Marvin  01120914512D          

 30 33  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3242   -1.4925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3242   -0.1576    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5791   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3861   -2.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0271   -2.8902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5634    0.4121    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1312   -1.8209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2135   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6985    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2135    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4685   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5236   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8091   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 25  1  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
 25  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4 27  1  0  0  0  0
 27  5  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  6  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  3  9  1  6  0  0  0
  1 10  2  0  0  0  0
 24 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 18  1  0  0  0  0
 22 13  1  0  0  0  0
 13 29  2  0  0  0  0
 13 17  1  0  0  0  0
 29 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 23  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 22  1  0  0  0  0
 25 24  1  1  0  0  0
 27 26  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <ID>
CHEBI:49566

> <NAME>
cloxacillin

> <DEFINITION>
A semisynthetic penicillin antibiotic carrying a 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxamido group at position 6.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:49565; CHEBI:3765

> <SYNONYM>
CLOXACILLIN; Cloxacillin; 6-(3-(o-chlorophenyl)-5-methyl-4-isoxazolecarboxamido)penicillanic acid; (3-(o-chlorophenyl)-5-methyl-4-isoxazolyl)penicillin; (2S,5R,6R)-6-({[3-(2-chlorophenyl)-5-methylisoxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <IUPAC_NAME>
2,2-dimethyl-6beta-({[5-methyl-3-(2-chlorophenyl)isoxazol-4-yl]carbonyl}amino)penam-3alpha-carboxylic acid

> <INN>
cloxacillinum; cloxacilline; cloxacillin; cloxacilina

> <FORMULA>
C19H18ClN3O5S

> <MASS>
435.88214

> <MONOISOTOPIC_MASS>
435.06557

> <CHARGE>
0

> <SMILES>
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)c1c(C)onc1-c1ccccc1Cl)C(O)=O

> <INCHI>
InChI=1S/C19H18ClN3O5S/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)29-17(13)23/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27)/t13-,14+,17-/m1/s1

> <INCHIKEY>
LQOLIRLGBULYKD-JKIFEVAISA-N

> <BEILSTEIN_REGISTRY_NUMBER>
1232834

> <CAS_REGISTRY_NUMBER>
61-72-3

> <REAXYS_REGISTRY_NUMBER>
1232834

> <CHEMIDPLUS>
61-72-3

> <DRUGBANK_ACCESSION>
DB01147

> <KEGG_COMPOUND_ACCESSION>
C06923

> <KEGG_DRUG_ACCESSION>
D07733

> <LINCS_ACCESSION>
LSM-15183

> <PDBECHEM_ACCESSION>
CXN

> <WIKIPEDIA_ACCESSION>
Cloxacillin

> <PUBMED_CITATION>
16540070; 16853954; 1701026; 24858821; 25305230; 25582344; 26365730; 27446834; 27889744; 29017833; 7417768; 8566082

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