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Receptor Information

>1fco Chain B (length=358) Species: 562 (Escherichia coli) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

APQQINDIVHRTITPLIEQQKIPGMAVAVIYQGKPYYFTWGYADIAKKQP
VTQQTLFELGSVSKTFTGVLGGDAIARGEIKLSDPTTKYWPELTAKQWNG
ITLLHLATYTAGGLPLQVPDEVKSSSDLLRFYQNWQPAWAPGTQRLYANS
SIGLFGALAVKPSGLSFEQAMQTRVFQPLKLNHTWINVPPAEEKNYAWGY
REGKAVHVSPGALDAEAYGVKSTIEDMARWVQSNLKPLDINEKTLQQGIQ
LAQSRYWQTGDMYQGLGWEMLDWPVNPDSIINGSDNKIALAARPVKAITP
PTPAVRASWVHKTGATGGFGSYVAFIPEKELGIVMLANKNYPNPARVDAA
WQILNALQ

Ligand ID

MOX

InChI

InChI=1S/C18H18N2O9/c1-9-7-29-17(19-13(9)16(26)27)18(8-21,28-2)20-14(23)12(15(24)25)10-3-5-11(22)6-4-10/h3-6,8,12,17,22H,1,7H2,2H3,(H,20,23)(H,24,25)(H,26,27)/t12-,17+,18-/m0/s1

InChIKey

GOYCBKVVHGALFQ-RZAIGCCYSA-N

SMILES

Software	SMILES
ACDLabs 12.01	O=C(O)C(c1ccc(O)cc1)C(=O)NC(OC)(C=O)C2N=C(\C(=C)CO2)C(=O)O
OpenEye OEToolkits 1.7.2	CO[C@@](C=O)([C@@H]1N=C(C(=C)CO1)C(=O)O)NC(=O)[C@H](c2ccc(cc2)O)C(=O)O
CACTVS 3.370	CO[C@@](NC(=O)[C@@H](C(O)=O)c1ccc(O)cc1)(C=O)[C@H]2OCC(=C)C(=N2)C(O)=O
CACTVS 3.370	CO[C](NC(=O)[CH](C(O)=O)c1ccc(O)cc1)(C=O)[CH]2OCC(=C)C(=N2)C(O)=O
OpenEye OEToolkits 1.7.2	COC(C=O)(C1N=C(C(=C)CO1)C(=O)O)NC(=O)C(c2ccc(cc2)O)C(=O)O

Formula

C18 H18 N2 O9

Name

(2R)-2-[(1R)-1-{[(2S)-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino}-1-methoxy-2-oxoethyl]-5-methylidene-5,6-dihydro-2H-1,3-oxazine-4-carboxylic acid;
MOXALACTAM DERIVATIVE (open form)

PDB chain

1fco Chain B Residue 961 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]

Receptor-Ligand Complex Structure

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Structure summary

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PDB	1fco Crystal Structures of Substrate and Inhibitor Complexes with AmpC -Lactamase: Possible Implications for Substrate-Assisted Catalysis
Resolution	2.2 Å
Binding residue (original residue number in PDB)	S61 K64 L116 Q117 Y147 N149 Y218 N286 G314 A315
Binding residue (residue number reindexed from 1)	S61 K64 L116 Q117 Y147 N149 Y218 N286 G314 A315
Annotation score	1

Catalytic site (original residue number in PDB)	S61 K64 Y109 A111 V118 Y147 G153 E269 K312 A315
Catalytic site (residue number reindexed from 1)	S61 K64 Y109 A111 V118 Y147 G153 E269 K312 A315
Enzyme Commision number	3.5.2.6: beta-lactamase.

	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

PDB	RCSB:1fco, PDBe:1fco, PDBj:1fco
PDBsum	1fco
PubMed
UniProt	P00811\|AMPC_ECOLI Beta-lactamase (Gene Name=ampC)

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Structure of PDB 1fco Chain B Binding Site BS01