NP-MRD: Showing NP-Card for (5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (NP0207591)

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Record Information

Version

2.0

Created at

2022-09-05 04:15:55 UTC

Updated at

2022-09-05 04:15:55 UTC

NP-MRD ID

NP0207591

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Description

Epithienamycin E, also known as ab 110 D antibiotic or antibiotic ab 110-D, belongs to the class of organic compounds known as carbapenems. These are beta-lactam derivatives in which the beta-lactam ring shares the nitrogen atom with a pyrrole-2-carboxylic acid. (5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid is found in Solanum lycopersicum. Epithienamycin E is possibly neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306252022012D          

 27 28  0  0  1  0            999 V2000
   -0.8716   -0.2118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716    0.6148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0861   -0.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6984   -0.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6984    0.6148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0896    0.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3960    0.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1721   -1.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2944   -0.7976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4184    1.0282    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2228    0.2050    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9783   -1.4141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3790   -1.8585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1348    0.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4253    1.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8784    1.4451    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7087    1.4451    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9344    0.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6462    0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3579    0.6174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0697    0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7840    0.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0688   -0.6189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9598    0.6216    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7840    0.6216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9227    1.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9227   -0.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8 12  1  0  0  0  0
  8 13  2  0  0  0  0
 10 14  1  0  0  0  0
 10 15  1  1  0  0  0
  4  5  1  0  0  0  0
  6  7  1  0  0  0  0
  2 16  1  6  0  0  0
  5 17  1  6  0  0  0
  1  2  1  0  0  0  0
 11 18  1  0  0  0  0
  1  3  1  0  0  0  0
 18 19  2  0  0  0  0
  1  4  1  0  0  0  0
 19 20  1  0  0  0  0
  2  5  1  0  0  0  0
 20 21  1  0  0  0  0
  2  6  1  0  0  0  0
 21 22  1  0  0  0  0
  3  7  2  0  0  0  0
 21 23  2  0  0  0  0
  3  8  1  0  0  0  0
 14 24  1  0  0  0  0
  4  9  2  0  0  0  0
 24 25  1  0  0  0  0
  5 10  1  0  0  0  0
 24 26  2  0  0  0  0
  7 11  1  0  0  0  0
 24 27  2  0  0  0  0
M  END

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
    7.6398   -1.4529    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4384   -0.8060    0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4917   -0.3265    1.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2443   -0.7330    0.0265 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1046   -0.1090    0.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9473   -0.7825    0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5446   -0.0677    1.4813 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1915    0.4514    0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0015    0.3942   -0.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8311   -0.1130   -1.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4199   -0.0606   -3.0577 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0812   -0.6850   -1.7348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3055    0.9628   -1.1013 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5301    1.3369   -1.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832    1.4666   -2.8937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0999    1.4748   -0.3263 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7004    0.1676    0.0644 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9928   -1.0315   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0065    0.1451   -0.4753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1762   -0.0269    0.6888 S   0  0  0  0  0  6  0  0  0  0  0  0
   -7.3198   -0.8031    0.0773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7096   -0.7970    1.8879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7251    1.5020    1.1115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6886    1.7708    0.0286 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0544    1.0983    1.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4369   -0.6689    0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3948   -1.8944   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9710   -2.2307    0.9112 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448   -1.1408   -0.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0835    0.9211    0.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9740   -1.8307    0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2634   -1.6309   -2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7496    2.3529   -0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8431    0.0588    1.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7089   -1.9069   -0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1341   -1.3858    0.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7969   -0.8139   -1.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2109    2.2281    0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4771    2.8538   -0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6224    1.8326    1.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5688    0.2802    1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  0
 25  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  8  9  2  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
 17 19  1  0
 19 20  1  0
 20 23  1  0
 20 21  2  0
 20 22  2  0
  9 10  1  0
 10 12  1  0
 10 11  2  0
 13 24  1  0
 16 24  1  0
 24 39  1  6
 25 40  1  0
 25 41  1  0
  6 31  1  0
  5 30  1  0
  4 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 16 33  1  6
 17 34  1  1
 18 35  1  0
 18 36  1  0
 18 37  1  0
 23 38  1  0
 12 32  1  0
M  END


  Mrv1652306252022012D          

 27 28  0  0  1  0            999 V2000
   -0.8716   -0.2118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716    0.6148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0861   -0.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6984   -0.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6984    0.6148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0896    0.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3960    0.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1721   -1.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2944   -0.7976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4184    1.0282    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2228    0.2050    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9783   -1.4141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3790   -1.8585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1348    0.6183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4253    1.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8784    1.4451    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7087    1.4451    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9344    0.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6462    0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3579    0.6174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0697    0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7840    0.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0688   -0.6189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9598    0.6216    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7840    0.6216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9227    1.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9227   -0.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8 12  1  0  0  0  0
  8 13  2  0  0  0  0
 10 14  1  0  0  0  0
 10 15  1  1  0  0  0
  4  5  1  0  0  0  0
  6  7  1  0  0  0  0
  2 16  1  6  0  0  0
  5 17  1  6  0  0  0
  1  2  1  0  0  0  0
 11 18  1  0  0  0  0
  1  3  1  0  0  0  0
 18 19  2  0  0  0  0
  1  4  1  0  0  0  0
 19 20  1  0  0  0  0
  2  5  1  0  0  0  0
 20 21  1  0  0  0  0
  2  6  1  0  0  0  0
 21 22  1  0  0  0  0
  3  7  2  0  0  0  0
 21 23  2  0  0  0  0
  3  8  1  0  0  0  0
 14 24  1  0  0  0  0
  4  9  2  0  0  0  0
 24 25  1  0  0  0  0
  5 10  1  0  0  0  0
 24 26  2  0  0  0  0
  7 11  1  0  0  0  0
 24 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0207591

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC(S\C=C\NC(C)=O)=C(N1C(=O)[C@@]2([H])[C@H](C)OS(O)(=O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H16N2O8S2/c1-6(23-25(20,21)22)10-8-5-9(24-4-3-14-7(2)16)11(13(18)19)15(8)12(10)17/h3-4,6,8,10H,5H2,1-2H3,(H,14,16)(H,18,19)(H,20,21,22)/b4-3+/t6-,8+,10-/m0/s1

> <INCHI_KEY>
FQQFFZPBGYGDSX-NJFHWYBASA-N

> <FORMULA>
C13H16N2O8S2

> <MOLECULAR_WEIGHT>
392.4

> <EXACT_MASS>
392.034807831

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
36.3224660212481

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.42

> <JCHEM_LOGP>
-2.2265178129999996

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.462812852213394

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.8473540632217027

> <JCHEM_PKA_STRONGEST_BASIC>
-5.590942900063551

> <JCHEM_POLAR_SURFACE_AREA>
150.31

> <JCHEM_REFRACTIVITY>
87.56189999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.23e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-JUN-20         0                                  
HETATM    1  N   UNK     0      -1.627  -0.395   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -1.627   1.148   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.161  -0.858   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.170  -0.402   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.170   1.148   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.167   1.617   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.739   0.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.321  -2.325   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.283  -1.489   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.514   1.919   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       2.282   0.383   0.000  0.00  0.00           S+0
HETATM   12  O   UNK     0       1.826  -2.640   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.707  -3.469   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -5.852   1.154   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.527   3.469   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0      -1.640   2.698   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0      -3.189   2.698   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0       3.611   1.152   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.940   0.383   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       6.268   1.152   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       7.597   0.383   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.930   1.151   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.595  -1.155   0.000  0.00  0.00           O+0
HETATM   24  S   UNK     0      -7.392   1.160   0.000  0.00  0.00           S+0
HETATM   25  O   UNK     0      -8.930   1.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -7.322   2.699   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -7.322  -0.378   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2   16    1    5    6                                             
CONECT    3    1    7    8                                                  
CONECT    4    5    1    9                                                  
CONECT    5    4   17    2   10                                             
CONECT    6    7    2                                                       
CONECT    7    6    3   11                                                  
CONECT    8   12   13    3                                                  
CONECT    9    4                                                            
CONECT   10   14   15    5                                                  
CONECT   11   18    7                                                       
CONECT   12    8                                                            
CONECT   13    8                                                            
CONECT   14   10   24                                                       
CONECT   15   10                                                            
CONECT   16    2                                                            
CONECT   17    5                                                            
CONECT   18   11   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   14   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Value	Source
AB 110 D antibiotic	ChEBI
AB-110-D antibiotic	ChEBI
Antibiotic ab 110-D	ChEBI
Antibiotic MM 13902	ChEBI
BRL 13902	ChEBI
MM 13,902	ChEBI
MM 13902	ChEBI
MM13902	ChEBI
Epithienamycin e, sodium salt	MeSH

Chemical Formula

C₁₃H₁₆N₂O₈S₂

Average Mass

392.4000 Da

Monoisotopic Mass

392.03481 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H][C@]12CC(S\C=C\NC(C)=O)=C(N1C(=O)[C@@]2([H])[C@H](C)OS(O)(=O)=O)C(O)=O

InChI Identifier

InChI=1S/C13H16N2O8S2/c1-6(23-25(20,21)22)10-8-5-9(24-4-3-14-7(2)16)11(13(18)19)15(8)12(10)17/h3-4,6,8,10H,5H2,1-2H3,(H,14,16)(H,18,19)(H,20,21,22)/b4-3+/t6-,8+,10-/m0/s1

InChI Key

FQQFFZPBGYGDSX-NJFHWYBASA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Solanum lycopersicum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbapenems. These are beta-lactam derivatives in which the beta-lactam ring shares the nitrogen atom with a pyrrole-2-carboxylic acid.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Carbapenems

Alternative Parents

Substituents

Carbapenem
Alpha-amino acid or derivatives
Pyrroline carboxylic acid
Pyrroline carboxylic acid or derivatives
Azepine
Sulfuric acid monoester
Vinylogous thioester
Sulfate-ester
Sulfuric acid ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Pyrroline
Acetamide
Tertiary carboxylic acid amide
Secondary carboxylic acid amide
Thioenolether
Azetidine
Carboxamide group
Azacycle
Sulfenyl compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

carbapenems (CHEBI:6621 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	-0.42	ALOGPS
logP	-2.2	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	150.31 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	87.56 m³·mol⁻¹	ChemAxon
Polarizability	36.32 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018092

Chemspider ID

10128257

KEGG Compound ID

C11755

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11953962

PDB ID

Not Available

ChEBI ID

91030

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (NP0207591)

MOL for NP0207591 ((5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D MOL for NP0207591 ((5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D SDF for NP0207591 ((5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D-SDF for NP0207591 ((5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

PDB for NP0207591 ((5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D PDB for NP0207591 ((5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

SMILES for NP0207591 ((5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

INCHI for NP0207591 ((5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

Structure for NP0207591 ((5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D Structure for NP0207591 ((5r,6r)-3-{[(1e)-2-[(1-hydroxyethylidene)amino]ethenyl]sulfanyl}-7-oxo-6-[(1s)-1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)