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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:44:40 UTC

Update Date

2021-09-26 23:05:30 UTC

HMDB ID

HMDB0252729

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Girisopam

Description

Girisopam, also known as egis 5810, belongs to the class of organic compounds known as benzodiazepines. These are organic compounds containing a benzene ring fused to either isomers of diazepine(unsaturated seven-member heterocycle with two nitrogen atoms replacing two carbon atoms). Based on a literature review very few articles have been published on Girisopam. This compound has been identified in human blood as reported by (PMID: 31557052 ). Girisopam is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Girisopam 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

HMDB0252729
     RDKit          3D
Girisopam
 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.0425    0.1664   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9449   -0.5043    0.4064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6233   -0.1801    0.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2024    0.8989   -0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696    1.1433   -0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745    0.3462   -0.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2916   -0.7307    0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6492   -0.9472    0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0430   -2.0064    1.5870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1172   -2.8339    2.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5306    0.4384   -0.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3430   -0.7466   -0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9096   -2.0022   -0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7362   -3.1264   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0573   -2.9847   -0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5263   -1.7180    0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2062   -1.5323    0.7366 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6869   -0.6273    0.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1367    1.5997   -0.2661 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5598    2.9025   -0.2923 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4207    3.2059   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343    4.6253   -0.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.3599   -1.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9534    0.0967    0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8047    1.2491   -0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136   -0.1928   -1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9767    1.4772   -1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693   -1.3043    1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5805   -3.7071    2.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551   -3.2440    1.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346   -2.2982    3.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8952   -2.2289   -0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3653   -4.1230   -0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7144   -3.8455    0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0592    0.3577    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4290    5.0033   -1.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9096    5.2954   -0.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687    4.7752    0.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5235    2.9186   -1.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1076    2.0244   -2.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 11 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
  8  3  1  0
 18 12  1  0
 23  5  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 18 35  1  0
 22 36  1  0
 22 37  1  0
 22 38  1  0
 23 39  1  0
 23 40  1  0
M  END


  Mrv1652309112112442D          

 23 25  0  0  0  0            999 V2000
    4.9502    2.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358    1.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7938    1.0941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358    0.3508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    0.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    1.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    2.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431    1.9191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431    2.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431    0.2691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286    0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -0.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0527   -1.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8691   -2.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0808   -2.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4760   -1.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596   -0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4739   -2.5636    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252729

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C2C(CC(C)=NN=C2C2=CC(Cl)=CC=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17ClN2O2/c1-11-7-13-9-16(22-2)17(23-3)10-15(13)18(21-20-11)12-5-4-6-14(19)8-12/h4-6,8-10H,7H2,1-3H3

> <INCHI_KEY>
VQYLGVVODFDFNK-UHFFFAOYSA-N

> <FORMULA>
C18H17ClN2O2

> <MOLECULAR_WEIGHT>
328.8

> <EXACT_MASS>
328.0978555

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
34.84430055409049

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3-chlorophenyl)-7,8-dimethoxy-4-methyl-5H-2,3-benzodiazepine

> <ALOGPS_LOGP>
4.26

> <JCHEM_LOGP>
3.757436796333333

> <ALOGPS_LOGS>
-5.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6431125860606484

> <JCHEM_POLAR_SURFACE_AREA>
43.18000000000001

> <JCHEM_REFRACTIVITY>
91.73760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.40e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
girisopam

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252729
     RDKit          3D
Girisopam
 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.0425    0.1664   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9449   -0.5043    0.4064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6233   -0.1801    0.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2024    0.8989   -0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696    1.1433   -0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745    0.3462   -0.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2916   -0.7307    0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6492   -0.9472    0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0430   -2.0064    1.5870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1172   -2.8339    2.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5306    0.4384   -0.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3430   -0.7466   -0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9096   -2.0022   -0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7362   -3.1264   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0573   -2.9847   -0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5263   -1.7180    0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2062   -1.5323    0.7366 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6869   -0.6273    0.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1367    1.5997   -0.2661 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5598    2.9025   -0.2923 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4207    3.2059   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343    4.6253   -0.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.3599   -1.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9534    0.0967    0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8047    1.2491   -0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136   -0.1928   -1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9767    1.4772   -1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693   -1.3043    1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5805   -3.7071    2.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551   -3.2440    1.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346   -2.2982    3.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8952   -2.2289   -0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3653   -4.1230   -0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7144   -3.8455    0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0592    0.3577    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4290    5.0033   -1.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9096    5.2954   -0.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687    4.7752    0.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5235    2.9186   -1.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1076    2.0244   -2.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 11 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
  8  3  1  0
 18 12  1  0
 23  5  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 18 35  1  0
 22 36  1  0
 22 37  1  0
 22 38  1  0
 23 39  1  0
 23 40  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       9.240   4.634   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.280   3.430   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       8.948   2.042   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       8.280   0.655   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       6.779   0.312   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.575   1.272   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.241   0.502   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.907   1.272   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.907   2.812   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.241   3.582   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.575   2.812   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.779   3.773   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.574   3.582   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.574   5.122   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.574   0.502   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.240   1.272   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.436  -1.189   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.565  -2.237   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.222  -3.738   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.751  -4.192   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.622  -3.144   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.965  -1.643   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0       8.351  -4.785   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   17                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11    2                                                       
CONECT   13    9   14                                                       
CONECT   14   13                                                            
CONECT   15    8   16                                                       
CONECT   16   15                                                            
CONECT   17    5   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   19                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0252729
HETATM    1  C1  UNL     1      -5.043   0.166  -0.127  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.945  -0.504   0.406  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.623  -0.180   0.199  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.202   0.899  -0.599  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.870   1.143  -0.747  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.075   0.346  -0.128  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.292  -0.731   0.675  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.649  -0.947   0.802  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.043  -2.006   1.587  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.117  -2.834   2.234  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.531   0.438  -0.197  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.343  -0.747  -0.180  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.910  -2.002  -0.446  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.736  -3.126  -0.364  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.057  -2.985  -0.000  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.526  -1.718   0.275  1.00  0.00           C  
HETATM   17 CL1  UNL     1       6.206  -1.532   0.737  1.00  0.00          CL  
HETATM   18  C15 UNL     1       3.687  -0.627   0.186  1.00  0.00           C  
HETATM   19  N1  UNL     1       2.137   1.600  -0.266  1.00  0.00           N  
HETATM   20  N2  UNL     1       1.560   2.902  -0.292  1.00  0.00           N  
HETATM   21  C16 UNL     1       0.421   3.206  -0.837  1.00  0.00           C  
HETATM   22  C17 UNL     1       0.034   4.625  -0.738  1.00  0.00           C  
HETATM   23  C18 UNL     1      -0.604   2.360  -1.549  1.00  0.00           C  
HETATM   24  H1  UNL     1      -5.953   0.097   0.506  1.00  0.00           H  
HETATM   25  H2  UNL     1      -4.805   1.249  -0.184  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.314  -0.193  -1.150  1.00  0.00           H  
HETATM   27  H4  UNL     1      -2.977   1.477  -1.053  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.469  -1.304   1.183  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.581  -3.707   2.723  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.355  -3.244   1.518  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.535  -2.298   3.020  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.895  -2.229  -0.784  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.365  -4.123  -0.581  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.714  -3.845   0.069  1.00  0.00           H  
HETATM   35  H12 UNL     1       4.059   0.358   0.402  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.429   5.003  -1.684  1.00  0.00           H  
HETATM   37  H14 UNL     1       0.910   5.295  -0.558  1.00  0.00           H  
HETATM   38  H15 UNL     1      -0.669   4.775   0.120  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.524   2.919  -1.697  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.108   2.024  -2.484  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   27
CONECT    5    6    6   23
CONECT    6    7   11
CONECT    7    8    8   28
CONECT    8    9
CONECT    9   10
CONECT   10   29   30   31
CONECT   11   12   19   19
CONECT   12   13   13   18
CONECT   13   14   32
CONECT   14   15   15   33
CONECT   15   16   34
CONECT   16   17   18   18
CONECT   18   35
CONECT   19   20
CONECT   20   21   21
CONECT   21   22   23
CONECT   22   36   37   38
CONECT   23   39   40
END

HMDB0252729
     RDKit          3D
Girisopam
 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.0425    0.1664   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9449   -0.5043    0.4064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6233   -0.1801    0.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2024    0.8989   -0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696    1.1433   -0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745    0.3462   -0.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2916   -0.7307    0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6492   -0.9472    0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0430   -2.0064    1.5870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1172   -2.8339    2.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5306    0.4384   -0.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3430   -0.7466   -0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9096   -2.0022   -0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7362   -3.1264   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0573   -2.9847   -0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5263   -1.7180    0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2062   -1.5323    0.7366 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6869   -0.6273    0.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1367    1.5997   -0.2661 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5598    2.9025   -0.2923 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4207    3.2059   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0343    4.6253   -0.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.3599   -1.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9534    0.0967    0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8047    1.2491   -0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3136   -0.1928   -1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9767    1.4772   -1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693   -1.3043    1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5805   -3.7071    2.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551   -3.2440    1.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346   -2.2982    3.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8952   -2.2289   -0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3653   -4.1230   -0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7144   -3.8455    0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0592    0.3577    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4290    5.0033   -1.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9096    5.2954   -0.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687    4.7752    0.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5235    2.9186   -1.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1076    2.0244   -2.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 11 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
  8  3  1  0
 18 12  1  0
 23  5  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 18 35  1  0
 22 36  1  0
 22 37  1  0
 22 38  1  0
 23 39  1  0
 23 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(3-Chlorophenyl)-4-methyl-7,8-dimethoxy-5H-2,3-benzodiazepine	MeSH
EGIS 5810	MeSH
EGIS-5810	MeSH

Chemical Formula

C₁₈H₁₇ClN₂O₂

Average Molecular Weight

328.8

Monoisotopic Molecular Weight

328.0978555

IUPAC Name

1-(3-chlorophenyl)-7,8-dimethoxy-4-methyl-5H-2,3-benzodiazepine

Traditional Name

girisopam

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C2C(CC(C)=NN=C2C2=CC(Cl)=CC=C2)=C1

InChI Identifier

InChI=1S/C18H17ClN2O2/c1-11-7-13-9-16(22-2)17(23-3)10-15(13)18(21-20-11)12-5-4-6-14(19)8-12/h4-6,8-10H,7H2,1-3H3

InChI Key

VQYLGVVODFDFNK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzodiazepines. These are organic compounds containing a benzene ring fused to either isomers of diazepine(unsaturated seven-member heterocycle with two nitrogen atoms replacing two carbon atoms).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

Not Available

Direct Parent

Benzodiazepines

Alternative Parents

Substituents

Benzodiazepine
Anisole
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Azacycle
Ether
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organochloride
Organohalogen 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)

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	4.26	ALOGPS
logP	3.76	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.18 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	91.74 m³·mol⁻¹	ChemAxon
Polarizability	34.84 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	175.305	30932474
DeepCCS	[M-H]-	172.947	30932474
DeepCCS	[M-2H]-	206.492	30932474
DeepCCS	[M+Na]+	181.866	30932474
AllCCS	[M+H]+	175.1	32859911
AllCCS	[M+H-H2O]+	171.7	32859911
AllCCS	[M+NH4]+	178.3	32859911
AllCCS	[M+Na]+	179.2	32859911
AllCCS	[M-H]-	178.7	32859911
AllCCS	[M+Na-2H]-	178.2	32859911
AllCCS	[M+HCOO]-	177.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Girisopam	COC1=C(OC)C=C2C(CC(C)=NN=C2C2=CC(Cl)=CC=C2)=C1	3841.3	Standard polar	33892256
Girisopam	COC1=C(OC)C=C2C(CC(C)=NN=C2C2=CC(Cl)=CC=C2)=C1	2696.6	Standard non polar	33892256
Girisopam	COC1=C(OC)C=C2C(CC(C)=NN=C2C2=CC(Cl)=CC=C2)=C1	2791.8	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 - Girisopam GC-MS (Non-derivatized) - 70eV, Positive	splash10-03xr-1295000000-bd2a8ca262272cd74232	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Girisopam 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 - Girisopam 10V, Positive-QTOF	splash10-004i-0009000000-6f348ed5e15ee863ce8f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Girisopam 20V, Positive-QTOF	splash10-004i-0009000000-6f348ed5e15ee863ce8f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Girisopam 40V, Positive-QTOF	splash10-00di-0191000000-3376b565dbec9499ff0e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Girisopam 10V, Negative-QTOF	splash10-004i-0009000000-20e6c42ff4b231ea911a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Girisopam 20V, Negative-QTOF	splash10-004i-1009000000-0f5fc70c71ccf4b0d57c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Girisopam 40V, Negative-QTOF	splash10-001i-6291000000-3115318a6161893dd0fb	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

64387

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Girisopam

METLIN ID

Not Available

PubChem Compound

71257

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 Girisopam (HMDB0252729)

MOL for HMDB0252729 (Girisopam)

3D MOL for HMDB0252729 (Girisopam)

3D SDF for HMDB0252729 (Girisopam)

3D-SDF for HMDB0252729 (Girisopam)

PDB for HMDB0252729 (Girisopam)

3D PDB for HMDB0252729 (Girisopam)

SMILES for HMDB0252729 (Girisopam)

INCHI for HMDB0252729 (Girisopam)

Structure for HMDB0252729 (Girisopam)

3D Structure for HMDB0252729 (Girisopam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra