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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:45:04 UTC

Update Date

2021-09-26 22:56:00 UTC

HMDB ID

HMDB0246735

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-(N-Methyl-N-isobutyl)amiloride

Description

5-(N-Methyl-N-isobutyl)amiloride, also known as 5-NMNIA, 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-Methyl-N-isobutyl)amiloride. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-(n-methyl-n-isobutyl)amiloride is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-(N-Methyl-N-isobutyl)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

HMDB0246735
     RDKit          3D
5-(N-Methyl-N-isobutyl)amiloride
 38 38  0  0  0  0  0  0  0  0999 V2000
   -3.1603   -1.2549    1.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9200   -0.0665    0.4209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6214    0.5994    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9490    0.9281   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1342    0.3921   -1.2020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6133   -0.0106   -2.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365    0.2249   -0.9695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516   -0.9960   -1.0151 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1672   -1.1343   -0.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8054   -2.4177   -0.8314 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9818   -0.0553   -0.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019   -0.2621   -0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9575   -1.3829   -0.3084 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2036    0.8696    0.0148 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2115    0.7790    0.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5408   -0.4636    1.3655 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0002    1.9218    1.0584 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4120    1.1714   -0.4564 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0909    1.2956   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    2.8956   -0.6201 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599   -1.7530    1.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069   -0.9091    1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9416   -2.0023    0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605   -0.4420   -0.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0273    0.5151    2.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5937    0.0980    1.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7470    1.6739    1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5000    1.8194   -0.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3072    1.2803    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0833   -0.9566   -2.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045   -0.1796   -2.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2963    0.7268   -3.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6562   -3.1399   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4360   -2.5755   -1.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8037   -1.0135    1.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5075   -0.8370    1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7581    2.5673    1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8351    2.0941    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  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  2  0
 12 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 11 18  1  0
 18 19  2  0
 19 20  1  0
 19  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
 10 33  1  0
 10 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
M  END


  Mrv1652309112101452D          

 20 20  0  0  0  0            999 V2000
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   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 Cl  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
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  9 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246735

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CN(C)C1=NC(N)=C(N=C1Cl)C(=O)N=C(N)N

> <INCHI_IDENTIFIER>
InChI=1S/C11H18ClN7O/c1-5(2)4-19(3)9-7(12)16-6(8(13)17-9)10(20)18-11(14)15/h5H,4H2,1-3H3,(H2,13,17)(H4,14,15,18,20)

> <INCHI_KEY>
RVIUMPLAOXSSGN-UHFFFAOYSA-N

> <FORMULA>
C11H18ClN7O

> <MOLECULAR_WEIGHT>
299.76

> <EXACT_MASS>
299.1261359

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.14428939709656

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-amino-6-chloro-N-(diaminomethylidene)-5-[methyl(2-methylpropyl)amino]pyrazine-2-carboxamide

> <ALOGPS_LOGP>
1.37

> <JCHEM_LOGP>
1.2909038720000001

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.340126892445888

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.813391849648358

> <JCHEM_PKA_STRONGEST_BASIC>
2.352728847166055

> <JCHEM_POLAR_SURFACE_AREA>
136.51

> <JCHEM_REFRACTIVITY>
80.1608

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-amino-6-chloro-N-(diaminomethylidene)-5-[methyl(2-methylpropyl)amino]pyrazine-2-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246735
     RDKit          3D
5-(N-Methyl-N-isobutyl)amiloride
 38 38  0  0  0  0  0  0  0  0999 V2000
   -3.1603   -1.2549    1.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9200   -0.0665    0.4209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6214    0.5994    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9490    0.9281   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1342    0.3921   -1.2020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6133   -0.0106   -2.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365    0.2249   -0.9695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516   -0.9960   -1.0151 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1672   -1.1343   -0.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8054   -2.4177   -0.8314 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9818   -0.0553   -0.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019   -0.2621   -0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9575   -1.3829   -0.3084 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2036    0.8696    0.0148 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2115    0.7790    0.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5408   -0.4636    1.3655 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0002    1.9218    1.0584 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4120    1.1714   -0.4564 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0909    1.2956   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    2.8956   -0.6201 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599   -1.7530    1.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069   -0.9091    1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9416   -2.0023    0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605   -0.4420   -0.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0273    0.5151    2.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5937    0.0980    1.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7470    1.6739    1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5000    1.8194   -0.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3072    1.2803    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0833   -0.9566   -2.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045   -0.1796   -2.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2963    0.7268   -3.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6562   -3.1399   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4360   -2.5755   -1.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8037   -1.0135    1.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5075   -0.8370    1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7581    2.5673    1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8351    2.0941    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  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  2  0
 12 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 11 18  1  0
 18 19  2  0
 19 20  1  0
 19  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
 10 33  1  0
 10 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  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   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0      -1.334   2.310   0.000  0.00  0.00          Cl+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.001  -5.390   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12                                                            
CONECT   14   10   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    9                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0246735
HETATM    1  C1  UNL     1      -3.160  -1.255   1.013  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.920  -0.066   0.421  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.621   0.599   1.588  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.949   0.928  -0.161  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.134   0.392  -1.202  1.00  0.00           N  
HETATM    6  C5  UNL     1      -2.613  -0.011  -2.510  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.737   0.225  -0.970  1.00  0.00           C  
HETATM    8  N2  UNL     1      -0.152  -0.996  -1.015  1.00  0.00           N  
HETATM    9  C7  UNL     1       1.167  -1.134  -0.790  1.00  0.00           C  
HETATM   10  N3  UNL     1       1.805  -2.418  -0.831  1.00  0.00           N  
HETATM   11  C8  UNL     1       1.982  -0.055  -0.505  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.402  -0.262  -0.271  1.00  0.00           C  
HETATM   13  O1  UNL     1       3.958  -1.383  -0.308  1.00  0.00           O  
HETATM   14  N4  UNL     1       4.204   0.870   0.015  1.00  0.00           N  
HETATM   15  C10 UNL     1       5.212   0.779   0.785  1.00  0.00           C  
HETATM   16  N5  UNL     1       5.541  -0.464   1.365  1.00  0.00           N  
HETATM   17  N6  UNL     1       6.000   1.922   1.058  1.00  0.00           N  
HETATM   18  N7  UNL     1       1.412   1.171  -0.456  1.00  0.00           N  
HETATM   19  C11 UNL     1       0.091   1.296  -0.683  1.00  0.00           C  
HETATM   20 CL1  UNL     1      -0.655   2.896  -0.620  1.00  0.00          CL  
HETATM   21  H1  UNL     1      -3.760  -1.753   1.806  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.207  -0.909   1.456  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.942  -2.002   0.197  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.661  -0.442  -0.279  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.027   0.515   2.516  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.594   0.098   1.800  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.747   1.674   1.346  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.500   1.819  -0.526  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.307   1.280   0.667  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.083  -0.957  -2.765  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.705  -0.180  -2.536  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.296   0.727  -3.300  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.656  -3.140  -0.101  1.00  0.00           H  
HETATM   34  H14 UNL     1       2.436  -2.575  -1.656  1.00  0.00           H  
HETATM   35  H15 UNL     1       4.804  -1.013   1.846  1.00  0.00           H  
HETATM   36  H16 UNL     1       6.507  -0.837   1.320  1.00  0.00           H  
HETATM   37  H17 UNL     1       5.758   2.567   1.824  1.00  0.00           H  
HETATM   38  H18 UNL     1       6.835   2.094   0.464  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4   24
CONECT    3   25   26   27
CONECT    4    5   28   29
CONECT    5    6    7
CONECT    6   30   31   32
CONECT    7    8    8   19
CONECT    8    9
CONECT    9   10   11   11
CONECT   10   33   34
CONECT   11   12   18
CONECT   12   13   13   14
CONECT   14   15   15
CONECT   15   16   17
CONECT   16   35   36
CONECT   17   37   38
CONECT   18   19   19
CONECT   19   20
END

HMDB0246735
     RDKit          3D
5-(N-Methyl-N-isobutyl)amiloride
 38 38  0  0  0  0  0  0  0  0999 V2000
   -3.1603   -1.2549    1.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9200   -0.0665    0.4209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6214    0.5994    1.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9490    0.9281   -0.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1342    0.3921   -1.2020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6133   -0.0106   -2.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365    0.2249   -0.9695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516   -0.9960   -1.0151 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1672   -1.1343   -0.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8054   -2.4177   -0.8314 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9818   -0.0553   -0.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019   -0.2621   -0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9575   -1.3829   -0.3084 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2036    0.8696    0.0148 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2115    0.7790    0.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5408   -0.4636    1.3655 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0002    1.9218    1.0584 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4120    1.1714   -0.4564 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0909    1.2956   -0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    2.8956   -0.6201 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599   -1.7530    1.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2069   -0.9091    1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9416   -2.0023    0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605   -0.4420   -0.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0273    0.5151    2.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5937    0.0980    1.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7470    1.6739    1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5000    1.8194   -0.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3072    1.2803    0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0833   -0.9566   -2.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045   -0.1796   -2.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2963    0.7268   -3.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6562   -3.1399   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4360   -2.5755   -1.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8037   -1.0135    1.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5075   -0.8370    1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7581    2.5673    1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8351    2.0941    0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  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  2  0
 12 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 11 18  1  0
 18 19  2  0
 19 20  1  0
 19  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
 10 33  1  0
 10 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-NMNIA	HMDB
Methylisobutylamiloride	HMDB

Chemical Formula

C₁₁H₁₈ClN₇O

Average Molecular Weight

299.76

Monoisotopic Molecular Weight

299.1261359

IUPAC Name

3-amino-6-chloro-N-(diaminomethylidene)-5-[methyl(2-methylpropyl)amino]pyrazine-2-carboxamide

Traditional Name

3-amino-6-chloro-N-(diaminomethylidene)-5-[methyl(2-methylpropyl)amino]pyrazine-2-carboxamide

CAS Registry Number

Not Available

SMILES

CC(C)CN(C)C1=NC(N)=C(N=C1Cl)C(=O)N=C(N)N

InChI Identifier

InChI=1S/C11H18ClN7O/c1-5(2)4-19(3)9-7(12)16-6(8(13)17-9)10(20)18-11(14)15/h5H,4H2,1-3H3,(H2,13,17)(H4,14,15,18,20)

InChI Key

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	1.37	ALOGPS
logP	1.29	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	16.81	ChemAxon
pKa (Strongest Basic)	2.35	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	4	ChemAxon
Refractivity	80.16 m³·mol⁻¹	ChemAxon
Polarizability	30.14 Å³	ChemAxon
Number of Rings	1	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]+	169.438	30932474
DeepCCS	[M-H]-	167.08	30932474
DeepCCS	[M-2H]-	200.094	30932474
DeepCCS	[M+Na]+	175.531	30932474
AllCCS	[M+H]+	166.2	32859911
AllCCS	[M+H-H2O]+	163.2	32859911
AllCCS	[M+NH4]+	168.9	32859911
AllCCS	[M+Na]+	169.7	32859911
AllCCS	[M-H]-	167.9	32859911
AllCCS	[M+Na-2H]-	168.5	32859911
AllCCS	[M+HCOO]-	169.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(N-Methyl-N-isobutyl)amiloride	CC(C)CN(C)C1=NC(N)=C(N=C1Cl)C(=O)N=C(N)N	2916.9	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride	CC(C)CN(C)C1=NC(N)=C(N=C1Cl)C(=O)N=C(N)N	2496.3	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride	CC(C)CN(C)C1=NC(N)=C(N=C1Cl)C(=O)N=C(N)N	2689.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-(N-Methyl-N-isobutyl)amiloride,1TMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl	2732.1	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,1TMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl	2551.8	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,1TMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl	4922.5	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,1TMS,isomer #2	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl	2748.2	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,1TMS,isomer #2	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl	2508.1	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,1TMS,isomer #2	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl	4978.4	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl	2761.3	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl	2542.1	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl	4599.8	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TMS,isomer #2	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl	2612.0	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TMS,isomer #2	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl	2623.9	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TMS,isomer #2	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl	4751.4	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TMS,isomer #3	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl	2782.8	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TMS,isomer #3	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl	2468.7	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TMS,isomer #3	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl	4632.5	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2713.0	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2595.1	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	4811.1	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl	2828.6	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl	2479.5	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl	4179.7	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TMS,isomer #2	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl	2707.7	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TMS,isomer #2	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl	2603.3	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TMS,isomer #2	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl	4356.3	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TMS,isomer #3	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2763.6	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TMS,isomer #3	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2613.5	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TMS,isomer #3	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	4358.1	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2692.3	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2514.6	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	4288.1	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl	2821.8	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl	2562.4	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl	3840.2	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TMS,isomer #2	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2766.1	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TMS,isomer #2	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2565.6	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TMS,isomer #2	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	3795.4	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TMS,isomer #3	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2766.8	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TMS,isomer #3	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2712.4	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TMS,isomer #3	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	4157.0	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2711.3	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2675.8	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	4006.9	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,5TMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2825.5	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,5TMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2689.1	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,5TMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	3516.5	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,5TMS,isomer #2	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2818.0	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,5TMS,isomer #2	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2729.4	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,5TMS,isomer #2	CC(C)CN(C)C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	3456.9	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,6TMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2909.8	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,6TMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	2862.6	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,6TMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl	3202.7	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,1TBDMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl	2870.3	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,1TBDMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl	2756.4	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,1TBDMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl	4913.3	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,1TBDMS,isomer #2	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N)N[Si](C)(C)C(C)(C)C)N=C1Cl	2907.1	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,1TBDMS,isomer #2	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N)N[Si](C)(C)C(C)(C)C)N=C1Cl	2676.1	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,1TBDMS,isomer #2	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N)N[Si](C)(C)C(C)(C)C)N=C1Cl	4926.8	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TBDMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C(C)(C)C)N=C1Cl	3040.2	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TBDMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C(C)(C)C)N=C1Cl	2883.7	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TBDMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C(C)(C)C)N=C1Cl	4531.9	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TBDMS,isomer #2	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl	2957.6	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TBDMS,isomer #2	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl	2969.2	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TBDMS,isomer #2	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl	4681.3	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TBDMS,isomer #3	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)N=C1Cl	3095.1	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TBDMS,isomer #3	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)N=C1Cl	2767.2	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TBDMS,isomer #3	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)N=C1Cl	4434.2	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TBDMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	3068.2	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TBDMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	2911.8	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,2TBDMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	4730.9	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TBDMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)N=C1Cl	3283.9	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TBDMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)N=C1Cl	2971.9	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TBDMS,isomer #1	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)N=C1Cl	4056.6	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TBDMS,isomer #2	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C(C)(C)C)N=C1Cl	3166.3	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TBDMS,isomer #2	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C(C)(C)C)N=C1Cl	3110.7	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TBDMS,isomer #2	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C(C)(C)C)N=C1Cl	4357.6	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TBDMS,isomer #3	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	3251.6	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TBDMS,isomer #3	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	3124.3	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TBDMS,isomer #3	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	4364.0	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TBDMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	3198.5	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TBDMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	3058.4	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,3TBDMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	4203.0	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TBDMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)N=C1Cl	3445.1	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TBDMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)N=C1Cl	3229.6	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TBDMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)N=C1Cl	3868.2	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TBDMS,isomer #2	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	3429.3	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TBDMS,isomer #2	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	3282.2	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TBDMS,isomer #2	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	3856.0	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TBDMS,isomer #3	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	3416.0	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TBDMS,isomer #3	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	3377.0	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TBDMS,isomer #3	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	4245.4	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TBDMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=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)N=C1Cl	3451.2	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TBDMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=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)N=C1Cl	3358.2	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,4TBDMS,isomer #4	CC(C)CN(C)C1=NC(N)=C(C(=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)N=C1Cl	4023.3	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,5TBDMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	3634.5	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,5TBDMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	3552.7	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,5TBDMS,isomer #1	CC(C)CN(C)C1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C1Cl	3726.8	Standard polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,5TBDMS,isomer #2	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=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)N=C1Cl	3683.9	Semi standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,5TBDMS,isomer #2	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=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)N=C1Cl	3581.6	Standard non polar	33892256
5-(N-Methyl-N-isobutyl)amiloride,5TBDMS,isomer #2	CC(C)CN(C)C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=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)N=C1Cl	3712.8	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-Methyl-N-isobutyl)amiloride GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9440000000-7d22ec02ba1f0c44ade6	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(N-Methyl-N-isobutyl)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-Methyl-N-isobutyl)amiloride 10V, Positive-QTOF	splash10-0udl-0079000000-965c47d271078ff5bca6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(N-Methyl-N-isobutyl)amiloride 20V, Positive-QTOF	splash10-002f-1590000000-3ce7a89629ac1a6c7134	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(N-Methyl-N-isobutyl)amiloride 40V, Positive-QTOF	splash10-0a4i-1910000000-ce38399995ee7d0223ed	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(N-Methyl-N-isobutyl)amiloride 10V, Negative-QTOF	splash10-0f6t-0090000000-c4d60172869bb7c35755	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(N-Methyl-N-isobutyl)amiloride 20V, Negative-QTOF	splash10-01p9-2390000000-574baed8f5874a79b6c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(N-Methyl-N-isobutyl)amiloride 40V, Negative-QTOF	splash10-001l-7930000000-addff8b331307dd28e9d	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

66046

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73314

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 5-(N-Methyl-N-isobutyl)amiloride (HMDB0246735)

MOL for HMDB0246735 (5-(N-Methyl-N-isobutyl)amiloride)

3D MOL for HMDB0246735 (5-(N-Methyl-N-isobutyl)amiloride)

3D SDF for HMDB0246735 (5-(N-Methyl-N-isobutyl)amiloride)

3D-SDF for HMDB0246735 (5-(N-Methyl-N-isobutyl)amiloride)

PDB for HMDB0246735 (5-(N-Methyl-N-isobutyl)amiloride)

3D PDB for HMDB0246735 (5-(N-Methyl-N-isobutyl)amiloride)

SMILES for HMDB0246735 (5-(N-Methyl-N-isobutyl)amiloride)

INCHI for HMDB0246735 (5-(N-Methyl-N-isobutyl)amiloride)

Structure for HMDB0246735 (5-(N-Methyl-N-isobutyl)amiloride)

3D Structure for HMDB0246735 (5-(N-Methyl-N-isobutyl)amiloride)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra