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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:13:17 UTC

Update Date

2021-09-26 23:04:51 UTC

HMDB ID

HMDB0252339

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Flumezapine

Description

12-fluoro-5-methyl-8-(4-methylpiperazin-1-yl)-4-thia-2,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(10),3(7),5,8,11,13-hexaene 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 12-fluoro-5-methyl-8-(4-methylpiperazin-1-yl)-4-thia-2,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(10),3(7),5,8,11,13-hexaene. This compound has been identified in human blood as reported by (PMID: 31557052 ). Flumezapine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Flumezapine 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

HMDB0252339
     RDKit          3D
Flumezapine
 42 45  0  0  0  0  0  0  0  0999 V2000
    1.6674   -4.7147   -1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8380   -3.3029   -0.9051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8992   -2.3188   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3282   -1.1252   -0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6722   -0.9779   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2923   -2.5205   -0.4763 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4478    0.1413    0.3689 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0694    1.5173    0.4308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1389    2.3557    0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8959    3.7118    0.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    4.1906    0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4439    5.5380    0.6528 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5619    3.3182    0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7547    1.9519    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5675    1.2298    0.1836 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -0.0141   -0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0077   -0.3582   -0.1534 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8133   -0.7610    0.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2437   -0.3365    0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7650   -0.2321   -0.4512 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0979    0.3436   -0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913    0.5555   -1.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6234   -0.2878   -1.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3204   -5.4068   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6149   -5.0117   -1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9243   -4.8573   -2.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1607   -2.5777   -0.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4166   -0.0935    0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1257    1.9306    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7618    4.3645    0.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    3.7531    0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937   -1.8807    0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3962   -0.3253    1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8679   -1.0993    1.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4354    0.6208    1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2524    0.8160    0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2284    1.1574   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8599   -0.4423   -0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3483    0.7730   -2.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5728    1.4527   -0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498   -1.2627   -1.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832    0.1852   -2.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  6  2  1  0
 14  8  1  0
 23 17  1  0
 16  4  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  1  0
M  END


  Mrv1652309112112132D          

 23 26  0  0  0  0            999 V2000
    5.6112    1.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8090    1.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933    2.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708    2.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4782    1.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1817    1.2445    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7310    1.3259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    1.6922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8172    2.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0316    2.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4206    2.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5952    1.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3807    1.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3650    2.4481    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    3.1377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    3.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5299    3.8677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0728    4.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4391    5.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2624    5.3462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7195    4.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3532    3.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6286    6.0855    0.0000 C   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
  2  6  1  0  0  0  0
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  8  9  2  0  0  0  0
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 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252339

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCN(CC1)C1=NC2=C(NC3=C1C=C(C)S3)C=CC(F)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C17H19FN4S/c1-11-9-13-16(22-7-5-21(2)6-8-22)19-15-10-12(18)3-4-14(15)20-17(13)23-11/h3-4,9-10,20H,5-8H2,1-2H3

> <INCHI_KEY>
JBHUBOISLBWHAR-UHFFFAOYSA-N

> <FORMULA>
C17H19FN4S

> <MOLECULAR_WEIGHT>
330.43

> <EXACT_MASS>
330.131445965

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
35.50269687901864

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12-fluoro-5-methyl-8-(4-methylpiperazin-1-yl)-4-thia-2,9-diazatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),3(7),5,8,11,13-hexaene

> <ALOGPS_LOGP>
3.41

> <JCHEM_LOGP>
3.5311970183333337

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.28671377608956

> <JCHEM_PKA_STRONGEST_BASIC>
7.2230663938344355

> <JCHEM_POLAR_SURFACE_AREA>
30.870000000000005

> <JCHEM_REFRACTIVITY>
94.09009999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-fluoro-5-methyl-8-(4-methylpiperazin-1-yl)-4-thia-2,9-diazatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),3(7),5,8,11,13-hexaene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0252339
     RDKit          3D
Flumezapine
 42 45  0  0  0  0  0  0  0  0999 V2000
    1.6674   -4.7147   -1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8380   -3.3029   -0.9051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8992   -2.3188   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3282   -1.1252   -0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6722   -0.9779   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2923   -2.5205   -0.4763 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4478    0.1413    0.3689 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0694    1.5173    0.4308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1389    2.3557    0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8959    3.7118    0.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    4.1906    0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4439    5.5380    0.6528 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5619    3.3182    0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7547    1.9519    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5675    1.2298    0.1836 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -0.0141   -0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0077   -0.3582   -0.1534 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8133   -0.7610    0.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2437   -0.3365    0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7650   -0.2321   -0.4512 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0979    0.3436   -0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913    0.5555   -1.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6234   -0.2878   -1.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3204   -5.4068   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6149   -5.0117   -1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9243   -4.8573   -2.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1607   -2.5777   -0.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4166   -0.0935    0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1257    1.9306    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7618    4.3645    0.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    3.7531    0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937   -1.8807    0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3962   -0.3253    1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8679   -1.0993    1.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4354    0.6208    1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2524    0.8160    0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2284    1.1574   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8599   -0.4423   -0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3483    0.7730   -2.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5728    1.4527   -0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498   -1.2627   -1.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832    0.1852   -2.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  6  2  1  0
 14  8  1  0
 23 17  1  0
 16  4  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  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      10.474   2.964   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.977   3.323   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.387   4.746   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.852   4.625   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.493   3.128   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0       7.806   2.323   0.000  0.00  0.00           S+0
HETATM    7  N   UNK     0       5.098   2.475   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.718   3.159   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.392   4.664   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.926   5.134   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.785   4.099   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.111   2.594   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.577   2.124   0.000  0.00  0.00           C+0
HETATM   14  F   UNK     0      -0.681   4.570   0.000  0.00  0.00           F+0
HETATM   15  N   UNK     0       4.366   5.857   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       5.906   5.840   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       6.589   7.220   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       5.736   8.502   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.420   9.882   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       7.956   9.980   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       8.810   8.698   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.126   7.318   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.640  11.360   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    2                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11                                                            
CONECT   15    9   16                                                       
CONECT   16   15    4   17                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0252339
HETATM    1  C1  UNL     1       1.667  -4.715  -1.364  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.838  -3.303  -0.905  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.899  -2.319  -0.721  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.328  -1.125  -0.296  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.672  -0.978  -0.078  1.00  0.00           C  
HETATM    6  S1  UNL     1       3.292  -2.521  -0.476  1.00  0.00           S  
HETATM    7  N1  UNL     1       3.448   0.141   0.369  1.00  0.00           N  
HETATM    8  C6  UNL     1       3.069   1.517   0.431  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.139   2.356   0.586  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.896   3.712   0.658  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.613   4.191   0.575  1.00  0.00           C  
HETATM   12  F1  UNL     1       2.444   5.538   0.653  1.00  0.00           F  
HETATM   13  C10 UNL     1       1.562   3.318   0.418  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.755   1.952   0.341  1.00  0.00           C  
HETATM   15  N2  UNL     1       0.567   1.230   0.184  1.00  0.00           N  
HETATM   16  C12 UNL     1       0.368  -0.014  -0.074  1.00  0.00           C  
HETATM   17  N3  UNL     1      -1.008  -0.358  -0.153  1.00  0.00           N  
HETATM   18  C13 UNL     1      -1.813  -0.761   0.951  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.244  -0.337   0.872  1.00  0.00           C  
HETATM   20  N4  UNL     1      -3.765  -0.232  -0.451  1.00  0.00           N  
HETATM   21  C15 UNL     1      -5.098   0.344  -0.368  1.00  0.00           C  
HETATM   22  C16 UNL     1      -2.891   0.555  -1.296  1.00  0.00           C  
HETATM   23  C17 UNL     1      -1.623  -0.288  -1.472  1.00  0.00           C  
HETATM   24  H1  UNL     1       2.320  -5.407  -0.765  1.00  0.00           H  
HETATM   25  H2  UNL     1       0.615  -5.012  -1.129  1.00  0.00           H  
HETATM   26  H3  UNL     1       1.924  -4.857  -2.413  1.00  0.00           H  
HETATM   27  H4  UNL     1      -0.161  -2.578  -0.937  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.417  -0.093   0.689  1.00  0.00           H  
HETATM   29  H6  UNL     1       5.126   1.931   0.647  1.00  0.00           H  
HETATM   30  H7  UNL     1       4.762   4.365   0.783  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.568   3.753   0.358  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.794  -1.881   0.989  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.396  -0.325   1.902  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.868  -1.099   1.418  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.435   0.621   1.435  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.252   0.816   0.624  1.00  0.00           H  
HETATM   37  H14 UNL     1      -5.228   1.157  -1.132  1.00  0.00           H  
HETATM   38  H15 UNL     1      -5.860  -0.442  -0.581  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.348   0.773  -2.270  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.573   1.453  -0.735  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.950  -1.263  -1.848  1.00  0.00           H  
HETATM   42  H19 UNL     1      -0.983   0.185  -2.216  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3    6
CONECT    3    4   27
CONECT    4    5    5   16
CONECT    5    6    7
CONECT    7    8   28
CONECT    8    9    9   14
CONECT    9   10   29
CONECT   10   11   11   30
CONECT   11   12   13
CONECT   13   14   14   31
CONECT   14   15
CONECT   15   16   16
CONECT   16   17
CONECT   17   18   23
CONECT   18   19   32   33
CONECT   19   20   34   35
CONECT   20   21   22
CONECT   21   36   37   38
CONECT   22   23   39   40
CONECT   23   41   42
END

HMDB0252339
     RDKit          3D
Flumezapine
 42 45  0  0  0  0  0  0  0  0999 V2000
    1.6674   -4.7147   -1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8380   -3.3029   -0.9051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8992   -2.3188   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3282   -1.1252   -0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6722   -0.9779   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2923   -2.5205   -0.4763 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4478    0.1413    0.3689 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0694    1.5173    0.4308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1389    2.3557    0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8959    3.7118    0.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    4.1906    0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4439    5.5380    0.6528 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5619    3.3182    0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7547    1.9519    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5675    1.2298    0.1836 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -0.0141   -0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0077   -0.3582   -0.1534 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8133   -0.7610    0.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2437   -0.3365    0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7650   -0.2321   -0.4512 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0979    0.3436   -0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913    0.5555   -1.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6234   -0.2878   -1.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3204   -5.4068   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6149   -5.0117   -1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9243   -4.8573   -2.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1607   -2.5777   -0.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4166   -0.0935    0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1257    1.9306    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7618    4.3645    0.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    3.7531    0.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937   -1.8807    0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3962   -0.3253    1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8679   -1.0993    1.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4354    0.6208    1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2524    0.8160    0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2284    1.1574   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8599   -0.4423   -0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3483    0.7730   -2.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5728    1.4527   -0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498   -1.2627   -1.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832    0.1852   -2.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  6  2  1  0
 14  8  1  0
 23 17  1  0
 16  4  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Fluoro-2-methyl-4(4-methyl-1-piperazinyl)-10H-thieno(2,3b)(1,5)benzodiazepine	MeSH

Chemical Formula

C₁₇H₁₉FN₄S

Average Molecular Weight

330.43

Monoisotopic Molecular Weight

330.131445965

IUPAC Name

12-fluoro-5-methyl-8-(4-methylpiperazin-1-yl)-4-thia-2,9-diazatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),3(7),5,8,11,13-hexaene

Traditional Name

12-fluoro-5-methyl-8-(4-methylpiperazin-1-yl)-4-thia-2,9-diazatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),3(7),5,8,11,13-hexaene

CAS Registry Number

Not Available

SMILES

CN1CCN(CC1)C1=NC2=C(NC3=C1C=C(C)S3)C=CC(F)=C2

InChI Identifier

InChI=1S/C17H19FN4S/c1-11-9-13-16(22-7-5-21(2)6-8-22)19-15-10-12(18)3-4-14(15)20-17(13)23-11/h3-4,9-10,20H,5-8H2,1-2H3

InChI Key

JBHUBOISLBWHAR-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
Thieno-para-diazepine
2,3,5-trisubstituted thiophene
Para-diazepine
N-methylpiperazine
N-alkylpiperazine
N-arylated-2-aminothiophene
Piperazine
Aryl fluoride
Aryl halide
2-aminothiophene
Imidolactam
1,4-diazinane
Benzenoid
Thiophene
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Amidine
Azacycle
Organic 1,3-dipolar compound
Carboxylic acid amidine
Propargyl-type 1,3-dipolar organic compound
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organohalogen compound
Organofluoride
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)

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	3.41	ALOGPS
logP	3.53	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	13.29	ChemAxon
pKa (Strongest Basic)	7.22	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	30.87 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	94.09 m³·mol⁻¹	ChemAxon
Polarizability	35.5 Å³	ChemAxon
Number of Rings	4	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]+	179.408	30932474
DeepCCS	[M-H]-	177.05	30932474
DeepCCS	[M-2H]-	210.176	30932474
DeepCCS	[M+Na]+	185.501	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Flumezapine	CN1CCN(CC1)C1=NC2=C(NC3=C1C=C(C)S3)C=CC(F)=C2	4160.5	Standard polar	33892256
Flumezapine	CN1CCN(CC1)C1=NC2=C(NC3=C1C=C(C)S3)C=CC(F)=C2	2612.8	Standard non polar	33892256
Flumezapine	CN1CCN(CC1)C1=NC2=C(NC3=C1C=C(C)S3)C=CC(F)=C2	2777.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Flumezapine,1TMS,isomer #1	CC1=CC2=C(S1)N([Si](C)(C)C)C1=CC=C(F)C=C1N=C2N1CCN(C)CC1	2777.6	Semi standard non polar	33892256
Flumezapine,1TMS,isomer #1	CC1=CC2=C(S1)N([Si](C)(C)C)C1=CC=C(F)C=C1N=C2N1CCN(C)CC1	2724.8	Standard non polar	33892256
Flumezapine,1TMS,isomer #1	CC1=CC2=C(S1)N([Si](C)(C)C)C1=CC=C(F)C=C1N=C2N1CCN(C)CC1	3839.5	Standard polar	33892256
Flumezapine,1TBDMS,isomer #1	CC1=CC2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=C(F)C=C1N=C2N1CCN(C)CC1	2932.2	Semi standard non polar	33892256
Flumezapine,1TBDMS,isomer #1	CC1=CC2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=C(F)C=C1N=C2N1CCN(C)CC1	2925.4	Standard non polar	33892256
Flumezapine,1TBDMS,isomer #1	CC1=CC2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=C(F)C=C1N=C2N1CCN(C)CC1	3907.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Flumezapine GC-MS (Non-derivatized) - 70eV, Positive	splash10-05r4-9154000000-6bd7e1b72471a2b7c761	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flumezapine 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 - Flumezapine 10V, Positive-QTOF	splash10-001i-0009000000-710819905ce124131bc0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumezapine 20V, Positive-QTOF	splash10-001i-0019000000-90ab6af48f621c9f2472	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumezapine 40V, Positive-QTOF	splash10-00di-0191000000-b1a0705c694ad28bbc1f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumezapine 10V, Negative-QTOF	splash10-004i-0009000000-68e214b2e39a05cc9334	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumezapine 20V, Negative-QTOF	splash10-004i-0009000000-6108a733530732c5da4e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flumezapine 40V, Negative-QTOF	splash10-0a4i-1292000000-e1f8b2e3df60b19b2864	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

10296395

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135413528

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 Flumezapine (HMDB0252339)

MOL for HMDB0252339 (Flumezapine)

3D MOL for HMDB0252339 (Flumezapine)

3D SDF for HMDB0252339 (Flumezapine)

3D-SDF for HMDB0252339 (Flumezapine)

PDB for HMDB0252339 (Flumezapine)

3D PDB for HMDB0252339 (Flumezapine)

SMILES for HMDB0252339 (Flumezapine)

INCHI for HMDB0252339 (Flumezapine)

Structure for HMDB0252339 (Flumezapine)

3D Structure for HMDB0252339 (Flumezapine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra