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Receptor Information

>2zc4 Chain B (length=366) Species: 170187 (Streptococcus pneumoniae TIGR4) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

RTMDGKDVYTTISSPLQSFMETQMDAFQEKVKGKYMTATLVSAKTGEILA
TTQRPTFDADTKEGITEDFVWRDILYQSNYEPGSTMKVMMLAAAIDNNTF
PGGEVFNSSELKIADATIRDWDVNEGLTGGRMMTFSQGFAHSSNVGMTLL
EQKMGDATWLDYLNRFKFGVPTRFGLTDEYAGQLPADNIVNIAQSSFGQG
ISVTQTQMIRAFTAIANDGVMLEPKFISAIYDPNDQTARKSQKEIVGNPV
SKDAASLTRTNMVLVGTDPVYGTMYNHSTGKPTVTVPGQNVALKSGTAQI
ADEKNGGYLVGLTDYIFSAVSMSPAENPDFILYVTVQQPEHYSGIQLGEF
ANPILERASAMKDSLN

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

2zc4 Chain B Residue 801 [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	2zc4 Crystal Structures of Biapenem and Tebipenem Complexed with Penicillin-Binding Proteins 2X and 1A from Streptococcus pneumoniae
Resolution	2.8 Å
Binding residue (original residue number in PDB)	S337 W374 S395 N397 F450 T526 S548 G549 T550
Binding residue (residue number reindexed from 1)	S84 W121 S142 N144 F197 T273 S295 G296 T297
Annotation score	1

Enzyme Commision number

	Molecular Function
GO:0008658	penicillin binding

PDB	RCSB:2zc4, PDBe:2zc4, PDBj:2zc4
PDBsum	2zc4
PubMed	18391040
UniProt	P14677\|PBPX_STRPN Penicillin-binding protein 2x (Gene Name=pbpX)

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Structure of PDB 2zc4 Chain B Binding Site BS01