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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:42:22 UTC

Update Date

2022-03-07 02:57:12 UTC

HMDB ID

HMDB0041845

Secondary Accession Numbers

HMDB41845

Metabolite Identification

Common Name

Cadralazine

Description

Cadralazine, also known as cadral, belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group. Based on a literature review very few articles have been published on Cadralazine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0041845
     RDKit          3D
Cadralazine
 41 41  0  0  0  0  0  0  0  0999 V2000
    6.9632    0.6400    0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9328    0.1184    1.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2893   -1.0311    1.3086 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5705   -0.9688    0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6160   -1.9191   -0.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8187    0.0607   -0.0411 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0520    0.2719   -1.1524 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6179    0.1852   -1.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9051   -0.9186   -1.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4957   -0.9343   -1.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1790    0.1599   -0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6216    0.2509   -0.8950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4843   -0.7773   -1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1689   -1.6230   -0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1243    1.4355   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7997    1.3096    1.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2386    0.9329    1.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0323    0.7080    2.0426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4161    1.2175   -0.6104 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    1.2418   -0.6681 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4532    1.1444    0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5160   -0.2118    0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6350    1.3625    1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1353    0.9190    1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2918   -0.0218    2.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7697   -2.3641   -1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5089    0.5078   -2.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4317   -1.7812   -1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432   -1.8092   -1.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2594   -0.3309   -2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9219   -1.4620   -2.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2772   -1.4818   -0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8434   -1.5165    0.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0499   -2.7343   -0.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3187    2.2163   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8591    1.9745   -0.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8242    2.4172    1.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8953    1.7507    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5805    0.8570   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4190    0.0194    1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535    0.1846    2.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  3
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 11 19  1  0
 19 20  2  0
 20  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  5 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
M  END

  Mrv0541 09131211422D          

 20 20  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    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
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 N   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
   -0.7145    2.0625    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
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  7  6  2  0  0  0  0
  9  3  1  0  0  0  0
  9  8  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 13 10  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 15 13  1  0  0  0  0
 16 12  2  0  0  0  0
 16 14  1  4  0  0  0
 17  4  1  0  0  0  0
 17  8  1  0  0  0  0
 17 11  1  0  0  0  0
 18  9  1  0  0  0  0
 19 12  1  0  0  0  0
 20  5  1  0  0  0  0
 20 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041845

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(O)=NNC1=NN=C(C=C1)N(CC)CC(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C12H21N5O3/c1-4-17(8-9(3)18)11-7-6-10(13-15-11)14-16-12(19)20-5-2/h6-7,9,18H,4-5,8H2,1-3H3,(H,13,14)(H,16,19)

> <INCHI_KEY>
QLTVVOATEHFXLT-UHFFFAOYSA-N

> <FORMULA>
C12H21N5O3

> <MOLECULAR_WEIGHT>
283.3268

> <EXACT_MASS>
283.164439563

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
30.370695651328987

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{6-[ethyl(2-hydroxypropyl)amino]pyridazin-3-yl}ethoxycarbohydrazonic acid

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
2.0173488083333324

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.983970382312279

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.498205015300309

> <JCHEM_PKA_STRONGEST_BASIC>
2.0842010882694115

> <JCHEM_POLAR_SURFACE_AREA>
103.10000000000001

> <JCHEM_REFRACTIVITY>
79.53099999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cadral

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041845
     RDKit          3D
Cadralazine
 41 41  0  0  0  0  0  0  0  0999 V2000
    6.9632    0.6400    0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9328    0.1184    1.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2893   -1.0311    1.3086 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5705   -0.9688    0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6160   -1.9191   -0.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8187    0.0607   -0.0411 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0520    0.2719   -1.1524 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6179    0.1852   -1.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9051   -0.9186   -1.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4957   -0.9343   -1.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1790    0.1599   -0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6216    0.2509   -0.8950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4843   -0.7773   -1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1689   -1.6230   -0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1243    1.4355   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7997    1.3096    1.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2386    0.9329    1.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0323    0.7080    2.0426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4161    1.2175   -0.6104 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    1.2418   -0.6681 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4532    1.1444    0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5160   -0.2118    0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6350    1.3625    1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1353    0.9190    1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2918   -0.0218    2.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7697   -2.3641   -1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5089    0.5078   -2.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4317   -1.7812   -1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432   -1.8092   -1.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2594   -0.3309   -2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9219   -1.4620   -2.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2772   -1.4818   -0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8434   -1.5165    0.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0499   -2.7343   -0.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3187    2.2163   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8591    1.9745   -0.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8242    2.4172    1.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8953    1.7507    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5805    0.8570   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4190    0.0194    1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535    0.1846    2.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  3
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 11 19  1  0
 19 20  2  0
 20  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  5 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
M  END

HEADER    PROTEIN                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   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  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      -1.334   3.850   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  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    9                                                            
CONECT    4    1   17                                                       
CONECT    5    2   20                                                       
CONECT    6    7   10                                                       
CONECT    7    6   11                                                       
CONECT    8    9   17                                                       
CONECT    9    3    8   18                                                  
CONECT   10    6   13   14                                                  
CONECT   11    7   15   17                                                  
CONECT   12   16   19   20                                                  
CONECT   13   10   15                                                       
CONECT   14   10   16                                                       
CONECT   15   11   13                                                       
CONECT   16   12   14                                                       
CONECT   17    4    8   11                                                  
CONECT   18    9                                                            
CONECT   19   12                                                            
CONECT   20    5   12                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0041845
HETATM    1  C1  UNL     1       6.963   0.640   0.876  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.933   0.118   1.818  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.289  -1.031   1.309  1.00  0.00           O  
HETATM    4  C3  UNL     1       4.570  -0.969   0.114  1.00  0.00           C  
HETATM    5  O2  UNL     1       4.616  -1.919  -0.882  1.00  0.00           O  
HETATM    6  N1  UNL     1       3.819   0.061  -0.041  1.00  0.00           N  
HETATM    7  N2  UNL     1       3.052   0.272  -1.152  1.00  0.00           N  
HETATM    8  C4  UNL     1       1.618   0.185  -1.112  1.00  0.00           C  
HETATM    9  C5  UNL     1       0.905  -0.919  -1.499  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.496  -0.934  -1.434  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.179   0.160  -0.979  1.00  0.00           C  
HETATM   12  N3  UNL     1      -2.622   0.251  -0.895  1.00  0.00           N  
HETATM   13  C8  UNL     1      -3.484  -0.777  -1.389  1.00  0.00           C  
HETATM   14  C9  UNL     1      -4.169  -1.623  -0.372  1.00  0.00           C  
HETATM   15  C10 UNL     1      -3.124   1.435  -0.273  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.800   1.310   1.047  1.00  0.00           C  
HETATM   17  C12 UNL     1      -5.239   0.933   1.026  1.00  0.00           C  
HETATM   18  O3  UNL     1      -3.032   0.708   2.043  1.00  0.00           O  
HETATM   19  N4  UNL     1      -0.416   1.218  -0.610  1.00  0.00           N  
HETATM   20  N5  UNL     1       0.899   1.242  -0.668  1.00  0.00           N  
HETATM   21  H1  UNL     1       6.453   1.144   0.035  1.00  0.00           H  
HETATM   22  H2  UNL     1       7.516  -0.212   0.425  1.00  0.00           H  
HETATM   23  H3  UNL     1       7.635   1.363   1.394  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.135   0.919   1.876  1.00  0.00           H  
HETATM   25  H5  UNL     1       6.292  -0.022   2.851  1.00  0.00           H  
HETATM   26  H6  UNL     1       3.770  -2.364  -1.220  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.509   0.508  -2.085  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.432  -1.781  -1.856  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.043  -1.809  -1.740  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.259  -0.331  -2.104  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.922  -1.462  -2.074  1.00  0.00           H  
HETATM   32  H12 UNL     1      -5.277  -1.482  -0.474  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.843  -1.516   0.660  1.00  0.00           H  
HETATM   34  H14 UNL     1      -4.050  -2.734  -0.620  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.319   2.216  -0.145  1.00  0.00           H  
HETATM   36  H16 UNL     1      -3.859   1.974  -0.958  1.00  0.00           H  
HETATM   37  H17 UNL     1      -3.824   2.417   1.428  1.00  0.00           H  
HETATM   38  H18 UNL     1      -5.895   1.751   1.449  1.00  0.00           H  
HETATM   39  H19 UNL     1      -5.580   0.857  -0.035  1.00  0.00           H  
HETATM   40  H20 UNL     1      -5.419   0.019   1.621  1.00  0.00           H  
HETATM   41  H21 UNL     1      -3.554   0.185   2.673  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4
CONECT    4    5    6    6
CONECT    5   26
CONECT    6    7
CONECT    7    8   27
CONECT    8    9    9   20
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12   19
CONECT   12   13   15
CONECT   13   14   30   31
CONECT   14   32   33   34
CONECT   15   16   35   36
CONECT   16   17   18   37
CONECT   17   38   39   40
CONECT   18   41
CONECT   19   20   20
END

HMDB0041845
     RDKit          3D
Cadralazine
 41 41  0  0  0  0  0  0  0  0999 V2000
    6.9632    0.6400    0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9328    0.1184    1.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2893   -1.0311    1.3086 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5705   -0.9688    0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6160   -1.9191   -0.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8187    0.0607   -0.0411 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0520    0.2719   -1.1524 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6179    0.1852   -1.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9051   -0.9186   -1.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4957   -0.9343   -1.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1790    0.1599   -0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6216    0.2509   -0.8950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4843   -0.7773   -1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1689   -1.6230   -0.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1243    1.4355   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7997    1.3096    1.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2386    0.9329    1.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0323    0.7080    2.0426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4161    1.2175   -0.6104 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    1.2418   -0.6681 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4532    1.1444    0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5160   -0.2118    0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6350    1.3625    1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1353    0.9190    1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2918   -0.0218    2.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7697   -2.3641   -1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5089    0.5078   -2.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4317   -1.7812   -1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432   -1.8092   -1.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2594   -0.3309   -2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9219   -1.4620   -2.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2772   -1.4818   -0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8434   -1.5165    0.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0499   -2.7343   -0.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3187    2.2163   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8591    1.9745   -0.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8242    2.4172    1.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8953    1.7507    1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5805    0.8570   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4190    0.0194    1.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535    0.1846    2.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  3
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 11 19  1  0
 19 20  2  0
 20  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  5 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cadral	Kegg

Chemical Formula

C₁₂H₂₁N₅O₃

Average Molecular Weight

283.3268

Monoisotopic Molecular Weight

283.164439563

IUPAC Name

N-{6-[ethyl(2-hydroxypropyl)amino]pyridazin-3-yl}ethoxycarbohydrazonic acid

Traditional Name

cadral

CAS Registry Number

64241-34-5

SMILES

CCOC(O)=NNC1=NN=C(C=C1)N(CC)CC(C)O

InChI Identifier

InChI=1S/C12H21N5O3/c1-4-17(8-9(3)18)11-7-6-10(13-15-11)14-16-12(19)20-5-2/h6-7,9,18H,4-5,8H2,1-3H3,(H,13,14)(H,16,19)

InChI Key

QLTVVOATEHFXLT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Dialkylarylamines

Alternative Parents

Substituents

Dialkylarylamine
Aminopyridazine
Pyridazine
Imidolactam
Heteroaromatic compound
Secondary alcohol
Carbonic acid derivative
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041845)

Source

Exogenous

Exogenous (HMDB: HMDB0041845)

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
Water Solubility	1.05 g/L	ALOGPS
logP	1.68	ALOGPS
logP	2.02	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	5.5	ChemAxon
pKa (Strongest Basic)	2.08	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.1 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	79.53 m³·mol⁻¹	ChemAxon
Polarizability	30.37 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
DarkChem	[M+H]+	167.386	31661259
DarkChem	[M-H]-	167.992	31661259
DeepCCS	[M+H]+	167.62	30932474
DeepCCS	[M-H]-	165.262	30932474
DeepCCS	[M-2H]-	198.148	30932474
DeepCCS	[M+Na]+	173.714	30932474
AllCCS	[M+H]+	168.3	32859911
AllCCS	[M+H-H2O]+	165.1	32859911
AllCCS	[M+NH4]+	171.2	32859911
AllCCS	[M+Na]+	172.0	32859911
AllCCS	[M-H]-	168.5	32859911
AllCCS	[M+Na-2H]-	169.0	32859911
AllCCS	[M+HCOO]-	169.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cadralazine	CCOC(O)=NNC1=NN=C(C=C1)N(CC)CC(C)O	2768.7	Standard polar	33892256
Cadralazine	CCOC(O)=NNC1=NN=C(C=C1)N(CC)CC(C)O	2456.2	Standard non polar	33892256
Cadralazine	CCOC(O)=NNC1=NN=C(C=C1)N(CC)CC(C)O	2659.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cadralazine,1TMS,isomer #1	CCOC(=NNC1=CC=C(N(CC)CC(C)O)N=N1)O[Si](C)(C)C	2452.1	Semi standard non polar	33892256
Cadralazine,1TMS,isomer #2	CCOC(O)=NNC1=CC=C(N(CC)CC(C)O[Si](C)(C)C)N=N1	2541.1	Semi standard non polar	33892256
Cadralazine,1TMS,isomer #3	CCOC(O)=NN(C1=CC=C(N(CC)CC(C)O)N=N1)[Si](C)(C)C	2462.3	Semi standard non polar	33892256
Cadralazine,2TMS,isomer #1	CCOC(=NNC1=CC=C(N(CC)CC(C)O[Si](C)(C)C)N=N1)O[Si](C)(C)C	2438.7	Semi standard non polar	33892256
Cadralazine,2TMS,isomer #2	CCOC(=NN(C1=CC=C(N(CC)CC(C)O)N=N1)[Si](C)(C)C)O[Si](C)(C)C	2412.3	Semi standard non polar	33892256
Cadralazine,2TMS,isomer #3	CCOC(O)=NN(C1=CC=C(N(CC)CC(C)O[Si](C)(C)C)N=N1)[Si](C)(C)C	2451.2	Semi standard non polar	33892256
Cadralazine,3TMS,isomer #1	CCOC(=NN(C1=CC=C(N(CC)CC(C)O[Si](C)(C)C)N=N1)[Si](C)(C)C)O[Si](C)(C)C	2463.0	Semi standard non polar	33892256
Cadralazine,3TMS,isomer #1	CCOC(=NN(C1=CC=C(N(CC)CC(C)O[Si](C)(C)C)N=N1)[Si](C)(C)C)O[Si](C)(C)C	2234.3	Standard non polar	33892256
Cadralazine,1TBDMS,isomer #1	CCOC(=NNC1=CC=C(N(CC)CC(C)O)N=N1)O[Si](C)(C)C(C)(C)C	2622.0	Semi standard non polar	33892256
Cadralazine,1TBDMS,isomer #2	CCOC(O)=NNC1=CC=C(N(CC)CC(C)O[Si](C)(C)C(C)(C)C)N=N1	2719.7	Semi standard non polar	33892256
Cadralazine,1TBDMS,isomer #3	CCOC(O)=NN(C1=CC=C(N(CC)CC(C)O)N=N1)[Si](C)(C)C(C)(C)C	2629.4	Semi standard non polar	33892256
Cadralazine,2TBDMS,isomer #1	CCOC(=NNC1=CC=C(N(CC)CC(C)O[Si](C)(C)C(C)(C)C)N=N1)O[Si](C)(C)C(C)(C)C	2758.6	Semi standard non polar	33892256
Cadralazine,2TBDMS,isomer #2	CCOC(=NN(C1=CC=C(N(CC)CC(C)O)N=N1)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2758.1	Semi standard non polar	33892256
Cadralazine,2TBDMS,isomer #3	CCOC(O)=NN(C1=CC=C(N(CC)CC(C)O[Si](C)(C)C(C)(C)C)N=N1)[Si](C)(C)C(C)(C)C	2776.0	Semi standard non polar	33892256
Cadralazine,3TBDMS,isomer #1	CCOC(=NN(C1=CC=C(N(CC)CC(C)O[Si](C)(C)C(C)(C)C)N=N1)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2928.9	Semi standard non polar	33892256
Cadralazine,3TBDMS,isomer #1	CCOC(=NN(C1=CC=C(N(CC)CC(C)O[Si](C)(C)C(C)(C)C)N=N1)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2769.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cadralazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01bi-2290000000-abdbcb5e600780f41497	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cadralazine GC-MS (2 TMS) - 70eV, Positive	splash10-03di-9326800000-38365fe312671fdefd9d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cadralazine 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 - Cadralazine 10V, Positive-QTOF	splash10-05o9-1190000000-14900803234098efecac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadralazine 20V, Positive-QTOF	splash10-00m3-1590000000-4737ffc249d4e94348e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadralazine 40V, Positive-QTOF	splash10-0a4s-6950000000-486c9750522f28a6813a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadralazine 10V, Negative-QTOF	splash10-000i-2390000000-d611c4d79a0874ce50bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadralazine 20V, Negative-QTOF	splash10-0a70-2790000000-faa68446cc28399f8ca9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadralazine 40V, Negative-QTOF	splash10-0pdr-2920000000-87c30a0c16abab1285cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadralazine 10V, Positive-QTOF	splash10-001i-0090000000-8d3d9d04efd8a1fcf79f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadralazine 20V, Positive-QTOF	splash10-001r-0090000000-2f687b0265c4a4574b13	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadralazine 40V, Positive-QTOF	splash10-000i-0910000000-712f95676f6596d8272c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadralazine 10V, Negative-QTOF	splash10-001i-0090000000-7b5ddd2d31012e588cc5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadralazine 20V, Negative-QTOF	splash10-01ox-9420000000-519b38c3cd9ae9b3215a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadralazine 40V, Negative-QTOF	splash10-0a59-0910000000-18ec8e6d32d5bb61e0cb	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB13452

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2420

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cadralazine

METLIN ID

Not Available

PubChem Compound

2515

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

Not Available

Showing metabocard for Cadralazine (HMDB0041845)

MOL for HMDB0041845 (Cadralazine)

3D MOL for HMDB0041845 (Cadralazine)

3D SDF for HMDB0041845 (Cadralazine)

3D-SDF for HMDB0041845 (Cadralazine)

PDB for HMDB0041845 (Cadralazine)

3D PDB for HMDB0041845 (Cadralazine)

SMILES for HMDB0041845 (Cadralazine)

INCHI for HMDB0041845 (Cadralazine)

Structure for HMDB0041845 (Cadralazine)

3D Structure for HMDB0041845 (Cadralazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra