Structure of PDB 3hpt Chain D Binding Site BS01

Receptor Information
>3hpt Chain D (length=237) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
IVGGQECKDGECPWQALLINEENEGFCGGTILSEFYILTAAHCLYQAKRF
KVRVGDRNTEQEEGGEAVHEVEVVIKHNRFTKETYDFDIAVLRLKTPITF
RMNVAPACLPERDWAESTLMTQKTGIVSGFGRTHEGRQSTRLKMLEVPYV
DRNSCKLSSSFIITQNMFCAGYDTKQEDACQGDSGGPHVTRFKDTYFVTG
IVSWGEGCARKGKYGIYTKVTAFLKWIDRSMKTRGLP
Ligand information
Ligand IDYET
InChIInChI=1S/C23H28N6O3/c1-16-12-17-13-18(7-8-20(17)32-16)26-23(25-15-24)27-19-6-2-3-11-29(22(19)31)14-21(30)28-9-4-5-10-28/h7-8,12-13,19H,2-6,9-11,14H2,1H3,(H2,25,26,27)/t19-/m0/s1
InChIKeyBQUXAJWDRCSKFN-IBGZPJMESA-N
SMILES
SoftwareSMILES
ACDLabs 10.04O=C2N(CC(=O)N1CCCC1)CCCCC2NC(=N\c4cc3c(oc(c3)C)cc4)/NC#N
CACTVS 3.341Cc1oc2ccc(cc2c1)N=C(NC#N)N[C@H]3CCCCN(CC(=O)N4CCCC4)C3=O
OpenEye OEToolkits 1.5.0Cc1cc2cc(ccc2o1)/N=C(/NC#N)\N[C@H]3CCCCN(C3=O)CC(=O)N4CCCC4
OpenEye OEToolkits 1.5.0Cc1cc2cc(ccc2o1)N=C(NC#N)NC3CCCCN(C3=O)CC(=O)N4CCCC4
CACTVS 3.341Cc1oc2ccc(cc2c1)N=C(NC#N)N[CH]3CCCCN(CC(=O)N4CCCC4)C3=O
FormulaC23 H28 N6 O3
Name1-cyano-2-(2-methyl-1-benzofuran-5-yl)-3-[(3S)-2-oxo-1-(2-oxo-2-pyrrolidin-1-ylethyl)azepan-3-yl]guanidine
ChEMBLCHEMBL551991
DrugBank
ZINCZINC000043019712
PDB chain3hpt Chain D Residue 2 [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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PDB3hpt Cyanoguanidine-based lactam derivatives as a novel class of orally bioavailable factor Xa inhibitors.
Resolution2.19 Å
Binding residue
(original residue number in PDB)		T98 Y99 F174 A190 Q192 V213 W215 G216 G218 C220 G226 I227 Y228
Binding residue
(residue number reindexed from 1)		T84 Y85 F161 A179 Q181 V202 W204 G205 G207 C208 G215 I216 Y217
Annotation score1
Binding affinityMOAD: Ki=6.5nM
BindingDB: IC50=12nM,Ki=6.5nM
Enzymatic activity
Catalytic site (original residue number in PDB) H57 D102 Q192 G193 D194 S195 G196
Catalytic site (residue number reindexed from 1) H42 D88 Q181 G182 D183 S184 G185
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

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Molecular Function
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Biological Process
External links
PDB RCSB:3hpt, PDBe:3hpt, PDBj:3hpt
PDBsum3hpt
PubMed19541481
UniProtP00742|FA10_HUMAN Coagulation factor X (Gene Name=F10)

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