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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:17 UTC

Update Date

2022-03-07 02:53:29 UTC

HMDB ID

HMDB0032855

Secondary Accession Numbers

HMDB32855

Metabolite Identification

Common Name

N-Chloroacetyl-2,6-diethylaniline

Description

N-Chloroacetyl-2,6-diethylaniline, also known as 2-chloro-2',6'-diethylacetanilide, belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution. N-Chloroacetyl-2,6-diethylaniline is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on N-Chloroacetyl-2,6-diethylaniline.

Structure

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

HMDB0032855
     RDKit          3D
N-Chloroacetyl-2,6-diethylaniline
 31 31  0  0  0  0  0  0  0  0999 V2000
   -2.6334    0.0662    1.5791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5185    0.2045    0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2602    0.9066   -0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3566    2.2344   -0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2414    2.9648   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9871    2.3531   -0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0812    1.0147   -0.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4173    0.4084   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9437    0.3475    0.8685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302    0.2835   -0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0577   -1.0909    0.1468 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0243   -2.1512   -0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1823   -1.9171   -1.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0735   -3.5516   -0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2965   -3.6971    1.4263 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -0.9694    1.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7084    0.3196    2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4156    0.7534    1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4021    0.7850   -0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5579   -0.7948   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    2.7095   -0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2883    3.9981   -1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8959    2.8882   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251    1.0248   -1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4291   -0.6472   -0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1465    1.3965    1.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2506   -0.1616    1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9104   -0.1738    0.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866   -1.2892    1.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8476   -4.1333   -0.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9223   -4.0815   -0.8214 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  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 10  3  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 14 30  1  0
 14 31  1  0
M  END


  Mrv0541 02241218142D          

 15 15  0  0  0  0            999 V2000
   -0.7123   -0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7123   -1.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013   -0.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4259   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013   -1.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -1.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    0.6181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1437   -0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409   -0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7137    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7137    1.8556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4287    0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    1.0305    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  7  2  0  0  0  0
  3  9  1  0  0  0  0
  4 11  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032855

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=CC=CC(CC)=C1NC(=O)CCl

> <INCHI_IDENTIFIER>
InChI=1S/C12H16ClNO/c1-3-9-6-5-7-10(4-2)12(9)14-11(15)8-13/h5-7H,3-4,8H2,1-2H3,(H,14,15)

> <INCHI_KEY>
LBJVHMAYBNQJBK-UHFFFAOYSA-N

> <FORMULA>
C12H16ClNO

> <MOLECULAR_WEIGHT>
225.715

> <EXACT_MASS>
225.092041846

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
24.18719263790222

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-chloro-N-(2,6-diethylphenyl)acetamide

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
3.6642801019999998

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.632268309090957

> <JCHEM_PKA_STRONGEST_BASIC>
-6.916156321017516

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
64.9586

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-chloro-N-(2,6-diethylphenyl)acetamide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032855
     RDKit          3D
N-Chloroacetyl-2,6-diethylaniline
 31 31  0  0  0  0  0  0  0  0999 V2000
   -2.6334    0.0662    1.5791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5185    0.2045    0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2602    0.9066   -0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3566    2.2344   -0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2414    2.9648   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9871    2.3531   -0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0812    1.0147   -0.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4173    0.4084   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9437    0.3475    0.8685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302    0.2835   -0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0577   -1.0909    0.1468 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0243   -2.1512   -0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1823   -1.9171   -1.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0735   -3.5516   -0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2965   -3.6971    1.4263 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -0.9694    1.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7084    0.3196    2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4156    0.7534    1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4021    0.7850   -0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5579   -0.7948   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    2.7095   -0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2883    3.9981   -1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8959    2.8882   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251    1.0248   -1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4291   -0.6472   -0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1465    1.3965    1.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2506   -0.1616    1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9104   -0.1738    0.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866   -1.2892    1.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8476   -4.1333   -0.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9223   -4.0815   -0.8214 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  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 10  3  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 14 30  1  0
 14 31  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.330  -1.154   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.330  -2.694   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.002  -0.386   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.662  -0.384   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.002  -3.464   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.332  -2.694   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.332  -1.154   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -0.384   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.002   1.154   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       4.002  -1.154   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.996  -1.154   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.332   1.924   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.332   3.464   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667   1.154   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      -4.002   1.924   0.000  0.00  0.00          Cl+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    7    9                                                  
CONECT    4    1   11                                                       
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    3    6    8                                                  
CONECT    8    7   10                                                       
CONECT    9    3   12                                                       
CONECT   10    8                                                            
CONECT   11    4                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0032855
HETATM    1  C1  UNL     1      -2.633   0.066   1.579  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.519   0.205   0.087  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.260   0.907  -0.270  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.357   2.234  -0.652  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.241   2.965  -1.010  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.987   2.353  -0.983  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.081   1.015  -0.597  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.417   0.408  -0.570  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.944   0.348   0.869  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.030   0.283  -0.240  1.00  0.00           C  
HETATM   11  N1  UNL     1       0.058  -1.091   0.147  1.00  0.00           N  
HETATM   12  C11 UNL     1      -0.024  -2.151  -0.768  1.00  0.00           C  
HETATM   13  O1  UNL     1      -0.182  -1.917  -1.984  1.00  0.00           O  
HETATM   14  C12 UNL     1       0.073  -3.552  -0.315  1.00  0.00           C  
HETATM   15 CL1  UNL     1       0.296  -3.697   1.426  1.00  0.00          CL  
HETATM   16  H1  UNL     1      -2.930  -0.969   1.842  1.00  0.00           H  
HETATM   17  H2  UNL     1      -1.708   0.320   2.122  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.416   0.753   1.950  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.402   0.785  -0.273  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.558  -0.795  -0.414  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.326   2.709  -0.670  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.288   3.998  -1.311  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.896   2.888  -1.258  1.00  0.00           H  
HETATM   24  H9  UNL     1       3.125   1.025  -1.141  1.00  0.00           H  
HETATM   25  H10 UNL     1       2.429  -0.647  -0.914  1.00  0.00           H  
HETATM   26  H11 UNL     1       3.147   1.397   1.174  1.00  0.00           H  
HETATM   27  H12 UNL     1       2.251  -0.162   1.543  1.00  0.00           H  
HETATM   28  H13 UNL     1       3.910  -0.174   0.902  1.00  0.00           H  
HETATM   29  H14 UNL     1       0.187  -1.289   1.162  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.848  -4.133  -0.612  1.00  0.00           H  
HETATM   31  H16 UNL     1       0.922  -4.082  -0.821  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4    4   10
CONECT    4    5   21
CONECT    5    6    6   22
CONECT    6    7   23
CONECT    7    8   10   10
CONECT    8    9   24   25
CONECT    9   26   27   28
CONECT   10   11
CONECT   11   12   29
CONECT   12   13   13   14
CONECT   14   15   30   31
END

HMDB0032855
     RDKit          3D
N-Chloroacetyl-2,6-diethylaniline
 31 31  0  0  0  0  0  0  0  0999 V2000
   -2.6334    0.0662    1.5791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5185    0.2045    0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2602    0.9066   -0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3566    2.2344   -0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2414    2.9648   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9871    2.3531   -0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0812    1.0147   -0.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4173    0.4084   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9437    0.3475    0.8685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302    0.2835   -0.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0577   -1.0909    0.1468 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0243   -2.1512   -0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1823   -1.9171   -1.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0735   -3.5516   -0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2965   -3.6971    1.4263 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -0.9694    1.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7084    0.3196    2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4156    0.7534    1.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4021    0.7850   -0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5579   -0.7948   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    2.7095   -0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2883    3.9981   -1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8959    2.8882   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251    1.0248   -1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4291   -0.6472   -0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1465    1.3965    1.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2506   -0.1616    1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9104   -0.1738    0.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866   -1.2892    1.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8476   -4.1333   -0.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9223   -4.0815   -0.8214 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  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 10  3  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 14 30  1  0
 14 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Chloro-2',6'-diethylacetanilide	ChEBI
alpha-Chloro-2',6'-diethylacetanilide	ChEBI
N-2'-Chloroacetyl-2,6-diethylaniline	ChEBI
a-Chloro-2',6'-diethylacetanilide	Generator
Α-chloro-2',6'-diethylacetanilide	Generator
2-chloro-N-(2,6-Diethyl,phenyl)acetamide	HMDB
2-chloro-N-(2,6-Diethylphenyl)-acetamide	HMDB
2-chloro-N-(Diethylphenyl)acetamide	HMDB
chloro-N-(2,6-Diethylphenyl)acetamide	HMDB
CDEPA-2	MeSH
2-Chloro-N-(2,6-diethylphenyl)acetamide	MeSH

Chemical Formula

C₁₂H₁₆ClNO

Average Molecular Weight

225.715

Monoisotopic Molecular Weight

225.092041846

IUPAC Name

2-chloro-N-(2,6-diethylphenyl)acetamide

Traditional Name

2-chloro-N-(2,6-diethylphenyl)acetamide

CAS Registry Number

6967-29-9

SMILES

CCC1=CC=CC(CC)=C1NC(=O)CCl

InChI Identifier

InChI=1S/C12H16ClNO/c1-3-9-6-5-7-10(4-2)12(9)14-11(15)8-13/h5-7H,3-4,8H2,1-2H3,(H,14,15)

InChI Key

LBJVHMAYBNQJBK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Anilides

Alternative Parents

Substituents

Anilide
N-arylamide
Chloroacetamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Alkyl chloride
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Alkyl halide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032855)
Cell membrane (HMDB: HMDB0032855)

Source

Exogenous

Exogenous (HMDB: HMDB0032855)

Food

Food (HMDB: HMDB0032855)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032855)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	135 - 136 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.043 g/L	ALOGPS
logP	2.76	ALOGPS
logP	3.66	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	13.63	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	64.96 m³·mol⁻¹	ChemAxon
Polarizability	24.19 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	148.776	30932474
DeepCCS	[M-H]-	146.357	30932474
DeepCCS	[M-2H]-	181.587	30932474
DeepCCS	[M+Na]+	156.758	30932474
AllCCS	[M+H]+	149.9	32859911
AllCCS	[M+H-H2O]+	146.0	32859911
AllCCS	[M+NH4]+	153.6	32859911
AllCCS	[M+Na]+	154.6	32859911
AllCCS	[M-H]-	152.3	32859911
AllCCS	[M+Na-2H]-	153.0	32859911
AllCCS	[M+HCOO]-	153.9	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.	7.28 minutes	32390414
Predicted by Siyang on May 30, 2022	14.9082 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.15 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2210.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	471.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	164.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	264.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	87.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	554.3 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	792.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1221.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	493.0 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	1309.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	428.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	349.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	350.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	384.4 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	12.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Chloroacetyl-2,6-diethylaniline	CCC1=CC=CC(CC)=C1NC(=O)CCl	2592.8	Standard polar	33892256
N-Chloroacetyl-2,6-diethylaniline	CCC1=CC=CC(CC)=C1NC(=O)CCl	1874.0	Standard non polar	33892256
N-Chloroacetyl-2,6-diethylaniline	CCC1=CC=CC(CC)=C1NC(=O)CCl	1736.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Chloroacetyl-2,6-diethylaniline,1TMS,isomer #1	CCC1=CC=CC(CC)=C1N(C(=O)CCl)[Si](C)(C)C	1796.7	Semi standard non polar	33892256
N-Chloroacetyl-2,6-diethylaniline,1TMS,isomer #1	CCC1=CC=CC(CC)=C1N(C(=O)CCl)[Si](C)(C)C	1747.6	Standard non polar	33892256
N-Chloroacetyl-2,6-diethylaniline,1TBDMS,isomer #1	CCC1=CC=CC(CC)=C1N(C(=O)CCl)[Si](C)(C)C(C)(C)C	1989.9	Semi standard non polar	33892256
N-Chloroacetyl-2,6-diethylaniline,1TBDMS,isomer #1	CCC1=CC=CC(CC)=C1N(C(=O)CCl)[Si](C)(C)C(C)(C)C	1971.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Chloroacetyl-2,6-diethylaniline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-1910000000-106dedc994fab7395680	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Chloroacetyl-2,6-diethylaniline 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 - N-Chloroacetyl-2,6-diethylaniline 10V, Positive-QTOF	splash10-004i-0390000000-5c2d05230e5124c3fc26	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Chloroacetyl-2,6-diethylaniline 20V, Positive-QTOF	splash10-000t-0910000000-9c8a05d0a5455500774a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Chloroacetyl-2,6-diethylaniline 40V, Positive-QTOF	splash10-001i-1900000000-167723342cadc36ca5e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Chloroacetyl-2,6-diethylaniline 10V, Negative-QTOF	splash10-00di-1290000000-d9ae4c95c5e91552b8b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Chloroacetyl-2,6-diethylaniline 20V, Negative-QTOF	splash10-007a-3930000000-22a11865be9ca905d000	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Chloroacetyl-2,6-diethylaniline 40V, Negative-QTOF	splash10-0006-9600000000-c5f1293bbb4181d784b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Chloroacetyl-2,6-diethylaniline 10V, Positive-QTOF	splash10-004i-0290000000-2f0d67d3189fdfa15984	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Chloroacetyl-2,6-diethylaniline 20V, Positive-QTOF	splash10-004i-1690000000-6a6cc14ecc3ecc1f8c74	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Chloroacetyl-2,6-diethylaniline 40V, Positive-QTOF	splash10-01c0-3900000000-55dcf4ff80a4cec9aa7e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Chloroacetyl-2,6-diethylaniline 10V, Negative-QTOF	splash10-00di-1290000000-42237fe0f0d026a1c28b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Chloroacetyl-2,6-diethylaniline 20V, Negative-QTOF	splash10-00di-5970000000-f3e51e1fc1839aa0636f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Chloroacetyl-2,6-diethylaniline 40V, Negative-QTOF	splash10-001l-9800000000-c7f7b443be64dfba7129	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010832

KNApSAcK ID

Not Available

Chemspider ID

86962

KEGG Compound ID

Not Available

BioCyc ID

CPD-18945

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

96338

PDB ID

Not Available

ChEBI ID

136492

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for N-Chloroacetyl-2,6-diethylaniline (HMDB0032855)

MOL for HMDB0032855 (N-Chloroacetyl-2,6-diethylaniline)

3D MOL for HMDB0032855 (N-Chloroacetyl-2,6-diethylaniline)

3D SDF for HMDB0032855 (N-Chloroacetyl-2,6-diethylaniline)

3D-SDF for HMDB0032855 (N-Chloroacetyl-2,6-diethylaniline)

PDB for HMDB0032855 (N-Chloroacetyl-2,6-diethylaniline)

3D PDB for HMDB0032855 (N-Chloroacetyl-2,6-diethylaniline)

SMILES for HMDB0032855 (N-Chloroacetyl-2,6-diethylaniline)

INCHI for HMDB0032855 (N-Chloroacetyl-2,6-diethylaniline)

Structure for HMDB0032855 (N-Chloroacetyl-2,6-diethylaniline)

3D Structure for HMDB0032855 (N-Chloroacetyl-2,6-diethylaniline)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra