)OCC(=O)N[C@@H](C(=O)N[C@H](C(=O)O)CC)c1ccc(cc1)O
Isomeric SMILES CCCCC1(CCCC)CN(c2ccccc2)c2c(S(=O)(=O)N1)cc(c(c2)SC)OCC(=O)N[C@@H](C(=O)N[C@H](C(=O)O)CC)c1ccc(cc1)O
InChI InChI=1S/C37H48N4O8S2/c1-5-8-19-37(20-9-6-2)24-41(26-13-11-10-12-14-26)29-21-31(50-4)30(22-32(29)51(47,48)40-37)49-23-33(43)39-34(25-15-17-27(42)18-16-25)35(44)38-28(7-3)36(45)46/h10-18,21-22,28,34,40,42H,5-9,19-20,23-24H2,1-4H3,(H,38,44)(H,39,43)(H,45,46)/t28-,34+/m0/s1
InChI Key XULSCZPZVQIMFM-IPZQJPLYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2021))
IUPAC Name Click here for help
(2S)-2-[[(2R)-2-[[2-[(3,3-dibutyl-7-methylsulfanyl-1,1-dioxo-5-phenyl-2,4-dihydro-1λ6,2,5-benzothiadiazepin-8-yl)oxy]acetyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]butanoic acid
International Nonproprietary Names Click here for help
INN number INN
10706 odevixibat
Synonyms Click here for help
A-4250 | A4250 | Bylvay® | example 5 [US9694018B1] | Unk-D-nTyr-Abu-OH (IUPAC condensed name)
Database Links Click here for help
BindingDB Ligand 77040
CAS Registry No. 501692-44-0 (source: WHO INN record)
ChEMBL Ligand CHEMBL4297588
GtoPdb PubChem SID 434122254
PubChem CID 10153627
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