Structure of PDB 2fes Chain H Binding Site BS02

Receptor Information
>2fes Chain H (length=250) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
IVEGSDAEIGMSPWQVMLFRKSPQELLCGASLISDRWVLTAAHCLLYPPW
DKNFTENDLLVRIGKHSRTRYERNIEKISMLEKIYIHPRYNWRENLDRDI
ALMKLKKPVAFSDYIHPVCLPDRETAASLLQAGYKGRVTGWGNLKETGQP
SVLQVVNLPIVERPVCKDSTRIRITDNMFCAGYKPDEGKRGDACEGDSGG
PFVMKSPFNNRWYQMGIVSWGEGCDRDGKYGFYTHVFRLKKWIQKVIDQF
Ligand information
Ligand ID3SP
InChIInChI=1S/C22H33N5O4S/c23-20(24)18-9-8-15(32-18)12-26-21(30)17-7-4-10-27(17)22(31)16(25-13-19(28)29)11-14-5-2-1-3-6-14/h8-9,14,16-17,25H,1-7,10-13H2,(H3,23,24)(H,26,30)(H,28,29)/t16-,17+/m1/s1
InChIKeyWWADFOUMUCMPEO-SJORKVTESA-N
SMILES
SoftwareSMILES
ACDLabs 12.01O=C(NCc1sc(cc1)C(=[N@H])N)C3N(C(=O)C(NCC(=O)O)CC2CCCCC2)CCC3
OpenEye OEToolkits 1.7.5c1cc(sc1CNC(=O)C2CCCN2C(=O)C(CC3CCCCC3)NCC(=O)O)C(=N)N
CACTVS 3.385NC(=N)c1sc(CNC(=O)[CH]2CCCN2C(=O)[CH](CC3CCCCC3)NCC(O)=O)cc1
CACTVS 3.385NC(=N)c1sc(CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC3CCCCC3)NCC(O)=O)cc1
OpenEye OEToolkits 1.7.5[H]/N=C(/c1ccc(s1)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC3CCCCC3)NCC(=O)O)\N
FormulaC22 H33 N5 O4 S
NameN-(CARBOXYMETHYL)-3-CYCLOHEXYL-D-ALANYL-N-({5-[(E)-AMINO(IMINO)METHYL]THIEN-2-YL}METHYL)-L-PROLINAMIDE
ChEMBLCHEMBL377303
DrugBank
ZINCZINC000016052025
PDB chain2fes Chain H Residue 1 [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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PDB2fes Orally active thrombin inhibitors. Part 1: optimization of the P1-moiety.
Resolution2.42 Å
Binding residue
(original residue number in PDB)		H57 Y60A D189 A190 S195 W215 G216 E217 G219
Binding residue
(residue number reindexed from 1)		H43 Y47 D192 A193 S198 W220 G221 E222 G223
Annotation score1
Binding affinityMOAD: ic50=0.98nM
PDBbind-CN: -logKd/Ki=9.01,IC50=0.98nM
BindingDB: IC50=1nM
Enzymatic activity
Enzyme Commision number 3.4.21.5: thrombin.
Gene Ontology
Molecular Function
GO:0004252 serine-type endopeptidase activity
GO:0005509 calcium ion binding
Biological Process
GO:0006508 proteolysis
GO:0007596 blood coagulation

View graph for
Molecular Function
View graph for
Biological Process
External links
PDB RCSB:2fes, PDBe:2fes, PDBj:2fes
PDBsum2fes
PubMed16517159
UniProtP00734|THRB_HUMAN Prothrombin (Gene Name=F2)

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