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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:48 UTC

HMDB ID

HMDB0014939

Secondary Accession Numbers

HMDB14939

Metabolite Identification

Common Name

Halazepam

Description

Halazepam, also known as paxipam, belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine. Halazepam was used for the treatment of anxiety. Gastrointestinal side effects have also been reported including dry mouth and nausea.Pharmacokinetics and pharmacodynamics were listed in Current Psychotherapeutic Drugs published in June 15, 1998 as follows:Halazepam is classified as a schedule 4 controlled substance with a corresponding code 2762 by the Drug Enforcement Administration (DEA). Adverse effects include drowsiness, confusion, dizziness, and sedation. Halazepam is a drug which is used to relieve anxiety, nervousness, and tension associated with anxiety disorders. It was marketed as an anti-anxiety agent in 1981. Halazepam is a moderately basic compound (based on its pKa). Halazepam is a potentially toxic compound. Halazepam is a benzodiazepine derivative that was marketed under the brand names Paxipam in the United States, Alapryl in Spain, and Pacinone in Portugal. However, Halazepam is not commercially available in the United States because it was withdrawn by its manufacturer for poor sales. Halazepam was invented by Schlesinger Walter in the U.S.

Structure

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

HMDB0014939
     RDKit          3D
Halazepam
 36 38  0  0  0  0  0  0  0  0999 V2000
    2.9878   -2.3466    1.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0341   -1.5254    1.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -1.9296    1.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243   -1.6443    1.1710 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863   -0.5560    0.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528   -0.5888   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8709   -1.7214    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0436   -1.9188   -0.6072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4850   -0.9884   -1.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6967    0.1188   -1.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5166    0.3230   -1.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0192    0.6720    0.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8164    1.7695    0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2635    3.0192    0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2986    4.4154    0.8399 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1127    3.1628    0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533    2.0756    0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3778    0.8366    0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -0.2533    0.5557 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5086   -0.0497   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3499   -0.4623   -1.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3752    0.2831   -2.2403 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1073   -1.8178   -1.7077 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5298   -0.2347   -2.3203 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7250   -1.3881    2.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243   -3.0273    2.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5117   -2.4521    0.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6269   -2.8290   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4163   -1.1353   -2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0707    0.8520   -2.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9623    1.2000   -1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995    1.6386    0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5871    4.1266    0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0206    2.1519    0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8306    0.9718   -0.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3309   -0.7477    0.1777 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 19  2  1  0
 11  6  1  0
 18 12  1  0
  3 25  1  0
  3 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 16 33  1  0
 17 34  1  0
 20 35  1  0
 20 36  1  0
M  END

801
  Mrv0541 02231215012D          

 24 26  0  0  0  0            999 V2000
    4.0267   -2.3989    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    2.2807    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936    1.0712    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.2371    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2399    2.3989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6638    0.9312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5176    0.9312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8475    0.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5907   -0.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8595    1.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3340    0.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1782    1.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0032    1.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1301   -0.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6682   -1.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9790   -0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2548    1.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1876   -1.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619   -1.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7470   -0.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8561   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3920   -0.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5011   -1.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2691   -1.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 17  1  0  0  0  0
  3 17  1  0  0  0  0
  4 17  1  0  0  0  0
  5 12  2  0  0  0  0
  6  8  1  0  0  0  0
  6 10  1  0  0  0  0
  6 12  1  0  0  0  0
  7 11  2  0  0  0  0
  7 13  1  0  0  0  0
  8  9  2  0  0  0  0
  8 14  1  0  0  0  0
  9 11  1  0  0  0  0
  9 15  1  0  0  0  0
 10 17  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 14 18  2  0  0  0  0
 15 19  2  0  0  0  0
 16 20  2  0  0  0  0
 16 21  1  0  0  0  0
 18 19  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  2  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014939

> <DATABASE_NAME>
hmdb

> <SMILES>
FC(F)(F)CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H12ClF3N2O/c18-12-6-7-14-13(8-12)16(11-4-2-1-3-5-11)22-9-15(24)23(14)10-17(19,20)21/h1-8H,9-10H2

> <INCHI_KEY>
WYCLKVQLVUQKNZ-UHFFFAOYSA-N

> <FORMULA>
C17H12ClF3N2O

> <MOLECULAR_WEIGHT>
352.738

> <EXACT_MASS>
352.059025338

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.824300722372104

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
4.0311828043333335

> <ALOGPS_LOGS>
-5.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.878327984730664

> <JCHEM_PKA_STRONGEST_BASIC>
2.3251494399058754

> <JCHEM_POLAR_SURFACE_AREA>
32.67

> <JCHEM_REFRACTIVITY>
85.26200000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
halazepam

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014939
     RDKit          3D
Halazepam
 36 38  0  0  0  0  0  0  0  0999 V2000
    2.9878   -2.3466    1.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0341   -1.5254    1.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -1.9296    1.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243   -1.6443    1.1710 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863   -0.5560    0.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528   -0.5888   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8709   -1.7214    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0436   -1.9188   -0.6072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4850   -0.9884   -1.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6967    0.1188   -1.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5166    0.3230   -1.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0192    0.6720    0.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8164    1.7695    0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2635    3.0192    0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2986    4.4154    0.8399 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1127    3.1628    0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533    2.0756    0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3778    0.8366    0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -0.2533    0.5557 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5086   -0.0497   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3499   -0.4623   -1.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3752    0.2831   -2.2403 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1073   -1.8178   -1.7077 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5298   -0.2347   -2.3203 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7250   -1.3881    2.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243   -3.0273    2.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5117   -2.4521    0.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6269   -2.8290   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4163   -1.1353   -2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0707    0.8520   -2.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9623    1.2000   -1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995    1.6386    0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5871    4.1266    0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0206    2.1519    0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8306    0.9718   -0.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3309   -0.7477    0.1777 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 19  2  1  0
 11  6  1  0
 18 12  1  0
  3 25  1  0
  3 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 16 33  1  0
 17 34  1  0
 20 35  1  0
 20 36  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 801                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       7.517  -4.478   0.000  0.00  0.00          Cl+0
HETATM    2  F   UNK     0       5.256   4.257   0.000  0.00  0.00           F+0
HETATM    3  F   UNK     0       3.161   2.000   0.000  0.00  0.00           F+0
HETATM    4  F   UNK     0       3.080   4.176   0.000  0.00  0.00           F+0
HETATM    5  O   UNK     0       7.914   4.478   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       6.839   1.738   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      10.300   1.738   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       7.182   0.237   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.569  -0.431   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.338   2.081   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.957   0.237   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.799   2.942   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.339   2.942   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.843  -0.646   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.714  -2.029   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.161  -0.723   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.209   3.128   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.950  -2.247   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.396  -2.943   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.594  -0.161   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.931  -2.246   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.798  -1.121   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.135  -3.206   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.569  -2.644   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2   17                                                            
CONECT    3   17                                                            
CONECT    4   17                                                            
CONECT    5   12                                                            
CONECT    6    8   10   12                                                  
CONECT    7   11   13                                                       
CONECT    8    6    9   14                                                  
CONECT    9    8   11   15                                                  
CONECT   10    6   17                                                       
CONECT   11    7    9   16                                                  
CONECT   12    5    6   13                                                  
CONECT   13    7   12                                                       
CONECT   14    8   18                                                       
CONECT   15    9   19                                                       
CONECT   16   11   20   21                                                  
CONECT   17    2    3    4   10                                             
CONECT   18   14   19                                                       
CONECT   19    1   15   18                                                  
CONECT   20   16   22                                                       
CONECT   21   16   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21   24                                                       
CONECT   24   22   23                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0014939
HETATM    1  O1  UNL     1       2.988  -2.347   1.095  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.034  -1.525   1.201  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.804  -1.930   1.939  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.424  -1.644   1.171  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.786  -0.556   0.561  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.053  -0.589  -0.113  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.871  -1.721   0.064  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.044  -1.919  -0.607  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.485  -0.988  -1.512  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.697   0.119  -1.695  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.517   0.323  -1.025  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.019   0.672   0.616  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.816   1.769   0.700  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.263   3.019   0.742  1.00  0.00           C  
HETATM   15 CL1  UNL     1      -1.299   4.415   0.840  1.00  0.00          CL  
HETATM   16  C13 UNL     1       1.113   3.163   0.702  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.953   2.076   0.621  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.378   0.837   0.579  1.00  0.00           C  
HETATM   19  N2  UNL     1       2.302  -0.253   0.556  1.00  0.00           N  
HETATM   20  C16 UNL     1       3.509  -0.050  -0.144  1.00  0.00           C  
HETATM   21  C17 UNL     1       3.350  -0.462  -1.641  1.00  0.00           C  
HETATM   22  F1  UNL     1       2.375   0.283  -2.240  1.00  0.00           F  
HETATM   23  F2  UNL     1       3.107  -1.818  -1.708  1.00  0.00           F  
HETATM   24  F3  UNL     1       4.530  -0.235  -2.320  1.00  0.00           F  
HETATM   25  H1  UNL     1       0.725  -1.388   2.888  1.00  0.00           H  
HETATM   26  H2  UNL     1       0.824  -3.027   2.056  1.00  0.00           H  
HETATM   27  H3  UNL     1      -2.512  -2.452   0.785  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.627  -2.829  -0.414  1.00  0.00           H  
HETATM   29  H5  UNL     1      -5.416  -1.135  -2.050  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.071   0.852  -2.426  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.962   1.200  -1.295  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.900   1.639   0.789  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.587   4.127   0.731  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.021   2.152   0.606  1.00  0.00           H  
HETATM   35  H11 UNL     1       3.831   0.972  -0.227  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.331  -0.748   0.178  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
CONECT    3    4   25   26
CONECT    4    5    5
CONECT    5    6   12
CONECT    6    7    7   11
CONECT    7    8   27
CONECT    8    9    9   28
CONECT    9   10   29
CONECT   10   11   11   30
CONECT   11   31
CONECT   12   13   13   18
CONECT   13   14   32
CONECT   14   15   16   16
CONECT   16   17   33
CONECT   17   18   18   34
CONECT   18   19
CONECT   19   20
CONECT   20   21   35   36
CONECT   21   22   23   24
END

HMDB0014939
     RDKit          3D
Halazepam
 36 38  0  0  0  0  0  0  0  0999 V2000
    2.9878   -2.3466    1.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0341   -1.5254    1.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -1.9296    1.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243   -1.6443    1.1710 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863   -0.5560    0.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528   -0.5888   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8709   -1.7214    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0436   -1.9188   -0.6072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4850   -0.9884   -1.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6967    0.1188   -1.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5166    0.3230   -1.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0192    0.6720    0.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8164    1.7695    0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2635    3.0192    0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2986    4.4154    0.8399 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1127    3.1628    0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533    2.0756    0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3778    0.8366    0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -0.2533    0.5557 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5086   -0.0497   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3499   -0.4623   -1.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3752    0.2831   -2.2403 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1073   -1.8178   -1.7077 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5298   -0.2347   -2.3203 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7250   -1.3881    2.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8243   -3.0273    2.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5117   -2.4521    0.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6269   -2.8290   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4163   -1.1353   -2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0707    0.8520   -2.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9623    1.2000   -1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995    1.6386    0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5871    4.1266    0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0206    2.1519    0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8306    0.9718   -0.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3309   -0.7477    0.1777 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 19  2  1  0
 11  6  1  0
 18 12  1  0
  3 25  1  0
  3 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 16 33  1  0
 17 34  1  0
 20 35  1  0
 20 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Paxipam	Kegg

Chemical Formula

C₁₇H₁₂ClF₃N₂O

Average Molecular Weight

352.738

Monoisotopic Molecular Weight

352.059025338

IUPAC Name

7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one

Traditional Name

halazepam

CAS Registry Number

23092-17-3

SMILES

FC(F)(F)CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H12ClF3N2O/c18-12-6-7-14-13(8-12)16(11-4-2-1-3-5-11)22-9-15(24)23(14)10-17(19,20)21/h1-8H,9-10H2

InChI Key

WYCLKVQLVUQKNZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

1,4-benzodiazepines

Direct Parent

1,4-benzodiazepines

Alternative Parents

Substituents

1,4-benzodiazepine
Alpha-amino acid or derivatives
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Ketimine
Lactam
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Alkyl fluoride
Organochloride
Organohalogen compound
Organofluoride
Organonitrogen compound
Imine
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alkyl halide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014939)

Source

Exogenous

Exogenous (HMDB: HMDB0014939)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0017 g/L	Not Available
LogP	4.3	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	170.9	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	3.52	ALOGPS
logP	4.03	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	18.88	ChemAxon
pKa (Strongest Basic)	2.33	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	3	ChemAxon
Refractivity	85.26 m³·mol⁻¹	ChemAxon
Polarizability	31.82 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
DeepCCS	[M+H]+	178.016	30932474
DeepCCS	[M-H]-	175.658	30932474
DeepCCS	[M-2H]-	209.855	30932474
DeepCCS	[M+Na]+	185.082	30932474
AllCCS	[M+H]+	176.0	32859911
AllCCS	[M+H-H2O]+	172.8	32859911
AllCCS	[M+NH4]+	179.0	32859911
AllCCS	[M+Na]+	179.8	32859911
AllCCS	[M-H]-	172.6	32859911
AllCCS	[M+Na-2H]-	171.7	32859911
AllCCS	[M+HCOO]-	170.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Halazepam	FC(F)(F)CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1	3242.7	Standard polar	33892256
Halazepam	FC(F)(F)CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1	2328.4	Standard non polar	33892256
Halazepam	FC(F)(F)CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1	2321.7	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 - Halazepam GC-MS (Non-derivatized) - 70eV, Positive	splash10-05rr-3195000000-ee23c72fc85d145762ea	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Halazepam GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0fmi-3539000000-76854e3f82279b906a7f	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 - Halazepam 10V, Positive-QTOF	splash10-0udi-0009000000-3613dceb7b1256e06244	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halazepam 20V, Positive-QTOF	splash10-0ue9-0069000000-8dabf1a4514ba621b833	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halazepam 40V, Positive-QTOF	splash10-000f-9370000000-a894bef7dd81fc02637e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halazepam 10V, Negative-QTOF	splash10-0udi-0009000000-5ba7cf7ccc8558500e2e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halazepam 20V, Negative-QTOF	splash10-0udi-1029000000-6f8810f1bd36737fb1e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halazepam 40V, Negative-QTOF	splash10-0pir-9275000000-089a2ee2c344b5970d64	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halazepam 10V, Positive-QTOF	splash10-0udi-0009000000-0396a703d7308a53d437	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halazepam 20V, Positive-QTOF	splash10-0udi-0009000000-47e0e15dbee408226062	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halazepam 40V, Positive-QTOF	splash10-016u-2291000000-ffb22ade26715179fd8a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halazepam 10V, Negative-QTOF	splash10-0udi-0009000000-54e12ef7918a315b480d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halazepam 20V, Negative-QTOF	splash10-0udi-0019000000-a630743e54db0681b32f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halazepam 40V, Negative-QTOF	splash10-0wn9-2094000000-06e2671a6cb9c9eec9c9	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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	Taking drug identified by DrugBank entry DB00801	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00801	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00801

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29343

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Halazepam

METLIN ID

Not Available

PubChem Compound

31640

PDB ID

Not Available

ChEBI ID

195970

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

Fann WE, Pitts WM, Wheless JC: Pharmacology, efficacy, and adverse effects of halazepam, a new benzodiazepine. Pharmacotherapy. 1982 Mar-Apr;2(2):72-9. [PubMed:6152591 ]

Only showing the first 10 proteins. There are 16 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Gamma-aminobutyric acid receptor subunit gamma-2

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRG2
Uniprot ID:: P18507
Molecular weight:: 54161.8

References

Enzyme Details

2. Gamma-aminobutyric acid receptor subunit alpha-1

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA1
Uniprot ID:: P14867
Molecular weight:: 51801.4

References

Enzyme Details

3. Gamma-aminobutyric acid receptor subunit alpha-2

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA2
Uniprot ID:: P47869
Molecular weight:: 51325.9

References

Enzyme Details

4. Gamma-aminobutyric acid receptor subunit alpha-3

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA3
Uniprot ID:: P34903
Molecular weight:: 55164.1

References

Enzyme Details

5. Gamma-aminobutyric acid receptor subunit alpha-5

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA5
Uniprot ID:: P31644
Molecular weight:: 52145.6

References

Enzyme Details

6. Gamma-aminobutyric acid receptor subunit beta-1

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRB1
Uniprot ID:: P18505
Molecular weight:: 54234.1

References

Enzyme Details

7. Gamma-aminobutyric acid receptor subunit beta-2

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRB2
Uniprot ID:: P47870
Molecular weight:: 59149.9

References

Enzyme Details

8. Gamma-aminobutyric acid receptor subunit beta-3

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRB3
Uniprot ID:: P28472
Molecular weight:: 54115.0

References

Enzyme Details

9. Gamma-aminobutyric acid receptor subunit delta

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRD
Uniprot ID:: O14764
Molecular weight:: 50707.8

References

Enzyme Details

10. Gamma-aminobutyric acid receptor subunit epsilon

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRE
Uniprot ID:: P78334
Molecular weight:: 57971.2

References

Only showing the first 10 proteins. There are 16 proteins in total.

Show all enzymes and transporters

Showing metabocard for Halazepam (HMDB0014939)

MOL for HMDB0014939 (Halazepam)

3D MOL for HMDB0014939 (Halazepam)

3D SDF for HMDB0014939 (Halazepam)

3D-SDF for HMDB0014939 (Halazepam)

PDB for HMDB0014939 (Halazepam)

3D PDB for HMDB0014939 (Halazepam)

SMILES for HMDB0014939 (Halazepam)

INCHI for HMDB0014939 (Halazepam)

Structure for HMDB0014939 (Halazepam)

3D Structure for HMDB0014939 (Halazepam)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

References

References