Structure of PDB 4rnq Chain A Binding Site BS04

Receptor Information
>4rnq Chain A (length=536) Species: 4097 (Nicotiana tabacum) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
IVRPVADFSPSLWGDQFLSFSIKNQVAEKYAKEIEALKEQTRNMLLATGM
KLADTLNLIDTIERLGISYHFEKEIDDILDQIYNQNSNCNDLCTSALQFR
LLRQHGFNISPEIFSKFQDENGKFKESLASDVLGLLNLYEASHVRTHADD
ILEDALAFSTIHLESAAPHLKSPLREQVTHALEQCLHKGVPRVETRFFIS
SIYDKEQSKNNVLLRFAKLDFNLLQMLHKQELAQVSRWWKDLDFVTTLPY
ARDRVVECYFWALGVYFEPQYSQARVMLVKTISMISIVDDTFDAYGTVKE
LEAYTDAIQRWDINEIDRLPDYMKISYKAILDLYKDYEKELSSAGRSHIV
CHAIERMKEVVRNYNVESTWFIEGYTPPVSEYLSNALATTTYYYLATTSY
LGMKSATEQDFEWLSKNPKILEASVIICRVIDDTATYEVEKSRGQIATGI
ECCMRDYGISTKEAMAKFQNMAETAWKDINEGLLRPTPVSTEFLTPILNL
ARIVEVTYIHNLDGYTHPEKVLKPHIINLLVDSIKI
Ligand information
Ligand IDA4S
InChIInChI=1S/C16H25NO7P2/c1-14(11-12-23-26(21,22)24-25(18,19)20)7-6-8-15(2)13-17-16-9-4-3-5-10-16/h3-5,8-11,17H,6-7,12-13H2,1-2H3,(H,21,22)(H2,18,19,20)/b14-11+,15-8+
InChIKeyHODAIPJPJAZJEY-GGQZXFEVSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.7.6C/C(=C\COP(=O)(O)OP(=O)(O)O)/CCC=C(C)CNc1ccccc1
CACTVS 3.385CC(CCC=C(C)CNc1ccccc1)=CCO[P](O)(=O)O[P](O)(O)=O
ACDLabs 12.01O=P(O)(O)OP(=O)(O)OC/C=C(\C)CC/C=C(/CNc1ccccc1)C
CACTVS 3.385CC(\CC\C=C(C)\CNc1ccccc1)=C/CO[P](O)(=O)O[P](O)(O)=O
OpenEye OEToolkits 1.7.6CC(=CCOP(=O)(O)OP(=O)(O)O)CCC=C(C)CNc1ccccc1
FormulaC16 H25 N O7 P2
Name(2E,6E)-3,7-dimethyl-8-(phenylamino)octa-2,6-dien-1-yl trihydrogen diphosphate;
anilinogeranyl diphosphate
ChEMBLCHEMBL2009270
DrugBank
ZINC
PDB chain4rnq Chain A Residue 604 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB4rnq Formation of a Novel Macrocyclic Alkaloid from the Unnatural Farnesyl Diphosphate Analogue Anilinogeranyl Diphosphate by 5-Epi-Aristolochene Synthase.
Resolution2.47 Å
Binding residue
(original residue number in PDB)		R264 W273 I294 S298 D305 T402 C440 D444 Y520 Y527
Binding residue
(residue number reindexed from 1)		R252 W261 I282 S286 D293 T390 C428 D432 Y508 Y515
Annotation score3
Enzymatic activity
Catalytic site (original residue number in PDB) R264 W273 I294 D301 D305 T401 T402 T403 R441 D444 T448 E452 Y520 D525 Y527
Catalytic site (residue number reindexed from 1) R252 W261 I282 D289 D293 T389 T390 T391 R429 D432 T436 E440 Y508 D513 Y515
Enzyme Commision number 4.2.3.61: 5-epiaristolochene synthase.
Gene Ontology
Molecular Function
GO:0000287 magnesium ion binding
GO:0010333 terpene synthase activity
GO:0016829 lyase activity
GO:0016838 carbon-oxygen lyase activity, acting on phosphates
GO:0046872 metal ion binding
GO:0102698 5-epi-aristolochene synthase activity
Biological Process
GO:0006720 isoprenoid metabolic process
GO:0016102 diterpenoid biosynthetic process
GO:0016114 terpenoid biosynthetic process
GO:0051762 sesquiterpene biosynthetic process
Cellular Component
GO:0005737 cytoplasm

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:4rnq, PDBe:4rnq, PDBj:4rnq
PDBsum4rnq
PubMed25897591
UniProtQ40577|5EAS_TOBAC 5-epi-aristolochene synthase (Gene Name=EAS3)

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