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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:39:45 UTC

Update Date

2021-09-26 23:04:18 UTC

HMDB ID

HMDB0251990

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Etazolate

Description

etazolate, also known as eht-0202 or SQ-20,009, belongs to the class of organic compounds known as pyrazolopyridines. Pyrazolopyridines are compounds containing a pyrazolopyridine skeleton, which consists of a pyrazole fused to a pyridine. Pyrazole is 5-membered ring consisting of three carbon atoms and two adjacent nitrogen centers. Pyridine is a 6-membered ring with four carbon and one nitrogen atoms. Based on a literature review a significant number of articles have been published on etazolate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Etazolate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Etazolate 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

HMDB0251990
     RDKit          3D
Etazolate
 40 41  0  0  0  0  0  0  0  0999 V2000
   -0.5706    5.3680   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2254    4.6448    1.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3898    3.4077    0.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1559    2.3349    0.1423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3001    2.4687   -0.3526 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6246    1.1057    0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8844    1.0001    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5832   -0.1425    0.4738 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023   -1.2261   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383   -1.1606   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6557   -2.3972   -1.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612   -3.1531   -1.1024 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6315   -2.4443   -0.4087 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307   -2.8572    0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7693   -3.4862    1.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1234    0.0106   -0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1772    0.1000   -1.1933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2401   -0.0204   -0.3079 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1391   -0.9039   -0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1937   -0.8226    0.8060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2139   -2.0327   -1.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170    5.1185   -0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5698    6.4642   -0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1439    5.1737   -1.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1661    4.5813    1.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679    5.2855    1.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2976    1.8452    1.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2214   -2.6780   -1.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5790   -1.9615    0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4446   -3.5536   -0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7734   -3.1719    1.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7351   -4.5791    1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5780   -3.1421    2.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3327    0.2491   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9170   -1.4150    1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1652   -1.2246    0.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3386    0.2432    1.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022   -2.7779   -0.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1730   -2.6093   -1.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1949   -1.6414   -2.2256 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 10 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 19 21  1  0
 16  6  1  0
 13  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  7 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 17 34  1  0
 20 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
M  END


  Mrv1652309112111402D          

 21 22  0  0  0  0            999 V2000
    0.0768    0.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -2.7604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.1104    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251990

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1=CN=C2N(CC)N=CC2=C1NN=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H19N5O2/c1-5-19-13-10(8-16-19)12(18-17-9(3)4)11(7-15-13)14(20)21-6-2/h7-8H,5-6H2,1-4H3,(H,15,18)

> <INCHI_KEY>
OPQRBXUBWHDHPQ-UHFFFAOYSA-N

> <FORMULA>
C14H19N5O2

> <MOLECULAR_WEIGHT>
289.339

> <EXACT_MASS>
289.153874872

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.27351966611332

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 1-ethyl-4-[2-(propan-2-ylidene)hydrazin-1-yl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
2.1847648390000005

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.684096440085519

> <JCHEM_PKA_STRONGEST_BASIC>
4.763367164077363

> <JCHEM_POLAR_SURFACE_AREA>
81.4

> <JCHEM_REFRACTIVITY>
92.48179999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.60e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
etazolate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251990
     RDKit          3D
Etazolate
 40 41  0  0  0  0  0  0  0  0999 V2000
   -0.5706    5.3680   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2254    4.6448    1.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3898    3.4077    0.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1559    2.3349    0.1423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3001    2.4687   -0.3526 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6246    1.1057    0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8844    1.0001    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5832   -0.1425    0.4738 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023   -1.2261   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383   -1.1606   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6557   -2.3972   -1.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612   -3.1531   -1.1024 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6315   -2.4443   -0.4087 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307   -2.8572    0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7693   -3.4862    1.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1234    0.0106   -0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1772    0.1000   -1.1933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2401   -0.0204   -0.3079 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1391   -0.9039   -0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1937   -0.8226    0.8060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2139   -2.0327   -1.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170    5.1185   -0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5698    6.4642   -0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1439    5.1737   -1.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1661    4.5813    1.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679    5.2855    1.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2976    1.8452    1.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2214   -2.6780   -1.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5790   -1.9615    0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4446   -3.5536   -0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7734   -3.1719    1.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7351   -4.5791    1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5780   -3.1421    2.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3327    0.2491   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9170   -1.4150    1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1652   -1.2246    0.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3386    0.2432    1.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022   -2.7779   -0.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1730   -2.6093   -1.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1949   -1.6414   -2.2256 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 10 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 19 21  1  0
 16  6  1  0
 13  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  7 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 17 34  1  0
 20 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  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       0.143   1.728   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       4.924   0.237   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.220  -1.303   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       4.924  -4.383   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       3.590  -5.153   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       3.590  -6.693   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.257  -7.463   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924  -7.463   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.591  -2.843   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.591  -4.383   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.925  -2.073   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.259  -2.843   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.592  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10    3                                                       
CONECT   12    8   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    7   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0251990
HETATM    1  C1  UNL     1      -0.571   5.368  -0.263  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.225   4.645   1.010  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.390   3.408   0.822  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.156   2.335   0.142  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.300   2.469  -0.353  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.625   1.106   0.036  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.884   1.000   0.591  1.00  0.00           C  
HETATM    8  N1  UNL     1       2.583  -0.143   0.474  1.00  0.00           N  
HETATM    9  C6  UNL     1       2.102  -1.226  -0.178  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.838  -1.161  -0.751  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.656  -2.397  -1.328  1.00  0.00           C  
HETATM   12  N2  UNL     1       1.761  -3.153  -1.102  1.00  0.00           N  
HETATM   13  N3  UNL     1       2.631  -2.444  -0.409  1.00  0.00           N  
HETATM   14  C9  UNL     1       3.931  -2.857   0.054  1.00  0.00           C  
HETATM   15  C10 UNL     1       3.769  -3.486   1.433  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.123   0.011  -0.629  1.00  0.00           C  
HETATM   17  N4  UNL     1      -1.177   0.100  -1.193  1.00  0.00           N  
HETATM   18  N5  UNL     1      -2.240  -0.020  -0.308  1.00  0.00           N  
HETATM   19  C12 UNL     1      -3.139  -0.904  -0.250  1.00  0.00           C  
HETATM   20  C13 UNL     1      -4.194  -0.823   0.806  1.00  0.00           C  
HETATM   21  C14 UNL     1      -3.214  -2.033  -1.181  1.00  0.00           C  
HETATM   22  H1  UNL     1      -1.617   5.118  -0.523  1.00  0.00           H  
HETATM   23  H2  UNL     1      -0.570   6.464  -0.018  1.00  0.00           H  
HETATM   24  H3  UNL     1       0.144   5.174  -1.092  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.166   4.581   1.623  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.468   5.285   1.597  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.298   1.845   1.116  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.221  -2.678  -1.863  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.579  -1.962   0.176  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.445  -3.554  -0.636  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.773  -3.172   1.843  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.735  -4.579   1.305  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.578  -3.142   2.095  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.333   0.249  -2.215  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.917  -1.415   1.703  1.00  0.00           H  
HETATM   36  H15 UNL     1      -5.165  -1.225   0.454  1.00  0.00           H  
HETATM   37  H16 UNL     1      -4.339   0.243   1.040  1.00  0.00           H  
HETATM   38  H17 UNL     1      -2.402  -2.778  -0.981  1.00  0.00           H  
HETATM   39  H18 UNL     1      -4.173  -2.609  -1.080  1.00  0.00           H  
HETATM   40  H19 UNL     1      -3.195  -1.641  -2.226  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   16
CONECT    7    8   27
CONECT    8    9    9
CONECT    9   10   13
CONECT   10   11   16   16
CONECT   11   12   12   28
CONECT   12   13
CONECT   13   14
CONECT   14   15   29   30
CONECT   15   31   32   33
CONECT   16   17
CONECT   17   18   34
CONECT   18   19   19
CONECT   19   20   21
CONECT   20   35   36   37
CONECT   21   38   39   40
END

HMDB0251990
     RDKit          3D
Etazolate
 40 41  0  0  0  0  0  0  0  0999 V2000
   -0.5706    5.3680   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2254    4.6448    1.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3898    3.4077    0.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1559    2.3349    0.1423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3001    2.4687   -0.3526 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6246    1.1057    0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8844    1.0001    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5832   -0.1425    0.4738 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023   -1.2261   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383   -1.1606   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6557   -2.3972   -1.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612   -3.1531   -1.1024 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6315   -2.4443   -0.4087 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307   -2.8572    0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7693   -3.4862    1.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1234    0.0106   -0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1772    0.1000   -1.1933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2401   -0.0204   -0.3079 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1391   -0.9039   -0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1937   -0.8226    0.8060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2139   -2.0327   -1.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170    5.1185   -0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5698    6.4642   -0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1439    5.1737   -1.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1661    4.5813    1.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679    5.2855    1.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2976    1.8452    1.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2214   -2.6780   -1.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5790   -1.9615    0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4446   -3.5536   -0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7734   -3.1719    1.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7351   -4.5791    1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5780   -3.1421    2.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3327    0.2491   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9170   -1.4150    1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1652   -1.2246    0.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3386    0.2432    1.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022   -2.7779   -0.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1730   -2.6093   -1.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1949   -1.6414   -2.2256 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 10 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 19 21  1  0
 16  6  1  0
 13  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  7 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 17 34  1  0
 20 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Ethyl-4-(2-propan-2-ylidenehydrazinyl)-5-pyrazolo[3,4-b]pyridinecarboxylic acid ethyl ester	ChEBI
1H-Pyrazolo(3,4-b)pyridine-5-carboxylic acid, 1-ethyl-4-((1-methylethylidene)hydrazino)-, ethyl ester	ChEBI
EHT-0202	ChEBI
Etazolato	ChEBI
Etazolatum	ChEBI
Ethyl 1-ethyl-4-(2-isopropylidenehydrazino)pyrazolo[3,4-b]pyridine-5-carboxylate	ChEBI
Ethyl 1-ethyl-4-(2-propan-2-ylidenehydrazinyl)pyrazolo[3,4-b]pyridine-5-carboxylate	ChEBI
Ethyl 1-ethyl-4-(2-propan-2-ylidenehydrazinyl)pyrazolo[4,5-e]pyridine-5-carboxylate	ChEBI
Ethyl 1-ethyl-4-[2-(1-methylethylidene)hydrazino]-1H-pyrazolo[3,4-b]pyridine-5-carboxylate	ChEBI
SQ-20,009	ChEBI
1-Ethyl-4-(2-propan-2-ylidenehydrazinyl)-5-pyrazolo[3,4-b]pyridinecarboxylate ethyl ester	Generator
1H-Pyrazolo(3,4-b)pyridine-5-carboxylate, 1-ethyl-4-((1-methylethylidene)hydrazino)-, ethyl ester	Generator
Ethyl 1-ethyl-4-(2-isopropylidenehydrazino)pyrazolo[3,4-b]pyridine-5-carboxylic acid	Generator
Ethyl 1-ethyl-4-(2-propan-2-ylidenehydrazinyl)pyrazolo[3,4-b]pyridine-5-carboxylic acid	Generator
Ethyl 1-ethyl-4-(2-propan-2-ylidenehydrazinyl)pyrazolo[4,5-e]pyridine-5-carboxylic acid	Generator
Ethyl 1-ethyl-4-[2-(1-methylethylidene)hydrazino]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid	Generator
Etazolic acid	Generator
Etazolate hydrochloride	MeSH
Hydrochloride, etazolate	MeSH

Chemical Formula

C₁₄H₁₉N₅O₂

Average Molecular Weight

289.339

Monoisotopic Molecular Weight

289.153874872

IUPAC Name

ethyl 1-ethyl-4-[2-(propan-2-ylidene)hydrazin-1-yl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

Traditional Name

etazolate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C1=CN=C2N(CC)N=CC2=C1NN=C(C)C

InChI Identifier

InChI=1S/C14H19N5O2/c1-5-19-13-10(8-16-19)12(18-17-9(3)4)11(7-15-13)14(20)21-6-2/h7-8H,5-6H2,1-4H3,(H,15,18)

InChI Key

OPQRBXUBWHDHPQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrazolopyridines. Pyrazolopyridines are compounds containing a pyrazolopyridine skeleton, which consists of a pyrazole fused to a pyridine. Pyrazole is 5-membered ring consisting of three carbon atoms and two adjacent nitrogen centers. Pyridine is a 6-membered ring with four carbon and one nitrogen atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrazolopyridines

Sub Class

Not Available

Direct Parent

Pyrazolopyridines

Alternative Parents

Substituents

Pyrazolopyridine
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Pyridine
Azole
Pyrazole
Vinylogous amide
Heteroaromatic compound
Carboxylic acid ester
Monocarboxylic acid or derivatives
Hydrazone
Carboxylic acid derivative
Azacycle
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
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	2.49	ALOGPS
logP	2.18	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	14.68	ChemAxon
pKa (Strongest Basic)	4.76	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	81.4 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	92.48 m³·mol⁻¹	ChemAxon
Polarizability	31.27 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]+	167.535	30932474
DeepCCS	[M-H]-	165.177	30932474
DeepCCS	[M-2H]-	198.062	30932474
DeepCCS	[M+Na]+	173.628	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Etazolate	CCOC(=O)C1=CN=C2N(CC)N=CC2=C1NN=C(C)C	3055.6	Standard polar	33892256
Etazolate	CCOC(=O)C1=CN=C2N(CC)N=CC2=C1NN=C(C)C	2465.0	Standard non polar	33892256
Etazolate	CCOC(=O)C1=CN=C2N(CC)N=CC2=C1NN=C(C)C	2338.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Etazolate,1TMS,isomer #1	CCOC(=O)C1=CN=C2C(=C1N(N=C(C)C)[Si](C)(C)C)C=NN2CC	2375.7	Semi standard non polar	33892256
Etazolate,1TMS,isomer #1	CCOC(=O)C1=CN=C2C(=C1N(N=C(C)C)[Si](C)(C)C)C=NN2CC	2314.0	Standard non polar	33892256
Etazolate,1TMS,isomer #1	CCOC(=O)C1=CN=C2C(=C1N(N=C(C)C)[Si](C)(C)C)C=NN2CC	3613.1	Standard polar	33892256
Etazolate,1TBDMS,isomer #1	CCOC(=O)C1=CN=C2C(=C1N(N=C(C)C)[Si](C)(C)C(C)(C)C)C=NN2CC	2536.8	Semi standard non polar	33892256
Etazolate,1TBDMS,isomer #1	CCOC(=O)C1=CN=C2C(=C1N(N=C(C)C)[Si](C)(C)C(C)(C)C)C=NN2CC	2507.8	Standard non polar	33892256
Etazolate,1TBDMS,isomer #1	CCOC(=O)C1=CN=C2C(=C1N(N=C(C)C)[Si](C)(C)C(C)(C)C)C=NN2CC	3576.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Etazolate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00or-3190000000-c83564c5f0d438836675	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etazolate 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 - Etazolate 10V, Positive-QTOF	splash10-0006-0090000000-8d632a4a722fd5f095e3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etazolate 20V, Positive-QTOF	splash10-0006-0090000000-2da068ffe985d39fa0c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etazolate 40V, Positive-QTOF	splash10-00n3-1690000000-eb8531705910d60fac39	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etazolate 10V, Negative-QTOF	splash10-000i-0090000000-4b843833bcf60d085e7a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etazolate 20V, Negative-QTOF	splash10-000i-0490000000-9b918f29263665a1d8b7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etazolate 40V, Negative-QTOF	splash10-0006-0900000000-b967b564b69433a8ba15	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

3162

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Etazolate

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

138502

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 Etazolate (HMDB0251990)

MOL for HMDB0251990 (Etazolate)

3D MOL for HMDB0251990 (Etazolate)

3D SDF for HMDB0251990 (Etazolate)

3D-SDF for HMDB0251990 (Etazolate)

PDB for HMDB0251990 (Etazolate)

3D PDB for HMDB0251990 (Etazolate)

SMILES for HMDB0251990 (Etazolate)

INCHI for HMDB0251990 (Etazolate)

Structure for HMDB0251990 (Etazolate)

3D Structure for HMDB0251990 (Etazolate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra