Structure of PDB 2buc Chain A Binding Site BS01

Receptor Information
>2buc Chain A (length=728) Species: 9823 (Sus scrofa) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
SRRTYTLTDYLKSTFRVKFYTLQWISDHEYLYKQENNILLFNAEYGNSSI
FLENSTFDELGYSTNDYSVSPDRQFILFEYNYVKQWRHSYTASYDIYDLN
KRQLITEERIPNNTQWITWSPVGHKLAYVWNNDIYVKNEPNLSSQRITWT
GKENVIYNGVTDWVYEEEVFSAYSALWWSPNGTFLAYAQFNDTEVPLIEY
SFYSDESLQYPKTVRIPYPKAGAENPTVKFFVVDTRTLSPNASVTSYQIV
PPASVLIGDHYLCGVTWVTEERISLQWIRRAQNYSIIDICDYDESTGRWI
SSVARQHIEISTTGWVGRFRPAEPHFTSDGNSFYKIISNEEGYKHICHFQ
TDKSNCTFITKGAWEVIGIEALTSDYLYYISNEHKGMPGGRNLYRIQLND
YTKVTCLSCELNPERCQYYSASFSNKAKYYQLRCFGPGLPLYTLHSSSSD
KELRVLEDNSALDKMLQDVQMPSKKLDVINLHGTKFWYQMILPPHFDKSK
KYPLLIEVYAGPCSQKVDTVFRLSWATYLASTENIIVASFDGRGSGYQGD
KIMHAINRRLGTFEVEDQIEATRQFSKMGFVDDKRIAIWGWSYGGYVTSM
VLGAGSGVFKCGIAVAPVSKWEYYDSVYTERYMGLPTPEDNLDYYRNSTV
MSRAENFKQVEYLLIHGTADDNVHFQQSAQLSKALVDAGVDFQTMWYTDE
DHGIASNMAHQHIYTHMSHFLKQCFSLP
Ligand information
Ligand ID008
InChIInChI=1S/C20H22FN3O2/c21-17-8-4-3-6-14(17)9-16(22)11-19(25)24-12-15-7-2-1-5-13(15)10-18(24)20(23)26/h1-8,16,18H,9-12,22H2,(H2,23,26)/t16-,18+/m1/s1
InChIKeyOEVYDSSAPNIURZ-AEFFLSMTSA-N
SMILES
SoftwareSMILES
CACTVS 3.341N[C@@H](CC(=O)N1Cc2ccccc2C[C@H]1C(N)=O)Cc3ccccc3F
CACTVS 3.341N[CH](CC(=O)N1Cc2ccccc2C[CH]1C(N)=O)Cc3ccccc3F
ACDLabs 10.04Fc1ccccc1CC(N)CC(=O)N3C(C(=O)N)Cc2c(cccc2)C3
OpenEye OEToolkits 1.5.0c1ccc2c(c1)CC(N(C2)C(=O)CC(Cc3ccccc3F)N)C(=O)N
OpenEye OEToolkits 1.5.0c1ccc2c(c1)C[C@H](N(C2)C(=O)C[C@@H](Cc3ccccc3F)N)C(=O)N
FormulaC20 H22 F N3 O2
Name(S)-2-[(R)-3-AMINO-4-(2-FLUORO-PHENYL)-BUTYRYL]-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID AMIDE
ChEMBLCHEMBL381806
DrugBankDB04578
ZINCZINC000012504428
PDB chain2buc Chain A Residue 1767 [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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PDB2buc The reversed binding of beta-phenethylamine inhibitors of DPP-IV: X-ray structures and properties of novel fragment and elaborated inhibitors.
Resolution2.5 Å
Binding residue
(original residue number in PDB)		E205 E206 S209 F357 R358 Y547 Y662 Y666 N710
Binding residue
(residue number reindexed from 1)		E167 E168 S171 F319 R320 Y509 Y624 Y628 N672
Annotation score1
Binding affinityMOAD: ic50=23nM
PDBbind-CN: -logKd/Ki=7.00,IC50<100nM
Enzymatic activity
Catalytic site (original residue number in PDB) Y547 S630 Y631 D708 H740
Catalytic site (residue number reindexed from 1) Y509 S592 Y593 D670 H702
Enzyme Commision number 3.4.14.5: dipeptidyl-peptidase IV.
Gene Ontology
Molecular Function
GO:0002020 protease binding
GO:0004177 aminopeptidase activity
GO:0004252 serine-type endopeptidase activity
GO:0005102 signaling receptor binding
GO:0008236 serine-type peptidase activity
GO:0008239 dipeptidyl-peptidase activity
GO:0042803 protein homodimerization activity
Biological Process
GO:0006508 proteolysis
GO:0007155 cell adhesion
GO:0008284 positive regulation of cell population proliferation
GO:0010716 negative regulation of extracellular matrix disassembly
GO:0031295 T cell costimulation
GO:0043542 endothelial cell migration
Cellular Component
GO:0005576 extracellular region
GO:0005886 plasma membrane
GO:0009986 cell surface
GO:0016324 apical plasma membrane
GO:0030027 lamellipodium
GO:0030139 endocytic vesicle
GO:0031258 lamellipodium membrane
GO:0042995 cell projection
GO:0045121 membrane raft
GO:0070161 anchoring junction

View graph for
Molecular Function
View graph for
Biological Process
View graph for
Cellular Component
External links
PDB RCSB:2buc, PDBe:2buc, PDBj:2buc
PDBsum2buc
PubMed16376544
UniProtP22411|DPP4_PIG Dipeptidyl peptidase 4 (Gene Name=DPP4)

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