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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:12:48 UTC

Update Date

2021-09-26 22:59:14 UTC

HMDB ID

HMDB0248765

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Azapropazone

Description

apazone, also known as azapropazon or prolixan, belongs to the class of organic compounds known as aminotriazines. These are organic compounds containing an amino group attached to a triazine ring. Based on a literature review very few articles have been published on apazone. This compound has been identified in human blood as reported by (PMID: 31557052 ). Azapropazone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Azapropazone 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

HMDB0248765
     RDKit          3D
Azapropazone
 42 44  0  0  0  0  0  0  0  0999 V2000
    5.0861    1.3998   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6419    0.9594   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1888    0.6089    1.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598    0.1585    1.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4854   -1.0320    0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2225   -1.9978    0.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185   -0.9104    0.1677 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -1.8230   -0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163   -3.1970   -0.5020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7930   -4.1087    0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862   -3.6274   -1.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0605   -1.4785   -0.6300 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327   -0.1425   -0.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8297    0.1856   -0.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2363    1.4965   -0.6961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461    2.4386   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8229    3.8299   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0542    2.1133    0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384    0.8052   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2889    0.4271    0.3161 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8256    1.1571    0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9300    2.4089    0.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105    2.4764   -0.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6593    0.8189   -0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5036    1.2247    0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509    1.8381   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5004    0.1440   -0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2735    1.5171    1.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8232   -0.1676    1.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4993   -0.0434    2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6135   -5.1626    0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8531   -3.9665    0.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1790   -3.8728    1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1810   -3.8565   -1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365   -2.8143   -2.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4485   -4.4911   -2.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5354   -0.5454   -1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2663    1.7818   -0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7303    4.0187   -0.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0386    4.5005   -0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0958    4.0801    0.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3479    2.8484    0.4847 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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21  4  1  0
 20  7  1  0
 19 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
M  END

  Mrv1572004221604452D          

 22 24  0  0  0  0            999 V2000
   -0.7293    1.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150    1.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6073   -2.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0281    0.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6989    1.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1704    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7358   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9558    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7804    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4002    0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5212    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1640    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608   -0.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520   -0.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4766   -0.9900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2174   -1.6655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    0.4640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -0.2372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3606    1.8953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8307   -0.5732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
 10  2  1  0  0  0  0
 10  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  6  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  2  0  0  0  0
 14 11  1  0  0  0  0
 15 11  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  2  0  0  0  0
 18  3  1  0  0  0  0
 18  4  1  0  0  0  0
 18 16  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  2  0  0  0  0
 22 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248765

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC1C(=O)N2N(C1=O)C1=C(C=CC(C)=C1)N=C2N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C16H20N4O2/c1-5-6-11-14(21)19-13-9-10(2)7-8-12(13)17-16(18(3)4)20(19)15(11)22/h7-9,11H,5-6H2,1-4H3

> <INCHI_KEY>
MPHPHYZQRGLTBO-UHFFFAOYSA-N

> <FORMULA>
C16H20N4O2

> <MOLECULAR_WEIGHT>
300.362

> <EXACT_MASS>
300.1586259

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.91564255051364

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(dimethylamino)-12-methyl-4-propyl-2,6,8-triazatricyclo[7.4.0.0²,⁶]trideca-1(9),7,10,12-tetraene-3,5-dione

> <ALOGPS_LOGP>
1.48

> <JCHEM_LOGP>
2.381042797732216

> <ALOGPS_LOGS>
-2.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.497727674535716

> <JCHEM_PKA_STRONGEST_BASIC>
7.564308872750982

> <JCHEM_POLAR_SURFACE_AREA>
56.22

> <JCHEM_REFRACTIVITY>
85.64580000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
azapropazone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248765
     RDKit          3D
Azapropazone
 42 44  0  0  0  0  0  0  0  0999 V2000
    5.0861    1.3998   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6419    0.9594   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1888    0.6089    1.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598    0.1585    1.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4854   -1.0320    0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2225   -1.9978    0.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185   -0.9104    0.1677 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -1.8230   -0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163   -3.1970   -0.5020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7930   -4.1087    0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862   -3.6274   -1.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0605   -1.4785   -0.6300 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327   -0.1425   -0.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8297    0.1856   -0.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2363    1.4965   -0.6961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461    2.4386   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8229    3.8299   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0542    2.1133    0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384    0.8052   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2889    0.4271    0.3161 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8256    1.1571    0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9300    2.4089    0.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105    2.4764   -0.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6593    0.8189   -0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5036    1.2247    0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509    1.8381   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5004    0.1440   -0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2735    1.5171    1.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8232   -0.1676    1.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4993   -0.0434    2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6135   -5.1626    0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8531   -3.9665    0.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1790   -3.8728    1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1810   -3.8565   -1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365   -2.8143   -2.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4485   -4.4911   -2.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5354   -0.5454   -1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2663    1.7818   -0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7303    4.0187   -0.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0386    4.5005   -0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0958    4.0801    0.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3479    2.8484    0.4847 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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21  4  1  0
 20  7  1  0
 19 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -1.361   2.355   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.735   3.388   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.600  -3.061   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.867  -4.466   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.052   1.543   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.305   2.271   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.651   0.722   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.840  -0.587   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.384   2.127   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.923   2.079   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.614   1.460   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.301  -0.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.573   0.818   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.039   2.042   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.727  -0.076   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.950  -1.800   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       6.490  -1.848   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       4.139  -3.109   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       5.034   0.866   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       4.222  -0.443   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       4.406   3.538   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.551  -1.070   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   10                                                            
CONECT    3   18                                                            
CONECT    4   18                                                            
CONECT    5    1    6                                                       
CONECT    6    5   11                                                       
CONECT    7    8   10                                                       
CONECT    8    7   12                                                       
CONECT    9   10   13                                                       
CONECT   10    2    7    9                                                  
CONECT   11    6   14   15                                                  
CONECT   12    8   13   17                                                  
CONECT   13    9   12   19                                                  
CONECT   14   11   19   21                                                  
CONECT   15   11   20   22                                                  
CONECT   16   17   18   20                                                  
CONECT   17   12   16                                                       
CONECT   18    3    4   16                                                  
CONECT   19   13   14   20                                                  
CONECT   20   15   16   19                                                  
CONECT   21   14                                                            
CONECT   22   15                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0248765
HETATM    1  C1  UNL     1       5.086   1.400  -0.014  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.642   0.959  -0.065  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.189   0.609   1.332  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.760   0.159   1.378  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.485  -1.032   0.569  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.223  -1.998   0.246  1.00  0.00           O  
HETATM    7  N1  UNL     1       0.118  -0.910   0.168  1.00  0.00           N  
HETATM    8  C6  UNL     1      -0.856  -1.823  -0.325  1.00  0.00           C  
HETATM    9  N2  UNL     1      -0.516  -3.197  -0.502  1.00  0.00           N  
HETATM   10  C7  UNL     1      -0.793  -4.109   0.575  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.086  -3.627  -1.739  1.00  0.00           C  
HETATM   12  N3  UNL     1      -2.061  -1.478  -0.630  1.00  0.00           N  
HETATM   13  C9  UNL     1      -2.533  -0.143  -0.502  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.830   0.186  -0.839  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.236   1.497  -0.696  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.346   2.439  -0.224  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.823   3.830  -0.086  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.054   2.113   0.112  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.638   0.805  -0.027  1.00  0.00           C  
HETATM   20  N4  UNL     1      -0.289   0.427   0.316  1.00  0.00           N  
HETATM   21  C16 UNL     1       0.826   1.157   0.815  1.00  0.00           C  
HETATM   22  O2  UNL     1       0.930   2.409   0.754  1.00  0.00           O  
HETATM   23  H1  UNL     1       5.210   2.476  -0.303  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.659   0.819  -0.788  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.504   1.225   0.996  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.051   1.838  -0.414  1.00  0.00           H  
HETATM   27  H5  UNL     1       3.500   0.144  -0.780  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.273   1.517   1.963  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.823  -0.168   1.762  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.499  -0.043   2.427  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.614  -5.163   0.292  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.853  -3.967   0.877  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.179  -3.873   1.480  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.181  -3.856  -1.611  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.036  -2.814  -2.491  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.448  -4.491  -2.183  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.535  -0.545  -1.211  1.00  0.00           H  
HETATM   38  H16 UNL     1      -5.266   1.782  -0.959  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.730   4.019  -0.680  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.039   4.501  -0.453  1.00  0.00           H  
HETATM   41  H19 UNL     1      -4.096   4.080   0.973  1.00  0.00           H  
HETATM   42  H20 UNL     1      -1.348   2.848   0.485  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   21   30
CONECT    5    6    6    7
CONECT    7    8   20
CONECT    8    9   12   12
CONECT    9   10   11
CONECT   10   31   32   33
CONECT   11   34   35   36
CONECT   12   13
CONECT   13   14   14   19
CONECT   14   15   37
CONECT   15   16   16   38
CONECT   16   17   18
CONECT   17   39   40   41
CONECT   18   19   19   42
CONECT   19   20
CONECT   20   21
CONECT   21   22   22
END

HMDB0248765
     RDKit          3D
Azapropazone
 42 44  0  0  0  0  0  0  0  0999 V2000
    5.0861    1.3998   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6419    0.9594   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1888    0.6089    1.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598    0.1585    1.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4854   -1.0320    0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2225   -1.9978    0.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185   -0.9104    0.1677 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -1.8230   -0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163   -3.1970   -0.5020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7930   -4.1087    0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862   -3.6274   -1.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0605   -1.4785   -0.6300 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327   -0.1425   -0.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8297    0.1856   -0.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2363    1.4965   -0.6961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461    2.4386   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8229    3.8299   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0542    2.1133    0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384    0.8052   -0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2889    0.4271    0.3161 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8256    1.1571    0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9300    2.4089    0.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105    2.4764   -0.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6593    0.8189   -0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5036    1.2247    0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509    1.8381   -0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5004    0.1440   -0.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2735    1.5171    1.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8232   -0.1676    1.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4993   -0.0434    2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6135   -5.1626    0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8531   -3.9665    0.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1790   -3.8728    1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1810   -3.8565   -1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365   -2.8143   -2.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4485   -4.4911   -2.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5354   -0.5454   -1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2663    1.7818   -0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7303    4.0187   -0.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0386    4.5005   -0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0958    4.0801    0.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3479    2.8484    0.4847 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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21  4  1  0
 20  7  1  0
 19 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,2-Dihydro-3-dimethylamino-7-methyl-1,2-(propylmalonyl)-1,2,4-benzotriazine	ChEBI
3-Dimethylamino-7-methyl-1,2-(N-propylmalonyl)-1,2-dihydro-1,2,4-benzotriazine	ChEBI
5-(Dimethylamino)-9-methyl-2-propyl-1H-pyrazolo(1,2-a)(1,2,4)benzotriazine-1,3(2H)-dione	ChEBI
Azapropazon	ChEBI
Azapropazona	ChEBI
Azapropazone	ChEBI
Azapropazonum	ChEBI
Prolixan	Kegg
Tolyprin	MeSH
Dihydrate, apazone	MeSH
Rheumox	MeSH
Wyeth brand OF azapropazone dihydrate	MeSH
Robins brand OF azapropazone dihydrate	MeSH
Dagra brand OF azapropazone dihydrate	MeSH
Du pont brand OF azapropazone dihydrate	MeSH
ASTA medica brand OF azapropazone	MeSH
Apazone dihydrate	MeSH
Apazone	MeSH

Chemical Formula

C₁₆H₂₀N₄O₂

Average Molecular Weight

300.362

Monoisotopic Molecular Weight

300.1586259

IUPAC Name

7-(dimethylamino)-12-methyl-4-propyl-2,6,8-triazatricyclo[7.4.0.0²,⁶]trideca-1(9),7,10,12-tetraene-3,5-dione

Traditional Name

azapropazone

CAS Registry Number

Not Available

SMILES

CCCC1C(=O)N2N(C1=O)C1=C(C=CC(C)=C1)N=C2N(C)C

InChI Identifier

InChI=1S/C16H20N4O2/c1-5-6-11-14(21)19-13-9-10(2)7-8-12(13)17-16(18(3)4)20(19)15(11)22/h7-9,11H,5-6H2,1-4H3

InChI Key

MPHPHYZQRGLTBO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminotriazines. These are organic compounds containing an amino group attached to a triazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Triazines

Sub Class

Aminotriazines

Direct Parent

Aminotriazines

Alternative Parents

Substituents

Amino-1,2,4-triazine
Aminotriazine
Pyrazolidinone
1,3-dicarbonyl compound
Benzenoid
1,2,4-triazine
Pyrazolidine
Carboxylic acid hydrazide
Guanidine
Azacycle
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzotriazines (CHEBI:38010 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0248765)

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	1.48	ALOGPS
logP	2.38	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	0.5	ChemAxon
pKa (Strongest Basic)	7.56	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	56.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	85.65 m³·mol⁻¹	ChemAxon
Polarizability	32.92 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	180.304	30932474
DeepCCS	[M-H]-	177.708	30932474
DeepCCS	[M-2H]-	212.342	30932474
DeepCCS	[M+Na]+	188.242	30932474
AllCCS	[M+H]+	170.6	32859911
AllCCS	[M+H-H2O]+	167.4	32859911
AllCCS	[M+NH4]+	173.6	32859911
AllCCS	[M+Na]+	174.5	32859911
AllCCS	[M-H]-	174.9	32859911
AllCCS	[M+Na-2H]-	174.8	32859911
AllCCS	[M+HCOO]-	174.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Azapropazone	CCCC1C(=O)N2N(C1=O)C1=C(C=CC(C)=C1)N=C2N(C)C	3462.4	Standard polar	33892256
Azapropazone	CCCC1C(=O)N2N(C1=O)C1=C(C=CC(C)=C1)N=C2N(C)C	2514.8	Standard non polar	33892256
Azapropazone	CCCC1C(=O)N2N(C1=O)C1=C(C=CC(C)=C1)N=C2N(C)C	2438.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Azapropazone GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9880000000-aee0a2472f9c7b0e51fa	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Azapropazone 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 - Azapropazone 10V, Positive-QTOF	splash10-0udi-0019000000-d008e6205114d3ee4d1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azapropazone 20V, Positive-QTOF	splash10-0udi-2269000000-86ad956f1405e04d0ec2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azapropazone 40V, Positive-QTOF	splash10-05mx-9470000000-6bf1f4f0b2d41dc79962	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azapropazone 10V, Negative-QTOF	splash10-0002-0090000000-23d7778b5f6c8a64616f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azapropazone 20V, Negative-QTOF	splash10-014j-5190000000-8849261e620235c977ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azapropazone 40V, Negative-QTOF	splash10-014r-9810000000-9aec3fa66a52d2c89ef1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azapropazone 10V, Positive-QTOF	splash10-0udi-0009000000-f6545e50a2dea8f75f3a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azapropazone 20V, Positive-QTOF	splash10-0udi-0009000000-01fbecd2208f95f01a4c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azapropazone 40V, Positive-QTOF	splash10-0ap4-7690000000-02c832b3c781202cab0f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azapropazone 10V, Negative-QTOF	splash10-0002-0090000000-041d9ecdc564cdd5e587	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azapropazone 20V, Negative-QTOF	splash10-0002-0090000000-ac2cbe03e902463109b0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azapropazone 40V, Negative-QTOF	splash10-014i-9370000000-fabdf7f66abe03ad506d	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

24310

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

26098

PDB ID

Not Available

ChEBI ID

38010

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 Azapropazone (HMDB0248765)

MOL for HMDB0248765 (Azapropazone)

3D MOL for HMDB0248765 (Azapropazone)

3D SDF for HMDB0248765 (Azapropazone)

3D-SDF for HMDB0248765 (Azapropazone)

PDB for HMDB0248765 (Azapropazone)

3D PDB for HMDB0248765 (Azapropazone)

SMILES for HMDB0248765 (Azapropazone)

INCHI for HMDB0248765 (Azapropazone)

Structure for HMDB0248765 (Azapropazone)

3D Structure for HMDB0248765 (Azapropazone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra