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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:32:37 UTC

Update Date

2021-09-26 23:09:30 UTC

HMDB ID

HMDB0255017

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(6-Aminohexyl)-1-Naphthalenesulfonamide

Description

N-(6-Aminohexyl)-1-Naphthalenesulfonamide, also known as W-5, belongs to the class of organic compounds known as 1-naphthalene sulfonic acids and derivatives. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group (or a derivative thereof) at the 1-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. Based on a literature review a significant number of articles have been published on N-(6-Aminohexyl)-1-Naphthalenesulfonamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(6-aminohexyl)-1-naphthalenesulfonamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(6-Aminohexyl)-1-Naphthalenesulfonamide 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

HMDB0255017
     RDKit          3D
N-(6-Aminohexyl)-1-Naphthalenesulfonamide
 43 44  0  0  0  0  0  0  0  0999 V2000
    6.8355   -1.3938   -0.0452 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6793   -0.6565   -0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3577    0.3861    0.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503    1.2132    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9151    0.3573    0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758    1.2745   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4811    0.5153   -0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489   -0.1351    0.6445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3074   -1.0507    0.6378 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.1769   -1.9349   -0.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2436   -1.9811    1.7526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6324   -0.0512    0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5149    1.3104    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5874    2.1648    0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8406    1.6689    0.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0078    0.3022   -0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2574   -0.2474   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4029   -1.6127   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3155   -2.4363   -0.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0735   -1.8928    0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9274   -0.5307    0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5168   -0.7460    0.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5473   -2.1072    0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8452   -1.3539   -0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9203   -0.1326   -1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2208    1.0785    0.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2252   -0.0522    1.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520    1.9082    1.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408    1.7648   -0.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0334   -0.3796   -0.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7124   -0.1426    0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0385    1.7243   -1.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6149    2.0871    0.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6653   -0.2205   -1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2750    1.1983   -0.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2854    0.4173    1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677    1.7542    0.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4090    3.2495    0.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6894    2.2914   -0.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0740    0.4517   -0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3812   -2.0442   -0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3790   -3.5077   -0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1994   -2.5083    0.1784 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 12  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
M  END

  Mrv1652309112116322D          

 21 22  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    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
   -0.7145   -0.4125    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
    2.1434   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 N   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   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255017

> <DATABASE_NAME>
hmdb

> <SMILES>
NCCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H22N2O2S/c17-12-5-1-2-6-13-18-21(19,20)16-11-7-9-14-8-3-4-10-15(14)16/h3-4,7-11,18H,1-2,5-6,12-13,17H2

> <INCHI_KEY>
FVJRBJIENDRNBE-UHFFFAOYSA-N

> <FORMULA>
C16H22N2O2S

> <MOLECULAR_WEIGHT>
306.42

> <EXACT_MASS>
306.14019913

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.40668964544856

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(6-aminohexyl)naphthalene-1-sulfonamide

> <ALOGPS_LOGP>
1.95

> <JCHEM_LOGP>
1.8492074599737567

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.741977736525797

> <JCHEM_PKA_STRONGEST_BASIC>
10.388552565156814

> <JCHEM_POLAR_SURFACE_AREA>
72.19

> <JCHEM_REFRACTIVITY>
86.2246

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.84e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(6-aminohexyl)naphthalene-1-sulfonamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255017
     RDKit          3D
N-(6-Aminohexyl)-1-Naphthalenesulfonamide
 43 44  0  0  0  0  0  0  0  0999 V2000
    6.8355   -1.3938   -0.0452 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6793   -0.6565   -0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3577    0.3861    0.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503    1.2132    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9151    0.3573    0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758    1.2745   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4811    0.5153   -0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489   -0.1351    0.6445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3074   -1.0507    0.6378 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.1769   -1.9349   -0.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2436   -1.9811    1.7526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6324   -0.0512    0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5149    1.3104    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5874    2.1648    0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8406    1.6689    0.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0078    0.3022   -0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2574   -0.2474   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4029   -1.6127   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3155   -2.4363   -0.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0735   -1.8928    0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9274   -0.5307    0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5168   -0.7460    0.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5473   -2.1072    0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8452   -1.3539   -0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9203   -0.1326   -1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2208    1.0785    0.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2252   -0.0522    1.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520    1.9082    1.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408    1.7648   -0.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0334   -0.3796   -0.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7124   -0.1426    0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0385    1.7243   -1.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6149    2.0871    0.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6653   -0.2205   -1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2750    1.1983   -0.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2854    0.4173    1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677    1.7542    0.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4090    3.2495    0.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6894    2.2914   -0.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0740    0.4517   -0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3812   -2.0442   -0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3790   -3.5077   -0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1994   -2.5083    0.1784 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 12  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  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      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   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      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       4.001  -0.770   0.000  0.00  0.00           S+0
HETATM   12  O   UNK     0       3.231  -2.104   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       4.771   0.564   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       5.335  -1.540   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      14.670  -0.770   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0255017
HETATM    1  N1  UNL     1       6.836  -1.394  -0.045  1.00  0.00           N  
HETATM    2  C1  UNL     1       5.679  -0.656  -0.489  1.00  0.00           C  
HETATM    3  C2  UNL     1       5.358   0.386   0.559  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.150   1.213   0.175  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.915   0.357   0.008  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.776   1.275  -0.374  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.481   0.515  -0.567  1.00  0.00           C  
HETATM    8  N2  UNL     1       0.149  -0.135   0.644  1.00  0.00           N  
HETATM    9  S1  UNL     1      -1.307  -1.051   0.638  1.00  0.00           S  
HETATM   10  O1  UNL     1      -1.177  -1.935  -0.625  1.00  0.00           O  
HETATM   11  O2  UNL     1      -1.244  -1.981   1.753  1.00  0.00           O  
HETATM   12  C7  UNL     1      -2.632  -0.051   0.383  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.515   1.310   0.473  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.587   2.165   0.306  1.00  0.00           C  
HETATM   15  C10 UNL     1      -4.841   1.669   0.041  1.00  0.00           C  
HETATM   16  C11 UNL     1      -5.008   0.302  -0.055  1.00  0.00           C  
HETATM   17  C12 UNL     1      -6.257  -0.247  -0.313  1.00  0.00           C  
HETATM   18  C13 UNL     1      -6.403  -1.613  -0.397  1.00  0.00           C  
HETATM   19  C14 UNL     1      -5.315  -2.436  -0.226  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.073  -1.893   0.030  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.927  -0.531   0.113  1.00  0.00           C  
HETATM   22  H1  UNL     1       7.517  -0.746   0.400  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.547  -2.107   0.657  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.845  -1.354  -0.679  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.920  -0.133  -1.433  1.00  0.00           H  
HETATM   26  H5  UNL     1       6.221   1.079   0.599  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.225  -0.052   1.547  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.952   1.908   1.019  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.341   1.765  -0.764  1.00  0.00           H  
HETATM   30  H9  UNL     1       3.033  -0.380  -0.808  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.712  -0.143   0.991  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.038   1.724  -1.354  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.615   2.087   0.338  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.665  -0.220  -1.407  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.275   1.198  -0.921  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.285   0.417   1.501  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.568   1.754   0.720  1.00  0.00           H  
HETATM   38  H17 UNL     1      -3.409   3.250   0.392  1.00  0.00           H  
HETATM   39  H18 UNL     1      -5.689   2.291  -0.093  1.00  0.00           H  
HETATM   40  H19 UNL     1      -7.074   0.452  -0.438  1.00  0.00           H  
HETATM   41  H20 UNL     1      -7.381  -2.044  -0.599  1.00  0.00           H  
HETATM   42  H21 UNL     1      -5.379  -3.508  -0.283  1.00  0.00           H  
HETATM   43  H22 UNL     1      -3.199  -2.508   0.178  1.00  0.00           H  
CONECT    1    2   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   34   35
CONECT    8    9   36
CONECT    9   10   10   11   11
CONECT    9   12
CONECT   12   13   13   21
CONECT   13   14   37
CONECT   14   15   15   38
CONECT   15   16   39
CONECT   16   17   17   21
CONECT   17   18   40
CONECT   18   19   19   41
CONECT   19   20   42
CONECT   20   21   21   43
END

HMDB0255017
     RDKit          3D
N-(6-Aminohexyl)-1-Naphthalenesulfonamide
 43 44  0  0  0  0  0  0  0  0999 V2000
    6.8355   -1.3938   -0.0452 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6793   -0.6565   -0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3577    0.3861    0.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503    1.2132    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9151    0.3573    0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758    1.2745   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4811    0.5153   -0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489   -0.1351    0.6445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3074   -1.0507    0.6378 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.1769   -1.9349   -0.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2436   -1.9811    1.7526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6324   -0.0512    0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5149    1.3104    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5874    2.1648    0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8406    1.6689    0.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0078    0.3022   -0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2574   -0.2474   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4029   -1.6127   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3155   -2.4363   -0.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0735   -1.8928    0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9274   -0.5307    0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5168   -0.7460    0.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5473   -2.1072    0.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8452   -1.3539   -0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9203   -0.1326   -1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2208    1.0785    0.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2252   -0.0522    1.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520    1.9082    1.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408    1.7648   -0.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0334   -0.3796   -0.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7124   -0.1426    0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0385    1.7243   -1.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6149    2.0871    0.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6653   -0.2205   -1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2750    1.1983   -0.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2854    0.4173    1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677    1.7542    0.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4090    3.2495    0.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6894    2.2914   -0.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0740    0.4517   -0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3812   -2.0442   -0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3790   -3.5077   -0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1994   -2.5083    0.1784 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 12  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(6-Aminohexyl)-1-naphthalenesulphonamide	Generator
N-(6-Aminohexyl)naphthalene-1-sulphonamide	HMDB
N-(6-Aminohexyl)-1-naphthalenesulfonamide hydrochloride	HMDB
W-5	HMDB
N-(6-Aminohexyl)-1-naphthalenesulfonamide	MeSH

Chemical Formula

C₁₆H₂₂N₂O₂S

Average Molecular Weight

306.42

Monoisotopic Molecular Weight

306.14019913

IUPAC Name

N-(6-aminohexyl)naphthalene-1-sulfonamide

Traditional Name

N-(6-aminohexyl)naphthalene-1-sulfonamide

CAS Registry Number

Not Available

SMILES

NCCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12

InChI Identifier

InChI=1S/C16H22N2O2S/c17-12-5-1-2-6-13-18-21(19,20)16-11-7-9-14-8-3-4-10-15(14)16/h3-4,7-11,18H,1-2,5-6,12-13,17H2

InChI Key

FVJRBJIENDRNBE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-naphthalene sulfonic acids and derivatives. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group (or a derivative thereof) at the 1-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalene sulfonic acids and derivatives

Direct Parent

1-naphthalene sulfonic acids and derivatives

Alternative Parents

Substituents

1-naphthalene sulfonamide
Naphthalene sulfonamide
1-naphthalene sulfonic acid or derivatives
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Amine
Primary amine
Organosulfur compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	1.95	ALOGPS
logP	1.85	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.74	ChemAxon
pKa (Strongest Basic)	10.39	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	72.19 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	86.22 m³·mol⁻¹	ChemAxon
Polarizability	34.41 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-2H]-	202.57	30932474
DeepCCS	[M+Na]+	178.136	30932474
AllCCS	[M+H]+	170.1	32859911
AllCCS	[M+H-H2O]+	167.1	32859911
AllCCS	[M+NH4]+	172.8	32859911
AllCCS	[M+Na]+	173.6	32859911
AllCCS	[M-H]-	171.2	32859911
AllCCS	[M+Na-2H]-	171.5	32859911
AllCCS	[M+HCOO]-	172.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(6-Aminohexyl)-1-Naphthalenesulfonamide	NCCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12	4386.8	Standard polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide	NCCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12	3013.6	Standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide	NCCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12	2821.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,1TMS,isomer #1	C[Si](C)(C)NCCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12	2835.7	Semi standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,1TMS,isomer #1	C[Si](C)(C)NCCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12	2705.1	Standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,1TMS,isomer #1	C[Si](C)(C)NCCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12	3728.1	Standard polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,1TMS,isomer #2	C[Si](C)(C)N(CCCCCCN)S(=O)(=O)C1=CC=CC2=CC=CC=C12	2767.1	Semi standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,1TMS,isomer #2	C[Si](C)(C)N(CCCCCCN)S(=O)(=O)C1=CC=CC2=CC=CC=C12	2783.5	Standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,1TMS,isomer #2	C[Si](C)(C)N(CCCCCCN)S(=O)(=O)C1=CC=CC2=CC=CC=C12	4048.1	Standard polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,2TMS,isomer #1	C[Si](C)(C)N(CCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12)[Si](C)(C)C	2946.8	Semi standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,2TMS,isomer #1	C[Si](C)(C)N(CCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12)[Si](C)(C)C	2948.7	Standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,2TMS,isomer #1	C[Si](C)(C)N(CCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12)[Si](C)(C)C	3574.3	Standard polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,2TMS,isomer #2	C[Si](C)(C)NCCCCCCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC2=CC=CC=C12	2823.4	Semi standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,2TMS,isomer #2	C[Si](C)(C)NCCCCCCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC2=CC=CC=C12	2891.9	Standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,2TMS,isomer #2	C[Si](C)(C)NCCCCCCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC2=CC=CC=C12	3603.4	Standard polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,3TMS,isomer #1	C[Si](C)(C)N(CCCCCCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC2=CC=CC=C12)[Si](C)(C)C	2970.2	Semi standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,3TMS,isomer #1	C[Si](C)(C)N(CCCCCCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC2=CC=CC=C12)[Si](C)(C)C	3100.1	Standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,3TMS,isomer #1	C[Si](C)(C)N(CCCCCCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC2=CC=CC=C12)[Si](C)(C)C	3489.8	Standard polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12	3084.1	Semi standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12	2938.7	Standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12	3743.8	Standard polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCCCCCN)S(=O)(=O)C1=CC=CC2=CC=CC=C12	3000.9	Semi standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCCCCCN)S(=O)(=O)C1=CC=CC2=CC=CC=C12	3014.3	Standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCCCCCN)S(=O)(=O)C1=CC=CC2=CC=CC=C12	4022.4	Standard polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3474.8	Semi standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3360.4	Standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCNS(=O)(=O)C1=CC=CC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3589.4	Standard polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCCCCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC2=CC=CC=C12	3297.9	Semi standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCCCCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC2=CC=CC=C12	3329.1	Standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCCCCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC2=CC=CC=C12	3632.5	Standard polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3658.5	Semi standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3715.5	Standard non polar	33892256
N-(6-Aminohexyl)-1-Naphthalenesulfonamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CCCCCCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3567.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(6-Aminohexyl)-1-Naphthalenesulfonamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-9520000000-f7db5f8190c62edfcb2e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(6-Aminohexyl)-1-Naphthalenesulfonamide 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

4163

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4314

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 N-(6-Aminohexyl)-1-Naphthalenesulfonamide (HMDB0255017)

MOL for HMDB0255017 (N-(6-Aminohexyl)-1-Naphthalenesulfonamide)

3D MOL for HMDB0255017 (N-(6-Aminohexyl)-1-Naphthalenesulfonamide)

3D SDF for HMDB0255017 (N-(6-Aminohexyl)-1-Naphthalenesulfonamide)

3D-SDF for HMDB0255017 (N-(6-Aminohexyl)-1-Naphthalenesulfonamide)

PDB for HMDB0255017 (N-(6-Aminohexyl)-1-Naphthalenesulfonamide)

3D PDB for HMDB0255017 (N-(6-Aminohexyl)-1-Naphthalenesulfonamide)

SMILES for HMDB0255017 (N-(6-Aminohexyl)-1-Naphthalenesulfonamide)

INCHI for HMDB0255017 (N-(6-Aminohexyl)-1-Naphthalenesulfonamide)

Structure for HMDB0255017 (N-(6-Aminohexyl)-1-Naphthalenesulfonamide)

3D Structure for HMDB0255017 (N-(6-Aminohexyl)-1-Naphthalenesulfonamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra