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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:58:18 UTC

Update Date

2021-09-26 23:16:56 UTC

HMDB ID

HMDB0259410

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cloxazolam, (R)-

Description

Cloxazolam, also known as sepazon, belongs to the class of organic compounds known as 1,3-oxazolobenzo-1,4-diazepines. These are aromatic heteropolycyclic compounds containing a 1,3-oxazole ring fused to the 1,-4-diazepine moiety of a 1,4-benzodiazepine ring system. Cloxazolam is a drug which is used primarily as an anti-anxiety agent. typically used short term, and may be given as a single dose of up to 100mcg/kg to reduce anxiety and tension experienced prior to surgery. . Based on a literature review very few articles have been published on Cloxazolam. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cloxazolam, (r)- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cloxazolam, (R)- 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

HMDB0259410
     RDKit          3D
Cloxazolam, (R)-
 37 40  0  0  0  0  0  0  0  0999 V2000
   -0.6751    1.4012   -3.3316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9316    1.1160   -2.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4964    2.0783   -1.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848    1.6344   -0.0057 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3161    2.5720    1.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2521    1.7196    2.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6425    0.4522    1.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2421    0.3466    0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3676   -0.3398   -0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727    0.2741   -1.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1402   -0.3213   -1.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5562   -1.5526   -1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175   -2.2058   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390   -1.5811    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0957   -2.4942    1.4236 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0291   -0.4138    0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858   -0.9454    1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327   -1.7081    1.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9568   -2.3583    3.4531 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3086   -1.9383    0.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9860   -1.4292   -0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -0.6691   -0.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6194   -0.1024   -1.8680 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    2.6063   -0.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0686    2.9376   -1.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2875    3.1281    1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5193    3.3011    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7277    1.7401    2.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9917    2.0706    3.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7624    1.2662   -1.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493    0.2004   -2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4022   -2.0576   -1.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2476   -3.2110   -0.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7635   -0.7161    2.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2225   -2.5471    0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669   -1.5933   -1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0267   -0.6601   -2.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  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 23  1  0
 23  2  1  0
  8  4  1  0
 14  9  1  0
 22 16  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 17 34  1  0
 20 35  1  0
 21 36  1  0
 23 37  1  0
M  END

1553
  Mrv0541 02231215332D          

 23 26  0  0  1  0            999 V2000
    5.1559   -1.7086    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.7747    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5520   -1.0344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2103    2.3286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1832    0.1360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0273    1.5853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4398   -0.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7484   -0.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6966    0.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3591   -1.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667    0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9751   -0.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5130    0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8523    1.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0757   -0.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3331   -1.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1524   -0.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6958    1.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -0.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614    0.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8684   -2.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6876   -1.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0456   -2.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  2 19  1  0  0  0  0
  3  7  1  0  0  0  0
  3 10  1  0  0  0  0
  4 14  2  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5 11  1  0  0  0  0
  6 13  1  0  0  0  0
  6 14  1  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  0  0  0  0
  8 10  1  0  0  0  0
  9 13  2  0  0  0  0
  9 15  1  0  0  0  0
 11 14  1  0  0  0  0
 12 16  1  0  0  0  0
 12 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 19  2  0  0  0  0
 16 21  2  0  0  0  0
 17 22  1  0  0  0  0
 18 20  2  0  0  0  0
 19 20  1  0  0  0  0
 21 23  1  0  0  0  0
 22 23  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259410

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC2=C(NC(=O)CN3CCOC23C2=CC=CC=C2Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14Cl2N2O2/c18-11-5-6-15-13(9-11)17(12-3-1-2-4-14(12)19)21(7-8-23-17)10-16(22)20-15/h1-6,9H,7-8,10H2,(H,20,22)

> <INCHI_KEY>
ZIXNZOBDFKSQTC-UHFFFAOYSA-N

> <FORMULA>
C17H14Cl2N2O2

> <MOLECULAR_WEIGHT>
349.211

> <EXACT_MASS>
348.043233116

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.6199024335989

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13-chloro-2-(2-chlorophenyl)-3-oxa-6,9-diazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),11,13-trien-8-one

> <ALOGPS_LOGP>
3.56

> <JCHEM_LOGP>
4.127929031666666

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.688302838545575

> <JCHEM_PKA_STRONGEST_BASIC>
2.5979987204237736

> <JCHEM_POLAR_SURFACE_AREA>
41.57

> <JCHEM_REFRACTIVITY>
91.04650000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cloxazolam

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259410
     RDKit          3D
Cloxazolam, (R)-
 37 40  0  0  0  0  0  0  0  0999 V2000
   -0.6751    1.4012   -3.3316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9316    1.1160   -2.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4964    2.0783   -1.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848    1.6344   -0.0057 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3161    2.5720    1.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2521    1.7196    2.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6425    0.4522    1.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2421    0.3466    0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3676   -0.3398   -0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727    0.2741   -1.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1402   -0.3213   -1.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5562   -1.5526   -1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175   -2.2058   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390   -1.5811    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0957   -2.4942    1.4236 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0291   -0.4138    0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858   -0.9454    1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327   -1.7081    1.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9568   -2.3583    3.4531 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3086   -1.9383    0.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9860   -1.4292   -0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -0.6691   -0.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6194   -0.1024   -1.8680 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    2.6063   -0.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0686    2.9376   -1.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2875    3.1281    1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5193    3.3011    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7277    1.7401    2.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9917    2.0706    3.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7624    1.2662   -1.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493    0.2004   -2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4022   -2.0576   -1.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2476   -3.2110   -0.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7635   -0.7161    2.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2225   -2.5471    0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669   -1.5933   -1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0267   -0.6601   -2.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  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 23  1  0
 23  2  1  0
  8  4  1  0
 14  9  1  0
 22 16  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 17 34  1  0
 20 35  1  0
 21 36  1  0
 23 37  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1553                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       9.624  -3.189   0.000  0.00  0.00          Cl+0
HETATM    2 Cl   UNK     0       3.080  -1.446   0.000  0.00  0.00          Cl+0
HETATM    3  O   UNK     0       8.497  -1.931   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.726   4.347   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       9.675   0.254   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       7.518   2.959   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       8.288  -0.414   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.730  -0.855   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.900   0.254   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.004  -2.203   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.018   1.755   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.420  -1.687   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.558   1.755   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.058   2.959   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.741  -0.855   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.088  -3.074   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.884  -1.572   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.032   2.252   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.205  -0.394   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.848   1.170   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.221  -4.347   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.017  -2.844   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.685  -4.232   0.000  0.00  0.00           C+0
CONECT    1   16                                                            
CONECT    2   19                                                            
CONECT    3    7   10                                                       
CONECT    4   14                                                            
CONECT    5    7    8   11                                                  
CONECT    6   13   14                                                       
CONECT    7    3    5    9   12                                             
CONECT    8    5   10                                                       
CONECT    9    7   13   15                                                  
CONECT   10    3    8                                                       
CONECT   11    5   14                                                       
CONECT   12    7   16   17                                                  
CONECT   13    6    9   18                                                  
CONECT   14    4    6   11                                                  
CONECT   15    9   19                                                       
CONECT   16    1   12   21                                                  
CONECT   17   12   22                                                       
CONECT   18   13   20                                                       
CONECT   19    2   15   20                                                  
CONECT   20   18   19                                                       
CONECT   21   16   23                                                       
CONECT   22   17   23                                                       
CONECT   23   21   22                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0259410
HETATM    1  O1  UNL     1      -0.675   1.401  -3.332  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.932   1.116  -2.146  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.496   2.078  -1.106  1.00  0.00           C  
HETATM    4  N1  UNL     1       0.185   1.634  -0.006  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.316   2.572   1.045  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.252   1.720   2.287  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.643   0.452   1.873  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.242   0.347   0.537  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.368  -0.340  -0.166  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.073   0.274  -1.215  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.140  -0.321  -1.853  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.556  -1.553  -1.479  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.918  -2.206  -0.467  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.839  -1.581   0.163  1.00  0.00           C  
HETATM   15 CL1  UNL     1       1.096  -2.494   1.424  1.00  0.00          CL  
HETATM   16  C12 UNL     1      -1.029  -0.414   0.535  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.386  -0.945   1.793  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.533  -1.708   1.891  1.00  0.00           C  
HETATM   19 CL2  UNL     1      -2.957  -2.358   3.453  1.00  0.00          CL  
HETATM   20  C15 UNL     1      -3.309  -1.938   0.773  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.986  -1.429  -0.467  1.00  0.00           C  
HETATM   22  C17 UNL     1      -1.839  -0.669  -0.549  1.00  0.00           C  
HETATM   23  N2  UNL     1      -1.619  -0.102  -1.868  1.00  0.00           N  
HETATM   24  H1  UNL     1      -1.449   2.606  -0.755  1.00  0.00           H  
HETATM   25  H2  UNL     1       0.069   2.938  -1.567  1.00  0.00           H  
HETATM   26  H3  UNL     1       1.288   3.128   1.046  1.00  0.00           H  
HETATM   27  H4  UNL     1      -0.519   3.301   1.089  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.728   1.740   2.785  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.992   2.071   3.059  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.762   1.266  -1.503  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.649   0.200  -2.660  1.00  0.00           H  
HETATM   32  H9  UNL     1       4.402  -2.058  -1.964  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.248  -3.211  -0.152  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.764  -0.716   2.646  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.223  -2.547   0.850  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.567  -1.593  -1.344  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.027  -0.660  -2.649  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   23
CONECT    3    4   24   25
CONECT    4    5    8
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8
CONECT    8    9   16
CONECT    9   10   10   14
CONECT   10   11   30
CONECT   11   12   12   31
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15
CONECT   16   17   17   22
CONECT   17   18   34
CONECT   18   19   20   20
CONECT   20   21   35
CONECT   21   22   22   36
CONECT   22   23
CONECT   23   37
END

HMDB0259410
     RDKit          3D
Cloxazolam, (R)-
 37 40  0  0  0  0  0  0  0  0999 V2000
   -0.6751    1.4012   -3.3316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9316    1.1160   -2.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4964    2.0783   -1.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848    1.6344   -0.0057 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3161    2.5720    1.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2521    1.7196    2.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6425    0.4522    1.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2421    0.3466    0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3676   -0.3398   -0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727    0.2741   -1.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1402   -0.3213   -1.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5562   -1.5526   -1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175   -2.2058   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390   -1.5811    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0957   -2.4942    1.4236 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0291   -0.4138    0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858   -0.9454    1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327   -1.7081    1.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9568   -2.3583    3.4531 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3086   -1.9383    0.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9860   -1.4292   -0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -0.6691   -0.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6194   -0.1024   -1.8680 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    2.6063   -0.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0686    2.9376   -1.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2875    3.1281    1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5193    3.3011    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7277    1.7401    2.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9917    2.0706    3.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7624    1.2662   -1.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493    0.2004   -2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4022   -2.0576   -1.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2476   -3.2110   -0.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7635   -0.7161    2.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2225   -2.5471    0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669   -1.5933   -1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0267   -0.6601   -2.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  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 23  1  0
 23  2  1  0
  8  4  1  0
 14  9  1  0
 22 16  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 17 34  1  0
 20 35  1  0
 21 36  1  0
 23 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Sepazon	Kegg
Olcadil	MeSH
10-chloro-11b-(2-Chlorophenyl)-2,3,5,6,7,11b-hexahydrobenzo(6,7)-1,4-diazepino(5,4-b)oxazol-6-one	MeSH
10-chloro-11b-(2-Chlorophenyl)-2,3,7,11b(5H)-tetrahydro-oxazolo(3,2-D)(1,4)benzodiazepine-6-one	MeSH
Former cas registry number OF cloxazolam	MeSH

Chemical Formula

C₁₇H₁₄Cl₂N₂O₂

Average Molecular Weight

349.211

Monoisotopic Molecular Weight

348.043233116

IUPAC Name

13-chloro-2-(2-chlorophenyl)-3-oxa-6,9-diazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),11,13-trien-8-one

Traditional Name

cloxazolam

CAS Registry Number

Not Available

SMILES

ClC1=CC2=C(NC(=O)CN3CCOC23C2=CC=CC=C2Cl)C=C1

InChI Identifier

InChI=1S/C17H14Cl2N2O2/c18-11-5-6-15-13(9-11)17(12-3-1-2-4-14(12)19)21(7-8-23-17)10-16(22)20-15/h1-6,9H,7-8,10H2,(H,20,22)

InChI Key

ZIXNZOBDFKSQTC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,3-oxazolobenzo-1,4-diazepines. These are aromatic heteropolycyclic compounds containing a 1,3-oxazole ring fused to the 1,-4-diazepine moiety of a 1,4-benzodiazepine ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

1,4-benzodiazepines

Direct Parent

1,3-oxazolobenzo-1,4-diazepines

Alternative Parents

Substituents

1,3-oxazolobenzo-1,4-diazepine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Cyclic carboximidic acid
Oxazolidine
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Azacycle
Oxacycle
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

oxazolobenzodiazepine (CHEBI:31426 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.56	ALOGPS
logP	4.13	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	12.69	ChemAxon
pKa (Strongest Basic)	2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.57 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	91.05 m³·mol⁻¹	ChemAxon
Polarizability	33.62 Å³	ChemAxon
Number of Rings	4	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-2H]-	206.059	30932474
DeepCCS	[M+Na]+	181.29	30932474
AllCCS	[M+H]+	175.9	32859911
AllCCS	[M+H-H2O]+	172.7	32859911
AllCCS	[M+NH4]+	178.9	32859911
AllCCS	[M+Na]+	179.8	32859911
AllCCS	[M-H]-	176.5	32859911
AllCCS	[M+Na-2H]-	175.7	32859911
AllCCS	[M+HCOO]-	175.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cloxazolam, (R)-	ClC1=CC2=C(NC(=O)CN3CCOC23C2=CC=CC=C2Cl)C=C1	4183.4	Standard polar	33892256
Cloxazolam, (R)-	ClC1=CC2=C(NC(=O)CN3CCOC23C2=CC=CC=C2Cl)C=C1	2508.9	Standard non polar	33892256
Cloxazolam, (R)-	ClC1=CC2=C(NC(=O)CN3CCOC23C2=CC=CC=C2Cl)C=C1	2818.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cloxazolam, (R)-,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CN2CCOC2(C2=CC=CC=C2Cl)C2=CC(Cl)=CC=C21	2714.0	Semi standard non polar	33892256
Cloxazolam, (R)-,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CN2CCOC2(C2=CC=CC=C2Cl)C2=CC(Cl)=CC=C21	2626.5	Standard non polar	33892256
Cloxazolam, (R)-,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CN2CCOC2(C2=CC=CC=C2Cl)C2=CC(Cl)=CC=C21	3455.8	Standard polar	33892256
Cloxazolam, (R)-,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CN2CCOC2(C2=CC=CC=C2Cl)C2=CC(Cl)=CC=C21	3002.8	Semi standard non polar	33892256
Cloxazolam, (R)-,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CN2CCOC2(C2=CC=CC=C2Cl)C2=CC(Cl)=CC=C21	2867.4	Standard non polar	33892256
Cloxazolam, (R)-,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CN2CCOC2(C2=CC=CC=C2Cl)C2=CC(Cl)=CC=C21	3526.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cloxazolam, (R)- GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4u-5691000000-8bb3e7cf2ded84037340	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cloxazolam, (R)- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0bt9-1493000000-ab9e03b63d47a52579ab	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cloxazolam, (R)- 10V, Positive-QTOF	splash10-0002-0009000000-ca402478d99c37c19b25	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cloxazolam, (R)- 20V, Positive-QTOF	splash10-0002-0019000000-9a3935cb9c7797213c9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cloxazolam, (R)- 40V, Positive-QTOF	splash10-0udl-1961000000-e20556ccb3c2898cfe7b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cloxazolam, (R)- 10V, Negative-QTOF	splash10-0002-0009000000-2b25bbd53c59b8f11315	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cloxazolam, (R)- 20V, Negative-QTOF	splash10-0002-0009000000-e76b768dbe8c36250ee1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cloxazolam, (R)- 40V, Negative-QTOF	splash10-0f6x-8798000000-c105d9d5ffe1a2275eb5	2016-08-03	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

DB01553

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2714

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cloxazolam

METLIN ID

Not Available

PubChem Compound

Not Available

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 Cloxazolam, (R)- (HMDB0259410)

MOL for HMDB0259410 (Cloxazolam, (R)-)

3D MOL for HMDB0259410 (Cloxazolam, (R)-)

3D SDF for HMDB0259410 (Cloxazolam, (R)-)

3D-SDF for HMDB0259410 (Cloxazolam, (R)-)

PDB for HMDB0259410 (Cloxazolam, (R)-)

3D PDB for HMDB0259410 (Cloxazolam, (R)-)

SMILES for HMDB0259410 (Cloxazolam, (R)-)

INCHI for HMDB0259410 (Cloxazolam, (R)-)

Structure for HMDB0259410 (Cloxazolam, (R)-)

3D Structure for HMDB0259410 (Cloxazolam, (R)-)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra