compound 30 [PMID: 22468970]   Click here for help

GtoPdb Ligand ID: 8885

Compound class: Synthetic organic
Comment: Compound 30 acts as a negative allosteric modulator of GLUT1-mediated glucose import in to tumour cells (LNCaP cells) and this effects apoptotic cell death [1].
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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 8
Topological polar surface area 82.91
Molecular weight 495.06
XLogP 6.33
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES O=C1SC(=Cc2ccc(c(c2)C(F)(F)F)O)C(=O)N1CC(CC(F)(F)F)(CC(F)(F)F)C
Isomeric SMILES O=C1S/C(=C\c2ccc(c(c2)C(F)(F)F)O)/C(=O)N1CC(CC(F)(F)F)(CC(F)(F)F)C
InChI InChI=1S/C18H14F9NO3S/c1-15(6-16(19,20)21,7-17(22,23)24)8-28-13(30)12(32-14(28)31)5-9-2-3-11(29)10(4-9)18(25,26)27/h2-5,29H,6-8H2,1H3/b12-5-
InChI Key KSFQOHIAWRETBP-XGICHPGQSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(5Z)-5-[[4-hydroxy-3-(trifluoromethyl)phenyl]methylidene]-3-[4,4,4-trifluoro-2-methyl-2-(2,2,2-trifluoroethyl)butyl]-1,3-thiazolidine-2,4-dione
Database Links Click here for help
BindingDB Ligand 50388392
ChEMBL Ligand CHEMBL2058262
GtoPdb PubChem SID 310264666
PubChem CID 57412419
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