Structure of PDB 5h9r Chain A Binding Site BS01

Receptor Information

>5h9r Chain A (length=138) Species: 9606 (Homo sapiens)

PLIVPYNLPLPGGVVPRMLITILGTVKPNANRIALDFQRGNDVAFHFNPR
FNENNRRVIVCNTKLDNNWGREERQSVFPFESGKPFKIQVLVEPDHFKVA
VNDAHLLQYNHRVKKLNEISKLGISGDIDLTSASYTMI

Ligand information

• Ligand ID: TGZ
• InChI: InChI=1S/C20H26FN3O9S/c21-9-3-1-2-8(4-9)10-5-24(23-22-10)13-14(27)11(6-25)32-19(16(13)29)34-20-18(31)17(30)15(28)12(7-26)33-20/h1-5,11-20,25-31H,6-7H2/t11-,12-,13+,14+,15+,16-,17+,18-,19+,20+/m1/s1
• InChIKey: PZQVUALSHLQTOK-UYIOFKAJSA-N
• SMILES:
  CACTVS 3.385: OC[C@H]1O[C@@H](S[C@@H]2O[C@H](CO)[C@H](O)[C@@H]([C@H]2O)n3cc(nn3)c4cccc(F)c4)[C@H](O)[C@@H](O)[C@H]1O
  OpenEye OEToolkits 2.0.4: c1cc(cc(c1)F)c2cn(nn2)[C@H]3[C@H]([C@H](O[C@H]([C@@H]3O)S[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)CO)O
  CACTVS 3.385: OC[CH]1O[CH](S[CH]2O[CH](CO)[CH](O)[CH]([CH]2O)n3cc(nn3)c4cccc(F)c4)[CH](O)[CH](O)[CH]1O
  OpenEye OEToolkits 2.0.4: c1cc(cc(c1)F)c2cn(nn2)C3C(C(OC(C3O)SC4C(C(C(C(O4)CO)O)O)O)CO)O
• Formula: C20 H26 F N3 O9 S
• Name: (2~{S},3~{R},4~{S},5~{R},6~{R})-2-[(2~{S},3~{R},4~{S},5~{R},6~{R})-4-[4-(3-fluorophenyl)-1,2,3-triazol-1-yl]-6-(hydroxymethyl)-3,5-bis(oxidanyl)oxan-2-yl]sulfanyl-6-(hydroxymethyl)oxane-3,4,5-triol
• ZINC: ZINC000584905765
• PDB chain: 5h9r Chain A Residue 301

Receptor-Ligand Complex Structure

Structure summary

• PDB: 5h9r Dual thio-digalactoside-binding modes of human galectins as the structural basis for the design of potent and selective inhibitors
• Resolution: 1.58 Å
• Binding residue (original residue number in PDB): R144 I145 A146 H158 N160 R162 W181 E184 S237
• Binding residue (residue number reindexed from 1): R32 I33 A34 H46 N48 R50 W69 E72 S125
• Annotation score: 1
• Binding affinity: MOAD: Kd=0.84uM
  PDBbind-CN: -logKd/Ki=6.08,Kd=0.84uM

Gene Ontology

Molecular Function

• GO:0030246 carbohydrate binding

External links

• PDB: RCSB:5h9r, PDBe:5h9r, PDBj:5h9r
• PDBsum: 5h9r
• PubMed: 27416897
• UniProt: P17931|LEG3_HUMAN Galectin-3 (Gene Name=LGALS3)