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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:45:08 UTC

Update Date

2021-09-26 22:56:00 UTC

HMDB ID

HMDB0246736

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-(N,N-Hexamethylene)amiloride

Description

5-(N,N-Hexamethylene)amiloride, also known as HMA, belongs to the class of organic compounds known as pyrazinecarboxamides. Pyrazinecarboxamides are compounds containing a pyrazine ring which bears a carboxamide. Based on a literature review a significant number of articles have been published on 5-(N,N-Hexamethylene)amiloride. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-(n,n-hexamethylene)amiloride is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-(N,N-Hexamethylene)amiloride 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

HMDB0246736
     RDKit          3D
5-(N,N-Hexamethylene)amiloride
 39 40  0  0  0  0  0  0  0  0999 V2000
    6.7265   -0.9257   -1.1894 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8643   -0.2433   -0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3723    0.6340    0.7097 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5929   -0.4099   -0.3529 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6970    0.2466    0.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1114    0.9479    1.4696 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2536    0.0867    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7820   -0.6634   -0.7134 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519   -0.8289   -0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0522   -1.8338   -2.2837 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4382   -0.2017   -0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8437   -0.2932   -0.2589 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781    0.3778    0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7231    1.2098    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9741    0.3691    0.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6275   -1.0054   -0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9759   -0.8082   -1.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530   -0.9568   -1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0726    0.5514    0.9079 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685    0.7215    1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8854    1.5104    2.2106 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1462   -1.8672   -0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9960   -0.5520   -2.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5153    0.2887    1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6153    1.6310    0.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681   -0.3351    1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8908    1.1066    1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5546    1.5767   -0.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8561    2.1322    0.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7713    0.7862   -0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2528    0.3540    1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6237   -1.5160   -0.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750   -1.6393    0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2955    0.1164   -1.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3273   -1.6316   -2.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1536   -0.5523   -2.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989   -2.0476   -1.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2250    1.1029    3.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9573    2.5615    2.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 11 19  1  0
 19 20  2  0
 20 21  1  0
 20  7  1  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 21 38  1  0
 21 39  1  0
M  END


  Mrv1652309112101452D          

 21 22  0  0  0  0            999 V2000
    2.0656    5.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906    5.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4050    5.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2214    4.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781    4.0958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348    4.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512    5.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781    3.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926    2.8583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926    2.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781    1.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636    2.0333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636    2.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0491    3.2708    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4781    0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636    0.3833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926    0.3833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926   -0.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070   -0.8542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -0.8542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070    1.6208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 10 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246736

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(N)=NC(=O)C1=C(N)N=C(N2CCCCCC2)C(Cl)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C12H18ClN7O/c13-8-10(20-5-3-1-2-4-6-20)18-9(14)7(17-8)11(21)19-12(15)16/h1-6H2,(H2,14,18)(H4,15,16,19,21)

> <INCHI_KEY>
RQQJJXVETXFINY-UHFFFAOYSA-N

> <FORMULA>
C12H18ClN7O

> <MOLECULAR_WEIGHT>
311.77

> <EXACT_MASS>
311.1261359

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
31.3969332086808

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-amino-5-(azepan-1-yl)-6-chloro-N-(diaminomethylidene)pyrazine-2-carboxamide

> <ALOGPS_LOGP>
1.67

> <JCHEM_LOGP>
1.3415354926666667

> <ALOGPS_LOGS>
-2.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.34011753605906

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.810287198641138

> <JCHEM_PKA_STRONGEST_BASIC>
2.339567295191709

> <JCHEM_POLAR_SURFACE_AREA>
136.51

> <JCHEM_REFRACTIVITY>
83.1596

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-amino-5-(azepan-1-yl)-6-chloro-N-(diaminomethylidene)pyrazine-2-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246736
     RDKit          3D
5-(N,N-Hexamethylene)amiloride
 39 40  0  0  0  0  0  0  0  0999 V2000
    6.7265   -0.9257   -1.1894 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8643   -0.2433   -0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3723    0.6340    0.7097 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5929   -0.4099   -0.3529 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6970    0.2466    0.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1114    0.9479    1.4696 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2536    0.0867    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7820   -0.6634   -0.7134 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519   -0.8289   -0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0522   -1.8338   -2.2837 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4382   -0.2017   -0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8437   -0.2932   -0.2589 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781    0.3778    0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7231    1.2098    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9741    0.3691    0.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6275   -1.0054   -0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9759   -0.8082   -1.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530   -0.9568   -1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0726    0.5514    0.9079 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685    0.7215    1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8854    1.5104    2.2106 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1462   -1.8672   -0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9960   -0.5520   -2.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5153    0.2887    1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6153    1.6310    0.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681   -0.3351    1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8908    1.1066    1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5546    1.5767   -0.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8561    2.1322    0.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7713    0.7862   -0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2528    0.3540    1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6237   -1.5160   -0.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750   -1.6393    0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2955    0.1164   -1.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3273   -1.6316   -2.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1536   -0.5523   -2.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989   -2.0476   -1.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2250    1.1029    3.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9573    2.5615    2.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 11 19  1  0
 19 20  2  0
 20 21  1  0
 20  7  1  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 21 38  1  0
 21 39  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       3.856  11.019   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.396  11.019   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.356   9.815   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.013   8.314   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       4.626   7.646   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.238   8.314   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.896   9.815   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.626   6.106   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       5.959   5.336   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.959   3.796   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.626   3.026   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       3.292   3.796   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.292   5.336   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0       1.958   6.106   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0       4.626   1.486   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.292   0.716   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       5.959   0.716   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       5.959  -0.824   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       7.293  -1.594   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       4.626  -1.594   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       7.293   3.026   0.000  0.00  0.00           N+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    1                                                       
CONECT    8    5    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   21                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13                                                            
CONECT   15   11   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   10                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0246736
HETATM    1  N1  UNL     1       6.727  -0.926  -1.189  1.00  0.00           N  
HETATM    2  C1  UNL     1       5.864  -0.243  -0.285  1.00  0.00           C  
HETATM    3  N2  UNL     1       6.372   0.634   0.710  1.00  0.00           N  
HETATM    4  N3  UNL     1       4.593  -0.410  -0.353  1.00  0.00           N  
HETATM    5  C2  UNL     1       3.697   0.247   0.524  1.00  0.00           C  
HETATM    6  O1  UNL     1       4.111   0.948   1.470  1.00  0.00           O  
HETATM    7  C3  UNL     1       2.254   0.087   0.299  1.00  0.00           C  
HETATM    8  N4  UNL     1       1.782  -0.663  -0.713  1.00  0.00           N  
HETATM    9  C4  UNL     1       0.452  -0.829  -0.945  1.00  0.00           C  
HETATM   10 CL1  UNL     1      -0.052  -1.834  -2.284  1.00  0.00          CL  
HETATM   11  C5  UNL     1      -0.438  -0.202  -0.109  1.00  0.00           C  
HETATM   12  N5  UNL     1      -1.844  -0.293  -0.259  1.00  0.00           N  
HETATM   13  C6  UNL     1      -2.578   0.378   0.826  1.00  0.00           C  
HETATM   14  C7  UNL     1      -3.723   1.210   0.318  1.00  0.00           C  
HETATM   15  C8  UNL     1      -4.974   0.369   0.489  1.00  0.00           C  
HETATM   16  C9  UNL     1      -4.628  -1.005  -0.050  1.00  0.00           C  
HETATM   17  C10 UNL     1      -3.976  -0.808  -1.372  1.00  0.00           C  
HETATM   18  C11 UNL     1      -2.453  -0.957  -1.345  1.00  0.00           C  
HETATM   19  N6  UNL     1       0.073   0.551   0.908  1.00  0.00           N  
HETATM   20  C12 UNL     1       1.368   0.722   1.146  1.00  0.00           C  
HETATM   21  N7  UNL     1       1.885   1.510   2.211  1.00  0.00           N  
HETATM   22  H1  UNL     1       7.146  -1.867  -0.949  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.996  -0.552  -2.127  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.515   0.289   1.674  1.00  0.00           H  
HETATM   25  H4  UNL     1       6.615   1.631   0.519  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.868  -0.335   1.622  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.891   1.107   1.353  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.555   1.577  -0.692  1.00  0.00           H  
HETATM   29  H8  UNL     1      -3.856   2.132   0.957  1.00  0.00           H  
HETATM   30  H9  UNL     1      -5.771   0.786  -0.149  1.00  0.00           H  
HETATM   31  H10 UNL     1      -5.253   0.354   1.549  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.624  -1.516  -0.209  1.00  0.00           H  
HETATM   33  H12 UNL     1      -4.075  -1.639   0.637  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.295   0.116  -1.887  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.327  -1.632  -2.054  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.154  -0.552  -2.348  1.00  0.00           H  
HETATM   37  H16 UNL     1      -2.299  -2.048  -1.236  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.225   1.103   3.114  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.957   2.562   2.152  1.00  0.00           H  
CONECT    1    2   22   23
CONECT    2    3    4    4
CONECT    3   24   25
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8    8   20
CONECT    8    9
CONECT    9   10   11   11
CONECT   11   12   19
CONECT   12   13   18
CONECT   13   14   26   27
CONECT   14   15   28   29
CONECT   15   16   30   31
CONECT   16   17   32   33
CONECT   17   18   34   35
CONECT   18   36   37
CONECT   19   20   20
CONECT   20   21
CONECT   21   38   39
END

HMDB0246736
     RDKit          3D
5-(N,N-Hexamethylene)amiloride
 39 40  0  0  0  0  0  0  0  0999 V2000
    6.7265   -0.9257   -1.1894 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8643   -0.2433   -0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3723    0.6340    0.7097 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5929   -0.4099   -0.3529 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6970    0.2466    0.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1114    0.9479    1.4696 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2536    0.0867    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7820   -0.6634   -0.7134 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519   -0.8289   -0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0522   -1.8338   -2.2837 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4382   -0.2017   -0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8437   -0.2932   -0.2589 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781    0.3778    0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7231    1.2098    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9741    0.3691    0.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6275   -1.0054   -0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9759   -0.8082   -1.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530   -0.9568   -1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0726    0.5514    0.9079 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685    0.7215    1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8854    1.5104    2.2106 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1462   -1.8672   -0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9960   -0.5520   -2.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5153    0.2887    1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6153    1.6310    0.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681   -0.3351    1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8908    1.1066    1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5546    1.5767   -0.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8561    2.1322    0.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7713    0.7862   -0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2528    0.3540    1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6237   -1.5160   -0.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750   -1.6393    0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2955    0.1164   -1.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3273   -1.6316   -2.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1536   -0.5523   -2.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989   -2.0476   -1.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2250    1.1029    3.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9573    2.5615    2.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 11 19  1  0
 19 20  2  0
 20 21  1  0
 20  7  1  0
 18 12  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 21 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Amino-6-chloro-5-(1-homopiperidyl)-N-(diaminomethylene)pyrazinecarboxamide	ChEBI
Hexamethylene amiloride	ChEBI
Hexamethyleneamiloride	ChEBI
HMA	ChEBI
HMA-5	ChEBI
5-HMA	HMDB

Chemical Formula

C₁₂H₁₈ClN₇O

Average Molecular Weight

311.77

Monoisotopic Molecular Weight

311.1261359

IUPAC Name

3-amino-5-(azepan-1-yl)-6-chloro-N-(diaminomethylidene)pyrazine-2-carboxamide

Traditional Name

3-amino-5-(azepan-1-yl)-6-chloro-N-(diaminomethylidene)pyrazine-2-carboxamide

CAS Registry Number

Not Available

SMILES

NC(N)=NC(=O)C1=C(N)N=C(N2CCCCCC2)C(Cl)=N1

InChI Identifier

InChI=1S/C12H18ClN7O/c13-8-10(20-5-3-1-2-4-6-20)18-9(14)7(17-8)11(21)19-12(15)16/h1-6H2,(H2,14,18)(H4,15,16,19,21)

InChI Key

RQQJJXVETXFINY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrazinecarboxamides. Pyrazinecarboxamides are compounds containing a pyrazine ring which bears a carboxamide.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrazines

Direct Parent

Pyrazinecarboxamides

Alternative Parents

Substituents

Pyrazinecarboxamide
Dialkylarylamine
Acylguanidine
Aminopyrazine
Azepane
Aryl chloride
Aryl halide
Imidolactam
Heteroaromatic compound
Vinylogous amide
Amino acid or derivatives
Guanidine
Azacycle
Organic 1,3-dipolar compound
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organochloride
Organohalogen compound
Amine
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrazines (CHEBI:76400 )
monocarboxylic acid amide (CHEBI:76400 )
organochlorine compound (CHEBI:76400 )
guanidines (CHEBI:76400 )
aromatic amine (CHEBI:76400 )
azepanes (CHEBI:76400 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	1.67	ALOGPS
logP	1.34	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	16.81	ChemAxon
pKa (Strongest Basic)	2.34	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	136.51 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	83.16 m³·mol⁻¹	ChemAxon
Polarizability	31.4 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]+	174.645	30932474
DeepCCS	[M-H]-	172.287	30932474
DeepCCS	[M-2H]-	205.174	30932474
DeepCCS	[M+Na]+	180.738	30932474
AllCCS	[M+H]+	168.4	32859911
AllCCS	[M+H-H2O]+	165.2	32859911
AllCCS	[M+NH4]+	171.3	32859911
AllCCS	[M+Na]+	172.2	32859911
AllCCS	[M-H]-	170.9	32859911
AllCCS	[M+Na-2H]-	170.9	32859911
AllCCS	[M+HCOO]-	171.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(N,N-Hexamethylene)amiloride	NC(N)=NC(=O)C1=C(N)N=C(N2CCCCCC2)C(Cl)=N1	3340.3	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride	NC(N)=NC(=O)C1=C(N)N=C(N2CCCCCC2)C(Cl)=N1	2876.8	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride	NC(N)=NC(=O)C1=C(N)N=C(N2CCCCCC2)C(Cl)=N1	3108.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-(N,N-Hexamethylene)amiloride,1TMS,isomer #1	C[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N	3048.2	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,1TMS,isomer #1	C[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N	2829.2	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,1TMS,isomer #1	C[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N	5457.8	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,1TMS,isomer #2	C[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N	3037.9	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,1TMS,isomer #2	C[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N	2810.9	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,1TMS,isomer #2	C[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N	5388.9	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,2TMS,isomer #1	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N[Si](C)(C)C	3074.1	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TMS,isomer #1	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N[Si](C)(C)C	2840.7	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TMS,isomer #1	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N[Si](C)(C)C	5276.3	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,2TMS,isomer #2	C[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C	3059.4	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TMS,isomer #2	C[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C	2877.8	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TMS,isomer #2	C[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C	5228.7	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,2TMS,isomer #3	C[Si](C)(C)N(C(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)[Si](C)(C)C	2996.1	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TMS,isomer #3	C[Si](C)(C)N(C(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)[Si](C)(C)C	2970.9	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TMS,isomer #3	C[Si](C)(C)N(C(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)[Si](C)(C)C	5370.6	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,2TMS,isomer #4	C[Si](C)(C)N(C1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N)[Si](C)(C)C	2916.7	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TMS,isomer #4	C[Si](C)(C)N(C1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N)[Si](C)(C)C	2933.6	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TMS,isomer #4	C[Si](C)(C)N(C1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N)[Si](C)(C)C	5322.4	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,3TMS,isomer #1	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C)N[Si](C)(C)C	3094.8	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TMS,isomer #1	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C)N[Si](C)(C)C	2830.1	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TMS,isomer #1	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C)N[Si](C)(C)C	4917.6	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,3TMS,isomer #2	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N([Si](C)(C)C)[Si](C)(C)C	2966.8	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TMS,isomer #2	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N([Si](C)(C)C)[Si](C)(C)C	2942.4	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TMS,isomer #2	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N([Si](C)(C)C)[Si](C)(C)C	4987.0	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,3TMS,isomer #3	C[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C	3030.8	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TMS,isomer #3	C[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C	2985.1	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TMS,isomer #3	C[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C	5018.2	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,3TMS,isomer #4	C[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C	2982.4	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TMS,isomer #4	C[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C	2974.6	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TMS,isomer #4	C[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C	5031.0	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,4TMS,isomer #1	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3033.4	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TMS,isomer #1	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2955.8	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TMS,isomer #1	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	4516.4	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,4TMS,isomer #2	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C)N[Si](C)(C)C	3074.3	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TMS,isomer #2	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C)N[Si](C)(C)C	2886.9	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TMS,isomer #2	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C)N[Si](C)(C)C	4551.6	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,4TMS,isomer #3	C[Si](C)(C)N(C(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2929.9	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TMS,isomer #3	C[Si](C)(C)N(C(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3087.8	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TMS,isomer #3	C[Si](C)(C)N(C(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	4689.6	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,4TMS,isomer #4	C[Si](C)(C)N(C(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3024.1	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TMS,isomer #4	C[Si](C)(C)N(C(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3085.6	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TMS,isomer #4	C[Si](C)(C)N(C(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	4805.1	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,5TMS,isomer #1	C[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3055.2	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,5TMS,isomer #1	C[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3109.7	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,5TMS,isomer #1	C[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	4120.5	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,5TMS,isomer #2	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3063.2	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,5TMS,isomer #2	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3052.5	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,5TMS,isomer #2	C[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	4175.0	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,6TMS,isomer #1	C[Si](C)(C)N(C(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3121.4	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,6TMS,isomer #1	C[Si](C)(C)N(C(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3213.2	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,6TMS,isomer #1	C[Si](C)(C)N(C(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3815.0	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N	3217.4	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N	3051.6	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N	5440.8	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N	3187.8	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N	3055.9	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N	5423.3	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N[Si](C)(C)C(C)(C)C	3394.0	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N[Si](C)(C)C(C)(C)C	3251.6	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N[Si](C)(C)C(C)(C)C	5080.5	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C(C)(C)C	3364.1	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C(C)(C)C	3315.0	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C(C)(C)C	5165.2	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)[Si](C)(C)C(C)(C)C	3333.9	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)[Si](C)(C)C(C)(C)C	3379.6	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)[Si](C)(C)C(C)(C)C	5344.2	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N)[Si](C)(C)C(C)(C)C	3240.3	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N)[Si](C)(C)C(C)(C)C	3391.7	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N)[Si](C)(C)C(C)(C)C	5304.4	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	3570.2	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	3427.6	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	4697.2	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3471.2	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3566.5	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4809.8	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3510.8	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3586.8	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4960.0	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3455.9	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3583.0	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4960.3	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3673.1	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3741.2	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4422.4	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	3699.7	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	3676.1	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	4434.9	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3629.7	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3839.0	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4560.4	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3652.7	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3836.7	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(N)=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4791.2	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3865.6	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3998.9	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(N2CCCCCC2)=C(Cl)N=C1C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4209.7	Standard polar	33892256
5-(N,N-Hexamethylene)amiloride,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3847.6	Semi standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3985.6	Standard non polar	33892256
5-(N,N-Hexamethylene)amiloride,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=NC(=O)C1=NC(Cl)=C(N2CCCCCC2)N=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4235.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(N,N-Hexamethylene)amiloride GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fc3-5290000000-9c91e653612baeef3142	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(N,N-Hexamethylene)amiloride 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 - 5-(N,N-Hexamethylene)amiloride 10V, Positive-QTOF	splash10-0ik9-0049000000-18371b57ca62677e09cb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(N,N-Hexamethylene)amiloride 20V, Positive-QTOF	splash10-0w29-3092000000-154df703c38f6b420aab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(N,N-Hexamethylene)amiloride 40V, Positive-QTOF	splash10-0a4i-0930000000-fabb40065ab3b8ad8628	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(N,N-Hexamethylene)amiloride 10V, Negative-QTOF	splash10-014i-0091000000-5a088ad370e9154bc3db	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(N,N-Hexamethylene)amiloride 20V, Negative-QTOF	splash10-0udi-2190000000-0bf9b8eb48a242b9183b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(N,N-Hexamethylene)amiloride 40V, Negative-QTOF	splash10-0006-9630000000-4894a7d684595c0cc8a0	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

1728

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1794

PDB ID

Not Available

ChEBI ID

76400

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 5-(N,N-Hexamethylene)amiloride (HMDB0246736)

MOL for HMDB0246736 (5-(N,N-Hexamethylene)amiloride)

3D MOL for HMDB0246736 (5-(N,N-Hexamethylene)amiloride)

3D SDF for HMDB0246736 (5-(N,N-Hexamethylene)amiloride)

3D-SDF for HMDB0246736 (5-(N,N-Hexamethylene)amiloride)

PDB for HMDB0246736 (5-(N,N-Hexamethylene)amiloride)

3D PDB for HMDB0246736 (5-(N,N-Hexamethylene)amiloride)

SMILES for HMDB0246736 (5-(N,N-Hexamethylene)amiloride)

INCHI for HMDB0246736 (5-(N,N-Hexamethylene)amiloride)

Structure for HMDB0246736 (5-(N,N-Hexamethylene)amiloride)

3D Structure for HMDB0246736 (5-(N,N-Hexamethylene)amiloride)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra