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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:48:59 UTC

Update Date

2022-03-07 02:54:16 UTC

HMDB ID

HMDB0034885

Secondary Accession Numbers

HMDB34885

Metabolite Identification

Common Name

Imazamethabenz

Description

Imazamethabenz belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Based on a literature review a significant number of articles have been published on Imazamethabenz.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0034885
     RDKit          3D
Imazamethabenz
 38 39  0  0  0  0  0  0  0  0999 V2000
    4.3619   -1.5273    2.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -0.7249    1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4656    0.1480    0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8168    0.8517   -0.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4431    0.7214   -0.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8366    1.4599   -2.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5590    2.2631   -2.6544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5205    1.2711   -2.3253 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7096   -0.1310   -0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2534   -0.3039   -0.2851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747   -1.4977   -0.4532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6858   -1.4230   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4093   -2.4631   -0.6075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0440   -0.0027   -0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5558    0.4029   -1.9020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0536    0.3755    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5400    0.0830    1.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4144   -0.1696    0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7974    0.6461   -0.2046 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3848   -0.8522    0.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4839   -0.8904    3.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7013   -2.4105    2.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3295   -1.9351    1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5330    0.2814    0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3839    1.5507   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244    2.0223   -2.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4761    1.5143   -2.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5878    0.0584   -2.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9044   -0.1150   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1392    1.4999    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167   -0.9977    2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4656    0.4081    1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0561    0.7006    2.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0899    0.5787   -0.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9508   -0.4420    1.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4470   -1.0627   -0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6533    1.6394    0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7705   -1.5279    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 14 19  1  0
  9 20  2  0
 20  2  1  0
 19 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  8 26  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
M  END


  Mrv0541 05061308072D          

 20 21  0  0  0  0            999 V2000
   -0.8627    1.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1992    2.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5271   -1.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0483    1.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710   -1.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5505   -2.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2216   -0.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558    1.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7066   -1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0656   -1.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4012   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0838    0.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7549   -1.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637    0.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963    1.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9088    0.0879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    0.8725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2398   -0.7520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0904   -2.1731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9483    1.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16 12  2  0  0  0  0
 16 14  1  0  0  0  0
 17 12  1  0  0  0  0
 17 15  1  0  0  0  0
 18 13  2  0  0  0  0
 19 13  1  0  0  0  0
 20 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034885

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1(C)NC(=NC1=O)C1=C(C=CC(C)=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H18N2O3/c1-8(2)15(4)14(20)16-12(17-15)11-7-9(3)5-6-10(11)13(18)19/h5-8H,1-4H3,(H,18,19)(H,16,17,20)

> <INCHI_KEY>
KFEFNHNXZQYTEW-UHFFFAOYSA-N

> <FORMULA>
C15H18N2O3

> <MOLECULAR_WEIGHT>
274.315

> <EXACT_MASS>
274.131742452

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
29.29909941381675

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methyl-2-[5-methyl-4-oxo-5-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]benzoic acid

> <ALOGPS_LOGP>
2.34

> <JCHEM_LOGP>
2.4691873419999992

> <ALOGPS_LOGS>
-3.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4978090788910294

> <JCHEM_PKA_STRONGEST_BASIC>
0.10624329601759985

> <JCHEM_POLAR_SURFACE_AREA>
78.75999999999999

> <JCHEM_REFRACTIVITY>
75.3972

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-isopropyl-4-methyl-5-oxo-3H-imidazol-2-yl)-4-methylbenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034885
     RDKit          3D
Imazamethabenz
 38 39  0  0  0  0  0  0  0  0999 V2000
    4.3619   -1.5273    2.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -0.7249    1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4656    0.1480    0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8168    0.8517   -0.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4431    0.7214   -0.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8366    1.4599   -2.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5590    2.2631   -2.6544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5205    1.2711   -2.3253 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7096   -0.1310   -0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2534   -0.3039   -0.2851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747   -1.4977   -0.4532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6858   -1.4230   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4093   -2.4631   -0.6075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0440   -0.0027   -0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5558    0.4029   -1.9020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0536    0.3755    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5400    0.0830    1.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4144   -0.1696    0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7974    0.6461   -0.2046 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3848   -0.8522    0.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4839   -0.8904    3.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7013   -2.4105    2.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3295   -1.9351    1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5330    0.2814    0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3839    1.5507   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244    2.0223   -2.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4761    1.5143   -2.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5878    0.0584   -2.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9044   -0.1150   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1392    1.4999    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167   -0.9977    2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4656    0.4081    1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0561    0.7006    2.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0899    0.5787   -0.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9508   -0.4420    1.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4470   -1.0627   -0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6533    1.6394    0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7705   -1.5279    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 14 19  1  0
  9 20  2  0
 20  2  1  0
 19 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  8 26  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.610   3.358   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.372   5.143   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.717  -2.006   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.957   3.678   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.559  -3.574   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.028  -3.735   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.280  -0.921   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.104   3.678   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.186  -2.167   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.122  -2.489   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.749  -1.082   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.156   0.164   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.409  -2.650   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.172   1.629   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.926   2.534   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.696   0.164   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0      -0.320   1.629   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       2.314  -1.404   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.035  -4.056   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.637   2.105   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4   15                                                            
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    9   11                                                       
CONECT    8    1    2   15                                                  
CONECT    9    3    5    7                                                  
CONECT   10    6   11   13                                                  
CONECT   11    7   10   12                                                  
CONECT   12   11   16   17                                                  
CONECT   13   10   18   19                                                  
CONECT   14   15   16   20                                                  
CONECT   15    4    8   14   17                                             
CONECT   16   12   14                                                       
CONECT   17   12   15                                                       
CONECT   18   13                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0034885
HETATM    1  C1  UNL     1       4.362  -1.527   2.163  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.733  -0.725   1.082  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.466   0.148   0.304  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.817   0.852  -0.675  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.443   0.721  -0.917  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.837   1.460  -2.013  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.559   2.263  -2.654  1.00  0.00           O  
HETATM    8  O2  UNL     1       0.520   1.271  -2.325  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.710  -0.131  -0.159  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.253  -0.304  -0.285  1.00  0.00           C  
HETATM   11  N1  UNL     1      -0.275  -1.498  -0.453  1.00  0.00           N  
HETATM   12  C9  UNL     1      -1.686  -1.423  -0.549  1.00  0.00           C  
HETATM   13  O3  UNL     1      -2.409  -2.463  -0.608  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.044  -0.003  -0.560  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.556   0.403  -1.902  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.054   0.375   0.499  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.540   0.083   1.896  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.414  -0.170   0.245  1.00  0.00           C  
HETATM   19  N2  UNL     1      -0.797   0.646  -0.205  1.00  0.00           N  
HETATM   20  C15 UNL     1       2.385  -0.852   0.845  1.00  0.00           C  
HETATM   21  H1  UNL     1       4.484  -0.890   3.040  1.00  0.00           H  
HETATM   22  H2  UNL     1       3.701  -2.410   2.410  1.00  0.00           H  
HETATM   23  H3  UNL     1       5.329  -1.935   1.799  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.533   0.281   0.456  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.384   1.551  -1.303  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.124   2.022  -2.578  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.476   1.514  -2.007  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.588   0.058  -2.049  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.904  -0.115  -2.665  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.139   1.500   0.450  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.617  -0.998   2.092  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.466   0.408   1.926  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.056   0.701   2.657  1.00  0.00           H  
HETATM   34  H14 UNL     1      -5.090   0.579  -0.251  1.00  0.00           H  
HETATM   35  H15 UNL     1      -4.951  -0.442   1.188  1.00  0.00           H  
HETATM   36  H16 UNL     1      -4.447  -1.063  -0.404  1.00  0.00           H  
HETATM   37  H17 UNL     1      -0.653   1.639   0.077  1.00  0.00           H  
HETATM   38  H18 UNL     1       1.771  -1.528   1.433  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3   20
CONECT    3    4   24
CONECT    4    5    5   25
CONECT    5    6    9
CONECT    6    7    7    8
CONECT    8   26
CONECT    9   10   20   20
CONECT   10   11   11   19
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   16   19
CONECT   15   27   28   29
CONECT   16   17   18   30
CONECT   17   31   32   33
CONECT   18   34   35   36
CONECT   19   37
CONECT   20   38
END

HMDB0034885
     RDKit          3D
Imazamethabenz
 38 39  0  0  0  0  0  0  0  0999 V2000
    4.3619   -1.5273    2.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -0.7249    1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4656    0.1480    0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8168    0.8517   -0.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4431    0.7214   -0.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8366    1.4599   -2.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5590    2.2631   -2.6544 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5205    1.2711   -2.3253 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7096   -0.1310   -0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2534   -0.3039   -0.2851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747   -1.4977   -0.4532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6858   -1.4230   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4093   -2.4631   -0.6075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0440   -0.0027   -0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5558    0.4029   -1.9020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0536    0.3755    0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5400    0.0830    1.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4144   -0.1696    0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7974    0.6461   -0.2046 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3848   -0.8522    0.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4839   -0.8904    3.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7013   -2.4105    2.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3295   -1.9351    1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5330    0.2814    0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3839    1.5507   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244    2.0223   -2.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4761    1.5143   -2.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5878    0.0584   -2.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9044   -0.1150   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1392    1.4999    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167   -0.9977    2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4656    0.4081    1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0561    0.7006    2.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0899    0.5787   -0.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9508   -0.4420    1.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4470   -1.0627   -0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6533    1.6394    0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7705   -1.5279    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 14 19  1  0
  9 20  2  0
 20  2  1  0
 19 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  8 26  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[4,5-dihydro-4-Methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-4(5)-methylbenzoic acid, 9ci	HMDB
AC 263840	HMDB
CL 263840	HMDB
2-(4-Isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-4-methylbenzoate	Generator

Chemical Formula

C₁₅H₁₈N₂O₃

Average Molecular Weight

274.315

Monoisotopic Molecular Weight

274.131742452

IUPAC Name

4-methyl-2-[5-methyl-4-oxo-5-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]benzoic acid

Traditional Name

2-(4-isopropyl-4-methyl-5-oxo-3H-imidazol-2-yl)-4-methylbenzoic acid

CAS Registry Number

100728-84-5

SMILES

CC(C)C1(C)NC(=NC1=O)C1=C(C=CC(C)=C1)C(O)=O

InChI Identifier

InChI=1S/C15H18N2O3/c1-8(2)15(4)14(20)16-12(17-15)11-7-9(3)5-6-10(11)13(18)19/h5-8H,1-4H3,(H,18,19)(H,16,17,20)

InChI Key

KFEFNHNXZQYTEW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Benzoic acid or derivatives
Benzoic acid
Imidazolyl carboxylic acid derivative
Benzoyl
Toluene
Monocyclic benzene moiety
Imidazolinone
Benzenoid
2-imidazoline
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Carboxylic acid amidine
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Amidine
Carboxylic acid
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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

Cell membrane (HMDB: HMDB0034885)

Cellular substructure

Membrane (HMDB: HMDB0034885)

Source

Exogenous

Food

Food (HMDB: HMDB0034885)

Not Available

Nutrient (HMDB: HMDB0034885)

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
Water Solubility	0.21 g/L	ALOGPS
logP	2.34	ALOGPS
logP	2.47	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	0.11	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	78.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	75.4 m³·mol⁻¹	ChemAxon
Polarizability	29.3 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
DarkChem	[M+H]+	165.485	31661259
DarkChem	[M-H]-	164.082	31661259
DeepCCS	[M+H]+	178.331	30932474
DeepCCS	[M-H]-	175.973	30932474
DeepCCS	[M-2H]-	208.859	30932474
DeepCCS	[M+Na]+	184.424	30932474
AllCCS	[M+H]+	162.1	32859911
AllCCS	[M+H-H2O]+	158.7	32859911
AllCCS	[M+NH4]+	165.4	32859911
AllCCS	[M+Na]+	166.3	32859911
AllCCS	[M-H]-	167.4	32859911
AllCCS	[M+Na-2H]-	167.5	32859911
AllCCS	[M+HCOO]-	167.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Imazamethabenz	CC(C)C1(C)NC(=NC1=O)C1=C(C=CC(C)=C1)C(O)=O	3323.9	Standard polar	33892256
Imazamethabenz	CC(C)C1(C)NC(=NC1=O)C1=C(C=CC(C)=C1)C(O)=O	2262.6	Standard non polar	33892256
Imazamethabenz	CC(C)C1(C)NC(=NC1=O)C1=C(C=CC(C)=C1)C(O)=O	2464.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Imazamethabenz,1TMS,isomer #1	CC1=CC=C(C(=O)O[Si](C)(C)C)C(C2=NC(=O)C(C)(C(C)C)N2)=C1	2361.4	Semi standard non polar	33892256
Imazamethabenz,1TMS,isomer #2	CC1=CC=C(C(=O)O)C(C2=NC(=O)C(C)(C(C)C)N2[Si](C)(C)C)=C1	2277.3	Semi standard non polar	33892256
Imazamethabenz,2TMS,isomer #1	CC1=CC=C(C(=O)O[Si](C)(C)C)C(C2=NC(=O)C(C)(C(C)C)N2[Si](C)(C)C)=C1	2254.4	Semi standard non polar	33892256
Imazamethabenz,2TMS,isomer #1	CC1=CC=C(C(=O)O[Si](C)(C)C)C(C2=NC(=O)C(C)(C(C)C)N2[Si](C)(C)C)=C1	2285.2	Standard non polar	33892256
Imazamethabenz,1TBDMS,isomer #1	CC1=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C(C2=NC(=O)C(C)(C(C)C)N2)=C1	2581.5	Semi standard non polar	33892256
Imazamethabenz,1TBDMS,isomer #2	CC1=CC=C(C(=O)O)C(C2=NC(=O)C(C)(C(C)C)N2[Si](C)(C)C(C)(C)C)=C1	2511.8	Semi standard non polar	33892256
Imazamethabenz,2TBDMS,isomer #1	CC1=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C(C2=NC(=O)C(C)(C(C)C)N2[Si](C)(C)C(C)(C)C)=C1	2659.8	Semi standard non polar	33892256
Imazamethabenz,2TBDMS,isomer #1	CC1=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C(C2=NC(=O)C(C)(C(C)C)N2[Si](C)(C)C(C)(C)C)=C1	2726.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Imazamethabenz GC-MS (Non-derivatized) - 70eV, Positive	splash10-0536-5190000000-eb2089394c2a91e43361	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazamethabenz GC-MS (1 TMS) - 70eV, Positive	splash10-000x-9054000000-46ee32fba55ba3e36089	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imazamethabenz 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 - Imazamethabenz 10V, Positive-QTOF	splash10-004i-0090000000-1290c71d03eb18d278f5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz 20V, Positive-QTOF	splash10-00o0-0190000000-aa9e45724e7ef7500e29	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz 40V, Positive-QTOF	splash10-0159-9830000000-e5727e6f47337fc68fd1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz 10V, Negative-QTOF	splash10-00di-0090000000-c483187c16c6a9d3c739	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz 20V, Negative-QTOF	splash10-00b9-0190000000-0ac94f640000774b40d7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz 40V, Negative-QTOF	splash10-000i-3940000000-22601f21f63ebb4a8fe5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz 10V, Positive-QTOF	splash10-0a4i-0090000000-285fbff1181ee26fe355	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz 20V, Positive-QTOF	splash10-0a6r-1290000000-4cf66b5739a184555d1a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz 40V, Positive-QTOF	splash10-014u-5950000000-1d37c37b55338353cd25	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz 10V, Negative-QTOF	splash10-00fr-0090000000-9e5f3bae2c932e764172	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz 20V, Negative-QTOF	splash10-0229-0090000000-685a1497d38a369f8ebf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imazamethabenz 40V, Negative-QTOF	splash10-0006-9630000000-b72eda6db126df9e12e4	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB013460

KNApSAcK ID

Not Available

Chemspider ID

2298855

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18772438

PDB ID

Not Available

ChEBI ID

138125

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Imazamethabenz (HMDB0034885)

MOL for HMDB0034885 (Imazamethabenz)

3D MOL for HMDB0034885 (Imazamethabenz)

3D SDF for HMDB0034885 (Imazamethabenz)

3D-SDF for HMDB0034885 (Imazamethabenz)

PDB for HMDB0034885 (Imazamethabenz)

3D PDB for HMDB0034885 (Imazamethabenz)

SMILES for HMDB0034885 (Imazamethabenz)

INCHI for HMDB0034885 (Imazamethabenz)

Structure for HMDB0034885 (Imazamethabenz)

3D Structure for HMDB0034885 (Imazamethabenz)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra