Structure of PDB 5hkb Chain C Binding Site BS01

Receptor Information

>5hkb Chain C (length=297) Species: 208963 (Pseudomonas aeruginosa UCBPP-PA14)

AEEFPVPNGFESAYREVDGVKLHYVKGGQGPLVMLVHGFGQTWYEWHQLM
PELAKRFTVIAPDLPGLGQSEPPKTGYSGEQVAVYLHKLARQFSPDRPFD
LVAHDIGIWNTYPMVVKNQADIARLVYMEAPIPDARIYRFPAFTAQGESL
VWHFSFFAADDRLAETLIAGKERFFLEHFIKSHASNTEVFSERLLDLYAR
SYAKPHSLNASFEYYRALNESVRQNAELAKTRLQMPTMTLAGGGHGGMGT
FQLEQMKAYAEDVEGHVLPGCGHWLPEECAAPMNRLVIDFLSRGRHH

Ligand information

• Ligand ID: 64L
• InChI: InChI=1S/C18H17Br2NO5/c1-9(2)12-7-11(3-4-15(12)22)26-18-13(19)5-10(6-14(18)20)21-16(23)8-17(24)25/h3-7,9,22H,8H2,1-2H3,(H,21,23)(H,24,25)
• InChIKey: VPCSYAVXDAUHLT-UHFFFAOYSA-N
• SMILES:
  OpenEye OEToolkits 2.0.4: CC(C)c1cc(ccc1O)Oc2c(cc(cc2Br)NC(=O)CC(=O)O)Br
  ACDLabs 12.01: C(=O)(O)CC(=O)Nc1cc(Br)c(c(c1)Br)Oc2ccc(c(c2)C(C)C)O
  CACTVS 3.385: CC(C)c1cc(Oc2c(Br)cc(NC(=O)CC(O)=O)cc2Br)ccc1O
• Formula: C18 H17 Br2 N O5
• Name: KB2115;
  3-({3,5-dibromo-4-[4-hydroxy-3-(propan-2-yl)phenoxy]phenyl}amino)-3-oxopropanoic acid
• ChEMBL: CHEMBL2035874
• DrugBank: DB05035
• ZINC: ZINC000001494227
• PDB chain: 5hkb Chain C Residue 401

Receptor-Ligand Complex Structure

Structure summary

• PDB: 5hkb Rational Design of Potent and Selective Inhibitors of an Epoxide Hydrolase Virulence Factor from Pseudomonas aeruginosa.
• Resolution: 1.65 Å
• Binding residue (original residue number in PDB): F164 P165 L174 V175 G270 G271 M272 F275
• Binding residue (residue number reindexed from 1): F140 P141 L150 V151 G246 G247 M248 F251
• Annotation score: 1
• Binding affinity: MOAD: ic50=2.6uM
  BindingDB: IC50=2700nM

Enzymatic activity

• Catalytic site (original residue number in PDB): F63 T66 D129 I130 H177 Y239 H269 H297
• Catalytic site (residue number reindexed from 1): F39 T42 D105 I106 H153 Y215 H245 H273

Gene Ontology

Molecular Function

• GO:0016787 hydrolase activity

External links

• PDB: RCSB:5hkb, PDBe:5hkb, PDBj:5hkb
• PDBsum: 5hkb
• PubMed: 27120257
• UniProt: A0A0H2ZD27