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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:36:58 UTC

Update Date

2021-09-26 23:10:54 UTC

HMDB ID

HMDB0255773

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide

Description

NS-398, also known as NS 398, belongs to the class of organic compounds known as nitrophenyl ethers. These are aromatic compounds containing a nitrobenzene moiety that carries an ether group on the benzene ring. Based on a literature review a significant number of articles have been published on NS-398. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide 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

HMDB0255773
     RDKit          3D
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide
 39 40  0  0  0  0  0  0  0  0999 V2000
   -3.9273   -1.5716    2.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3545   -1.9845    0.5994 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.4190   -1.6157   -0.4000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2194   -3.4943    0.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8515   -1.2672    0.2447 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7291    0.1468    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8084    0.9614    0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7573    2.3225    0.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5521    2.9275    0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4720    4.3466    0.1819 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.3666    4.8626   -0.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5767    5.0984    0.4306 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.4421    2.1277   -0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4938    0.7520   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942   -0.0544   -0.2946 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9042    0.3343   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419   -0.1094    0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2582   -1.5540    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9437   -1.6743   -0.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442   -1.5071   -2.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3586   -0.0948   -1.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8716   -2.4415    2.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9627   -1.1787    2.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3103   -0.7663    2.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0244   -1.8659    0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7841    0.4998    0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6310    2.9429    0.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4618    2.6837   -0.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9552    1.4389   -0.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100   -0.0333    1.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7660    0.5068    0.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9356   -1.7860    1.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3310   -2.1617    0.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6487   -0.8050   -1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804   -2.6329   -1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0299   -2.2082   -1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2445   -1.7053   -3.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888    0.0041   -2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1570    0.5558   -2.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 14  6  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
 13 28  1  0
 16 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
M  CHG  2  10   1  12  -1
M  END


  Mrv0541 05041408402D          

 21 22  0  0  0  0            999 V2000
    0.7145    0.4125    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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   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
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 S   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  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  2  0  0  0  0
 10  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  2  0  0  0  0
 14 12  1  0  0  0  0
 15 10  1  0  0  0  0
 16 15  2  0  0  0  0
 17 15  2  0  0  0  0
 20 11  1  0  0  0  0
 20 13  1  0  0  0  0
 21  1  1  0  0  0  0
 21 14  1  0  0  0  0
 21 18  2  0  0  0  0
 21 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255773

> <DATABASE_NAME>
hmdb

> <SMILES>
CS(=O)(=O)NC1=C(OC2CCCCC2)C=C(C=C1)N(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H18N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h7-9,11,14H,2-6H2,1H3

> <INCHI_KEY>
KTDZCOWXCWUPEO-UHFFFAOYSA-N

> <FORMULA>
C13H18N2O5S

> <MOLECULAR_WEIGHT>
314.357

> <EXACT_MASS>
314.093642386

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
30.852936983816495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(cyclohexyloxy)-4-nitrophenyl]methanesulfonamide

> <ALOGPS_LOGP>
3.04

> <JCHEM_LOGP>
1.9279684536666666

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.964431889152826

> <JCHEM_PKA_STRONGEST_BASIC>
-4.90692845117851

> <JCHEM_POLAR_SURFACE_AREA>
101.22000000000001

> <JCHEM_REFRACTIVITY>
77.54329999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[2-(cyclohexyloxy)-4-nitrophenyl]methanesulfonamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255773
     RDKit          3D
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide
 39 40  0  0  0  0  0  0  0  0999 V2000
   -3.9273   -1.5716    2.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3545   -1.9845    0.5994 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.4190   -1.6157   -0.4000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2194   -3.4943    0.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8515   -1.2672    0.2447 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7291    0.1468    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8084    0.9614    0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7573    2.3225    0.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5521    2.9275    0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4720    4.3466    0.1819 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.3666    4.8626   -0.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5767    5.0984    0.4306 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.4421    2.1277   -0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4938    0.7520   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942   -0.0544   -0.2946 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9042    0.3343   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419   -0.1094    0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2582   -1.5540    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9437   -1.6743   -0.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442   -1.5071   -2.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3586   -0.0948   -1.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8716   -2.4415    2.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9627   -1.1787    2.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3103   -0.7663    2.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0244   -1.8659    0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7841    0.4998    0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6310    2.9429    0.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4618    2.6837   -0.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9552    1.4389   -0.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100   -0.0333    1.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7660    0.5068    0.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9356   -1.7860    1.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3310   -2.1617    0.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6487   -0.8050   -1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804   -2.6329   -1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0299   -2.2082   -1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2445   -1.7053   -3.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888    0.0041   -2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1570    0.5558   -2.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 14  6  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
 13 28  1  0
 16 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
M  CHG  2  10   1  12  -1
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1   21                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3   11                                                       
CONECT    6    4   11                                                       
CONECT    7    8   10                                                       
CONECT    8    7   12                                                       
CONECT    9   10   13                                                       
CONECT   10    7    9   15                                                  
CONECT   11    5    6   20                                                  
CONECT   12    8   13   14                                                  
CONECT   13    9   12   20                                                  
CONECT   14   12   21                                                       
CONECT   15   10   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   21                                                            
CONECT   19   21                                                            
CONECT   20   11   13                                                       
CONECT   21    1   14   18   19                                             
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0255773
HETATM    1  C1  UNL     1      -3.927  -1.572   2.205  1.00  0.00           C  
HETATM    2  S1  UNL     1      -3.355  -1.984   0.599  1.00  0.00           S  
HETATM    3  O1  UNL     1      -4.419  -1.616  -0.400  1.00  0.00           O  
HETATM    4  O2  UNL     1      -3.219  -3.494   0.539  1.00  0.00           O  
HETATM    5  N1  UNL     1      -1.851  -1.267   0.245  1.00  0.00           N  
HETATM    6  C2  UNL     1      -1.729   0.147   0.223  1.00  0.00           C  
HETATM    7  C3  UNL     1      -2.808   0.961   0.466  1.00  0.00           C  
HETATM    8  C4  UNL     1      -2.757   2.323   0.460  1.00  0.00           C  
HETATM    9  C5  UNL     1      -1.552   2.928   0.194  1.00  0.00           C  
HETATM   10  N2  UNL     1      -1.472   4.347   0.182  1.00  0.00           N1+
HETATM   11  O3  UNL     1      -0.367   4.863  -0.062  1.00  0.00           O  
HETATM   12  O4  UNL     1      -2.577   5.098   0.431  1.00  0.00           O1-
HETATM   13  C6  UNL     1      -0.442   2.128  -0.056  1.00  0.00           C  
HETATM   14  C7  UNL     1      -0.494   0.752  -0.049  1.00  0.00           C  
HETATM   15  O5  UNL     1       0.594  -0.054  -0.295  1.00  0.00           O  
HETATM   16  C8  UNL     1       1.904   0.334  -0.584  1.00  0.00           C  
HETATM   17  C9  UNL     1       2.842  -0.109   0.513  1.00  0.00           C  
HETATM   18  C10 UNL     1       3.258  -1.554   0.367  1.00  0.00           C  
HETATM   19  C11 UNL     1       3.944  -1.674  -0.988  1.00  0.00           C  
HETATM   20  C12 UNL     1       2.844  -1.507  -2.015  1.00  0.00           C  
HETATM   21  C13 UNL     1       2.359  -0.095  -1.954  1.00  0.00           C  
HETATM   22  H1  UNL     1      -3.872  -2.441   2.905  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.963  -1.179   2.163  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.310  -0.766   2.662  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.024  -1.866   0.044  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.784   0.500   0.681  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.631   2.943   0.657  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.462   2.684  -0.255  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.955   1.439  -0.586  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.310  -0.033   1.484  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.766   0.507   0.490  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.936  -1.786   1.203  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.331  -2.162   0.413  1.00  0.00           H  
HETATM   34  H13 UNL     1       4.649  -0.805  -1.070  1.00  0.00           H  
HETATM   35  H14 UNL     1       4.480  -2.633  -1.084  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.030  -2.208  -1.727  1.00  0.00           H  
HETATM   37  H16 UNL     1       3.245  -1.705  -3.006  1.00  0.00           H  
HETATM   38  H17 UNL     1       1.489   0.004  -2.636  1.00  0.00           H  
HETATM   39  H18 UNL     1       3.157   0.556  -2.363  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3    4    4
CONECT    2    5
CONECT    5    6   25
CONECT    6    7    7   14
CONECT    7    8   26
CONECT    8    9    9   27
CONECT    9   10   13
CONECT   10   11   11   12
CONECT   13   14   14   28
CONECT   14   15
CONECT   15   16
CONECT   16   17   21   29
CONECT   17   18   30   31
CONECT   18   19   32   33
CONECT   19   20   34   35
CONECT   20   21   36   37
CONECT   21   38   39
END

HMDB0255773
     RDKit          3D
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide
 39 40  0  0  0  0  0  0  0  0999 V2000
   -3.9273   -1.5716    2.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3545   -1.9845    0.5994 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.4190   -1.6157   -0.4000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2194   -3.4943    0.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8515   -1.2672    0.2447 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7291    0.1468    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8084    0.9614    0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7573    2.3225    0.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5521    2.9275    0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4720    4.3466    0.1819 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.3666    4.8626   -0.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5767    5.0984    0.4306 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.4421    2.1277   -0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4938    0.7520   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942   -0.0544   -0.2946 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9042    0.3343   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8419   -0.1094    0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2582   -1.5540    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9437   -1.6743   -0.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442   -1.5071   -2.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3586   -0.0948   -1.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8716   -2.4415    2.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9627   -1.1787    2.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3103   -0.7663    2.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0244   -1.8659    0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7841    0.4998    0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6310    2.9429    0.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4618    2.6837   -0.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9552    1.4389   -0.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100   -0.0333    1.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7660    0.5068    0.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9356   -1.7860    1.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3310   -2.1617    0.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6487   -0.8050   -1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804   -2.6329   -1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0299   -2.2082   -1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2445   -1.7053   -3.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4888    0.0041   -2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1570    0.5558   -2.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 14  6  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
 13 28  1  0
 16 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
M  CHG  2  10   1  12  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide	ChEBI
NS 398	ChEBI
NS398	ChEBI
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulphonamide	Generator

Chemical Formula

C₁₃H₁₈N₂O₅S

Average Molecular Weight

314.357

Monoisotopic Molecular Weight

314.093642386

IUPAC Name

N-[2-(cyclohexyloxy)-4-nitrophenyl]methanesulfonamide

Traditional Name

N-[2-(cyclohexyloxy)-4-nitrophenyl]methanesulfonamide

CAS Registry Number

Not Available

SMILES

CS(=O)(=O)NC1=C(OC2CCCCC2)C=C(C=C1)N(=O)=O

InChI Identifier

InChI=1S/C13H18N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h7-9,11,14H,2-6H2,1H3

InChI Key

KTDZCOWXCWUPEO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrophenyl ethers. These are aromatic compounds containing a nitrobenzene moiety that carries an ether group on the benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Nitrobenzenes

Direct Parent

Nitrophenyl ethers

Alternative Parents

Substituents

Nitrophenyl ether
Sulfanilide
Phenoxy compound
Nitroaromatic compound
Phenol ether
Alkyl aryl ether
Organic sulfonic acid amide
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
C-nitro compound
Organic nitro compound
Organic 1,3-dipolar compound
Ether
Organic oxoazanium
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic zwitterion
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

C-nitro compound (CHEBI:73458 )
aromatic ether (CHEBI:73458 )
sulfonamide (CHEBI:73458 )

Ontology

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	3.04	ALOGPS
logP	1.93	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	6.96	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	101.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	77.54 m³·mol⁻¹	ChemAxon
Polarizability	30.85 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]+	168.756	30932474
DeepCCS	[M-H]-	166.398	30932474
DeepCCS	[M-2H]-	199.284	30932474
DeepCCS	[M+Na]+	174.849	30932474
AllCCS	[M+H]+	170.8	32859911
AllCCS	[M+H-H2O]+	167.7	32859911
AllCCS	[M+NH4]+	173.6	32859911
AllCCS	[M+Na]+	174.5	32859911
AllCCS	[M-H]-	165.9	32859911
AllCCS	[M+Na-2H]-	165.9	32859911
AllCCS	[M+HCOO]-	166.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide	CS(=O)(=O)NC1=C(OC2CCCCC2)C=C(C=C1)N(=O)=O	3813.6	Standard polar	33892256
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide	CS(=O)(=O)NC1=C(OC2CCCCC2)C=C(C=C1)N(=O)=O	2683.0	Standard non polar	33892256
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide	CS(=O)(=O)NC1=C(OC2CCCCC2)C=C(C=C1)N(=O)=O	2654.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide,1TMS,isomer #1	C[Si](C)(C)N(C1=CC=C([N+](=O)[O-])C=C1OC1CCCCC1)S(C)(=O)=O	2521.9	Semi standard non polar	33892256
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide,1TMS,isomer #1	C[Si](C)(C)N(C1=CC=C([N+](=O)[O-])C=C1OC1CCCCC1)S(C)(=O)=O	2556.0	Standard non polar	33892256
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide,1TMS,isomer #1	C[Si](C)(C)N(C1=CC=C([N+](=O)[O-])C=C1OC1CCCCC1)S(C)(=O)=O	3295.3	Standard polar	33892256
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C([N+](=O)[O-])C=C1OC1CCCCC1)S(C)(=O)=O	2801.5	Semi standard non polar	33892256
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C([N+](=O)[O-])C=C1OC1CCCCC1)S(C)(=O)=O	2794.6	Standard non polar	33892256
N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C([N+](=O)[O-])C=C1OC1CCCCC1)S(C)(=O)=O	3396.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-3390000000-b25d1a00c60c7c08470a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

4393

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

NS-398

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

73458

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 N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide (HMDB0255773)

MOL for HMDB0255773 (N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide)

3D MOL for HMDB0255773 (N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide)

3D SDF for HMDB0255773 (N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide)

3D-SDF for HMDB0255773 (N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide)

PDB for HMDB0255773 (N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide)

3D PDB for HMDB0255773 (N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide)

SMILES for HMDB0255773 (N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide)

INCHI for HMDB0255773 (N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide)

Structure for HMDB0255773 (N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide)

3D Structure for HMDB0255773 (N-(2-Cyclohexyloxy-4-nitrophenyl)methanesulfonamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra