Ligand
Ligand Name:   OP0595
Ligand Type:   non-polymer
Ligand ID:   COVPDB1186 PubChem:   73386748
Synonym(s):  
  •   nacubactam
  • op-0595
  • 1452458-86-4
  • rg6080
  • rg-6080
  • unii-832o37v7mz
  • ro7079901
  • 832o37v7mz
  • fpi-1459
  • 1452458-86-4 (free acid)
  • ro-7079901
  • (1r,2s,5r)-2-((2-aminoethoxy)carbamoyl)-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl hydrogen sulfate
  • nacubactam [inn]
  • nacubactam (usan)
  • nacubactam [usan:inn]
  • chembl3989959
  • schembl15206610
  • schembl17975933
  • gtpl10833
  • mfcd28986228
  • zinc207610051
  • db15353
  • sb17180
  • as-35134
  • hy-109008
  • cs-0030506
  • d11329
  • q27269383
  • (1r,2s,5r)-2-((2-aminoethoxy)carbamoyl)-7-oxo- 1,6-diazabicyclo(3.2.1)octan-6-yl hydrogen sulfate
  • (2s,5r)-2-(2-aminoethoxycarbamoyl)-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl hydrogen sulfate
  • (2s,5r)-n-(2-aminoethoxy)-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
  • [(2s,5r)-2-(2-aminoethoxycarbamoyl)-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate
  • sulfuric acid, mono((1r,2s,5r)-2-(((2-aminoethoxy)amino)carbonyl)-7-oxo-1,6-diazabicyclo(3.2.1)oct-6-yl) ester
  • sulfuric acid, mono((1r,2s,5r)-2-(((2-aminoethoxy)amino)carbonyl)-7-oxo-1,6-diazabicyclo(3.2.1)oct-6-yl) ester, (-)-
show 33 synonym(s)
DrugBank:   DB15353 ChEMBL:   CHEMBL3989959
Canonical SMILES:   NCCONC(=O)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(O)(=O)=O
Standard InChI:   InChI=1S/C9H16N4O7S/c10-3-4-19-11-8(14)7-2-1-6-5-12(7)9(15)13(6)20-21(16,17)18/h6-7H,1-5,10H2,(H,11,14)(H,16,17,18)/t6-,7+/m1/s1
Molecular Formula:   C9H16N4O7S Mol. Weight:   324.07397 logP:   -2.0041
HBD:   3 HBA:   7
#Rotatable Bonds:   6 TPSA:   151.5

Bound Proteins
Protein Name Uniprot ID/ACC Organism PDB ID HET Code Binding Affinity Binding Database Complex Card
Beta-lactamase Toho-1 Q47066 (BLT1_ECOLX) Escherichia coli 4X69 OP0 IC50 : 22 nM PDBBind SHOW
Beta-lactamase P24735 (AMPC_PSEAE) Pseudomonas aeruginosa (strain ATCC 15692 / DSM 22644 / CIP 104116 / JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1) 4X68 OP0 IC50 : 271 nM PDBBind SHOW