264W94   Click here for help

GtoPdb Ligand ID: 6529

Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 73.01
Molecular weight 417.2
XLogP 4.65
No. Lipinski's rules broken 0
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Canonical SMILES CCCCC1(CC)NC(c2ccccc2)c2c(S(=O)(=O)C1)cc(c(c2)OC)OC
Isomeric SMILES CCCC[C@@]1(CC)N[C@H](c2ccccc2)c2c(S(=O)(=O)C1)cc(c(c2)OC)OC
InChI InChI=1S/C23H31NO4S/c1-5-7-13-23(6-2)16-29(25,26)21-15-20(28-4)19(27-3)14-18(21)22(24-23)17-11-9-8-10-12-17/h8-12,14-15,22,24H,5-7,13,16H2,1-4H3/t22-,23-/m1/s1
1. Tollefson MB, Kolodziej SA, Fletcher TR, Vernier WF, Beaudry JA, Keller BT, Reitz DB. (2003)
A novel class of apical sodium co-dependent bile acid transporter inhibitors: the 1,2-benzothiazepines.
Bioorg Med Chem Lett, 13 (21): 3727-30. [PMID:14552767]
2. Wu Y, Aquino CJ, Cowan DJ, Anderson DL, Ambroso JL, Bishop MJ, Boros EE, Chen L, Cunningham A, Dobbins RL et al.. (2013)
Discovery of a highly potent, nonabsorbable apical sodium-dependent bile acid transporter inhibitor (GSK2330672) for treatment of type 2 diabetes.
J Med Chem, 56 (12): 5094-114. [PMID:23678871]