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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:46:24 UTC

Update Date

2022-03-07 02:57:13 UTC

HMDB ID

HMDB0041892

Secondary Accession Numbers

HMDB41892

Metabolite Identification

Common Name

Faropenem

Description

Faropenem, also known as faropenem 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 Faropenem.

Structure

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

HMDB0041892
     RDKit          3D
Faropenem
 34 36  0  0  0  0  0  0  0  0999 V2000
    5.0333    0.9437   -0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6663    1.1824    0.5161 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4499    2.5630    0.5397 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5678    0.5555   -0.2922 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6032   -0.8940   -0.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4240   -1.8333   -0.6410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1702   -0.9291   -0.3156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1722   -1.3546   -0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4946   -2.8070   -0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384   -3.6814   -0.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7655   -3.2963   -0.6353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0847   -0.4160   -0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5729   -0.4694   -0.5677 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1582    0.0720    0.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947    0.6094    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1533    1.0061   -1.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0225    0.3596   -1.5908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    1.1451   -0.2555 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3183    0.3008    0.4555 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5648    1.8934   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430    0.3283   -0.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6807    0.4397    0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5535    0.8380    1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8786    2.8997    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3511    1.1440   -1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492   -3.7298   -1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9410   -1.4714   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5680    0.9353    1.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013   -0.7078    1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1984   -0.2637    0.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8737    1.4357    0.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0295    0.8852   -1.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9261    2.1055   -1.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3224    0.2115    1.5301 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
 12 18  1  0
 18 19  1  0
 19  4  1  0
 19  7  1  0
 17 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  1
  3 24  1  0
  4 25  1  6
 11 26  1  0
 13 27  1  6
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 19 34  1  1
M  END


  Mrv0541 06301311382D          

 20 22  0  0  0  0            999 V2000
   -1.5279    2.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0414    1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2568    2.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0414    0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7310    2.3406    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7719    1.3448    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1477    1.7573    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4620    0.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9469    1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1477    0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    1.7573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7169   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    0.9323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5175    3.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7310    0.3489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1649   -0.7204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239   -0.2788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2568    0.6773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    2.0122    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5483    2.5721    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  3  1  0  0  0  0
  7  5  1  6  0  0  0
  6  9  1  1  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
  5 14  1  1  0  0  0
 15 10  2  0  0  0  0
 16 12  2  0  0  0  0
 17 12  1  0  0  0  0
 18  4  1  0  0  0  0
 18  6  1  0  0  0  0
 19  9  1  0  0  0  0
 19 11  1  0  0  0  0
 11 20  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0041892

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12SC([C@H]3CCCO3)=C(N1C(=O)[C@@H]2[C@@H](C)O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H15NO5S/c1-5(14)7-10(15)13-8(12(16)17)9(19-11(7)13)6-3-2-4-18-6/h5-7,11,14H,2-4H2,1H3,(H,16,17)/t5-,6-,7+,11-/m1/s1

> <INCHI_KEY>
HGGAKXAHAYOLDJ-FHZUQPTBSA-N

> <FORMULA>
C12H15NO5S

> <MOLECULAR_WEIGHT>
285.316

> <EXACT_MASS>
285.067093285

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.16412098339059

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-[(2R)-oxolan-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
0.24

> <JCHEM_LOGP>
-0.7526909123333336

> <ALOGPS_LOGS>
-1.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.894832070866151

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.163289458902344

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8100323939206024

> <JCHEM_POLAR_SURFACE_AREA>
87.07000000000001

> <JCHEM_REFRACTIVITY>
69.2556

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.47e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
faropenem

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041892
     RDKit          3D
Faropenem
 34 36  0  0  0  0  0  0  0  0999 V2000
    5.0333    0.9437   -0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6663    1.1824    0.5161 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4499    2.5630    0.5397 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5678    0.5555   -0.2922 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6032   -0.8940   -0.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4240   -1.8333   -0.6410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1702   -0.9291   -0.3156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1722   -1.3546   -0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4946   -2.8070   -0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384   -3.6814   -0.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7655   -3.2963   -0.6353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0847   -0.4160   -0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5729   -0.4694   -0.5677 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1582    0.0720    0.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947    0.6094    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1533    1.0061   -1.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0225    0.3596   -1.5908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    1.1451   -0.2555 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3183    0.3008    0.4555 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5648    1.8934   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430    0.3283   -0.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6807    0.4397    0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5535    0.8380    1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8786    2.8997    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3511    1.1440   -1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492   -3.7298   -1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9410   -1.4714   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5680    0.9353    1.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013   -0.7078    1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1984   -0.2637    0.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8737    1.4357    0.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0295    0.8852   -1.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9261    2.1055   -1.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3224    0.2115    1.5301 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
 12 18  1  0
 18 19  1  0
 19  4  1  0
 19  7  1  0
 17 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  1
  3 24  1  0
  4 25  1  6
 11 26  1  0
 13 27  1  6
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 19 34  1  1
M  END

HEADER    PROTEIN                                 30-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-13         0                                  
HETATM    1  C   UNK     0      -2.852   3.971   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.544   3.280   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.079   3.756   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.544   1.740   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.365   4.369   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.174   2.510   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.276   3.280   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.729   1.264   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.634   2.510   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.276   1.740   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.264   3.280   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.205  -0.200   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.264   1.740   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0      -0.966   5.857   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.365   0.651   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.174  -1.345   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.711  -0.520   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.079   1.264   0.000  0.00  0.00           O+0
HETATM   19  S   UNK     0       2.729   3.756   0.000  0.00  0.00           S+0
HETATM   20  H   UNK     0       1.023   4.801   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2    3    4                                                       
CONECT    3    2    6                                                       
CONECT    4    2   18                                                       
CONECT    5    1    7   14                                                  
CONECT    6    3    9   18                                                  
CONECT    7    5   10   11                                                  
CONECT    8    9   12   13                                                  
CONECT    9    6    8   19                                                  
CONECT   10    7   13   15                                                  
CONECT   11    7   13   19   20                                             
CONECT   12    8   16   17                                                  
CONECT   13    8   10   11                                                  
CONECT   14    5                                                            
CONECT   15   10                                                            
CONECT   16   12                                                            
CONECT   17   12                                                            
CONECT   18    4    6                                                       
CONECT   19    9   11                                                       
CONECT   20   11                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0041892
HETATM    1  C1  UNL     1       5.033   0.944  -0.037  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.666   1.182   0.516  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.450   2.563   0.540  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.568   0.556  -0.292  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.603  -0.894  -0.455  1.00  0.00           C  
HETATM    6  O2  UNL     1       3.424  -1.833  -0.641  1.00  0.00           O  
HETATM    7  N1  UNL     1       1.170  -0.929  -0.316  1.00  0.00           N  
HETATM    8  C5  UNL     1      -0.172  -1.355  -0.437  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.495  -2.807  -0.530  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.438  -3.681  -0.513  1.00  0.00           O  
HETATM   11  O4  UNL     1      -1.765  -3.296  -0.635  1.00  0.00           O  
HETATM   12  C7  UNL     1      -1.085  -0.416  -0.453  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.573  -0.469  -0.568  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.158   0.072   0.713  1.00  0.00           C  
HETATM   15  C10 UNL     1      -4.495   0.609   0.216  1.00  0.00           C  
HETATM   16  C11 UNL     1      -4.153   1.006  -1.184  1.00  0.00           C  
HETATM   17  O5  UNL     1      -3.023   0.360  -1.591  1.00  0.00           O  
HETATM   18  S1  UNL     1      -0.160   1.145  -0.255  1.00  0.00           S  
HETATM   19  C12 UNL     1       1.318   0.301   0.455  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.565   1.893  -0.306  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.043   0.328  -0.953  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.681   0.440   0.716  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.554   0.838   1.580  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.879   2.900   1.367  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.351   1.144  -1.227  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.149  -3.730  -1.475  1.00  0.00           H  
HETATM   27  H8  UNL     1      -2.941  -1.471  -0.743  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.568   0.935   1.046  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.301  -0.708   1.479  1.00  0.00           H  
HETATM   30  H11 UNL     1      -5.198  -0.264   0.207  1.00  0.00           H  
HETATM   31  H12 UNL     1      -4.874   1.436   0.839  1.00  0.00           H  
HETATM   32  H13 UNL     1      -5.029   0.885  -1.851  1.00  0.00           H  
HETATM   33  H14 UNL     1      -3.926   2.105  -1.166  1.00  0.00           H  
HETATM   34  H15 UNL     1       1.322   0.212   1.530  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4   23
CONECT    3   24
CONECT    4    5   19   25
CONECT    5    6    6    7
CONECT    7    8   19
CONECT    8    9   12   12
CONECT    9   10   10   11
CONECT   11   26
CONECT   12   13   18
CONECT   13   14   17   27
CONECT   14   15   28   29
CONECT   15   16   30   31
CONECT   16   17   32   33
CONECT   18   19
CONECT   19   34
END

HMDB0041892
     RDKit          3D
Faropenem
 34 36  0  0  0  0  0  0  0  0999 V2000
    5.0333    0.9437   -0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6663    1.1824    0.5161 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4499    2.5630    0.5397 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5678    0.5555   -0.2922 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6032   -0.8940   -0.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4240   -1.8333   -0.6410 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1702   -0.9291   -0.3156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1722   -1.3546   -0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4946   -2.8070   -0.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384   -3.6814   -0.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7655   -3.2963   -0.6353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0847   -0.4160   -0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5729   -0.4694   -0.5677 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1582    0.0720    0.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947    0.6094    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1533    1.0061   -1.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0225    0.3596   -1.5908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    1.1451   -0.2555 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3183    0.3008    0.4555 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5648    1.8934   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430    0.3283   -0.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6807    0.4397    0.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5535    0.8380    1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8786    2.8997    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3511    1.1440   -1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492   -3.7298   -1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9410   -1.4714   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5680    0.9353    1.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3013   -0.7078    1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1984   -0.2637    0.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8737    1.4357    0.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0295    0.8852   -1.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9261    2.1055   -1.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3224    0.2115    1.5301 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
 12 18  1  0
 18 19  1  0
 19  4  1  0
 19  7  1  0
 17 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  1
  3 24  1  0
  4 25  1  6
 11 26  1  0
 13 27  1  6
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 19 34  1  1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+)-(5R,6S)-6-((1R)-1-Hydroxyethyl)-7-oxo-3-((2R)-tetrahydro-2-furyl)-4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid	ChEBI
(5R,6S)-6-[(1R)-1-Hydroxyethyl]-7-oxo-3-[(2R)-tetrahydrofuran-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid	ChEBI
Fropenem	ChEBI
(+)-(5R,6S)-6-((1R)-1-Hydroxyethyl)-7-oxo-3-((2R)-tetrahydro-2-furyl)-4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylate	Generator
(5R,6S)-6-[(1R)-1-Hydroxyethyl]-7-oxo-3-[(2R)-tetrahydrofuran-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate	Generator
6alpha-[(1R)-1-Hydroxyethyl]-2-[(2R)-tetrahydrofuran-2-yl]-2,3-didehydropenam-3-carboxylic acid	HMDB
Faropenem sodium	HMDB
Faropenem sodium hydrate	HMDB
Fropenum sodium	HMDB
(5R,6S)-6-(R)-1-Hydroxyethyl-7-oxo-3-(R)-2-tetrahydrofuryl-4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylate	HMDB
6a-[(R)-1-Hydroxyethyl]-2-[(R)-tetrahydrofuran-2-yl]pen-2-em-3-carboxylate	HMDB
6a-[(R)-1-Hydroxyethyl]-2-[(R)-tetrahydrofuran-2-yl]pen-2-em-3-carboxylic acid	HMDB
6alpha-[(R)-1-Hydroxyethyl]-2-[(R)-tetrahydrofuran-2-yl]pen-2-em-3-carboxylate	HMDB
6Α-[(R)-1-hydroxyethyl]-2-[(R)-tetrahydrofuran-2-yl]pen-2-em-3-carboxylate	HMDB
6Α-[(R)-1-hydroxyethyl]-2-[(R)-tetrahydrofuran-2-yl]pen-2-em-3-carboxylic acid	HMDB
Faropenem	ChEBI

Chemical Formula

C₁₂H₁₅NO₅S

Average Molecular Weight

285.316

Monoisotopic Molecular Weight

285.067093285

IUPAC Name

(5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-[(2R)-oxolan-2-yl]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Traditional Name

faropenem

CAS Registry Number

106560-14-9

SMILES

[H][C@]12SC([C@H]3CCCO3)=C(N1C(=O)[C@@H]2[C@@H](C)O)C(O)=O

InChI Identifier

InChI=1S/C12H15NO5S/c1-5(14)7-10(15)13-8(12(16)17)9(19-11(7)13)6-3-2-4-18-6/h5-7,11,14H,2-4H2,1H3,(H,16,17)/t5-,6-,7+,11-/m1/s1

InChI Key

HGGAKXAHAYOLDJ-FHZUQPTBSA-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
Penem
Thiazolecarboxylic acid or derivatives
Vinylogous thioester
Beta-lactam
Tertiary carboxylic acid amide
Tetrahydrofuran
Thiazole
Meta-thiazoline
Thioenolether
Azetidine
Carboxamide group
Secondary alcohol
Lactam
Hemithioaminal
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

faropenem (CHEBI:51257 )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	14.7 g/L	ALOGPS
logP	0.24	ALOGPS
logP	-0.75	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	4.16	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	87.07 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	69.26 m³·mol⁻¹	ChemAxon
Polarizability	28.16 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]+	164.896	31661259
DarkChem	[M-H]-	160.455	31661259
DeepCCS	[M-2H]-	206.137	30932474
DeepCCS	[M+Na]+	181.382	30932474
AllCCS	[M+H]+	161.7	32859911
AllCCS	[M+H-H2O]+	158.4	32859911
AllCCS	[M+NH4]+	164.8	32859911
AllCCS	[M+Na]+	165.7	32859911
AllCCS	[M-H]-	164.3	32859911
AllCCS	[M+Na-2H]-	164.0	32859911
AllCCS	[M+HCOO]-	163.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Faropenem	[H][C@]12SC([C@H]3CCCO3)=C(N1C(=O)[C@@H]2[C@@H](C)O)C(O)=O	3938.8	Standard polar	33892256
Faropenem	[H][C@]12SC([C@H]3CCCO3)=C(N1C(=O)[C@@H]2[C@@H](C)O)C(O)=O	2264.9	Standard non polar	33892256
Faropenem	[H][C@]12SC([C@H]3CCCO3)=C(N1C(=O)[C@@H]2[C@@H](C)O)C(O)=O	2610.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Faropenem,1TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C([C@H]3CCCO3)S[C@H]12	2389.5	Semi standard non polar	33892256
Faropenem,1TMS,isomer #2	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C([C@H]3CCCO3)S[C@H]12	2445.0	Semi standard non polar	33892256
Faropenem,2TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=C([C@H]3CCCO3)S[C@H]12	2431.0	Semi standard non polar	33892256
Faropenem,1TBDMS,isomer #1	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1C(=O)N2C(C(=O)O)=C([C@H]3CCCO3)S[C@H]12	2601.2	Semi standard non polar	33892256
Faropenem,1TBDMS,isomer #2	C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C([C@H]3CCCO3)S[C@H]12	2639.1	Semi standard non polar	33892256
Faropenem,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([C@H]3CCCO3)S[C@H]12	2833.5	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 - Faropenem GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9030000000-71dce16fcdf8d65d622c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Faropenem GC-MS (2 TMS) - 70eV, Positive	splash10-01xx-9201200000-ecc5011f4a75acb388b3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Faropenem 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 - Faropenem 10V, Positive-QTOF	splash10-03di-5920000000-17683e7c4ca5e6fd7840	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Faropenem 20V, Positive-QTOF	splash10-0mtc-3290000000-959bda206c6461ff13ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Faropenem 40V, Positive-QTOF	splash10-0005-9200000000-d6c3e2166d7e27814b79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Faropenem 10V, Negative-QTOF	splash10-000x-0290000000-da4deb529aa98f1ce983	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Faropenem 20V, Negative-QTOF	splash10-03di-4920000000-bfb6b825adc0ad7e90b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Faropenem 40V, Negative-QTOF	splash10-000i-9600000000-a9ae5153126eeb43b670	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Faropenem 10V, Negative-QTOF	splash10-001i-0090000000-a6e647650849a655fb68	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Faropenem 20V, Negative-QTOF	splash10-001i-1490000000-5705ce2c4bd5ea2bc7d8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Faropenem 40V, Negative-QTOF	splash10-0002-9760000000-fa8a57062c4b14a9f710	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Faropenem 10V, Positive-QTOF	splash10-000i-0090000000-1460f441f656badf5b50	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Faropenem 20V, Positive-QTOF	splash10-000i-0090000000-29dbc58786dff4848415	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Faropenem 40V, Positive-QTOF	splash10-03fr-4920000000-13719c4824cd4281f967	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB12190

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59303

KEGG Compound ID

C13310

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Faropenem

METLIN ID

Not Available

PubChem Compound

65894

PDB ID

Not Available

ChEBI ID

51257

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 Faropenem (HMDB0041892)

MOL for HMDB0041892 (Faropenem)

3D MOL for HMDB0041892 (Faropenem)

3D SDF for HMDB0041892 (Faropenem)

3D-SDF for HMDB0041892 (Faropenem)

PDB for HMDB0041892 (Faropenem)

3D PDB for HMDB0041892 (Faropenem)

SMILES for HMDB0041892 (Faropenem)

INCHI for HMDB0041892 (Faropenem)

Structure for HMDB0041892 (Faropenem)

3D Structure for HMDB0041892 (Faropenem)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra