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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:18:34 UTC

Update Date

2021-09-26 23:03:54 UTC

HMDB ID

HMDB0251726

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethylisopropylamiloride

Description

ethylisopropylamiloride, also known as EIPA, 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 ethylisopropylamiloride. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ethylisopropylamiloride is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ethylisopropylamiloride 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

HMDB0251726
     RDKit          3D
Ethylisopropylamiloride
 38 38  0  0  0  0  0  0  0  0999 V2000
   -2.2728   -0.3532    2.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1208   -0.0495    1.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4115    0.1307    0.0068 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9944    0.0741    0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3824   -0.9337   -0.6372 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520   -1.0438   -0.6686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -2.0899   -1.3349 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7555   -0.1022   -0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2157   -0.2252   -0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7507   -1.1811   -0.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0276    0.7309    0.5895 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2861    0.4973    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9055   -0.6864    0.2109 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0693    1.4853    1.3691 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    0.8914    0.6063 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2128    1.0104    0.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0097    2.3359    1.4793 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099    0.3819   -1.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9201    1.6659   -1.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9468   -0.7713   -1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112   -0.5700    2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6547   -1.3180    2.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049    0.3860    3.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6332    0.9311    1.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8970   -0.8614    1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6431   -3.0352   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1124   -1.9258   -2.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3507   -0.6955   -0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9334   -1.5469    0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311    2.5122    1.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8182    1.1670    1.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3926    0.6097   -2.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9823    1.3668   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6027    2.2409   -0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8498    2.3241   -1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9490   -0.4796   -2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4640   -1.3107   -2.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0778   -1.5624   -0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
  3 18  1  0
 18 19  1  0
 18 20  1  0
 16  4  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  7 26  1  0
  7 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 18 32  1  0
 19 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
M  END


  Mrv1652309112111182D          

 20 20  0  0  0  0            999 V2000
    0.0000    3.3000    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
    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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  6 17  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251726

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H18ClN7O/c1-4-19(5(2)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>
QDERNBXNXJCIQK-UHFFFAOYSA-N

> <FORMULA>
C11H18ClN7O

> <MOLECULAR_WEIGHT>
299.76

> <EXACT_MASS>
299.1261359

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.26514394609302

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-amino-6-chloro-N-(diaminomethylidene)-5-[ethyl(propan-2-yl)amino]pyrazine-2-carboxamide

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
1.1767916300000003

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.340109971736936

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.807755405054436

> <JCHEM_PKA_STRONGEST_BASIC>
2.3461692253453723

> <JCHEM_POLAR_SURFACE_AREA>
136.51

> <JCHEM_REFRACTIVITY>
80.33260000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.57e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251726
     RDKit          3D
Ethylisopropylamiloride
 38 38  0  0  0  0  0  0  0  0999 V2000
   -2.2728   -0.3532    2.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1208   -0.0495    1.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4115    0.1307    0.0068 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9944    0.0741    0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3824   -0.9337   -0.6372 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520   -1.0438   -0.6686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -2.0899   -1.3349 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7555   -0.1022   -0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2157   -0.2252   -0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7507   -1.1811   -0.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0276    0.7309    0.5895 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2861    0.4973    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9055   -0.6864    0.2109 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0693    1.4853    1.3691 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    0.8914    0.6063 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2128    1.0104    0.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0097    2.3359    1.4793 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099    0.3819   -1.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9201    1.6659   -1.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9468   -0.7713   -1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112   -0.5700    2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6547   -1.3180    2.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049    0.3860    3.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6332    0.9311    1.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8970   -0.8614    1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6431   -3.0352   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1124   -1.9258   -2.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3507   -0.6955   -0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9334   -1.5469    0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311    2.5122    1.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8182    1.1670    1.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3926    0.6097   -2.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9823    1.3668   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6027    2.2409   -0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8498    2.3241   -1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9490   -0.4796   -2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4640   -1.3107   -2.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0778   -1.5624   -0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
  3 18  1  0
 18 19  1  0
 18 20  1  0
 16  4  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  7 26  1  0
  7 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 18 32  1  0
 19 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 20 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       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0      -1.334   2.310   0.000  0.00  0.00          Cl+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       4.001  -5.390   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9                                                            
CONECT   11    7   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    6                                                            
CONECT   18    3   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0251726
HETATM    1  C1  UNL     1      -2.273  -0.353   2.431  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.121  -0.049   1.235  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.411   0.131   0.007  1.00  0.00           N  
HETATM    4  C3  UNL     1      -0.994   0.074   0.005  1.00  0.00           C  
HETATM    5  N2  UNL     1      -0.382  -0.934  -0.637  1.00  0.00           N  
HETATM    6  C4  UNL     1       0.952  -1.044  -0.669  1.00  0.00           C  
HETATM    7  N3  UNL     1       1.629  -2.090  -1.335  1.00  0.00           N  
HETATM    8  C5  UNL     1       1.756  -0.102  -0.026  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.216  -0.225  -0.062  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.751  -1.181  -0.671  1.00  0.00           O  
HETATM   11  N4  UNL     1       4.028   0.731   0.589  1.00  0.00           N  
HETATM   12  C7  UNL     1       5.286   0.497   0.708  1.00  0.00           C  
HETATM   13  N5  UNL     1       5.905  -0.686   0.211  1.00  0.00           N  
HETATM   14  N6  UNL     1       6.069   1.485   1.369  1.00  0.00           N  
HETATM   15  N7  UNL     1       1.120   0.891   0.606  1.00  0.00           N  
HETATM   16  C8  UNL     1      -0.213   1.010   0.643  1.00  0.00           C  
HETATM   17 CL1  UNL     1      -1.010   2.336   1.479  1.00  0.00          CL  
HETATM   18  C9  UNL     1      -3.110   0.382  -1.230  1.00  0.00           C  
HETATM   19  C10 UNL     1      -3.920   1.666  -1.063  1.00  0.00           C  
HETATM   20  C11 UNL     1      -3.947  -0.771  -1.694  1.00  0.00           C  
HETATM   21  H1  UNL     1      -1.211  -0.570   2.206  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.655  -1.318   2.881  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.405   0.386   3.252  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.633   0.931   1.460  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.897  -0.861   1.153  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.643  -3.035  -0.921  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.112  -1.926  -2.232  1.00  0.00           H  
HETATM   28  H8  UNL     1       6.351  -0.696  -0.746  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.933  -1.547   0.763  1.00  0.00           H  
HETATM   30  H10 UNL     1       5.931   2.512   1.256  1.00  0.00           H  
HETATM   31  H11 UNL     1       6.818   1.167   1.998  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.393   0.610  -2.068  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.982   1.367  -0.949  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.603   2.241  -0.170  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.850   2.324  -1.948  1.00  0.00           H  
HETATM   36  H16 UNL     1      -4.949  -0.480  -2.064  1.00  0.00           H  
HETATM   37  H17 UNL     1      -3.464  -1.311  -2.562  1.00  0.00           H  
HETATM   38  H18 UNL     1      -4.078  -1.562  -0.919  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   18
CONECT    4    5    5   16
CONECT    5    6
CONECT    6    7    8    8
CONECT    7   26   27
CONECT    8    9   15
CONECT    9   10   10   11
CONECT   11   12   12
CONECT   12   13   14
CONECT   13   28   29
CONECT   14   30   31
CONECT   15   16   16
CONECT   16   17
CONECT   18   19   20   32
CONECT   19   33   34   35
CONECT   20   36   37   38
END

HMDB0251726
     RDKit          3D
Ethylisopropylamiloride
 38 38  0  0  0  0  0  0  0  0999 V2000
   -2.2728   -0.3532    2.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1208   -0.0495    1.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4115    0.1307    0.0068 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9944    0.0741    0.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3824   -0.9337   -0.6372 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520   -1.0438   -0.6686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -2.0899   -1.3349 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7555   -0.1022   -0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2157   -0.2252   -0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7507   -1.1811   -0.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0276    0.7309    0.5895 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2861    0.4973    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9055   -0.6864    0.2109 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0693    1.4853    1.3691 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    0.8914    0.6063 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2128    1.0104    0.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0097    2.3359    1.4793 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099    0.3819   -1.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9201    1.6659   -1.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9468   -0.7713   -1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112   -0.5700    2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6547   -1.3180    2.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049    0.3860    3.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6332    0.9311    1.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8970   -0.8614    1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6431   -3.0352   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1124   -1.9258   -2.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3507   -0.6955   -0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9334   -1.5469    0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9311    2.5122    1.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8182    1.1670    1.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3926    0.6097   -2.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9823    1.3668   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6027    2.2409   -0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8498    2.3241   -1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9490   -0.4796   -2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4640   -1.3107   -2.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0778   -1.5624   -0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
  3 18  1  0
 18 19  1  0
 18 20  1  0
 16  4  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  7 26  1  0
  7 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 18 32  1  0
 19 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Amino-N-(aminoiminomethyl)-6-chloro-5-(ethyl(1-methylethyl)amino)pyrazinecarboxamide	ChEBI
5-(Ethylisopropyl)amiloride	ChEBI
5-(N-Ethyl-N-isopropyl)amiloride	ChEBI
EIPA	ChEBI
Ethyl isopropyl amiloride	ChEBI
N-Amidino-3-amino-5-ethylisopropylamino-6-chloropyrazine carboxamide	ChEBI

Chemical Formula

C₁₁H₁₈ClN₇O

Average Molecular Weight

299.76

Monoisotopic Molecular Weight

299.1261359

IUPAC Name

3-amino-6-chloro-N-(diaminomethylidene)-5-[ethyl(propan-2-yl)amino]pyrazine-2-carboxamide

Traditional Name

3-amino-6-chloro-N-(diaminomethylidene)-5-[ethyl(isopropyl)amino]pyrazine-2-carboxamide

CAS Registry Number

Not Available

SMILES

CCN(C(C)C)C1=NC(N)=C(N=C1Cl)C(=O)N=C(N)N

InChI Identifier

InChI=1S/C11H18ClN7O/c1-4-19(5(2)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

QDERNBXNXJCIQK-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	1.68	ALOGPS
logP	1.18	ChemAxon
logS	-2.8	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	80.33 m³·mol⁻¹	ChemAxon
Polarizability	30.27 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]+	168.952	30932474
DeepCCS	[M-H]-	166.594	30932474
DeepCCS	[M-2H]-	199.884	30932474
DeepCCS	[M+Na]+	175.111	30932474
AllCCS	[M+H]+	167.1	32859911
AllCCS	[M+H-H2O]+	164.1	32859911
AllCCS	[M+NH4]+	169.9	32859911
AllCCS	[M+Na]+	170.7	32859911
AllCCS	[M-H]-	167.2	32859911
AllCCS	[M+Na-2H]-	167.8	32859911
AllCCS	[M+HCOO]-	168.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethylisopropylamiloride	CCN(C(C)C)C1=NC(N)=C(N=C1Cl)C(=O)N=C(N)N	3132.8	Standard polar	33892256
Ethylisopropylamiloride	CCN(C(C)C)C1=NC(N)=C(N=C1Cl)C(=O)N=C(N)N	2527.1	Standard non polar	33892256
Ethylisopropylamiloride	CCN(C(C)C)C1=NC(N)=C(N=C1Cl)C(=O)N=C(N)N	2681.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethylisopropylamiloride,1TMS,isomer #1	CCN(C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl)C(C)C	2692.8	Semi standard non polar	33892256
Ethylisopropylamiloride,1TMS,isomer #1	CCN(C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl)C(C)C	2576.8	Standard non polar	33892256
Ethylisopropylamiloride,1TMS,isomer #1	CCN(C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl)C(C)C	4841.7	Standard polar	33892256
Ethylisopropylamiloride,1TMS,isomer #2	CCN(C1=NC(N)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl)C(C)C	2715.5	Semi standard non polar	33892256
Ethylisopropylamiloride,1TMS,isomer #2	CCN(C1=NC(N)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl)C(C)C	2526.3	Standard non polar	33892256
Ethylisopropylamiloride,1TMS,isomer #2	CCN(C1=NC(N)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl)C(C)C	4905.2	Standard polar	33892256
Ethylisopropylamiloride,2TMS,isomer #1	CCN(C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl)C(C)C	2750.1	Semi standard non polar	33892256
Ethylisopropylamiloride,2TMS,isomer #1	CCN(C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl)C(C)C	2557.9	Standard non polar	33892256
Ethylisopropylamiloride,2TMS,isomer #1	CCN(C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl)C(C)C	4509.3	Standard polar	33892256
Ethylisopropylamiloride,2TMS,isomer #2	CCN(C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl)C(C)C	2612.5	Semi standard non polar	33892256
Ethylisopropylamiloride,2TMS,isomer #2	CCN(C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl)C(C)C	2640.7	Standard non polar	33892256
Ethylisopropylamiloride,2TMS,isomer #2	CCN(C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl)C(C)C	4661.3	Standard polar	33892256
Ethylisopropylamiloride,2TMS,isomer #3	CCN(C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl)C(C)C	2743.9	Semi standard non polar	33892256
Ethylisopropylamiloride,2TMS,isomer #3	CCN(C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl)C(C)C	2486.4	Standard non polar	33892256
Ethylisopropylamiloride,2TMS,isomer #3	CCN(C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl)C(C)C	4531.8	Standard polar	33892256
Ethylisopropylamiloride,2TMS,isomer #4	CCN(C1=NC(N)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl)C(C)C	2690.3	Semi standard non polar	33892256
Ethylisopropylamiloride,2TMS,isomer #4	CCN(C1=NC(N)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl)C(C)C	2619.5	Standard non polar	33892256
Ethylisopropylamiloride,2TMS,isomer #4	CCN(C1=NC(N)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl)C(C)C	4728.5	Standard polar	33892256
Ethylisopropylamiloride,3TMS,isomer #1	CCN(C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl)C(C)C	2799.1	Semi standard non polar	33892256
Ethylisopropylamiloride,3TMS,isomer #1	CCN(C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl)C(C)C	2493.2	Standard non polar	33892256
Ethylisopropylamiloride,3TMS,isomer #1	CCN(C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N[Si](C)(C)C)N[Si](C)(C)C)N=C1Cl)C(C)C	4075.6	Standard polar	33892256
Ethylisopropylamiloride,3TMS,isomer #2	CCN(C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl)C(C)C	2717.1	Semi standard non polar	33892256
Ethylisopropylamiloride,3TMS,isomer #2	CCN(C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl)C(C)C	2612.1	Standard non polar	33892256
Ethylisopropylamiloride,3TMS,isomer #2	CCN(C1=NC(N([Si](C)(C)C)[Si](C)(C)C)=C(C(=O)N=C(N)N[Si](C)(C)C)N=C1Cl)C(C)C	4280.3	Standard polar	33892256
Ethylisopropylamiloride,3TMS,isomer #3	CCN(C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl)C(C)C	2744.4	Semi standard non polar	33892256
Ethylisopropylamiloride,3TMS,isomer #3	CCN(C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl)C(C)C	2634.7	Standard non polar	33892256
Ethylisopropylamiloride,3TMS,isomer #3	CCN(C1=NC(N[Si](C)(C)C)=C(C(=O)N=C(N)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl)C(C)C	4283.5	Standard polar	33892256
Ethylisopropylamiloride,3TMS,isomer #4	CCN(C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl)C(C)C	2669.9	Semi standard non polar	33892256
Ethylisopropylamiloride,3TMS,isomer #4	CCN(C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl)C(C)C	2523.8	Standard non polar	33892256
Ethylisopropylamiloride,3TMS,isomer #4	CCN(C1=NC(N)=C(C(=O)N=C(N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N=C1Cl)C(C)C	4208.4	Standard polar	33892256
Ethylisopropylamiloride,4TMS,isomer #1	CCN(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)C(C)C	2827.9	Semi standard non polar	33892256
Ethylisopropylamiloride,4TMS,isomer #1	CCN(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)C(C)C	2564.2	Standard non polar	33892256
Ethylisopropylamiloride,4TMS,isomer #1	CCN(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)C(C)C	3753.9	Standard polar	33892256
Ethylisopropylamiloride,4TMS,isomer #2	CCN(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)C(C)C	2769.4	Semi standard non polar	33892256
Ethylisopropylamiloride,4TMS,isomer #2	CCN(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)C(C)C	2567.6	Standard non polar	33892256
Ethylisopropylamiloride,4TMS,isomer #2	CCN(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)C(C)C	3711.7	Standard polar	33892256
Ethylisopropylamiloride,4TMS,isomer #3	CCN(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)C(C)C	2776.0	Semi standard non polar	33892256
Ethylisopropylamiloride,4TMS,isomer #3	CCN(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)C(C)C	2716.7	Standard non polar	33892256
Ethylisopropylamiloride,4TMS,isomer #3	CCN(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)C(C)C	4092.5	Standard polar	33892256
Ethylisopropylamiloride,4TMS,isomer #4	CCN(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)C(C)C	2718.9	Semi standard non polar	33892256
Ethylisopropylamiloride,4TMS,isomer #4	CCN(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)C(C)C	2676.1	Standard non polar	33892256
Ethylisopropylamiloride,4TMS,isomer #4	CCN(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)C(C)C	3939.5	Standard polar	33892256
Ethylisopropylamiloride,5TMS,isomer #1	CCN(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)C(C)C	2829.6	Semi standard non polar	33892256
Ethylisopropylamiloride,5TMS,isomer #1	CCN(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)C(C)C	2685.1	Standard non polar	33892256
Ethylisopropylamiloride,5TMS,isomer #1	CCN(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)C(C)C	3449.2	Standard polar	33892256
Ethylisopropylamiloride,5TMS,isomer #2	CCN(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)C(C)C	2825.1	Semi standard non polar	33892256
Ethylisopropylamiloride,5TMS,isomer #2	CCN(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)C(C)C	2722.3	Standard non polar	33892256
Ethylisopropylamiloride,5TMS,isomer #2	CCN(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)C(C)C	3389.1	Standard polar	33892256
Ethylisopropylamiloride,6TMS,isomer #1	CCN(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)C(C)C	2920.1	Semi standard non polar	33892256
Ethylisopropylamiloride,6TMS,isomer #1	CCN(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)C(C)C	2851.5	Standard non polar	33892256
Ethylisopropylamiloride,6TMS,isomer #1	CCN(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)C(C)C	3139.5	Standard polar	33892256
Ethylisopropylamiloride,1TBDMS,isomer #1	CCN(C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl)C(C)C	2822.5	Semi standard non polar	33892256
Ethylisopropylamiloride,1TBDMS,isomer #1	CCN(C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl)C(C)C	2780.7	Standard non polar	33892256
Ethylisopropylamiloride,1TBDMS,isomer #1	CCN(C1=NC(N[Si](C)(C)C(C)(C)C)=C(C(=O)N=C(N)N)N=C1Cl)C(C)C	4833.8	Standard polar	33892256
Ethylisopropylamiloride,1TBDMS,isomer #2	CCN(C1=NC(N)=C(C(=O)N=C(N)N[Si](C)(C)C(C)(C)C)N=C1Cl)C(C)C	2861.5	Semi standard non polar	33892256
Ethylisopropylamiloride,1TBDMS,isomer #2	CCN(C1=NC(N)=C(C(=O)N=C(N)N[Si](C)(C)C(C)(C)C)N=C1Cl)C(C)C	2696.5	Standard non polar	33892256
Ethylisopropylamiloride,1TBDMS,isomer #2	CCN(C1=NC(N)=C(C(=O)N=C(N)N[Si](C)(C)C(C)(C)C)N=C1Cl)C(C)C	4848.2	Standard polar	33892256
Ethylisopropylamiloride,2TBDMS,isomer #1	CCN(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)C(C)C	2979.2	Semi standard non polar	33892256
Ethylisopropylamiloride,2TBDMS,isomer #1	CCN(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)C(C)C	2887.0	Standard non polar	33892256
Ethylisopropylamiloride,2TBDMS,isomer #1	CCN(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)C(C)C	4462.9	Standard polar	33892256
Ethylisopropylamiloride,2TBDMS,isomer #2	CCN(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)C(C)C	2914.9	Semi standard non polar	33892256
Ethylisopropylamiloride,2TBDMS,isomer #2	CCN(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)C(C)C	2977.9	Standard non polar	33892256
Ethylisopropylamiloride,2TBDMS,isomer #2	CCN(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)C(C)C	4612.6	Standard polar	33892256
Ethylisopropylamiloride,2TBDMS,isomer #3	CCN(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)C(C)C	3014.6	Semi standard non polar	33892256
Ethylisopropylamiloride,2TBDMS,isomer #3	CCN(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)C(C)C	2774.4	Standard non polar	33892256
Ethylisopropylamiloride,2TBDMS,isomer #3	CCN(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)C(C)C	4361.1	Standard polar	33892256
Ethylisopropylamiloride,2TBDMS,isomer #4	CCN(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)C(C)C	2990.5	Semi standard non polar	33892256
Ethylisopropylamiloride,2TBDMS,isomer #4	CCN(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)C(C)C	2925.6	Standard non polar	33892256
Ethylisopropylamiloride,2TBDMS,isomer #4	CCN(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)C(C)C	4666.6	Standard polar	33892256
Ethylisopropylamiloride,3TBDMS,isomer #1	CCN(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)C(C)C	3207.8	Semi standard non polar	33892256
Ethylisopropylamiloride,3TBDMS,isomer #1	CCN(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)C(C)C	2969.5	Standard non polar	33892256
Ethylisopropylamiloride,3TBDMS,isomer #1	CCN(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)C(C)C	3991.3	Standard polar	33892256
Ethylisopropylamiloride,3TBDMS,isomer #2	CCN(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)C(C)C	3124.7	Semi standard non polar	33892256
Ethylisopropylamiloride,3TBDMS,isomer #2	CCN(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)C(C)C	3103.3	Standard non polar	33892256
Ethylisopropylamiloride,3TBDMS,isomer #2	CCN(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)C(C)C	4300.3	Standard polar	33892256
Ethylisopropylamiloride,3TBDMS,isomer #3	CCN(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)C(C)C	3201.1	Semi standard non polar	33892256
Ethylisopropylamiloride,3TBDMS,isomer #3	CCN(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)C(C)C	3124.8	Standard non polar	33892256
Ethylisopropylamiloride,3TBDMS,isomer #3	CCN(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)C(C)C	4308.7	Standard polar	33892256
Ethylisopropylamiloride,3TBDMS,isomer #4	CCN(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)C(C)C	3143.5	Semi standard non polar	33892256
Ethylisopropylamiloride,3TBDMS,isomer #4	CCN(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)C(C)C	3054.5	Standard non polar	33892256
Ethylisopropylamiloride,3TBDMS,isomer #4	CCN(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)C(C)C	4146.7	Standard polar	33892256
Ethylisopropylamiloride,4TBDMS,isomer #1	CCN(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)C(C)C	3389.0	Semi standard non polar	33892256
Ethylisopropylamiloride,4TBDMS,isomer #1	CCN(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)C(C)C	3213.5	Standard non polar	33892256
Ethylisopropylamiloride,4TBDMS,isomer #1	CCN(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)C(C)C	3815.7	Standard polar	33892256
Ethylisopropylamiloride,4TBDMS,isomer #2	CCN(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)C(C)C	3380.3	Semi standard non polar	33892256
Ethylisopropylamiloride,4TBDMS,isomer #2	CCN(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)C(C)C	3269.7	Standard non polar	33892256
Ethylisopropylamiloride,4TBDMS,isomer #2	CCN(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)C(C)C	3805.1	Standard polar	33892256
Ethylisopropylamiloride,4TBDMS,isomer #3	CCN(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)C(C)C	3361.0	Semi standard non polar	33892256
Ethylisopropylamiloride,4TBDMS,isomer #3	CCN(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)C(C)C	3366.5	Standard non polar	33892256
Ethylisopropylamiloride,4TBDMS,isomer #3	CCN(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)C(C)C	4199.6	Standard polar	33892256
Ethylisopropylamiloride,4TBDMS,isomer #4	CCN(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)C(C)C	3423.5	Semi standard non polar	33892256
Ethylisopropylamiloride,4TBDMS,isomer #4	CCN(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)C(C)C	3348.7	Standard non polar	33892256
Ethylisopropylamiloride,4TBDMS,isomer #4	CCN(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)C(C)C	3979.5	Standard polar	33892256
Ethylisopropylamiloride,5TBDMS,isomer #1	CCN(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)C(C)C	3575.7	Semi standard non polar	33892256
Ethylisopropylamiloride,5TBDMS,isomer #1	CCN(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)C(C)C	3535.2	Standard non polar	33892256
Ethylisopropylamiloride,5TBDMS,isomer #1	CCN(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)C(C)C	3678.8	Standard polar	33892256
Ethylisopropylamiloride,5TBDMS,isomer #2	CCN(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)C(C)C	3645.4	Semi standard non polar	33892256
Ethylisopropylamiloride,5TBDMS,isomer #2	CCN(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)C(C)C	3570.0	Standard non polar	33892256
Ethylisopropylamiloride,5TBDMS,isomer #2	CCN(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)C(C)C	3666.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylisopropylamiloride GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9250000000-6388a9e8f925d4dd8c93	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylisopropylamiloride 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 - Ethylisopropylamiloride 10V, Positive-QTOF	splash10-0udi-0009000000-2e667369ce33c113af05	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylisopropylamiloride 20V, Positive-QTOF	splash10-0udi-0039000000-6b60ef038a663517c007	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylisopropylamiloride 40V, Positive-QTOF	splash10-00di-1910000000-98a347dc434a05682b78	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylisopropylamiloride 10V, Negative-QTOF	splash10-000t-0090000000-0d178843f26f7c3b689e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylisopropylamiloride 20V, Negative-QTOF	splash10-0btl-7390000000-7410763626f7dc9c6e94	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylisopropylamiloride 40V, Negative-QTOF	splash10-01po-7290000000-c71d6f343ff0819b6170	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

1729

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1795

PDB ID

Not Available

ChEBI ID

136538

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 ]

Enzymes

Enzyme Details

1. Sodium/hydrogen exchanger 4

General function:: Involved in solute:hydrogen antiporter activity
Specific function:: Involved in pH regulation to eliminate acids generated by active metabolism or to counter adverse environmental conditions. Major proton extruding system driven by the inward sodium ion chemical gradient. Plays an important role in signal transduction. May play a specialized role in the kidney in rectifying cell volume in response to extreme fluctuations of hyperosmolar-stimulated cell shrinkage. Is relatively amiloride and ethylisopropylamiloride (EIPA) insensitive. Can be activated under conditions of hyperosmolar-induced cell shrinkage in a sustained intracellular acidification-dependence manner. Activated by 4,4'-diisothiocyanostilbene-2,2'-disulfonic acid (DIDS) in a sustained intracellular acidification-dependence manner. Affects potassium/proton exchange as well as sodium/proton and lithium/proton exchange. In basolateral cell membrane, participates in homeostatic control of intracellular pH, and may play a role in proton extrusion in order to achieve transepithelial HCO3(-) secretion. In apical cell membrane may be involved in mediating sodium absorption. Requires for normal levels of gastric acid secretion, secretory membrane development, parietal cell maturation and/or differentiation and at least secondarily for chief cell differentiation
Gene Name:: SLC9A4
Uniprot ID:: Q6AI14
Molecular weight:: 89813.4

Showing metabocard for Ethylisopropylamiloride (HMDB0251726)

MOL for HMDB0251726 (Ethylisopropylamiloride)

3D MOL for HMDB0251726 (Ethylisopropylamiloride)

3D SDF for HMDB0251726 (Ethylisopropylamiloride)

3D-SDF for HMDB0251726 (Ethylisopropylamiloride)

PDB for HMDB0251726 (Ethylisopropylamiloride)

3D PDB for HMDB0251726 (Ethylisopropylamiloride)

SMILES for HMDB0251726 (Ethylisopropylamiloride)

INCHI for HMDB0251726 (Ethylisopropylamiloride)

Structure for HMDB0251726 (Ethylisopropylamiloride)

3D Structure for HMDB0251726 (Ethylisopropylamiloride)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes