Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:52:34 UTC

Update Date

2021-09-26 23:13:20 UTC

HMDB ID

HMDB0257156

Secondary Accession Numbers

None

Metabolite Identification

Common Name

RepSox

Description

2-[3-(6-methylpyridin-2-yl)-1H-pyrazol-4-yl]-1,5-naphthyridine belongs to the class of organic compounds known as pyrazolylpyridines. Pyrazolylpyridines are compounds containing a pyrazolylpyridine skeleton, which consists of a pyrazole linked (not fused) to a pyridine by a bond. Based on a literature review very few articles have been published on 2-[3-(6-methylpyridin-2-yl)-1H-pyrazol-4-yl]-1,5-naphthyridine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Repsox is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically RepSox 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

HMDB0257156
     RDKit          3D
RepSox
 35 38  0  0  0  0  0  0  0  0999 V2000
    4.0645    2.5348    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926    1.2585   -0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5231    0.8183   -1.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -0.3616   -1.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1620   -1.0502   -0.7500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0407   -0.6003    0.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908   -1.2850    1.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8207   -1.8845    2.6981 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8649   -2.4010    3.4283 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3159   -2.1522    2.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0538   -1.4470    1.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863   -1.0142    0.7289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654   -1.6409   -0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2362   -1.2583   -1.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0700   -0.2055   -1.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0452    0.2055   -1.9302 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8487    1.2302   -1.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7176    1.8896   -0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7379    1.4709    0.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8996    0.4213    0.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9287    0.0013    0.9947 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6882    0.5746    0.8114 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4108    2.4939    1.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3397    3.3527    0.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9384    2.7556   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1011    1.3886   -2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9688   -0.7338   -2.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6786   -1.9806   -1.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591   -1.8773    2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2627   -2.4752    3.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5993   -2.4681   -0.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3680   -1.7464   -2.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6084    1.5322   -2.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3923    2.7048   -0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5976    1.9493    1.4290 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  6 22  2  0
 22  2  1  0
 11  7  2  0
 21 12  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 10 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END


  Mrv1652309112119522D          

 22 25  0  0  0  0            999 V2000
   -4.0949    0.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3103    0.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6972    1.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126    0.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7410    0.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3541   -0.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1388   -0.2525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1826   -1.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5152   -2.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221   -2.6420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346   -1.9275    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 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
    0.7145   -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
   -0.7145   -0.4125    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
    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
  9 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
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257156

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=CC(=N1)C1=C(C=NN1)C1=NC2=C(C=C1)N=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C17H13N5/c1-11-4-2-5-16(20-11)17-12(10-19-22-17)13-7-8-14-15(21-13)6-3-9-18-14/h2-10H,1H3,(H,19,22)

> <INCHI_KEY>
LBPKYPYHDKKRFS-UHFFFAOYSA-N

> <FORMULA>
C17H13N5

> <MOLECULAR_WEIGHT>
287.326

> <EXACT_MASS>
287.117095439

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
30.238141427850465

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[5-(6-methylpyridin-2-yl)-1H-pyrazol-4-yl]-1,5-naphthyridine

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
2.5031126030000004

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.76007182781805

> <JCHEM_PKA_STRONGEST_BASIC>
4.221063393204635

> <JCHEM_POLAR_SURFACE_AREA>
67.35

> <JCHEM_REFRACTIVITY>
82.9783

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[3-(6-methylpyridin-2-yl)-2H-pyrazol-4-yl]-1,5-naphthyridine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257156
     RDKit          3D
RepSox
 35 38  0  0  0  0  0  0  0  0999 V2000
    4.0645    2.5348    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926    1.2585   -0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5231    0.8183   -1.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -0.3616   -1.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1620   -1.0502   -0.7500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0407   -0.6003    0.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908   -1.2850    1.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8207   -1.8845    2.6981 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8649   -2.4010    3.4283 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3159   -2.1522    2.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0538   -1.4470    1.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863   -1.0142    0.7289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654   -1.6409   -0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2362   -1.2583   -1.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0700   -0.2055   -1.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0452    0.2055   -1.9302 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8487    1.2302   -1.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7176    1.8896   -0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7379    1.4709    0.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8996    0.4213    0.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9287    0.0013    0.9947 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6882    0.5746    0.8114 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4108    2.4939    1.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3397    3.3527    0.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9384    2.7556   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1011    1.3886   -2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9688   -0.7338   -2.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6786   -1.9806   -1.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591   -1.8773    2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2627   -2.4752    3.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5993   -2.4681   -0.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3680   -1.7464   -2.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6084    1.5322   -2.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3923    2.7048   -0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5976    1.9493    1.4290 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  6 22  2  0
 22  2  1  0
 11  7  2  0
 21 12  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 10 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  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      -7.644   1.511   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.179   1.035   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.035   2.065   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.570   1.590   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.250   0.083   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.394  -0.947   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -5.859  -0.471   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -4.074  -2.454   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.828  -4.612   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -4.335  -4.932   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      -5.105  -3.598   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9   12                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8                                                       
CONECT   13    9   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19   16   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   15                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0257156
HETATM    1  C1  UNL     1       4.064   2.535   0.313  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.393   1.258  -0.093  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.523   0.818  -1.402  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.890  -0.362  -1.722  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.162  -1.050  -0.750  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.041  -0.600   0.546  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.291  -1.285   1.588  1.00  0.00           C  
HETATM    8  N1  UNL     1       1.821  -1.885   2.698  1.00  0.00           N  
HETATM    9  N2  UNL     1       0.865  -2.401   3.428  1.00  0.00           N  
HETATM   10  C8  UNL     1      -0.316  -2.152   2.814  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.054  -1.447   1.649  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.086  -1.014   0.729  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.265  -1.641  -0.506  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.236  -1.258  -1.408  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.070  -0.205  -1.071  1.00  0.00           C  
HETATM   16  N3  UNL     1      -4.045   0.205  -1.930  1.00  0.00           N  
HETATM   17  C14 UNL     1      -4.849   1.230  -1.586  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.718   1.890  -0.374  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.738   1.471   0.481  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.900   0.421   0.151  1.00  0.00           C  
HETATM   21  N4  UNL     1      -1.929   0.001   0.995  1.00  0.00           N  
HETATM   22  N5  UNL     1       2.688   0.575   0.811  1.00  0.00           N  
HETATM   23  H1  UNL     1       4.411   2.494   1.360  1.00  0.00           H  
HETATM   24  H2  UNL     1       3.340   3.353   0.204  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.938   2.756  -0.315  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.101   1.389  -2.128  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.969  -0.734  -2.733  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.679  -1.981  -1.028  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.859  -1.877   2.852  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.263  -2.475   3.215  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.599  -2.468  -0.731  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.368  -1.746  -2.360  1.00  0.00           H  
HETATM   33  H11 UNL     1      -5.608   1.532  -2.284  1.00  0.00           H  
HETATM   34  H12 UNL     1      -5.392   2.705  -0.151  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.598   1.949   1.429  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3   22
CONECT    3    4   26
CONECT    4    5    5   27
CONECT    5    6   28
CONECT    6    7   22   22
CONECT    7    8   11   11
CONECT    8    9   29
CONECT    9   10   10
CONECT   10   11   30
CONECT   11   12
CONECT   12   13   13   21
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   16   20
CONECT   16   17   17
CONECT   17   18   33
CONECT   18   19   19   34
CONECT   19   20   35
CONECT   20   21   21
END

HMDB0257156
     RDKit          3D
RepSox
 35 38  0  0  0  0  0  0  0  0999 V2000
    4.0645    2.5348    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926    1.2585   -0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5231    0.8183   -1.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8895   -0.3616   -1.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1620   -1.0502   -0.7500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0407   -0.6003    0.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908   -1.2850    1.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8207   -1.8845    2.6981 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8649   -2.4010    3.4283 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3159   -2.1522    2.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0538   -1.4470    1.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863   -1.0142    0.7289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654   -1.6409   -0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2362   -1.2583   -1.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0700   -0.2055   -1.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0452    0.2055   -1.9302 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8487    1.2302   -1.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7176    1.8896   -0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7379    1.4709    0.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8996    0.4213    0.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9287    0.0013    0.9947 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6882    0.5746    0.8114 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4108    2.4939    1.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3397    3.3527    0.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9384    2.7556   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1011    1.3886   -2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9688   -0.7338   -2.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6786   -1.9806   -1.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591   -1.8773    2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2627   -2.4752    3.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5993   -2.4681   -0.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3680   -1.7464   -2.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6084    1.5322   -2.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3923    2.7048   -0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5976    1.9493    1.4290 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  6 22  2  0
 22  2  1  0
 11  7  2  0
 21 12  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 10 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
616452 Compound	MeSH

Chemical Formula

C₁₇H₁₃N₅

Average Molecular Weight

287.326

Monoisotopic Molecular Weight

287.117095439

IUPAC Name

2-[5-(6-methylpyridin-2-yl)-1H-pyrazol-4-yl]-1,5-naphthyridine

Traditional Name

2-[3-(6-methylpyridin-2-yl)-2H-pyrazol-4-yl]-1,5-naphthyridine

CAS Registry Number

Not Available

SMILES

CC1=CC=CC(=N1)C1=C(C=NN1)C1=NC2=C(C=C1)N=CC=C2

InChI Identifier

InChI=1S/C17H13N5/c1-11-4-2-5-16(20-11)17-12(10-19-22-17)13-7-8-14-15(21-13)6-3-9-18-14/h2-10H,1H3,(H,19,22)

InChI Key

LBPKYPYHDKKRFS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrazolylpyridines. Pyrazolylpyridines are compounds containing a pyrazolylpyridine skeleton, which consists of a pyrazole linked (not fused) to a pyridine by a bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyrazolylpyridines

Direct Parent

Pyrazolylpyridines

Alternative Parents

Substituents

2-pyrazolylpyridine
Diazanaphthalene
Naphthyridine
Methylpyridine
Heteroaromatic compound
Pyrazole
Azole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen 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	2.95	ALOGPS
logP	2.5	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	4.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.35 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	82.98 m³·mol⁻¹	ChemAxon
Polarizability	30.24 Å³	ChemAxon
Number of Rings	4	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]+	169.84	30932474
DeepCCS	[M-H]-	167.482	30932474
DeepCCS	[M-2H]-	201.201	30932474
DeepCCS	[M+Na]+	176.429	30932474
AllCCS	[M+H]+	170.8	32859911
AllCCS	[M+H-H2O]+	166.8	32859911
AllCCS	[M+NH4]+	174.5	32859911
AllCCS	[M+Na]+	175.6	32859911
AllCCS	[M-H]-	173.6	32859911
AllCCS	[M+Na-2H]-	173.0	32859911
AllCCS	[M+HCOO]-	172.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
RepSox	CC1=CC=CC(=N1)C1=C(C=NN1)C1=NC2=C(C=C1)N=CC=C2	3614.6	Standard polar	33892256
RepSox	CC1=CC=CC(=N1)C1=C(C=NN1)C1=NC2=C(C=C1)N=CC=C2	2799.0	Standard non polar	33892256
RepSox	CC1=CC=CC(=N1)C1=C(C=NN1)C1=NC2=C(C=C1)N=CC=C2	2989.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
RepSox,1TMS,isomer #1	CC1=CC=CC(C2=C(C3=CC=C4N=CC=CC4=N3)C=NN2[Si](C)(C)C)=N1	2929.2	Semi standard non polar	33892256
RepSox,1TMS,isomer #1	CC1=CC=CC(C2=C(C3=CC=C4N=CC=CC4=N3)C=NN2[Si](C)(C)C)=N1	2876.4	Standard non polar	33892256
RepSox,1TMS,isomer #1	CC1=CC=CC(C2=C(C3=CC=C4N=CC=CC4=N3)C=NN2[Si](C)(C)C)=N1	4032.7	Standard polar	33892256
RepSox,1TBDMS,isomer #1	CC1=CC=CC(C2=C(C3=CC=C4N=CC=CC4=N3)C=NN2[Si](C)(C)C(C)(C)C)=N1	3073.6	Semi standard non polar	33892256
RepSox,1TBDMS,isomer #1	CC1=CC=CC(C2=C(C3=CC=C4N=CC=CC4=N3)C=NN2[Si](C)(C)C(C)(C)C)=N1	3079.1	Standard non polar	33892256
RepSox,1TBDMS,isomer #1	CC1=CC=CC(C2=C(C3=CC=C4N=CC=CC4=N3)C=NN2[Si](C)(C)C(C)(C)C)=N1	4002.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - RepSox GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gw0-0290000000-f07f559f4fa7078e2053	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - RepSox 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

395681

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 RepSox (HMDB0257156)

MOL for HMDB0257156 (RepSox)

3D MOL for HMDB0257156 (RepSox)

3D SDF for HMDB0257156 (RepSox)

3D-SDF for HMDB0257156 (RepSox)

PDB for HMDB0257156 (RepSox)

3D PDB for HMDB0257156 (RepSox)

SMILES for HMDB0257156 (RepSox)

INCHI for HMDB0257156 (RepSox)

Structure for HMDB0257156 (RepSox)

3D Structure for HMDB0257156 (RepSox)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra