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Receptor Information

>4q8i Chain A (length=265) Species: 83332 (Mycobacterium tuberculosis H37Rv) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

DLADRFAELERRYDARLGVYVPATGTTAAIEYRADERFAFCSTFKAPLVA
AVLHQNPLTHLDKLITYTSDDIRSISPVAQQHVQTGMTIGQLCDAAIRYS
DGTAANLLLADLGGPGGGTAAFTGYLRSLGDTVSRLDAEEPELNRDPPGD
ERDTTTPHAIALVLQQLVLGNALPPDKRALLTDWMARNTTGAKRIRAGFP
ADWKVIDKTGTGDYGRANDIAVVWSPTGVPYVVAVMSDRAGGGYDAEPRE
ALLAEAATCVAGVLA

Ligand ID

TEB

InChI

InChI=1S/C16H23N3O4S2/c1-8-12(11(7-20)9(2)21)18-13(15(22)23)14(8)25-10-5-19(6-10)16-17-3-4-24-16/h7-12,18,21H,3-6H2,1-2H3,(H,22,23)/t8-,9-,11-,12-/m1/s1

InChIKey

PGCJBZBFZXWIGF-CNVPUSNMSA-N

SMILES

Software	SMILES
CACTVS 3.370	C[CH](O)[CH](C=O)[CH]1NC(=C(SC2CN(C2)C3=NCCS3)[CH]1C)C(O)=O
CACTVS 3.370	C[C@@H](O)[C@@H](C=O)[C@@H]1NC(=C(SC2CN(C2)C3=NCCS3)[C@@H]1C)C(O)=O
OpenEye OEToolkits 1.7.6	C[C@@H]1[C@@H](NC(=C1SC2CN(C2)C3=NCCS3)C(=O)O)[C@H](C=O)[C@@H](C)O
OpenEye OEToolkits 1.7.6	CC1C(NC(=C1SC2CN(C2)C3=NCCS3)C(=O)O)C(C=O)C(C)O
ACDLabs 12.01	O=C(O)C=3NC(C(C=O)C(O)C)C(C=3SC2CN(C1=NCCS1)C2)C

Formula

C16 H23 N3 O4 S2

Name

(4R,5S)-3-(1-(4,5-dihydrothiazol-2-yl)azetidin-3-ylthio)-5-((2S,3R)-3-hydroxy-1-oxobutan-2-yl)-4-methyl-4,5- dihydro-1H-pyrrole-2-carboxylic acid;
Tebipenem (open form)

PDB chain

4q8i Chain A Residue 401 [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	4q8i Tebipenem, a new carbapenem antibiotic, is a slow substrate that inhibits the beta-lactamase from Mycobacterium tuberculosis.
Resolution	1.901 Å
Binding residue (original residue number in PDB)	S84 K87 I117 S142 E182 T232 T251 G252 T253
Binding residue (residue number reindexed from 1)	S42 K45 I75 S100 E140 T190 T209 G210 T211
Annotation score	1

Catalytic site (original residue number in PDB)	S84 K87 S142 E182 K250 T253
Catalytic site (residue number reindexed from 1)	S42 K45 S100 E140 K208 T211
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:0030655	beta-lactam antibiotic catabolic process
GO:0046677	response to antibiotic

	Cellular Component
GO:0005576	extracellular region
GO:0005886	plasma membrane
GO:0042597	periplasmic space

PDB	RCSB:4q8i, PDBe:4q8i, PDBj:4q8i
PDBsum	4q8i
PubMed	24846409
UniProt	P9WKD3\|BLAC_MYCTU Beta-lactamase (Gene Name=blaC)

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Structure of PDB 4q8i Chain A Binding Site BS01