Structure of PDB 6i78 Chain A Binding Site BS01

Receptor Information

>6i78 Chain A (length=138) Species: 9606 (Homo sapiens)

PLIVPYNLPLPGGVVPRMLITILGTVKPNANRIALDFQRGNDVAFHFNPR
FNENNRRVIVCNTKLDNNWGREERQSVFPFESGKPFKIQVLVEPDHFKVA
VNDAHLLQYNHRVKKLNEISKLGISGDIDLTSASYTMI

Ligand information

• Ligand ID: H5H
• InChI: InChI=1S/C22H22F4N4O4S/c1-9-3-5-10(6-4-9)35-22-21(33)19(20(32)12(8-31)34-22)30-7-11(28-29-30)13-14(23)16(25)18(27-2)17(26)15(13)24/h3-7,12,19-22,27,31-33H,8H2,1-2H3/t12-,19+,20+,21-,22+/m1/s1
• InChIKey: IVLMVDLBOITPES-ZQQHFERWSA-N
• SMILES:
  CACTVS 3.385: CNc1c(F)c(F)c(c(F)c1F)c2cn(nn2)[CH]3[CH](O)[CH](CO)O[CH](Sc4ccc(C)cc4)[CH]3O
  OpenEye OEToolkits 2.0.6: Cc1ccc(cc1)SC2C(C(C(C(O2)CO)O)n3cc(nn3)c4c(c(c(c(c4F)F)NC)F)F)O
  CACTVS 3.385: CNc1c(F)c(F)c(c(F)c1F)c2cn(nn2)[C@H]3[C@@H](O)[C@@H](CO)O[C@@H](Sc4ccc(C)cc4)[C@@H]3O
  OpenEye OEToolkits 2.0.6: Cc1ccc(cc1)S[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)n3cc(nn3)c4c(c(c(c(c4F)F)NC)F)F)O
• Formula: C22 H22 F4 N4 O4 S
• Name: (2~{R},3~{R},4~{S},5~{R},6~{S})-2-(hydroxymethyl)-6-(4-methylphenyl)sulfanyl-4-[4-[2,3,5,6-tetrakis(fluoranyl)-4-(methylamino)phenyl]-1,2,3-triazol-1-yl]oxane-3,5-diol
• PDB chain: 6i78 Chain A Residue 301

Receptor-Ligand Complex Structure

Structure summary

• PDB: 6i78 Substituted polyfluoroaryl interactions with an arginine side chain in galectin-3 are governed by steric-, desolvation and electronic conjugation effects.
• Resolution: 1.15 Å
• Binding residue (original residue number in PDB): R144 H158 N160 R162 N174 W181 E184
• Binding residue (residue number reindexed from 1): R32 H46 N48 R50 N62 W69 E72
• Annotation score: 1
• Binding affinity: MOAD: Kd=18uM
  PDBbind-CN: -logKd/Ki=4.74,Kd=18uM

Gene Ontology

Molecular Function

• GO:0030246 carbohydrate binding

External links

• PDB: RCSB:6i78, PDBe:6i78, PDBj:6i78
• PDBsum: 6i78
• PubMed: 30632578
• UniProt: P17931|LEG3_HUMAN Galectin-3 (Gene Name=LGALS3)