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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 02:51:37 UTC

HMDB ID

HMDB0014448

Secondary Accession Numbers

HMDB14448

Metabolite Identification

Common Name

Ertapenem

Description

Ertapenem, also known as invanz or ertapenem sodium, belongs to the class of organic compounds known as thienamycins. These are beta-lactam antibiotics that differ from penicillins in having the thiazolidine sulfur atom replaced by carbon, the sulfur then becoming the first atom in the side chain. Ertapenem is a drug which is used for the treatment the following moderate to severe infections caused by susceptible isolates of the designated microorganisms: (1) complicated intra-abdominal infections due to escherichia coli, clostridium clostridioforme, eubacterium lentum, peptostreptococcus species, bacteroides fragilis, bacteroides distasonis, bacteroides ovatus, bacteroides thetaiotaomicron, or bacteroides uniformis, (2) complicated skin and skin structure infections, including diabetic foot infections without osteomyelitis due to staphylococcus aureus (methicillin susceptible isolates only), streptococcus agalactiae, streptococcus pyogenes, escherichia coli, klebsiella pneumoniae, proteus mirabilis, bacteroides fragilis, peptostreptococcus species, porphyromonas asaccharolytica, or prevotella bivia, (3) community acquired pneumonia due to streptococcus pneumoniae (penicillin susceptible isolates only) including cases with concurrent bacteremia, haemophilus influenzae (beta-lactamase negative isolates only), or moraxella catarrhalis, (4) complicated urinary tract infections including pyelonephritis due to escherichia coli, including cases with concurrent bacteremia, or klebsiella pneumoniae, (5) acute pelvic infections including postpartum endomyometritis, septic abortion and post surgical gynecologic infections due to streptococcus agalactiae, escherichia coli, bacteroides fragilis, porphyromonas asaccharolytica, peptostreptococcus species, or prevotella bivia. Based on a literature review very few articles have been published on Ertapenem.

Structure

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


  Mrv0541 02231214352D          

 37 40  0  0  1  0            999 V2000
    9.2719  -13.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7621  -12.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2719  -12.3049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5059  -13.3774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059  -12.5501    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6479  -12.5501    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6479  -13.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9432  -12.1517    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9432  -11.3244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2385  -12.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0964  -13.9595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4557  -14.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2218  -14.6949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8429  -15.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5170  -11.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5894  -12.9484    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.9873  -13.6830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7277  -14.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4028  -14.9393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0437  -14.4456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8049  -13.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7466  -14.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7446  -15.6736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4830  -14.4499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4851  -13.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7507  -13.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7528  -12.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4893  -11.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1929  -12.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1908  -13.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8987  -11.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6330  -12.4024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9008  -11.1749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6786  -11.7228    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059  -11.7228    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8380  -14.2334    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1867  -13.8946    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  2  1  2  0  0  0  0
 12  1  1  0  0  0  0
 16  2  1  0  0  0  0
  3  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3 15  1  1  0  0  0
  5  4  1  0  0  0  0
  7  4  1  0  0  0  0
  6  5  1  0  0  0  0
  5 35  1  6  0  0  0
  8  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6 34  1  1  0  0  0
 11  7  2  0  0  0  0
  8  9  1  1  0  0  0
 10  8  1  0  0  0  0
 13 12  2  0  0  0  0
 14 12  1  0  0  0  0
 17 16  1  1  0  0  0
 18 17  1  0  0  0  0
 21 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 20 22  1  1  0  0  0
 23 22  2  0  0  0  0
 24 22  1  0  0  0  0
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 26 25  2  0  0  0  0
 30 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  2  0  0  0  0
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 30 29  2  0  0  0  0
 31 29  1  0  0  0  0
 32 31  1  0  0  0  0
 33 31  2  0  0  0  0
 20 36  1  6  0  0  0
 17 37  1  6  0  0  0
M  END

HMDB0014448
     RDKit          3D
Ertapenem
 58 61  0  0  0  0  0  0  0  0999 V2000
   -6.9571    0.4191   -1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8907   -0.8808   -0.4635 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6088   -1.9426   -1.3111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8152   -0.7138    0.5911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6466   -1.9224    1.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3985   -2.8170    1.9005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2789   -1.5884    1.5253 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -1.3929    1.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -2.1297    2.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657   -3.0221    3.6348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9395   -1.8510    3.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3420   -0.4488    1.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6556    0.1109    1.3070 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    1.3086    0.0860 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1052    0.7285   -1.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9640    1.4492   -1.9438 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9401    1.7871   -0.9629 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1328    0.8619   -1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1268   -0.0248   -1.9454 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021    1.0588   -0.2091 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4024    0.3261   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6108   -0.8373   -0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8529   -1.4651   -0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8253   -0.9312    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6267    0.2372    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6797    0.7731    1.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5068    1.8334    2.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8828    0.1051    1.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4104    0.8509    0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2963    1.6668    0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3709    0.0300    0.2188 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8998    1.3877    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4325   -1.0335    0.1649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9673    0.5236   -1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1518    0.4889   -2.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8774    1.3055   -0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8824   -1.0645   -0.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0662   -2.7413   -0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9212    0.1584    1.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3340   -2.5208    3.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7757    2.2416    0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0414    0.8706   -1.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1569   -0.3476   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3960    0.7986   -2.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3062    2.8392   -1.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0769    1.8636    0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8511   -1.2641   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9929   -2.3888   -1.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7864   -1.4259    0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4934   -0.1466    1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2560    1.7789    1.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7444    0.8988    1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3334    2.6129    0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159    0.0603   -0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3709    1.4035    1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854    2.1376    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5637    1.7497   -0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3377   -1.7646   -0.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25 29  2  0
 17 30  1  0
 12 31  1  0
 31 32  1  0
 31 33  1  0
 33  4  1  0
 33  7  1  0
 30 14  1  0
 29 21  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  1
  3 38  1  0
  4 39  1  1
 11 40  1  0
 14 41  1  6
 15 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  6
 20 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 28 50  1  0
 29 51  1  0
 30 52  1  0
 30 53  1  0
 31 54  1  6
 32 55  1  0
 32 56  1  0
 32 57  1  0
 33 58  1  6
M  END


  Mrv0541 02231214352D          

 37 40  0  0  1  0            999 V2000
    9.2719  -13.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7621  -12.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2719  -12.3049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5059  -13.3774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059  -12.5501    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6479  -12.5501    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6479  -13.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9432  -12.1517    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9432  -11.3244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2385  -12.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0964  -13.9595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4557  -14.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2218  -14.6949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8429  -15.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5170  -11.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5894  -12.9484    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.9873  -13.6830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7277  -14.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4028  -14.9393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0437  -14.4456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8049  -13.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7466  -14.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7446  -15.6736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4830  -14.4499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4851  -13.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7507  -13.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7528  -12.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4893  -11.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1929  -12.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1908  -13.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8987  -11.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6330  -12.4024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9008  -11.1749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6786  -11.7228    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059  -11.7228    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8380  -14.2334    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1867  -13.8946    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  2  1  2  0  0  0  0
 12  1  1  0  0  0  0
 16  2  1  0  0  0  0
  3  2  1  0  0  0  0
  5  3  1  0  0  0  0
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  5  4  1  0  0  0  0
  7  4  1  0  0  0  0
  6  5  1  0  0  0  0
  5 35  1  6  0  0  0
  8  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6 34  1  1  0  0  0
 11  7  2  0  0  0  0
  8  9  1  1  0  0  0
 10  8  1  0  0  0  0
 13 12  2  0  0  0  0
 14 12  1  0  0  0  0
 17 16  1  1  0  0  0
 18 17  1  0  0  0  0
 21 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 20 22  1  1  0  0  0
 23 22  2  0  0  0  0
 24 22  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  2  0  0  0  0
 30 25  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  2  0  0  0  0
 29 28  1  0  0  0  0
 30 29  2  0  0  0  0
 31 29  1  0  0  0  0
 32 31  1  0  0  0  0
 33 31  2  0  0  0  0
 20 36  1  6  0  0  0
 17 37  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0014448

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12[C@@H](C)C(S[C@]3([H])CN[C@@]([H])(C3)C(=O)NC3=CC=CC(=C3)C(O)=O)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H25N3O7S/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32)/t9-,10-,13+,14+,15-,16-/m1/s1

> <INCHI_KEY>
JUZNIMUFDBIJCM-ANEDZVCMSA-N

> <FORMULA>
C22H25N3O7S

> <MOLECULAR_WEIGHT>
475.515

> <EXACT_MASS>
475.141320859

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
48.7679762586463

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R,5S,6S)-3-{[(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
-0.20

> <JCHEM_LOGP>
-3.2123687808983705

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.047751996014299

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3674526693797766

> <JCHEM_PKA_STRONGEST_BASIC>
9.02655426191301

> <JCHEM_POLAR_SURFACE_AREA>
156.26999999999998

> <JCHEM_REFRACTIVITY>
121.80409999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ertapenem

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014448
     RDKit          3D
Ertapenem
 58 61  0  0  0  0  0  0  0  0999 V2000
   -6.9571    0.4191   -1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8907   -0.8808   -0.4635 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6088   -1.9426   -1.3111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8152   -0.7138    0.5911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6466   -1.9224    1.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3985   -2.8170    1.9005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2789   -1.5884    1.5253 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -1.3929    1.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -2.1297    2.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657   -3.0221    3.6348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9395   -1.8510    3.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3420   -0.4488    1.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6556    0.1109    1.3070 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    1.3086    0.0860 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1052    0.7285   -1.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9640    1.4492   -1.9438 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9401    1.7871   -0.9629 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1328    0.8619   -1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1268   -0.0248   -1.9454 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021    1.0588   -0.2091 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4024    0.3261   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6108   -0.8373   -0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8529   -1.4651   -0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8253   -0.9312    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6267    0.2372    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6797    0.7731    1.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5068    1.8334    2.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8828    0.1051    1.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4104    0.8509    0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2963    1.6668    0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3709    0.0300    0.2188 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8998    1.3877    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4325   -1.0335    0.1649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9673    0.5236   -1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1518    0.4889   -2.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8774    1.3055   -0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8824   -1.0645   -0.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0662   -2.7413   -0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9212    0.1584    1.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3340   -2.5208    3.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7757    2.2416    0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0414    0.8706   -1.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1569   -0.3476   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3960    0.7986   -2.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3062    2.8392   -1.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0769    1.8636    0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8511   -1.2641   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9929   -2.3888   -1.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7864   -1.4259    0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4934   -0.1466    1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2560    1.7789    1.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7444    0.8988    1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3334    2.6129    0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159    0.0603   -0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3709    1.4035    1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854    2.1376    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5637    1.7497   -0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3377   -1.7646   -0.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25 29  2  0
 17 30  1  0
 12 31  1  0
 31 32  1  0
 31 33  1  0
 33  4  1  0
 33  7  1  0
 30 14  1  0
 29 21  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  1
  3 38  1  0
  4 39  1  1
 11 40  1  0
 14 41  1  6
 15 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  6
 20 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 28 50  1  0
 29 51  1  0
 30 52  1  0
 30 53  1  0
 31 54  1  6
 32 55  1  0
 32 56  1  0
 32 57  1  0
 33 58  1  6
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      17.308 -25.429   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.223 -24.170   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.308 -22.969   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      15.878 -24.971   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      15.878 -23.427   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.276 -23.427   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.276 -24.971   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.961 -22.683   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      12.961 -21.139   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      11.645 -23.427   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      13.247 -26.058   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      17.651 -26.916   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      19.081 -27.430   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      16.507 -28.002   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      17.765 -21.482   0.000  0.00  0.00           C+0
HETATM   16  S   UNK     0      19.767 -24.170   0.000  0.00  0.00           S+0
HETATM   17  C   UNK     0      20.510 -25.542   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.025 -27.003   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      21.285 -27.887   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      22.482 -26.965   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.036 -25.542   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.794 -27.770   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      23.790 -29.257   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0      25.168 -26.973   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      25.172 -25.429   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      23.801 -24.682   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      23.805 -23.138   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      25.180 -22.340   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      26.493 -23.144   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      26.489 -24.689   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      27.811 -22.347   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      29.182 -23.151   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      27.815 -20.860   0.000  0.00  0.00           O+0
HETATM   34  H   UNK     0      14.333 -21.883   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      15.878 -21.883   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0      23.964 -26.569   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0      19.015 -25.937   0.000  0.00  0.00           H+0
CONECT    1    4    2   12                                                  
CONECT    2    1   16    3                                                  
CONECT    3    2    5   15                                                  
CONECT    4    1    5    7                                                  
CONECT    5    3    4    6   35                                             
CONECT    6    5    8    7   34                                             
CONECT    7    4    6   11                                                  
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12    1   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    3                                                            
CONECT   16    2   17                                                       
CONECT   17   16   18   21   37                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   36                                             
CONECT   21   17   20                                                       
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   25   29                                                       
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34    6                                                            
CONECT   35    5                                                            
CONECT   36   20                                                            
CONECT   37   17                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

COMPND    HMDB0014448
HETATM    1  C1  UNL     1      -6.957   0.419  -1.253  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.891  -0.881  -0.464  1.00  0.00           C  
HETATM    3  O1  UNL     1      -6.609  -1.943  -1.311  1.00  0.00           O  
HETATM    4  C3  UNL     1      -5.815  -0.714   0.591  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.647  -1.922   1.454  1.00  0.00           C  
HETATM    6  O2  UNL     1      -6.398  -2.817   1.900  1.00  0.00           O  
HETATM    7  N1  UNL     1      -4.279  -1.588   1.525  1.00  0.00           N  
HETATM    8  C5  UNL     1      -2.930  -1.393   1.903  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.265  -2.130   2.962  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.866  -3.022   3.635  1.00  0.00           O  
HETATM   11  O4  UNL     1      -0.940  -1.851   3.247  1.00  0.00           O  
HETATM   12  C7  UNL     1      -2.342  -0.449   1.168  1.00  0.00           C  
HETATM   13  S1  UNL     1      -0.656   0.111   1.307  1.00  0.00           S  
HETATM   14  C8  UNL     1      -0.160   1.309   0.086  1.00  0.00           C  
HETATM   15  C9  UNL     1      -0.105   0.729  -1.286  1.00  0.00           C  
HETATM   16  N2  UNL     1       0.964   1.449  -1.944  1.00  0.00           N  
HETATM   17  C10 UNL     1       1.940   1.787  -0.963  1.00  0.00           C  
HETATM   18  C11 UNL     1       3.133   0.862  -1.087  1.00  0.00           C  
HETATM   19  O5  UNL     1       3.127  -0.025  -1.945  1.00  0.00           O  
HETATM   20  N3  UNL     1       4.202   1.059  -0.209  1.00  0.00           N  
HETATM   21  C12 UNL     1       5.402   0.326  -0.138  1.00  0.00           C  
HETATM   22  C13 UNL     1       5.611  -0.837  -0.838  1.00  0.00           C  
HETATM   23  C14 UNL     1       6.853  -1.465  -0.695  1.00  0.00           C  
HETATM   24  C15 UNL     1       7.825  -0.931   0.117  1.00  0.00           C  
HETATM   25  C16 UNL     1       7.627   0.237   0.825  1.00  0.00           C  
HETATM   26  C17 UNL     1       8.680   0.773   1.677  1.00  0.00           C  
HETATM   27  O6  UNL     1       8.507   1.833   2.312  1.00  0.00           O  
HETATM   28  O7  UNL     1       9.883   0.105   1.786  1.00  0.00           O  
HETATM   29  C18 UNL     1       6.410   0.851   0.686  1.00  0.00           C  
HETATM   30  C19 UNL     1       1.296   1.667   0.377  1.00  0.00           C  
HETATM   31  C20 UNL     1      -3.371   0.030   0.219  1.00  0.00           C  
HETATM   32  C21 UNL     1      -3.900   1.388   0.523  1.00  0.00           C  
HETATM   33  C22 UNL     1      -4.432  -1.034   0.165  1.00  0.00           C  
HETATM   34  H1  UNL     1      -7.967   0.524  -1.743  1.00  0.00           H  
HETATM   35  H2  UNL     1      -6.152   0.489  -2.006  1.00  0.00           H  
HETATM   36  H3  UNL     1      -6.877   1.305  -0.595  1.00  0.00           H  
HETATM   37  H4  UNL     1      -7.882  -1.065  -0.008  1.00  0.00           H  
HETATM   38  H5  UNL     1      -7.066  -2.741  -0.965  1.00  0.00           H  
HETATM   39  H6  UNL     1      -5.921   0.158   1.231  1.00  0.00           H  
HETATM   40  H7  UNL     1      -0.334  -2.521   3.708  1.00  0.00           H  
HETATM   41  H8  UNL     1      -0.776   2.242   0.103  1.00  0.00           H  
HETATM   42  H9  UNL     1      -1.041   0.871  -1.877  1.00  0.00           H  
HETATM   43  H10 UNL     1       0.157  -0.348  -1.233  1.00  0.00           H  
HETATM   44  H11 UNL     1       1.396   0.799  -2.642  1.00  0.00           H  
HETATM   45  H12 UNL     1       2.306   2.839  -1.082  1.00  0.00           H  
HETATM   46  H13 UNL     1       4.077   1.864   0.487  1.00  0.00           H  
HETATM   47  H14 UNL     1       4.851  -1.264  -1.470  1.00  0.00           H  
HETATM   48  H15 UNL     1       6.993  -2.389  -1.263  1.00  0.00           H  
HETATM   49  H16 UNL     1       8.786  -1.426   0.221  1.00  0.00           H  
HETATM   50  H17 UNL     1      10.493  -0.147   1.020  1.00  0.00           H  
HETATM   51  H18 UNL     1       6.256   1.779   1.251  1.00  0.00           H  
HETATM   52  H19 UNL     1       1.744   0.899   1.028  1.00  0.00           H  
HETATM   53  H20 UNL     1       1.333   2.613   0.963  1.00  0.00           H  
HETATM   54  H21 UNL     1      -2.916   0.060  -0.787  1.00  0.00           H  
HETATM   55  H22 UNL     1      -4.371   1.404   1.528  1.00  0.00           H  
HETATM   56  H23 UNL     1      -3.085   2.138   0.578  1.00  0.00           H  
HETATM   57  H24 UNL     1      -4.564   1.750  -0.289  1.00  0.00           H  
HETATM   58  H25 UNL     1      -4.338  -1.765  -0.644  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    4   37
CONECT    3   38
CONECT    4    5   33   39
CONECT    5    6    6    7
CONECT    7    8   33
CONECT    8    9   12   12
CONECT    9   10   10   11
CONECT   11   40
CONECT   12   13   31
CONECT   13   14
CONECT   14   15   30   41
CONECT   15   16   42   43
CONECT   16   17   44
CONECT   17   18   30   45
CONECT   18   19   19   20
CONECT   20   21   46
CONECT   21   22   22   29
CONECT   22   23   47
CONECT   23   24   24   48
CONECT   24   25   49
CONECT   25   26   29   29
CONECT   26   27   27   28
CONECT   28   50
CONECT   29   51
CONECT   30   52   53
CONECT   31   32   33   54
CONECT   32   55   56   57
CONECT   33   58
END

HMDB0014448
     RDKit          3D
Ertapenem
 58 61  0  0  0  0  0  0  0  0999 V2000
   -6.9571    0.4191   -1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8907   -0.8808   -0.4635 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6088   -1.9426   -1.3111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8152   -0.7138    0.5911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6466   -1.9224    1.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3985   -2.8170    1.9005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2789   -1.5884    1.5253 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -1.3929    1.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2653   -2.1297    2.9618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657   -3.0221    3.6348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9395   -1.8510    3.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3420   -0.4488    1.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6556    0.1109    1.3070 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    1.3086    0.0860 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1052    0.7285   -1.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9640    1.4492   -1.9438 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9401    1.7871   -0.9629 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1328    0.8619   -1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1268   -0.0248   -1.9454 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021    1.0588   -0.2091 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4024    0.3261   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6108   -0.8373   -0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8529   -1.4651   -0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8253   -0.9312    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6267    0.2372    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6797    0.7731    1.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5068    1.8334    2.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8828    0.1051    1.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4104    0.8509    0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2963    1.6668    0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3709    0.0300    0.2188 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8998    1.3877    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4325   -1.0335    0.1649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9673    0.5236   -1.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1518    0.4889   -2.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8774    1.3055   -0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8824   -1.0645   -0.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0662   -2.7413   -0.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9212    0.1584    1.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3340   -2.5208    3.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7757    2.2416    0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0414    0.8706   -1.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1569   -0.3476   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3960    0.7986   -2.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3062    2.8392   -1.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0769    1.8636    0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8511   -1.2641   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9929   -2.3888   -1.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7864   -1.4259    0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4934   -0.1466    1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2560    1.7789    1.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7444    0.8988    1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3334    2.6129    0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9159    0.0603   -0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3709    1.4035    1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854    2.1376    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5637    1.7497   -0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3377   -1.7646   -0.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25 29  2  0
 17 30  1  0
 12 31  1  0
 31 32  1  0
 31 33  1  0
 33  4  1  0
 33  7  1  0
 30 14  1  0
 29 21  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  1
  3 38  1  0
  4 39  1  1
 11 40  1  0
 14 41  1  6
 15 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  6
 20 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 28 50  1  0
 29 51  1  0
 30 52  1  0
 30 53  1  0
 31 54  1  6
 32 55  1  0
 32 56  1  0
 32 57  1  0
 33 58  1  6
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(1R,5S,6S,8R,2's,4's)-2-(2-(3-Carboxyphenylcarbamoyl)pyrrolidin-4-ylthio)-6-(1-hydroxyethyl)-1-methylcarbapenem-3-carboxylic acid	ChEBI
(4R,5S,6S)-3-((3S,5S)-5-((3-Carboxyphenyl)carbamoyl)pyrrolidin-3-ylthio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid	ChEBI
Invanz	Kegg
(1R,5S,6S,8R,2's,4's)-2-(2-(3-Carboxyphenylcarbamoyl)pyrrolidin-4-ylthio)-6-(1-hydroxyethyl)-1-methylcarbapenem-3-carboxylate	Generator
(4R,5S,6S)-3-((3S,5S)-5-((3-Carboxyphenyl)carbamoyl)pyrrolidin-3-ylthio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate	Generator
Invanoz	HMDB
Ertapenem sodium	HMDB

Chemical Formula

C₂₂H₂₅N₃O₇S

Average Molecular Weight

475.515

Monoisotopic Molecular Weight

475.141320859

IUPAC Name

(4R,5S,6S)-3-{[(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Traditional Name

ertapenem

CAS Registry Number

153832-46-3

SMILES

[H][C@]12[C@@H](C)C(S[C@]3([H])CN[C@@]([H])(C3)C(=O)NC3=CC=CC(=C3)C(O)=O)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O

InChI Identifier

InChI=1S/C22H25N3O7S/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32)/t9-,10-,13+,14+,15-,16-/m1/s1

InChI Key

JUZNIMUFDBIJCM-ANEDZVCMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thienamycins. These are beta-lactam antibiotics that differ from penicillins in having the thiazolidine sulfur atom replaced by carbon, the sulfur then becoming the first atom in the side chain.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Thienamycins

Alternative Parents

Substituents

Thienamycin
Acylaminobenzoic acid or derivatives
Proline or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Benzoic acid or derivatives
Benzoic acid
Anilide
Benzoyl
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Pyrroline carboxylic acid
Pyrroline carboxylic acid or derivatives
N-arylamide
Azepine
Vinylogous thioester
Benzenoid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Tertiary carboxylic acid amide
Pyrroline
Pyrrolidine
Amino acid
Thioenolether
Secondary carboxylic acid amide
Secondary alcohol
Amino acid or derivatives
Azetidine
Carboxamide group
Azacycle
Secondary amine
Sulfenyl compound
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Alcohol
Organic oxide
Organopnictogen compound
Organosulfur compound
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organooxygen compound
Amine
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pyrrolidinecarboxamide (CHEBI:404903 )
carbapenemcarboxylic acid (CHEBI:404903 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0014448)
Membrane (HMDB: HMDB0014448)

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	0.29 g/L	Not Available
LogP	0.3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.29 g/L	ALOGPS
logP	-0.2	ALOGPS
logP	-3.2	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.37	ChemAxon
pKa (Strongest Basic)	9.03	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	156.27 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	121.8 m³·mol⁻¹	ChemAxon
Polarizability	48.77 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	208.45	31661259
DarkChem	[M-H]-	198.128	31661259
DeepCCS	[M-2H]-	242.066	30932474
DeepCCS	[M+Na]+	215.956	30932474
AllCCS	[M+H]+	206.2	32859911
AllCCS	[M+H-H2O]+	204.4	32859911
AllCCS	[M+NH4]+	207.8	32859911
AllCCS	[M+Na]+	208.2	32859911
AllCCS	[M-H]-	202.3	32859911
AllCCS	[M+Na-2H]-	203.2	32859911
AllCCS	[M+HCOO]-	204.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ertapenem	[H][C@]12[C@@H](C)C(S[C@]3([H])CN[C@@]([H])(C3)C(=O)NC3=CC=CC(=C3)C(O)=O)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O	6267.7	Standard polar	33892256
Ertapenem	[H][C@]12[C@@H](C)C(S[C@]3([H])CN[C@@]([H])(C3)C(=O)NC3=CC=CC(=C3)C(O)=O)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O	3869.8	Standard non polar	33892256
Ertapenem	[H][C@]12[C@@H](C)C(S[C@]3([H])CN[C@@]([H])(C3)C(=O)NC3=CC=CC(=C3)C(O)=O)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O	4581.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ertapenem,1TMS,isomer #1	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C)=C4)C3)[C@H](C)[C@H]12	3977.5	Semi standard non polar	33892256
Ertapenem,1TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O)=C4)C3)[C@H](C)[C@H]12	3987.7	Semi standard non polar	33892256
Ertapenem,1TMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O)=C4)C3)[C@H](C)[C@H]12	3977.1	Semi standard non polar	33892256
Ertapenem,1TMS,isomer #4	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O)=C4)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3936.8	Semi standard non polar	33892256
Ertapenem,1TMS,isomer #5	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C)C3)[C@H](C)[C@H]12	3822.9	Semi standard non polar	33892256
Ertapenem,2TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C)=C4)C3)[C@H](C)[C@H]12	3867.3	Semi standard non polar	33892256
Ertapenem,2TMS,isomer #10	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3687.4	Semi standard non polar	33892256
Ertapenem,2TMS,isomer #2	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C)=C4)C3)[C@H](C)[C@H]12	3850.1	Semi standard non polar	33892256
Ertapenem,2TMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C)=C4)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3825.5	Semi standard non polar	33892256
Ertapenem,2TMS,isomer #4	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)C3)[C@H](C)[C@H]12	3707.9	Semi standard non polar	33892256
Ertapenem,2TMS,isomer #5	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O)=C4)C3)[C@H](C)[C@H]12	3851.9	Semi standard non polar	33892256
Ertapenem,2TMS,isomer #6	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O)=C4)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3852.3	Semi standard non polar	33892256
Ertapenem,2TMS,isomer #7	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C)C3)[C@H](C)[C@H]12	3738.9	Semi standard non polar	33892256
Ertapenem,2TMS,isomer #8	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O)=C4)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3830.9	Semi standard non polar	33892256
Ertapenem,2TMS,isomer #9	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C)C3)[C@H](C)[C@H]12	3732.0	Semi standard non polar	33892256
Ertapenem,3TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C)=C4)C3)[C@H](C)[C@H]12	3773.8	Semi standard non polar	33892256
Ertapenem,3TMS,isomer #10	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3678.0	Semi standard non polar	33892256
Ertapenem,3TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C)=C4)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3774.7	Semi standard non polar	33892256
Ertapenem,3TMS,isomer #3	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)C3)[C@H](C)[C@H]12	3664.0	Semi standard non polar	33892256
Ertapenem,3TMS,isomer #4	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C)=C4)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3774.5	Semi standard non polar	33892256
Ertapenem,3TMS,isomer #5	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)C3)[C@H](C)[C@H]12	3643.0	Semi standard non polar	33892256
Ertapenem,3TMS,isomer #6	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3635.7	Semi standard non polar	33892256
Ertapenem,3TMS,isomer #7	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O)=C4)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3790.7	Semi standard non polar	33892256
Ertapenem,3TMS,isomer #8	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C)C3)[C@H](C)[C@H]12	3686.5	Semi standard non polar	33892256
Ertapenem,3TMS,isomer #9	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3673.5	Semi standard non polar	33892256
Ertapenem,4TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C)=C4)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3745.6	Semi standard non polar	33892256
Ertapenem,4TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C)=C4)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3979.4	Standard non polar	33892256
Ertapenem,4TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C)=C4)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	5062.8	Standard polar	33892256
Ertapenem,4TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)C3)[C@H](C)[C@H]12	3620.9	Semi standard non polar	33892256
Ertapenem,4TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)C3)[C@H](C)[C@H]12	3837.5	Standard non polar	33892256
Ertapenem,4TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)C3)[C@H](C)[C@H]12	4947.2	Standard polar	33892256
Ertapenem,4TMS,isomer #3	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3635.0	Semi standard non polar	33892256
Ertapenem,4TMS,isomer #3	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3942.5	Standard non polar	33892256
Ertapenem,4TMS,isomer #3	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	4823.0	Standard polar	33892256
Ertapenem,4TMS,isomer #4	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3629.5	Semi standard non polar	33892256
Ertapenem,4TMS,isomer #4	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3958.7	Standard non polar	33892256
Ertapenem,4TMS,isomer #4	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	4882.4	Standard polar	33892256
Ertapenem,4TMS,isomer #5	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3685.0	Semi standard non polar	33892256
Ertapenem,4TMS,isomer #5	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	4007.2	Standard non polar	33892256
Ertapenem,4TMS,isomer #5	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	4881.2	Standard polar	33892256
Ertapenem,5TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3663.1	Semi standard non polar	33892256
Ertapenem,5TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3969.5	Standard non polar	33892256
Ertapenem,5TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C)=C4)[Si](C)(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	4560.8	Standard polar	33892256
Ertapenem,1TBDMS,isomer #1	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C4)C3)[C@H](C)[C@H]12	4215.0	Semi standard non polar	33892256
Ertapenem,1TBDMS,isomer #2	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O)=C4)C3)[C@H](C)[C@H]12	4185.0	Semi standard non polar	33892256
Ertapenem,1TBDMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O)=C4)C3)[C@H](C)[C@H]12	4205.5	Semi standard non polar	33892256
Ertapenem,1TBDMS,isomer #4	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O)=C4)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4128.5	Semi standard non polar	33892256
Ertapenem,1TBDMS,isomer #5	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4074.0	Semi standard non polar	33892256
Ertapenem,2TBDMS,isomer #1	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C4)C3)[C@H](C)[C@H]12	4284.4	Semi standard non polar	33892256
Ertapenem,2TBDMS,isomer #10	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4144.3	Semi standard non polar	33892256
Ertapenem,2TBDMS,isomer #2	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C4)C3)[C@H](C)[C@H]12	4304.7	Semi standard non polar	33892256
Ertapenem,2TBDMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C4)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4227.0	Semi standard non polar	33892256
Ertapenem,2TBDMS,isomer #4	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C4)[Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4158.3	Semi standard non polar	33892256
Ertapenem,2TBDMS,isomer #5	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O)=C4)C3)[C@H](C)[C@H]12	4280.1	Semi standard non polar	33892256
Ertapenem,2TBDMS,isomer #6	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O)=C4)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4222.8	Semi standard non polar	33892256
Ertapenem,2TBDMS,isomer #7	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4173.9	Semi standard non polar	33892256
Ertapenem,2TBDMS,isomer #8	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O)=C4)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4235.2	Semi standard non polar	33892256
Ertapenem,2TBDMS,isomer #9	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4187.2	Semi standard non polar	33892256
Ertapenem,3TBDMS,isomer #1	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C4)C3)[C@H](C)[C@H]12	4387.0	Semi standard non polar	33892256
Ertapenem,3TBDMS,isomer #10	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4304.8	Semi standard non polar	33892256
Ertapenem,3TBDMS,isomer #2	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C4)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4351.9	Semi standard non polar	33892256
Ertapenem,3TBDMS,isomer #3	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C4)[Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4267.9	Semi standard non polar	33892256
Ertapenem,3TBDMS,isomer #4	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C4)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4361.8	Semi standard non polar	33892256
Ertapenem,3TBDMS,isomer #5	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C4)[Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4273.2	Semi standard non polar	33892256
Ertapenem,3TBDMS,isomer #6	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C4)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4275.1	Semi standard non polar	33892256
Ertapenem,3TBDMS,isomer #7	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(S[C@H]3C[C@@H](C(=O)NC4=CC=CC(C(=O)O)=C4)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4357.4	Semi standard non polar	33892256
Ertapenem,3TBDMS,isomer #8	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(S[C@@H]3CN[C@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4283.8	Semi standard non polar	33892256
Ertapenem,3TBDMS,isomer #9	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)N(C4=CC=CC(C(=O)O)=C4)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	4296.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ertapenem GC-MS (Non-derivatized) - 70eV, Positive	splash10-052s-9534600000-4519573496014739b64d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ertapenem GC-MS (3 TMS) - 70eV, Positive	splash10-004i-1330109000-3e4c64387677650a4868	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ertapenem GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ertapenem GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ertapenem 10V, Positive-QTOF	splash10-08fr-0671900000-9c71265b6eb31d52d925	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ertapenem 20V, Positive-QTOF	splash10-0btc-2594700000-77fee4b13a6be5eda787	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ertapenem 40V, Positive-QTOF	splash10-0i03-7940000000-5180d6afb461bc02edcc	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ertapenem 10V, Negative-QTOF	splash10-001i-0112900000-eb2b3b9bec00b61e40d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ertapenem 20V, Negative-QTOF	splash10-000i-9522100000-19d44a1137bf99ec22b4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ertapenem 40V, Negative-QTOF	splash10-000b-0910000000-bfbef538a800a2a9369a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ertapenem 10V, Negative-QTOF	splash10-00di-0000900000-67f3080f19375e1e5b65	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ertapenem 20V, Negative-QTOF	splash10-01x0-2669800000-1a104b6137295f16315b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ertapenem 40V, Negative-QTOF	splash10-006x-9551700000-d98a80ce480eb11e6736	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ertapenem 10V, Positive-QTOF	splash10-004i-0000900000-0ac8f3f9ea1bb5092d3a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ertapenem 20V, Positive-QTOF	splash10-06vi-0242900000-80846507b55d0a05e004	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ertapenem 40V, Positive-QTOF	splash10-0v5c-1910100000-22f085e058edecc88ecd	2021-09-25	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

Extracellular
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 DB00303	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00303	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00303

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

132758

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ertapenem

METLIN ID

Not Available

PubChem Compound

150610

PDB ID

Not Available

ChEBI ID

404903

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

Nix DE, Majumdar AK, DiNubile MJ: Pharmacokinetics and pharmacodynamics of ertapenem: an overview for clinicians. J Antimicrob Chemother. 2004 Jun;53 Suppl 2:ii23-8. [PubMed:15150180 ]

Showing metabocard for Ertapenem (HMDB0014448)

MOL for HMDB0014448 (Ertapenem)

3D MOL for HMDB0014448 (Ertapenem)

3D SDF for HMDB0014448 (Ertapenem)

3D-SDF for HMDB0014448 (Ertapenem)

PDB for HMDB0014448 (Ertapenem)

3D PDB for HMDB0014448 (Ertapenem)

SMILES for HMDB0014448 (Ertapenem)

INCHI for HMDB0014448 (Ertapenem)

Structure for HMDB0014448 (Ertapenem)

3D Structure for HMDB0014448 (Ertapenem)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra