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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:11:32 UTC

Update Date

2021-09-26 22:55:02 UTC

HMDB ID

HMDB0246156

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine

Description

3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine, also known as compound 544, belongs to the class of organic compounds known as azepines. These are organic compounds containing an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom. Based on a literature review very few articles have been published on 3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-(1-adamantyl)-6,7,8,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]azepine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine 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

HMDB0246156
     RDKit          3D
3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine
 45 49  0  0  0  0  0  0  0  0999 V2000
    4.3759   -0.1490   -0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3415    0.7699    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0114   -0.0949    1.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217   -0.0679    1.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -0.0779    2.8764 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6385   -0.0468    2.6218 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4030   -0.0172    1.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8936    0.0241    0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981    1.2311   -0.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    1.1808   -0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7357   -0.1213   -1.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6747   -1.2270   -0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6614   -1.0370    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3234    0.3139    1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4881    1.4108    0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371    0.2149    1.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070   -1.2877   -0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5935   -0.0312    0.6840 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8778   -0.0130   -0.7179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0828   -0.9197   -1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1688   -0.9100   -0.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6679    0.4257   -1.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6582    1.6107    0.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3729    1.1436    0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2902   -1.1540    1.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4648    0.3023    2.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640    2.1093    0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3046    1.5117   -0.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4972    1.9844   -1.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8000   -0.0710   -1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614   -0.3686   -2.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8905   -2.2128   -1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6987   -1.0984    0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4203   -1.8145    1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0027    0.5173    1.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3777    2.3769    0.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4874    1.2807   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6318    1.1541    2.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8785   -0.6647    2.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6388   -1.7748   -0.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3894   -1.9957    0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1031   -0.3404   -1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2150    1.0040   -1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358   -1.2361   -2.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0569   -1.8345   -0.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
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  6  7  2  0
  7  8  1  0
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 17 40  1  0
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M  END

  Mrv1652309112101112D          

 20 24  0  0  0  0            999 V2000
    3.1106   -3.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405   -4.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7188   -4.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643   -3.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4393   -3.7531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1843   -2.9685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -2.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5192   -2.9684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2916   -2.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9998   -3.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -1.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -2.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -0.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -0.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -0.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012   -1.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5873   -2.0322    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
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 17 18  1  0  0  0  0
 11 16  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246156

> <DATABASE_NAME>
hmdb

> <SMILES>
C1C2CC3CC1CC(C2)(C3)C1=NN=C2CCCCCN12

> <INCHI_IDENTIFIER>
InChI=1S/C17H25N3/c1-2-4-15-18-19-16(20(15)5-3-1)17-9-12-6-13(10-17)8-14(7-12)11-17/h12-14H,1-11H2

> <INCHI_KEY>
VFTQRHWULYJKCI-UHFFFAOYSA-N

> <FORMULA>
C17H25N3

> <MOLECULAR_WEIGHT>
271.408

> <EXACT_MASS>
271.204847817

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.818075545776868

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(adamantan-1-yl)-5H,6H,7H,8H,9H-[1,2,4]triazolo[4,3-a]azepine

> <ALOGPS_LOGP>
3.85

> <JCHEM_LOGP>
3.083391957

> <ALOGPS_LOGS>
-4.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.084818801508046

> <JCHEM_POLAR_SURFACE_AREA>
30.71

> <JCHEM_REFRACTIVITY>
80.84899999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(adamantan-1-yl)-5H,6H,7H,8H,9H-[1,2,4]triazolo[4,3-a]azepine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0246156
     RDKit          3D
3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine
 45 49  0  0  0  0  0  0  0  0999 V2000
    4.3759   -0.1490   -0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3415    0.7699    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0114   -0.0949    1.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217   -0.0679    1.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -0.0779    2.8764 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6385   -0.0468    2.6218 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4030   -0.0172    1.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8936    0.0241    0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981    1.2311   -0.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    1.1808   -0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7357   -0.1213   -1.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6747   -1.2270   -0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6614   -1.0370    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3234    0.3139    1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4881    1.4108    0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371    0.2149    1.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070   -1.2877   -0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5935   -0.0312    0.6840 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8778   -0.0130   -0.7179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0828   -0.9197   -1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1688   -0.9100   -0.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6679    0.4257   -1.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6582    1.6107    0.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3729    1.1436    0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2902   -1.1540    1.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4648    0.3023    2.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640    2.1093    0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3046    1.5117   -0.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4972    1.9844   -1.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8000   -0.0710   -1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614   -0.3686   -2.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8905   -2.2128   -1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6987   -1.0984    0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4203   -1.8145    1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0027    0.5173    1.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3777    2.3769    0.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4874    1.2807   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6318    1.1541    2.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8785   -0.6647    2.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6388   -1.7748   -0.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3894   -1.9957    0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1031   -0.3404   -1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2150    1.0040   -1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358   -1.2361   -2.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0569   -1.8345   -0.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
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 14 15  1  0
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  7 18  1  0
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 19 20  1  0
 20  1  1  0
 18  4  1  0
 16  8  1  0
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 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  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       5.806  -7.316   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.742  -8.429   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.209  -8.291   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.360  -7.006   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.820  -7.006   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       0.344  -5.541   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.590  -4.636   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.836  -5.541   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       4.278  -5.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.600  -5.790   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.590  -3.096   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.217  -3.793   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.056  -2.318   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.056  -0.923   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.429  -0.225   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.590  -1.701   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.802  -0.923   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.802  -2.318   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.429  -3.016   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.963  -3.793   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    4    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9    1                                                       
CONECT   11    7   12   16   20                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15   11                                                       
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18   13                                                       
CONECT   20   18   11                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   48    0
END

COMPND    HMDB0246156
HETATM    1  C1  UNL     1       4.376  -0.149  -0.870  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.341   0.770   0.328  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.011  -0.095   1.525  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.522  -0.068   1.658  1.00  0.00           C  
HETATM    5  N1  UNL     1       1.927  -0.078   2.876  1.00  0.00           N  
HETATM    6  N2  UNL     1       0.639  -0.047   2.622  1.00  0.00           N  
HETATM    7  C5  UNL     1       0.403  -0.017   1.274  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.894   0.024   0.583  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.098   1.231  -0.271  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.444   1.181  -0.935  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.736  -0.121  -1.599  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.675  -1.227  -0.598  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.661  -1.037   0.538  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.323   0.314   1.168  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.488   1.411   0.141  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.937   0.215   1.721  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.307  -1.288  -0.005  1.00  0.00           C  
HETATM   18  N3  UNL     1       1.594  -0.031   0.684  1.00  0.00           N  
HETATM   19  C16 UNL     1       1.878  -0.013  -0.718  1.00  0.00           C  
HETATM   20  C17 UNL     1       3.083  -0.920  -1.026  1.00  0.00           C  
HETATM   21  H1  UNL     1       5.169  -0.910  -0.664  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.668   0.426  -1.747  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.658   1.611   0.224  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.373   1.144   0.483  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.290  -1.154   1.358  1.00  0.00           H  
HETATM   26  H6  UNL     1       4.465   0.302   2.458  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.164   2.109   0.448  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.305   1.512  -0.950  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.497   1.984  -1.719  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.800  -0.071  -1.963  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.061  -0.369  -2.434  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.890  -2.213  -1.083  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.699  -1.098   0.213  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.420  -1.815   1.293  1.00  0.00           H  
HETATM   35  H15 UNL     1      -4.003   0.517   1.992  1.00  0.00           H  
HETATM   36  H16 UNL     1      -3.378   2.377   0.651  1.00  0.00           H  
HETATM   37  H17 UNL     1      -4.487   1.281  -0.322  1.00  0.00           H  
HETATM   38  H18 UNL     1      -1.632   1.154   2.226  1.00  0.00           H  
HETATM   39  H19 UNL     1      -1.878  -0.665   2.362  1.00  0.00           H  
HETATM   40  H20 UNL     1      -0.639  -1.775  -0.693  1.00  0.00           H  
HETATM   41  H21 UNL     1      -1.389  -1.996   0.878  1.00  0.00           H  
HETATM   42  H22 UNL     1       1.103  -0.340  -1.387  1.00  0.00           H  
HETATM   43  H23 UNL     1       2.215   1.004  -1.081  1.00  0.00           H  
HETATM   44  H24 UNL     1       3.036  -1.236  -2.088  1.00  0.00           H  
HETATM   45  H25 UNL     1       3.057  -1.834  -0.415  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5    5   18
CONECT    5    6
CONECT    6    7    7
CONECT    7    8   18
CONECT    8    9   16   17
CONECT    9   10   27   28
CONECT   10   11   15   29
CONECT   11   12   30   31
CONECT   12   13   17   32
CONECT   13   14   33   34
CONECT   14   15   16   35
CONECT   15   36   37
CONECT   16   38   39
CONECT   17   40   41
CONECT   18   19
CONECT   19   20   42   43
CONECT   20   44   45
END

HMDB0246156
     RDKit          3D
3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine
 45 49  0  0  0  0  0  0  0  0999 V2000
    4.3759   -0.1490   -0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3415    0.7699    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0114   -0.0949    1.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217   -0.0679    1.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268   -0.0779    2.8764 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6385   -0.0468    2.6218 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4030   -0.0172    1.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8936    0.0241    0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981    1.2311   -0.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    1.1808   -0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7357   -0.1213   -1.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6747   -1.2270   -0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6614   -1.0370    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3234    0.3139    1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4881    1.4108    0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371    0.2149    1.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070   -1.2877   -0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5935   -0.0312    0.6840 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8778   -0.0130   -0.7179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0828   -0.9197   -1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1688   -0.9100   -0.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6679    0.4257   -1.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6582    1.6107    0.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3729    1.1436    0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2902   -1.1540    1.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4648    0.3023    2.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640    2.1093    0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3046    1.5117   -0.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4972    1.9844   -1.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8000   -0.0710   -1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614   -0.3686   -2.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8905   -2.2128   -1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6987   -1.0984    0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4203   -1.8145    1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0027    0.5173    1.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3777    2.3769    0.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4874    1.2807   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6318    1.1541    2.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8785   -0.6647    2.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6388   -1.7748   -0.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3894   -1.9957    0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1031   -0.3404   -1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2150    1.0040   -1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358   -1.2361   -2.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0569   -1.8345   -0.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 12 17  1  0
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20  1  1  0
 18  4  1  0
 16  8  1  0
 17  8  1  0
 15 10  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-(1,2,4)triazolo(4,3-a)azepine	HMDB
Compound 544	HMDB

Chemical Formula

C₁₇H₂₅N₃

Average Molecular Weight

271.408

Monoisotopic Molecular Weight

271.204847817

IUPAC Name

3-(adamantan-1-yl)-5H,6H,7H,8H,9H-[1,2,4]triazolo[4,3-a]azepine

Traditional Name

3-(adamantan-1-yl)-5H,6H,7H,8H,9H-[1,2,4]triazolo[4,3-a]azepine

CAS Registry Number

Not Available

SMILES

C1C2CC3CC1CC(C2)(C3)C1=NN=C2CCCCCN12

InChI Identifier

InChI=1S/C17H25N3/c1-2-4-15-18-19-16(20(15)5-3-1)17-9-12-6-13(10-17)8-14(7-12)11-17/h12-14H,1-11H2

InChI Key

VFTQRHWULYJKCI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azepines. These are organic compounds containing an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azepines

Sub Class

Not Available

Direct Parent

Azepines

Alternative Parents

Substituents

Azepine
Heteroaromatic compound
1,2,4-triazole
Azole
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen 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	3.85	ALOGPS
logP	3.08	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	3.08	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.71 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	80.85 m³·mol⁻¹	ChemAxon
Polarizability	31.82 Å³	ChemAxon
Number of Rings	5	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-2H]-	196.686	30932474
DeepCCS	[M+Na]+	172.252	30932474
AllCCS	[M+H]+	167.0	32859911
AllCCS	[M+H-H2O]+	163.9	32859911
AllCCS	[M+NH4]+	169.8	32859911
AllCCS	[M+Na]+	170.7	32859911
AllCCS	[M-H]-	171.5	32859911
AllCCS	[M+Na-2H]-	171.1	32859911
AllCCS	[M+HCOO]-	170.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine	C1C2CC3CC1CC(C2)(C3)C1=NN=C2CCCCCN12	2741.5	Standard polar	33892256
3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine	C1C2CC3CC1CC(C2)(C3)C1=NN=C2CCCCCN12	2513.0	Standard non polar	33892256
3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine	C1C2CC3CC1CC(C2)(C3)C1=NN=C2CCCCCN12	2565.0	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 - 3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine GC-MS (Non-derivatized) - 70eV, Positive	splash10-002g-2690000000-6f3ed8e742eacb0e2f8f	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine 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 - 3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine 10V, Positive-QTOF	splash10-00di-0090000000-d71459f0a0bbd18b3445	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine 20V, Positive-QTOF	splash10-00di-0290000000-082dc50159d9cd627bf9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine 40V, Positive-QTOF	splash10-000i-0900000000-7ea42c4b0dfa499890d4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine 10V, Negative-QTOF	splash10-00di-0090000000-8804b7b0646cb53758f1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine 20V, Negative-QTOF	splash10-00di-0090000000-8804b7b0646cb53758f1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine 40V, Negative-QTOF	splash10-001r-0930000000-dcd74910a7a2134f413f	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

2865337

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3630776

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 3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine (HMDB0246156)

MOL for HMDB0246156 (3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine)

3D MOL for HMDB0246156 (3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine)

3D SDF for HMDB0246156 (3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine)

3D-SDF for HMDB0246156 (3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine)

PDB for HMDB0246156 (3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine)

3D PDB for HMDB0246156 (3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine)

SMILES for HMDB0246156 (3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine)

INCHI for HMDB0246156 (3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine)

Structure for HMDB0246156 (3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine)

3D Structure for HMDB0246156 (3-(1-Adamantyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra