WB4-24   Click here for help

GtoPdb Ligand ID: 8544

Compound class: Synthetic organic
Comment: The structure of this ligand is not specified in the available literature, but we drew it from the image presented in Cong et al. (2022) [1]. The only PubChem match is to the same structure but with no specified stereochemistry (CID 56945626). Fan et al. demonstrated the agonist properties of WB4-24 at the GLP-1 receptor [2].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 18
Hydrogen bond donors 6
Rotatable bonds 24
Topological polar surface area 312.66
Molecular weight 1017.09
XLogP 1.42
No. Lipinski's rules broken 4
Click here for help
Canonical SMILES CC(C)C(=O)NC1=CC=C(C=C1)C(=O)NC2([C@H](C3=CC=C(C(=C3)OC)OC(=O)C4=CC=CS4)C([C@@H]2C5=CC=C(C(=C5)OC)OC(=O)C6=CC=CS6)(C(=O)O)NC(=O)C7=CC=C(C=C7)NC(=O)C(C)C)C(=O)O
Isomeric SMILES COC1=C(OC(=O)C2=CC=CS2)C=CC(=C1)[C@H]3C(NC(=O)C4=CC=C(NC(=O)C(C)C)C=C4)([C@@H](C5=CC(OC)=C(OC(=O)C6=CC=CS6)C=C5)C3(NC(=O)C7=CC=C(NC(=O)C(C)C)C=C7)C(O)=O)C(O)=O
InChI InChI=1S/C52H48N4O14S2/c1-27(2)43(57)53-33-17-11-29(12-18-33)45(59)55-51(49(63)64)41(31-15-21-35(37(25-31)67-5)69-47(61)39-9-7-23-71-39)52(50(65)66,56-46(60)30-13-19-34(20-14-30)54-44(58)28(3)4)42(51)32-16-22-36(38(26-32)68-6)70-48(62)40-10-8-24-72-40/h7-28,41-42H,1-6H3,(H,53,57)(H,54,58)(H,55,59)(H,56,60)(H,63,64)(H,65,66)/t41-,42+,51?,52?
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2s,4s)-2,4-bis[3-methoxy-4-(thiophene-2-carbonyloxy)phenyl]-1,3-bis[4-(2-methylpropanamido)benzamido]cyclobutane-1,3-dicarboxylic acid
Database Links Click here for help
Specialist databases
GPCRdb Ligand WB4-24
Other databases
GtoPdb PubChem SID 252166745
PubChem CID 56945626
Search Google for chemical match using the InChIKey YCBYMFFEJARIGU-LWOAYTNXSA-N
Search Google for chemicals with the same backbone YCBYMFFEJARIGU
UniChem Compound Search for chemical match using the InChIKey YCBYMFFEJARIGU-LWOAYTNXSA-N
UniChem Connectivity Search for chemical match using the InChIKey YCBYMFFEJARIGU-LWOAYTNXSA-N