Structure of PDB 3ebs Chain A Binding Site BS02

Receptor Information
>3ebs Chain A (length=465) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
KGKLPPGPTPLPFIGNYLQLNTEQMYNSLMKISERYGPVFTIHLGPRRVV
VLCGHDAVREALVDQAEEFSGRGEQATFDWVFKGYGVVFSNGERAKQLRR
FSIATLRDFGVGKRGIEERIQEEAGFLIDALRGTGGANIDPTFFLSRTVS
NVISSIVFGDRFDYKDKEFLSLLRMMLGSFQFTSTSTGQLYEMFSSVMKH
LPGPQQQAFQLLQGLEDFIAKKVEHNQRTLDPNSPRDFIDSFLIRMQEEE
KNPNTEFYLKNLVMTTLNLFFAGTETVSTTLRYGFLLLMKHPEVEAKVHE
EIDRVIGKNRQPKFEDRAKMPYMEAVIHEIQRFGDVIPMGLARRVKKDTK
FRDFFLPKGTEVYPMLGSVLRDPSFFSNPQDFNPQHFLNEKGQFKKSDAF
VPFSIGKRNCFGEGLARMELFLFFTTVMQNFRLKSSQSPKDIDVSPKHVG
FATIPRNYTMSFLPR
Ligand information
Ligand IDN4E
InChIInChI=1S/C10H13NO2/c1-3-13-10-6-4-9(5-7-10)11-8(2)12/h4-7H,3H2,1-2H3,(H,11,12)
InChIKeyCPJSUEIXXCENMM-UHFFFAOYSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.5.0CCOc1ccc(cc1)NC(=O)C
CACTVS 3.341CCOc1ccc(NC(C)=O)cc1
ACDLabs 10.04O=C(Nc1ccc(OCC)cc1)C
FormulaC10 H13 N O2
NameN-(4-ethoxyphenyl)acetamide;
phenacetin
ChEMBLCHEMBL16073
DrugBankDB03783
ZINCZINC000000000602
PDB chain3ebs Chain A Residue 1 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB3ebs Key residues controlling phenacetin metabolism by human cytochrome P4502A enzymes.
Resolution2.15 Å
Binding residue
(original residue number in PDB)		F107 F111 N297 F300 L370 F480
Binding residue
(residue number reindexed from 1)		F78 F82 N268 F271 L341 F451
Annotation score1
Binding affinityMOAD: Kd=21uM
Enzymatic activity
Catalytic site (original residue number in PDB) T305 F432 C439
Catalytic site (residue number reindexed from 1) T276 F403 C410
Enzyme Commision number 1.14.14.-
Gene Ontology
Molecular Function
GO:0004497 monooxygenase activity
GO:0005506 iron ion binding
GO:0005515 protein binding
GO:0008389 coumarin 7-hydroxylase activity
GO:0008392 arachidonate epoxygenase activity
GO:0016705 oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen
GO:0016712 oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen
GO:0019899 enzyme binding
GO:0020037 heme binding
GO:0046872 metal ion binding
Biological Process
GO:0006629 lipid metabolic process
GO:0006805 xenobiotic metabolic process
GO:0008202 steroid metabolic process
GO:0009804 coumarin metabolic process
GO:0019373 epoxygenase P450 pathway
GO:0042178 xenobiotic catabolic process
GO:0046226 coumarin catabolic process
Cellular Component
GO:0005737 cytoplasm
GO:0005783 endoplasmic reticulum
GO:0005789 endoplasmic reticulum membrane
GO:0005881 cytoplasmic microtubule
GO:0016020 membrane
GO:0043231 intracellular membrane-bounded organelle

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:3ebs, PDBe:3ebs, PDBj:3ebs
PDBsum3ebs
PubMed18779312
UniProtP11509|CP2A6_HUMAN Cytochrome P450 2A6 (Gene Name=CYP2A6)

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