Marvin  05130915252D          

 37 40  0  0  1  0            999 V2000
   14.4461   -6.8427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2307   -5.7629    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.4301   -6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7156   -6.4303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4301   -6.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2307   -7.0977    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.2926   -8.0538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4856   -7.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9336   -8.4954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6211   -6.0178    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9067   -5.6053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1922   -6.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1922   -6.8427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4778   -5.6053    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.6211   -6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0378   -7.4261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4461   -6.0178    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4461   -5.1928    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4779   -4.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7633   -6.0178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4779   -3.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7634   -3.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7634   -4.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1924   -4.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1924   -3.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0489   -5.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0489   -4.7803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3344   -6.0178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6199   -5.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9054   -6.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9054   -6.8428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6199   -7.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3344   -6.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6199   -4.7803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1910   -5.6053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1910   -7.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4765   -6.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 17 10  1  0  0  0  0
 10 15  1  0  0  0  0
 15  1  1  0  0  0  0
  1  6  1  0  0  0  0
 17  1  1  0  0  0  0
  2 17  1  0  0  0  0
  2  4  1  0  0  0  0
  6  4  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  0  0  0  0
  6  8  1  6  0  0  0
  8  7  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 14  1  0  0  0  0
 12 13  2  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  6  0  0  0
 14 19  1  6  0  0  0
 14 20  1  0  0  0  0
 23 19  2  0  0  0  0
 19 24  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 24 25  2  0  0  0  0
 21 25  1  0  0  0  0
 20 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 33 28  1  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 34  2  0  0  0  0
 30 35  2  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
M  END
> <ID>
CHEBI:8232

> <NAME>
piperacillin

> <DEFINITION>
A penicillin in which the substituent at position 6 of the penam ring is a 2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carboxamido]-2-phenylacetamido group.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:475140; CHEBI:505944; CHEBI:472443

> <SYNONYM>
Piperacillin anhydrous; Piperacillin; (2S,5R,6R)-6-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <IUPAC_NAME>
6beta-{(2R)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carboxamido]-2-phenylacetamido}-2,2-dimethylpenam-3alpha-carboxylic acid

> <INN>
piperacillin

> <FORMULA>
C23H27N5O7S

> <MASS>
517.55500

> <MONOISOTOPIC_MASS>
517.16312

> <CHARGE>
0

> <SMILES>
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)c1ccccc1)C(O)=O

> <INCHI>
InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1

> <INCHIKEY>
IVBHGBMCVLDMKU-GXNBUGAJSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
6081140

> <CAS_REGISTRY_NUMBER>
61477-96-1

> <REAXYS_REGISTRY_NUMBER>
6081140

> <CHEMIDPLUS>
61477-96-1

> <DRUGBANK_ACCESSION>
DB00319

> <KEGG_COMPOUND_ACCESSION>
C14034

> <KEGG_DRUG_ACCESSION>
D08380

> <LINCS_ACCESSION>
LSM-5924

> <WIKIPEDIA_ACCESSION>
Piperacillin

> <PUBMED_CITATION>
1701026; 25998949; 29017833; 29148816; 7486906; 17158942; 17851079; 17116662

$$$$