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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:40:46 UTC

Update Date

2019-07-23 06:35:05 UTC

HMDB ID

HMDB0041817

Secondary Accession Numbers

HMDB41817

Metabolite Identification

Common Name

7-Aminoclonazepam

Description

7-Aminoclonazepam, also known as chloraminazepam or 7-ACLZ, 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 7-Aminoclonazepam.

Structure

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

HMDB0041817
     RDKit          3D
7-Aminoclonazepam
 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.3650    3.6175   -0.4071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6230    2.2867   -0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8014    1.8681    0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0395    0.5500    0.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0630   -0.3676    0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756    0.0607    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6407    1.3610   -0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2762   -0.7679   -0.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6225   -0.2896   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682    0.8738    0.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2766    1.3798    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2495    0.5925   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9301   -0.6049   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6452   -1.0469   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2709   -2.5885   -1.4472 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1254   -2.0122   -0.6768 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468   -2.7303   -0.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0004   -2.7495    0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4253   -4.0125    0.7497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -1.7222    1.0039 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7159    3.9648   -1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8317    4.2755    0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5544    2.6192    0.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9674    0.2859    1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2862    1.6037   -0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2531    1.5117    1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4840    2.3088    1.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2640    0.9404   -0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6970   -1.2142   -1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580   -3.7256   -1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6587   -2.1343   -1.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3791   -4.1338    1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  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  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  7  2  1  0
 14  9  1  0
 20  5  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 17 30  1  0
 17 31  1  0
 19 32  1  0
M  END


  Mrv0541 09131211402D          

 20 22  0  0  0  0            999 V2000
    2.4760   -1.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0808   -2.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596   -0.8802    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
    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
    2.2720    0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7938    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -0.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.6816    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
    2.9865    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
    4.8410   -0.9550    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8431    0.2691    0.0000 N   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  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  9  5  1  0  0  0  0
  9  7  2  0  0  0  0
 10  3  2  0  0  0  0
 11  7  1  0  0  0  0
 12  4  2  0  0  0  0
 12 10  1  0  0  0  0
 13  6  1  0  0  0  0
 13 11  2  0  0  0  0
 14  8  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17  9  1  0  0  0  0
 18  8  1  0  0  0  0
 18 15  2  0  0  0  0
 19 13  1  0  0  0  0
 19 14  2  0  0  0  0
 20 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041817

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=CC2=C(C=C1)N=C(O)CN=C2C1=CC=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C15H12ClN3O/c16-12-4-2-1-3-10(12)15-11-7-9(17)5-6-13(11)19-14(20)8-18-15/h1-7H,8,17H2,(H,19,20)

> <INCHI_KEY>
HEFRPWRJTGLSSV-UHFFFAOYSA-N

> <FORMULA>
C15H12ClN3O

> <MOLECULAR_WEIGHT>
285.728

> <EXACT_MASS>
285.066889728

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.629361545256774

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-amino-5-(2-chlorophenyl)-3H-1,4-benzodiazepin-2-ol

> <ALOGPS_LOGP>
2.40

> <JCHEM_LOGP>
0.4922511895994506

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.987240729471978

> <JCHEM_PKA_STRONGEST_BASIC>
3.032625646347309

> <JCHEM_POLAR_SURFACE_AREA>
70.97

> <JCHEM_REFRACTIVITY>
82.15150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.76e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-amino-5-(2-chlorophenyl)-3H-1,4-benzodiazepin-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041817
     RDKit          3D
7-Aminoclonazepam
 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.3650    3.6175   -0.4071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6230    2.2867   -0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8014    1.8681    0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0395    0.5500    0.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0630   -0.3676    0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756    0.0607    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6407    1.3610   -0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2762   -0.7679   -0.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6225   -0.2896   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682    0.8738    0.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2766    1.3798    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2495    0.5925   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9301   -0.6049   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6452   -1.0469   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2709   -2.5885   -1.4472 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1254   -2.0122   -0.6768 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468   -2.7303   -0.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0004   -2.7495    0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4253   -4.0125    0.7497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -1.7222    1.0039 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7159    3.9648   -1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8317    4.2755    0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5544    2.6192    0.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9674    0.2859    1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2862    1.6037   -0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2531    1.5117    1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4840    2.3088    1.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2640    0.9404   -0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6970   -1.2142   -1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580   -3.7256   -1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6587   -2.1343   -1.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3791   -4.1338    1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  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  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  7  2  1  0
 14  9  1  0
 20  5  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 17 30  1  0
 17 31  1  0
 19 32  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       4.622  -3.144   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.751  -4.192   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.965  -1.643   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.222  -3.738   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.907   2.812   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.241   3.582   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.241   0.502   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.948   2.042   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.907   1.272   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.436  -1.189   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.575   1.272   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.565  -2.237   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.575   2.812   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.280   3.430   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.779   0.312   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       9.037  -1.783   0.000  0.00  0.00          Cl+0
HETATM   17  N   UNK     0       1.574   0.502   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       8.280   0.655   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       6.779   3.773   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       9.240   4.634   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   10                                                       
CONECT    4    2   12                                                       
CONECT    5    6    9                                                       
CONECT    6    5   13                                                       
CONECT    7    9   11                                                       
CONECT    8   14   18                                                       
CONECT    9    5    7   17                                                  
CONECT   10    3   12   15                                                  
CONECT   11    7   13   15                                                  
CONECT   12    4   10   16                                                  
CONECT   13    6   11   19                                                  
CONECT   14    8   19   20                                                  
CONECT   15   10   11   18                                                  
CONECT   16   12                                                            
CONECT   17    9                                                            
CONECT   18    8   15                                                       
CONECT   19   13   14                                                       
CONECT   20   14                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0041817
HETATM    1  N1  UNL     1      -1.365   3.617  -0.407  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.623   2.287  -0.033  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.801   1.868   0.580  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.040   0.550   0.944  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.063  -0.368   0.685  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.876   0.061   0.072  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.641   1.361  -0.294  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.276  -0.768  -0.227  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.622  -0.290  -0.081  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.968   0.874   0.503  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.277   1.380   0.564  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.249   0.593  -0.029  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.930  -0.605  -0.633  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.645  -1.047  -0.664  1.00  0.00           C  
HETATM   15 CL1  UNL     1       2.271  -2.588  -1.447  1.00  0.00          CL  
HETATM   16  N2  UNL     1       0.125  -2.012  -0.677  1.00  0.00           N  
HETATM   17  C14 UNL     1      -1.147  -2.730  -0.929  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.000  -2.749   0.296  1.00  0.00           C  
HETATM   19  O1  UNL     1      -2.425  -4.012   0.750  1.00  0.00           O  
HETATM   20  N3  UNL     1      -2.403  -1.722   1.004  1.00  0.00           N  
HETATM   21  H1  UNL     1      -1.716   3.965  -1.323  1.00  0.00           H  
HETATM   22  H2  UNL     1      -0.832   4.275   0.201  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.554   2.619   0.773  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.967   0.286   1.412  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.286   1.604  -0.829  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.253   1.512   1.056  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.484   2.309   1.039  1.00  0.00           H  
HETATM   28  H8  UNL     1       5.264   0.940  -0.006  1.00  0.00           H  
HETATM   29  H9  UNL     1       4.697  -1.214  -1.092  1.00  0.00           H  
HETATM   30  H10 UNL     1      -0.858  -3.726  -1.250  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.659  -2.134  -1.713  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.379  -4.134   1.754  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3    3    7
CONECT    3    4   23
CONECT    4    5    5   24
CONECT    5    6   20
CONECT    6    7    7    8
CONECT    7   25
CONECT    8    9   16   16
CONECT    9   10   10   14
CONECT   10   11   26
CONECT   11   12   12   27
CONECT   12   13   28
CONECT   13   14   14   29
CONECT   14   15
CONECT   16   17
CONECT   17   18   30   31
CONECT   18   19   20   20
CONECT   19   32
END

HMDB0041817
     RDKit          3D
7-Aminoclonazepam
 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.3650    3.6175   -0.4071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6230    2.2867   -0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8014    1.8681    0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0395    0.5500    0.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0630   -0.3676    0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756    0.0607    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6407    1.3610   -0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2762   -0.7679   -0.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6225   -0.2896   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9682    0.8738    0.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2766    1.3798    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2495    0.5925   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9301   -0.6049   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6452   -1.0469   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2709   -2.5885   -1.4472 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1254   -2.0122   -0.6768 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468   -2.7303   -0.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0004   -2.7495    0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4253   -4.0125    0.7497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -1.7222    1.0039 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7159    3.9648   -1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8317    4.2755    0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5544    2.6192    0.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9674    0.2859    1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2862    1.6037   -0.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2531    1.5117    1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4840    2.3088    1.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2640    0.9404   -0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6970   -1.2142   -1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580   -3.7256   -1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6587   -2.1343   -1.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3791   -4.1338    1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  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  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  7  2  1  0
 14  9  1  0
 20  5  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 17 30  1  0
 17 31  1  0
 19 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ro-05-46197-aminoclonazepam	HMDB
Aminoclonazepam	HMDB
Chloraminazepam	HMDB
7-ACLZ	HMDB
7-Aminoclonazepam	MeSH

Chemical Formula

C₁₅H₁₂ClN₃O

Average Molecular Weight

285.728

Monoisotopic Molecular Weight

285.066889728

IUPAC Name

7-amino-5-(2-chlorophenyl)-3H-1,4-benzodiazepin-2-ol

Traditional Name

7-amino-5-(2-chlorophenyl)-3H-1,4-benzodiazepin-2-ol

CAS Registry Number

4959-17-5

SMILES

NC1=CC2=C(C=C1)N=C(O)CN=C2C1=CC=CC=C1Cl

InChI Identifier

InChI=1S/C15H12ClN3O/c16-12-4-2-1-3-10(12)15-11-7-9(17)5-6-13(11)19-14(20)8-18-15/h1-7H,8,17H2,(H,19,20)

InChI Key

HEFRPWRJTGLSSV-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
Halobenzene
Chlorobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Amino acid or derivatives
Lactam
Ketimine
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organic nitrogen compound
Organohalogen compound
Imine
Organochloride
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0041817)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.048 g/L	ALOGPS
logP	2.4	ALOGPS
logP	0.49	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
pKa (Strongest Basic)	3.03	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.97 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	82.15 m³·mol⁻¹	ChemAxon
Polarizability	28.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	158.553	30932474
DeepCCS	[M-H]-	156.171	30932474
DeepCCS	[M-2H]-	189.089	30932474
DeepCCS	[M+Na]+	164.622	30932474
AllCCS	[M+H]+	163.6	32859911
AllCCS	[M+H-H2O]+	159.9	32859911
AllCCS	[M+NH4]+	167.1	32859911
AllCCS	[M+Na]+	168.1	32859911
AllCCS	[M-H]-	164.3	32859911
AllCCS	[M+Na-2H]-	163.7	32859911
AllCCS	[M+HCOO]-	163.1	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.	3.7 minutes	32390414
Predicted by Siyang on May 30, 2022	10.7421 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.71 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1393.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	267.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	119.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	98.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	328.8 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	398.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	63.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	869.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	360.1 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	982.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	249.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	306.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	278.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	144.2 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	28.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Aminoclonazepam	NC1=CC2=C(C=C1)N=C(O)CN=C2C1=CC=CC=C1Cl	4100.3	Standard polar	33892256
7-Aminoclonazepam	NC1=CC2=C(C=C1)N=C(O)CN=C2C1=CC=CC=C1Cl	2937.2	Standard non polar	33892256
7-Aminoclonazepam	NC1=CC2=C(C=C1)N=C(O)CN=C2C1=CC=CC=C1Cl	2790.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Aminoclonazepam,1TMS,isomer #1	C[Si](C)(C)OC1=NC2=CC=C(N)C=C2C(C2=CC=CC=C2Cl)=NC1	2609.5	Semi standard non polar	33892256
7-Aminoclonazepam,1TMS,isomer #2	C[Si](C)(C)NC1=CC=C2N=C(O)CN=C(C3=CC=CC=C3Cl)C2=C1	2752.8	Semi standard non polar	33892256
7-Aminoclonazepam,2TMS,isomer #1	C[Si](C)(C)NC1=CC=C2N=C(O[Si](C)(C)C)CN=C(C3=CC=CC=C3Cl)C2=C1	2674.0	Semi standard non polar	33892256
7-Aminoclonazepam,2TMS,isomer #1	C[Si](C)(C)NC1=CC=C2N=C(O[Si](C)(C)C)CN=C(C3=CC=CC=C3Cl)C2=C1	2581.7	Standard non polar	33892256
7-Aminoclonazepam,2TMS,isomer #2	C[Si](C)(C)N(C1=CC=C2N=C(O)CN=C(C3=CC=CC=C3Cl)C2=C1)[Si](C)(C)C	2695.5	Semi standard non polar	33892256
7-Aminoclonazepam,2TMS,isomer #2	C[Si](C)(C)N(C1=CC=C2N=C(O)CN=C(C3=CC=CC=C3Cl)C2=C1)[Si](C)(C)C	2667.1	Standard non polar	33892256
7-Aminoclonazepam,3TMS,isomer #1	C[Si](C)(C)OC1=NC2=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C2C(C2=CC=CC=C2Cl)=NC1	2611.7	Semi standard non polar	33892256
7-Aminoclonazepam,3TMS,isomer #1	C[Si](C)(C)OC1=NC2=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C2C(C2=CC=CC=C2Cl)=NC1	2675.9	Standard non polar	33892256
7-Aminoclonazepam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC2=CC=C(N)C=C2C(C2=CC=CC=C2Cl)=NC1	2784.9	Semi standard non polar	33892256
7-Aminoclonazepam,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=C2N=C(O)CN=C(C3=CC=CC=C3Cl)C2=C1	2907.8	Semi standard non polar	33892256
7-Aminoclonazepam,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C2N=C(O[Si](C)(C)C(C)(C)C)CN=C(C3=CC=CC=C3Cl)C2=C1	2981.4	Semi standard non polar	33892256
7-Aminoclonazepam,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C2N=C(O[Si](C)(C)C(C)(C)C)CN=C(C3=CC=CC=C3Cl)C2=C1	2946.9	Standard non polar	33892256
7-Aminoclonazepam,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=CC=C2N=C(O)CN=C(C3=CC=CC=C3Cl)C2=C1)[Si](C)(C)C(C)(C)C	2986.1	Semi standard non polar	33892256
7-Aminoclonazepam,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=CC=C2N=C(O)CN=C(C3=CC=CC=C3Cl)C2=C1)[Si](C)(C)C(C)(C)C	3050.2	Standard non polar	33892256
7-Aminoclonazepam,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC2=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2C(C2=CC=CC=C2Cl)=NC1	3100.7	Semi standard non polar	33892256
7-Aminoclonazepam,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC2=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2C(C2=CC=CC=C2Cl)=NC1	3221.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Aminoclonazepam GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-0190000000-2862002017d0fbbc11e8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Aminoclonazepam GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9074000000-04a28e9ad82ce789c631	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Aminoclonazepam GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Aminoclonazepam 10V, Positive-QTOF	splash10-00kr-0190000000-4a670663fe6fe474f643	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Aminoclonazepam 20V, Positive-QTOF	splash10-014r-0090000000-7044c857b2db9bc496fc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Aminoclonazepam 40V, Positive-QTOF	splash10-02ta-1970000000-5921e276d76ce26dc802	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Aminoclonazepam 10V, Negative-QTOF	splash10-001i-0090000000-f10e85889a84b661ea31	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Aminoclonazepam 20V, Negative-QTOF	splash10-001i-0190000000-2713eedb2d480fe46597	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Aminoclonazepam 40V, Negative-QTOF	splash10-052f-9460000000-320d798eeaa429481eda	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Aminoclonazepam 10V, Negative-QTOF	splash10-001i-0090000000-16c7ed078bd6c7e6085d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Aminoclonazepam 20V, Negative-QTOF	splash10-001i-4090000000-42dc63212dc66929d987	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Aminoclonazepam 40V, Negative-QTOF	splash10-001j-4690000000-10abfcba575e049e0530	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Aminoclonazepam 10V, Positive-QTOF	splash10-000i-0090000000-29f2c9e27fa5bc3114de	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Aminoclonazepam 20V, Positive-QTOF	splash10-000i-0090000000-29f2c9e27fa5bc3114de	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Aminoclonazepam 40V, Positive-QTOF	splash10-0zi3-0970000000-37514afa6916cb0cf9a4	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

163665

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

188298

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 7-Aminoclonazepam (HMDB0041817)

MOL for HMDB0041817 (7-Aminoclonazepam)

3D MOL for HMDB0041817 (7-Aminoclonazepam)

3D SDF for HMDB0041817 (7-Aminoclonazepam)

3D-SDF for HMDB0041817 (7-Aminoclonazepam)

PDB for HMDB0041817 (7-Aminoclonazepam)

3D PDB for HMDB0041817 (7-Aminoclonazepam)

SMILES for HMDB0041817 (7-Aminoclonazepam)

INCHI for HMDB0041817 (7-Aminoclonazepam)

Structure for HMDB0041817 (7-Aminoclonazepam)

3D Structure for HMDB0041817 (7-Aminoclonazepam)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra