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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:02:25 UTC

Update Date

2021-09-26 23:02:36 UTC

HMDB ID

HMDB0250884

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dazmegrel

Description

DAZMEGREL belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. DAZMEGREL is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Dazmegrel is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dazmegrel 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

HMDB0250884
     RDKit          3D
Dazmegrel
 38 40  0  0  0  0  0  0  0  0999 V2000
    0.2266    2.2095   -0.8831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361    0.7425   -0.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544   -0.2627   -0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816   -0.1257   -1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2071    0.2670   -0.2314 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5200    1.5152    0.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3492    1.4667    1.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5145    0.1652    1.5341 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8229   -0.5455    0.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2923   -1.4466   -0.7594 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6909   -2.7664   -0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1653   -3.8249   -0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625   -3.5384   -0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8951   -2.2193   -0.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0428   -1.1669   -0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456    0.1735   -0.4631 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3959    0.8704   -0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5075    1.1747    1.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7992    1.8812    1.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8844    3.0846    1.2289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8969    1.2255    2.0055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2285    2.7214    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1285    2.4883   -1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6405    2.6347   -1.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4422    0.6397   -2.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7387   -1.0706   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2297    2.4653   -0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7843    2.3011    1.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7901   -1.6238    0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7491   -2.9357   -1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2423   -4.8090   -0.6261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600   -4.3317   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9353   -2.0262    0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5198    1.7896   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2734    0.2147   -0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6402    1.8353    1.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4629    0.2028    1.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5018    0.6247    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 16  2  1  0
  9  5  1  0
 15 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 21 38  1  0
M  END

  Mrv1533004241522572D          

 21 23  0  0  0  0            999 V2000
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   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 C   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 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 O   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
    1.4358    1.3672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643    2.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788    2.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5919    2.0347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563    1.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  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
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 17 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250884

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(CN2C=CN=C2)C2=CC=CC=C2N1CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H17N3O2/c1-12-14(10-18-9-7-17-11-18)13-4-2-3-5-15(13)19(12)8-6-16(20)21/h2-5,7,9,11H,6,8,10H2,1H3,(H,20,21)

> <INCHI_KEY>
DEQLGSOHGTZKFB-UHFFFAOYSA-N

> <FORMULA>
C16H17N3O2

> <MOLECULAR_WEIGHT>
283.331

> <EXACT_MASS>
283.132076799

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.39760823571861

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{3-[(1H-imidazol-1-yl)methyl]-2-methyl-1H-indol-1-yl}propanoic acid

> <ALOGPS_LOGP>
2.03

> <JCHEM_LOGP>
1.1718634359145033

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.465721491330852

> <JCHEM_PKA_STRONGEST_BASIC>
6.752558550715252

> <JCHEM_POLAR_SURFACE_AREA>
60.050000000000004

> <JCHEM_REFRACTIVITY>
80.439

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dazmegrel

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250884
     RDKit          3D
Dazmegrel
 38 40  0  0  0  0  0  0  0  0999 V2000
    0.2266    2.2095   -0.8831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361    0.7425   -0.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544   -0.2627   -0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816   -0.1257   -1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2071    0.2670   -0.2314 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5200    1.5152    0.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3492    1.4667    1.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5145    0.1652    1.5341 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8229   -0.5455    0.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2923   -1.4466   -0.7594 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6909   -2.7664   -0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1653   -3.8249   -0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625   -3.5384   -0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8951   -2.2193   -0.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0428   -1.1669   -0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456    0.1735   -0.4631 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3959    0.8704   -0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5075    1.1747    1.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7992    1.8812    1.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8844    3.0846    1.2289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8969    1.2255    2.0055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2285    2.7214    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1285    2.4883   -1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6405    2.6347   -1.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4422    0.6397   -2.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7387   -1.0706   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2297    2.4653   -0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7843    2.3011    1.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7901   -1.6238    0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7491   -2.9357   -1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2423   -4.8090   -0.6261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600   -4.3317   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9353   -2.0262    0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5198    1.7896   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2734    0.2147   -0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6402    1.8353    1.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4629    0.2028    1.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5018    0.6247    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 16  2  1  0
  9  5  1  0
 15 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 21 38  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+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  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.680  -5.158   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.204  -6.622   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.235  -7.767   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.698  -6.943   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.680   2.552   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       2.360   4.058   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.694   4.828   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       4.838   3.798   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       4.212   2.391   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9    2   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    3   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0250884
HETATM    1  C1  UNL     1       0.227   2.210  -0.883  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.036   0.743  -0.778  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.954  -0.263  -0.968  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.382  -0.126  -1.322  1.00  0.00           C  
HETATM    5  N1  UNL     1       3.207   0.267  -0.231  1.00  0.00           N  
HETATM    6  C5  UNL     1       3.520   1.515   0.134  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.349   1.467   1.254  1.00  0.00           C  
HETATM    8  N2  UNL     1       4.515   0.165   1.534  1.00  0.00           N  
HETATM    9  C7  UNL     1       3.823  -0.545   0.633  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.292  -1.447  -0.759  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.691  -2.766  -0.810  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.165  -3.825  -0.559  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.463  -3.538  -0.248  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.895  -2.219  -0.189  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.043  -1.167  -0.439  1.00  0.00           C  
HETATM   16  N3  UNL     1      -1.146   0.174  -0.463  1.00  0.00           N  
HETATM   17  C14 UNL     1      -2.396   0.870  -0.178  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.508   1.175   1.312  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.799   1.881   1.512  1.00  0.00           C  
HETATM   20  O1  UNL     1      -3.884   3.085   1.229  1.00  0.00           O  
HETATM   21  O2  UNL     1      -4.897   1.226   2.005  1.00  0.00           O  
HETATM   22  H1  UNL     1       0.228   2.721   0.092  1.00  0.00           H  
HETATM   23  H2  UNL     1       1.129   2.488  -1.430  1.00  0.00           H  
HETATM   24  H3  UNL     1      -0.641   2.635  -1.463  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.442   0.640  -2.152  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.739  -1.071  -1.829  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.230   2.465  -0.298  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.784   2.301   1.800  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.790  -1.624   0.638  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.749  -2.936  -1.065  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.242  -4.809  -0.626  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.160  -4.332  -0.045  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.935  -2.026   0.060  1.00  0.00           H  
HETATM   34  H13 UNL     1      -2.520   1.790  -0.752  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.273   0.215  -0.415  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.640   1.835   1.550  1.00  0.00           H  
HETATM   37  H16 UNL     1      -2.463   0.203   1.835  1.00  0.00           H  
HETATM   38  H17 UNL     1      -5.502   0.625   1.474  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3   16
CONECT    3    4   10
CONECT    4    5   25   26
CONECT    5    6    9
CONECT    6    7    7   27
CONECT    7    8   28
CONECT    8    9    9
CONECT    9   29
CONECT   10   11   11   15
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14   32
CONECT   14   15   15   33
CONECT   15   16
CONECT   16   17
CONECT   17   18   34   35
CONECT   18   19   36   37
CONECT   19   20   20   21
CONECT   21   38
END

HMDB0250884
     RDKit          3D
Dazmegrel
 38 40  0  0  0  0  0  0  0  0999 V2000
    0.2266    2.2095   -0.8831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361    0.7425   -0.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544   -0.2627   -0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816   -0.1257   -1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2071    0.2670   -0.2314 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5200    1.5152    0.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3492    1.4667    1.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5145    0.1652    1.5341 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8229   -0.5455    0.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2923   -1.4466   -0.7594 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6909   -2.7664   -0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1653   -3.8249   -0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625   -3.5384   -0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8951   -2.2193   -0.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0428   -1.1669   -0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456    0.1735   -0.4631 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3959    0.8704   -0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5075    1.1747    1.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7992    1.8812    1.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8844    3.0846    1.2289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8969    1.2255    2.0055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2285    2.7214    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1285    2.4883   -1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6405    2.6347   -1.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4422    0.6397   -2.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7387   -1.0706   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2297    2.4653   -0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7843    2.3011    1.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7901   -1.6238    0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7491   -2.9357   -1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2423   -4.8090   -0.6261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600   -4.3317   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9353   -2.0262    0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5198    1.7896   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2734    0.2147   -0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6402    1.8353    1.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4629    0.2028    1.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5018    0.6247    1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 16  2  1  0
  9  5  1  0
 15 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 21 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(1H-Imidazole-1-yl-methyl)-2-methyl-1H-indole-1-propanoic acid	MeSH
UK-38485Dazmegrel	ChEMBL
3-{3-[(1H-imidazol-1-yl)methyl]-2-methyl-1H-indol-1-yl}propanoate	Generator

Chemical Formula

C₁₆H₁₇N₃O₂

Average Molecular Weight

283.331

Monoisotopic Molecular Weight

283.132076799

IUPAC Name

3-{3-[(1H-imidazol-1-yl)methyl]-2-methyl-1H-indol-1-yl}propanoic acid

Traditional Name

dazmegrel

CAS Registry Number

Not Available

SMILES

CC1=C(CN2C=CN=C2)C2=CC=CC=C2N1CCC(O)=O

InChI Identifier

InChI=1S/C16H17N3O2/c1-12-14(10-18-9-7-17-11-18)13-4-2-3-5-15(13)19(12)8-6-16(20)21/h2-5,7,9,11H,6,8,10H2,1H3,(H,20,21)

InChI Key

DEQLGSOHGTZKFB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Indolyl carboxylic acid derivative
N-alkylindole
3-alkylindole
Indole
Imidazolyl carboxylic acid derivative
N-substituted imidazole
Substituted pyrrole
Benzenoid
Azole
Imidazole
Pyrrole
Heteroaromatic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
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)

Source

Exogenous

Exogenous (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	2.03	ALOGPS
logP	1.17	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	4.47	ChemAxon
pKa (Strongest Basic)	6.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.05 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	80.44 m³·mol⁻¹	ChemAxon
Polarizability	30.4 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]+	160.113	30932474
DeepCCS	[M-H]-	157.717	30932474
DeepCCS	[M-2H]-	190.602	30932474
DeepCCS	[M+Na]+	166.085	30932474
AllCCS	[M+H]+	166.2	32859911
AllCCS	[M+H-H2O]+	162.6	32859911
AllCCS	[M+NH4]+	169.4	32859911
AllCCS	[M+Na]+	170.4	32859911
AllCCS	[M-H]-	170.6	32859911
AllCCS	[M+Na-2H]-	170.2	32859911
AllCCS	[M+HCOO]-	169.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dazmegrel	CC1=C(CN2C=CN=C2)C2=CC=CC=C2N1CCC(O)=O	3962.8	Standard polar	33892256
Dazmegrel	CC1=C(CN2C=CN=C2)C2=CC=CC=C2N1CCC(O)=O	2238.1	Standard non polar	33892256
Dazmegrel	CC1=C(CN2C=CN=C2)C2=CC=CC=C2N1CCC(O)=O	2738.8	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 - Dazmegrel GC-MS (Non-derivatized) - 70eV, Positive	splash10-044u-3190000000-fe699ffdc97b1ca536d5	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dazmegrel GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dazmegrel GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dazmegrel GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Dazmegrel 10V, Positive-QTOF	splash10-00lr-0090000000-3e7d8101c3fa2d394dfe	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dazmegrel 20V, Positive-QTOF	splash10-01b9-4290000000-e0e56d73782c26ac48e4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dazmegrel 40V, Positive-QTOF	splash10-00di-9610000000-e6f83ed32d683e45ac44	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dazmegrel 10V, Negative-QTOF	splash10-001i-1090000000-c702cb806d1a1e009a71	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dazmegrel 20V, Negative-QTOF	splash10-014i-8090000000-3e7fc29ad3b452b1c2dc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dazmegrel 40V, Negative-QTOF	splash10-014l-9100000000-305a00aed980959370f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dazmegrel 10V, Negative-QTOF	splash10-01q9-0090000000-d22fd7cfa61da9d7a621	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dazmegrel 20V, Negative-QTOF	splash10-03e9-1090000000-1c106d5a89c5d1d9b501	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dazmegrel 40V, Negative-QTOF	splash10-014l-7930000000-52b62646c404ec85aa33	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dazmegrel 10V, Positive-QTOF	splash10-014i-0390000000-bf116187aad18394d2f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dazmegrel 20V, Positive-QTOF	splash10-0a4l-0910000000-7cff29e2bc565664b0a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dazmegrel 40V, Positive-QTOF	splash10-05tf-1900000000-a782f04185514ba692e6	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53555

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 Dazmegrel (HMDB0250884)

MOL for HMDB0250884 (Dazmegrel)

3D MOL for HMDB0250884 (Dazmegrel)

3D SDF for HMDB0250884 (Dazmegrel)

3D-SDF for HMDB0250884 (Dazmegrel)

PDB for HMDB0250884 (Dazmegrel)

3D PDB for HMDB0250884 (Dazmegrel)

SMILES for HMDB0250884 (Dazmegrel)

INCHI for HMDB0250884 (Dazmegrel)

Structure for HMDB0250884 (Dazmegrel)

3D Structure for HMDB0250884 (Dazmegrel)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra