Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D01306)
Name
Oxacillin
Synonyms    Click to Show/Hide the Synonyms of This API
oxacillin; Oxazocillin; MPI-penicillin; 66-79-5; Bactocill; Prostaphlin; OXACILLIN SODIUM; 5-Methyl-3-phenyl-4-isoxazolyl-penicillin; UNII-UH95VD7V76; CHEBI:7809; C19H19N3O5S; (5-methyl-3-phenyl-4-isoxazolyl)penicillin; (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; 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]; Oxacilina [INN-Spanish]; Oxacilline [INN-French]; Oxacillinum [INN-Latin]; 1173-88-2; 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)-
Clinical Status
Approved
PubChem CID
6196
Formula
C19H19N3O5S
Canonical SMILES
CC1=C(C(=NO1)C2=CC=CC=C2)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O
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
InChIKey
UWYHMGVUTGAWSP-JKIFEVAISA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=6196"></iframe>
3D MOL is unavailable 2D MOL
Physicochemical Properties Molecular Weight 401.4 Topological Polar Surface Area 138
XlogP 2.4 Complexity 681
Heavy Atom Count 28 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 7
Full List of Drug Formulations (DFMs) Containing This API
          Oxacillin 1g/50ml solution Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Dextrose Monohydrate; Trisodium Citrate Dihydrate; Hydrochloric Acid; Sodium Hydroxide; Water
                   Dosage Form Solution
                   Company Baxter Healthcare Corporation
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Hydrochloric acid DIG Info Carbonic anhydrase V (Ki = 156 nM) [1]
          Oxacillin 10g/100ml powder Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Sodium Phosphate, Dibasic, Unspecified Form
                   Dosage Form Powder
                   Company Sagent Pharmaceuticals
          Oxacillin 1g/20ml powder Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Sodium Phosphate, Dibasic
                   Dosage Form Powder
                   Company Fresenius Kabi Usa
References
1 Carbonic anhydrase inhibitors. Inhibition of the newly isolated murine isozyme XIII with anions. Bioorg Med Chem Lett. 2004 Nov 1; 14(21):5435-9.

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