Marvin  11190916552D          

 31 33  0  0  1  0            999 V2000
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   19.2756  -11.3410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9769  -11.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6782  -11.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.9769  -10.1035    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   18.4506  -11.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7079  -10.1035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0066  -10.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.7079  -11.7536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3053  -10.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4207  -11.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5628  -10.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.3153  -11.2998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3053   -9.2784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9769  -12.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6782  -12.9912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2344  -12.9912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9952  -11.9598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1309  -11.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8505  -11.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5487  -11.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8505  -12.5525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  7  9  1  1  0  0  0
  9 10  1  0  0  0  0
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  8 12  2  0  0  0  0
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  4 14  1  0  0  0  0
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  1 16  1  6  0  0  0
 15 17  2  0  0  0  0
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 18 19  1  0  0  0  0
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 15 20  1  0  0  0  0
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  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
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 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 21 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <ID>
CHEBI:204928

> <NAME>
cefotaxime

> <DEFINITION>
A cephalosporin compound having acetoxymethyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side groups.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:112504; CHEBI:41475; CHEBI:3497

> <SYNONYM>
Cephotaxime; (6R,7R,Z)-3-(acetoxymethyl)-7-(2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-3-Acetoxymethyl-7-{2-(2-amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-3-(acetoxymethyl)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <IUPAC_NAME>
3-(acetoxymethyl)-7beta-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3,4-didehydrocepham-4-carboxylic acid

> <INN>
cefotaximum; cefotaxime; cefotaxima

> <FORMULA>
C16H17N5O7S2

> <MASS>
455.46500

> <MONOISOTOPIC_MASS>
455.05694

> <CHARGE>
0

> <SMILES>
[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)C(O)=O

> <INCHI>
InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-/t10-,14-/m1/s1

> <INCHIKEY>
GPRBEKHLDVQUJE-QSWIMTSFSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
1096643

> <CAS_REGISTRY_NUMBER>
63527-52-6

> <REAXYS_REGISTRY_NUMBER>
1096643

> <CHEMIDPLUS>
63527-52-6

> <DRUGBANK_ACCESSION>
DB00493

> <KEGG_COMPOUND_ACCESSION>
C06885

> <KEGG_DRUG_ACCESSION>
D07647

> <PDBECHEM_ACCESSION>
CE3

> <WIKIPEDIA_ACCESSION>
Cefotaxime

> <PUBMED_CITATION>
11034276; 11061623; 1384868; 14512220; 15164972; 15361989; 15969234; 17006042; 17386217; 18611527; 19741292; 21425867; 24038683; 24211456; 29017833; 9131470; 10866367; 11677129; 1635063; 12833570; 1502708

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