XYT528B   Click here for help

GtoPdb Ligand ID: 11696

Compound class: Synthetic organic
Comment: XYT528B is a betulinic acid-derived G protein-coupled bile acid receptor 1 (GPBAR1, a.k.a. TGR5) agonist [1-2]. It exhibits species difference with respect to GPBAR1 activation, with nM potency at the human and canine receptors, but lower μM potency at the mouse receptor. XYT528B has almost no activity in in vivo mouse models.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 63.6
Molecular weight 528.42
XLogP 11.79
No. Lipinski's rules broken 1
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Canonical SMILES CCCC(=O)O[C@@H]1CC[C@]2(C(C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1([C@@H]2[C@@H](CC1)C(C)C)C(=O)O)C)C
Isomeric SMILES C[C@]12C(CC[C@]3(C)[C@@H]1CC[C@H]1[C@@]3(C)CC[C@]3(C(=O)O)[C@@H]1[C@H](C(C)C)CC3)C(C)(C)[C@H](OC(=O)CCC)CC2
InChI InChI=1S/C34H56O4/c1-9-10-27(35)38-26-15-16-31(6)24(30(26,4)5)14-17-33(8)25(31)12-11-23-28-22(21(2)3)13-18-34(28,29(36)37)20-19-32(23,33)7/h21-26,28H,9-20H2,1-8H3,(H,36,37)/t22-,23+,24?,25+,26+,28+,31-,32+,33+,34-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Database Links Click here for help
Specialist databases
GPCRdb Ligand XYT528B
Other databases
GtoPdb PubChem SID 442878722
PubChem CID 156587567
Search Google for chemical match using the InChIKey XQYINMZHVRUGDM-LSPHDCIISA-N
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