Structure of PDB 1a4q Chain A Binding Site BS02

Receptor Information
>1a4q Chain A (length=390) Species: 11525 (Influenza B virus (STRAIN B/BEIJING/1/87)) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
EPEWTYPRLSCQGSTFQKALLISPHRFGEARGNSAPLIIREPFIACGPKE
CKHFALTHYAAQPGGYYNGTREDRNKLRHLISVKLGKIPTVENSIFHMAA
WSGSACHDGREWTYIGVDGPDSNALIKIKYGEAYTDTYHSYANNILRTQE
SACNCIGGDCYLMITDGSASGISKCRFLKIREGRIIKEIFPTGRVEHTEE
CTCGFASNKTIECACRDNSYTAKRPFVKLNVETDTAEIRLMCTETYLDTP
RPDDGSITGPCESNGDKGRGGIKGGFVHQRMASKIGRWYSRTMSKTERMG
MELYVRYDGDPWTDSDALAHSGVMVSMKEPGWYSFGFEIKDKKCDVPCIG
IEMVHDGGKKTWHSAATAIYCLMGSGQLLWDTVTGVDMAL
Ligand information
Ligand IDDPC
InChIInChI=1S/C20H27N3O5/c1-3-10-23(11-9-14-7-5-4-6-8-14)19(25)18-17(22-13(2)24)15(21)12-16(28-18)20(26)27/h4-8,12,15,17-18H,3,9-11,21H2,1-2H3,(H,22,24)(H,26,27)/t15-,17+,18+/m0/s1
InChIKeyZNRGSYNQOLEMKF-CGTJXYLNSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.5.0CCCN(CCc1ccccc1)C(=O)C2C(C(C=C(O2)C(=O)O)N)NC(=O)C
OpenEye OEToolkits 1.5.0CCCN(CCc1ccccc1)C(=O)[C@H]2[C@@H]([C@H](C=C(O2)C(=O)O)N)NC(=O)C
CACTVS 3.341CCCN(CCc1ccccc1)C(=O)[CH]2OC(=C[CH](N)[CH]2NC(C)=O)C(O)=O
ACDLabs 10.04O=C(O)C=2OC(C(=O)N(CCc1ccccc1)CCC)C(NC(=O)C)C(N)C=2
CACTVS 3.341CCCN(CCc1ccccc1)C(=O)[C@@H]2OC(=C[C@H](N)[C@H]2NC(C)=O)C(O)=O
FormulaC20 H27 N3 O5
Name5-ACETYLAMINO-4-AMINO-6-(PHENETHYL-PROPYL-CARBAMOYL)-5,6-DIHYDRO-4H-PYRAN-2-CARBOXYLIC ACID
ChEMBLCHEMBL73669
DrugBank
ZINCZINC000003929021
PDB chain1a4q Chain A Residue 466 [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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PDB1a4q Dihydropyrancarboxamides related to zanamivir: a new series of inhibitors of influenza virus sialidases. 2. Crystallographic and molecular modeling study of complexes of 4-amino-4H-pyran-6-carboxamides and sialidase from influenza virus types A and B.
Resolution1.9 Å
Binding residue
(original residue number in PDB)		R115 E116 D148 W176 I220 R222 A244 E274 E275 R291 N293 R373 Y408
Binding residue
(residue number reindexed from 1)		R40 E41 D73 W101 I145 R147 A169 E199 E200 R216 N218 R298 Y333
Annotation score1
Binding affinityMOAD: ic50=3.6uM
PDBbind-CN: -logKd/Ki=5.44,IC50=3.6uM
Enzymatic activity
Catalytic site (original residue number in PDB) D148 E275 R291 R373 Y408
Catalytic site (residue number reindexed from 1) D73 E200 R216 R298 Y333
Enzyme Commision number 3.2.1.18: exo-alpha-sialidase.
Gene Ontology
Molecular Function
GO:0004308 exo-alpha-sialidase activity
Biological Process
GO:0005975 carbohydrate metabolic process
GO:0046761 viral budding from plasma membrane
Cellular Component
GO:0016020 membrane
GO:0033644 host cell membrane
GO:0055036 virion membrane

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:1a4q, PDBe:1a4q, PDBj:1a4q
PDBsum1a4q
PubMed9526556
UniProtP27907|NRAM_INBBE Neuraminidase (Gene Name=NA)

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