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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:42:33 UTC

Update Date

2021-09-26 23:04:23 UTC

HMDB ID

HMDB0252033

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate

Description

Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate, also known as TAK 242 or ethyl CFSCC, belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1. Based on a literature review very few articles have been published on Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ethyl 6-(n-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0252033
     RDKit          3D
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate
 40 41  0  0  0  0  0  0  0  0999 V2000
   -0.0984    2.8663    2.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5426    2.6698    2.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8613    1.3770    1.7258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2663    0.8419    0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4395    1.5607   -0.0129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5940   -0.5198    0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4689   -1.2586    0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8792   -2.6266    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5077   -3.0341   -0.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9500   -1.9293   -1.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400   -1.0642   -1.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4956   -2.0230   -0.6699 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.0840   -2.6849   -1.8800 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370   -3.1231    0.2429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7101   -1.1174    0.0906 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813   -0.0060   -0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2280    0.2983   -1.8607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8901    1.3771   -2.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7251    2.1813   -1.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865    3.2426   -2.2280 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8819    1.8815   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209    0.8095    0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4237    0.4334    1.9068 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    2.9484    1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2818    2.1459    3.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0247    3.8734    3.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7697    3.3595    1.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1516    3.0224    2.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9084   -0.7790    1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0033   -2.6497    0.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281   -3.3558    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160   -3.4185   -1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -3.9215   -0.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648   -2.3222   -2.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110   -1.2649   -2.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7107   -0.2265   -1.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0064   -1.3654    1.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5689   -0.3326   -2.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.6169   -3.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5463    2.5172    0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  2  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 11  6  1  0
 22 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  1  0
M  END

  Mrv1652309112111422D          

 23 24  0  0  0  0            999 V2000
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 17 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252033

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1=CCCCC1S(=O)(=O)NC1=C(Cl)C=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H17ClFNO4S/c1-2-22-15(19)11-5-3-4-6-14(11)23(20,21)18-13-8-7-10(17)9-12(13)16/h5,7-9,14,18H,2-4,6H2,1H3

> <INCHI_KEY>
LEEIJTHMHDMWLJ-UHFFFAOYSA-N

> <FORMULA>
C15H17ClFNO4S

> <MOLECULAR_WEIGHT>
361.81

> <EXACT_MASS>
361.0550851

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
33.79152010669314

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 6-[(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate

> <ALOGPS_LOGP>
3.45

> <JCHEM_LOGP>
3.161855595999999

> <ALOGPS_LOGS>
-4.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.64252286891583

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.801222193161355

> <JCHEM_PKA_STRONGEST_BASIC>
-6.910875676263563

> <JCHEM_POLAR_SURFACE_AREA>
72.47

> <JCHEM_REFRACTIVITY>
85.50370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 6-[(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252033
     RDKit          3D
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate
 40 41  0  0  0  0  0  0  0  0999 V2000
   -0.0984    2.8663    2.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5426    2.6698    2.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8613    1.3770    1.7258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2663    0.8419    0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4395    1.5607   -0.0129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5940   -0.5198    0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4689   -1.2586    0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8792   -2.6266    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5077   -3.0341   -0.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9500   -1.9293   -1.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400   -1.0642   -1.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4956   -2.0230   -0.6699 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.0840   -2.6849   -1.8800 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370   -3.1231    0.2429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7101   -1.1174    0.0906 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813   -0.0060   -0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2280    0.2983   -1.8607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8901    1.3771   -2.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7251    2.1813   -1.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865    3.2426   -2.2280 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8819    1.8815   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209    0.8095    0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4237    0.4334    1.9068 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    2.9484    1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2818    2.1459    3.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0247    3.8734    3.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7697    3.3595    1.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1516    3.0224    2.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9084   -0.7790    1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0033   -2.6497    0.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281   -3.3558    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160   -3.4185   -1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -3.9215   -0.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648   -2.3222   -2.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110   -1.2649   -2.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7107   -0.2265   -1.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0064   -1.3654    1.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5689   -0.3326   -2.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.6169   -3.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5463    2.5172    0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  2  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 11  6  1  0
 22 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0       2.667  -3.080   0.000  0.00  0.00           S+0
HETATM   13  O   UNK     0       3.437  -1.746   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.897  -4.414   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  F   UNK     0       1.334   3.850   0.000  0.00  0.00           F+0
HETATM   23 Cl   UNK     0      -1.334  -0.770   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19                                                            
CONECT   23   17                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0252033
HETATM    1  C1  UNL     1      -0.098   2.866   2.498  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.543   2.670   2.162  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.861   1.377   1.726  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.266   0.842   0.595  1.00  0.00           C  
HETATM    5  O2  UNL     1      -0.439   1.561  -0.013  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.594  -0.520   0.126  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.469  -1.259   0.783  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.879  -2.627   0.418  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.508  -3.034  -0.965  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.950  -1.929  -1.800  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.940  -1.064  -1.090  1.00  0.00           C  
HETATM   12  S1  UNL     1       0.496  -2.023  -0.670  1.00  0.00           S  
HETATM   13  O3  UNL     1       1.084  -2.685  -1.880  1.00  0.00           O  
HETATM   14  O4  UNL     1       0.037  -3.123   0.243  1.00  0.00           O  
HETATM   15  N1  UNL     1       1.710  -1.117   0.091  1.00  0.00           N  
HETATM   16  C10 UNL     1       2.381  -0.006  -0.523  1.00  0.00           C  
HETATM   17  C11 UNL     1       2.228   0.298  -1.861  1.00  0.00           C  
HETATM   18  C12 UNL     1       2.890   1.377  -2.439  1.00  0.00           C  
HETATM   19  C13 UNL     1       3.725   2.181  -1.693  1.00  0.00           C  
HETATM   20  F1  UNL     1       4.387   3.243  -2.228  1.00  0.00           F  
HETATM   21  C14 UNL     1       3.882   1.882  -0.356  1.00  0.00           C  
HETATM   22  C15 UNL     1       3.221   0.809   0.209  1.00  0.00           C  
HETATM   23 CL1  UNL     1       3.424   0.433   1.907  1.00  0.00          CL  
HETATM   24  H1  UNL     1       0.532   2.948   1.597  1.00  0.00           H  
HETATM   25  H2  UNL     1       0.282   2.146   3.244  1.00  0.00           H  
HETATM   26  H3  UNL     1      -0.025   3.873   3.004  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.770   3.360   1.300  1.00  0.00           H  
HETATM   28  H5  UNL     1      -2.152   3.022   2.996  1.00  0.00           H  
HETATM   29  H6  UNL     1      -2.908  -0.779   1.672  1.00  0.00           H  
HETATM   30  H7  UNL     1      -4.003  -2.650   0.521  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.528  -3.356   1.202  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.416  -3.418  -1.513  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.835  -3.922  -0.903  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.465  -2.322  -2.707  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.811  -1.265  -2.091  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.711  -0.226  -1.781  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.006  -1.365   1.069  1.00  0.00           H  
HETATM   38  H15 UNL     1       1.569  -0.333  -2.472  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.771   1.617  -3.486  1.00  0.00           H  
HETATM   40  H17 UNL     1       4.546   2.517   0.248  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   11
CONECT    7    8   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   34   35
CONECT   11   12   36
CONECT   12   13   13   14   14
CONECT   12   15
CONECT   15   16   37
CONECT   16   17   17   22
CONECT   17   18   38
CONECT   18   19   19   39
CONECT   19   20   21
CONECT   21   22   22   40
CONECT   22   23
END

HMDB0252033
     RDKit          3D
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate
 40 41  0  0  0  0  0  0  0  0999 V2000
   -0.0984    2.8663    2.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5426    2.6698    2.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8613    1.3770    1.7258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2663    0.8419    0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4395    1.5607   -0.0129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5940   -0.5198    0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4689   -1.2586    0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8792   -2.6266    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5077   -3.0341   -0.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9500   -1.9293   -1.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400   -1.0642   -1.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4956   -2.0230   -0.6699 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.0840   -2.6849   -1.8800 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370   -3.1231    0.2429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7101   -1.1174    0.0906 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813   -0.0060   -0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2280    0.2983   -1.8607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8901    1.3771   -2.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7251    2.1813   -1.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865    3.2426   -2.2280 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8819    1.8815   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2209    0.8095    0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4237    0.4334    1.9068 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    2.9484    1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2818    2.1459    3.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0247    3.8734    3.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7697    3.3595    1.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1516    3.0224    2.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9084   -0.7790    1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0033   -2.6497    0.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281   -3.3558    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160   -3.4185   -1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -3.9215   -0.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648   -2.3222   -2.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110   -1.2649   -2.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7107   -0.2265   -1.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0064   -1.3654    1.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5689   -0.3326   -2.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.6169   -3.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5463    2.5172    0.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  2  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 11  6  1  0
 22 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylic acid	Generator
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulphamoyl)cyclohex-1-enecarboxylate	Generator
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulphamoyl)cyclohex-1-enecarboxylic acid	Generator
Ethyl 6-[(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid	HMDB
Ethyl 6-[(2-chloro-4-fluorophenyl)sulphamoyl]cyclohex-1-ene-1-carboxylate	HMDB
Ethyl 6-[(2-chloro-4-fluorophenyl)sulphamoyl]cyclohex-1-ene-1-carboxylic acid	HMDB
TAK 242	HMDB
TAK-242	HMDB
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-ene-1-carboxylate	HMDB
Ethyl CFSCC	HMDB
CLI 095	HMDB
CLI-095	HMDB
Ethyl (6R)-6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-ene-1-carboxylate	HMDB
Resatorvid	HMDB

Chemical Formula

C₁₅H₁₇ClFNO₄S

Average Molecular Weight

361.81

Monoisotopic Molecular Weight

361.0550851

IUPAC Name

ethyl 6-[(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate

Traditional Name

ethyl 6-[(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C1=CCCCC1S(=O)(=O)NC1=C(Cl)C=C(F)C=C1

InChI Identifier

InChI=1S/C15H17ClFNO4S/c1-2-22-15(19)11-5-3-4-6-14(11)23(20,21)18-13-8-7-10(17)9-12(13)16/h5,7-9,14,18H,2-4,6H2,1H3

InChI Key

LEEIJTHMHDMWLJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Sulfanilides

Direct Parent

Sulfanilides

Alternative Parents

Substituents

Sulfanilide
Chlorobenzene
Fluorobenzene
Halobenzene
Aryl chloride
Aryl fluoride
Aryl halide
Organic sulfonic acid amide
Organosulfonic acid amide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Aminosulfonyl compound
Organic sulfonic acid or derivatives
Sulfonyl
Organosulfonic acid or derivatives
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organonitrogen compound
Organofluoride
Organochloride
Organohalogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organic oxide
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

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
logP	3.45	ALOGPS
logP	3.16	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.8	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.47 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	85.5 m³·mol⁻¹	ChemAxon
Polarizability	33.79 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
DeepCCS	[M+H]+	188.299	30932474
DeepCCS	[M-H]-	185.941	30932474
DeepCCS	[M-2H]-	220.04	30932474
DeepCCS	[M+Na]+	195.528	30932474
AllCCS	[M+H]+	179.0	32859911
AllCCS	[M+H-H2O]+	176.2	32859911
AllCCS	[M+NH4]+	181.7	32859911
AllCCS	[M+Na]+	182.4	32859911
AllCCS	[M-H]-	175.3	32859911
AllCCS	[M+Na-2H]-	175.4	32859911
AllCCS	[M+HCOO]-	175.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate	CCOC(=O)C1=CCCCC1S(=O)(=O)NC1=C(Cl)C=C(F)C=C1	4248.1	Standard polar	33892256
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate	CCOC(=O)C1=CCCCC1S(=O)(=O)NC1=C(Cl)C=C(F)C=C1	4248.4	Standard polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate,1TMS,isomer #1	CCOC(=O)C1=CCCCC1S(=O)(=O)N(C1=CC=C(F)C=C1Cl)[Si](C)(C)C	2548.1	Semi standard non polar	33892256
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate,1TMS,isomer #1	CCOC(=O)C1=CCCCC1S(=O)(=O)N(C1=CC=C(F)C=C1Cl)[Si](C)(C)C	2708.1	Standard non polar	33892256
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate,1TMS,isomer #1	CCOC(=O)C1=CCCCC1S(=O)(=O)N(C1=CC=C(F)C=C1Cl)[Si](C)(C)C	3569.1	Standard polar	33892256
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate,1TBDMS,isomer #1	CCOC(=O)C1=CCCCC1S(=O)(=O)N(C1=CC=C(F)C=C1Cl)[Si](C)(C)C(C)(C)C	2770.5	Semi standard non polar	33892256
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate,1TBDMS,isomer #1	CCOC(=O)C1=CCCCC1S(=O)(=O)N(C1=CC=C(F)C=C1Cl)[Si](C)(C)C(C)(C)C	2966.7	Standard non polar	33892256
Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate,1TBDMS,isomer #1	CCOC(=O)C1=CCCCC1S(=O)(=O)N(C1=CC=C(F)C=C1Cl)[Si](C)(C)C(C)(C)C	3601.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-6941000000-cb75862be8b120d56180	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate 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 - Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate 10V, Positive-QTOF	splash10-014i-0209000000-47df8b437d1ac2b071ac	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate 20V, Positive-QTOF	splash10-0aor-0904000000-f5766abc976bbc3a85a8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate 40V, Positive-QTOF	splash10-0002-9711000000-6f3d7a4a7177c01f3cb2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate 10V, Negative-QTOF	splash10-03di-0009000000-f0398cf557c1517ce4de	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate 20V, Negative-QTOF	splash10-01pc-0795000000-4fb012278d51c97f2dc8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate 40V, Negative-QTOF	splash10-0006-3940000000-78fb2d70c2166b2d2c93	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8094926

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9919285

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate (HMDB0252033)

MOL for HMDB0252033 (Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate)

3D MOL for HMDB0252033 (Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate)

3D SDF for HMDB0252033 (Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate)

3D-SDF for HMDB0252033 (Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate)

PDB for HMDB0252033 (Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate)

3D PDB for HMDB0252033 (Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate)

SMILES for HMDB0252033 (Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate)

INCHI for HMDB0252033 (Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate)

Structure for HMDB0252033 (Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate)

3D Structure for HMDB0252033 (Ethyl 6-(N-(2-chloro-4-fluorophenyl)sulfamoyl)cyclohex-1-enecarboxylate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra