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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:01 UTC

HMDB ID

HMDB0015536

Secondary Accession Numbers

HMDB15536

Metabolite Identification

Common Name

Imipenem

Description

Semisynthetic thienamycin that has a wide spectrum of antibacterial activity against gram-negative and gram-positive aerobic and anaerobic bacteria, including many multiresistant strains. It is stable to beta-lactamases. Clinical studies have demonstrated high efficacy in the treatment of infections of various body systems. Its effectiveness is enhanced when it is administered in combination with cilastatin, a renal dipeptidase inhibitor. [PubChem]

Structure

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

HMDB0015536
     RDKit          3D
Imipenem
 37 38  0  0  0  0  0  0  0  0999 V2000
   -3.0365    2.9837   -0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6406    1.6673    0.0188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8579    0.8822   -1.1108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7523    0.8791    0.9874 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3728   -0.4351    1.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4836   -0.7845    1.7668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1850   -1.1221    0.9654 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114   -2.0263    0.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2334   -3.4815    0.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3261   -4.0501    0.9399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1130   -4.2704    0.5526 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352   -1.3352    0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6403   -2.0420    0.2763 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784   -0.8028   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7253   -0.1651   -1.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8086    0.8064   -1.5900 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0203    0.4155   -1.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512    1.3683   -1.8570 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3158    0.1060    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7516    0.0743    0.1947 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2534    3.7870    0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5347    3.3357   -1.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572    2.9309   -0.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6279    1.8605    0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2314    0.0038   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3759    1.4413    1.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3950   -4.2988   -0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8880   -1.2623    0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667    0.0420    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8002    0.3709   -1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8822   -0.8975   -2.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273   -0.6388   -1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8541    1.2847   -2.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0128    2.2205   -1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2632    0.7737    0.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2826    0.4053    1.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9057   -0.0265   -0.8746 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  2  0
 17 18  1  0
 12 19  1  0
 19 20  1  0
 20  4  1  0
 20  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  1
  3 25  1  0
  4 26  1  1
 11 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  6
M  END

1598
  Mrv0541 02231215352D          

 22 23  0  0  1  0            999 V2000
    5.9559   -0.2382    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625    1.5588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474   -1.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7079   -1.8618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3488   -2.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613   -0.6507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6059    1.1908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8434    1.9053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613    0.1743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0295    0.1778    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6459    0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0295   -0.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474    0.7623    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6459   -0.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1309   -0.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9009   -1.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3684    0.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1934    0.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4309    1.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7595    0.8264    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4195   -0.0742    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  1 18  1  0  0  0  0
 13  2  1  1  0  0  0
  3 12  2  0  0  0  0
  4 17  1  0  0  0  0
  5 17  2  0  0  0  0
  6  9  1  0  0  0  0
  6 12  1  0  0  0  0
  6 14  1  0  0  0  0
  7 19  1  0  0  0  0
  7 20  2  0  0  0  0
  8 20  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 21  1  6  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 10 22  1  1  0  0  0
 11 15  1  0  0  0  0
 13 16  1  0  0  0  0
 14 15  2  0  0  0  0
 14 17  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015536

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12CC(SCC\N=C\N)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1

> <INCHI_KEY>
ZSKVGTPCRGIANV-ZXFLCMHBSA-N

> <FORMULA>
C12H17N3O4S

> <MOLECULAR_WEIGHT>
299.346

> <EXACT_MASS>
299.093976737

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.096207372789934

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5R,6S)-3-({2-[(E)-(aminomethylidene)amino]ethyl}sulfanyl)-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
-0.19

> <JCHEM_LOGP>
-3.8512225438676038

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.000723709272222

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6333360173788556

> <JCHEM_PKA_STRONGEST_BASIC>
10.878152885787445

> <JCHEM_POLAR_SURFACE_AREA>
116.21999999999998

> <JCHEM_REFRACTIVITY>
75.84340000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
zienam

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015536
     RDKit          3D
Imipenem
 37 38  0  0  0  0  0  0  0  0999 V2000
   -3.0365    2.9837   -0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6406    1.6673    0.0188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8579    0.8822   -1.1108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7523    0.8791    0.9874 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3728   -0.4351    1.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4836   -0.7845    1.7668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1850   -1.1221    0.9654 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114   -2.0263    0.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2334   -3.4815    0.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3261   -4.0501    0.9399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1130   -4.2704    0.5526 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352   -1.3352    0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6403   -2.0420    0.2763 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784   -0.8028   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7253   -0.1651   -1.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8086    0.8064   -1.5900 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0203    0.4155   -1.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512    1.3683   -1.8570 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3158    0.1060    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7516    0.0743    0.1947 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2534    3.7870    0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5347    3.3357   -1.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572    2.9309   -0.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6279    1.8605    0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2314    0.0038   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3759    1.4413    1.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3950   -4.2988   -0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8880   -1.2623    0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667    0.0420    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8002    0.3709   -1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8822   -0.8975   -2.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273   -0.6388   -1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8541    1.2847   -2.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0128    2.2205   -1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2632    0.7737    0.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2826    0.4053    1.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9057   -0.0265   -0.8746 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  2  0
 17 18  1  0
 12 19  1  0
 19 20  1  0
 20  4  1  0
 20  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  1
  3 25  1  0
  4 26  1  1
 11 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  6
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1598                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      11.118  -0.445   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       4.970   2.910   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.568  -2.312   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      10.655  -3.475   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       8.118  -4.299   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       7.208  -1.215   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      14.198   2.223   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      16.508   3.557   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       7.208   0.325   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.655   0.332   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.672   0.801   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.655  -1.221   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.568   1.423   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.672  -1.690   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.578  -0.445   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.080   1.027   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.148  -3.155   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.888   0.889   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.428   0.889   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.738   2.223   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       7.018   1.543   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.516  -0.139   0.000  0.00  0.00           H+0
CONECT    1   15   18                                                       
CONECT    2   13                                                            
CONECT    3   12                                                            
CONECT    4   17                                                            
CONECT    5   17                                                            
CONECT    6    9   12   14                                                  
CONECT    7   19   20                                                       
CONECT    8   20                                                            
CONECT    9    6   10   11   21                                             
CONECT   10    9   12   13   22                                             
CONECT   11    9   15                                                       
CONECT   12    3    6   10                                                  
CONECT   13    2   10   16                                                  
CONECT   14    6   15   17                                                  
CONECT   15    1   11   14                                                  
CONECT   16   13                                                            
CONECT   17    4    5   14                                                  
CONECT   18    1   19                                                       
CONECT   19    7   18                                                       
CONECT   20    7    8                                                       
CONECT   21    9                                                            
CONECT   22   10                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0015536
HETATM    1  C1  UNL     1      -3.036   2.984  -0.339  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.641   1.667   0.019  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.858   0.882  -1.111  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.752   0.879   0.987  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.373  -0.435   1.333  1.00  0.00           C  
HETATM    6  O2  UNL     1      -4.484  -0.784   1.767  1.00  0.00           O  
HETATM    7  N1  UNL     1      -2.185  -1.122   0.965  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.111  -2.026   0.760  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.233  -3.482   0.759  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.326  -4.050   0.940  1.00  0.00           O  
HETATM   11  O4  UNL     1      -0.113  -4.270   0.553  1.00  0.00           O  
HETATM   12  C7  UNL     1       0.035  -1.335   0.572  1.00  0.00           C  
HETATM   13  S1  UNL     1       1.640  -2.042   0.276  1.00  0.00           S  
HETATM   14  C8  UNL     1       2.878  -0.803  -0.115  1.00  0.00           C  
HETATM   15  C9  UNL     1       2.725  -0.165  -1.454  1.00  0.00           C  
HETATM   16  N2  UNL     1       3.809   0.806  -1.590  1.00  0.00           N  
HETATM   17  C10 UNL     1       5.020   0.416  -1.727  1.00  0.00           C  
HETATM   18  N3  UNL     1       6.051   1.368  -1.857  1.00  0.00           N  
HETATM   19  C11 UNL     1      -0.316   0.106   0.663  1.00  0.00           C  
HETATM   20  C12 UNL     1      -1.752   0.074   0.195  1.00  0.00           C  
HETATM   21  H1  UNL     1      -3.253   3.787   0.401  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.535   3.336  -1.289  1.00  0.00           H  
HETATM   23  H3  UNL     1      -1.957   2.931  -0.576  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.628   1.860   0.485  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.231   0.004  -0.844  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.376   1.441   1.840  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.395  -4.299  -0.321  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.888  -1.262   0.028  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.867   0.042   0.639  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.800   0.371  -1.624  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.882  -0.897  -2.294  1.00  0.00           H  
HETATM   32  H12 UNL     1       5.227  -0.639  -1.741  1.00  0.00           H  
HETATM   33  H13 UNL     1       6.854   1.285  -2.512  1.00  0.00           H  
HETATM   34  H14 UNL     1       6.013   2.220  -1.256  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.263   0.774   0.040  1.00  0.00           H  
HETATM   36  H16 UNL     1      -0.283   0.405   1.738  1.00  0.00           H  
HETATM   37  H17 UNL     1      -1.906  -0.026  -0.875  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4   24
CONECT    3   25
CONECT    4    5   20   26
CONECT    5    6    6    7
CONECT    7    8   20
CONECT    8    9   12   12
CONECT    9   10   10   11
CONECT   11   27
CONECT   12   13   19
CONECT   13   14
CONECT   14   15   28   29
CONECT   15   16   30   31
CONECT   16   17   17
CONECT   17   18   32
CONECT   18   33   34
CONECT   19   20   35   36
CONECT   20   37
END

HMDB0015536
     RDKit          3D
Imipenem
 37 38  0  0  0  0  0  0  0  0999 V2000
   -3.0365    2.9837   -0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6406    1.6673    0.0188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8579    0.8822   -1.1108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7523    0.8791    0.9874 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3728   -0.4351    1.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4836   -0.7845    1.7668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1850   -1.1221    0.9654 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114   -2.0263    0.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2334   -3.4815    0.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3261   -4.0501    0.9399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1130   -4.2704    0.5526 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352   -1.3352    0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6403   -2.0420    0.2763 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784   -0.8028   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7253   -0.1651   -1.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8086    0.8064   -1.5900 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0203    0.4155   -1.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512    1.3683   -1.8570 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3158    0.1060    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7516    0.0743    0.1947 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2534    3.7870    0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5347    3.3357   -1.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572    2.9309   -0.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6279    1.8605    0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2314    0.0038   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3759    1.4413    1.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3950   -4.2988   -0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8880   -1.2623    0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667    0.0420    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8002    0.3709   -1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8822   -0.8975   -2.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273   -0.6388   -1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8541    1.2847   -2.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0128    2.2205   -1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2632    0.7737    0.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2826    0.4053    1.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9057   -0.0265   -0.8746 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  2  0
 17 18  1  0
 12 19  1  0
 19 20  1  0
 20  4  1  0
 20  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  1
  3 25  1  0
  4 26  1  1
 11 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  6
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(5R,6S)-3-((2-(Formimidoylamino)ethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid	ChEBI
(5R,6S)-3-(2-Formimidoylamino-ethylsulfanyl)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid	ChEBI
(5R,6S)-6-((R)-1-Hydroxyethyl)-3-(2-(iminomethylamino)ethylthio)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carbonsaeure	ChEBI
Imipenem anhydrous	ChEBI
Imipenemum	ChEBI
N-Formimidoyl thienamycin	ChEBI
N-Formimidoylthienamycin	ChEBI
(5R,6S)-3-((2-(Formimidoylamino)ethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylate	Generator
(5R,6S)-3-(2-Formimidoylamino-ethylsulfanyl)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate	Generator
(5R,6S)-3-(2-Formimidoylamino-ethylsulphanyl)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate	Generator
(5R,6S)-3-(2-Formimidoylamino-ethylsulphanyl)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid	Generator
IPM	HMDB
Imipemide	HMDB
Imipenem, N-formimidoyl thienamycin	HMDB
IMP	HMDB
Imipenem, anhydrous	HMDB
N Formimidoylthienamycin	HMDB
Anhydrous imipenem	HMDB
Anhydrous, imipenem	HMDB

Chemical Formula

C₁₂H₁₇N₃O₄S

Average Molecular Weight

299.346

Monoisotopic Molecular Weight

299.093976737

IUPAC Name

(5R,6S)-3-({2-[(E)-(aminomethylidene)amino]ethyl}sulfanyl)-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Traditional Name

zienam

CAS Registry Number

74431-23-5

SMILES

[H][C@]12CC(SCC\N=C\N)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O

InChI Identifier

InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1

InChI Key

ZSKVGTPCRGIANV-ZXFLCMHBSA-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
Alpha-amino acid or derivatives
Pyrroline carboxylic acid
Pyrroline carboxylic acid or derivatives
Azepine
Vinylogous thioester
Pyrroline
Tertiary carboxylic acid amide
Azetidine
Carboxamide group
Secondary alcohol
Thioenolether
Sulfenyl compound
Carboximidamide
Azacycle
Amidine
Formamidine
Carboxylic acid amidine
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Imine
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Carbonyl group
Alcohol
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

carbapenems (CHEBI:471744 )
carbapenems (C06665 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

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	0.78 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.78 g/L	ALOGPS
logP	-0.19	ALOGPS
logP	-3.9	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.63	ChemAxon
pKa (Strongest Basic)	10.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.22 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	75.84 m³·mol⁻¹	ChemAxon
Polarizability	31.1 Å³	ChemAxon
Number of Rings	2	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]+	167.53	31661259
DarkChem	[M-H]-	162.988	31661259
DeepCCS	[M-2H]-	206.563	30932474
DeepCCS	[M+Na]+	182.635	30932474
AllCCS	[M+H]+	165.5	32859911
AllCCS	[M+H-H2O]+	162.4	32859911
AllCCS	[M+NH4]+	168.3	32859911
AllCCS	[M+Na]+	169.2	32859911
AllCCS	[M-H]-	169.0	32859911
AllCCS	[M+Na-2H]-	169.0	32859911
AllCCS	[M+HCOO]-	169.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Imipenem	[H][C@]12CC(SCC\N=C\N)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O	3901.9	Standard polar	33892256
Imipenem	[H][C@]12CC(SCC\N=C\N)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O	2781.9	Standard non polar	33892256
Imipenem	[H][C@]12CC(SCC\N=C\N)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O	2866.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Imipenem,1TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N)C[C@H]12	2580.7	Semi standard non polar	33892256
Imipenem,1TMS,isomer #2	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCC/N=C/N)C[C@H]12	2550.8	Semi standard non polar	33892256
Imipenem,1TMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N[Si](C)(C)C)C[C@H]12	2706.6	Semi standard non polar	33892256
Imipenem,2TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCC/N=C/N)C[C@H]12	2511.3	Semi standard non polar	33892256
Imipenem,2TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N[Si](C)(C)C)C[C@H]12	2675.9	Semi standard non polar	33892256
Imipenem,2TMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCC/N=C/N[Si](C)(C)C)C[C@H]12	2660.9	Semi standard non polar	33892256
Imipenem,2TMS,isomer #4	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N([Si](C)(C)C)[Si](C)(C)C)C[C@H]12	2739.9	Semi standard non polar	33892256
Imipenem,3TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCC/N=C/N[Si](C)(C)C)C[C@H]12	2636.0	Semi standard non polar	33892256
Imipenem,3TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCC/N=C/N[Si](C)(C)C)C[C@H]12	2785.3	Standard non polar	33892256
Imipenem,3TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCC/N=C/N[Si](C)(C)C)C[C@H]12	3969.7	Standard polar	33892256
Imipenem,3TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N([Si](C)(C)C)[Si](C)(C)C)C[C@H]12	2693.3	Semi standard non polar	33892256
Imipenem,3TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N([Si](C)(C)C)[Si](C)(C)C)C[C@H]12	2862.4	Standard non polar	33892256
Imipenem,3TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N([Si](C)(C)C)[Si](C)(C)C)C[C@H]12	3793.0	Standard polar	33892256
Imipenem,3TMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCC/N=C/N([Si](C)(C)C)[Si](C)(C)C)C[C@H]12	2690.1	Semi standard non polar	33892256
Imipenem,3TMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCC/N=C/N([Si](C)(C)C)[Si](C)(C)C)C[C@H]12	2898.1	Standard non polar	33892256
Imipenem,3TMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCC/N=C/N([Si](C)(C)C)[Si](C)(C)C)C[C@H]12	3894.8	Standard polar	33892256
Imipenem,4TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCC/N=C/N([Si](C)(C)C)[Si](C)(C)C)C[C@H]12	2699.6	Semi standard non polar	33892256
Imipenem,4TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCC/N=C/N([Si](C)(C)C)[Si](C)(C)C)C[C@H]12	2923.1	Standard non polar	33892256
Imipenem,4TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCC/N=C/N([Si](C)(C)C)[Si](C)(C)C)C[C@H]12	3539.8	Standard polar	33892256
Imipenem,1TBDMS,isomer #1	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N)C[C@H]12	2757.8	Semi standard non polar	33892256
Imipenem,1TBDMS,isomer #2	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCC/N=C/N)C[C@H]12	2736.0	Semi standard non polar	33892256
Imipenem,1TBDMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N[Si](C)(C)C(C)(C)C)C[C@H]12	2875.1	Semi standard non polar	33892256
Imipenem,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(SCC/N=C/N)C[C@H]12	2882.9	Semi standard non polar	33892256
Imipenem,2TBDMS,isomer #2	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N[Si](C)(C)C(C)(C)C)C[C@H]12	3018.8	Semi standard non polar	33892256
Imipenem,2TBDMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCC/N=C/N[Si](C)(C)C(C)(C)C)C[C@H]12	3024.7	Semi standard non polar	33892256
Imipenem,2TBDMS,isomer #4	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C[C@H]12	3042.7	Semi standard non polar	33892256
Imipenem,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(SCC/N=C/N[Si](C)(C)C(C)(C)C)C[C@H]12	3175.0	Semi standard non polar	33892256
Imipenem,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(SCC/N=C/N[Si](C)(C)C(C)(C)C)C[C@H]12	3488.7	Standard non polar	33892256
Imipenem,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(SCC/N=C/N[Si](C)(C)C(C)(C)C)C[C@H]12	3940.0	Standard polar	33892256
Imipenem,3TBDMS,isomer #2	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C[C@H]12	3202.9	Semi standard non polar	33892256
Imipenem,3TBDMS,isomer #2	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C[C@H]12	3518.9	Standard non polar	33892256
Imipenem,3TBDMS,isomer #2	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C(SCC/N=C/N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C[C@H]12	3800.3	Standard polar	33892256
Imipenem,3TBDMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCC/N=C/N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C[C@H]12	3220.7	Semi standard non polar	33892256
Imipenem,3TBDMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCC/N=C/N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C[C@H]12	3555.6	Standard non polar	33892256
Imipenem,3TBDMS,isomer #3	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCC/N=C/N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C[C@H]12	3873.3	Standard polar	33892256
Imipenem,4TBDMS,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(SCC/N=C/N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C[C@H]12	3381.7	Semi standard non polar	33892256
Imipenem,4TBDMS,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(SCC/N=C/N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C[C@H]12	3777.9	Standard non polar	33892256
Imipenem,4TBDMS,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(SCC/N=C/N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C[C@H]12	3693.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Imipenem GC-MS (Non-derivatized) - 70eV, Positive	splash10-000y-9150000000-462b1a2f1803b594d4d8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imipenem GC-MS (2 TMS) - 70eV, Positive	splash10-009i-9416300000-144f90b8d8b4d5b915f1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imipenem GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imipenem 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 - Imipenem 10V, Positive-QTOF	splash10-0h3s-3973000000-885401af8e32fab56277	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imipenem 20V, Positive-QTOF	splash10-0f7k-3490000000-71a354ac25ef670f7e55	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imipenem 40V, Positive-QTOF	splash10-01r5-8910000000-6be5fb1963bd187b30b3	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imipenem 10V, Negative-QTOF	splash10-0udl-3390000000-bdd7825d35f4fa7782d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imipenem 20V, Negative-QTOF	splash10-0f79-9630000000-fc0b37e2773e0385e24f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imipenem 40V, Negative-QTOF	splash10-0f7o-9700000000-2d93b0c62bb2866f1242	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imipenem 10V, Positive-QTOF	splash10-0udi-0049000000-036a1425b2ce83157756	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imipenem 20V, Positive-QTOF	splash10-0r0r-0091000000-b0266dd67b8bcac9b820	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imipenem 40V, Positive-QTOF	splash10-03gj-9640000000-118776f48915723d047f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imipenem 10V, Negative-QTOF	splash10-0002-3090000000-35b1ed105590a664c848	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imipenem 20V, Negative-QTOF	splash10-001i-0920000000-e0bfaa17bbc903760f9d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imipenem 40V, Negative-QTOF	splash10-001i-4940000000-7d1255e0c1ee70f83743	2021-10-11	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

Cytoplasm
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 DB01598	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01598	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01598

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

94631

KEGG Compound ID

C06665

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Imipenem

METLIN ID

Not Available

PubChem Compound

104838

PDB ID

Not Available

ChEBI ID

471744

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

Richerson MA, Ambrose PG, Quintiliani R, Nightingale CH: Formulary review of the carbapenems: comparison of imipenem/cilastatin and meropenem. Conn Med. 1998 Mar;62(3):165-9. [PubMed:9573653 ]
Buckley MM, Brogden RN, Barradell LB, Goa KL: Imipenem/cilastatin. A reappraisal of its antibacterial activity, pharmacokinetic properties and therapeutic efficacy. Drugs. 1992 Sep;44(3):408-44. [PubMed:1382937 ]
Hellinger WC, Brewer NS: Imipenem. Mayo Clin Proc. 1991 Oct;66(10):1074-81. [PubMed:1921491 ]
Pastel DA: Imipenem-cilastatin sodium, a broad-spectrum carbapenem antibiotic combination. Clin Pharm. 1986 Sep;5(9):719-36. [PubMed:3530614 ]
Clissold SP, Todd PA, Campoli-Richards DM: Imipenem/cilastatin. A review of its antibacterial activity, pharmacokinetic properties and therapeutic efficacy. Drugs. 1987 Mar;33(3):183-241. [PubMed:3552595 ]
Birnbaum J, Kahan FM, Kropp H, MacDonald JS: Carbapenems, a new class of beta-lactam antibiotics. Discovery and development of imipenem/cilastatin. Am J Med. 1985 Jun 7;78(6A):3-21. [PubMed:3859213 ]
Kahan FM, Kropp H, Sundelof JG, Birnbaum J: Thienamycin: development of imipenen-cilastatin. J Antimicrob Chemother. 1983 Dec;12 Suppl D:1-35. [PubMed:6365872 ]
Kattan JN, Villegas MV, Quinn JP: New developments in carbapenems. Clin Microbiol Infect. 2008 Dec;14(12):1102-11. doi: 10.1111/j.1469-0691.2008.02101.x. [PubMed:19076841 ]

Showing metabocard for Imipenem (HMDB0015536)

MOL for HMDB0015536 (Imipenem)

3D MOL for HMDB0015536 (Imipenem)

3D SDF for HMDB0015536 (Imipenem)

3D-SDF for HMDB0015536 (Imipenem)

PDB for HMDB0015536 (Imipenem)

3D PDB for HMDB0015536 (Imipenem)

SMILES for HMDB0015536 (Imipenem)

INCHI for HMDB0015536 (Imipenem)

Structure for HMDB0015536 (Imipenem)

3D Structure for HMDB0015536 (Imipenem)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra