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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:46 UTC

HMDB ID

HMDB0014898

Secondary Accession Numbers

HMDB14898

Metabolite Identification

Common Name

Meropenem

Description

Meropenem, also known as merrem I.V. or MEPM, 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. Meropenem is a drug which is used for use as single agent therapy for the treatment of the following infections when caused by susceptible isolates of the designated microorganisms: complicated skin and skin structure infections due to staphylococcus aureus (b-lactamase and non-b-lactamase producing, methicillin-susceptible isolates only), streptococcus pyogenes, streptococcus agalactiae, viridans group streptococci, enterococcus faecalis (excluding vancomycin-resistant isolates), pseudomonas aeruginosa, escherichia coli, proteus mirabilis, bacteroides fragilis and peptostreptococcus species; complicated appendicitis and peritonitis caused by viridans group streptococci, escherichia coli, klebsiella pneumoniae, pseudomonas aeruginosa, bacteroides fragilis, b. thetaiotaomicron, and peptostreptococcus species. also for use in the treatment of bacterial meningitis caused by streptococcus pneumoniae, haemophilus influenzae (b-lactamase and non-b-lactamase-producing isolates), and neisseria meningitidis. Based on a literature review a significant number of articles have been published on Meropenem.

Structure

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


  Mrv0541 02231214592D          

 28 30  0  0  1  0            999 V2000
    1.7733    0.2488    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5579    0.5038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8129    1.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0428   -0.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8678   -0.1637    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2803    0.5508    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1008    0.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2724    1.4440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5579    1.8565    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9448    1.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4716    2.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7180    3.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1391    3.1619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0529    3.9824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8928    2.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5579   -0.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733   -0.5762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -0.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3649   -1.1595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483    0.2488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3649    0.8322    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4319    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5785    1.6291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8129   -1.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2608   -2.2288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6198   -1.7873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    1.0738    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483    1.0738    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  9 11  1  1  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  4 16  2  0  0  0  0
 16 17  1  0  0  0  0
  1 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  1 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  1  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  1 27  1  6  0  0  0
 20 28  1  1  0  0  0
M  END

HMDB0014898
     RDKit          3D
Meropenem
 51 53  0  0  0  0  0  0  0  0999 V2000
   -7.1579   -0.0845   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9004   -0.5148    0.4352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8103   -1.9127    0.2649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6584    0.0791   -0.1177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5663    1.5594   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2725    2.5901   -0.2341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1878    1.4065    0.1722 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508    1.5237    0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1238    2.8113    0.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8425    3.8332   -0.1666 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084    3.0840    0.2583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1764    0.3721    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4402   -0.1873    0.7904 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8497    0.7026    0.3511 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0455    0.9100   -1.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.5061   -1.1263 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1273    0.6363   -0.2616 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9527   -0.2569   -1.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8903   -0.1611   -2.3576 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -1.2136   -0.4915 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6004   -2.0755   -1.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8691   -1.3038    0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1368   -0.1920    0.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382   -0.6168    0.7186 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3566   -1.5930   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5538    0.1929    0.9108 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1607   -0.3884   -1.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3439    0.9905   -0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0195   -0.6020    0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0188   -0.3381    1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6920   -2.0909   -0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2837   -0.3783   -1.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6161    3.6176    0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    1.5974    0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2744    1.4894   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1829   -0.1114   -1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    2.4927   -0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7637    1.2324    0.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6665   -2.0957   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5319   -1.7406   -2.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2076   -3.1183   -1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8614   -1.7177    1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0490   -1.8964    1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8235   -0.2689    1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9604   -1.1743    0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3740   -0.2008    1.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1171   -1.1411    1.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3616   -2.1279   -0.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1055   -2.3661   -0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -1.1428   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8838    0.3845    1.9385 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
 20 22  1  0
 17 23  1  0
 12 24  1  0
 24 25  1  0
 24 26  1  0
 26  4  1  0
 26  7  1  0
 23 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  1
  3 31  1  0
  4 32  1  6
 11 33  1  0
 14 34  1  1
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  1
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  1
 25 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  1
M  END


  Mrv0541 02231214592D          

 28 30  0  0  1  0            999 V2000
    1.7733    0.2488    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5579    0.5038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8129    1.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0428   -0.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8678   -0.1637    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2803    0.5508    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1008    0.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2724    1.4440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5579    1.8565    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9448    1.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4716    2.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7180    3.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1391    3.1619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0529    3.9824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8928    2.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5579   -0.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733   -0.5762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -0.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3649   -1.1595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483    0.2488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3649    0.8322    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4319    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5785    1.6291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8129   -1.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2608   -2.2288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6198   -1.7873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    1.0738    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483    1.0738    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  9 11  1  1  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  4 16  2  0  0  0  0
 16 17  1  0  0  0  0
  1 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  1 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  1  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  1 27  1  6  0  0  0
 20 28  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0014898

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]1([C@@H](C)O)C(=O)N2C(C(O)=O)=C(S[C@@H]3CN[C@@H](C3)C(=O)N(C)C)[C@H](C)[C@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1

> <INCHI_KEY>
DMJNNHOOLUXYBV-PQTSNVLCSA-N

> <FORMULA>
C17H25N3O5S

> <MOLECULAR_WEIGHT>
383.463

> <EXACT_MASS>
383.151491615

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
39.28805653294991

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)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>
-0.69

> <JCHEM_LOGP>
-4.353987286652533

> <ALOGPS_LOGS>
-1.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.999794011052362

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.470419337572864

> <JCHEM_PKA_STRONGEST_BASIC>
9.394083629246506

> <JCHEM_POLAR_SURFACE_AREA>
110.18

> <JCHEM_REFRACTIVITY>
97.8862

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.63e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
meropenem

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014898
     RDKit          3D
Meropenem
 51 53  0  0  0  0  0  0  0  0999 V2000
   -7.1579   -0.0845   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9004   -0.5148    0.4352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8103   -1.9127    0.2649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6584    0.0791   -0.1177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5663    1.5594   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2725    2.5901   -0.2341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1878    1.4065    0.1722 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508    1.5237    0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1238    2.8113    0.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8425    3.8332   -0.1666 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084    3.0840    0.2583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1764    0.3721    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4402   -0.1873    0.7904 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8497    0.7026    0.3511 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0455    0.9100   -1.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.5061   -1.1263 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1273    0.6363   -0.2616 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9527   -0.2569   -1.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8903   -0.1611   -2.3576 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -1.2136   -0.4915 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6004   -2.0755   -1.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8691   -1.3038    0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1368   -0.1920    0.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382   -0.6168    0.7186 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3566   -1.5930   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5538    0.1929    0.9108 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1607   -0.3884   -1.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3439    0.9905   -0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0195   -0.6020    0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0188   -0.3381    1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6920   -2.0909   -0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2837   -0.3783   -1.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6161    3.6176    0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    1.5974    0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2744    1.4894   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1829   -0.1114   -1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    2.4927   -0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7637    1.2324    0.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6665   -2.0957   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5319   -1.7406   -2.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2076   -3.1183   -1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8614   -1.7177    1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0490   -1.8964    1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8235   -0.2689    1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9604   -1.1743    0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3740   -0.2008    1.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1171   -1.1411    1.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3616   -2.1279   -0.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1055   -2.3661   -0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -1.1428   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8838    0.3845    1.9385 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
 20 22  1  0
 17 23  1  0
 12 24  1  0
 24 25  1  0
 24 26  1  0
 26  4  1  0
 26  7  1  0
 23 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  1
  3 31  1  0
  4 32  1  6
 11 33  1  0
 14 34  1  1
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  1
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  1
 25 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  1
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       3.310   0.464   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.775   0.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.251   2.405   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.680  -0.306   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0       7.220  -0.306   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0       7.990   1.028   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.521   1.189   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       9.842   2.695   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       8.508   3.465   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.364   2.435   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.347   4.997   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.940   5.623   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       9.593   5.902   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       9.432   7.434   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.000   5.276   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.775  -1.551   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.310  -1.076   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       1.770  -1.076   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.681  -2.164   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.770   0.464   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.681   1.553   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.806   1.155   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.080   3.041   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.251  -3.016   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.220  -4.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.757  -3.336   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0       3.310   2.004   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.770   2.004   0.000  0.00  0.00           H+0
CONECT    1    2   17   20   27                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    6                                                       
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    4   17   24                                                  
CONECT   17   16    1   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    1   21   28                                             
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   16   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27    1                                                            
CONECT   28   20                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0014898
HETATM    1  C1  UNL     1      -7.158  -0.085  -0.276  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.900  -0.515   0.435  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.810  -1.913   0.265  1.00  0.00           O  
HETATM    4  C3  UNL     1      -4.658   0.079  -0.118  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.566   1.559  -0.097  1.00  0.00           C  
HETATM    6  O2  UNL     1      -5.273   2.590  -0.234  1.00  0.00           O  
HETATM    7  N1  UNL     1      -3.188   1.406   0.172  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.751   1.524   0.274  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.124   2.811   0.122  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.843   3.833  -0.167  1.00  0.00           O  
HETATM   11  O4  UNL     1       0.208   3.084   0.258  1.00  0.00           O  
HETATM   12  C7  UNL     1      -1.176   0.372   0.547  1.00  0.00           C  
HETATM   13  S1  UNL     1       0.440  -0.187   0.790  1.00  0.00           S  
HETATM   14  C8  UNL     1       1.850   0.703   0.351  1.00  0.00           C  
HETATM   15  C9  UNL     1       2.046   0.910  -1.162  1.00  0.00           C  
HETATM   16  N2  UNL     1       3.367   1.506  -1.126  1.00  0.00           N  
HETATM   17  C10 UNL     1       4.127   0.636  -0.262  1.00  0.00           C  
HETATM   18  C11 UNL     1       4.953  -0.257  -1.094  1.00  0.00           C  
HETATM   19  O5  UNL     1       4.890  -0.161  -2.358  1.00  0.00           O  
HETATM   20  N3  UNL     1       5.808  -1.214  -0.491  1.00  0.00           N  
HETATM   21  C12 UNL     1       6.600  -2.075  -1.317  1.00  0.00           C  
HETATM   22  C13 UNL     1       5.869  -1.304   0.946  1.00  0.00           C  
HETATM   23  C14 UNL     1       3.137  -0.192   0.529  1.00  0.00           C  
HETATM   24  C15 UNL     1      -2.338  -0.617   0.719  1.00  0.00           C  
HETATM   25  C16 UNL     1      -2.357  -1.593  -0.406  1.00  0.00           C  
HETATM   26  C17 UNL     1      -3.554   0.193   0.911  1.00  0.00           C  
HETATM   27  H1  UNL     1      -7.161  -0.388  -1.343  1.00  0.00           H  
HETATM   28  H2  UNL     1      -7.344   0.991  -0.246  1.00  0.00           H  
HETATM   29  H3  UNL     1      -8.020  -0.602   0.193  1.00  0.00           H  
HETATM   30  H4  UNL     1      -6.019  -0.338   1.522  1.00  0.00           H  
HETATM   31  H5  UNL     1      -5.692  -2.091  -0.704  1.00  0.00           H  
HETATM   32  H6  UNL     1      -4.284  -0.378  -1.049  1.00  0.00           H  
HETATM   33  H7  UNL     1       0.616   3.618   0.993  1.00  0.00           H  
HETATM   34  H8  UNL     1       2.157   1.597   0.906  1.00  0.00           H  
HETATM   35  H9  UNL     1       1.274   1.489  -1.636  1.00  0.00           H  
HETATM   36  H10 UNL     1       2.183  -0.111  -1.575  1.00  0.00           H  
HETATM   37  H11 UNL     1       3.345   2.493  -0.788  1.00  0.00           H  
HETATM   38  H12 UNL     1       4.764   1.232   0.423  1.00  0.00           H  
HETATM   39  H13 UNL     1       7.667  -2.096  -0.974  1.00  0.00           H  
HETATM   40  H14 UNL     1       6.532  -1.741  -2.367  1.00  0.00           H  
HETATM   41  H15 UNL     1       6.208  -3.118  -1.249  1.00  0.00           H  
HETATM   42  H16 UNL     1       6.861  -1.718   1.254  1.00  0.00           H  
HETATM   43  H17 UNL     1       5.049  -1.896   1.359  1.00  0.00           H  
HETATM   44  H18 UNL     1       5.823  -0.269   1.338  1.00  0.00           H  
HETATM   45  H19 UNL     1       2.960  -1.174   0.064  1.00  0.00           H  
HETATM   46  H20 UNL     1       3.374  -0.201   1.593  1.00  0.00           H  
HETATM   47  H21 UNL     1      -2.117  -1.141   1.669  1.00  0.00           H  
HETATM   48  H22 UNL     1      -1.362  -2.128  -0.387  1.00  0.00           H  
HETATM   49  H23 UNL     1      -3.105  -2.366  -0.191  1.00  0.00           H  
HETATM   50  H24 UNL     1      -2.425  -1.143  -1.399  1.00  0.00           H  
HETATM   51  H25 UNL     1      -3.884   0.384   1.939  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    4   30
CONECT    3   31
CONECT    4    5   26   32
CONECT    5    6    6    7
CONECT    7    8   26
CONECT    8    9   12   12
CONECT    9   10   10   11
CONECT   11   33
CONECT   12   13   24
CONECT   13   14
CONECT   14   15   23   34
CONECT   15   16   35   36
CONECT   16   17   37
CONECT   17   18   23   38
CONECT   18   19   19   20
CONECT   20   21   22
CONECT   21   39   40   41
CONECT   22   42   43   44
CONECT   23   45   46
CONECT   24   25   26   47
CONECT   25   48   49   50
CONECT   26   51
END

HMDB0014898
     RDKit          3D
Meropenem
 51 53  0  0  0  0  0  0  0  0999 V2000
   -7.1579   -0.0845   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9004   -0.5148    0.4352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8103   -1.9127    0.2649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6584    0.0791   -0.1177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5663    1.5594   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2725    2.5901   -0.2341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1878    1.4065    0.1722 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508    1.5237    0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1238    2.8113    0.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8425    3.8332   -0.1666 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084    3.0840    0.2583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1764    0.3721    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4402   -0.1873    0.7904 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8497    0.7026    0.3511 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0455    0.9100   -1.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.5061   -1.1263 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1273    0.6363   -0.2616 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9527   -0.2569   -1.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8903   -0.1611   -2.3576 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078   -1.2136   -0.4915 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6004   -2.0755   -1.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8691   -1.3038    0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1368   -0.1920    0.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382   -0.6168    0.7186 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3566   -1.5930   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5538    0.1929    0.9108 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1607   -0.3884   -1.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3439    0.9905   -0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0195   -0.6020    0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0188   -0.3381    1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6920   -2.0909   -0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2837   -0.3783   -1.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6161    3.6176    0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    1.5974    0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2744    1.4894   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1829   -0.1114   -1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    2.4927   -0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7637    1.2324    0.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6665   -2.0957   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5319   -1.7406   -2.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2076   -3.1183   -1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8614   -1.7177    1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0490   -1.8964    1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8235   -0.2689    1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9604   -1.1743    0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3740   -0.2008    1.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1171   -1.1411    1.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3616   -2.1279   -0.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1055   -2.3661   -0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -1.1428   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8838    0.3845    1.9385 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
 20 22  1  0
 17 23  1  0
 12 24  1  0
 24 25  1  0
 24 26  1  0
 26  4  1  0
 26  7  1  0
 23 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  1
  3 31  1  0
  4 32  1  6
 11 33  1  0
 14 34  1  1
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  1
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  1
 25 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(1R,5S,6S)-2-[(3S,5S)-5-DIMETHYLAMINOCARBONYLPYRROLIDIN-3-ylthio]-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylIC ACID	ChEBI
(4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid	ChEBI
Antibiotic SM 7338	ChEBI
MEPM	ChEBI
Meropenem anhydrous	ChEBI
Meropenemum	ChEBI
Merrem i.v.	Kegg
Meronem	Kegg
(1R,5S,6S)-2-[(3S,5S)-5-DIMETHYLAMINOCARBONYLPYRROLIDIN-3-ylthio]-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate	Generator
(4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate	Generator
3-(5-Dimethylcarbamoylpyrrolidin-3-ylthio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid	HMDB
Merrem	HMDB
Ronem	HMDB
Penem	HMDB

Chemical Formula

C₁₇H₂₅N₃O₅S

Average Molecular Weight

383.463

Monoisotopic Molecular Weight

383.151491615

IUPAC Name

(4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)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

meropenem

CAS Registry Number

119478-56-7

SMILES

[H][C@]1([C@@H](C)O)C(=O)N2C(C(O)=O)=C(S[C@@H]3CN[C@@H](C3)C(=O)N(C)C)[C@H](C)[C@]12[H]

InChI Identifier

InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1

InChI Key

DMJNNHOOLUXYBV-PQTSNVLCSA-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
Proline or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Pyrroline carboxylic acid
Pyrroline carboxylic acid or derivatives
Azepine
Vinylogous thioester
Pyrrolidine
Pyrroline
Tertiary carboxylic acid amide
Amino acid or derivatives
Azetidine
Carboxamide group
Amino acid
Thioenolether
Secondary alcohol
Secondary amine
Sulfenyl compound
Azacycle
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Amine
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxide
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

pyrrolidinecarboxamide (CHEBI:43968 )
alpha,beta-unsaturated monocarboxylic acid (CHEBI:43968 )
carbapenemcarboxylic acid (CHEBI:43968 )

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

Cytoplasm (HMDB: HMDB0014898)
Extracellular (HMDB: HMDB0014898)

Source

Exogenous

Exogenous (HMDB: HMDB0014898)

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	5.63 g/L	Not Available
LogP	-0.6	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.63 g/L	ALOGPS
logP	-0.69	ALOGPS
logP	-4.4	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.47	ChemAxon
pKa (Strongest Basic)	9.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	110.18 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	97.89 m³·mol⁻¹	ChemAxon
Polarizability	39.29 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	188.64	31661259
DarkChem	[M-H]-	181.312	31661259
DeepCCS	[M-2H]-	221.401	30932474
DeepCCS	[M+Na]+	196.535	30932474
AllCCS	[M+H]+	186.6	32859911
AllCCS	[M+H-H2O]+	184.2	32859911
AllCCS	[M+NH4]+	188.8	32859911
AllCCS	[M+Na]+	189.4	32859911
AllCCS	[M-H]-	191.0	32859911
AllCCS	[M+Na-2H]-	191.3	32859911
AllCCS	[M+HCOO]-	191.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.53 minutes	32390414
Predicted by Siyang on May 30, 2022	10.3544 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.31 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	215.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1376.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	188.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	98.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	151.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	60.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	266.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	385.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	664.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	670.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	242.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1275.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	211.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	226.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	345.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	323.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	181.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Meropenem	[H][C@]1([C@@H](C)O)C(=O)N2C(C(O)=O)=C(S[C@@H]3CN[C@@H](C3)C(=O)N(C)C)[C@H](C)[C@]12[H]	4587.7	Standard polar	33892256
Meropenem	[H][C@]1([C@@H](C)O)C(=O)N2C(C(O)=O)=C(S[C@@H]3CN[C@@H](C3)C(=O)N(C)C)[C@H](C)[C@]12[H]	2961.2	Standard non polar	33892256
Meropenem	[H][C@]1([C@@H](C)O)C(=O)N2C(C(O)=O)=C(S[C@@H]3CN[C@@H](C3)C(=O)N(C)C)[C@H](C)[C@]12[H]	3377.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Meropenem,1TMS,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)N(C)C)C3)[C@H](C)[C@H]12	2955.5	Semi standard non polar	33892256
Meropenem,1TMS,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)N(C)C)C3)[C@H](C)[C@H]12	2934.5	Semi standard non polar	33892256
Meropenem,1TMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)N(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	2852.8	Semi standard non polar	33892256
Meropenem,2TMS,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)N(C)C)C3)[C@H](C)[C@H]12	2879.5	Semi standard non polar	33892256
Meropenem,2TMS,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)N(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	2824.6	Semi standard non polar	33892256
Meropenem,2TMS,isomer #3	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(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	2816.3	Semi standard non polar	33892256
Meropenem,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]3C[C@@H](C(=O)N(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	2849.4	Semi standard non polar	33892256
Meropenem,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]3C[C@@H](C(=O)N(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3256.0	Standard non polar	33892256
Meropenem,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]3C[C@@H](C(=O)N(C)C)N([Si](C)(C)C)C3)[C@H](C)[C@H]12	3776.3	Standard polar	33892256
Meropenem,1TBDMS,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)N(C)C)C3)[C@H](C)[C@H]12	3158.9	Semi standard non polar	33892256
Meropenem,1TBDMS,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)N(C)C)C3)[C@H](C)[C@H]12	3164.0	Semi standard non polar	33892256
Meropenem,1TBDMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@H]3C[C@@H](C(=O)N(C)C)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	3074.9	Semi standard non polar	33892256
Meropenem,2TBDMS,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)N(C)C)C3)[C@H](C)[C@H]12	3316.8	Semi standard non polar	33892256
Meropenem,2TBDMS,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)N(C)C)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	3236.9	Semi standard non polar	33892256
Meropenem,2TBDMS,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]3C[C@@H](C(=O)N(C)C)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	3240.9	Semi standard non polar	33892256
Meropenem,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]3C[C@@H](C(=O)N(C)C)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	3456.1	Semi standard non polar	33892256
Meropenem,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]3C[C@@H](C(=O)N(C)C)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	3942.3	Standard non polar	33892256
Meropenem,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]3C[C@@H](C(=O)N(C)C)N([Si](C)(C)C(C)(C)C)C3)[C@H](C)[C@H]12	3981.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Meropenem GC-MS (Non-derivatized) - 70eV, Positive	splash10-0g6r-9165000000-bfa50046e33decc913f0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Meropenem GC-MS (2 TMS) - 70eV, Positive	splash10-00dl-9320210000-71603485baf0ee1f92c6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Meropenem 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 - Meropenem 10V, Positive-QTOF	splash10-01ox-0936000000-857a771e636fb53260ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meropenem 20V, Positive-QTOF	splash10-02tc-1977000000-43d0012adc5dc96ecabd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meropenem 40V, Positive-QTOF	splash10-0hfx-9840000000-2ccf21d5dcd32f3989c7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meropenem 10V, Negative-QTOF	splash10-000i-0229000000-f9d8bdfc2564aeca32ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meropenem 20V, Negative-QTOF	splash10-000i-9521000000-83bc2070b161829e83c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meropenem 40V, Negative-QTOF	splash10-0002-2900000000-e17d924d7e7692764373	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meropenem 10V, Positive-QTOF	splash10-001i-0009000000-5e44660aff42cac149bd	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meropenem 20V, Positive-QTOF	splash10-00lr-0009000000-4dd3b9244a8243c4b20d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meropenem 40V, Positive-QTOF	splash10-0udi-4911000000-def7d662e5166c4d5e94	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meropenem 10V, Negative-QTOF	splash10-001i-0009000000-d7eed5c18e5f3c6f6f92	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meropenem 20V, Negative-QTOF	splash10-017l-1289000000-11238b0e8232b05612fc	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meropenem 40V, Negative-QTOF	splash10-08nc-3294000000-363e013578d0e013c800	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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 DB00760	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00760	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00760

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

389924

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Meropenem

METLIN ID

Not Available

PubChem Compound

441130

PDB ID

Not Available

ChEBI ID

43968

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

Not Available

Showing metabocard for Meropenem (HMDB0014898)

MOL for HMDB0014898 (Meropenem)

3D MOL for HMDB0014898 (Meropenem)

3D SDF for HMDB0014898 (Meropenem)

3D-SDF for HMDB0014898 (Meropenem)

PDB for HMDB0014898 (Meropenem)

3D PDB for HMDB0014898 (Meropenem)

SMILES for HMDB0014898 (Meropenem)

INCHI for HMDB0014898 (Meropenem)

Structure for HMDB0014898 (Meropenem)

3D Structure for HMDB0014898 (Meropenem)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra