Structure of PDB 1ww3 Chain A Binding Site BS01

Receptor Information
>1ww3 Chain A (length=809) Species: 9986 (Oryctolagus cuniculus) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
QISVRGLAGVENVTELKKNFNRHLHFTLVKDRNVATPRDYYFALAHTVRD
HLVGRWIRTQQHYYEKDPKRIYYLSLEFYMGRTLQNTMVNLALENACDEA
TYQLGLDMEELEEIEEDAGLGNGGLGRLAACFLDSMATLGLAAYGYGIRY
EFGIFNQKICGGWQMEEADDWLRYGNPWEKARPEFTLPVHFYGRVEHTSQ
GAKWVDTQVVLAMPYDTPVPGYRNNVVNTMRLWSAKAPNDFGYIQAVLDR
NLAENISRVLYPNDNFFEGKELRLKQEYFVVAATLQDIIRRFKSSTNFDA
FPDKVAIQLNDTHPSLAIPELMRVLVDLERLDWDKAWEVTVKTCAYTNHT
VIPEALERWPVHLLETLLPRHLQIIYEINQRFLNRVAAAFPGDVDRLRRM
SLVEEGAVKRINMAHLCIAGSHAVNGVARIHSEILKKTIFKDFYELEPHK
FQNKTNGITPRRWLVLCNPGLAEIIAERIGEEYISDLDQLRKLLSYVDDE
AFIRDVAKVKQENKLKFAAYLEREYKVHINPNSLFDVQVKRIHEYKRQLL
NCLHVITLYNRIKKEPNKFVVPRTVMIGGKAAPGYHMAKMIIKLITAIGD
VVNHDPVVGDRLRVIFLENYRVSLAEKVIPAADLSEQISTAGTEASGTGN
MKFMLNGALTIGTMDGANVEMAEEAGEENFFIFGMRVEDVDRLDQRGYNA
QEYYDRIPELRQIIEQLSSGFFSPKQPDLFKDIVNMLMHHDRFKVFADYE
EYVKCQERVSALYKNPREWTRMVIRNIATSGKFSSDRTIAQYAREIWGVE
PSRQRLPAP
Ligand information
Ligand IDNTF
InChIInChI=1S/C8H12F3NO6/c9-8(10,11)7(17)12-6-5(16)4(15)3(14)2(1-13)18-6/h2-6,13-16H,1H2,(H,12,17)/t2-,3-,4+,5-,6-/m1/s1
InChIKeyXMUBEPVSEUVEBW-VFUOTHLCSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.5.0C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)NC(=O)C(F)(F)F)O)O)O)O
CACTVS 3.341OC[C@H]1O[C@@H](NC(=O)C(F)(F)F)[C@H](O)[C@@H](O)[C@@H]1O
OpenEye OEToolkits 1.5.0C(C1C(C(C(C(O1)NC(=O)C(F)(F)F)O)O)O)O
CACTVS 3.341OC[CH]1O[CH](NC(=O)C(F)(F)F)[CH](O)[CH](O)[CH]1O
ACDLabs 10.04O=C(NC1OC(C(O)C(O)C1O)CO)C(F)(F)F
FormulaC8 H12 F3 N O6
NameN-(trifluoroacetyl)-beta-D-glucopyranosylamine;
N-TRIFLURO-ACETYL-BETA-D-GLUCOPYRANOSYLAMINE;
N-(trifluoroacetyl)-beta-D-glucosylamine;
N-(trifluoroacetyl)-D-glucosylamine;
N-(trifluoroacetyl)-glucosylamine
ChEMBLCHEMBL1234850
DrugBank
ZINCZINC000013863726
PDB chain1ww3 Chain A Residue 998 [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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PDB1ww3 Crystallographic studies on two bioisosteric analogues, N-acetyl-beta-d-glucopyranosylamine and N-trifluoroacetyl-beta-d-glucopyranosylamine, potent inhibitors of muscle glycogen phosphorylase
Resolution1.8 Å
Binding residue
(original residue number in PDB)		L136 N284 H377 T378 N484 E672 S674 G675
Binding residue
(residue number reindexed from 1)		L125 N265 H349 T350 N456 E644 S646 G647
Annotation score1
Binding affinityMOAD: Ki=75uM
BindingDB: Ki=81000nM
Enzymatic activity
Catalytic site (original residue number in PDB) H377 K568 R569 K574 T676 K680
Catalytic site (residue number reindexed from 1) H349 K540 R541 K546 T648 K652
Enzyme Commision number 2.4.1.1: glycogen phosphorylase.
Gene Ontology
Molecular Function
GO:0000166 nucleotide binding
GO:0004645 1,4-alpha-oligoglucan phosphorylase activity
GO:0008184 glycogen phosphorylase activity
GO:0016757 glycosyltransferase activity
GO:0030170 pyridoxal phosphate binding
Biological Process
GO:0005975 carbohydrate metabolic process
GO:0005977 glycogen metabolic process
GO:0005980 glycogen catabolic process
Cellular Component
GO:0005737 cytoplasm
GO:0098723 skeletal muscle myofibril

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:1ww3, PDBe:1ww3, PDBj:1ww3
PDBsum1ww3
PubMed16213146
UniProtP00489|PYGM_RABIT Glycogen phosphorylase, muscle form (Gene Name=PYGM)

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