Ligand
Ligand Name:   Oxacillin
Ligand Type:   non-polymer
Ligand ID:   COVPDB90 PubChem:   6196
Synonym(s):  
  •   oxazocillin
  • mpi-penicillin
  • 66-79-5
  • bactocill
  • prostaphlin
  • oxacillin sodium
  • 5-methyl-3-phenyl-4-isoxazolyl-penicillin
  • unii-uh95vd7v76
  • chebi:7809
  • (2s,5r,6r)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • c19h19n3o5s
  • (5-methyl-3-phenyl-4-isoxazolyl)penicillin
  • penicillin, (5-methyl-3-phenyl-4-isoxazolyl)-
  • 6beta-(5-methyl-3-phenylisoxazol-4-yl)penicillanic acid
  • uh95vd7v76
  • (2s,5r,6r)-3,3-dimethyl-6-{[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • ossacillina
  • oxacilline
  • oxacillinum
  • prostaphlyn
  • oxacilina
  • ossacillina [dcit]
  • mpi-pc
  • oxacillin [inn:ban]
  • 1173-88-2
  • oxacilina [inn-spanish]
  • oxacilline [inn-french]
  • oxacillinum [inn-latin]
  • oxacilina (tn)
  • oxacillin (inn)
  • einecs 200-635-5
  • oxacillin,(s)
  • (2s,5r,6r)-3,3-dimethyl-6-[(5-methyl-3-phenyl-isoxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-6-(((5-methyl-3-phenyl-4-isoxazolyl)carbonyl)amino)-7-oxo-, (2s-(2alpha,5alpha,6beta))-
  • chembl819
  • epitope id:181859
  • schembl3817
  • dtxsid8023397
  • gtpl10943
  • phenylisoxazole-4-carboxamido)-7-
  • zinc3875439
  • bdbm50350483
  • db00713
  • 2,2-dimethyl-6beta-(5-methyl-3-phenyl-1,2-oxazole-4-carboxamido)penam-3alpha-carboxylic acid
  • (2s,5r,6r)-3,3-dimethyl-6-(5-methyl-3-phenyl-1,2-oxazole-4-amido)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-6-(5-methyl-3-phenyl-4-isoxazolecarboxamide)-7-oxo-
  • 5-methyl-3-phenyl-4-isooxazolylpenicillin
  • oxo-4-thia-1-azabicyclo[3.2.0]heptane-
  • x6829
  • c07334
  • d08307
  • (2s,5r,6r)-3,3-dimethyl-6-(5-methyl-3-
  • q418725
  • brd-k96786677-236-01-6
  • brd-k96786677-236-02-4
  • 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-6-(((5-methyl-3-phenyl-4-isoxazolyl)carbonyl)amino)-7-oxo-, (2s-(2.alpha.,5.alpha.,6.beta.))-
  • 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-6-[[(5-methyl-3-phenyl-4-isoxazolyl)carbonyl]amino]-7-oxo-, (2s,5r,6r)-
show 56 synonym(s)
DrugBank:   DB00713 ChEMBL:   CHEMBL819
Canonical SMILES:   Cc1onc(c1C(=O)N[C@H]1[C@H]2SC(C)(C)[C@@H](N2C1=O)C(O)=O)-c1ccccc1
Standard InChI:   InChI=1S/C19H19N3O5S/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26)/t13-,14+,17-/m1/s1
Molecular Formula:   C19H19N3O5S Mol. Weight:   401.10455 logP:   1.89532
HBD:   2 HBA:   6
#Rotatable Bonds:   4 TPSA:   112.74

Bound Proteins
Protein Name Uniprot ID/ACC Organism PDB ID HET Code Binding Affinity Binding Database Complex Card
Beta-lactamase OXA-1 P13661 (BLO1_ECOLX) Escherichia coli 4MLL 1S6
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SHOW
Beta-lactamase Q8RLA6 (Q8RLA6_ACIBA) Acinetobacter baumannii 4F94 1S6
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SHOW
Beta-lactamase OXA-1 P13661 (BLO1_ECOLX) Escherichia coli 4MLL 1S6
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SHOW
Beta-lactamase P00811 (AMPC_ECOLI) Escherichia coli (strain K12) 4JXG 1S6
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SHOW