Structure of PDB 5bsw Chain A Binding Site BS01

Receptor Information
>5bsw Chain A (length=526) Species: 4097 (Nicotiana tabacum) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
DIIFRSKLPDIYIPNHLPLHSYCFENISEFSSRPCLINGANKQIYTYADV
ELNSRKVAAGLHKQGIQPKDTIMILLPNSPEFVFAFIGASYLGAISTMAN
PLFTPAEVVKQAKASSAKIIVTQACHVNKVKDYAFENDVKIICIDSAPEG
CLHFSVLTQANEHDIPEVEIQPDDVVALPYSSGTTGLPKGVMLTHKGLVT
SVAQQVDGENPNLYIHSEDVMLCVLPLFHIYSLNSVLLCGLRVGAAILIM
QKFDIVSFLELIQRYKVTIGPFVPPIVLAIAKSPMVDDYDLSSVRTVMSG
AAPLGKELEDTVRAKFPNAKLGQGYGMTEAGPLAMCLAFAKEPFEIKSGA
CGTVVRNAEMKIVDPKTGNSLPRNQSGEICIRGDQIMKGYLNDPEATART
IDKEGWLYTGDIGYIDDDDELFIVDRLKELIKYKGFQVAPAELEALLLNH
PNISDAAVVPMKDEQAGEVPVAFVVRSNGSTITEDEVKDFISKQVIFYKR
IKRVFFVDAIPKSPSGKILRKDLRAK
Ligand information
Ligand ID4UW
InChIInChI=1S/C20H22N5O10P/c1-32-12-6-10(2-4-11(12)26)3-5-14(27)35-36(30,31)33-7-13-16(28)17(29)20(34-13)25-9-24-15-18(21)22-8-23-19(15)25/h2-3,5-6,8-9,13,16-17,20,28-29H,4,7H2,1H3,(H,30,31)(H2,21,22,23)/b5-3+/t13-,16-,17-,20-/m1/s1
InChIKeyDTAKVQMQJSRZPC-NLGGRGNSSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.9.2COC1=CC(=CCC1=O)/C=C/C(=O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O
ACDLabs 12.01n2c(c1ncn(c1nc2)C4OC(COP(=O)(OC([C@H]=CC3=CCC(=O)C(OC)=C3)=O)O)C(C4O)O)N
CACTVS 3.385COC1=CC(=CCC1=O)\C=C\C(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34
OpenEye OEToolkits 1.9.2COC1=CC(=CCC1=O)C=CC(=O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O
CACTVS 3.385COC1=CC(=CCC1=O)C=CC(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34
FormulaC20 H22 N5 O10 P
Name5'-O-[(R)-hydroxy{[(2E)-3-(5-methoxy-4-oxocyclohexa-1,5-dien-1-yl)prop-2-enoyl]oxy}phosphoryl]adenosine
ChEMBL
DrugBank
ZINCZINC000584905116
PDB chain5bsw Chain A Residue 600 [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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PDB5bsw Structural Basis for Specificity and Flexibility in a Plant 4-Coumarate:CoA Ligase.
Resolution2.1 Å
Binding residue
(original residue number in PDB)		H237 Y239 A309 A310 P311 G332 Y333 G334 M335 T336 P340 D419 I431 K525
Binding residue
(residue number reindexed from 1)		H229 Y231 A301 A302 P303 G324 Y325 G326 M327 T328 P332 D411 I423 K517
Annotation score3
Enzymatic activity
Catalytic site (original residue number in PDB) S189 S209 H237 T336 E337 K440 Q445 K525
Catalytic site (residue number reindexed from 1) S181 S201 H229 T328 E329 K432 Q437 K517
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:5bsw, PDBe:5bsw, PDBj:5bsw
PDBsum5bsw
PubMed26412334
UniProtO24146|4CL2_TOBAC 4-coumarate--CoA ligase 2 (Gene Name=4CL2)

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