Structure of PDB 2wyj Chain A Binding Site BS01

Receptor Information
>2wyj Chain A (length=230) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
IVGGQECKDGECPWQALLINEENEGFCGGTILSEFYILTAAHCLYQAKRF
KVRVGDRNTEQEEAVHEVEVVIKHNRFTKETYDFDIAVLRLKTPITFRMN
VAPACLPERDWAESTLMTQKTGIVSGFGRTHEKGRQSTRLKMLEVPYVDR
NSCKLSSSFIITQNMFCAGYDTKQEDACQGDSGGPHVTRFKDTYFVTGIV
SWGEGCARKGKYGIYTKVTAFLKWIDRSMK
Ligand information
Ligand ID898
InChIInChI=1S/C20H23ClFN3O3S2/c1-13(24(2)3)14-4-6-18(16(22)12-14)25-10-8-17(20(25)26)23-30(27,28)11-9-15-5-7-19(21)29-15/h4-7,9,11-13,17,23H,8,10H2,1-3H3/b11-9+/t13-,17-/m0/s1
InChIKeyAFDHTIFDRFSZDA-WZMLOTFKSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.6.1CC(c1ccc(c(c1)F)N2CCC(C2=O)NS(=O)(=O)C=Cc3ccc(s3)Cl)N(C)C
CACTVS 3.352C[CH](N(C)C)c1ccc(N2CC[CH](N[S](=O)(=O)C=Cc3sc(Cl)cc3)C2=O)c(F)c1
CACTVS 3.352C[C@H](N(C)C)c1ccc(N2CC[C@H](N[S](=O)(=O)/C=C/c3sc(Cl)cc3)C2=O)c(F)c1
OpenEye OEToolkits 1.6.1C[C@@H](c1ccc(c(c1)F)N2CC[C@@H](C2=O)NS(=O)(=O)\C=C\c3ccc(s3)Cl)N(C)C
ACDLabs 10.04Clc3sc(/C=C/S(=O)(=O)NC2C(=O)N(c1ccc(cc1F)C(N(C)C)C)CC2)cc3
FormulaC20 H23 Cl F N3 O3 S2
Name(E)-2-(5-CHLOROTHIOPHEN-2-YL)-N-[(3S)-1-{4-[(1S)-1-(DIMETHYLAMINO)ETHYL]-2-FLUOROPHENYL}-2-OXOPYRROLIDIN-3-YL]ETHENESULFONAMIDE
ChEMBLCHEMBL595477
DrugBank
ZINCZINC000045349111
PDB chain2wyj Chain A Residue 1244 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB2wyj Structure and Property Based Design of Factor Xa Inhibitors: Pyrrolidin-2-Ones with Monoaryl P4 Motifs
Resolution2.38 Å
Binding residue
(original residue number in PDB)		T98 Y99 F174 D189 A190 Q192 V213 W215 G216 G219 G226 I227 Y228
Binding residue
(residue number reindexed from 1)		T81 Y82 F159 D176 A177 Q179 V200 W202 G203 G205 G213 I214 Y215
Annotation score1
Binding affinityMOAD: Ki=1nM
PDBbind-CN: -logKd/Ki=9.00,Ki=1nM
BindingDB: Ki=0.8nM
Enzymatic activity
Catalytic site (original residue number in PDB) H57 D102 Q192 G193 D194 S195 G196
Catalytic site (residue number reindexed from 1) H42 D85 Q179 G180 D181 S182 G183
Enzyme Commision number 3.4.21.6: coagulation factor Xa.
Gene Ontology
Molecular Function
GO:0004252 serine-type endopeptidase activity
Biological Process
GO:0006508 proteolysis

View graph for
Molecular Function
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Biological Process
External links
PDB RCSB:2wyj, PDBe:2wyj, PDBj:2wyj
PDBsum2wyj
PubMed20006499
UniProtP00742|FA10_HUMAN Coagulation factor X (Gene Name=F10)

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