Structure of PDB 1fcn Chain A Binding Site BS01

Receptor Information
>1fcn Chain A (length=352) Species: 562 (Escherichia coli) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
APQQINDIVHRTITPLIEQQKIPGMAVAVIYQGKPYYFTWGYADIAKKQP
VTQQTLFELGSVSKTFTGVLGGDAIARGEIKLSDPTTKYWPELTAKQWNG
ITLLHLATYTAGGLPLLVPDEVKSSSDLLRFYQNWQPAWAPGTQRLEANS
SIGLFGALAVKPSGLSFEQAMQTRVFQPLKLNHTWINVPPAEEKNYAWGY
REGKAVHVSPGALDAEAYGVKSTIEDMARWVQSNLKPLDINEKTLQQGIQ
LAQSRYWQTGDMYQGLGWEMLDWPVNPDSIIIALAARPVKAITPPTPAVR
ASWVHKTGATGGFGSYVAFIPEKELGIVMLANKNYPNPARVDAAWQILNA
LQ
Ligand information
Ligand IDLOR
InChIInChI=1S/C16H18ClN3O4/c17-10-6-7-11(19-14(10)16(23)24)12(8-21)20-15(22)13(18)9-4-2-1-3-5-9/h1-5,8,10-13H,6-7,18H2,(H,20,22)(H,23,24)/t10-,11+,12+,13+/m0/s1
InChIKeyDRTWKGBDHBOYMS-UMSGYPCISA-N
SMILES
SoftwareSMILES
CACTVS 3.370N[CH](C(=O)N[CH](C=O)[CH]1CC[CH](Cl)C(=N1)C(O)=O)c2ccccc2
OpenEye OEToolkits 1.7.2c1ccc(cc1)C(C(=O)NC(C=O)C2CCC(C(=N2)C(=O)O)Cl)N
ACDLabs 12.01O=C(O)C2=NC(C(NC(=O)C(c1ccccc1)N)C=O)CCC2Cl
OpenEye OEToolkits 1.7.2c1ccc(cc1)[C@H](C(=O)N[C@H](C=O)[C@H]2CCC(C(=N2)C(=O)O)Cl)N
CACTVS 3.370N[C@@H](C(=O)N[C@H](C=O)[C@H]1CC[C@H](Cl)C(=N1)C(O)=O)c2ccccc2
FormulaC16 H18 Cl N3 O4
NameLORACABEF (Open form);
(3S,6R)-6-[(1S)-1-{[(2R)-2-amino-2-phenylacetyl]amino}-2-oxoethyl]-3-chloro-3,4,5,6-tetrahydropyridine-2-carboxylic acid
ChEMBL
DrugBank
ZINCZINC000015529318
PDB chain1fcn Chain A Residue 961 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB1fcn Crystal Structures of Substrate and Inhibitor Complexes with AmpC -Lactamase: Possible Implications for Substrate-Assisted Catalysis
Resolution2.35 Å
Binding residue
(original residue number in PDB)		S61 L116 L117 N149 Y218 G314 A315
Binding residue
(residue number reindexed from 1)		S61 L116 L117 N149 Y218 G308 A309
Annotation score1
Enzymatic activity
Catalytic site (original residue number in PDB) S61 K64 Y109 A111 V118 E147 A148 G153 E269 K312 A315
Catalytic site (residue number reindexed from 1) S61 K64 Y109 A111 V118 E147 A148 G153 E269 K306 A309
Enzyme Commision number 3.5.2.6: beta-lactamase.
Gene Ontology
Molecular Function
GO:0008800 beta-lactamase activity
GO:0016787 hydrolase activity
Biological Process
GO:0017001 antibiotic catabolic process
GO:0046677 response to antibiotic
Cellular Component
GO:0030288 outer membrane-bounded periplasmic space
GO:0042597 periplasmic space

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Molecular Function
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Biological Process
View graph for
Cellular Component
External links
PDB RCSB:1fcn, PDBe:1fcn, PDBj:1fcn
PDBsum1fcn
PubMed
UniProtP00811|AMPC_ECOLI Beta-lactamase (Gene Name=ampC)

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