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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:24:42 UTC

Update Date

2021-09-26 23:10:37 UTC

HMDB ID

HMDB0255630

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Nitenpyram

Description

nitenpyram belongs to the class of organic compounds known as 2-halopyridines. These are organic compounds containing a pyridine ring substituted at the 2-position by a halogen atom. Based on a literature review a significant number of articles have been published on nitenpyram. This compound has been identified in human blood as reported by (PMID: 31557052 ). Nitenpyram is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Nitenpyram 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

HMDB0255630
     RDKit          3D
Nitenpyram
 33 33  0  0  0  0  0  0  0  0999 V2000
   -1.1446    2.4112    1.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1035    1.9546    0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    0.6348   -0.3068 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5831    0.0748   -1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499   -0.0514   -0.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3617   -1.1885   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6213   -1.3326    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4912   -0.2635    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1296   -0.3520    1.0314 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    0.8375   -0.2761 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8487    0.9846   -0.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -0.1441    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031   -0.7465    1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270   -1.5244    1.5878 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.8781   -1.3312    1.1444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769   -2.5608    2.4803 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.5231   -0.2646   -0.9038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8127   -1.4980   -1.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5334    1.6342    1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582    3.1830    1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9829    2.9807    0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183    2.6845   -0.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8752    1.9232    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6197    0.7425   -2.1692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2645   -0.9089   -1.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6812   -2.0372    0.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9089   -2.2365    1.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057    1.9167   -1.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8002   -0.6489    1.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1062    0.5747   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154   -1.5593   -1.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4064   -2.3839   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3808   -1.5049   -2.6291 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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  3 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 11  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 13 29  1  0
 17 30  1  0
 18 31  1  0
 18 32  1  0
 18 33  1  0
M  CHG  2  14   1  16  -1
M  END


  Mrv1652309112117252D          

 18 18  0  0  0  0            999 V2000
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 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
    0.7145   -1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  3  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
    2.8579   -0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  CHG  2  14   1  16  -1
M  END
> <DATABASE_ID>
HMDB0255630

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC1=CN=C(Cl)C=C1)C(NC)=C[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H15ClN4O2/c1-3-15(11(13-2)8-16(17)18)7-9-4-5-10(12)14-6-9/h4-6,8,13H,3,7H2,1-2H3

> <INCHI_KEY>
CFRPSFYHXJZSBI-UHFFFAOYSA-N

> <FORMULA>
C11H15ClN4O2

> <MOLECULAR_WEIGHT>
270.72

> <EXACT_MASS>
270.0883534

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.030174546529015

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1-{[(6-chloropyridin-3-yl)methyl](ethyl)amino}-2-nitroethenyl)(methyl)amine

> <ALOGPS_LOGP>
0.57

> <JCHEM_LOGP>
1.8828555403333336

> <ALOGPS_LOGS>
-2.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.167203691888991

> <JCHEM_POLAR_SURFACE_AREA>
71.3

> <JCHEM_REFRACTIVITY>
79.76109999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nitenpyram

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255630
     RDKit          3D
Nitenpyram
 33 33  0  0  0  0  0  0  0  0999 V2000
   -1.1446    2.4112    1.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1035    1.9546    0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    0.6348   -0.3068 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5831    0.0748   -1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499   -0.0514   -0.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3617   -1.1885   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6213   -1.3326    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4912   -0.2635    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1296   -0.3520    1.0314 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    0.8375   -0.2761 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8487    0.9846   -0.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -0.1441    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031   -0.7465    1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270   -1.5244    1.5878 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.8781   -1.3312    1.1444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769   -2.5608    2.4803 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.5231   -0.2646   -0.9038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8127   -1.4980   -1.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5334    1.6342    1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582    3.1830    1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9829    2.9807    0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183    2.6845   -0.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8752    1.9232    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6197    0.7425   -2.1692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2645   -0.9089   -1.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6812   -2.0372    0.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9089   -2.2365    1.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057    1.9167   -1.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8002   -0.6489    1.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1062    0.5747   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154   -1.5593   -1.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4064   -2.3839   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3808   -1.5049   -2.6291 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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  3 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 11  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 13 29  1  0
 17 30  1  0
 18 31  1  0
 18 32  1  0
 18 33  1  0
M  CHG  2  14   1  16  -1
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       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   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 Cl   UNK     0       1.334  -2.310   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+1
HETATM   15  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O-1
HETATM   17  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8                                                            
CONECT   12    3   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   12   18                                                       
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0255630
HETATM    1  C1  UNL     1      -1.145   2.411   1.192  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.103   1.955   0.226  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.358   0.635  -0.307  1.00  0.00           N  
HETATM    4  C3  UNL     1       0.583   0.075  -1.259  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.950  -0.051  -0.685  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.362  -1.188  -0.024  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.621  -1.333   0.517  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.491  -0.263   0.372  1.00  0.00           C  
HETATM    9 CL1  UNL     1       6.130  -0.352   1.031  1.00  0.00          CL  
HETATM   10  N2  UNL     1       4.073   0.838  -0.276  1.00  0.00           N  
HETATM   11  C8  UNL     1       2.849   0.985  -0.805  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.485  -0.144   0.056  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.603  -0.746   1.223  1.00  0.00           C  
HETATM   14  N3  UNL     1      -2.727  -1.524   1.588  1.00  0.00           N1+
HETATM   15  O1  UNL     1      -3.878  -1.331   1.144  1.00  0.00           O  
HETATM   16  O2  UNL     1      -2.577  -2.561   2.480  1.00  0.00           O1-
HETATM   17  N4  UNL     1      -2.523  -0.265  -0.904  1.00  0.00           N  
HETATM   18  C11 UNL     1      -2.813  -1.498  -1.607  1.00  0.00           C  
HETATM   19  H1  UNL     1      -1.533   1.634   1.858  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.658   3.183   1.856  1.00  0.00           H  
HETATM   21  H3  UNL     1      -1.983   2.981   0.697  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.018   2.685  -0.585  1.00  0.00           H  
HETATM   23  H5  UNL     1       0.875   1.923   0.757  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.620   0.742  -2.169  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.264  -0.909  -1.634  1.00  0.00           H  
HETATM   26  H8  UNL     1       1.681  -2.037   0.096  1.00  0.00           H  
HETATM   27  H9  UNL     1       3.909  -2.236   1.028  1.00  0.00           H  
HETATM   28  H10 UNL     1       2.606   1.917  -1.311  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.800  -0.649   1.956  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.106   0.575  -1.114  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.915  -1.559  -1.727  1.00  0.00           H  
HETATM   32  H14 UNL     1      -2.406  -2.384  -1.042  1.00  0.00           H  
HETATM   33  H15 UNL     1      -2.381  -1.505  -2.629  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   12
CONECT    4    5   24   25
CONECT    5    6    6   11
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9   10
CONECT   10   11   11
CONECT   11   28
CONECT   12   13   13   17
CONECT   13   14   29
CONECT   14   15   15   16
CONECT   17   18   30
CONECT   18   31   32   33
END

HMDB0255630
     RDKit          3D
Nitenpyram
 33 33  0  0  0  0  0  0  0  0999 V2000
   -1.1446    2.4112    1.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1035    1.9546    0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    0.6348   -0.3068 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5831    0.0748   -1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499   -0.0514   -0.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3617   -1.1885   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6213   -1.3326    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4912   -0.2635    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1296   -0.3520    1.0314 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    0.8375   -0.2761 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8487    0.9846   -0.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -0.1441    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031   -0.7465    1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270   -1.5244    1.5878 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.8781   -1.3312    1.1444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769   -2.5608    2.4803 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.5231   -0.2646   -0.9038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8127   -1.4980   -1.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5334    1.6342    1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582    3.1830    1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9829    2.9807    0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183    2.6845   -0.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8752    1.9232    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6197    0.7425   -2.1692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2645   -0.9089   -1.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6812   -2.0372    0.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9089   -2.2365    1.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6057    1.9167   -1.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8002   -0.6489    1.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1062    0.5747   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154   -1.5593   -1.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4064   -2.3839   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3808   -1.5049   -2.6291 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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  3 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 11  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 13 29  1  0
 17 30  1  0
 18 31  1  0
 18 32  1  0
 18 33  1  0
M  CHG  2  14   1  16  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₁H₁₅ClN₄O₂

Average Molecular Weight

270.72

Monoisotopic Molecular Weight

270.0883534

IUPAC Name

(1-{[(6-chloropyridin-3-yl)methyl](ethyl)amino}-2-nitroethenyl)(methyl)amine

Traditional Name

nitenpyram

CAS Registry Number

Not Available

SMILES

CCN(CC1=CN=C(Cl)C=C1)C(NC)=C[N+]([O-])=O

InChI Identifier

InChI=1S/C11H15ClN4O2/c1-3-15(11(13-2)8-16(17)18)7-9-4-5-10(12)14-6-9/h4-6,8,13H,3,7H2,1-2H3

InChI Key

CFRPSFYHXJZSBI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-halopyridines. These are organic compounds containing a pyridine ring substituted at the 2-position by a halogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Halopyridines

Direct Parent

2-halopyridines

Alternative Parents

Substituents

2-halopyridine
Aryl chloride
Aryl halide
Heteroaromatic compound
C-nitro compound
Organic nitro compound
Secondary aliphatic amine
Organic oxoazanium
Secondary amine
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organonitrogen compound
Organochloride
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Amine
Organohalogen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

C-nitro compound (CHEBI:39171 )
monochloropyridine (CHEBI:39171 )

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	0.57	ALOGPS
logP	1.88	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	3.17	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	79.76 m³·mol⁻¹	ChemAxon
Polarizability	26.03 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	148.607	30932474
DeepCCS	[M-H]-	145.347	30932474
DeepCCS	[M-2H]-	180.487	30932474
DeepCCS	[M+Na]+	156.726	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nitenpyram	CCN(CC1=CN=C(Cl)C=C1)C(NC)=C[N+]([O-])=O	3346.7	Standard polar	33892256
Nitenpyram	CCN(CC1=CN=C(Cl)C=C1)C(NC)=C[N+]([O-])=O	2149.1	Standard non polar	33892256
Nitenpyram	CCN(CC1=CN=C(Cl)C=C1)C(NC)=C[N+]([O-])=O	2318.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nitenpyram,1TMS,isomer #1	CCN(CC1=CC=C(Cl)N=C1)C(=C[N+](=O)[O-])N(C)[Si](C)(C)C	2334.5	Semi standard non polar	33892256
Nitenpyram,1TMS,isomer #1	CCN(CC1=CC=C(Cl)N=C1)C(=C[N+](=O)[O-])N(C)[Si](C)(C)C	2246.4	Standard non polar	33892256
Nitenpyram,1TMS,isomer #1	CCN(CC1=CC=C(Cl)N=C1)C(=C[N+](=O)[O-])N(C)[Si](C)(C)C	2850.8	Standard polar	33892256
Nitenpyram,1TBDMS,isomer #1	CCN(CC1=CC=C(Cl)N=C1)C(=C[N+](=O)[O-])N(C)[Si](C)(C)C(C)(C)C	2513.4	Semi standard non polar	33892256
Nitenpyram,1TBDMS,isomer #1	CCN(CC1=CC=C(Cl)N=C1)C(=C[N+](=O)[O-])N(C)[Si](C)(C)C(C)(C)C	2458.3	Standard non polar	33892256
Nitenpyram,1TBDMS,isomer #1	CCN(CC1=CC=C(Cl)N=C1)C(=C[N+](=O)[O-])N(C)[Si](C)(C)C(C)(C)C	2924.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nitenpyram GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fb9-3950000000-4ec33d37e3f4d618e91d	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitenpyram GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

77972

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nitenpyram

METLIN ID

Not Available

PubChem Compound

86457

PDB ID

Not Available

ChEBI ID

39171

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 Nitenpyram (HMDB0255630)

MOL for HMDB0255630 (Nitenpyram)

3D MOL for HMDB0255630 (Nitenpyram)

3D SDF for HMDB0255630 (Nitenpyram)

3D-SDF for HMDB0255630 (Nitenpyram)

PDB for HMDB0255630 (Nitenpyram)

3D PDB for HMDB0255630 (Nitenpyram)

SMILES for HMDB0255630 (Nitenpyram)

INCHI for HMDB0255630 (Nitenpyram)

Structure for HMDB0255630 (Nitenpyram)

3D Structure for HMDB0255630 (Nitenpyram)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra