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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:38 UTC

HMDB ID

HMDB0014464

Secondary Accession Numbers

HMDB14464

Metabolite Identification

Common Name

Piperacillin

Description

Piperacillin is only found in individuals that have used or taken this drug. It is a semisynthetic, broad-spectrum, ampicillin derived ureidopenicillin antibiotic proposed for pseudomonas infections. It is also used in combination with other antibiotics. [PubChem]By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, Piperacillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Piperacillin interferes with an autolysin inhibitor.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv0541 04191212112D          

 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

HMDB0014464
     RDKit          3D
Piperacillin
 63 66  0  0  0  0  0  0  0  0999 V2000
   -8.7273   -0.2381    0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1192    1.0565    1.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7550    1.1166    0.6080 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6227    0.6035    1.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8021   -0.2513    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2627    0.6192   -0.6144 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8967    0.7080   -0.9707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5640    1.5105   -1.8756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595   -0.0527   -0.3733 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4762    0.0621   -0.7593 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3587    0.6028    0.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1912    0.8843    1.4459 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7546    0.8091    0.2183 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5337    1.3266    1.2929 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4641    2.4408    0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2477    3.6722    0.8153 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5984    1.5987    0.9101 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9159    1.1022    0.6335 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6571    1.0020    1.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1541    1.3160    2.9942 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9633    0.5456    1.8798 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -0.2169   -0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6781    0.0505   -1.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9114   -1.1408    0.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1968   -0.8304    0.5604 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8179    0.6096    1.6259 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0272   -1.2072   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7990   -1.2859   -2.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -2.4986   -2.9221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430   -3.6677   -2.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1785   -3.5861   -1.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2623   -2.3829   -0.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2327    1.4436   -1.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9508    1.9319   -2.4234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5093    1.6989   -0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3678    2.4082   -1.2274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5325   -1.0467    1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8256   -0.1712    0.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3018   -0.4824   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0902    1.0514    2.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7150    1.8939    0.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0448   -0.0607    2.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392    1.4478    1.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0677   -0.8589    0.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5569   -0.9324   -0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1284   -0.7221    0.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345    0.8306   -1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1961    0.5701   -0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9756    1.5455    2.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4299    1.7839   -0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7091    1.0902    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7798   -0.8778   -2.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5146    0.7289   -1.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7376    0.6018   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7271   -2.0906   -0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8526   -0.6565   -0.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8789   -1.4223    1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0251    0.4561    2.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0424   -0.3799   -2.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8516   -2.5885   -3.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3113   -4.6290   -2.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -4.5090   -0.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -2.3329    0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 10 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
  6 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  2  0
 35  3  1  0
 26 14  1  0
 32 27  1  0
 26 17  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  2 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  9 46  1  0
 10 47  1  6
 13 48  1  0
 14 49  1  1
 18 50  1  6
 21 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
 26 58  1  1
 28 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 32 63  1  0
M  END

  Mrv0541 04191212112D          

 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
> <DATABASE_ID>
HMDB0014464

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
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

> <INCHI_KEY>
IVBHGBMCVLDMKU-GXNBUGAJSA-N

> <FORMULA>
C23H27N5O7S

> <MOLECULAR_WEIGHT>
517.555

> <EXACT_MASS>
517.163118933

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
51.770624623707036

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5R,6R)-6-[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <ALOGPS_LOGP>
0.67

> <JCHEM_LOGP>
-0.2584901896666671

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.595441870353845

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4850654965939314

> <JCHEM_PKA_STRONGEST_BASIC>
-4.256401656507363

> <JCHEM_POLAR_SURFACE_AREA>
156.42999999999998

> <JCHEM_REFRACTIVITY>
126.29669999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
piperacillin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014464
     RDKit          3D
Piperacillin
 63 66  0  0  0  0  0  0  0  0999 V2000
   -8.7273   -0.2381    0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1192    1.0565    1.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7550    1.1166    0.6080 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6227    0.6035    1.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8021   -0.2513    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2627    0.6192   -0.6144 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8967    0.7080   -0.9707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5640    1.5105   -1.8756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595   -0.0527   -0.3733 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4762    0.0621   -0.7593 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3587    0.6028    0.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1912    0.8843    1.4459 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7546    0.8091    0.2183 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5337    1.3266    1.2929 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4641    2.4408    0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2477    3.6722    0.8153 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5984    1.5987    0.9101 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9159    1.1022    0.6335 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6571    1.0020    1.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1541    1.3160    2.9942 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9633    0.5456    1.8798 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -0.2169   -0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6781    0.0505   -1.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9114   -1.1408    0.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1968   -0.8304    0.5604 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8179    0.6096    1.6259 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0272   -1.2072   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7990   -1.2859   -2.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -2.4986   -2.9221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430   -3.6677   -2.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1785   -3.5861   -1.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2623   -2.3829   -0.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2327    1.4436   -1.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9508    1.9319   -2.4234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5093    1.6989   -0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3678    2.4082   -1.2274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5325   -1.0467    1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8256   -0.1712    0.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3018   -0.4824   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0902    1.0514    2.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7150    1.8939    0.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0448   -0.0607    2.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392    1.4478    1.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0677   -0.8589    0.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5569   -0.9324   -0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1284   -0.7221    0.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345    0.8306   -1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1961    0.5701   -0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9756    1.5455    2.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4299    1.7839   -0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7091    1.0902    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7798   -0.8778   -2.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5146    0.7289   -1.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7376    0.6018   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7271   -2.0906   -0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8526   -0.6565   -0.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8789   -1.4223    1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0251    0.4561    2.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0424   -0.3799   -2.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8516   -2.5885   -3.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3113   -4.6290   -2.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -4.5090   -0.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -2.3329    0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 10 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
  6 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  2  0
 35  3  1  0
 26 14  1  0
 32 27  1  0
 26 17  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  2 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  9 46  1  0
 10 47  1  6
 13 48  1  0
 14 49  1  1
 18 50  1  6
 21 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
 26 58  1  1
 28 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 32 63  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  N   UNK     0      26.966 -12.773   0.000  0.00  0.00           N+0
HETATM    2  S   UNK     0      28.431 -10.757   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0      30.670 -12.773   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.336 -12.003   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.670 -11.233   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      28.431 -13.249   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      30.413 -15.034   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      28.906 -14.714   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      27.876 -15.858   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      25.426 -11.233   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      24.093 -10.463   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      22.759 -11.233   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      22.759 -12.773   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      21.425 -10.463   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      25.426 -12.773   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      24.337 -13.862   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      26.966 -11.233   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0      26.966  -9.693   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0      21.425  -8.923   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      20.091 -11.233   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      21.425  -5.843   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.092  -6.613   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      20.092  -8.153   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.759  -8.153   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.759  -6.613   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.758 -10.463   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      18.758  -8.923   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0      17.424 -11.233   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      16.090 -10.463   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.757 -11.233   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      14.757 -12.773   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      16.090 -13.543   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      17.424 -12.773   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      16.090  -8.923   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      13.423 -10.463   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      13.423 -13.543   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.089 -12.773   0.000  0.00  0.00           C+0
CONECT    1   15    6   17                                                  
CONECT    2   17    4                                                       
CONECT    3    4                                                            
CONECT    4    2    6    3    5                                             
CONECT    5    4                                                            
CONECT    6    1    4    8                                                  
CONECT    7    8                                                            
CONECT    8    6    7    9                                                  
CONECT    9    8                                                            
CONECT   10   17   15   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   14   13                                                  
CONECT   13   12                                                            
CONECT   14   12   19   20                                                  
CONECT   15   10    1   16                                                  
CONECT   16   15                                                            
CONECT   17   10    1    2   18                                             
CONECT   18   17                                                            
CONECT   19   14   23   24                                                  
CONECT   20   14   26                                                       
CONECT   21   22   25                                                       
CONECT   22   21   23                                                       
CONECT   23   19   22                                                       
CONECT   24   19   25                                                       
CONECT   25   24   21                                                       
CONECT   26   20   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   33   29                                                  
CONECT   29   28   30   34                                                  
CONECT   30   29   31   35                                                  
CONECT   31   30   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   28   32                                                       
CONECT   34   29                                                            
CONECT   35   30                                                            
CONECT   36   31   37                                                       
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

COMPND    HMDB0014464
HETATM    1  C1  UNL     1      -8.727  -0.238   0.644  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.119   1.056   1.100  1.00  0.00           C  
HETATM    3  N1  UNL     1      -6.755   1.117   0.608  1.00  0.00           N  
HETATM    4  C3  UNL     1      -5.623   0.604   1.367  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.802  -0.251   0.401  1.00  0.00           C  
HETATM    6  N2  UNL     1      -4.263   0.619  -0.614  1.00  0.00           N  
HETATM    7  C5  UNL     1      -2.897   0.708  -0.971  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.564   1.511  -1.876  1.00  0.00           O  
HETATM    9  N3  UNL     1      -1.860  -0.053  -0.373  1.00  0.00           N  
HETATM   10  C6  UNL     1      -0.476   0.062  -0.759  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.359   0.603   0.354  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.191   0.884   1.446  1.00  0.00           O  
HETATM   13  N4  UNL     1       1.755   0.809   0.218  1.00  0.00           N  
HETATM   14  C8  UNL     1       2.534   1.327   1.293  1.00  0.00           C  
HETATM   15  C9  UNL     1       3.464   2.441   0.968  1.00  0.00           C  
HETATM   16  O3  UNL     1       3.248   3.672   0.815  1.00  0.00           O  
HETATM   17  N5  UNL     1       4.598   1.599   0.910  1.00  0.00           N  
HETATM   18  C10 UNL     1       5.916   1.102   0.634  1.00  0.00           C  
HETATM   19  C11 UNL     1       6.657   1.002   1.892  1.00  0.00           C  
HETATM   20  O4  UNL     1       6.154   1.316   2.994  1.00  0.00           O  
HETATM   21  O5  UNL     1       7.963   0.546   1.880  1.00  0.00           O  
HETATM   22  C12 UNL     1       5.786  -0.217  -0.112  1.00  0.00           C  
HETATM   23  C13 UNL     1       5.678   0.050  -1.588  1.00  0.00           C  
HETATM   24  C14 UNL     1       6.911  -1.141   0.209  1.00  0.00           C  
HETATM   25  S1  UNL     1       4.197  -0.830   0.560  1.00  0.00           S  
HETATM   26  C15 UNL     1       3.818   0.610   1.626  1.00  0.00           C  
HETATM   27  C16 UNL     1       0.027  -1.207  -1.295  1.00  0.00           C  
HETATM   28  C17 UNL     1       0.799  -1.286  -2.448  1.00  0.00           C  
HETATM   29  C18 UNL     1       1.254  -2.499  -2.922  1.00  0.00           C  
HETATM   30  C19 UNL     1       0.943  -3.668  -2.246  1.00  0.00           C  
HETATM   31  C20 UNL     1       0.178  -3.586  -1.105  1.00  0.00           C  
HETATM   32  C21 UNL     1      -0.262  -2.383  -0.651  1.00  0.00           C  
HETATM   33  C22 UNL     1      -5.233   1.444  -1.291  1.00  0.00           C  
HETATM   34  O6  UNL     1      -4.951   1.932  -2.423  1.00  0.00           O  
HETATM   35  C23 UNL     1      -6.509   1.699  -0.666  1.00  0.00           C  
HETATM   36  O7  UNL     1      -7.368   2.408  -1.227  1.00  0.00           O  
HETATM   37  H1  UNL     1      -8.533  -1.047   1.376  1.00  0.00           H  
HETATM   38  H2  UNL     1      -9.826  -0.171   0.514  1.00  0.00           H  
HETATM   39  H3  UNL     1      -8.302  -0.482  -0.361  1.00  0.00           H  
HETATM   40  H4  UNL     1      -8.090   1.051   2.207  1.00  0.00           H  
HETATM   41  H5  UNL     1      -8.715   1.894   0.693  1.00  0.00           H  
HETATM   42  H6  UNL     1      -6.045  -0.061   2.156  1.00  0.00           H  
HETATM   43  H7  UNL     1      -5.039   1.448   1.773  1.00  0.00           H  
HETATM   44  H8  UNL     1      -4.068  -0.859   0.922  1.00  0.00           H  
HETATM   45  H9  UNL     1      -5.557  -0.932  -0.085  1.00  0.00           H  
HETATM   46  H10 UNL     1      -2.128  -0.722   0.379  1.00  0.00           H  
HETATM   47  H11 UNL     1      -0.434   0.831  -1.572  1.00  0.00           H  
HETATM   48  H12 UNL     1       2.196   0.570  -0.695  1.00  0.00           H  
HETATM   49  H13 UNL     1       1.976   1.546   2.211  1.00  0.00           H  
HETATM   50  H14 UNL     1       6.430   1.784  -0.088  1.00  0.00           H  
HETATM   51  H15 UNL     1       8.709   1.090   1.449  1.00  0.00           H  
HETATM   52  H16 UNL     1       5.780  -0.878  -2.175  1.00  0.00           H  
HETATM   53  H17 UNL     1       6.515   0.729  -1.865  1.00  0.00           H  
HETATM   54  H18 UNL     1       4.738   0.602  -1.775  1.00  0.00           H  
HETATM   55  H19 UNL     1       6.727  -2.091  -0.356  1.00  0.00           H  
HETATM   56  H20 UNL     1       7.853  -0.657  -0.114  1.00  0.00           H  
HETATM   57  H21 UNL     1       6.879  -1.422   1.275  1.00  0.00           H  
HETATM   58  H22 UNL     1       4.025   0.456   2.681  1.00  0.00           H  
HETATM   59  H23 UNL     1       1.042  -0.380  -2.975  1.00  0.00           H  
HETATM   60  H24 UNL     1       1.852  -2.588  -3.810  1.00  0.00           H  
HETATM   61  H25 UNL     1       1.311  -4.629  -2.634  1.00  0.00           H  
HETATM   62  H26 UNL     1      -0.063  -4.509  -0.578  1.00  0.00           H  
HETATM   63  H27 UNL     1      -0.872  -2.333   0.261  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3   40   41
CONECT    3    4   35
CONECT    4    5   42   43
CONECT    5    6   44   45
CONECT    6    7   33
CONECT    7    8    8    9
CONECT    9   10   46
CONECT   10   11   27   47
CONECT   11   12   12   13
CONECT   13   14   48
CONECT   14   15   26   49
CONECT   15   16   16   17
CONECT   17   18   26
CONECT   18   19   22   50
CONECT   19   20   20   21
CONECT   21   51
CONECT   22   23   24   25
CONECT   23   52   53   54
CONECT   24   55   56   57
CONECT   25   26
CONECT   26   58
CONECT   27   28   28   32
CONECT   28   29   59
CONECT   29   30   30   60
CONECT   30   31   61
CONECT   31   32   32   62
CONECT   32   63
CONECT   33   34   34   35
CONECT   35   36   36
END

HMDB0014464
     RDKit          3D
Piperacillin
 63 66  0  0  0  0  0  0  0  0999 V2000
   -8.7273   -0.2381    0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1192    1.0565    1.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7550    1.1166    0.6080 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6227    0.6035    1.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8021   -0.2513    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2627    0.6192   -0.6144 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8967    0.7080   -0.9707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5640    1.5105   -1.8756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595   -0.0527   -0.3733 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4762    0.0621   -0.7593 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3587    0.6028    0.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1912    0.8843    1.4459 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7546    0.8091    0.2183 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5337    1.3266    1.2929 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4641    2.4408    0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2477    3.6722    0.8153 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5984    1.5987    0.9101 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9159    1.1022    0.6335 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6571    1.0020    1.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1541    1.3160    2.9942 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9633    0.5456    1.8798 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -0.2169   -0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6781    0.0505   -1.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9114   -1.1408    0.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1968   -0.8304    0.5604 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8179    0.6096    1.6259 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0272   -1.2072   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7990   -1.2859   -2.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -2.4986   -2.9221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430   -3.6677   -2.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1785   -3.5861   -1.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2623   -2.3829   -0.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2327    1.4436   -1.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9508    1.9319   -2.4234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5093    1.6989   -0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3678    2.4082   -1.2274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5325   -1.0467    1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8256   -0.1712    0.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3018   -0.4824   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0902    1.0514    2.2072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7150    1.8939    0.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0448   -0.0607    2.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392    1.4478    1.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0677   -0.8589    0.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5569   -0.9324   -0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1284   -0.7221    0.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345    0.8306   -1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1961    0.5701   -0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9756    1.5455    2.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4299    1.7839   -0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7091    1.0902    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7798   -0.8778   -2.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5146    0.7289   -1.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7376    0.6018   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7271   -2.0906   -0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8526   -0.6565   -0.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8789   -1.4223    1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0251    0.4561    2.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0424   -0.3799   -2.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8516   -2.5885   -3.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3113   -4.6290   -2.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -4.5090   -0.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -2.3329    0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 10 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
  6 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  2  0
 35  3  1  0
 26 14  1  0
 32 27  1  0
 26 17  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  2 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  9 46  1  0
 10 47  1  6
 13 48  1  0
 14 49  1  1
 18 50  1  6
 21 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
 26 58  1  1
 28 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 32 63  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(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	ChEBI
Piperacillin anhydrous	ChEBI
PIPC	Kegg
Peracin	Kegg
(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-carboxylate	Generator
AB piperacillin	HMDB
Fresenius brand OF piperacillin sodium	HMDB
Pipcil	HMDB
Piperacillin fresenius	HMDB
Piperacillin monosodium salt	HMDB
Piperacillin sodium	HMDB
Piperacillin curasan	HMDB
Sodium, piperacillin	HMDB
Pipera hameln	HMDB
Piperacillin hexal	HMDB
Pipracil	HMDB
Astrapin brand OF piperacillin sodium	HMDB
Hexal brand OF piperacillin sodium	HMDB
Monosodium salt, piperacillin	HMDB
Pipercillin	HMDB
Salt, piperacillin monosodium	HMDB
Wyeth brand OF piperacillin sodium	HMDB
Curasan brand OF piperacillin sodium	HMDB
AB-piperacillin	HMDB
AHP brand OF piperacillin sodium	HMDB
Lederle brand OF pipracillin sodium	HMDB
Pipera-hameln	HMDB
Piperacillin ratiopharm	HMDB
Piperacillin-ratiopharm	HMDB
Pipril	HMDB
Ratiopharm brand OF piperacillin sodium	HMDB
Curasan, piperacillin	HMDB

Chemical Formula

C₂₃H₂₇N₅O₇S

Average Molecular Weight

517.555

Monoisotopic Molecular Weight

517.163118933

IUPAC Name

(2S,5R,6R)-6-[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Traditional Name

piperacillin

CAS Registry Number

66258-76-2

SMILES

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

InChI Identifier

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

InChI Key

IVBHGBMCVLDMKU-GXNBUGAJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Penicillin
N-acyl-alpha amino acid or derivatives
N-carbamoyl-alpha-amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Phenylacetamide
Piperazine-1-carboxamide
Dioxopiperazine
Penam
N-alkylpiperazine
Ureide
N-acyl urea
Benzenoid
Monocyclic benzene moiety
1,4-diazinane
Piperazine
Beta-lactam
Dicarboximide
Thiazolidine
Tertiary carboxylic acid amide
Azetidine
Urea
Carboxamide group
Secondary carboxylic acid amide
Lactam
Carbonic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Thioether
Hemithioaminal
Carboxylic acid
Dialkylthioether
Organoheterocyclic compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

penicillin (CHEBI:8232 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014464)

Source

Exogenous

Exogenous (HMDB: HMDB0014464)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.12 g/L	Not Available
LogP	0.3	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	223.047	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001509

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	0.67	ALOGPS
logP	-0.26	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.49	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	156.43 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	126.3 m³·mol⁻¹	ChemAxon
Polarizability	51.77 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	217.673	31661259
DarkChem	[M-H]-	214.588	31661259
DeepCCS	[M-2H]-	243.896	30932474
DeepCCS	[M+Na]+	218.171	30932474
AllCCS	[M+H]+	213.6	32859911
AllCCS	[M+H-H2O]+	212.1	32859911
AllCCS	[M+NH4]+	214.9	32859911
AllCCS	[M+Na]+	215.3	32859911
AllCCS	[M-H]-	207.4	32859911
AllCCS	[M+Na-2H]-	208.5	32859911
AllCCS	[M+HCOO]-	210.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Piperacillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=CC=C1)C(O)=O	4827.3	Standard polar	33892256
Piperacillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=CC=C1)C(O)=O	2768.3	Standard non polar	33892256
Piperacillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=CC=C1)C(O)=O	4541.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Piperacillin,1TMS,isomer #1	CCN1CCN(C(=O)N[C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)C2=CC=CC=C2)C(=O)C1=O	3905.1	Semi standard non polar	33892256
Piperacillin,1TMS,isomer #2	CCN1CCN(C(=O)N[C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O)C(C)(C)S[C@H]23)[Si](C)(C)C)C2=CC=CC=C2)C(=O)C1=O	3871.0	Semi standard non polar	33892256
Piperacillin,1TMS,isomer #3	CCN1CCN(C(=O)N([C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H](C(=O)O)C(C)(C)S[C@H]23)C2=CC=CC=C2)[Si](C)(C)C)C(=O)C1=O	3771.9	Semi standard non polar	33892256
Piperacillin,2TMS,isomer #1	CCN1CCN(C(=O)N([C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)C2=CC=CC=C2)[Si](C)(C)C)C(=O)C1=O	3708.3	Semi standard non polar	33892256
Piperacillin,2TMS,isomer #1	CCN1CCN(C(=O)N([C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)C2=CC=CC=C2)[Si](C)(C)C)C(=O)C1=O	3768.1	Standard non polar	33892256
Piperacillin,2TMS,isomer #1	CCN1CCN(C(=O)N([C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)C2=CC=CC=C2)[Si](C)(C)C)C(=O)C1=O	5643.8	Standard polar	33892256
Piperacillin,2TMS,isomer #2	CCN1CCN(C(=O)N[C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C)C2=CC=CC=C2)C(=O)C1=O	3791.5	Semi standard non polar	33892256
Piperacillin,2TMS,isomer #2	CCN1CCN(C(=O)N[C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C)C2=CC=CC=C2)C(=O)C1=O	3787.1	Standard non polar	33892256
Piperacillin,2TMS,isomer #2	CCN1CCN(C(=O)N[C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C)C2=CC=CC=C2)C(=O)C1=O	5583.1	Standard polar	33892256
Piperacillin,2TMS,isomer #3	CCN1CCN(C(=O)N([C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O)C(C)(C)S[C@H]23)[Si](C)(C)C)C2=CC=CC=C2)[Si](C)(C)C)C(=O)C1=O	3677.5	Semi standard non polar	33892256
Piperacillin,2TMS,isomer #3	CCN1CCN(C(=O)N([C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O)C(C)(C)S[C@H]23)[Si](C)(C)C)C2=CC=CC=C2)[Si](C)(C)C)C(=O)C1=O	3833.2	Standard non polar	33892256
Piperacillin,2TMS,isomer #3	CCN1CCN(C(=O)N([C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O)C(C)(C)S[C@H]23)[Si](C)(C)C)C2=CC=CC=C2)[Si](C)(C)C)C(=O)C1=O	5567.4	Standard polar	33892256
Piperacillin,3TMS,isomer #1	CCN1CCN(C(=O)N([C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C)C2=CC=CC=C2)[Si](C)(C)C)C(=O)C1=O	3659.2	Semi standard non polar	33892256
Piperacillin,3TMS,isomer #1	CCN1CCN(C(=O)N([C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C)C2=CC=CC=C2)[Si](C)(C)C)C(=O)C1=O	3828.5	Standard non polar	33892256
Piperacillin,3TMS,isomer #1	CCN1CCN(C(=O)N([C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C)C2=CC=CC=C2)[Si](C)(C)C)C(=O)C1=O	5127.5	Standard polar	33892256
Piperacillin,1TBDMS,isomer #1	CCN1CCN(C(=O)N[C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)C2=CC=CC=C2)C(=O)C1=O	4116.8	Semi standard non polar	33892256
Piperacillin,1TBDMS,isomer #2	CCN1CCN(C(=O)N[C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)C(=O)C1=O	4075.3	Semi standard non polar	33892256
Piperacillin,1TBDMS,isomer #3	CCN1CCN(C(=O)N([C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H](C(=O)O)C(C)(C)S[C@H]23)C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	3996.4	Semi standard non polar	33892256
Piperacillin,2TBDMS,isomer #1	CCN1CCN(C(=O)N([C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	4105.3	Semi standard non polar	33892256
Piperacillin,2TBDMS,isomer #1	CCN1CCN(C(=O)N([C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	4175.9	Standard non polar	33892256
Piperacillin,2TBDMS,isomer #1	CCN1CCN(C(=O)N([C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	5618.6	Standard polar	33892256
Piperacillin,2TBDMS,isomer #2	CCN1CCN(C(=O)N[C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)C(=O)C1=O	4180.0	Semi standard non polar	33892256
Piperacillin,2TBDMS,isomer #2	CCN1CCN(C(=O)N[C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)C(=O)C1=O	4215.5	Standard non polar	33892256
Piperacillin,2TBDMS,isomer #2	CCN1CCN(C(=O)N[C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)C(=O)C1=O	5576.0	Standard polar	33892256
Piperacillin,2TBDMS,isomer #3	CCN1CCN(C(=O)N([C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	4081.3	Semi standard non polar	33892256
Piperacillin,2TBDMS,isomer #3	CCN1CCN(C(=O)N([C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	4240.9	Standard non polar	33892256
Piperacillin,2TBDMS,isomer #3	CCN1CCN(C(=O)N([C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	5554.6	Standard polar	33892256
Piperacillin,3TBDMS,isomer #1	CCN1CCN(C(=O)N([C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	4211.5	Semi standard non polar	33892256
Piperacillin,3TBDMS,isomer #1	CCN1CCN(C(=O)N([C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	4429.8	Standard non polar	33892256
Piperacillin,3TBDMS,isomer #1	CCN1CCN(C(=O)N([C@@H](C(=O)N([C@@H]2C(=O)N3[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)C(C)(C)S[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	5196.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Piperacillin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-1090000000-f466ec6964cefc2de8df	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Piperacillin GC-MS (1 TMS) - 70eV, Positive	splash10-00di-5491120000-c007c1d461cd55d89ae8	2017-10-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Piperacillin LC-ESI-QQ , negative-QTOF	splash10-014i-0013090000-813104cd60a9ea3a3859	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Piperacillin LC-ESI-QQ , negative-QTOF	splash10-001i-0096000000-b0dafe2b22b2f860c497	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Piperacillin LC-ESI-QQ , negative-QTOF	splash10-001i-0191000000-59dd52b81e08a7665c9f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Piperacillin LC-ESI-QQ , negative-QTOF	splash10-001i-1590000000-b8040d8994155855d7d1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Piperacillin LC-ESI-QQ , negative-QTOF	splash10-00ec-7940000000-d2ff9e1e0c9df03f7bd7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Piperacillin LC-ESI-QTOF , negative-QTOF	splash10-001i-0094000000-2b4357e65d4f2c23da13	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Piperacillin LC-ESI-QQ , positive-QTOF	splash10-0udl-0890000000-1d19bc9caab1a3f5b623	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Piperacillin LC-ESI-QQ , positive-QTOF	splash10-000f-0910000000-0c815f0f7a25577e636c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Piperacillin LC-ESI-QQ , positive-QTOF	splash10-000i-0900000000-70932882f6df40d54777	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Piperacillin LC-ESI-QTOF , positive-QTOF	splash10-0006-0900000000-2bb7a0e3a556eadb090d	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperacillin 10V, Positive-QTOF	splash10-0900-2944030000-8a9f719c603883b5c9a1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperacillin 20V, Positive-QTOF	splash10-08fu-2930000000-e6f8445bc618cee16335	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperacillin 40V, Positive-QTOF	splash10-052f-5910000000-db843bdc17e32d413fb0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperacillin 10V, Negative-QTOF	splash10-004i-0009200000-3986d4bbb9203e5cb14e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperacillin 20V, Negative-QTOF	splash10-00b9-2119400000-a710f78ecf09c22009f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperacillin 40V, Negative-QTOF	splash10-00dm-9001000000-cbad9ca9227f864e2d2d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperacillin 10V, Positive-QTOF	splash10-014i-0504090000-c0a3d0752174d7f20d46	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperacillin 20V, Positive-QTOF	splash10-01sl-1937510000-8c1f827dc2a6ab0481dc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperacillin 40V, Positive-QTOF	splash10-00l6-2901100000-aab7f79d6ea92015c63d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperacillin 10V, Negative-QTOF	splash10-015i-0609140000-503714e67c3f5e51a392	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperacillin 20V, Negative-QTOF	splash10-0006-2904110000-aeb6a7bb580ff398bfb5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Piperacillin 40V, Negative-QTOF	splash10-0006-9710100000-63cce25700a92a152520	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00319	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00319	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00319

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

39798

KEGG Compound ID

C14034

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Piperacillin

METLIN ID

Not Available

PubChem Compound

43672

PDB ID

Not Available

ChEBI ID

8232

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Lau WK, Mercer D, Itani KM, Nicolau DP, Kuti JL, Mansfield D, Dana A: Randomized, open-label, comparative study of piperacillin-tazobactam administered by continuous infusion versus intermittent infusion for treatment of hospitalized patients with complicated intra-abdominal infection. Antimicrob Agents Chemother. 2006 Nov;50(11):3556-61. Epub 2006 Aug 28. [PubMed:16940077 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 6

General function:: Involved in ion transmembrane transporter activity
Specific function:: Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:: SLC22A6
Uniprot ID:: Q4U2R8
Molecular weight:: 61815.8

References

Jariyawat S, Sekine T, Takeda M, Apiwattanakul N, Kanai Y, Sophasan S, Endou H: The interaction and transport of beta-lactam antibiotics with the cloned rat renal organic anion transporter 1. J Pharmacol Exp Ther. 1999 Aug;290(2):672-7. [PubMed:10411577 ]

Showing metabocard for Piperacillin (HMDB0014464)

MOL for HMDB0014464 (Piperacillin)

3D MOL for HMDB0014464 (Piperacillin)

3D SDF for HMDB0014464 (Piperacillin)

3D-SDF for HMDB0014464 (Piperacillin)

PDB for HMDB0014464 (Piperacillin)

3D PDB for HMDB0014464 (Piperacillin)

SMILES for HMDB0014464 (Piperacillin)

INCHI for HMDB0014464 (Piperacillin)

Structure for HMDB0014464 (Piperacillin)

3D Structure for HMDB0014464 (Piperacillin)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Transporters

References