Structure of PDB 1u9q Chain X Binding Site BS01

Receptor Information
>1u9q Chain X (length=215) Species: 5693 (Trypanosoma cruzi) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
APAAVDWRARGAVTAVKDQGQCGSCWAFSAIGNVECQWFLAGHPLTNLSE
QMLVSCDKTDSGCSGGLMNNAFEWIVQENNGAVYTEDSYPYASGEGISPP
CTTSGHTVGATITGHVELPQDEAQIAAWLAVNGPVAVAVDASSWMTYTGG
VMTSCVSEQLDHGVLLVGYNDSAAVPYWIIKNSWTTQWGEEGYIRIAKGS
NQCLVKEEASSAVVG
Ligand information
Ligand ID186
InChIInChI=1S/C23H24N2O5/c1-17(12-13-20(27)15-26)24-22(28)21(14-18-8-4-2-5-9-18)25-23(29)30-16-19-10-6-3-7-11-19/h2-13,15,17,21H,14,16H2,1H3,(H,24,28)(H,25,29)/b13-12+/t17-,21+/m0/s1
InChIKeyNOXVWFAAXREWMI-GURWAVDKSA-N
SMILES
SoftwareSMILES
CACTVS 3.341C[C@H](NC(=O)[C@@H](Cc1ccccc1)NC(=O)OCc2ccccc2)\C=C\C(=O)C=O
ACDLabs 10.04O=CC(=O)\C=C\C(NC(=O)C(NC(=O)OCc1ccccc1)Cc2ccccc2)C
OpenEye OEToolkits 1.5.0C[C@@H](\C=C\C(=O)C=O)NC(=O)[C@@H](Cc1ccccc1)NC(=O)OCc2ccccc2
OpenEye OEToolkits 1.5.0CC(C=CC(=O)C=O)NC(=O)C(Cc1ccccc1)NC(=O)OCc2ccccc2
CACTVS 3.341C[CH](NC(=O)[CH](Cc1ccccc1)NC(=O)OCc2ccccc2)C=CC(=O)C=O
FormulaC23 H24 N2 O5
Name[1-(1-METHYL-4,5-DIOXO-PENT-2-ENYLCARBAMOYL)-2-PHENYL-ETHYL]-CARBAMIC ACID BENZYL ESTER
ChEMBL
DrugBankDB01810
ZINCZINC000012501121
PDB chain1u9q Chain X Residue 300 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

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PDB1u9q Development of alpha-keto-based inhibitors of cruzain, a cysteine protease implicated in Chagas disease
Resolution2.3 Å
Binding residue
(original residue number in PDB)		C25 G65 G66 L67 M68 A133 D158 H159
Binding residue
(residue number reindexed from 1)		C25 G65 G66 L67 M68 A138 D161 H162
Annotation score1
Binding affinityMOAD: Ki=1102.9nM
PDBbind-CN: -logKd/Ki=8.33,IC50=4.7nM
Enzymatic activity
Enzyme Commision number 3.4.22.51: cruzipain.
Gene Ontology
Molecular Function
GO:0008234 cysteine-type peptidase activity
Biological Process
GO:0006508 proteolysis

View graph for
Molecular Function
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Biological Process
External links
PDB RCSB:1u9q, PDBe:1u9q, PDBj:1u9q
PDBsum1u9q
PubMed15727867
UniProtP25779|CYSP_TRYCR Cruzipain

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