Structure of PDB 5bst Chain A Binding Site BS01

Receptor Information
>5bst Chain A (length=529) Species: 4097 (Nicotiana tabacum) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
VDIIFRSKLPDIYIPNHLPLHSYCFENISEFSSRPCLINGANKQIYTYAD
VELNSRKVAAGLHKQGIQPKDTIMILLPNSPEFVFAFIGASYLGAISTMA
NPLFTPAEVVKQAKASSAKIIVTQACHVNKVKDYAFENDVKIICIDSAPE
GCLHFSVLTQANEHDIPEVEIQPDDVVALPYSSGTTGLPKGVMLTHKGLV
TSVAQQVDGENPNLYIHSEDVMLCVLPLFHIYSLNSVLLCGLRVGAAILI
MQKFDIVSFLELIQRYKVTIGPFVPPIVLAIAKSPMVDDYDLSSVRTVMS
GAAPLGKELEDTVRAKFPNAKLGQGYGMTEAGPVLAMCLAFAKEPFEIKS
GACGTVVRNAEMKIVDPKTGNSLPRNQSGEICIRGDQIMKGYLNDPEATA
RTIDKEGWLYTGDIGYIDDDDELFIVDRLKELIKYKGFQVAPAELEALLL
NHPNISDAAVVPMKDEQAGEVPVAFVVRSNGSTITEDEVKDFISKQVIFY
KRIKRVFFVDAIPKSPSGKILRKDLRAKL
Ligand information
Ligand ID4UU
InChIInChI=1S/C19H20N5O9P/c20-17-14-18(22-8-21-17)24(9-23-14)19-16(28)15(27)12(32-19)7-31-34(29,30)33-13(26)6-3-10-1-4-11(25)5-2-10/h1-4,6,8-9,12,15-16,19,27-28H,5,7H2,(H,29,30)(H2,20,21,22)/b6-3+/t12-,15-,16-,19-/m1/s1
InChIKeyLAVNRUWSPLMSNH-PFQVGCJCSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.9.2c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OC(=O)/C=C/C4=CCC(=O)C=C4)O)O)N
CACTVS 3.385Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)OC(=O)C=CC4=CCC(=O)C=C4)[CH](O)[CH]3O
OpenEye OEToolkits 1.9.2c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OC(=O)C=CC4=CCC(=O)C=C4)O)O)N
CACTVS 3.385Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)OC(=O)/C=C/C4=CCC(=O)C=C4)[C@@H](O)[C@H]3O
ACDLabs 12.01c4nc3n(C2C(C(C(COP(OC(=O)[C@H]=CC1=CCC(C=C1)=O)(O)=O)O2)O)O)cnc3c(n4)N
FormulaC19 H20 N5 O9 P
Name5'-O-[(R)-hydroxy{[(2E)-3-(4-oxocyclohexa-1,5-dien-1-yl)prop-2-enoyl]oxy}phosphoryl]adenosine
ChEMBL
DrugBank
ZINCZINC000584905135
PDB chain5bst Chain A Residue 601 [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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PDB5bst Structural Basis for Specificity and Flexibility in a Plant 4-Coumarate:CoA Ligase.
Resolution1.61 Å
Binding residue
(original residue number in PDB)		H237 Y239 S243 A309 A310 P311 G332 Y333 G334 M335 T336 P340 V341 D420 K437 K441 Q446
Binding residue
(residue number reindexed from 1)		H230 Y232 S236 A302 A303 P304 G325 Y326 G327 M328 T329 P333 V334 D413 K430 K434 Q439
Annotation score3
Enzymatic activity
Catalytic site (original residue number in PDB) S189 S209 H237 T336 E337 K441 Q446 K526
Catalytic site (residue number reindexed from 1) S182 S202 H230 T329 E330 K434 Q439 K519
Enzyme Commision number 6.2.1.-
6.2.1.12: 4-coumarate--CoA ligase.
6.2.1.34: trans-feruloyl-CoA synthase.
Gene Ontology
Molecular Function
GO:0003824 catalytic activity
GO:0005524 ATP binding
GO:0016207 4-coumarate-CoA ligase activity
GO:0016405 CoA-ligase activity
GO:0016874 ligase activity
GO:0050563 trans-feruloyl-CoA synthase activity
GO:0106286 (E)-caffeate-CoA ligase activity
GO:0106290 trans-cinnamate-CoA ligase activity
Biological Process
GO:0009611 response to wounding
GO:0009698 phenylpropanoid metabolic process
GO:0009753 response to jasmonic acid

View graph for
Molecular Function
View graph for
Biological Process
External links
PDB RCSB:5bst, PDBe:5bst, PDBj:5bst
PDBsum5bst
PubMed26412334
UniProtO24146|4CL2_TOBAC 4-coumarate--CoA ligase 2 (Gene Name=4CL2)

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