Structure of PDB 1zpc Chain A Binding Site BS01

Receptor Information
>1zpc Chain A (length=237) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
IVGGTASVRGEWPWQVTLHTTSPTQRHLCGGSIIGNQWILTAAHCFYGVE
SPKILRVYSGILNQAEIAEDTSFFGVQEIIIHDQYKMAESGYDIALLKLE
TTVNYADSQRPISLPSKGDRNVIYTDCWVTGWGYRKLRDKIQNTLQKAKI
PLVTNEECQKRYRGHKITHKMICAGYREGGKDACKGDSGGPLSCKHNEVW
HLVGITSWGEGCAQRERPGVYTNVVEYVDWILEKTQA
Ligand information
Ligand ID716
InChIInChI=1S/C22H27ClN6O4S/c1-12(2)16(29-20(33)17(30)13-5-3-6-14(23)11-13)19(32)28-15(7-4-8-27-22(24)25)18(31)21-26-9-10-34-21/h3,5-6,9-12,15-16H,4,7-8H2,1-2H3,(H,28,32)(H,29,33)(H4,24,25,27)/t15-,16-/m0/s1
InChIKeyNZMZDRVEUJTADA-HOTGVXAUSA-N
SMILES
SoftwareSMILES
CACTVS 3.341CC(C)[C@H](NC(=O)C(=O)c1cccc(Cl)c1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)c2sccn2
CACTVS 3.341CC(C)[CH](NC(=O)C(=O)c1cccc(Cl)c1)C(=O)N[CH](CCCNC(N)=N)C(=O)c2sccn2
OpenEye OEToolkits 1.5.0[H]N=C(N)NCCCC(C(=O)c1nccs1)NC(=O)C(C(C)C)NC(=O)C(=O)c2cccc(c2)Cl
OpenEye OEToolkits 1.5.0[H]/N=C(/N)\NCCC[C@@H](C(=O)c1nccs1)NC(=O)[C@H](C(C)C)NC(=O)C(=O)c2cccc(c2)Cl
ACDLabs 10.04O=C(c1nccs1)C(NC(=O)C(NC(=O)C(=O)c2cccc(Cl)c2)C(C)C)CCCNC(=[N@H])N
FormulaC22 H27 Cl N6 O4 S
Name2-[2-(3-CHLORO-PHENYL)-2-HYDROXY-ACETYLAMINO]-N-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYL]-3-METHYL-BUTYRAMIDE
ChEMBLCHEMBL429733
DrugBank
ZINCZINC000029125559
PDB chain1zpc Chain A Residue 301 [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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PDB1zpc Synthesis, SAR exploration, and X-ray crystal structures of factor XIa inhibitors containing an alpha-ketothiazole arginine
Resolution2.6 Å
Binding residue
(original residue number in PDB)		H57 E98 H174 D189 A190 C191 K192 G193 D194 S195 S214 W215 G216 E217
Binding residue
(residue number reindexed from 1)		H44 E89 H165 D182 A183 C184 K185 G186 D187 S188 S207 W208 G209 E210
Annotation score1
Binding affinityPDBbind-CN: -logKd/Ki=6.60,IC50=0.254uM
Enzymatic activity
Catalytic site (original residue number in PDB) H57 D102 K192 G193 D194 S195 G196
Catalytic site (residue number reindexed from 1) H44 D93 K185 G186 D187 S188 G189
Enzyme Commision number 3.4.21.27: coagulation factor XIa.
Gene Ontology
Molecular Function
GO:0004252 serine-type endopeptidase activity
Biological Process
GO:0006508 proteolysis

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Molecular Function
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Biological Process
External links
PDB RCSB:1zpc, PDBe:1zpc, PDBj:1zpc
PDBsum1zpc
PubMed16524727
UniProtP03951|FA11_HUMAN Coagulation factor XI (Gene Name=F11)

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