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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:10:24 UTC

Update Date

2021-09-26 22:58:04 UTC

HMDB ID

HMDB0248018

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide

Description

Adjudin belongs to the class of organic compounds known as indazole-3-carboxamides. These are aromatic compounds containing an indazole ring system that is substituted at the 3-position with a carboxamide group. Based on a literature review very few articles have been published on Adjudin. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-(2,4-dichlorobenzyl)-1h-indazole-3-carbohydrazide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide 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

HMDB0248018
     RDKit          3D
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide
 34 36  0  0  0  0  0  0  0  0999 V2000
   -4.4444    3.1065    0.6850 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8092    1.8659    0.3981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4766    1.8503    0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841    3.0231    0.0252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    0.7085   -0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4457    0.8476   -0.9059 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417   -0.3407   -1.0620 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4541   -0.4553   -1.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5418   -0.0160   -0.7834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0344    1.2994   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256    1.8248   -0.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921    1.0641    0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8741    1.6605    1.8672 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1417   -0.2146    0.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194   -0.7494    0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6781   -2.4166    0.5117 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6610   -1.2703   -0.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5828   -2.6351   -0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5633   -3.3532    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6642   -2.7294    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7933   -1.3391    0.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7928   -0.6167   -0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8792    3.0912    1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7551    3.8703    0.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4235    1.0556    0.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433    0.1976   -2.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6172   -1.5101   -1.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5955    1.9239   -1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3942    2.8339   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5457   -0.8669    1.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650   -3.1497   -0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5366   -4.4461    0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4711   -3.2730    1.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6385   -0.8409    1.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
  7 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  5  1  0
 15  9  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 14 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
M  END


  Mrv1652309112103102D          

 22 24  0  0  0  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -1.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399   -1.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -0.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -0.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919   -2.3815    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -1.4984    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768    3.1465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    3.5881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809    4.3727    0.0000 N   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
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  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
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 12 18  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248018

> <DATABASE_NAME>
hmdb

> <SMILES>
NNC(=O)C1=NN(CC2=C(Cl)C=C(Cl)C=C2)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H12Cl2N4O/c16-10-6-5-9(12(17)7-10)8-21-13-4-2-1-3-11(13)14(20-21)15(22)19-18/h1-7H,8,18H2,(H,19,22)

> <INCHI_KEY>
VENCPJAAXKBIJD-UHFFFAOYSA-N

> <FORMULA>
C15H12Cl2N4O

> <MOLECULAR_WEIGHT>
335.19

> <EXACT_MASS>
334.0388164

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
32.410812731267384

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(2,4-dichlorophenyl)methyl]-1H-indazole-3-carbohydrazide

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
3.292561151

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.525045460202389

> <JCHEM_PKA_STRONGEST_BASIC>
2.5849369523200867

> <JCHEM_POLAR_SURFACE_AREA>
72.94

> <JCHEM_REFRACTIVITY>
98.70179999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adjudin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248018
     RDKit          3D
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide
 34 36  0  0  0  0  0  0  0  0999 V2000
   -4.4444    3.1065    0.6850 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8092    1.8659    0.3981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4766    1.8503    0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841    3.0231    0.0252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    0.7085   -0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4457    0.8476   -0.9059 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417   -0.3407   -1.0620 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4541   -0.4553   -1.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5418   -0.0160   -0.7834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0344    1.2994   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256    1.8248   -0.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921    1.0641    0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8741    1.6605    1.8672 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1417   -0.2146    0.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194   -0.7494    0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6781   -2.4166    0.5117 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6610   -1.2703   -0.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5828   -2.6351   -0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5633   -3.3532    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6642   -2.7294    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7933   -1.3391    0.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7928   -0.6167   -0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8792    3.0912    1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7551    3.8703    0.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4235    1.0556    0.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433    0.1976   -2.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6172   -1.5101   -1.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5955    1.9239   -1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3942    2.8339   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5457   -0.8669    1.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650   -3.1497   -0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5366   -4.4461    0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4711   -3.2730    1.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6385   -0.8409    1.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
  7 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  5  1  0
 15  9  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 14 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  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       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.220   2.843   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.680  -1.012   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.204  -2.477   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.235  -3.621   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.741  -3.301   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.217  -1.836   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.187  -0.692   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       5.772  -4.445   0.000  0.00  0.00          Cl+0
HETATM   18 Cl   UNK     0       0.698  -2.797   0.000  0.00  0.00          Cl+0
HETATM   19  C   UNK     0       1.650   5.553   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.143   5.874   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0       2.680   6.698   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       2.204   8.162   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14                                                            
CONECT   18   12                                                            
CONECT   19    7   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0248018
HETATM    1  N1  UNL     1      -4.444   3.106   0.685  1.00  0.00           N  
HETATM    2  N2  UNL     1      -3.809   1.866   0.398  1.00  0.00           N  
HETATM    3  C1  UNL     1      -2.477   1.850   0.064  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.884   3.023   0.025  1.00  0.00           O  
HETATM    5  C2  UNL     1      -1.643   0.708  -0.255  1.00  0.00           C  
HETATM    6  N3  UNL     1      -0.446   0.848  -0.906  1.00  0.00           N  
HETATM    7  N4  UNL     1       0.142  -0.341  -1.062  1.00  0.00           N  
HETATM    8  C3  UNL     1       1.454  -0.455  -1.652  1.00  0.00           C  
HETATM    9  C4  UNL     1       2.542  -0.016  -0.783  1.00  0.00           C  
HETATM   10  C5  UNL     1       3.034   1.299  -0.935  1.00  0.00           C  
HETATM   11  C6  UNL     1       4.026   1.825  -0.162  1.00  0.00           C  
HETATM   12  C7  UNL     1       4.592   1.064   0.821  1.00  0.00           C  
HETATM   13 CL1  UNL     1       5.874   1.661   1.867  1.00  0.00          CL  
HETATM   14  C8  UNL     1       4.142  -0.215   0.998  1.00  0.00           C  
HETATM   15  C9  UNL     1       3.119  -0.749   0.195  1.00  0.00           C  
HETATM   16 CL2  UNL     1       2.678  -2.417   0.512  1.00  0.00          CL  
HETATM   17  C10 UNL     1      -0.661  -1.270  -0.519  1.00  0.00           C  
HETATM   18  C11 UNL     1      -0.583  -2.635  -0.405  1.00  0.00           C  
HETATM   19  C12 UNL     1      -1.563  -3.353   0.194  1.00  0.00           C  
HETATM   20  C13 UNL     1      -2.664  -2.729   0.703  1.00  0.00           C  
HETATM   21  C14 UNL     1      -2.793  -1.339   0.610  1.00  0.00           C  
HETATM   22  C15 UNL     1      -1.793  -0.617  -0.003  1.00  0.00           C  
HETATM   23  H1  UNL     1      -4.879   3.091   1.632  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.755   3.870   0.629  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.424   1.056   0.446  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.443   0.198  -2.566  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.617  -1.510  -1.979  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.595   1.924  -1.714  1.00  0.00           H  
HETATM   29  H7  UNL     1       4.394   2.834  -0.289  1.00  0.00           H  
HETATM   30  H8  UNL     1       4.546  -0.867   1.756  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.265  -3.150  -0.821  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.537  -4.446   0.305  1.00  0.00           H  
HETATM   33  H11 UNL     1      -3.471  -3.273   1.193  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.639  -0.841   1.017  1.00  0.00           H  
CONECT    1    2   23   24
CONECT    2    3   25
CONECT    3    4    4    5
CONECT    5    6    6   22
CONECT    6    7
CONECT    7    8   17
CONECT    8    9   26   27
CONECT    9   10   10   15
CONECT   10   11   28
CONECT   11   12   12   29
CONECT   12   13   14
CONECT   14   15   15   30
CONECT   15   16
CONECT   17   18   18   22
CONECT   18   19   31
CONECT   19   20   20   32
CONECT   20   21   33
CONECT   21   22   22   34
END

HMDB0248018
     RDKit          3D
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide
 34 36  0  0  0  0  0  0  0  0999 V2000
   -4.4444    3.1065    0.6850 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8092    1.8659    0.3981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4766    1.8503    0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841    3.0231    0.0252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    0.7085   -0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4457    0.8476   -0.9059 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417   -0.3407   -1.0620 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4541   -0.4553   -1.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5418   -0.0160   -0.7834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0344    1.2994   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256    1.8248   -0.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921    1.0641    0.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8741    1.6605    1.8672 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1417   -0.2146    0.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194   -0.7494    0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6781   -2.4166    0.5117 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6610   -1.2703   -0.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5828   -2.6351   -0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5633   -3.3532    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6642   -2.7294    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7933   -1.3391    0.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7928   -0.6167   -0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8792    3.0912    1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7551    3.8703    0.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4235    1.0556    0.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433    0.1976   -2.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6172   -1.5101   -1.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5955    1.9239   -1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3942    2.8339   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5457   -0.8669    1.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650   -3.1497   -0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5366   -4.4461    0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4711   -3.2730    1.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6385   -0.8409    1.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
  7 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  5  1  0
 15  9  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 14 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(2,4-Dichlorobenzyl)indazole-3-carbohydrazide	MeSH

Chemical Formula

C₁₅H₁₂Cl₂N₄O

Average Molecular Weight

335.19

Monoisotopic Molecular Weight

334.0388164

IUPAC Name

1-[(2,4-dichlorophenyl)methyl]-1H-indazole-3-carbohydrazide

Traditional Name

adjudin

CAS Registry Number

Not Available

SMILES

NNC(=O)C1=NN(CC2=C(Cl)C=C(Cl)C=C2)C2=CC=CC=C12

InChI Identifier

InChI=1S/C15H12Cl2N4O/c16-10-6-5-9(12(17)7-10)8-21-13-4-2-1-3-11(13)14(20-21)15(22)19-18/h1-7H,8,18H2,(H,19,22)

InChI Key

VENCPJAAXKBIJD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indazole-3-carboxamides. These are aromatic compounds containing an indazole ring system that is substituted at the 3-position with a carboxamide group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrazoles

Sub Class

Indazoles

Direct Parent

Indazole-3-carboxamides

Alternative Parents

Substituents

Indazole-3-carboxamide
Pyrazole-5-carboxamide
1,3-dichlorobenzene
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Azole
Heteroaromatic compound
Pyrazole
Carboxylic acid hydrazide
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	3.34	ALOGPS
logP	3.29	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	12.53	ChemAxon
pKa (Strongest Basic)	2.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	72.94 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	98.7 m³·mol⁻¹	ChemAxon
Polarizability	32.41 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-2H]-	200.915	30932474
DeepCCS	[M+Na]+	176.326	30932474
AllCCS	[M+H]+	172.0	32859911
AllCCS	[M+H-H2O]+	168.8	32859911
AllCCS	[M+NH4]+	174.9	32859911
AllCCS	[M+Na]+	175.8	32859911
AllCCS	[M-H]-	170.5	32859911
AllCCS	[M+Na-2H]-	169.8	32859911
AllCCS	[M+HCOO]-	169.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide	NNC(=O)C1=NN(CC2=C(Cl)C=C(Cl)C=C2)C2=CC=CC=C12	4087.3	Standard polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide	NNC(=O)C1=NN(CC2=C(Cl)C=C(Cl)C=C2)C2=CC=CC=C12	2943.9	Standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide	NNC(=O)C1=NN(CC2=C(Cl)C=C(Cl)C=C2)C2=CC=CC=C12	3034.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,1TMS,isomer #1	C[Si](C)(C)NNC(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12	2975.3	Semi standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,1TMS,isomer #1	C[Si](C)(C)NNC(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12	2834.1	Standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,1TMS,isomer #1	C[Si](C)(C)NNC(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12	4161.2	Standard polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,1TMS,isomer #2	C[Si](C)(C)N(N)C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12	2942.7	Semi standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,1TMS,isomer #2	C[Si](C)(C)N(N)C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12	2688.8	Standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,1TMS,isomer #2	C[Si](C)(C)N(N)C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12	4482.9	Standard polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,2TMS,isomer #1	C[Si](C)(C)N(NC(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)[Si](C)(C)C	3001.8	Semi standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,2TMS,isomer #1	C[Si](C)(C)N(NC(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)[Si](C)(C)C	2950.4	Standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,2TMS,isomer #1	C[Si](C)(C)N(NC(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)[Si](C)(C)C	3889.5	Standard polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,2TMS,isomer #2	C[Si](C)(C)NN(C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)[Si](C)(C)C	2929.6	Semi standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,2TMS,isomer #2	C[Si](C)(C)NN(C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)[Si](C)(C)C	2810.6	Standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,2TMS,isomer #2	C[Si](C)(C)NN(C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)[Si](C)(C)C	3636.5	Standard polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,3TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	3035.8	Semi standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,3TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	2918.7	Standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,3TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	3479.2	Standard polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NNC(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12	3158.6	Semi standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NNC(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12	3072.8	Standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NNC(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12	4169.6	Standard polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(N)C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12	3173.5	Semi standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(N)C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12	3107.5	Standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(N)C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12	4419.3	Standard polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(NC(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3445.4	Semi standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(NC(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3290.5	Standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(NC(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3914.3	Standard polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NN(C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3317.1	Semi standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NN(C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3256.9	Standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NN(C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3747.0	Standard polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3610.8	Semi standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3485.3	Standard non polar	33892256
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3629.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bt9-0930000000-1efec27c9fad4a1de523	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide 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 - 1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide 10V, Negative-QTOF	splash10-003r-0079000000-f46bdd3e27d545e37d60	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide 20V, Negative-QTOF	splash10-004i-0090000000-1acb28c0db815ede109b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide 40V, Negative-QTOF	splash10-00b9-2290000000-2ced19b80709c4d34f6e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide 10V, Positive-QTOF	splash10-0udr-0009000000-0531cdabec26194420d8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide 20V, Positive-QTOF	splash10-004i-0393000000-b21418f67ed9b846ab8a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide 40V, Positive-QTOF	splash10-0a4i-0910000000-d26f6d8eba4b1fafd133	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

7994835

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Adjudin

METLIN ID

Not Available

PubChem Compound

9819086

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 1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide (HMDB0248018)

MOL for HMDB0248018 (1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide)

3D MOL for HMDB0248018 (1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide)

3D SDF for HMDB0248018 (1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide)

3D-SDF for HMDB0248018 (1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide)

PDB for HMDB0248018 (1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide)

3D PDB for HMDB0248018 (1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide)

SMILES for HMDB0248018 (1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide)

INCHI for HMDB0248018 (1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide)

Structure for HMDB0248018 (1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide)

3D Structure for HMDB0248018 (1-(2,4-Dichlorobenzyl)-1H-indazole-3-carbohydrazide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra