Structure of PDB 4ec3 Chain A Binding Site BS02

Receptor Information
>4ec3 Chain A (length=500) Species: 3467 (Eschscholzia californica) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
AEAGNDLLSCLTFNGVRNHTVFSADSDSDFNRFLHLSIQNPLFQNSLISK
PSAIILPGSKEELSNTIRCIRKGSWTIRLRSGGHSYEGLSYTSDTPFILI
DLMNLNRVSIDLESETAWVESGSTLGELYYAITESSSKLGFTAGWCPTVG
TGGAISGGGFGMMSRKYGLAADNVVDAILIDANGAILDRQAMGEDVFWAI
RGGGGGVWGAIYAWKIKLLPVPEKVTVFRVTKNVAIDEATSLLHKWQFVA
EELEEDFTLSVLGGADEKQVWLTMLGFHFGLKTVAKSTFDLLFPELGLVE
EDYLEMSWGESFAYLAGLETVSQLNNRFLKFDERAFKTKVDLTKEPLPSK
AFYGLLERLSKEPNGFIALNGFGGQMSKISSDFTPFPHRSGTRLMVEYIV
AWNQSEQKKKTEFLDWLEKVYEFMKPFVSKNPRLGYVNHIDLDLGGIDWG
NKTVVNNAIEISRSWGESYFLSNYERLIRAKTLIDPNNVFNHPQSIPPMA
Ligand information
Ligand IDREN
InChIInChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m0/s1
InChIKeyBHLYRWXGMIUIHG-HNNXBMFYSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.5.0C[N@@]1CCc2cc(c(cc2[C@@H]1Cc3ccc(c(c3)O)OC)O)OC
ACDLabs 10.04O(c1ccc(cc1O)CC3c2c(cc(OC)c(O)c2)CCN3C)C
OpenEye OEToolkits 1.5.0CN1CCc2cc(c(cc2C1Cc3ccc(c(c3)O)OC)O)OC
CACTVS 3.341COc1ccc(C[C@@H]2N(C)CCc3cc(OC)c(O)cc23)cc1O
CACTVS 3.341COc1ccc(C[CH]2N(C)CCc3cc(OC)c(O)cc23)cc1O
FormulaC19 H23 N O4
Name(S)-reticuline;
(1S)-1-(3-hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol
ChEMBLCHEMBL235212
DrugBank
ZINCZINC000000895630
PDB chain4ec3 Chain A Residue 602 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB4ec3 Catalytic and structural role of a conserved active site histidine in berberine bridge enzyme.
Resolution2.6501 Å
Binding residue
(original residue number in PDB)		W165 F351 D352 F356 F386 N390 E417 I419
Binding residue
(residue number reindexed from 1)		W145 F331 D332 F336 F366 N370 E397 I399
Annotation score5
Enzymatic activity
Enzyme Commision number 1.21.3.3: reticuline oxidase.
Gene Ontology
Molecular Function
GO:0016491 oxidoreductase activity
GO:0050468 reticuline oxidase activity
GO:0050660 flavin adenine dinucleotide binding
GO:0071949 FAD binding
Biological Process
GO:0009820 alkaloid metabolic process
Cellular Component
GO:0031410 cytoplasmic vesicle

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:4ec3, PDBe:4ec3, PDBj:4ec3
PDBsum4ec3
PubMed22757961
UniProtP30986|RETO_ESCCA Reticuline oxidase (Gene Name=BBE1)

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