Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:51:47 UTC

Update Date

2022-03-07 02:57:14 UTC

HMDB ID

HMDB0041988

Secondary Accession Numbers

HMDB41988

Metabolite Identification

Common Name

Pinazepam

Description

Pinazepam, also known as domar or duna, 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. Based on a literature review very few articles have been published on Pinazepam.

Structure

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

HMDB0041988
     RDKit          3D
Pinazepam
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.3321    2.6281   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4563    1.4748    0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5853    0.0328    0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916   -0.4012    0.8090 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8614   -0.2704    2.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6928    0.2121    2.9417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5414   -0.6529    2.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5689   -0.1004    1.9907 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636   -0.1632    0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.4699    0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519    0.9523    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9674    1.6855    0.7917 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1866    1.9527   -0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3071    1.4921   -1.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792    0.7505   -1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0671   -0.8995   -0.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6708   -1.5497   -1.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0097   -2.2590   -2.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9004   -3.0792   -3.4010 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030   -2.3101   -2.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420   -1.6698   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569   -0.9692   -0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2115    3.6359   -0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0782   -0.4258   -0.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801    0.1086    1.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4683   -0.2972    3.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5204   -1.7689    2.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6953    0.7494    2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6614    2.0472    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578    2.5264   -0.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4976    1.7155   -2.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4966    0.4721   -1.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668   -1.5129   -1.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9059   -2.8644   -2.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2072   -1.7120   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 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  4  1  0
 15 10  1  0
 22 16  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  7 26  1  0
  7 27  1  0
 11 28  1  0
 12 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 09131211512D          

 22 24  0  0  0  0            999 V2000
    4.6575    3.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0527    3.3865    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
    3.8691   -2.0025    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
    4.0527   -1.1982    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
    1.5575    1.5066    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
    3.4479    2.8253    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
    3.4479   -0.6370    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
    2.9865    0.6816    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
    4.4358    1.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    0.1673    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
    4.4358    0.3508    0.0000 N   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
    4.9502    2.4825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  3  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 10  2  1  0  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  2  0  0  0  0
 15 11  1  0  0  0  0
 16  9  1  0  0  0  0
 16 15  2  0  0  0  0
 17 12  1  0  0  0  0
 18 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19 14  1  0  0  0  0
 20 12  1  0  0  0  0
 20 18  2  0  0  0  0
 21 10  1  0  0  0  0
 21 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 17  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041988

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC2=C(C=C1)N(CC#C)C(=O)CN=C2C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H13ClN2O/c1-2-10-21-16-9-8-14(19)11-15(16)18(20-12-17(21)22)13-6-4-3-5-7-13/h1,3-9,11H,10,12H2

> <INCHI_KEY>
MFZOSKPPVCIFMT-UHFFFAOYSA-N

> <FORMULA>
C18H13ClN2O

> <MOLECULAR_WEIGHT>
308.762

> <EXACT_MASS>
308.071640755

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.977535047953076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
3.304169613333334

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.885073603968158

> <JCHEM_POLAR_SURFACE_AREA>
32.67

> <JCHEM_REFRACTIVITY>
87.39209999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
domar

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041988
     RDKit          3D
Pinazepam
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.3321    2.6281   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4563    1.4748    0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5853    0.0328    0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916   -0.4012    0.8090 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8614   -0.2704    2.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6928    0.2121    2.9417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5414   -0.6529    2.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5689   -0.1004    1.9907 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636   -0.1632    0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.4699    0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519    0.9523    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9674    1.6855    0.7917 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1866    1.9527   -0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3071    1.4921   -1.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792    0.7505   -1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0671   -0.8995   -0.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6708   -1.5497   -1.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0097   -2.2590   -2.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9004   -3.0792   -3.4010 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030   -2.3101   -2.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420   -1.6698   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569   -0.9692   -0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2115    3.6359   -0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0782   -0.4258   -0.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801    0.1086    1.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4683   -0.2972    3.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5204   -1.7689    2.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6953    0.7494    2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6614    2.0472    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578    2.5264   -0.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4976    1.7155   -2.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4966    0.4721   -1.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668   -1.5129   -1.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9059   -2.8644   -2.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2072   -1.7120   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 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  4  1  0
 15 10  1  0
 22 16  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  7 26  1  0
  7 27  1  0
 11 28  1  0
 12 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                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0       8.694   7.369   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.565   6.321   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.751  -4.192   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.222  -3.738   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       7.565  -2.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.965  -1.643   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.907   2.812   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.241   3.582   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.436   5.274   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.241   0.502   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.948   2.042   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.436  -1.189   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.907   1.272   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.575   1.272   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.575   2.812   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.280   3.430   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.779   0.312   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0       1.574   0.502   0.000  0.00  0.00          Cl+0
HETATM   20  N   UNK     0       8.280   0.655   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       6.779   3.773   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       9.240   4.634   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   10                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   13                                                       
CONECT    7    5   13                                                       
CONECT    8    9   14                                                       
CONECT    9    8   16                                                       
CONECT   10    2   21                                                       
CONECT   11   14   15                                                       
CONECT   12   17   20                                                       
CONECT   13    6    7   18                                                  
CONECT   14    8   11   19                                                  
CONECT   15   11   16   18                                                  
CONECT   16    9   15   21                                                  
CONECT   17   12   21   22                                                  
CONECT   18   13   15   20                                                  
CONECT   19   14                                                            
CONECT   20   12   18                                                       
CONECT   21   10   16   17                                                  
CONECT   22   17                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0041988
HETATM    1  C1  UNL     1      -3.332   2.628  -0.296  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.456   1.475   0.031  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.585   0.033   0.432  1.00  0.00           C  
HETATM    4  N1  UNL     1      -2.292  -0.401   0.809  1.00  0.00           N  
HETATM    5  C4  UNL     1      -1.861  -0.270   2.179  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.693   0.212   2.942  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.541  -0.653   2.750  1.00  0.00           C  
HETATM    8  N2  UNL     1       0.569  -0.100   1.991  1.00  0.00           N  
HETATM    9  C6  UNL     1       0.764  -0.163   0.692  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.940   0.470   0.159  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.852   0.952   1.107  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.967   1.686   0.792  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.187   1.953  -0.538  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.307   1.492  -1.483  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.179   0.750  -1.144  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.067  -0.899  -0.237  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.671  -1.550  -1.205  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.010  -2.259  -2.165  1.00  0.00           C  
HETATM   19 CL1  UNL     1       0.900  -3.079  -3.401  1.00  0.00          CL  
HETATM   20  C16 UNL     1      -1.403  -2.310  -2.141  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.142  -1.670  -1.177  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.457  -0.969  -0.231  1.00  0.00           C  
HETATM   23  H1  UNL     1      -3.211   3.636  -0.596  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.078  -0.426  -0.412  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.280   0.109   1.323  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.468  -0.297   3.800  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.520  -1.769   2.754  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.695   0.749   2.179  1.00  0.00           H  
HETATM   29  H7  UNL     1       4.661   2.047   1.569  1.00  0.00           H  
HETATM   30  H8  UNL     1       5.058   2.526  -0.808  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.498   1.716  -2.547  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.497   0.472  -1.958  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.767  -1.513  -1.133  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.906  -2.864  -2.899  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.207  -1.712  -1.137  1.00  0.00           H  
CONECT    1    2    2    2   23
CONECT    2    3
CONECT    3    4   24   25
CONECT    4    5   22
CONECT    5    6    6    7
CONECT    7    8   26   27
CONECT    8    9    9
CONECT    9   10   16
CONECT   10   11   11   15
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14   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

HMDB0041988
     RDKit          3D
Pinazepam
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.3321    2.6281   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4563    1.4748    0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5853    0.0328    0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916   -0.4012    0.8090 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8614   -0.2704    2.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6928    0.2121    2.9417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5414   -0.6529    2.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5689   -0.1004    1.9907 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636   -0.1632    0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.4699    0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519    0.9523    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9674    1.6855    0.7917 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1866    1.9527   -0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3071    1.4921   -1.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792    0.7505   -1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0671   -0.8995   -0.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6708   -1.5497   -1.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0097   -2.2590   -2.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9004   -3.0792   -3.4010 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030   -2.3101   -2.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420   -1.6698   -1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569   -0.9692   -0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2115    3.6359   -0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0782   -0.4258   -0.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2801    0.1086    1.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4683   -0.2972    3.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5204   -1.7689    2.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6953    0.7494    2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6614    2.0472    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578    2.5264   -0.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4976    1.7155   -2.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4966    0.4721   -1.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668   -1.5129   -1.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9059   -2.8644   -2.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2072   -1.7120   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 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  4  1  0
 15 10  1  0
 22 16  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  7 26  1  0
  7 27  1  0
 11 28  1  0
 12 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

Value	Source
Domar	Kegg
7-Chloro-1-propargyl-5-phenyl-2H-1,4-benzodiazepin-2-one	HMDB
Duna	HMDB
7-Chloro-5-phenyl-1-propargyl-1,4-benzodiazepin-2- one	HMDB
Propazepam	HMDB
Tedec meiji brand OF pinazepam	HMDB

Chemical Formula

C₁₈H₁₃ClN₂O

Average Molecular Weight

308.762

Monoisotopic Molecular Weight

308.071640755

IUPAC Name

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

Traditional Name

domar

CAS Registry Number

52463-83-9

SMILES

ClC1=CC2=C(C=C1)N(CC#C)C(=O)CN=C2C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H13ClN2O/c1-2-10-21-16-9-8-14(19)11-15(16)18(20-12-17(21)22)13-6-4-3-5-7-13/h1,3-9,11H,10,12H2

InChI Key

MFZOSKPPVCIFMT-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
Acetylide
Carboxylic acid derivative
Hydrocarbon derivative
Organohalogen compound
Organic oxygen compound
Imine
Organochloride
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organopnictogen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041988)

Source

Exogenous

Exogenous (HMDB: HMDB0041988)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	141 °C	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	0.0092 g/L	ALOGPS
logP	3.39	ALOGPS
logP	3.3	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	2.89	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	2	ChemAxon
Refractivity	87.39 m³·mol⁻¹	ChemAxon
Polarizability	31.98 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]+	167.422	30932474
DeepCCS	[M-H]-	165.064	30932474
DeepCCS	[M-2H]-	198.586	30932474
DeepCCS	[M+Na]+	173.813	30932474
AllCCS	[M+H]+	169.1	32859911
AllCCS	[M+H-H2O]+	165.5	32859911
AllCCS	[M+NH4]+	172.4	32859911
AllCCS	[M+Na]+	173.3	32859911
AllCCS	[M-H]-	171.0	32859911
AllCCS	[M+Na-2H]-	170.2	32859911
AllCCS	[M+HCOO]-	169.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.86 minutes	32390414
Predicted by Siyang on May 30, 2022	15.2754 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.86 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	24.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2251.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	457.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	188.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	244.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	236.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	677.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	644.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	72.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1405.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	511.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1495.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	396.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	391.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	335.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	199.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pinazepam	ClC1=CC2=C(C=C1)N(CC#C)C(=O)CN=C2C1=CC=CC=C1	3825.2	Standard polar	33892256
Pinazepam	ClC1=CC2=C(C=C1)N(CC#C)C(=O)CN=C2C1=CC=CC=C1	2583.4	Standard non polar	33892256
Pinazepam	ClC1=CC2=C(C=C1)N(CC#C)C(=O)CN=C2C1=CC=CC=C1	2513.7	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 - Pinazepam GC-MS (Non-derivatized) - 70eV, Positive	splash10-01sr-2390000000-b224741c246756c0175d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pinazepam GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0a59-2296000000-c948231536d3e1dee7cd	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 - Pinazepam 10V, Positive-QTOF	splash10-0a4i-0009000000-3eb297a3502ccdc2de60	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinazepam 20V, Positive-QTOF	splash10-0a4i-0049000000-dc5dcf2f56e20813f80c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinazepam 40V, Positive-QTOF	splash10-03dl-8690000000-f833528472f2928d8792	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinazepam 10V, Negative-QTOF	splash10-0a4i-0009000000-460dc05944c53c34b2f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinazepam 20V, Negative-QTOF	splash10-0a4i-0029000000-5453ce494352c682c37d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinazepam 40V, Negative-QTOF	splash10-0kyi-8090000000-21ce788ebd206691d6f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinazepam 10V, Positive-QTOF	splash10-0a4i-0049000000-24999f0877b918b8a3cb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinazepam 20V, Positive-QTOF	splash10-001i-0092000000-3b61ff1804aa20cf07d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinazepam 40V, Positive-QTOF	splash10-014i-1290000000-e954d53bc86a93ff96ac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinazepam 10V, Negative-QTOF	splash10-0a4i-0009000000-c8d213d21ad2f31fc0de	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinazepam 20V, Negative-QTOF	splash10-0a4i-0019000000-29d4232459445b5f8fc9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pinazepam 40V, Negative-QTOF	splash10-0aor-0093000000-0635a04b6a6b73ec0b79	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

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

DB13335

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

36899

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pinazepam

METLIN ID

Not Available

PubChem Compound

40391

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 Pinazepam (HMDB0041988)

MOL for HMDB0041988 (Pinazepam)

3D MOL for HMDB0041988 (Pinazepam)

3D SDF for HMDB0041988 (Pinazepam)

3D-SDF for HMDB0041988 (Pinazepam)

PDB for HMDB0041988 (Pinazepam)

3D PDB for HMDB0041988 (Pinazepam)

SMILES for HMDB0041988 (Pinazepam)

INCHI for HMDB0041988 (Pinazepam)

Structure for HMDB0041988 (Pinazepam)

3D Structure for HMDB0041988 (Pinazepam)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra