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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2018-06-07 00:54:46 UTC

Update Date

2022-03-07 03:18:15 UTC

HMDB ID

HMDB0240285

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Methaqualone

Description

Methaqualone, also known as optimil or ortonal, belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring. Methaqualone is a drug which is used for the treatment of insomnia, and as a sedative and muscle relaxant. Methaqualone exists as a solid and is considered to be practically insoluble (in water) and relatively neutral.

Structure

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

HMDB0240285
     RDKit          3D
Methaqualone
 33 35  0  0  0  0  0  0  0  0999 V2000
   -1.4166    0.3063    2.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2259    0.2113    0.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6176    0.3404    0.9944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086    0.2399   -0.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6516    0.0183   -1.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2726   -0.1059   -1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5639   -0.0098   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1474   -0.1362   -0.1972 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3820   -1.3676   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5152   -2.5413    0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7245   -1.4545   -0.0359 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5576   -0.4285   -0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9340   -0.5600   -0.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7833    0.5191   -0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588    1.7874   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    1.9094   -0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0293    0.8311   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599    0.9416   -0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1486    2.0730   -0.4656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695    1.3309    2.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0643    0.1753    3.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5601   -0.3949    2.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1231    0.5134    1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3922    0.3391   -0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224   -0.0561   -2.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7274   -0.2810   -2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0628   -2.7677   -0.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2296   -2.4177    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1135   -3.4160    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3507   -1.5488   -0.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8690    0.3993   -0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9125    2.6505   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4721    2.8994   -0.5648 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 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  2  0
 17 18  1  0
 18 19  2  0
  7  2  1  0
 18  8  1  0
 17 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
M  END


  Mrv1652306071803312D          

 19 21  0  0  0  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240285

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=CC=C1N1C(C)=NC2=CC=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H14N2O/c1-11-7-3-6-10-15(11)18-12(2)17-14-9-5-4-8-13(14)16(18)19/h3-10H,1-2H3

> <INCHI_KEY>
JEYCTXHKTXCGPB-UHFFFAOYSA-N

> <FORMULA>
C16H14N2O

> <MOLECULAR_WEIGHT>
250.2952

> <EXACT_MASS>
250.11061308

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
27.313085572850895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-3-(2-methylphenyl)-3,4-dihydroquinazolin-4-one

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
3.1684964050000004

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2210770832257203

> <JCHEM_POLAR_SURFACE_AREA>
32.67

> <JCHEM_REFRACTIVITY>
77.1054

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sonal

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0240285
     RDKit          3D
Methaqualone
 33 35  0  0  0  0  0  0  0  0999 V2000
   -1.4166    0.3063    2.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2259    0.2113    0.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6176    0.3404    0.9944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086    0.2399   -0.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6516    0.0183   -1.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2726   -0.1059   -1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5639   -0.0098   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1474   -0.1362   -0.1972 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3820   -1.3676   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5152   -2.5413    0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7245   -1.4545   -0.0359 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5576   -0.4285   -0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9340   -0.5600   -0.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7833    0.5191   -0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588    1.7874   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    1.9094   -0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0293    0.8311   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599    0.9416   -0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1486    2.0730   -0.4656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695    1.3309    2.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0643    0.1753    3.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5601   -0.3949    2.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1231    0.5134    1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3922    0.3391   -0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224   -0.0561   -2.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7274   -0.2810   -2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0628   -2.7677   -0.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2296   -2.4177    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1135   -3.4160    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3507   -1.5488   -0.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8690    0.3993   -0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9125    2.6505   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4721    2.8994   -0.5648 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 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  2  0
 17 18  1  0
 18 19  2  0
  7  2  1  0
 18  8  1  0
 17 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
M  END

HEADER    PROTEIN                                 07-JUN-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JUN-18         0                                  
HETATM    1  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9   18                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17    8   19                                                  
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0240285
HETATM    1  C1  UNL     1      -1.417   0.306   2.214  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.226   0.211   0.974  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.618   0.340   0.994  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.309   0.240  -0.208  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.652   0.018  -1.402  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.273  -0.106  -1.395  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.564  -0.010  -0.213  1.00  0.00           C  
HETATM    8  N1  UNL     1      -0.147  -0.136  -0.197  1.00  0.00           N  
HETATM    9  C8  UNL     1       0.382  -1.368  -0.047  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.515  -2.541   0.095  1.00  0.00           C  
HETATM   11  N2  UNL     1       1.724  -1.454  -0.036  1.00  0.00           N  
HETATM   12  C10 UNL     1       2.558  -0.428  -0.160  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.934  -0.560  -0.143  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.783   0.519  -0.274  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.259   1.787  -0.429  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.875   1.909  -0.444  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.029   0.831  -0.314  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.660   0.942  -0.328  1.00  0.00           C  
HETATM   19  O1  UNL     1       0.149   2.073  -0.466  1.00  0.00           O  
HETATM   20  H1  UNL     1      -0.969   1.331   2.343  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.064   0.175   3.122  1.00  0.00           H  
HETATM   22  H3  UNL     1      -0.560  -0.395   2.218  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.123   0.513   1.931  1.00  0.00           H  
HETATM   24  H5  UNL     1      -5.392   0.339  -0.202  1.00  0.00           H  
HETATM   25  H6  UNL     1      -4.222  -0.056  -2.331  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.727  -0.281  -2.320  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.063  -2.768  -0.842  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.230  -2.418   0.934  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.113  -3.416   0.339  1.00  0.00           H  
HETATM   30  H11 UNL     1       4.351  -1.549  -0.023  1.00  0.00           H  
HETATM   31  H12 UNL     1       5.869   0.399  -0.259  1.00  0.00           H  
HETATM   32  H13 UNL     1       4.912   2.651  -0.533  1.00  0.00           H  
HETATM   33  H14 UNL     1       2.472   2.899  -0.565  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    7
CONECT    3    4   23
CONECT    4    5    5   24
CONECT    5    6   25
CONECT    6    7    7   26
CONECT    7    8
CONECT    8    9   18
CONECT    9   10   11   11
CONECT   10   27   28   29
CONECT   11   12
CONECT   12   13   13   17
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16   32
CONECT   16   17   17   33
CONECT   17   18
CONECT   18   19   19
END

HMDB0240285
     RDKit          3D
Methaqualone
 33 35  0  0  0  0  0  0  0  0999 V2000
   -1.4166    0.3063    2.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2259    0.2113    0.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6176    0.3404    0.9944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086    0.2399   -0.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6516    0.0183   -1.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2726   -0.1059   -1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5639   -0.0098   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1474   -0.1362   -0.1972 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3820   -1.3676   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5152   -2.5413    0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7245   -1.4545   -0.0359 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5576   -0.4285   -0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9340   -0.5600   -0.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7833    0.5191   -0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588    1.7874   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    1.9094   -0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0293    0.8311   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599    0.9416   -0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1486    2.0730   -0.4656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695    1.3309    2.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0643    0.1753    3.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5601   -0.3949    2.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1231    0.5134    1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3922    0.3391   -0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224   -0.0561   -2.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7274   -0.2810   -2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0628   -2.7677   -0.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2296   -2.4177    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1135   -3.4160    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3507   -1.5488   -0.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8690    0.3993   -0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9125    2.6505   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4721    2.8994   -0.5648 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 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  2  0
 17 18  1  0
 18 19  2  0
  7  2  1  0
 18  8  1  0
 17 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Metacualona	ChEBI
Methaqualonum	ChEBI
Methaqualone hydrochloride	MeSH
Metolquizolone	MeSH
Hydrochloride, methaqualone	MeSH
Optimil	MeSH
Ortonal	MeSH
Quaalude	MeSH
Wallace brand OF methaqualone hydrochloride	MeSH, HMDB

Chemical Formula

C₁₆H₁₄N₂O

Average Molecular Weight

250.2952

Monoisotopic Molecular Weight

250.11061308

IUPAC Name

2-methyl-3-(2-methylphenyl)-3,4-dihydroquinazolin-4-one

Traditional Name

sonal

CAS Registry Number

Not Available

SMILES

CC1=CC=CC=C1N1C(C)=NC2=CC=CC=C2C1=O

InChI Identifier

InChI=1S/C16H14N2O/c1-11-7-3-6-10-15(11)18-12(2)17-14-9-5-4-8-13(14)16(18)19/h3-10H,1-2H3

InChI Key

JEYCTXHKTXCGPB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Substituents

Quinazoline
Pyrimidone
Toluene
Monocyclic benzene moiety
Pyrimidine
Benzenoid
Heteroaromatic compound
Lactam
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quinazolines (CHEBI:6821 )

Ontology

Not Available

Exogenous (HMDB: HMDB0240285)

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	155.0	30932474

Predicted Molecular Properties

Property	Value	Source
logP	2.54	ALOGPS
logP	3.17	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	32.67 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	77.11 m³·mol⁻¹	ChemAxon
Polarizability	27.31 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	156.281	31661259
DarkChem	[M-H]-	156.01	31661259
DeepCCS	[M+H]+	150.44	30932474
DeepCCS	[M-H]-	148.064	30932474
DeepCCS	[M-2H]-	181.079	30932474
DeepCCS	[M+Na]+	156.515	30932474
AllCCS	[M+H]+	156.5	32859911
AllCCS	[M+H-H2O]+	152.6	32859911
AllCCS	[M+NH4]+	160.1	32859911
AllCCS	[M+Na]+	161.1	32859911
AllCCS	[M-H]-	162.7	32859911
AllCCS	[M+Na-2H]-	162.0	32859911
AllCCS	[M+HCOO]-	161.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.86 minutes	32390414
Predicted by Siyang on May 30, 2022	12.6492 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.24 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1637.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	339.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	157.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	190.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	123.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	472.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	530.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	73.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1081.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	394.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1444.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	311.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	355.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	288.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	185.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	110.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methaqualone	CC1=CC=CC=C1N1C(C)=NC2=CC=CC=C2C1=O	3176.8	Standard polar	33892256
Methaqualone	CC1=CC=CC=C1N1C(C)=NC2=CC=CC=C2C1=O	2193.8	Standard non polar	33892256
Methaqualone	CC1=CC=CC=C1N1C(C)=NC2=CC=CC=C2C1=O	2146.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Methaqualone EI-B (Non-derivatized)	splash10-0f79-8490000000-13cbb7614902871f6c7d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methaqualone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methaqualone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methaqualone 35V, Positive-QTOF	splash10-0udi-0390000000-5ee4c5323c6904a0053a	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methaqualone 10V, Positive-QTOF	splash10-0udi-0090000000-84dd028e73e20d205e12	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methaqualone 20V, Positive-QTOF	splash10-0udi-0190000000-e241cb48258c40025975	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methaqualone 40V, Positive-QTOF	splash10-0l93-9640000000-8d5fe1eb473f263cec6a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methaqualone 10V, Negative-QTOF	splash10-0002-0090000000-9445b2b2fa1802832c24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methaqualone 20V, Negative-QTOF	splash10-0002-0090000000-0d4d1a068e0723c4eee3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methaqualone 40V, Negative-QTOF	splash10-014l-5920000000-e974f5d2735b2bfd8e11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methaqualone 10V, Negative-QTOF	splash10-0002-0090000000-0e52326c2723b691f84f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methaqualone 20V, Negative-QTOF	splash10-0002-0090000000-0e52326c2723b691f84f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methaqualone 40V, Negative-QTOF	splash10-014l-2920000000-01c4f3f6d682f36b0fa1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methaqualone 10V, Positive-QTOF	splash10-0udi-0090000000-cbbd39c1951c83827826	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methaqualone 20V, Positive-QTOF	splash10-0udi-0090000000-cda4f7921117abef56b9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methaqualone 40V, Positive-QTOF	splash10-014i-5910000000-1775ab3ba65963d35239	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

DB04833

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

6055

KEGG Compound ID

C07560

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Methaqualone

METLIN ID

Not Available

PubChem Compound

6292

PDB ID

Not Available

ChEBI ID

6821

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

Not Available

Showing metabocard for Methaqualone (HMDB0240285)

MOL for HMDB0240285 (Methaqualone)

3D MOL for HMDB0240285 (Methaqualone)

3D SDF for HMDB0240285 (Methaqualone)

3D-SDF for HMDB0240285 (Methaqualone)

PDB for HMDB0240285 (Methaqualone)

3D PDB for HMDB0240285 (Methaqualone)

SMILES for HMDB0240285 (Methaqualone)

INCHI for HMDB0240285 (Methaqualone)

Structure for HMDB0240285 (Methaqualone)

3D Structure for HMDB0240285 (Methaqualone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra