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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:12:35 UTC

Update Date

2021-09-26 23:01:34 UTC

HMDB ID

HMDB0250226

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cianopramine

Description

Cianopramine, also known as 3-cyanoimipramine, belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom. Based on a literature review a small amount of articles have been published on Cianopramine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cianopramine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cianopramine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0250226
     RDKit          3D
Cianopramine
 46 48  0  0  0  0  0  0  0  0999 V2000
    5.1014    0.1143    0.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6515    0.4446    0.6842 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5878    1.4544   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138   -0.7872    0.3811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5305   -0.8703    0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7717    0.0888   -0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6365   -0.0646   -0.3514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1124   -1.4234   -0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3851   -2.1168   -1.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226   -3.4249   -1.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7795   -3.9904   -0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036   -3.2558   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1706   -1.9383    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0214   -1.2818    1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290    0.0022    0.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7364    1.0874    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3264    2.3511    0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6840    3.5046    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4264    3.4555   -0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073    4.6131   -0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1049    5.5563   -1.1472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8022    2.2314   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    1.0991   -0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2705   -0.9727    0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5394    0.6048    1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6557    0.5182   -0.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    0.9978   -1.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9123    2.2840   -0.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6203    1.9430   -0.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3921   -1.1929   -0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3895   -1.5231    1.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3017   -0.5925    1.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1351   -1.8859    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0007    1.0477    0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1910    0.2047   -1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321   -1.5995   -1.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1434   -3.9789   -2.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0254   -5.0294   -1.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243   -3.6687    0.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8439   -1.9996    1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4321   -1.1798    2.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2394    0.3595    1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3888   -0.2276    0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3284    2.4046    1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1307    4.4831    0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1804    2.1539   -0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  3  0
 19 22  1  0
 22 23  2  0
 23  7  1  0
 13  8  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 17 44  1  0
 18 45  1  0
 22 46  1  0
M  END

  Mrv1652309112109122D          

 23 25  0  0  0  0            999 V2000
   -1.9394   -2.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2250   -1.9537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2250   -1.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5105   -2.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2040   -1.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9184   -2.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6329   -1.9537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5713   -1.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7829   -0.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5993   -0.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041    0.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9925    0.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1760   -0.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9918   -0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4043   -1.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1029   -2.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3146   -2.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1310   -3.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7358   -3.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5241   -3.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7077   -2.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5522   -4.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3686   -5.3925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  3  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250226

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCCN1C2=CC=CC=C2CCC2=C1C=C(C=C2)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C20H23N3/c1-22(2)12-5-13-23-19-7-4-3-6-17(19)10-11-18-9-8-16(15-21)14-20(18)23/h3-4,6-9,14H,5,10-13H2,1-2H3

> <INCHI_KEY>
LQXYCDLHSKICDY-UHFFFAOYSA-N

> <FORMULA>
C20H23N3

> <MOLECULAR_WEIGHT>
305.425

> <EXACT_MASS>
305.189197753

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.77574207018476

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carbonitrile

> <ALOGPS_LOGP>
3.97

> <JCHEM_LOGP>
4.134664982666666

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.196977069848407

> <JCHEM_POLAR_SURFACE_AREA>
30.27

> <JCHEM_REFRACTIVITY>
96.32720000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carbonitrile

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0250226
     RDKit          3D
Cianopramine
 46 48  0  0  0  0  0  0  0  0999 V2000
    5.1014    0.1143    0.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6515    0.4446    0.6842 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5878    1.4544   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138   -0.7872    0.3811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5305   -0.8703    0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7717    0.0888   -0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6365   -0.0646   -0.3514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1124   -1.4234   -0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3851   -2.1168   -1.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226   -3.4249   -1.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7795   -3.9904   -0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036   -3.2558   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1706   -1.9383    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0214   -1.2818    1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290    0.0022    0.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7364    1.0874    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3264    2.3511    0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6840    3.5046    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4264    3.4555   -0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073    4.6131   -0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1049    5.5563   -1.1472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8022    2.2314   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    1.0991   -0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2705   -0.9727    0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5394    0.6048    1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6557    0.5182   -0.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    0.9978   -1.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9123    2.2840   -0.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6203    1.9430   -0.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3921   -1.1929   -0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3895   -1.5231    1.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3017   -0.5925    1.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1351   -1.8859    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0007    1.0477    0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1910    0.2047   -1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321   -1.5995   -1.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1434   -3.9789   -2.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0254   -5.0294   -1.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243   -3.6687    0.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8439   -1.9996    1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4321   -1.1798    2.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2394    0.3595    1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3888   -0.2276    0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3284    2.4046    1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1307    4.4831    0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1804    2.1539   -0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  3  0
 19 22  1  0
 22 23  2  0
 23  7  1  0
 13  8  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 17 44  1  0
 18 45  1  0
 22 46  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -3.620  -4.417   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -2.287  -3.647   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -2.287  -2.107   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.953  -4.417   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.381  -3.647   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.714  -4.417   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.048  -3.647   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       2.933  -2.111   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.461  -1.657   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.119  -0.156   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.248   0.892   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.719   0.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.062  -1.064   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.585  -1.293   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.355  -2.627   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.792  -4.060   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.321  -4.514   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.978  -6.016   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.107  -7.063   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.578  -6.609   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.921  -5.108   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.764  -8.565   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       4.421 -10.066   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16    7   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0250226
HETATM    1  C1  UNL     1       5.101   0.114   0.756  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.651   0.445   0.684  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.588   1.454  -0.358  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.014  -0.787   0.381  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.530  -0.870   0.463  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.772   0.089  -0.472  1.00  0.00           C  
HETATM    7  N2  UNL     1      -0.637  -0.065  -0.351  1.00  0.00           N  
HETATM    8  C6  UNL     1      -1.112  -1.423  -0.477  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.385  -2.117  -1.391  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.723  -3.425  -1.639  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.780  -3.990  -0.957  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.504  -3.256  -0.028  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.171  -1.938   0.228  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.021  -1.282   1.267  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.629   0.002   0.881  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.736   1.087   0.436  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.326   2.351   0.578  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.684   3.505   0.185  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.426   3.455  -0.366  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.707   4.613  -0.789  1.00  0.00           C  
HETATM   21  N3  UNL     1      -0.105   5.556  -1.147  1.00  0.00           N  
HETATM   22  C19 UNL     1      -0.802   2.231  -0.527  1.00  0.00           C  
HETATM   23  C20 UNL     1      -1.464   1.099  -0.126  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.271  -0.973   0.793  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.539   0.605   1.664  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.656   0.518  -0.106  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.392   0.998  -1.342  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.912   2.284  -0.165  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.620   1.943  -0.375  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.392  -1.193  -0.608  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.389  -1.523   1.163  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.302  -0.592   1.548  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.135  -1.886   0.413  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.001   1.048   0.099  1.00  0.00           H  
HETATM   35  H12 UNL     1       1.191   0.205  -1.444  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.432  -1.600  -1.866  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.143  -3.979  -2.369  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.025  -5.029  -1.174  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.324  -3.669   0.515  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.844  -2.000   1.474  1.00  0.00           H  
HETATM   41  H18 UNL     1      -2.432  -1.180   2.205  1.00  0.00           H  
HETATM   42  H19 UNL     1      -4.239   0.360   1.742  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.389  -0.228   0.059  1.00  0.00           H  
HETATM   44  H21 UNL     1      -4.328   2.405   1.017  1.00  0.00           H  
HETATM   45  H22 UNL     1      -3.131   4.483   0.293  1.00  0.00           H  
HETATM   46  H23 UNL     1       0.180   2.154  -0.991  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4
CONECT    3   27   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8   23
CONECT    8    9    9   13
CONECT    9   10   36
CONECT   10   11   11   37
CONECT   11   12   38
CONECT   12   13   13   39
CONECT   13   14
CONECT   14   15   40   41
CONECT   15   16   42   43
CONECT   16   17   17   23
CONECT   17   18   44
CONECT   18   19   19   45
CONECT   19   20   22
CONECT   20   21   21   21
CONECT   22   23   23   46
END

HMDB0250226
     RDKit          3D
Cianopramine
 46 48  0  0  0  0  0  0  0  0999 V2000
    5.1014    0.1143    0.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6515    0.4446    0.6842 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5878    1.4544   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138   -0.7872    0.3811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5305   -0.8703    0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7717    0.0888   -0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6365   -0.0646   -0.3514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1124   -1.4234   -0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3851   -2.1168   -1.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226   -3.4249   -1.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7795   -3.9904   -0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036   -3.2558   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1706   -1.9383    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0214   -1.2818    1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290    0.0022    0.8815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7364    1.0874    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3264    2.3511    0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6840    3.5046    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4264    3.4555   -0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073    4.6131   -0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1049    5.5563   -1.1472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8022    2.2314   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    1.0991   -0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2705   -0.9727    0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5394    0.6048    1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6557    0.5182   -0.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    0.9978   -1.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9123    2.2840   -0.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6203    1.9430   -0.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3921   -1.1929   -0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3895   -1.5231    1.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3017   -0.5925    1.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1351   -1.8859    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0007    1.0477    0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1910    0.2047   -1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321   -1.5995   -1.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1434   -3.9789   -2.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0254   -5.0294   -1.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243   -3.6687    0.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8439   -1.9996    1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4321   -1.1798    2.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2394    0.3595    1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3888   -0.2276    0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3284    2.4046    1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1307    4.4831    0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1804    2.1539   -0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  3  0
 19 22  1  0
 22 23  2  0
 23  7  1  0
 13  8  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 17 44  1  0
 18 45  1  0
 22 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Cyano-imipramine	HMDB
3-Cyanoimipramine	HMDB
5-(3 (Dimethylamino)propyl)-10,11-dihydro-5H-dibenz(b,F)azepine-3-carbonitrile	HMDB
Cyanoimipramine	HMDB

Chemical Formula

C₂₀H₂₃N₃

Average Molecular Weight

305.425

Monoisotopic Molecular Weight

305.189197753

IUPAC Name

2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carbonitrile

Traditional Name

2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaene-5-carbonitrile

CAS Registry Number

Not Available

SMILES

CN(C)CCCN1C2=CC=CC=C2CCC2=C1C=C(C=C2)C#N

InChI Identifier

InChI=1S/C20H23N3/c1-22(2)12-5-13-23-19-7-4-3-6-17(19)10-11-18-9-8-16(15-21)14-20(18)23/h3-4,6-9,14H,5,10-13H2,1-2H3

InChI Key

LQXYCDLHSKICDY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzazepines

Sub Class

Dibenzazepines

Direct Parent

Dibenzazepines

Alternative Parents

Substituents

Dibenzazepine
Alkyldiarylamine
Tertiary aliphatic/aromatic amine
Azepine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Carbonitrile
Nitrile
Azacycle
Amine
Organopnictogen compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
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: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.97	ALOGPS
logP	4.13	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	9.2	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.27 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.33 m³·mol⁻¹	ChemAxon
Polarizability	35.78 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]+	168.024	30932474
DeepCCS	[M-H]-	165.666	30932474
DeepCCS	[M-2H]-	198.724	30932474
DeepCCS	[M+Na]+	174.117	30932474
AllCCS	[M+H]+	174.2	32859911
AllCCS	[M+H-H2O]+	170.8	32859911
AllCCS	[M+NH4]+	177.3	32859911
AllCCS	[M+Na]+	178.2	32859911
AllCCS	[M-H]-	183.1	32859911
AllCCS	[M+Na-2H]-	182.9	32859911
AllCCS	[M+HCOO]-	182.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cianopramine	CN(C)CCCN1C2=CC=CC=C2CCC2=C1C=C(C=C2)C#N	3743.9	Standard polar	33892256
Cianopramine	CN(C)CCCN1C2=CC=CC=C2CCC2=C1C=C(C=C2)C#N	2572.3	Standard non polar	33892256
Cianopramine	CN(C)CCCN1C2=CC=CC=C2CCC2=C1C=C(C=C2)C#N	2560.8	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 - Cianopramine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-8090000000-d719583847cd65fbef14	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cianopramine 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 - Cianopramine 10V, Negative-QTOF	splash10-0udi-0009000000-269f6cbc5d32aa2e190f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cianopramine 20V, Negative-QTOF	splash10-0gb9-0196000000-70f7061caec13c3c3bef	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cianopramine 40V, Negative-QTOF	splash10-014i-0090000000-80e1500837a356deb01c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cianopramine 10V, Positive-QTOF	splash10-0a4i-2009000000-624600a910c78bfeb40b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cianopramine 20V, Positive-QTOF	splash10-052r-9023000000-706ec80e6d7c48ca247f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cianopramine 40V, Positive-QTOF	splash10-0a4r-9000000000-f8fa5e2e4f38c72f7e1a	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

43782

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cianopramine

METLIN ID

Not Available

PubChem Compound

48126

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Cianopramine (HMDB0250226)

MOL for HMDB0250226 (Cianopramine)

3D MOL for HMDB0250226 (Cianopramine)

3D SDF for HMDB0250226 (Cianopramine)

3D-SDF for HMDB0250226 (Cianopramine)

PDB for HMDB0250226 (Cianopramine)

3D PDB for HMDB0250226 (Cianopramine)

SMILES for HMDB0250226 (Cianopramine)

INCHI for HMDB0250226 (Cianopramine)

Structure for HMDB0250226 (Cianopramine)

3D Structure for HMDB0250226 (Cianopramine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra