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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:28:01 UTC

Update Date

2021-09-26 23:03:01 UTC

HMDB ID

HMDB0251161

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dibenzepin

Description

Dibenzepin belongs to the class of organic compounds known as dibenzodiazepines. Dibenzodiazepines are compounds containing a dibenzodiazepine moiety, which consists of two benzene connected by diazepine ring. Due to this risk, TCAs are rarely selected as the first-line treatment for depression. Dibenzepin is a very strong basic compound (based on its pKa). Like other TCAs, dibenzepin may have potential use in the treatment of chronic neuropathic pain. Dibenzepin, sold under the brand name Noveril among others, is a tricyclic antidepressant (TCA) used widely throughout Europe for the treatment of depression. Dibenzepin is or was marketed mainly under the brand name Noveril. Dibenzepin was first introduced, in Switzerland and West Germany, in 1965. The drug has weak or negligible effects on serotonin and dopamine reuptake. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dibenzepin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dibenzepin 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

HMDB0251161
     RDKit          3D
Dibenzepin
 43 45  0  0  0  0  0  0  0  0999 V2000
    4.5553    0.8229    0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0818   -0.3747   -0.2736 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8179   -0.6314   -1.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6541   -0.3273   -0.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284   -0.4028    0.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4201   -0.3417    0.5144 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2786   -1.5847    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4333   -2.5939    0.4908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6476   -1.8254   -0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8478   -3.0753   -0.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1164   -3.4339   -1.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647   -2.5395   -1.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -1.2740   -0.5298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150   -0.9561   -0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6749    0.3812    0.4197 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415    0.8726    0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502    1.2811    0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0027    2.5789    0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0615    3.5794    0.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2717    3.2555    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    1.9470    0.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1907    0.9357    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3709    1.7084   -0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6388    0.7315    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9945    0.9702    1.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6343    0.2321   -2.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8981   -0.7638   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4645   -1.5943   -1.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4690    0.5448   -1.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3825   -1.2458   -1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9791   -1.5008    1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2190    0.1079    1.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9990   -3.7546   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3028   -4.4134   -1.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1621   -2.7852   -1.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7744   -0.5333   -0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6826    1.4769    1.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5089    0.0208    1.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5593    1.4006    0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631    2.7642    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4085    4.5923    0.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0159    4.0303    0.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7716    1.7175    0.6752 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  2  0
  7  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
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  6  1  0
 14  9  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  END


  Mrv1652306031607122D          

 22 24  0  0  0  0            999 V2000
    1.0299   -1.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3173   -2.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    2.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    1.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    0.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2105   -0.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0332   -0.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604    1.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162   -0.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8526   -1.6603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    1.6953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -0.1120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -0.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  6  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 13 12  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  2  0  0  0  0
 15 14  1  0  0  0  0
 16 10  2  0  0  0  0
 17 11  2  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19 12  1  0  0  0  0
 20  3  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 13  1  0  0  0  0
 21 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251161

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCN1C2=CC=CC=C2N(C)C2=CC=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H21N3O/c1-19(2)12-13-21-17-11-7-6-10-16(17)20(3)15-9-5-4-8-14(15)18(21)22/h4-11H,12-13H2,1-3H3

> <INCHI_KEY>
QPGGEKPRGVJKQB-UHFFFAOYSA-N

> <FORMULA>
C18H21N3O

> <MOLECULAR_WEIGHT>
295.386

> <EXACT_MASS>
295.168462308

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.39683872034355

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-[2-(dimethylamino)ethyl]-2-methyl-2,9-diazatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-10-one

> <ALOGPS_LOGP>
2.33

> <JCHEM_LOGP>
2.6381972376666667

> <ALOGPS_LOGS>
-2.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.226032401458657

> <JCHEM_POLAR_SURFACE_AREA>
26.79

> <JCHEM_REFRACTIVITY>
90.05139999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-[2-(dimethylamino)ethyl]-2-methyl-2,9-diazatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-10-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0251161
     RDKit          3D
Dibenzepin
 43 45  0  0  0  0  0  0  0  0999 V2000
    4.5553    0.8229    0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0818   -0.3747   -0.2736 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8179   -0.6314   -1.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6541   -0.3273   -0.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284   -0.4028    0.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4201   -0.3417    0.5144 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2786   -1.5847    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4333   -2.5939    0.4908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6476   -1.8254   -0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8478   -3.0753   -0.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1164   -3.4339   -1.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647   -2.5395   -1.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -1.2740   -0.5298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150   -0.9561   -0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6749    0.3812    0.4197 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415    0.8726    0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502    1.2811    0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0027    2.5789    0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0615    3.5794    0.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2717    3.2555    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    1.9470    0.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1907    0.9357    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3709    1.7084   -0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6388    0.7315    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9945    0.9702    1.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6343    0.2321   -2.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8981   -0.7638   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4645   -1.5943   -1.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4690    0.5448   -1.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3825   -1.2458   -1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9791   -1.5008    1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2190    0.1079    1.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9990   -3.7546   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3028   -4.4134   -1.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1621   -2.7852   -1.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7744   -0.5333   -0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6826    1.4769    1.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5089    0.0208    1.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5593    1.4006    0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631    2.7642    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4085    4.5923    0.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0159    4.0303    0.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7716    1.7175    0.6752 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  2  0
  7  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
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  6  1  0
 14  9  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0       1.922  -3.214   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.326  -4.372   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.100   4.705   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.431   1.588   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.088   3.090   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.112   3.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.770   1.588   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.302   0.541   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.617   3.544   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.584   3.544   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.898   0.541   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.126  -1.712   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.662  -1.597   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.830   0.995   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.488   2.496   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.713   2.496   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.370   0.995   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.870  -0.209   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       3.458  -3.099   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       7.100   3.165   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       6.330  -0.209   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       8.538  -1.597   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    7   10                                                       
CONECT    7    6   11                                                       
CONECT    8    4   14                                                       
CONECT    9    5   15                                                       
CONECT   10    6   16                                                       
CONECT   11    7   17                                                       
CONECT   12   13   19                                                       
CONECT   13   12   21                                                       
CONECT   14    8   15   18                                                  
CONECT   15    9   14   20                                                  
CONECT   16   10   17   20                                                  
CONECT   17   11   16   21                                                  
CONECT   18   14   21   22                                                  
CONECT   19    1    2   12                                                  
CONECT   20    3   15   16                                                  
CONECT   21   13   17   18                                                  
CONECT   22   18                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0251161
HETATM    1  C1  UNL     1       4.555   0.823   0.381  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.082  -0.375  -0.274  1.00  0.00           N  
HETATM    3  C2  UNL     1       4.818  -0.631  -1.492  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.654  -0.327  -0.508  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.828  -0.403   0.738  1.00  0.00           C  
HETATM    6  N2  UNL     1       0.420  -0.342   0.514  1.00  0.00           N  
HETATM    7  C5  UNL     1      -0.279  -1.585   0.284  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.433  -2.594   0.491  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.648  -1.825  -0.142  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.848  -3.075  -0.651  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.116  -3.434  -1.103  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.165  -2.539  -1.041  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.980  -1.274  -0.530  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.715  -0.956  -0.093  1.00  0.00           C  
HETATM   15  N3  UNL     1      -2.675   0.381   0.420  1.00  0.00           N  
HETATM   16  C12 UNL     1      -3.941   0.873   0.943  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.550   1.281   0.490  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.003   2.579   0.517  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.062   3.579   0.601  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.272   3.256   0.655  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.731   1.947   0.628  1.00  0.00           C  
HETATM   22  C18 UNL     1      -0.191   0.936   0.543  1.00  0.00           C  
HETATM   23  H1  UNL     1       4.371   1.708  -0.295  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.639   0.731   0.599  1.00  0.00           H  
HETATM   25  H3  UNL     1       3.995   0.970   1.300  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.634   0.232  -2.172  1.00  0.00           H  
HETATM   27  H5  UNL     1       5.898  -0.764  -1.276  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.465  -1.594  -1.924  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.469   0.545  -1.164  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.382  -1.246  -1.110  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.979  -1.501   1.069  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.219   0.108   1.623  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.999  -3.755  -0.684  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.303  -4.413  -1.509  1.00  0.00           H  
HETATM   35  H13 UNL     1      -5.162  -2.785  -1.383  1.00  0.00           H  
HETATM   36  H14 UNL     1      -4.774  -0.533  -0.463  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.683   1.477   1.868  1.00  0.00           H  
HETATM   38  H16 UNL     1      -4.509   0.021   1.437  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.559   1.401   0.226  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.063   2.764   0.467  1.00  0.00           H  
HETATM   41  H19 UNL     1      -1.408   4.592   0.623  1.00  0.00           H  
HETATM   42  H20 UNL     1       1.016   4.030   0.721  1.00  0.00           H  
HETATM   43  H21 UNL     1       1.772   1.717   0.675  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4
CONECT    3   26   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   22
CONECT    7    8    8    9
CONECT    9   10   10   14
CONECT   10   11   33
CONECT   11   12   12   34
CONECT   12   13   35
CONECT   13   14   14   36
CONECT   14   15
CONECT   15   16   17
CONECT   16   37   38   39
CONECT   17   18   18   22
CONECT   18   19   40
CONECT   19   20   20   41
CONECT   20   21   42
CONECT   21   22   22   43
END

HMDB0251161
     RDKit          3D
Dibenzepin
 43 45  0  0  0  0  0  0  0  0999 V2000
    4.5553    0.8229    0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0818   -0.3747   -0.2736 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8179   -0.6314   -1.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6541   -0.3273   -0.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284   -0.4028    0.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4201   -0.3417    0.5144 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2786   -1.5847    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4333   -2.5939    0.4908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6476   -1.8254   -0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8478   -3.0753   -0.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1164   -3.4339   -1.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647   -2.5395   -1.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -1.2740   -0.5298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150   -0.9561   -0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6749    0.3812    0.4197 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415    0.8726    0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502    1.2811    0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0027    2.5789    0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0615    3.5794    0.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2717    3.2555    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    1.9470    0.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1907    0.9357    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3709    1.7084   -0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6388    0.7315    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9945    0.9702    1.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6343    0.2321   -2.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8981   -0.7638   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4645   -1.5943   -1.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4690    0.5448   -1.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3825   -1.2458   -1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9791   -1.5008    1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2190    0.1079    1.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9990   -3.7546   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3028   -4.4134   -1.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1621   -2.7852   -1.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7744   -0.5333   -0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6826    1.4769    1.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5089    0.0208    1.4366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5593    1.4006    0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631    2.7642    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4085    4.5923    0.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0159    4.0303    0.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7716    1.7175    0.6752 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  2  0
  7  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
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  6  1  0
 14  9  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dibenzepin hydrochloride	MeSH
Noveril	MeSH

Chemical Formula

C₁₈H₂₁N₃O

Average Molecular Weight

295.386

Monoisotopic Molecular Weight

295.168462308

IUPAC Name

9-[2-(dimethylamino)ethyl]-2-methyl-2,9-diazatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-10-one

Traditional Name

9-[2-(dimethylamino)ethyl]-2-methyl-2,9-diazatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-10-one

CAS Registry Number

Not Available

SMILES

CN(C)CCN1C2=CC=CC=C2N(C)C2=CC=CC=C2C1=O

InChI Identifier

InChI=1S/C18H21N3O/c1-19(2)12-13-21-17-11-7-6-10-16(17)20(3)15-9-5-4-8-14(15)18(21)22/h4-11H,12-13H2,1-3H3

InChI Key

QPGGEKPRGVJKQB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzodiazepines. Dibenzodiazepines are compounds containing a dibenzodiazepine moiety, which consists of two benzene connected by diazepine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

Dibenzodiazepines

Direct Parent

Dibenzodiazepines

Alternative Parents

Substituents

Dibenzodiazepine
Alkyldiarylamine
1,4-benzodiazepine
Tertiary aliphatic/aromatic amine
Para-diazepine
Benzenoid
Tertiary carboxylic acid amide
Vinylogous amide
Tertiary aliphatic amine
Tertiary amine
Lactam
Carboxamide group
Amino acid or derivatives
Carboxylic acid derivative
Azacycle
Amine
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Non-excretory biofluid

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.33	ALOGPS
logP	2.64	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	8.23	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.79 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.05 m³·mol⁻¹	ChemAxon
Polarizability	33.4 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]+	163.84	30932474
DeepCCS	[M-H]-	161.482	30932474
DeepCCS	[M-2H]-	194.368	30932474
DeepCCS	[M+Na]+	169.933	30932474
AllCCS	[M+H]+	169.8	32859911
AllCCS	[M+H-H2O]+	166.4	32859911
AllCCS	[M+NH4]+	173.0	32859911
AllCCS	[M+Na]+	173.9	32859911
AllCCS	[M-H]-	176.6	32859911
AllCCS	[M+Na-2H]-	176.2	32859911
AllCCS	[M+HCOO]-	176.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dibenzepin	CN(C)CCN1C2=CC=CC=C2N(C)C2=CC=CC=C2C1=O	3492.9	Standard polar	33892256
Dibenzepin	CN(C)CCN1C2=CC=CC=C2N(C)C2=CC=CC=C2C1=O	2481.5	Standard non polar	33892256
Dibenzepin	CN(C)CCN1C2=CC=CC=C2N(C)C2=CC=CC=C2C1=O	2377.2	Semi standard non polar	33892256

Spectra

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

DB13225

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dibenzepin

METLIN ID

Not Available

PubChem Compound

9419

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 Dibenzepin (HMDB0251161)

MOL for HMDB0251161 (Dibenzepin)

3D MOL for HMDB0251161 (Dibenzepin)

3D SDF for HMDB0251161 (Dibenzepin)

3D-SDF for HMDB0251161 (Dibenzepin)

PDB for HMDB0251161 (Dibenzepin)

3D PDB for HMDB0251161 (Dibenzepin)

SMILES for HMDB0251161 (Dibenzepin)

INCHI for HMDB0251161 (Dibenzepin)

Structure for HMDB0251161 (Dibenzepin)

3D Structure for HMDB0251161 (Dibenzepin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized