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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:24:20 UTC

Update Date

2021-09-26 23:10:37 UTC

HMDB ID

HMDB0255624

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Niraxostat

Description

Niraxostat belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group. Based on a literature review very few articles have been published on Niraxostat. This compound has been identified in human blood as reported by (PMID: 31557052 ). Niraxostat is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Niraxostat 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

HMDB0255624
     RDKit          3D
Niraxostat
 39 40  0  0  0  0  0  0  0  0999 V2000
   -4.5098    1.0410   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2281   -0.0256    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5123    0.4160    1.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1232   -1.2099   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7709   -0.4923    0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8964    0.6087    0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5300    0.3701    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0136   -0.8779    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3540   -1.0465    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2266    0.0129    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6255   -0.2288    0.2114 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3483   -0.2363   -0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6720   -0.4999   -0.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8018   -0.6025   -1.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6516   -0.4456   -2.7928 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0655   -0.8788   -1.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7183   -0.6537    0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4672   -0.4816    1.1946 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6582    1.2384    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3122    1.4619    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2565    2.7621    0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073    3.8009    1.1027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5048    0.9104   -1.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4314    2.0670   -0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7610    0.9839   -1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3859    1.5000    1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5587    0.1753    1.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8648   -0.1584    2.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1532   -1.8981    0.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7646   -1.7374   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1629   -0.8123   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5957   -0.8432   -0.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6380   -1.2960    0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816   -1.7019   -0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7635   -2.0249   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9591   -0.0613   -1.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4783   -0.3355   -0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6203   -0.8740    1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3282    2.0737    0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  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
 14 16  1  0
 13 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  3  0
 20  7  1  0
 18 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  8 34  1  0
  9 35  1  0
 12 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
M  END

YSH
  Mrv0541 02231217132D          

 22 23  0  0  0  0            999 V2000
   -2.4891   -0.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8217   -0.4874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0766   -1.2721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9016   -1.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1565   -0.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370   -0.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8655    0.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809    0.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5322    0.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3607   -0.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4239   -0.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0906    1.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622    2.4434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168    0.5323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9299   -0.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7145    0.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4992    0.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596    1.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9695   -0.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9412   -0.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5543   -0.7845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1127    0.5745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5 20  1  0  0  0  0
  6  7  2  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  2  0  0  0  0
 12 13  3  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255624

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)COC1=C(C=C(C=C1)N1C=C(C=N1)C(O)=O)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C16H17N3O3/c1-16(2,3)10-22-14-5-4-13(6-11(14)7-17)19-9-12(8-18-19)15(20)21/h4-6,8-9H,10H2,1-3H3,(H,20,21)

> <INCHI_KEY>
AETHRPHBGJAIBT-UHFFFAOYSA-N

> <FORMULA>
C16H17N3O3

> <MOLECULAR_WEIGHT>
299.3245

> <EXACT_MASS>
299.126991425

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
31.881934969836426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[3-cyano-4-(2,2-dimethylpropoxy)phenyl]-1H-pyrazole-4-carboxylic acid

> <ALOGPS_LOGP>
2.83

> <JCHEM_LOGP>
3.037376179

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.415886029363663

> <JCHEM_PKA_STRONGEST_BASIC>
0.402449494431053

> <JCHEM_POLAR_SURFACE_AREA>
88.14000000000001

> <JCHEM_REFRACTIVITY>
82.003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.31e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
niraxostat

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255624
     RDKit          3D
Niraxostat
 39 40  0  0  0  0  0  0  0  0999 V2000
   -4.5098    1.0410   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2281   -0.0256    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5123    0.4160    1.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1232   -1.2099   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7709   -0.4923    0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8964    0.6087    0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5300    0.3701    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0136   -0.8779    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3540   -1.0465    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2266    0.0129    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6255   -0.2288    0.2114 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3483   -0.2363   -0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6720   -0.4999   -0.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8018   -0.6025   -1.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6516   -0.4456   -2.7928 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0655   -0.8788   -1.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7183   -0.6537    0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4672   -0.4816    1.1946 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6582    1.2384    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3122    1.4619    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2565    2.7621    0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073    3.8009    1.1027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5048    0.9104   -1.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4314    2.0670   -0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7610    0.9839   -1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3859    1.5000    1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5587    0.1753    1.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8648   -0.1584    2.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1532   -1.8981    0.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7646   -1.7374   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1629   -0.8123   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5957   -0.8432   -0.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6380   -1.2960    0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816   -1.7019   -0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7635   -2.0249   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9591   -0.0613   -1.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4783   -0.3355   -0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6203   -0.8740    1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3282    2.0737    0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  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
 14 16  1  0
 13 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  3  0
 20  7  1  0
 18 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  8 34  1  0
  9 35  1  0
 12 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: YSH                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.646  -0.005   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -3.401  -0.910   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0      -3.876  -2.375   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -5.416  -2.375   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.892  -0.910   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.936  -0.434   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.616   1.072   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.151   1.548   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.993   0.518   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.673  -0.989   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.791  -1.464   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.169   3.055   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.489   4.561   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       2.458   0.994   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.602  -0.037   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.067   0.439   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.532   0.915   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.591   1.904   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.543  -1.026   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.357  -0.434   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -8.501  -1.464   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -7.677   1.072   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    1    4   20                                                  
CONECT    6    2    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11    6   10                                                       
CONECT   12    8   13                                                       
CONECT   13   12                                                            
CONECT   14    9   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
CONECT   20    5   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0255624
HETATM    1  C1  UNL     1      -4.510   1.041  -0.755  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.228  -0.026   0.252  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.512   0.416   1.672  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.123  -1.210  -0.045  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.771  -0.492   0.151  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.896   0.609   0.391  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.530   0.370   0.340  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.014  -0.878   0.068  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.354  -1.046   0.032  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.227   0.013   0.263  1.00  0.00           C  
HETATM   11  N1  UNL     1       3.625  -0.229   0.211  1.00  0.00           N  
HETATM   12  C10 UNL     1       4.348  -0.236  -0.924  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.672  -0.500  -0.644  1.00  0.00           C  
HETATM   14  C12 UNL     1       6.802  -0.603  -1.561  1.00  0.00           C  
HETATM   15  O2  UNL     1       6.652  -0.446  -2.793  1.00  0.00           O  
HETATM   16  O3  UNL     1       8.066  -0.879  -1.061  1.00  0.00           O  
HETATM   17  C13 UNL     1       5.718  -0.654   0.731  1.00  0.00           C  
HETATM   18  N2  UNL     1       4.467  -0.482   1.195  1.00  0.00           N  
HETATM   19  C14 UNL     1       1.658   1.238   0.530  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.312   1.462   0.578  1.00  0.00           C  
HETATM   21  C16 UNL     1      -0.256   2.762   0.861  1.00  0.00           C  
HETATM   22  N3  UNL     1      -0.707   3.801   1.103  1.00  0.00           N  
HETATM   23  H1  UNL     1      -5.505   0.910  -1.253  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.431   2.067  -0.315  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.761   0.984  -1.576  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.386   1.500   1.817  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.559   0.175   1.979  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.865  -0.158   2.383  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.153  -1.898   0.850  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.765  -1.737  -0.952  1.00  0.00           H  
HETATM   31  H9  UNL     1      -6.163  -0.812  -0.181  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.596  -0.843  -0.889  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.638  -1.296   0.906  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.682  -1.702  -0.112  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.764  -2.025  -0.181  1.00  0.00           H  
HETATM   36  H14 UNL     1       3.959  -0.061  -1.927  1.00  0.00           H  
HETATM   37  H15 UNL     1       8.478  -0.336  -0.295  1.00  0.00           H  
HETATM   38  H16 UNL     1       6.620  -0.874   1.306  1.00  0.00           H  
HETATM   39  H17 UNL     1       2.328   2.074   0.712  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4    5
CONECT    3   26   27   28
CONECT    4   29   30   31
CONECT    5    6   32   33
CONECT    6    7
CONECT    7    8    8   20
CONECT    8    9   34
CONECT    9   10   10   35
CONECT   10   11   19
CONECT   11   12   18
CONECT   12   13   13   36
CONECT   13   14   17
CONECT   14   15   15   16
CONECT   16   37
CONECT   17   18   18   38
CONECT   19   20   20   39
CONECT   20   21
CONECT   21   22   22   22
END

HMDB0255624
     RDKit          3D
Niraxostat
 39 40  0  0  0  0  0  0  0  0999 V2000
   -4.5098    1.0410   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2281   -0.0256    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5123    0.4160    1.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1232   -1.2099   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7709   -0.4923    0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8964    0.6087    0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5300    0.3701    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0136   -0.8779    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3540   -1.0465    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2266    0.0129    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6255   -0.2288    0.2114 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3483   -0.2363   -0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6720   -0.4999   -0.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8018   -0.6025   -1.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6516   -0.4456   -2.7928 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0655   -0.8788   -1.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7183   -0.6537    0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4672   -0.4816    1.1946 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6582    1.2384    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3122    1.4619    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2565    2.7621    0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073    3.8009    1.1027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5048    0.9104   -1.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4314    2.0670   -0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7610    0.9839   -1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3859    1.5000    1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5587    0.1753    1.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8648   -0.1584    2.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1532   -1.8981    0.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7646   -1.7374   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1629   -0.8123   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5957   -0.8432   -0.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6380   -1.2960    0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816   -1.7019   -0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7635   -2.0249   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9591   -0.0613   -1.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4783   -0.3355   -0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6203   -0.8740    1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3282    2.0737    0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  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
 14 16  1  0
 13 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  3  0
 20  7  1  0
 18 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  8 34  1  0
  9 35  1  0
 12 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(CN)PCA	MeSH
1-(3-cyano-4-Neopentyloxyphenyl)pyrazole-4-carboxylic acid	MeSH

Chemical Formula

C₁₆H₁₇N₃O₃

Average Molecular Weight

299.3245

Monoisotopic Molecular Weight

299.126991425

IUPAC Name

1-[3-cyano-4-(2,2-dimethylpropoxy)phenyl]-1H-pyrazole-4-carboxylic acid

Traditional Name

niraxostat

CAS Registry Number

Not Available

SMILES

CC(C)(C)COC1=C(C=C(C=C1)N1C=C(C=N1)C(O)=O)C#N

InChI Identifier

InChI=1S/C16H17N3O3/c1-16(2,3)10-22-14-5-4-13(6-11(14)7-17)19-9-12(8-18-19)15(20)21/h4-6,8-9H,10H2,1-3H3,(H,20,21)

InChI Key

AETHRPHBGJAIBT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Pyrazoles

Direct Parent

Phenylpyrazoles

Alternative Parents

Substituents

Phenylpyrazole
Phenoxy compound
Benzonitrile
Phenol ether
Pyrazole-4-carboxylic acid or derivatives
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Vinylogous amide
Nitrile
Carbonitrile
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0255624)

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	2.83	ALOGPS
logP	3.04	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	3.42	ChemAxon
pKa (Strongest Basic)	0.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	88.14 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	82 m³·mol⁻¹	ChemAxon
Polarizability	31.88 Å³	ChemAxon
Number of Rings	2	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]+	171.613	30932474
DeepCCS	[M-H]-	169.255	30932474
DeepCCS	[M-2H]-	202.872	30932474
DeepCCS	[M+Na]+	178.512	30932474
AllCCS	[M+H]+	168.7	32859911
AllCCS	[M+H-H2O]+	165.5	32859911
AllCCS	[M+NH4]+	171.6	32859911
AllCCS	[M+Na]+	172.5	32859911
AllCCS	[M-H]-	174.1	32859911
AllCCS	[M+Na-2H]-	173.9	32859911
AllCCS	[M+HCOO]-	173.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Niraxostat	CC(C)(C)COC1=C(C=C(C=C1)N1C=C(C=N1)C(O)=O)C#N	3448.8	Standard polar	33892256
Niraxostat	CC(C)(C)COC1=C(C=C(C=C1)N1C=C(C=N1)C(O)=O)C#N	2418.2	Standard non polar	33892256
Niraxostat	CC(C)(C)COC1=C(C=C(C=C1)N1C=C(C=N1)C(O)=O)C#N	2621.1	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 - Niraxostat GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9160000000-531f59236f9ad6b5a7b6	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Niraxostat GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Niraxostat GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Niraxostat GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - Niraxostat 10V, Positive-QTOF	splash10-0udi-0009000000-e006953abffd0fb5d549	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niraxostat 20V, Positive-QTOF	splash10-0pi0-0093000000-7c0411a6e27c24463597	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niraxostat 40V, Positive-QTOF	splash10-0600-9880000000-403e74ff92de603a60a1	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niraxostat 10V, Negative-QTOF	splash10-0002-0090000000-11e4f50950bde9dd513f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niraxostat 20V, Negative-QTOF	splash10-0udj-0090000000-b487fd330e5420586dba	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Niraxostat 40V, Negative-QTOF	splash10-0i00-3690000000-5e9ec3c597793ac79ed4	2017-07-26	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

DB03841

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

395667

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

449035

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 Niraxostat (HMDB0255624)

MOL for HMDB0255624 (Niraxostat)

3D MOL for HMDB0255624 (Niraxostat)

3D SDF for HMDB0255624 (Niraxostat)

3D-SDF for HMDB0255624 (Niraxostat)

PDB for HMDB0255624 (Niraxostat)

3D PDB for HMDB0255624 (Niraxostat)

SMILES for HMDB0255624 (Niraxostat)

INCHI for HMDB0255624 (Niraxostat)

Structure for HMDB0255624 (Niraxostat)

3D Structure for HMDB0255624 (Niraxostat)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra