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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:33:15 UTC

Update Date

2021-09-26 23:13:58 UTC

HMDB ID

HMDB0257539

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol

Description

SCH 23390 belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom). Based on a literature review a significant number of articles have been published on SCH 23390. This compound has been identified in human blood as reported by (PMID: 31557052 ). 7-chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol 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

HMDB0257546
     RDKit          3D
(R)-2,3,4,5-Tetrahydro-8-chloro-3-methyl-5-phenyl-1H-3-benzazepin-7-ol
 38 40  0  0  0  0  0  0  0  0999 V2000
   -0.0990   -3.6712   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3400   -2.2417   -0.0091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7465   -2.0491    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135   -0.9225    1.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7153    0.3382    0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6548    1.2826    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6696    2.5295    0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8610    3.7544    0.6568 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7067    2.8463   -0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599    4.0986   -1.2900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7577    1.8892   -1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393    0.6234   -0.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   -0.1200   -1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5958    0.3036   -0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4905    1.2357   -0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6105    1.5846   -0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8298    0.9795    1.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9520    0.0425    1.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -0.2866    0.8924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3027   -1.5885   -1.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8165   -3.9512    0.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324   -3.9716   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9622   -4.2597    0.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2764   -2.9181    0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2276   -1.7676   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1279   -1.0061    1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9188   -0.9955    1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4435    1.0667    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3627    4.7714   -1.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0210    2.2059   -1.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167    0.2466   -2.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961    1.6932   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2840    2.3392   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7217    1.2910    1.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456   -0.4158    2.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1943   -1.0387    1.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3265   -2.0125   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263   -1.9056   -2.0287 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13 20  1  0
 20  2  1  0
 12  5  1  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  6 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
M  END


  Mrv1652309112120332D          

 20 22  0  0  0  0            999 V2000
    4.5529    1.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279    1.9441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700    1.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656    1.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062    1.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917    1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062    2.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656    2.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700    2.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    3.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5937    3.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4101    4.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0149    5.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8032    5.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9868    4.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2228    2.7691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2228    1.1191    0.0000 Cl  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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  8 19  1  0  0  0  0
  7 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257539

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCC2=CC(Cl)=C(O)C=C2C(C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H18ClNO/c1-19-8-7-13-9-16(18)17(20)10-14(13)15(11-19)12-5-3-2-4-6-12/h2-6,9-10,15,20H,7-8,11H2,1H3

> <INCHI_KEY>
GOTMKOSCLKVOGG-UHFFFAOYSA-N

> <FORMULA>
C17H18ClNO

> <MOLECULAR_WEIGHT>
287.79

> <EXACT_MASS>
287.1076919

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.012096018670793

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-chloro-3-methyl-5-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-ol

> <ALOGPS_LOGP>
3.94

> <JCHEM_LOGP>
3.0575703881413134

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.727213362044911

> <JCHEM_PKA_STRONGEST_BASIC>
9.07487961905836

> <JCHEM_POLAR_SURFACE_AREA>
23.47

> <JCHEM_REFRACTIVITY>
84.01760000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-chloro-3-methyl-5-phenyl-1,2,4,5-tetrahydro-3-benzazepin-7-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0257546
     RDKit          3D
(R)-2,3,4,5-Tetrahydro-8-chloro-3-methyl-5-phenyl-1H-3-benzazepin-7-ol
 38 40  0  0  0  0  0  0  0  0999 V2000
   -0.0990   -3.6712   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3400   -2.2417   -0.0091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7465   -2.0491    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135   -0.9225    1.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7153    0.3382    0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6548    1.2826    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6696    2.5295    0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8610    3.7544    0.6568 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7067    2.8463   -0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599    4.0986   -1.2900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7577    1.8892   -1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393    0.6234   -0.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   -0.1200   -1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5958    0.3036   -0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4905    1.2357   -0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6105    1.5846   -0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8298    0.9795    1.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9520    0.0425    1.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -0.2866    0.8924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3027   -1.5885   -1.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8165   -3.9512    0.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324   -3.9716   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9622   -4.2597    0.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2764   -2.9181    0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2276   -1.7676   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1279   -1.0061    1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9188   -0.9955    1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4435    1.0667    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3627    4.7714   -1.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0210    2.2059   -1.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167    0.2466   -2.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961    1.6932   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2840    2.3392   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7217    1.2910    1.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456   -0.4158    2.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1943   -1.0387    1.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3265   -2.0125   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263   -1.9056   -2.0287 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13 20  1  0
 20  2  1  0
 12  5  1  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  6 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  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       8.499   3.629   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.959   3.629   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       6.291   2.242   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.789   1.899   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.585   2.859   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.251   2.089   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.918   2.859   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.918   4.399   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.251   5.169   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.585   4.399   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.789   5.359   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.291   5.017   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.447   6.861   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.975   7.315   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.632   8.816   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.761   9.863   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.233   9.409   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.575   7.908   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.416   5.169   0.000  0.00  0.00           O+0
HETATM   20 Cl   UNK     0      -0.416   2.089   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    2                                                       
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    8                                                            
CONECT   20    7                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0257539
HETATM    1  C1  UNL     1      -1.508   3.462  -0.817  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.415   2.100  -0.389  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.501   1.283  -0.866  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.879   0.310   0.212  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.896  -0.750   0.436  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.528  -1.968   0.617  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.777  -3.116   0.843  1.00  0.00           C  
HETATM    8 CL1  UNL     1      -2.518  -4.686   1.079  1.00  0.00          CL  
HETATM    9  C7  UNL     1      -0.403  -2.993   0.879  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.349  -4.128   1.103  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.237  -1.755   0.695  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.526  -0.631   0.473  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.271   0.573   0.302  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.723   0.321   0.100  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.542   0.338   1.207  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.900   0.116   1.123  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.463  -0.132  -0.111  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.625  -0.146  -1.213  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.273   0.075  -1.128  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.185   1.457  -0.832  1.00  0.00           C  
HETATM   21  H1  UNL     1      -0.540   3.902  -1.117  1.00  0.00           H  
HETATM   22  H2  UNL     1      -1.931   4.077   0.028  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.250   3.549  -1.635  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.353   1.881  -1.203  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.187   0.666  -1.755  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.048   0.889   1.143  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.865  -0.131  -0.063  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.604  -2.085   0.592  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.076  -5.033   1.239  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.321  -1.724   0.734  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.183   1.211   1.219  1.00  0.00           H  
HETATM   32  H12 UNL     1       2.127   0.534   2.215  1.00  0.00           H  
HETATM   33  H13 UNL     1       4.490   0.145   2.043  1.00  0.00           H  
HETATM   34  H14 UNL     1       5.521  -0.306  -0.185  1.00  0.00           H  
HETATM   35  H15 UNL     1       4.094  -0.345  -2.181  1.00  0.00           H  
HETATM   36  H16 UNL     1       1.619   0.063  -1.999  1.00  0.00           H  
HETATM   37  H17 UNL     1       0.614   2.159  -1.067  1.00  0.00           H  
HETATM   38  H18 UNL     1      -0.359   0.818  -1.721  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   20
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6    6   12
CONECT    6    7   28
CONECT    7    8    9    9
CONECT    9   10   11
CONECT   10   29
CONECT   11   12   12   30
CONECT   12   13
CONECT   13   14   20   31
CONECT   14   15   15   19
CONECT   15   16   32
CONECT   16   17   17   33
CONECT   17   18   34
CONECT   18   19   19   35
CONECT   19   36
CONECT   20   37   38
END

HMDB0257546
     RDKit          3D
(R)-2,3,4,5-Tetrahydro-8-chloro-3-methyl-5-phenyl-1H-3-benzazepin-7-ol
 38 40  0  0  0  0  0  0  0  0999 V2000
   -0.0990   -3.6712   -0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3400   -2.2417   -0.0091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7465   -2.0491    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135   -0.9225    1.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7153    0.3382    0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6548    1.2826    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6696    2.5295    0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8610    3.7544    0.6568 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7067    2.8463   -0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599    4.0986   -1.2900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7577    1.8892   -1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393    0.6234   -0.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   -0.1200   -1.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5958    0.3036   -0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4905    1.2357   -0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6105    1.5846   -0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8298    0.9795    1.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9520    0.0425    1.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -0.2866    0.8924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3027   -1.5885   -1.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8165   -3.9512    0.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324   -3.9716   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9622   -4.2597    0.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2764   -2.9181    0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2276   -1.7676   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1279   -1.0061    1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9188   -0.9955    1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4435    1.0667    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3627    4.7714   -1.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0210    2.2059   -1.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167    0.2466   -2.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961    1.6932   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2840    2.3392   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7217    1.2910    1.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456   -0.4158    2.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1943   -1.0387    1.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3265   -2.0125   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2263   -1.9056   -2.0287 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13 20  1  0
 20  2  1  0
 12  5  1  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  6 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol	ChEBI
R-(+)-8-Chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3- benzazepine-7-ol	MeSH

Chemical Formula

C₁₇H₁₈ClNO

Average Molecular Weight

287.79

Monoisotopic Molecular Weight

287.1076919

IUPAC Name

8-chloro-3-methyl-5-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-ol

Traditional Name

8-chloro-3-methyl-5-phenyl-1,2,4,5-tetrahydro-3-benzazepin-7-ol

CAS Registry Number

Not Available

SMILES

CN1CCC2=CC(Cl)=C(O)C=C2C(C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H18ClNO/c1-19-8-7-13-9-16(18)17(20)10-14(13)15(11-19)12-5-3-2-4-6-12/h2-6,9-10,15,20H,7-8,11H2,1H3

InChI Key

GOTMKOSCLKVOGG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzazepines

Sub Class

Not Available

Direct Parent

Benzazepines

Alternative Parents

Substituents

Benzazepine
1-hydroxy-2-unsubstituted benzenoid
Azepine
Aralkylamine
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organonitrogen compound
Organochloride
Organohalogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tertiary amino compound (CHEBI:73297 )
organochlorine compound (CHEBI:73297 )
benzazepine (CHEBI:73297 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

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	3.94	ALOGPS
logP	3.06	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.73	ChemAxon
pKa (Strongest Basic)	9.07	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	23.47 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	84.02 m³·mol⁻¹	ChemAxon
Polarizability	31.01 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]+	164.898	30932474
DeepCCS	[M-H]-	162.54	30932474
DeepCCS	[M-2H]-	195.426	30932474
DeepCCS	[M+Na]+	170.991	30932474
AllCCS	[M+H]+	165.1	32859911
AllCCS	[M+H-H2O]+	161.4	32859911
AllCCS	[M+NH4]+	168.5	32859911
AllCCS	[M+Na]+	169.5	32859911
AllCCS	[M-H]-	169.4	32859911
AllCCS	[M+Na-2H]-	168.8	32859911
AllCCS	[M+HCOO]-	168.3	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol,1TMS,isomer #1	CN1CCC2=CC(Cl)=C(O[Si](C)(C)C)C=C2C(C2=CC=CC=C2)C1	2407.2	Semi standard non polar	33892256
7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol,1TMS,isomer #1	CN1CCC2=CC(Cl)=C(O[Si](C)(C)C)C=C2C(C2=CC=CC=C2)C1	2434.0	Standard non polar	33892256
7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol,1TMS,isomer #1	CN1CCC2=CC(Cl)=C(O[Si](C)(C)C)C=C2C(C2=CC=CC=C2)C1	2862.5	Standard polar	33892256
7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol,1TBDMS,isomer #1	CN1CCC2=CC(Cl)=C(O[Si](C)(C)C(C)(C)C)C=C2C(C2=CC=CC=C2)C1	2657.3	Semi standard non polar	33892256
7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol,1TBDMS,isomer #1	CN1CCC2=CC(Cl)=C(O[Si](C)(C)C(C)(C)C)C=C2C(C2=CC=CC=C2)C1	2700.2	Standard non polar	33892256
7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol,1TBDMS,isomer #1	CN1CCC2=CC(Cl)=C(O[Si](C)(C)C(C)(C)C)C=C2C(C2=CC=CC=C2)C1	3014.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dv-0490000000-0ef3421c55fb4fcecead	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

4843

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

SCH_23390

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

73297

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 7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol (HMDB0257539)

MOL for HMDB0257539 (7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol)

3D MOL for HMDB0257539 (7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol)

3D SDF for HMDB0257539 (7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol)

3D-SDF for HMDB0257539 (7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol)

PDB for HMDB0257539 (7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol)

3D PDB for HMDB0257539 (7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol)

SMILES for HMDB0257539 (7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol)

INCHI for HMDB0257539 (7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol)

Structure for HMDB0257539 (7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol)

3D Structure for HMDB0257539 (7-Chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra