Structure of PDB 5bsr Chain A Binding Site BS01

Receptor Information
>5bsr Chain A (length=528) 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
AAPLGKELEDTVRAKFPNAKLGQGYGMTEAGPVLAMCLAFAKEPFEIKSG
ACGTVVRNAEMKIVDPKTGNSLPRNQSGEICIRGDQIMKGYLNDPEATAR
TIDKEGWLYTGDIGYIDDDDELFIVDRLKELIKYKGFQVAPAELEALLLN
HPNISDAAVVPMKDEQAGEVPVAFVVRSNGSTITEDEVKDFISKQVIFYK
RIKRVFFVDAIPKSPSGKILRKDLRAKL
Ligand information
Ligand IDCOA
InChIInChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1
InChIKeyRGJOEKWQDUBAIZ-IBOSZNHHSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.5.0CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCS)O
CACTVS 3.341CC(C)(CO[P@@](O)(=O)O[P@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[C@@H](O)C(=O)NCCC(=O)NCCS
OpenEye OEToolkits 1.5.0CC(C)(CO[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCS)O
CACTVS 3.341CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[CH](O)C(=O)NCCC(=O)NCCS
ACDLabs 10.04O=C(NCCS)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O
FormulaC21 H36 N7 O16 P3 S
NameCOENZYME A
ChEMBLCHEMBL1213327
DrugBankDB01992
ZINCZINC000008551087
PDB chain5bsr 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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PDB5bsr Structural Basis for Specificity and Flexibility in a Plant 4-Coumarate:CoA Ligase.
Resolution1.5 Å
Binding residue
(original residue number in PDB)		L110 P234 H237 Y239 F261 K443 G444 F445 F506
Binding residue
(residue number reindexed from 1)		L102 P226 H229 Y231 F253 K435 G436 F437 F498
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) S181 S201 H229 T328 E329 K433 Q438 K518
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:5bsr, PDBe:5bsr, PDBj:5bsr
PDBsum5bsr
PubMed26412334
UniProtO24146|4CL2_TOBAC 4-coumarate--CoA ligase 2 (Gene Name=4CL2)

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