Structure of PDB 2jb4 Chain A Binding Site BS01

Receptor Information

>2jb4 Chain A (length=329) Species: 227321 (Aspergillus nidulans FGSC A4)

SVSKANVPKIDVSPLFGDDQAAKMRVAQQIDAASRDTGFFYAVNHGINVQ
RLSQKTKEFHMSITPEEKWDLAIRAYNKEHQDQVRAGYYLSIPGKKAVES
FCYLNPNFTPDHPRIQAKTPTHEVNVWPDETKHPGFQDFAEQYYWDVFGL
SSALLKGYALALGKEENFFARHFKPDDTLASVVLIRYPYLDPYPEAAIKT
AADGTKLSFEWHEDVSLITVLYQSNVQNLQVETAAGYQDIEADDTGYLIN
CGSYMAHLTNNYYKAPIHRVKWVNAERQSLPFFVNLGYDSVIDPFDPREP
NGKSDREPLSYGDYLQNGLVSLINKNGQT

Ligand information

• Ligand ID: A14
• InChI: InChI=1S/C15H22N2O6S/c1-15(2)9(14(22)23)8-11(19)10(12(8)24-15)17-7(18)5-3-4-6(16)13(20)21/h6,8-10,12H,3-5,16H2,1-2H3,(H,17,18)(H,20,21)(H,22,23)/t6-,8-,9-,10+,12-/m0/s1
• InChIKey: FIHUDIADLMVJET-CEAFUOJOSA-N
• SMILES:
  CACTVS 3.341: CC1(C)S[C@@H]2[C@H](NC(=O)CCC[C@H](N)C(O)=O)C(=O)[C@@H]2[C@H]1C(O)=O
  CACTVS 3.341: CC1(C)S[CH]2[CH](NC(=O)CCC[CH](N)C(O)=O)C(=O)[CH]2[CH]1C(O)=O
  ACDLabs 10.04: O=C(O)C1C(SC2C(C(=O)C12)NC(=O)CCCC(C(=O)O)N)(C)C
  OpenEye OEToolkits 1.5.0: CC1(C(C2C(S1)C(C2=O)NC(=O)CCCC(C(=O)O)N)C(=O)O)C
  OpenEye OEToolkits 1.5.0: CC1([C@@H]([C@@H]2[C@H](S1)[C@@H](C2=O)NC(=O)CCC[C@@H](C(=O)O)N)C(=O)O)C
• Formula: C15 H22 N2 O6 S
• Name: (1S,4S,5S,7R)-7-{[(5S)-5-AMINO-5-CARBOXYPENTANOYL]AMINO}-3,3-DIMETHYL-6-OXO-2-THIABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID
• ZINC: ZINC000016052232
• PDB chain: 2jb4 Chain A Residue 1332

Receptor-Ligand Complex Structure

Structure summary

• PDB: 2jb4 A Cyclobutanone Analogue Mimics Penicillin in Binding to Isopenicillin N Synthase.
• Resolution: 1.3 Å
• Binding residue (original residue number in PDB): R87 S183 I187 Y189 F211 S281 F285
• Binding residue (residue number reindexed from 1): R85 S181 I185 Y187 F209 S279 F283
• Annotation score: 2

Enzymatic activity

• Catalytic site (original residue number in PDB): L186 F211 H214 D216 H270
• Catalytic site (residue number reindexed from 1): L184 F209 H212 D214 H268
• Enzyme Commision number: 1.21.3.1: isopenicillin-N synthase.

Gene Ontology

Molecular Function

• GO:0005506 iron ion binding
• GO:0016216 isopenicillin-N synthase activity
• GO:0016491 oxidoreductase activity
• GO:0031418 L-ascorbic acid binding
• GO:0046872 metal ion binding

Biological Process

• GO:0009058 biosynthetic process
• GO:0017000 antibiotic biosynthetic process
• GO:0042318 penicillin biosynthetic process
• GO:0044283 small molecule biosynthetic process

Cellular Component

• GO:0005737 cytoplasm
• GO:0005829 cytosol

External links

• PDB: RCSB:2jb4, PDBe:2jb4, PDBj:2jb4
• PDBsum: 2jb4
• PubMed: 17907118
• UniProt: P05326|IPNA_EMENI Isopenicillin N synthase (Gene Name=ipnA)