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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:25:41 UTC

Update Date

2021-09-26 23:04:03 UTC

HMDB ID

HMDB0251804

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Endralazine

Description

Endralazine belongs to the class of organic compounds known as benzamides. These are organic compounds containing a carboxamido substituent attached to a benzene ring. Endralazine is an extremely weak basic (essentially neutral) compound (based on its pKa). Endralazine is an antihypertensive of the hydrazinophthalazine chemical class. This compound has been identified in human blood as reported by (PMID: 31557052 ). Endralazine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Endralazine 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

HMDB0251804
     RDKit          3D
Endralazine
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.9515    1.2061    1.1453 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8965    0.3894    1.5671 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8637    0.1806    0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8148   -0.6189    1.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497   -0.7856    0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7272   -0.1783   -0.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7887    0.5980   -1.2181 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8018    0.7611   -0.3985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197   -0.3040   -1.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3650   -1.3577   -1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5632   -1.1794    0.0291 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5900   -0.6265    0.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4691   -0.6829    2.0684 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148    0.0250    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8084    0.3385    1.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9781    0.9947    0.9663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1999    1.3677   -0.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2650    1.0907   -1.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0914    0.4276   -0.9387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6340   -1.6529    0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7436    2.2025    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9221    0.8366    1.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8451   -1.0920    2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6379    1.3694   -0.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0827   -0.6496   -2.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1670    0.6836   -1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229   -2.3504   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2201   -1.4978   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6346    0.0411    2.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7318    1.2235    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1344    1.8851   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4776    1.4023   -2.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4054    0.2760   -1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -1.6265    1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8322   -2.6969    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11 20  1  0
  8  3  1  0
 19 14  1  0
 20  5  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 20 35  1  0
M  END


  Mrv1652306231722422D          

 20 22  0  0  0  0            999 V2000
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   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
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  2  0  0  0  0
 13 20  1  0  0  0  0
  9 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251804

> <DATABASE_NAME>
hmdb

> <SMILES>
N\N=C1/NN=C2CCN(CC2=C1)C(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H15N5O/c15-16-13-8-11-9-19(7-6-12(11)17-18-13)14(20)10-4-2-1-3-5-10/h1-5,8H,6-7,9,15H2,(H,16,18)

> <INCHI_KEY>
ALAXZYHFVBSJKZ-UHFFFAOYSA-N

> <FORMULA>
C14H15N5O

> <MOLECULAR_WEIGHT>
269.308

> <EXACT_MASS>
269.127660123

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
28.28095503101173

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z)-6-benzoyl-3-hydrazinylidene-2H,3H,5H,6H,7H,8H-pyrido[4,3-c]pyridazine

> <ALOGPS_LOGP>
0.98

> <JCHEM_LOGP>
0.38422460599999997

> <ALOGPS_LOGS>
-3.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.759423140772494

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.317289554696124

> <JCHEM_PKA_STRONGEST_BASIC>
-1.046175745279808

> <JCHEM_POLAR_SURFACE_AREA>
83.08

> <JCHEM_REFRACTIVITY>
88.53410000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3Z)-6-benzoyl-3-hydrazinylidene-2H,5H,7H,8H-pyrido[4,3-c]pyridazine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251804
     RDKit          3D
Endralazine
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.9515    1.2061    1.1453 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8965    0.3894    1.5671 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8637    0.1806    0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8148   -0.6189    1.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497   -0.7856    0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7272   -0.1783   -0.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7887    0.5980   -1.2181 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8018    0.7611   -0.3985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197   -0.3040   -1.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3650   -1.3577   -1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5632   -1.1794    0.0291 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5900   -0.6265    0.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4691   -0.6829    2.0684 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148    0.0250    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8084    0.3385    1.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9781    0.9947    0.9663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1999    1.3677   -0.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2650    1.0907   -1.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0914    0.4276   -0.9387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6340   -1.6529    0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7436    2.2025    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9221    0.8366    1.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8451   -1.0920    2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6379    1.3694   -0.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0827   -0.6496   -2.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1670    0.6836   -1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229   -2.3504   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2201   -1.4978   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6346    0.0411    2.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7318    1.2235    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1344    1.8851   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4776    1.4023   -2.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4054    0.2760   -1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -1.6265    1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8322   -2.6969    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11 20  1  0
  8  3  1  0
 19 14  1  0
 20  5  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 20 35  1  0
M  END

HEADER    PROTEIN                                 23-JUN-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUN-17         0                                  
HETATM    1  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       5.335  -0.000   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19                                                       
CONECT   19   18   12                                                       
CONECT   20   13    9                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0251804
HETATM    1  N1  UNL     1      -5.951   1.206   1.145  1.00  0.00           N  
HETATM    2  N2  UNL     1      -4.897   0.389   1.567  1.00  0.00           N  
HETATM    3  C1  UNL     1      -3.864   0.181   0.816  1.00  0.00           C  
HETATM    4  C2  UNL     1      -2.815  -0.619   1.210  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.750  -0.786   0.339  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.727  -0.178  -0.883  1.00  0.00           C  
HETATM    7  N3  UNL     1      -2.789   0.598  -1.218  1.00  0.00           N  
HETATM    8  N4  UNL     1      -3.802   0.761  -0.399  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.620  -0.304  -1.885  1.00  0.00           C  
HETATM   10  C6  UNL     1       0.365  -1.358  -1.381  1.00  0.00           C  
HETATM   11  N5  UNL     1       0.563  -1.179   0.029  1.00  0.00           N  
HETATM   12  C7  UNL     1       1.590  -0.627   0.768  1.00  0.00           C  
HETATM   13  O1  UNL     1       1.469  -0.683   2.068  1.00  0.00           O  
HETATM   14  C8  UNL     1       2.815   0.025   0.351  1.00  0.00           C  
HETATM   15  C9  UNL     1       3.808   0.338   1.284  1.00  0.00           C  
HETATM   16  C10 UNL     1       4.978   0.995   0.966  1.00  0.00           C  
HETATM   17  C11 UNL     1       5.200   1.368  -0.321  1.00  0.00           C  
HETATM   18  C12 UNL     1       4.265   1.091  -1.284  1.00  0.00           C  
HETATM   19  C13 UNL     1       3.091   0.428  -0.939  1.00  0.00           C  
HETATM   20  C14 UNL     1      -0.634  -1.653   0.794  1.00  0.00           C  
HETATM   21  H1  UNL     1      -5.744   2.202   0.914  1.00  0.00           H  
HETATM   22  H2  UNL     1      -6.922   0.837   1.062  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.845  -1.092   2.177  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.638   1.369  -0.656  1.00  0.00           H  
HETATM   25  H5  UNL     1      -1.083  -0.650  -2.829  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.167   0.684  -1.996  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.223  -2.350  -1.486  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.220  -1.498  -2.012  1.00  0.00           H  
HETATM   29  H9  UNL     1       3.635   0.041   2.304  1.00  0.00           H  
HETATM   30  H10 UNL     1       5.732   1.224   1.719  1.00  0.00           H  
HETATM   31  H11 UNL     1       6.134   1.885  -0.543  1.00  0.00           H  
HETATM   32  H12 UNL     1       4.478   1.402  -2.291  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.405   0.276  -1.745  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.448  -1.627   1.866  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.832  -2.697   0.488  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3    3
CONECT    3    4    8
CONECT    4    5    5   23
CONECT    5    6   20
CONECT    6    7    7    9
CONECT    7    8
CONECT    8   24
CONECT    9   10   25   26
CONECT   10   11   27   28
CONECT   11   12   20
CONECT   12   13   13   14
CONECT   14   15   15   19
CONECT   15   16   29
CONECT   16   17   17   30
CONECT   17   18   31
CONECT   18   19   19   32
CONECT   19   33
CONECT   20   34   35
END

HMDB0251804
     RDKit          3D
Endralazine
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.9515    1.2061    1.1453 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8965    0.3894    1.5671 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8637    0.1806    0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8148   -0.6189    1.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497   -0.7856    0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7272   -0.1783   -0.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7887    0.5980   -1.2181 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8018    0.7611   -0.3985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197   -0.3040   -1.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3650   -1.3577   -1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5632   -1.1794    0.0291 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5900   -0.6265    0.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4691   -0.6829    2.0684 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148    0.0250    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8084    0.3385    1.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9781    0.9947    0.9663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1999    1.3677   -0.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2650    1.0907   -1.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0914    0.4276   -0.9387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6340   -1.6529    0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7436    2.2025    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9221    0.8366    1.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8451   -1.0920    2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6379    1.3694   -0.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0827   -0.6496   -2.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1670    0.6836   -1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229   -2.3504   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2201   -1.4978   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6346    0.0411    2.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7318    1.2235    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1344    1.8851   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4776    1.4023   -2.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4054    0.2760   -1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -1.6265    1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8322   -2.6969    0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11 20  1  0
  8  3  1  0
 19 14  1  0
 20  5  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 20 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Benzoyl-3-hydrazino-5,6,7,8-tetrahydropyrido- (4,3-c)pyridazine mesylate	MeSH
BQ 22-708, Methanesulfonate	MeSH
BQ 22-708, mono-Methanesulfonate	MeSH
Miretilan	MeSH

Chemical Formula

C₁₄H₁₅N₅O

Average Molecular Weight

269.308

Monoisotopic Molecular Weight

269.127660123

IUPAC Name

(3Z)-6-benzoyl-3-hydrazinylidene-2H,3H,5H,6H,7H,8H-pyrido[4,3-c]pyridazine

Traditional Name

(3Z)-6-benzoyl-3-hydrazinylidene-2H,5H,7H,8H-pyrido[4,3-c]pyridazine

CAS Registry Number

Not Available

SMILES

N\N=C1/NN=C2CCN(CC2=C1)C(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H15N5O/c15-16-13-8-11-9-19(7-6-12(11)17-18-13)14(20)10-4-2-1-3-5-10/h1-5,8H,6-7,9,15H2,(H,16,18)

InChI Key

ALAXZYHFVBSJKZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzamides. These are organic compounds containing a carboxamido substituent attached to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzamides

Alternative Parents

Substituents

Benzamide
Benzoyl
Pyridazine
Imidolactam
Tertiary carboxylic acid amide
Heteroaromatic compound
Carboxamide group
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Hydrazine derivative
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0.98	ALOGPS
logP	0.38	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	10.32	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.08 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.53 m³·mol⁻¹	ChemAxon
Polarizability	28.28 Å³	ChemAxon
Number of Rings	3	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]+	162.18	30932474
DeepCCS	[M-H]-	159.808	30932474
DeepCCS	[M-2H]-	192.787	30932474
DeepCCS	[M+Na]+	168.259	30932474
AllCCS	[M+H]+	164.1	32859911
AllCCS	[M+H-H2O]+	160.5	32859911
AllCCS	[M+NH4]+	167.4	32859911
AllCCS	[M+Na]+	168.4	32859911
AllCCS	[M-H]-	165.9	32859911
AllCCS	[M+Na-2H]-	165.5	32859911
AllCCS	[M+HCOO]-	165.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Endralazine	N\N=C1/NN=C2CCN(CC2=C1)C(=O)C1=CC=CC=C1	3373.0	Standard polar	33892256
Endralazine	N\N=C1/NN=C2CCN(CC2=C1)C(=O)C1=CC=CC=C1	2576.1	Standard non polar	33892256
Endralazine	N\N=C1/NN=C2CCN(CC2=C1)C(=O)C1=CC=CC=C1	3016.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Endralazine,1TMS,isomer #1	C[Si](C)(C)N/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=N[NH]1	2835.9	Semi standard non polar	33892256
Endralazine,1TMS,isomer #1	C[Si](C)(C)N/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=N[NH]1	2637.6	Standard non polar	33892256
Endralazine,1TMS,isomer #1	C[Si](C)(C)N/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=N[NH]1	4114.4	Standard polar	33892256
Endralazine,1TMS,isomer #2	C[Si](C)(C)N1N=C2CCN(C(=O)C3=CC=CC=C3)CC2=C/C1=N/N	2801.8	Semi standard non polar	33892256
Endralazine,1TMS,isomer #2	C[Si](C)(C)N1N=C2CCN(C(=O)C3=CC=CC=C3)CC2=C/C1=N/N	2563.2	Standard non polar	33892256
Endralazine,1TMS,isomer #2	C[Si](C)(C)N1N=C2CCN(C(=O)C3=CC=CC=C3)CC2=C/C1=N/N	4041.3	Standard polar	33892256
Endralazine,2TMS,isomer #1	C[Si](C)(C)N(/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=N[NH]1)[Si](C)(C)C	2901.0	Semi standard non polar	33892256
Endralazine,2TMS,isomer #1	C[Si](C)(C)N(/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=N[NH]1)[Si](C)(C)C	2753.0	Standard non polar	33892256
Endralazine,2TMS,isomer #1	C[Si](C)(C)N(/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=N[NH]1)[Si](C)(C)C	3915.6	Standard polar	33892256
Endralazine,2TMS,isomer #2	C[Si](C)(C)N/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=NN1[Si](C)(C)C	2831.1	Semi standard non polar	33892256
Endralazine,2TMS,isomer #2	C[Si](C)(C)N/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=NN1[Si](C)(C)C	2666.4	Standard non polar	33892256
Endralazine,2TMS,isomer #2	C[Si](C)(C)N/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=NN1[Si](C)(C)C	3810.4	Standard polar	33892256
Endralazine,3TMS,isomer #1	C[Si](C)(C)N(/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=NN1[Si](C)(C)C)[Si](C)(C)C	2917.6	Semi standard non polar	33892256
Endralazine,3TMS,isomer #1	C[Si](C)(C)N(/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=NN1[Si](C)(C)C)[Si](C)(C)C	2762.6	Standard non polar	33892256
Endralazine,3TMS,isomer #1	C[Si](C)(C)N(/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=NN1[Si](C)(C)C)[Si](C)(C)C	3586.0	Standard polar	33892256
Endralazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=N[NH]1	3062.6	Semi standard non polar	33892256
Endralazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=N[NH]1	2871.8	Standard non polar	33892256
Endralazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=N[NH]1	4193.6	Standard polar	33892256
Endralazine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1N=C2CCN(C(=O)C3=CC=CC=C3)CC2=C/C1=N/N	2972.4	Semi standard non polar	33892256
Endralazine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1N=C2CCN(C(=O)C3=CC=CC=C3)CC2=C/C1=N/N	2792.7	Standard non polar	33892256
Endralazine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1N=C2CCN(C(=O)C3=CC=CC=C3)CC2=C/C1=N/N	4079.0	Standard polar	33892256
Endralazine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=N[NH]1)[Si](C)(C)C(C)(C)C	3276.2	Semi standard non polar	33892256
Endralazine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=N[NH]1)[Si](C)(C)C(C)(C)C	3188.5	Standard non polar	33892256
Endralazine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=N[NH]1)[Si](C)(C)C(C)(C)C	3975.7	Standard polar	33892256
Endralazine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=NN1[Si](C)(C)C(C)(C)C	3244.0	Semi standard non polar	33892256
Endralazine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=NN1[Si](C)(C)C(C)(C)C	3111.6	Standard non polar	33892256
Endralazine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=NN1[Si](C)(C)C(C)(C)C	3828.6	Standard polar	33892256
Endralazine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=NN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3465.8	Semi standard non polar	33892256
Endralazine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=NN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3380.5	Standard non polar	33892256
Endralazine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(/N=C1/C=C2CN(C(=O)C3=CC=CC=C3)CCC2=NN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3707.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Endralazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0910000000-75cbf59ec15a2cc90872	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Endralazine 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 - Endralazine 10V, Positive-QTOF	splash10-00di-0190000000-2e3ad111586870d2a4d2	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Endralazine 20V, Positive-QTOF	splash10-0a4i-0960000000-235a0c842bc2a72b11f0	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Endralazine 40V, Positive-QTOF	splash10-0a4i-3900000000-afc410927fd4e074fdd3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Endralazine 10V, Negative-QTOF	splash10-0frf-0090000000-fcbecfb5dc278e8cc3c9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Endralazine 20V, Negative-QTOF	splash10-000l-2290000000-89b385e0997ba2ed4058	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Endralazine 40V, Negative-QTOF	splash10-06w9-2910000000-32026eaf4e6b780a5e7d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Endralazine 10V, Positive-QTOF	splash10-00di-0090000000-a197b173a73630311284	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Endralazine 20V, Positive-QTOF	splash10-00di-0090000000-3b14f0dad757306ff634	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Endralazine 40V, Positive-QTOF	splash10-056u-5960000000-4a7ff89bb38ac55c25be	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Endralazine 10V, Negative-QTOF	splash10-014r-0090000000-01eb3798886a64ad52ae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Endralazine 20V, Negative-QTOF	splash10-00kr-0090000000-2af060afcba9181f8021	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Endralazine 40V, Negative-QTOF	splash10-03ds-0490000000-ba79ba52b7c59df0f51d	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

DB13435

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Endralazine

METLIN ID

Not Available

PubChem Compound

47608

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 Endralazine (HMDB0251804)

MOL for HMDB0251804 (Endralazine)

3D MOL for HMDB0251804 (Endralazine)

3D SDF for HMDB0251804 (Endralazine)

3D-SDF for HMDB0251804 (Endralazine)

PDB for HMDB0251804 (Endralazine)

3D PDB for HMDB0251804 (Endralazine)

SMILES for HMDB0251804 (Endralazine)

INCHI for HMDB0251804 (Endralazine)

Structure for HMDB0251804 (Endralazine)

3D Structure for HMDB0251804 (Endralazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra