Structure of PDB 3iit Chain A Binding Site BS03

Receptor Information
>3iit Chain A (length=233) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
IVGGQECKDGECPWQALLINEENEGFCGGTILSEFYILTAAHCLYQAKRF
KVRVGDRNTEQEEGGEAVHEVEVVIKHNRFTKETYDFDIAVLRLKTPITF
RMNVAPACLPERDWAESTLMTQKTGIVSGFGRTHEKGRQSTRLKMLEVPY
VDRNSCKLSSSFIITQNMFCAGYDTKQEDACQGDSGGPHVTRFKDTYFVT
GIVSWGEGCARKGKYGIYTKVTAFLKWIDRSMK
Ligand information
Ligand IDD14
InChIInChI=1S/C26H29ClN6O3S/c1-32(2)26(36)15-5-7-18(29-23(34)20-9-14-4-6-17(27)8-16(14)11-28-20)19(10-15)30-24(35)25-31-21-12-33(3)13-22(21)37-25/h4,6,8-9,11,15,18-19H,5,7,10,12-13H2,1-3H3,(H,29,34)(H,30,35)/t15-,18-,19+/m0/s1
InChIKeyGZCKMZURFJCTJE-ZYSHUDEJSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.7.0C[N@@]1Cc2c(sc(n2)C(=O)N[C@@H]3C[C@H](CC[C@@H]3NC(=O)c4cc5ccc(cc5cn4)Cl)C(=O)N(C)C)C1
CACTVS 3.352CN1Cc2sc(nc2C1)C(=O)N[CH]3C[CH](CC[CH]3NC(=O)c4cc5ccc(Cl)cc5cn4)C(=O)N(C)C
OpenEye OEToolkits 1.7.0CN1Cc2c(sc(n2)C(=O)NC3CC(CCC3NC(=O)c4cc5ccc(cc5cn4)Cl)C(=O)N(C)C)C1
CACTVS 3.352CN1Cc2sc(nc2C1)C(=O)N[C@@H]3C[C@H](CC[C@@H]3NC(=O)c4cc5ccc(Cl)cc5cn4)C(=O)N(C)C
ACDLabs 11.02Clc2ccc1cc(ncc1c2)C(=O)NC5CCC(C(=O)N(C)C)CC5NC(=O)c3nc4c(s3)CN(C4)C
FormulaC26 H29 Cl N6 O3 S
Name7-chloro-N-[(1S,2R,4S)-4-(dimethylcarbamoyl)-2-{[(5-methyl-5,6-dihydro-4H-pyrrolo[3,4-d][1,3]thiazol-2-yl)carbonyl]amino}cyclohexyl]isoquinoline-3-carboxamide
ChEMBLCHEMBL593603
DrugBank
ZINCZINC000049756541
PDB chain3iit Chain A Residue 700 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB3iit Design, synthesis, and SAR of cis-1,2-diaminocyclohexane derivatives as potent factor Xa inhibitors. Part II: exploration of 6-6 fused rings as alternative S1 moieties.
Resolution1.8 Å
Binding residue
(original residue number in PDB)		T98 F174 D189 A190 C191 Q192 V213 W215 G216 G218 C220 G226 I227 Y228
Binding residue
(residue number reindexed from 1)		T84 F162 D179 A180 C181 Q182 V203 W205 G206 G208 C209 G216 I217 Y218
Annotation score1
Binding affinityMOAD: ic50=9.5nM
PDBbind-CN: -logKd/Ki=8.02,IC50=9.5nM
BindingDB: IC50=9.5nM
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 Q182 G183 D184 S185 G186
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:3iit, PDBe:3iit, PDBj:3iit
PDBsum3iit
PubMed19900814
UniProtP00742|FA10_HUMAN Coagulation factor X (Gene Name=F10)

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