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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

HMDB0015544

Secondary Accession Numbers

HMDB15544

Metabolite Identification

Common Name

Tazobactam

Description

Tazobactam, also known as YTR 830 or tazobactam sodium, belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Based on a literature review a significant number of articles have been published on Tazobactam.

Structure

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

HMDB0015544
     RDKit          3D
Tazobactam
 32 34  0  0  0  0  0  0  0  0999 V2000
    0.5107    1.2078    0.9765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1716    0.2881   -0.1765 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4045   -0.1572   -0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3310   -0.8716   -0.0827 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3321   -0.3339    0.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841   -1.3447    1.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642   -2.4735    0.9247 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3767   -2.1664    0.1175 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8110    0.9657   -1.0818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2500    2.2864   -0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4589    2.5202   -0.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3180    3.2496   -0.3280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8910    0.0623   -1.3514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8878   -0.6991   -2.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4482   -0.6872   -3.1494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0987   -1.6212   -0.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3538   -0.5610   -0.1050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7456   -1.0812    0.5174 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.7122   -1.0872    1.9990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440   -2.3789   -0.0954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3782    1.6894    1.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3152    1.9376    0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225    0.5397    1.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8510    0.7530   -1.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0550   -0.7709   -1.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941    0.7129    0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8529   -1.1983    1.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2551    1.1634   -2.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4619    4.2291   -0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5837   -2.5806   -0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1495   -1.6763   -0.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9180    0.0841    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  2  0
 18  2  1  0
  8  4  1  0
 17 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  9 28  1  6
 12 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  1
M  END


  Mrv0541 02231215352D          

 21 23  0  0  1  0            999 V2000
    3.8486    1.2172    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5937    2.0019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5161    1.7021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.4507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5516   -1.5154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9105   -1.0738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0640    0.1373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7547    0.4005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4692   -0.0120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0822    0.5400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3336    0.5498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0640    0.9623    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8486   -0.1176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2322    0.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2322    0.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0010    0.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0010    1.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1036   -0.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9263    1.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7467    1.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9557    1.6551    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  2  0  0  0  0
  1 11  1  0  0  0  0
  1 12  1  0  0  0  0
  4 15  2  0  0  0  0
  5 18  1  0  0  0  0
  6 18  2  0  0  0  0
  7 12  1  0  0  0  0
  7 13  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
  8 19  1  0  0  0  0
  9 10  2  0  0  0  0
 10 20  1  0  0  0  0
 11 13  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  6  0  0  0
 12 14  1  0  0  0  0
 12 21  1  6  0  0  0
 13 18  1  6  0  0  0
 14 15  1  0  0  0  0
 19 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015544

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC(=O)N1[C@@H](C(O)=O)[C@](C)(CN1C=CN=N1)S2(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N4O5S/c1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19/h2-3,7-8H,4-5H2,1H3,(H,16,17)/t7-,8+,10+/m1/s1

> <INCHI_KEY>
LPQZKKCYTLCDGQ-WEDXCCLWSA-N

> <FORMULA>
C10H12N4O5S

> <MOLECULAR_WEIGHT>
300.291

> <EXACT_MASS>
300.052840204

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
26.21598472393581

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,5R)-3-methyl-4,4,7-trioxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <ALOGPS_LOGP>
-1.80

> <JCHEM_LOGP>
-1.3995084486666667

> <ALOGPS_LOGS>
-1.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.64243060134982

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.862082377174405

> <JCHEM_PKA_STRONGEST_BASIC>
0.7324531372644268

> <JCHEM_POLAR_SURFACE_AREA>
122.45999999999998

> <JCHEM_REFRACTIVITY>
74.8153

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.59e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tazobactam

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015544
     RDKit          3D
Tazobactam
 32 34  0  0  0  0  0  0  0  0999 V2000
    0.5107    1.2078    0.9765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1716    0.2881   -0.1765 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4045   -0.1572   -0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3310   -0.8716   -0.0827 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3321   -0.3339    0.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841   -1.3447    1.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642   -2.4735    0.9247 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3767   -2.1664    0.1175 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8110    0.9657   -1.0818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2500    2.2864   -0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4589    2.5202   -0.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3180    3.2496   -0.3280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8910    0.0623   -1.3514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8878   -0.6991   -2.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4482   -0.6872   -3.1494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0987   -1.6212   -0.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3538   -0.5610   -0.1050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7456   -1.0812    0.5174 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.7122   -1.0872    1.9990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440   -2.3789   -0.0954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3782    1.6894    1.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3152    1.9376    0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225    0.5397    1.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8510    0.7530   -1.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0550   -0.7709   -1.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941    0.7129    0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8529   -1.1983    1.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2551    1.1634   -2.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4619    4.2291   -0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5837   -2.5806   -0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1495   -1.6763   -0.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9180    0.0841    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  2  0
 18  2  1  0
  8  4  1  0
 17 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  9 28  1  6
 12 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  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  S   UNK     0       7.184   2.272   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       6.708   3.737   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       8.430   3.177   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.080  -0.841   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       6.630  -2.829   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       9.166  -2.004   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       5.719   0.256   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      10.742   0.748   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      12.076  -0.022   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      13.220   1.008   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       8.089   1.026   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.719   1.796   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.184  -0.220   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.167   1.803   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.167   0.250   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.335   0.121   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.335   1.931   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.660  -1.684   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.062   2.254   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.594   2.415   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       5.517   3.090   0.000  0.00  0.00           H+0
CONECT    1    2    3   11   12                                             
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4   15                                                            
CONECT    5   18                                                            
CONECT    6   18                                                            
CONECT    7   12   13   15                                                  
CONECT    8    9   16   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   20                                                       
CONECT   11    1   13   16   17                                             
CONECT   12    1    7   14   21                                             
CONECT   13    7   11   18                                                  
CONECT   14   12   15                                                       
CONECT   15    4    7   14                                                  
CONECT   16    8   11                                                       
CONECT   17   11                                                            
CONECT   18    5    6   13                                                  
CONECT   19    8   20                                                       
CONECT   20   10   19                                                       
CONECT   21   12                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0015544
HETATM    1  C1  UNL     1       0.511   1.208   0.977  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.172   0.288  -0.176  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.404  -0.157  -0.894  1.00  0.00           C  
HETATM    4  N1  UNL     1       2.331  -0.872  -0.083  1.00  0.00           N  
HETATM    5  C4  UNL     1       3.332  -0.334   0.628  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.984  -1.345   1.263  1.00  0.00           C  
HETATM    7  N2  UNL     1       3.364  -2.474   0.925  1.00  0.00           N  
HETATM    8  N3  UNL     1       2.377  -2.166   0.117  1.00  0.00           N  
HETATM    9  C6  UNL     1      -0.811   0.966  -1.082  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.250   2.286  -0.609  1.00  0.00           C  
HETATM   11  O1  UNL     1      -2.459   2.520  -0.468  1.00  0.00           O  
HETATM   12  O2  UNL     1      -0.318   3.250  -0.328  1.00  0.00           O  
HETATM   13  N4  UNL     1      -1.891   0.062  -1.351  1.00  0.00           N  
HETATM   14  C8  UNL     1      -2.888  -0.699  -2.021  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.448  -0.687  -3.149  1.00  0.00           O  
HETATM   16  C9  UNL     1      -3.099  -1.621  -0.863  1.00  0.00           C  
HETATM   17  C10 UNL     1      -2.354  -0.561  -0.105  1.00  0.00           C  
HETATM   18  S1  UNL     1      -0.746  -1.081   0.517  1.00  0.00           S  
HETATM   19  O4  UNL     1      -0.712  -1.087   1.999  1.00  0.00           O  
HETATM   20  O5  UNL     1      -0.344  -2.379  -0.095  1.00  0.00           O  
HETATM   21  H1  UNL     1      -0.378   1.689   1.406  1.00  0.00           H  
HETATM   22  H2  UNL     1       1.315   1.938   0.702  1.00  0.00           H  
HETATM   23  H3  UNL     1       0.922   0.540   1.788  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.851   0.753  -1.358  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.055  -0.771  -1.777  1.00  0.00           H  
HETATM   26  H6  UNL     1       3.594   0.713   0.698  1.00  0.00           H  
HETATM   27  H7  UNL     1       4.853  -1.198   1.920  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.255   1.163  -2.046  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.462   4.229  -0.267  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.584  -2.581  -0.937  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.150  -1.676  -0.509  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.918   0.084   0.564  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    9   18
CONECT    3    4   24   25
CONECT    4    5    8
CONECT    5    6    6   26
CONECT    6    7   27
CONECT    7    8    8
CONECT    9   10   13   28
CONECT   10   11   11   12
CONECT   12   29
CONECT   13   14   17
CONECT   14   15   15   16
CONECT   16   17   30   31
CONECT   17   18   32
CONECT   18   19   19   20   20
END

HMDB0015544
     RDKit          3D
Tazobactam
 32 34  0  0  0  0  0  0  0  0999 V2000
    0.5107    1.2078    0.9765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1716    0.2881   -0.1765 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4045   -0.1572   -0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3310   -0.8716   -0.0827 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3321   -0.3339    0.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841   -1.3447    1.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642   -2.4735    0.9247 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3767   -2.1664    0.1175 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8110    0.9657   -1.0818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2500    2.2864   -0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4589    2.5202   -0.4676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3180    3.2496   -0.3280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8910    0.0623   -1.3514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8878   -0.6991   -2.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4482   -0.6872   -3.1494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0987   -1.6212   -0.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3538   -0.5610   -0.1050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7456   -1.0812    0.5174 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.7122   -1.0872    1.9990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440   -2.3789   -0.0954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3782    1.6894    1.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3152    1.9376    0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225    0.5397    1.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8510    0.7530   -1.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0550   -0.7709   -1.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941    0.7129    0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8529   -1.1983    1.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2551    1.1634   -2.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4619    4.2291   -0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5837   -2.5806   -0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1495   -1.6763   -0.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9180    0.0841    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  2  0
 18  2  1  0
  8  4  1  0
 17 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  9 28  1  6
 12 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S,3S,5S)-3-Methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide	ChEBI
Tazobactamum	ChEBI
(2S,3S,5S)-3-Methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide	Generator
YTR 830	HMDB
YTR 830H	HMDB
Taszobactam sodium	HMDB
YTR-830	HMDB
Tazobactam sodium	HMDB

Chemical Formula

C₁₀H₁₂N₄O₅S

Average Molecular Weight

300.291

Monoisotopic Molecular Weight

300.052840204

IUPAC Name

(2S,3S,5R)-3-methyl-4,4,7-trioxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Traditional Name

tazobactam

CAS Registry Number

89786-04-9

SMILES

[H][C@@]12CC(=O)N1[C@@H](C(O)=O)[C@](C)(CN1C=CN=N1)S2(=O)=O

InChI Identifier

InChI=1S/C10H12N4O5S/c1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19/h2-3,7-8H,4-5H2,1H3,(H,16,17)/t7-,8+,10+/m1/s1

InChI Key

LPQZKKCYTLCDGQ-WEDXCCLWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Penam
Azole
Beta-lactam
Sulfone
Heteroaromatic compound
Tertiary carboxylic acid amide
Thiazolidine
1,2,3-triazole
Azetidine
Carboxamide group
Lactam
Monocarboxylic acid or derivatives
Carboxylic acid
Azacycle
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

triazoles (CHEBI:9421 )
penicillanic acids (CHEBI:9421 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015544)

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	9.59 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.59 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-1.4	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	2.86	ChemAxon
pKa (Strongest Basic)	0.73	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	122.46 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.82 m³·mol⁻¹	ChemAxon
Polarizability	26.22 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]+	167.958	31661259
DarkChem	[M-H]-	159.166	31661259
DeepCCS	[M-2H]-	193.975	30932474
DeepCCS	[M+Na]+	169.035	30932474
AllCCS	[M+H]+	164.4	32859911
AllCCS	[M+H-H2O]+	161.1	32859911
AllCCS	[M+NH4]+	167.5	32859911
AllCCS	[M+Na]+	168.4	32859911
AllCCS	[M-H]-	160.8	32859911
AllCCS	[M+Na-2H]-	160.4	32859911
AllCCS	[M+HCOO]-	160.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tazobactam	[H][C@@]12CC(=O)N1[C@@H](C(O)=O)[C@](C)(CN1C=CN=N1)S2(=O)=O	4040.3	Standard polar	33892256
Tazobactam	[H][C@@]12CC(=O)N1[C@@H](C(O)=O)[C@](C)(CN1C=CN=N1)S2(=O)=O	2667.8	Standard non polar	33892256
Tazobactam	[H][C@@]12CC(=O)N1[C@@H](C(O)=O)[C@](C)(CN1C=CN=N1)S2(=O)=O	2629.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tazobactam,1TMS,isomer #1	C[C@]1(CN2C=CN=N2)[C@H](C(=O)O[Si](C)(C)C)N2C(=O)C[C@H]2S1(=O)=O	2468.0	Semi standard non polar	33892256
Tazobactam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]1N2C(=O)C[C@H]2S(=O)(=O)[C@@]1(C)CN1C=CN=N1	2690.5	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 - Tazobactam GC-MS (Non-derivatized) - 70eV, Positive	splash10-05ox-9600000000-54f1ff15fea55805a4c4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tazobactam GC-MS (1 TMS) - 70eV, Positive	splash10-05fr-9621000000-bc21d0c2147bde679308	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tazobactam 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 - Tazobactam 10V, Positive-QTOF	splash10-052f-9080000000-84419d5374d8976b5452	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tazobactam 20V, Positive-QTOF	splash10-001i-1091000000-e00f9ea85b1daaf20953	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tazobactam 40V, Positive-QTOF	splash10-052f-9370000000-2e9deb92fe8e2364417a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tazobactam 10V, Negative-QTOF	splash10-02t9-9150000000-d4179daa6a2c7403e1e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tazobactam 20V, Negative-QTOF	splash10-0159-9380000000-ae0f16462e209d76b09b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tazobactam 40V, Negative-QTOF	splash10-014i-9400000000-53574c9e07bfecfd0557	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tazobactam 10V, Positive-QTOF	splash10-0udi-0009000000-cd3974a969892a0d31ec	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tazobactam 20V, Positive-QTOF	splash10-0f89-0296000000-accfd76853382214bf80	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tazobactam 40V, Positive-QTOF	splash10-00e9-9450000000-903c2a70a69c1bff073b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tazobactam 10V, Negative-QTOF	splash10-000i-0390000000-bf435ddd2d1226abb908	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tazobactam 20V, Negative-QTOF	splash10-014i-9410000000-301533f79e25176c9d2d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tazobactam 40V, Negative-QTOF	splash10-014i-9040000000-4a211a9ffb9467a22edc	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

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 DB01606	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01606	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01606

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

110216

KEGG Compound ID

C07771

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tazobactam

METLIN ID

Not Available

PubChem Compound

123630

PDB ID

Not Available

ChEBI ID

9421

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 Tazobactam (HMDB0015544)

MOL for HMDB0015544 (Tazobactam)

3D MOL for HMDB0015544 (Tazobactam)

3D SDF for HMDB0015544 (Tazobactam)

3D-SDF for HMDB0015544 (Tazobactam)

PDB for HMDB0015544 (Tazobactam)

3D PDB for HMDB0015544 (Tazobactam)

SMILES for HMDB0015544 (Tazobactam)

INCHI for HMDB0015544 (Tazobactam)

Structure for HMDB0015544 (Tazobactam)

3D Structure for HMDB0015544 (Tazobactam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra