Structure of PDB 1hlk Chain B Binding Site BS03

Receptor Information
>1hlk Chain B (length=227) Species: 817 (Bacteroides fragilis) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
SVKISDDISITQLSDKVYTYVSLAEIEGWGMVPSNGMIVINNHQAALLDT
PINDAQTEMLVNWVTDSLHAKVTTFIPNHWHGDCIGGLGYLQRKGVQSYA
NQMTIDLAKEKGLPVPEHGFTDSLTVSLDGMPLQCYYLGGGHATDNIVVW
LPTENILFGGCMLKDNQATSIGNISDADVTAWPKTLDKVKAKFPSARYVV
PGHGDYGGTELIEHTKQIVNQYIESTS
Ligand information
Ligand ID113
InChIInChI=1S/C15H14O8/c1-5-3-7-10(15(21-2)22-5)13(18)9-8(23-7)4-6(16)12(17)11(9)14(19)20/h4-5,15-17H,3H2,1-2H3,(H,19,20)/t5-,15+/m0/s1
InChIKeyRSFJMLCZHPZXCW-AANKLQPISA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.5.0C[C@H]1CC2=C([C@@H](O1)OC)C(=O)c3c(cc(c(c3C(=O)O)O)O)O2
OpenEye OEToolkits 1.5.0CC1CC2=C(C(O1)OC)C(=O)c3c(cc(c(c3C(=O)O)O)O)O2
CACTVS 3.341CO[CH]1O[CH](C)CC2=C1C(=O)c3c(O2)cc(O)c(O)c3C(O)=O
CACTVS 3.341CO[C@@H]1O[C@@H](C)CC2=C1C(=O)c3c(O2)cc(O)c(O)c3C(O)=O
ACDLabs 10.04O=C(O)c2c1C(=O)C3=C(Oc1cc(O)c2O)CC(OC3OC)C
FormulaC15 H14 O8
Name7,8-DIHYDROXY-1-METHOXY-3-METHYL-10-OXO-4,10-DIHYDRO-1H,3H-PYRANO[4,3-B]CHROMENE-9-CARBOXYLIC ACID
ChEMBL
DrugBankDB02593
ZINCZINC000003973878
PDB chain1hlk Chain B Residue 2003 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]
[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]
PDB1hlk Identification of a series of tricyclic natural products as potent broad spectrum inhibitors of metallo-beta-lactamases
Resolution2.5 Å
Binding residue
(original residue number in PDB)		W49 H162 C181 K184 S190 N193 H223
Binding residue
(residue number reindexed from 1)		W29 H142 C161 K164 S170 N173 H203
Annotation score1
Binding affinityMOAD: Ki=10uM
Enzymatic activity
Catalytic site (original residue number in PDB) H99 H101 D103 H162 C181 K184 N193 H223
Catalytic site (residue number reindexed from 1) H79 H81 D83 H142 C161 K164 N173 H203
Enzyme Commision number 3.5.2.6: beta-lactamase.
Gene Ontology
Molecular Function
GO:0008270 zinc ion binding
GO:0008800 beta-lactamase activity
GO:0016787 hydrolase activity
GO:0046872 metal ion binding
Biological Process
GO:0017001 antibiotic catabolic process
GO:0046677 response to antibiotic
Cellular Component
GO:0042597 periplasmic space

View graph for
Molecular Function
View graph for
Biological Process
View graph for
Cellular Component
External links
PDB RCSB:1hlk, PDBe:1hlk, PDBj:1hlk
PDBsum1hlk
PubMed12019104
UniProtP25910|BLAB_BACFG Metallo-beta-lactamase type 2 (Gene Name=ccrA)

[Back to BioLiP]