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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:56:02 UTC

Update Date

2021-09-26 23:16:54 UTC

HMDB ID

HMDB0259382

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide

Description

N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. Based on a literature review very few articles have been published on N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-[4-chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide 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

HMDB0259382
     RDKit          3D
N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.3804   -1.0331   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0322   -1.0499   -1.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592   -1.3060   -2.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9406   -0.8477   -0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0726   -0.6030    1.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997    0.5817    1.5065 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870    1.1662    1.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2711    0.5554    1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0136    1.1099    1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1202    0.4083    0.5527 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3504    0.8733    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7666    2.4450    0.0880 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3570   -0.1174   -0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4898   -0.3898    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3314   -1.3145   -0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5070   -1.7693   -1.7146 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1249   -0.7787   -1.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9337   -0.6539   -2.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263    2.3482    1.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    2.9897    2.1761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2578    2.4276    2.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6426    3.2669    2.8074 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1765   -1.1315   -1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4278   -1.8888    0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0257   -2.4234   -2.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9475   -1.0188   -3.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7860   -0.8434   -3.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0022   -0.8778   -0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072   -0.8603    1.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537   -1.4267    1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3226   -0.4283    0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9597   -0.6596    0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7883    0.0847    1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3035   -1.6648    0.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3276   -0.5058   -3.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224    0.1940   -2.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3258   -1.5722   -2.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0833    2.8431    1.7250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1066    3.9827    2.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  9 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  7  1  0
 17 13  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
 10 33  1  0
 14 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
M  END

  Mrv1652309112123562D          

 22 23  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615   -2.9599    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8810   -2.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4941   -3.2570    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0525   -1.8980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372   -1.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0087   -0.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7933   -0.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4064   -1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2349   -1.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4502   -2.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1910   -0.8783    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9648    0.2258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7494    0.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9210    1.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7056    1.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8771    2.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3187    0.9906    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
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
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 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  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
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259382

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCOC1=C(Cl)C=CC(NC(=S)C2=C(C)SC=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H18ClNOS2/c1-11(2)6-8-20-16-10-13(4-5-15(16)18)19-17(21)14-7-9-22-12(14)3/h4-7,9-10H,8H2,1-3H3,(H,19,21)

> <INCHI_KEY>
ORTIQSICVORWBJ-UHFFFAOYSA-N

> <FORMULA>
C17H18ClNOS2

> <MOLECULAR_WEIGHT>
351.91

> <EXACT_MASS>
351.0518343

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
37.77146053468582

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-{4-chloro-3-[(3-methylbut-2-en-1-yl)oxy]phenyl}-2-methylthiophene-3-carbothioamide

> <ALOGPS_LOGP>
5.30

> <JCHEM_LOGP>
6.188922468666667

> <ALOGPS_LOGS>
-5.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.926042256839303

> <JCHEM_PKA_STRONGEST_BASIC>
-4.921068911918618

> <JCHEM_POLAR_SURFACE_AREA>
21.259999999999998

> <JCHEM_REFRACTIVITY>
102.1307

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.46e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{4-chloro-3-[(3-methylbut-2-en-1-yl)oxy]phenyl}-2-methylthiophene-3-carbothioamide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0259382
     RDKit          3D
N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.3804   -1.0331   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0322   -1.0499   -1.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592   -1.3060   -2.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9406   -0.8477   -0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0726   -0.6030    1.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997    0.5817    1.5065 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870    1.1662    1.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2711    0.5554    1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0136    1.1099    1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1202    0.4083    0.5527 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3504    0.8733    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7666    2.4450    0.0880 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3570   -0.1174   -0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4898   -0.3898    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3314   -1.3145   -0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5070   -1.7693   -1.7146 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1249   -0.7787   -1.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9337   -0.6539   -2.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263    2.3482    1.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    2.9897    2.1761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2578    2.4276    2.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6426    3.2669    2.8074 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1765   -1.1315   -1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5352   -0.1122    0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4278   -1.8888    0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0257   -2.4234   -2.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9475   -1.0188   -3.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7860   -0.8434   -3.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0022   -0.8778   -0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072   -0.8603    1.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537   -1.4267    1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3226   -0.4283    0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9597   -0.6596    0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7883    0.0847    1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3035   -1.6648    0.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3276   -0.5058   -3.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224    0.1940   -2.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3258   -1.5722   -2.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0833    2.8431    1.7250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1066    3.9827    2.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  9 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  7  1  0
 17 13  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
 10 33  1  0
 14 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 20 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       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.913  -5.525   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.437  -6.990   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.897  -6.990   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0       1.421  -5.525   0.000  0.00  0.00           S+0
HETATM    7  C   UNK     0       5.378  -5.049   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0       6.522  -6.080   0.000  0.00  0.00           S+0
HETATM    9  N   UNK     0       5.698  -3.543   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       7.163  -3.067   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.483  -1.561   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.947  -1.085   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.092  -2.115   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.772  -3.622   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.307  -4.098   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0      11.557  -1.639   0.000  0.00  0.00          Cl+0
HETATM   17  O   UNK     0       9.268   0.422   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.732   0.897   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.052   2.404   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.517   2.880   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.837   4.386   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.662   1.849   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2                                                       
CONECT    7    3    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13                                                            
CONECT   17   12   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0259382
HETATM    1  C1  UNL     1       5.380  -1.033  -0.535  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.032  -1.050  -1.156  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.959  -1.306  -2.643  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.941  -0.848  -0.429  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.073  -0.603   1.016  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.600   0.582   1.507  1.00  0.00           O  
HETATM    7  C6  UNL     1       1.387   1.166   1.557  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.271   0.555   1.051  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.014   1.110   1.075  1.00  0.00           C  
HETATM   10  N1  UNL     1      -2.120   0.408   0.553  1.00  0.00           N  
HETATM   11  C9  UNL     1      -3.350   0.873   0.115  1.00  0.00           C  
HETATM   12  S1  UNL     1      -3.767   2.445   0.088  1.00  0.00           S  
HETATM   13  C10 UNL     1      -4.357  -0.117  -0.387  1.00  0.00           C  
HETATM   14  C11 UNL     1      -5.490  -0.390   0.266  1.00  0.00           C  
HETATM   15  C12 UNL     1      -6.331  -1.315  -0.294  1.00  0.00           C  
HETATM   16  S2  UNL     1      -5.507  -1.769  -1.715  1.00  0.00           S  
HETATM   17  C13 UNL     1      -4.125  -0.779  -1.559  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.934  -0.654  -2.480  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.126   2.348   1.651  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.010   2.990   2.176  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.258   2.428   2.141  1.00  0.00           C  
HETATM   22 CL1  UNL     1       2.643   3.267   2.807  1.00  0.00          CL  
HETATM   23  H1  UNL     1       6.177  -1.131  -1.301  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.535  -0.112   0.091  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.428  -1.889   0.173  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.026  -2.423  -2.763  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.948  -1.019  -3.020  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.786  -0.843  -3.178  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.002  -0.878  -0.965  1.00  0.00           H  
HETATM   30  H8  UNL     1       4.107  -0.860   1.319  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.454  -1.427   1.507  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.323  -0.428   0.594  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.960  -0.660   0.500  1.00  0.00           H  
HETATM   34  H12 UNL     1      -5.788   0.085   1.229  1.00  0.00           H  
HETATM   35  H13 UNL     1      -7.303  -1.665   0.098  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.328  -0.506  -3.503  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.322   0.194  -2.129  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.326  -1.572  -2.372  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.083   2.843   1.725  1.00  0.00           H  
HETATM   40  H18 UNL     1      -0.107   3.983   2.633  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4    4
CONECT    3   26   27   28
CONECT    4    5   29
CONECT    5    6   30   31
CONECT    6    7
CONECT    7    8    8   21
CONECT    8    9   32
CONECT    9   10   19   19
CONECT   10   11   33
CONECT   11   12   12   13
CONECT   13   14   17   17
CONECT   14   15   15   34
CONECT   15   16   35
CONECT   16   17
CONECT   17   18
CONECT   18   36   37   38
CONECT   19   20   39
CONECT   20   21   21   40
CONECT   21   22
END

HMDB0259382
     RDKit          3D
N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide
 40 41  0  0  0  0  0  0  0  0999 V2000
    5.3804   -1.0331   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0322   -1.0499   -1.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592   -1.3060   -2.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9406   -0.8477   -0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0726   -0.6030    1.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997    0.5817    1.5065 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870    1.1662    1.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2711    0.5554    1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0136    1.1099    1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1202    0.4083    0.5527 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3504    0.8733    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7666    2.4450    0.0880 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3570   -0.1174   -0.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4898   -0.3898    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3314   -1.3145   -0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5070   -1.7693   -1.7146 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1249   -0.7787   -1.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9337   -0.6539   -2.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263    2.3482    1.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    2.9897    2.1761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2578    2.4276    2.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6426    3.2669    2.8074 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1765   -1.1315   -1.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5352   -0.1122    0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4278   -1.8888    0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0257   -2.4234   -2.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9475   -1.0188   -3.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7860   -0.8434   -3.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0022   -0.8778   -0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1072   -0.8603    1.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537   -1.4267    1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3226   -0.4283    0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9597   -0.6596    0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7883    0.0847    1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3035   -1.6648    0.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3276   -0.5058   -3.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224    0.1940   -2.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3258   -1.5722   -2.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0833    2.8431    1.7250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1066    3.9827    2.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  9 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21  7  1  0
 17 13  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
 10 33  1  0
 14 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-{4-chloro-3-[(3-methylbut-2-en-1-yl)oxy]phenyl}-2-methylthiophene-3-carboimidothioate	HMDB

Chemical Formula

C₁₇H₁₈ClNOS₂

Average Molecular Weight

351.91

Monoisotopic Molecular Weight

351.0518343

IUPAC Name

N-{4-chloro-3-[(3-methylbut-2-en-1-yl)oxy]phenyl}-2-methylthiophene-3-carbothioamide

Traditional Name

N-{4-chloro-3-[(3-methylbut-2-en-1-yl)oxy]phenyl}-2-methylthiophene-3-carbothioamide

CAS Registry Number

Not Available

SMILES

CC(C)=CCOC1=C(Cl)C=CC(NC(=S)C2=C(C)SC=C2)=C1

InChI Identifier

InChI=1S/C17H18ClNOS2/c1-11(2)6-8-20-16-10-13(4-5-15(16)18)19-17(21)14-7-9-22-12(14)3/h4-7,9-10H,8H2,1-3H3,(H,19,21)

InChI Key

ORTIQSICVORWBJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Heteroaromatic compound
Thiophene
Thioamide
Organoheterocyclic compound
Thiocarboxylic acid amide
Ether
Organochloride
Organohalogen compound
Thiocarbonyl group
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	5.3	ALOGPS
logP	6.19	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	10.93	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	21.26 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	102.13 m³·mol⁻¹	ChemAxon
Polarizability	37.77 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	184.465	30932474
DeepCCS	[M-H]-	182.107	30932474
DeepCCS	[M-2H]-	214.993	30932474
DeepCCS	[M+Na]+	190.558	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide	CC(C)=CCOC1=C(Cl)C=CC(NC(=S)C2=C(C)SC=C2)=C1	4236.4	Standard polar	33892256
N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide	CC(C)=CCOC1=C(Cl)C=CC(NC(=S)C2=C(C)SC=C2)=C1	2634.3	Standard non polar	33892256
N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide	CC(C)=CCOC1=C(Cl)C=CC(NC(=S)C2=C(C)SC=C2)=C1	2974.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide,1TMS,isomer #1	CC(C)=CCOC1=CC(N(C(=S)C2=C(C)SC=C2)[Si](C)(C)C)=CC=C1Cl	2796.4	Semi standard non polar	33892256
N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide,1TMS,isomer #1	CC(C)=CCOC1=CC(N(C(=S)C2=C(C)SC=C2)[Si](C)(C)C)=CC=C1Cl	2759.7	Standard non polar	33892256
N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide,1TMS,isomer #1	CC(C)=CCOC1=CC(N(C(=S)C2=C(C)SC=C2)[Si](C)(C)C)=CC=C1Cl	3447.8	Standard polar	33892256
N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide,1TBDMS,isomer #1	CC(C)=CCOC1=CC(N(C(=S)C2=C(C)SC=C2)[Si](C)(C)C(C)(C)C)=CC=C1Cl	3016.9	Semi standard non polar	33892256
N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide,1TBDMS,isomer #1	CC(C)=CCOC1=CC(N(C(=S)C2=C(C)SC=C2)[Si](C)(C)C(C)(C)C)=CC=C1Cl	2971.0	Standard non polar	33892256
N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide,1TBDMS,isomer #1	CC(C)=CCOC1=CC(N(C(=S)C2=C(C)SC=C2)[Si](C)(C)C(C)(C)C)=CC=C1Cl	3485.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8693000000-a38fbd76647619b38194	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide 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

2272426

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

384759

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 N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide (HMDB0259382)

MOL for HMDB0259382 (N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide)

3D MOL for HMDB0259382 (N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide)

3D SDF for HMDB0259382 (N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide)

3D-SDF for HMDB0259382 (N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide)

PDB for HMDB0259382 (N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide)

3D PDB for HMDB0259382 (N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide)

SMILES for HMDB0259382 (N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide)

INCHI for HMDB0259382 (N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide)

Structure for HMDB0259382 (N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide)

3D Structure for HMDB0259382 (N-[4-Chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylthiophene-3-carbothioamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra