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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 18:58:28 UTC

Update Date

2019-07-23 07:15:03 UTC

HMDB ID

HMDB0060771

Secondary Accession Numbers

HMDB60771

Metabolite Identification

Common Name

4'-Hydroxyclobazam

Description

4'-Hydroxyclobazam belongs to the class of organic compounds known as benzodiazepines. These are organic compounds containing a benzene ring fused to either isomers of diazepine(unsaturated seven-member heterocycle with two nitrogen atoms replacing two carbon atoms). 4'-Hydroxyclobazam is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0060771
     RDKit          3D
4'-Hydroxyclobazam
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.8617   -0.1068    1.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7397   -0.5559    0.6344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5597   -1.9458    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4262   -2.6499    1.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5556   -2.7321   -0.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2032   -2.1446   -0.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7249   -2.9730   -0.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2280   -0.7941   -0.2646 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6054   -0.4893   -0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4576   -0.8784   -1.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001   -0.5858   -1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3119    0.1188   -0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6762    0.4006    0.0261 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4339    0.5026    0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0981    0.2014    0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5839    0.4121   -0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842    1.5256   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697    2.7349   -0.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143    4.1202   -1.4149 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8965    2.8214   -0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5873    1.7120    0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177    0.5069    0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7610    0.1187    0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1502   -0.9643    2.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5567    0.6963    2.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8815   -2.7120   -1.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5390   -3.7794    0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1490   -1.4380   -2.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5081   -0.8819   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9531    1.2816   -0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8481    1.0534    1.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4932    0.5511    1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124    1.3659   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4081    3.7734   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6007    1.7344    0.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  8 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
 15  9  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 20 34  1  0
 21 35  1  0
M  END


  Mrv0541 07041311582D          

 22 24  0  0  0  0            999 V2000
    3.4479    2.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596   -0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0527   -1.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4760   -1.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8691   -2.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    1.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7938    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -0.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0808   -2.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358    1.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358    0.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431    0.2691    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    2.0210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    0.1673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8972   -3.0500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9502    2.4825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9502   -0.2942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  2  2  0  0  0  0
 10  2  1  0  0  0  0
 10  8  2  0  0  0  0
 11  3  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  2  0  0  0  0
 15  9  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18  1  1  0  0  0  0
 18 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19 11  1  0  0  0  0
 19 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20 12  1  0  0  0  0
 21 15  2  0  0  0  0
 22 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060771

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=C(C=C(Cl)C=C2)N(C2=CC=C(O)C=C2)C(=O)CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H13ClN2O3/c1-18-13-7-2-10(17)8-14(13)19(16(22)9-15(18)21)11-3-5-12(20)6-4-11/h2-8,20H,9H2,1H3

> <INCHI_KEY>
NKSXJAYACJZMBM-UHFFFAOYSA-N

> <FORMULA>
C16H13ClN2O3

> <MOLECULAR_WEIGHT>
316.739

> <EXACT_MASS>
316.061469999

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.058150340930098

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-chloro-5-(4-hydroxyphenyl)-1-methyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-2,4-dione

> <ALOGPS_LOGP>
2.12

> <JCHEM_LOGP>
2.250810651666667

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.384846814306526

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.84264166959746

> <JCHEM_PKA_STRONGEST_BASIC>
-5.955467010365308

> <JCHEM_POLAR_SURFACE_AREA>
60.85

> <JCHEM_REFRACTIVITY>
82.2795

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-chloro-5-(4-hydroxyphenyl)-1-methyl-3H-1,5-benzodiazepine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060771
     RDKit          3D
4'-Hydroxyclobazam
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.8617   -0.1068    1.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7397   -0.5559    0.6344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5597   -1.9458    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4262   -2.6499    1.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5556   -2.7321   -0.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2032   -2.1446   -0.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7249   -2.9730   -0.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2280   -0.7941   -0.2646 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6054   -0.4893   -0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4576   -0.8784   -1.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001   -0.5858   -1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3119    0.1188   -0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6762    0.4006    0.0261 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4339    0.5026    0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0981    0.2014    0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5839    0.4121   -0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842    1.5256   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697    2.7349   -0.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143    4.1202   -1.4149 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8965    2.8214   -0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5873    1.7120    0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177    0.5069    0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7610    0.1187    0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1502   -0.9643    2.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5567    0.6963    2.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8815   -2.7120   -1.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5390   -3.7794    0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1490   -1.4380   -2.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5081   -0.8819   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9531    1.2816   -0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8481    1.0534    1.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4932    0.5511    1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124    1.3659   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4081    3.7734   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6007    1.7344    0.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  8 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
 15  9  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 20 34  1  0
 21 35  1  0
M  END

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  C   UNK     0       6.436   5.274   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.907   2.812   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.965  -1.643   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.565  -2.237   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.622  -3.144   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.222  -3.738   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.241   3.582   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.241   0.502   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.948   2.042   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.907   1.272   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.436  -1.189   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.751  -4.192   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.575   2.812   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.575   1.272   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.280   3.430   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.280   0.655   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       1.574   0.502   0.000  0.00  0.00          Cl+0
HETATM   18  N   UNK     0       6.779   3.773   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       6.779   0.312   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       5.408  -5.693   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.240   4.634   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.240  -0.549   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2    7   10                                                       
CONECT    3    5   11                                                       
CONECT    4    6   11                                                       
CONECT    5    3   12                                                       
CONECT    6    4   12                                                       
CONECT    7    2   13                                                       
CONECT    8   10   14                                                       
CONECT    9   15   16                                                       
CONECT   10    2    8   17                                                  
CONECT   11    3    4   19                                                  
CONECT   12    5    6   20                                                  
CONECT   13    7   14   18                                                  
CONECT   14    8   13   19                                                  
CONECT   15    9   18   21                                                  
CONECT   16    9   19   22                                                  
CONECT   17   10                                                            
CONECT   18    1   13   15                                                  
CONECT   19   11   14   16                                                  
CONECT   20   12                                                            
CONECT   21   15                                                            
CONECT   22   16                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0060771
HETATM    1  C1  UNL     1      -3.862  -0.107   1.435  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.740  -0.556   0.634  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.560  -1.946   0.431  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.426  -2.650   1.005  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.556  -2.732  -0.321  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.203  -2.145  -0.318  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.725  -2.973  -0.370  1.00  0.00           O  
HETATM    8  N2  UNL     1       0.228  -0.794  -0.265  1.00  0.00           N  
HETATM    9  C5  UNL     1       1.605  -0.489  -0.186  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.458  -0.878  -1.177  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.800  -0.586  -1.108  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.312   0.119  -0.015  1.00  0.00           C  
HETATM   13  O3  UNL     1       5.676   0.401   0.026  1.00  0.00           O  
HETATM   14  C9  UNL     1       3.434   0.503   0.974  1.00  0.00           C  
HETATM   15  C10 UNL     1       2.098   0.201   0.888  1.00  0.00           C  
HETATM   16  C11 UNL     1      -0.584   0.412  -0.278  1.00  0.00           C  
HETATM   17  C12 UNL     1       0.084   1.526  -0.747  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.570   2.735  -0.814  1.00  0.00           C  
HETATM   19 CL1  UNL     1       0.314   4.120  -1.415  1.00  0.00          CL  
HETATM   20  C14 UNL     1      -1.896   2.821  -0.407  1.00  0.00           C  
HETATM   21  C15 UNL     1      -2.587   1.712   0.068  1.00  0.00           C  
HETATM   22  C16 UNL     1      -1.918   0.507   0.129  1.00  0.00           C  
HETATM   23  H1  UNL     1      -4.761   0.119   0.855  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.150  -0.964   2.113  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.557   0.696   2.141  1.00  0.00           H  
HETATM   26  H4  UNL     1      -1.882  -2.712  -1.406  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.539  -3.779   0.054  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.149  -1.438  -2.077  1.00  0.00           H  
HETATM   29  H7  UNL     1       4.508  -0.882  -1.881  1.00  0.00           H  
HETATM   30  H8  UNL     1       5.953   1.282  -0.401  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.848   1.053   1.824  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.493   0.551   1.722  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.112   1.366  -1.042  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.408   3.773  -0.460  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.601   1.734   0.388  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   22
CONECT    3    4    4    5
CONECT    5    6   26   27
CONECT    6    7    7    8
CONECT    8    9   16
CONECT    9   10   10   15
CONECT   10   11   28
CONECT   11   12   12   29
CONECT   12   13   14
CONECT   13   30
CONECT   14   15   15   31
CONECT   15   32
CONECT   16   17   17   22
CONECT   17   18   33
CONECT   18   19   20   20
CONECT   20   21   34
CONECT   21   22   22   35
END

HMDB0060771
     RDKit          3D
4'-Hydroxyclobazam
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.8617   -0.1068    1.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7397   -0.5559    0.6344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5597   -1.9458    0.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4262   -2.6499    1.0051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5556   -2.7321   -0.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2032   -2.1446   -0.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7249   -2.9730   -0.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2280   -0.7941   -0.2646 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6054   -0.4893   -0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4576   -0.8784   -1.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001   -0.5858   -1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3119    0.1188   -0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6762    0.4006    0.0261 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4339    0.5026    0.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0981    0.2014    0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5839    0.4121   -0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842    1.5256   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697    2.7349   -0.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143    4.1202   -1.4149 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8965    2.8214   -0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5873    1.7120    0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177    0.5069    0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7610    0.1187    0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1502   -0.9643    2.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5567    0.6963    2.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8815   -2.7120   -1.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5390   -3.7794    0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1490   -1.4380   -2.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5081   -0.8819   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9531    1.2816   -0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8481    1.0534    1.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4932    0.5511    1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124    1.3659   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4081    3.7734   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6007    1.7344    0.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  8 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
 15  9  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  5 27  1  0
 10 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 20 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₃ClN₂O₃

Average Molecular Weight

316.739

Monoisotopic Molecular Weight

316.061469999

IUPAC Name

7-chloro-5-(4-hydroxyphenyl)-1-methyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-2,4-dione

Traditional Name

7-chloro-5-(4-hydroxyphenyl)-1-methyl-3H-1,5-benzodiazepine-2,4-dione

CAS Registry Number

Not Available

SMILES

CN1C2=C(C=C(Cl)C=C2)N(C2=CC=C(O)C=C2)C(=O)CC1=O

InChI Identifier

InChI=1S/C16H13ClN2O3/c1-18-13-7-2-10(17)8-14(13)19(16(22)9-15(18)21)11-3-5-12(20)6-4-11/h2-8,20H,9H2,1H3

InChI Key

NKSXJAYACJZMBM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzodiazepines. These are organic compounds containing a benzene ring fused to either isomers of diazepine(unsaturated seven-member heterocycle with two nitrogen atoms replacing two carbon atoms).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

Not Available

Direct Parent

Benzodiazepines

Alternative Parents

Substituents

Benzodiazepine
Para-diazepine
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
1,3-dicarbonyl compound
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0060771)
Liver (HMDB: HMDB0060771)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060771)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060771)

Cellular substructure

Cytoplasm (HMDB: HMDB0060771)
Membrane (HMDB: HMDB0060771)

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
Water Solubility	0.074 g/L	ALOGPS
logP	2.12	ALOGPS
logP	2.25	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.84	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.85 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	82.28 m³·mol⁻¹	ChemAxon
Polarizability	31.06 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]+	171.219	30932474
DeepCCS	[M-H]-	168.861	30932474
DeepCCS	[M-2H]-	201.747	30932474
DeepCCS	[M+Na]+	177.312	30932474
AllCCS	[M+H]+	170.4	32859911
AllCCS	[M+H-H2O]+	167.1	32859911
AllCCS	[M+NH4]+	173.5	32859911
AllCCS	[M+Na]+	174.3	32859911
AllCCS	[M-H]-	170.0	32859911
AllCCS	[M+Na-2H]-	169.3	32859911
AllCCS	[M+HCOO]-	168.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4'-Hydroxyclobazam	CN1C2=C(C=C(Cl)C=C2)N(C2=CC=C(O)C=C2)C(=O)CC1=O	4238.3	Standard polar	33892256
4'-Hydroxyclobazam	CN1C2=C(C=C(Cl)C=C2)N(C2=CC=C(O)C=C2)C(=O)CC1=O	2796.0	Standard non polar	33892256
4'-Hydroxyclobazam	CN1C2=C(C=C(Cl)C=C2)N(C2=CC=C(O)C=C2)C(=O)CC1=O	2984.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4'-Hydroxyclobazam,1TMS,isomer #1	CN1C(=O)CC(=O)N(C2=CC=C(O[Si](C)(C)C)C=C2)C2=CC(Cl)=CC=C21	2827.6	Semi standard non polar	33892256
4'-Hydroxyclobazam,1TBDMS,isomer #1	CN1C(=O)CC(=O)N(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C2=CC(Cl)=CC=C21	3050.5	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 - 4'-Hydroxyclobazam GC-MS (Non-derivatized) - 70eV, Positive	splash10-007a-0290000000-b6e73bb5e664436c6430	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4'-Hydroxyclobazam GC-MS (1 TMS) - 70eV, Positive	splash10-00ea-1219000000-70239613e55e9a6bccae	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4'-Hydroxyclobazam 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 - 4'-Hydroxyclobazam 10V, Positive-QTOF	splash10-014i-0019000000-6fc90bb54afa574a75a2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyclobazam 20V, Positive-QTOF	splash10-014i-1298000000-e9eb3bc3cd6fccf32bb6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyclobazam 40V, Positive-QTOF	splash10-0006-8940000000-66840dd9ea685bc63d6c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyclobazam 10V, Negative-QTOF	splash10-014i-0009000000-9d9e898450cb9dc1924a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyclobazam 20V, Negative-QTOF	splash10-014i-0019000000-3b4dd9953c93736356b0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyclobazam 40V, Negative-QTOF	splash10-0abd-6900000000-a3b7f35674bd071bdf7e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyclobazam 10V, Positive-QTOF	splash10-014i-0009000000-c4723584aa756734a6f0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyclobazam 20V, Positive-QTOF	splash10-014i-0069000000-02dbab158ad66d899401	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyclobazam 40V, Positive-QTOF	splash10-0a4i-1790000000-33a890e7914fcf50941e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyclobazam 10V, Negative-QTOF	splash10-014i-0009000000-8d56f9e5ff021bc95946	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyclobazam 20V, Negative-QTOF	splash10-014i-0009000000-417e0d97867e35973b4d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4'-Hydroxyclobazam 40V, Negative-QTOF	splash10-01pa-2091000000-edb82b0d2d5898ea1693	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

14275474

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

Not Available

Showing metabocard for 4'-Hydroxyclobazam (HMDB0060771)

MOL for HMDB0060771 (4'-Hydroxyclobazam)

3D MOL for HMDB0060771 (4'-Hydroxyclobazam)

3D SDF for HMDB0060771 (4'-Hydroxyclobazam)

3D-SDF for HMDB0060771 (4'-Hydroxyclobazam)

PDB for HMDB0060771 (4'-Hydroxyclobazam)

3D PDB for HMDB0060771 (4'-Hydroxyclobazam)

SMILES for HMDB0060771 (4'-Hydroxyclobazam)

INCHI for HMDB0060771 (4'-Hydroxyclobazam)

Structure for HMDB0060771 (4'-Hydroxyclobazam)

3D Structure for HMDB0060771 (4'-Hydroxyclobazam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra