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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 02:52:02 UTC

HMDB ID

HMDB0015599

Secondary Accession Numbers

HMDB15599

Metabolite Identification

Common Name

Enoximone

Description

Enoximone, also known as perfan, belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group. Enoximone is a drug which is used for the treatment of congestive heart failure. Based on a literature review a significant number of articles have been published on Enoximone.

Structure

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

HMDB0015599
     RDKit          3D
Enoximone
 29 30  0  0  0  0  0  0  0  0999 V2000
    5.0198    0.8274    1.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7118   -0.5501    0.2591 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9523   -0.6674   -0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4487   -1.6252   -0.9071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0985   -1.6928   -1.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1853   -0.8123   -0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2144   -0.9255   -0.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5228   -1.5735   -1.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3558   -0.4535   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3376   -1.3296    0.3470 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3219   -0.6685    0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3897   -1.1564    1.4605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0138    0.6363    1.0101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980    0.7649    0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454    2.0962    0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7427    0.1024    0.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1045    0.2027    0.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237    1.0483    1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4535    1.7530    1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6692    0.5508    2.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1451   -2.2882   -1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591   -2.4409   -1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3437   -2.3790    0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5817    1.4140    1.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6535    2.4238    1.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8702    2.8910   -0.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4073    2.0802   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1365    0.8107    0.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5050    0.9612    1.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  2  0
 17  3  1  0
 14  9  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
 10 23  1  0
 13 24  1  0
 15 25  1  0
 15 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END


  Mrv0541 02231218002D          

 17 18  0  0  0  0            999 V2000
    2.3645   -2.5229    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.1897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078    2.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652    2.0101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847    1.4672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327    0.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9722    2.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0042    0.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  1 17  1  0  0  0  0
  2  8  2  0  0  0  0
  3 10  2  0  0  0  0
  4  6  1  0  0  0  0
  4 10  1  0  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
  9 12  2  0  0  0  0
  9 13  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  2  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015599

> <DATABASE_NAME>
hmdb

> <SMILES>
CSC1=CC=C(C=C1)C(=O)C1=C(C)NC(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C12H12N2O2S/c1-7-10(14-12(16)13-7)11(15)8-3-5-9(17-2)6-4-8/h3-6H,1-2H3,(H2,13,14,16)

> <INCHI_KEY>
ZJKNESGOIKRXQY-UHFFFAOYSA-N

> <FORMULA>
C12H12N2O2S

> <MOLECULAR_WEIGHT>
248.301

> <EXACT_MASS>
248.061948328

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
25.665659454595602

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methyl-5-[4-(methylsulfanyl)benzoyl]-2,3-dihydro-1H-imidazol-2-one

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
1.844280216

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.427064232972999

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.681237206471652

> <JCHEM_PKA_STRONGEST_BASIC>
-7.840336315394326

> <JCHEM_POLAR_SURFACE_AREA>
58.2

> <JCHEM_REFRACTIVITY>
70.045

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.82e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
enoximone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015599
     RDKit          3D
Enoximone
 29 30  0  0  0  0  0  0  0  0999 V2000
    5.0198    0.8274    1.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7118   -0.5501    0.2591 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9523   -0.6674   -0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4487   -1.6252   -0.9071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0985   -1.6928   -1.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1853   -0.8123   -0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2144   -0.9255   -0.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5228   -1.5735   -1.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3558   -0.4535   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3376   -1.3296    0.3470 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3219   -0.6685    0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3897   -1.1564    1.4605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0138    0.6363    1.0101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980    0.7649    0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454    2.0962    0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7427    0.1024    0.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1045    0.2027    0.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237    1.0483    1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4535    1.7530    1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6692    0.5508    2.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1451   -2.2882   -1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591   -2.4409   -1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3437   -2.3790    0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5817    1.4140    1.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6535    2.4238    1.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8702    2.8910   -0.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4073    2.0802   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1365    0.8107    0.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5050    0.9612    1.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  2  0
 17  3  1  0
 14  9  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
 10 23  1  0
 13 24  1  0
 15 25  1  0
 15 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
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       4.414  -4.709   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       3.080   2.221   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       8.041   5.479   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       5.908   3.752   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       8.185   2.739   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.747   2.221   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.154   1.594   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.414   1.451   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414  -0.089   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.415   4.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.475   0.088   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.747  -0.859   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.080  -0.859   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414  -3.169   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.747  -2.399   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.080  -2.399   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.080  -5.479   0.000  0.00  0.00           C+0
CONECT    1   14   17                                                       
CONECT    2    8                                                            
CONECT    3   10                                                            
CONECT    4    6   10                                                       
CONECT    5    7   10                                                       
CONECT    6    4    7    8                                                  
CONECT    7    5    6   11                                                  
CONECT    8    2    6    9                                                  
CONECT    9    8   12   13                                                  
CONECT   10    3    4    5                                                  
CONECT   11    7                                                            
CONECT   12    9   15                                                       
CONECT   13    9   16                                                       
CONECT   14    1   15   16                                                  
CONECT   15   12   14                                                       
CONECT   16   13   14                                                       
CONECT   17    1                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0015599
HETATM    1  C1  UNL     1       5.020   0.827   1.377  1.00  0.00           C  
HETATM    2  S1  UNL     1       4.712  -0.550   0.259  1.00  0.00           S  
HETATM    3  C2  UNL     1       2.952  -0.667  -0.047  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.449  -1.625  -0.907  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.098  -1.693  -1.131  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.185  -0.812  -0.511  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.214  -0.926  -0.774  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.523  -1.574  -1.877  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.356  -0.454  -0.038  1.00  0.00           C  
HETATM   10  N1  UNL     1      -3.338  -1.330   0.347  1.00  0.00           N  
HETATM   11  C8  UNL     1      -4.322  -0.668   0.971  1.00  0.00           C  
HETATM   12  O2  UNL     1      -5.390  -1.156   1.460  1.00  0.00           O  
HETATM   13  N2  UNL     1      -4.014   0.636   1.010  1.00  0.00           N  
HETATM   14  C9  UNL     1      -2.798   0.765   0.384  1.00  0.00           C  
HETATM   15  C10 UNL     1      -2.145   2.096   0.209  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.743   0.102   0.322  1.00  0.00           C  
HETATM   17  C12 UNL     1       2.105   0.203   0.574  1.00  0.00           C  
HETATM   18  H1  UNL     1       6.124   1.048   1.414  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.454   1.753   1.051  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.669   0.551   2.386  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.145  -2.288  -1.375  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.659  -2.441  -1.800  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.344  -2.379   0.188  1.00  0.00           H  
HETATM   24  H7  UNL     1      -4.582   1.414   1.428  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.654   2.424   1.160  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.870   2.891  -0.057  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.407   2.080  -0.611  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.136   0.811   0.863  1.00  0.00           H  
HETATM   29  H12 UNL     1       2.505   0.961   1.254  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4   17
CONECT    4    5   21
CONECT    5    6    6   22
CONECT    6    7   16
CONECT    7    8    8    9
CONECT    9   10   14   14
CONECT   10   11   23
CONECT   11   12   12   13
CONECT   13   14   24
CONECT   14   15
CONECT   15   25   26   27
CONECT   16   17   17   28
CONECT   17   29
END

HMDB0015599
     RDKit          3D
Enoximone
 29 30  0  0  0  0  0  0  0  0999 V2000
    5.0198    0.8274    1.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7118   -0.5501    0.2591 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9523   -0.6674   -0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4487   -1.6252   -0.9071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0985   -1.6928   -1.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1853   -0.8123   -0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2144   -0.9255   -0.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5228   -1.5735   -1.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3558   -0.4535   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3376   -1.3296    0.3470 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3219   -0.6685    0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3897   -1.1564    1.4605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0138    0.6363    1.0101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980    0.7649    0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454    2.0962    0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7427    0.1024    0.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1045    0.2027    0.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237    1.0483    1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4535    1.7530    1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6692    0.5508    2.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1451   -2.2882   -1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591   -2.4409   -1.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3437   -2.3790    0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5817    1.4140    1.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6535    2.4238    1.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8702    2.8910   -0.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4073    2.0802   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1365    0.8107    0.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5050    0.9612    1.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  2  0
 17  3  1  0
 14  9  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
 10 23  1  0
 13 24  1  0
 15 25  1  0
 15 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Perfan	Kegg
Aventis brand OF enoximone	HMDB
Enoximone aventis brand	HMDB
Fenoximone	HMDB
Enoximone myogen brand	HMDB
Myogen brand OF enoximone	HMDB
Carinopharm brand OF enoximone	HMDB
Enoximone carinopharm brand	HMDB

Chemical Formula

C₁₂H₁₂N₂O₂S

Average Molecular Weight

248.301

Monoisotopic Molecular Weight

248.061948328

IUPAC Name

4-methyl-5-[4-(methylsulfanyl)benzoyl]-2,3-dihydro-1H-imidazol-2-one

Traditional Name

enoximone

CAS Registry Number

77671-31-9

SMILES

CSC1=CC=C(C=C1)C(=O)C1=C(C)NC(=O)N1

InChI Identifier

InChI=1S/C12H12N2O2S/c1-7-10(14-12(16)13-7)11(15)8-3-5-9(17-2)6-4-8/h3-6H,1-2H3,(H2,13,14,16)

InChI Key

ZJKNESGOIKRXQY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl-phenylketones

Alternative Parents

Substituents

Aryl-phenylketone
Aryl thioether
Benzoyl
Thiophenol ether
Imidazole-4-carbonyl group
Alkylarylthioether
Monocyclic benzene moiety
Benzenoid
Azole
Heteroaromatic compound
Imidazole
Vinylogous amide
Urea
Sulfenyl compound
Organoheterocyclic compound
Thioether
Azacycle
Organic nitrogen compound
Organonitrogen compound
Organosulfur compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015599)

Source

Exogenous

Exogenous (HMDB: HMDB0015599)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	256 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.068 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.068 g/L	ALOGPS
logP	1.97	ALOGPS
logP	1.84	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.68	ChemAxon
pKa (Strongest Basic)	-7.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.2 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	70.04 m³·mol⁻¹	ChemAxon
Polarizability	25.67 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	158.551	31661259
DarkChem	[M-H]-	159.367	31661259
DeepCCS	[M+H]+	160.206	30932474
DeepCCS	[M-H]-	157.848	30932474
DeepCCS	[M-2H]-	190.734	30932474
DeepCCS	[M+Na]+	166.299	30932474
AllCCS	[M+H]+	153.9	32859911
AllCCS	[M+H-H2O]+	149.9	32859911
AllCCS	[M+NH4]+	157.5	32859911
AllCCS	[M+Na]+	158.6	32859911
AllCCS	[M-H]-	157.2	32859911
AllCCS	[M+Na-2H]-	157.0	32859911
AllCCS	[M+HCOO]-	156.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.15 minutes	32390414
Predicted by Siyang on May 30, 2022	13.0323 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.07 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2077.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	400.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	153.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	223.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	215.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	583.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	680.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1176.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	420.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1307.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	384.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	420.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	332.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	339.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	39.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Enoximone	CSC1=CC=C(C=C1)C(=O)C1=C(C)NC(=O)N1	3403.9	Standard polar	33892256
Enoximone	CSC1=CC=C(C=C1)C(=O)C1=C(C)NC(=O)N1	2376.1	Standard non polar	33892256
Enoximone	CSC1=CC=C(C=C1)C(=O)C1=C(C)NC(=O)N1	2707.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Enoximone,1TMS,isomer #1	CSC1=CC=C(C(=O)C2=C(C)N([Si](C)(C)C)C(=O)[NH]2)C=C1	2518.7	Semi standard non polar	33892256
Enoximone,1TMS,isomer #1	CSC1=CC=C(C(=O)C2=C(C)N([Si](C)(C)C)C(=O)[NH]2)C=C1	2310.2	Standard non polar	33892256
Enoximone,1TMS,isomer #1	CSC1=CC=C(C(=O)C2=C(C)N([Si](C)(C)C)C(=O)[NH]2)C=C1	2886.6	Standard polar	33892256
Enoximone,1TMS,isomer #2	CSC1=CC=C(C(=O)C2=C(C)[NH]C(=O)N2[Si](C)(C)C)C=C1	2499.2	Semi standard non polar	33892256
Enoximone,1TMS,isomer #2	CSC1=CC=C(C(=O)C2=C(C)[NH]C(=O)N2[Si](C)(C)C)C=C1	2235.9	Standard non polar	33892256
Enoximone,1TMS,isomer #2	CSC1=CC=C(C(=O)C2=C(C)[NH]C(=O)N2[Si](C)(C)C)C=C1	2828.3	Standard polar	33892256
Enoximone,2TMS,isomer #1	CSC1=CC=C(C(=O)C2=C(C)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)C=C1	2569.3	Semi standard non polar	33892256
Enoximone,2TMS,isomer #1	CSC1=CC=C(C(=O)C2=C(C)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)C=C1	2352.2	Standard non polar	33892256
Enoximone,2TMS,isomer #1	CSC1=CC=C(C(=O)C2=C(C)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)C=C1	2658.9	Standard polar	33892256
Enoximone,1TBDMS,isomer #1	CSC1=CC=C(C(=O)C2=C(C)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2)C=C1	2712.1	Semi standard non polar	33892256
Enoximone,1TBDMS,isomer #1	CSC1=CC=C(C(=O)C2=C(C)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2)C=C1	2552.3	Standard non polar	33892256
Enoximone,1TBDMS,isomer #1	CSC1=CC=C(C(=O)C2=C(C)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2)C=C1	2949.7	Standard polar	33892256
Enoximone,1TBDMS,isomer #2	CSC1=CC=C(C(=O)C2=C(C)[NH]C(=O)N2[Si](C)(C)C(C)(C)C)C=C1	2681.6	Semi standard non polar	33892256
Enoximone,1TBDMS,isomer #2	CSC1=CC=C(C(=O)C2=C(C)[NH]C(=O)N2[Si](C)(C)C(C)(C)C)C=C1	2444.1	Standard non polar	33892256
Enoximone,1TBDMS,isomer #2	CSC1=CC=C(C(=O)C2=C(C)[NH]C(=O)N2[Si](C)(C)C(C)(C)C)C=C1	2898.9	Standard polar	33892256
Enoximone,2TBDMS,isomer #1	CSC1=CC=C(C(=O)C2=C(C)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)C=C1	2930.4	Semi standard non polar	33892256
Enoximone,2TBDMS,isomer #1	CSC1=CC=C(C(=O)C2=C(C)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)C=C1	2768.8	Standard non polar	33892256
Enoximone,2TBDMS,isomer #1	CSC1=CC=C(C(=O)C2=C(C)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)C=C1	2854.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Enoximone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-4940000000-2c3d1d1ddd2652a0e57c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Enoximone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Enoximone LC-ESI-qTof , Positive-QTOF	splash10-004i-3910100000-ff2ed6a9d4b5b2530185	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Enoximone , positive-QTOF	splash10-004i-3910100000-ff2ed6a9d4b5b2530185	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enoximone 10V, Positive-QTOF	splash10-0002-0090000000-0e4975ce7aaf5ff4fc28	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enoximone 20V, Positive-QTOF	splash10-0002-1190000000-df4edb235b0c4a91505e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enoximone 40V, Positive-QTOF	splash10-0f7y-9640000000-920c05b460908f787465	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enoximone 10V, Negative-QTOF	splash10-0002-4390000000-c4adff3885f495ea4c8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enoximone 20V, Negative-QTOF	splash10-0002-3970000000-c39dc81cb11ea90992ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enoximone 40V, Negative-QTOF	splash10-0005-9000000000-495a6052f4f3d6d21398	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enoximone 10V, Positive-QTOF	splash10-0002-0090000000-8bd98f7a7fc6db23ff0f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enoximone 20V, Positive-QTOF	splash10-001i-0690000000-1303c6a9cc10a4120574	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enoximone 40V, Positive-QTOF	splash10-0ukc-6900000000-b391e964d41a1cc1220a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enoximone 10V, Negative-QTOF	splash10-0002-0090000000-409760192e17bc5104c6	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enoximone 20V, Negative-QTOF	splash10-0f6t-9830000000-c2debf31c8846a740a40	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Enoximone 40V, Negative-QTOF	splash10-0006-9600000000-a31795b584b0ae92bcff	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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 DB04880	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04880	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04880

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

48492

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Enoximone

METLIN ID

Not Available

PubChem Compound

53708

PDB ID

Not Available

ChEBI ID

521520

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

Boldt J, Suttner S: Combined use of ultra-short acting beta-blocker esmolol and intravenous phosphodiesterase 3 inhibitor enoximone. Expert Opin Pharmacother. 2007 Sep;8(13):2135-47. [PubMed:17714066 ]
Sandroni C, Cavallaro F, Caricato A, Scapigliati A, Fenici P, Antonelli M: Enoximone in cardiac arrest caused by propranolol: two case reports. Acta Anaesthesiol Scand. 2006 Jul;50(6):759-61. [PubMed:16987374 ]
van der Maaten JM, de Vries AJ, Rietman GW, Gallandat Huet RC, De Hert SG: Effects of preemptive enoximone on left ventricular diastolic function after valve replacement for aortic stenosis. J Cardiothorac Vasc Anesth. 2007 Jun;21(3):357-66. Epub 2006 May 4. [PubMed:17544886 ]
Schauvliege S, Van den Eede A, Duchateau L, Gasthuys F: Cardiovascular effects of enoximone in isoflurane anaesthetized ponies. Vet Anaesth Analg. 2007 Nov;34(6):416-30. Epub 2007 Aug 13. [PubMed:17696974 ]

Enzymes

Enzyme Details

1. cGMP-inhibited 3',5'-cyclic phosphodiesterase A

General function:: Involved in catalytic activity
Specific function:: Cyclic nucleotide phosphodiesterase with a dual-specificity for the second messengers cAMP and cGMP, which are key regulators of many important physiological processes (By similarity).
Gene Name:: PDE3A
Uniprot ID:: Q14432
Molecular weight:: 124978.06

References

Boldt J, Suttner S: Combined use of ultra-short acting beta-blocker esmolol and intravenous phosphodiesterase 3 inhibitor enoximone. Expert Opin Pharmacother. 2007 Sep;8(13):2135-47. [PubMed:17714066 ]
Sandroni C, Cavallaro F, Caricato A, Scapigliati A, Fenici P, Antonelli M: Enoximone in cardiac arrest caused by propranolol: two case reports. Acta Anaesthesiol Scand. 2006 Jul;50(6):759-61. [PubMed:16987374 ]

Showing metabocard for Enoximone (HMDB0015599)

MOL for HMDB0015599 (Enoximone)

3D MOL for HMDB0015599 (Enoximone)

3D SDF for HMDB0015599 (Enoximone)

3D-SDF for HMDB0015599 (Enoximone)

PDB for HMDB0015599 (Enoximone)

3D PDB for HMDB0015599 (Enoximone)

SMILES for HMDB0015599 (Enoximone)

INCHI for HMDB0015599 (Enoximone)

Structure for HMDB0015599 (Enoximone)

3D Structure for HMDB0015599 (Enoximone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References