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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:26:22 UTC

Update Date

2021-09-26 23:08:06 UTC

HMDB ID

HMDB0254244

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea

Description

LY-295501 belongs to the class of organic compounds known as n-phenylureas. N-phenylureas are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group. LY-295501 is an extremely weak basic (essentially neutral) compound (based on its pKa). ILX-295501 has been used in trials studying the treatment of Ovarian Cancer, Metastatic Cancer, Fallopian Tube Cancer, and Primary Peritoneal Cavity Cancer. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(5-(2,3-dihydrobenzofuryl)sulfonyl)-n'-(3,4-dichlorophenyl)urea is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea 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

HMDB0254244
     RDKit          3D
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea
 36 38  0  0  0  0  0  0  0  0999 V2000
    2.2291   -0.5457    1.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9060   -0.0161    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8813    0.3789   -0.9141 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2821    0.2359   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1181    0.9403   -1.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4841    0.7982   -1.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0861   -0.0349   -0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8264   -0.2365   -0.5784 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2588   -0.7388    0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0111   -1.8190    1.3220 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8741   -0.6051    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5335    0.1992   -0.2689 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6391   -0.3007    0.9031 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.2467   -1.6694    1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    0.6692    2.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2397   -0.3945    0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6592   -1.5513   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9209   -1.7040   -0.8598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8338   -0.6661   -0.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4385    0.5081   -0.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1623    0.6250    0.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6164    1.3921   -0.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7832    0.4460   -0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1495   -0.5779   -1.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5288    0.8349   -1.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7117    1.6316   -2.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1325    1.3669   -2.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3360   -1.2084    0.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166    0.6471   -1.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9968   -2.4124   -0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2205   -2.6463   -1.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8655    1.5376    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369    2.1710   -0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7470    1.7998    0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5691    0.8940   -1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2203    0.0511    0.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 11  4  1  0
 21 16  1  0
 24 19  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
 11 28  1  0
 12 29  1  0
 17 30  1  0
 18 31  1  0
 21 32  1  0
 22 33  1  0
 22 34  1  0
 23 35  1  0
 23 36  1  0
M  END


  Mrv1652310211600582D          

 24 26  0  0  0  0            999 V2000
    7.6391    2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    2.7604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    2.7604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4793    1.6335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6543    3.0624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    0.2854    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0681    1.1104    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 18 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
  4 23  1  0  0  0  0
  3 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254244

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=C(Cl)C=C(NC(=O)NS(=O)(=O)C2=CC=C3OCCC3=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12Cl2N2O4S/c16-12-3-1-10(8-13(12)17)18-15(20)19-24(21,22)11-2-4-14-9(7-11)5-6-23-14/h1-4,7-8H,5-6H2,(H2,18,19,20)

> <INCHI_KEY>
VAMFSFIPDOODFH-UHFFFAOYSA-N

> <FORMULA>
C15H12Cl2N2O4S

> <MOLECULAR_WEIGHT>
387.23

> <EXACT_MASS>
385.9894834

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
36.05717361300293

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3,4-dichlorophenyl)-3-(2,3-dihydro-1-benzofuran-5-sulfonyl)urea

> <ALOGPS_LOGP>
4.03

> <JCHEM_LOGP>
3.565890462333333

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.710826322413354

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6037217233974026

> <JCHEM_PKA_STRONGEST_BASIC>
-4.869354704944543

> <JCHEM_POLAR_SURFACE_AREA>
84.50000000000001

> <JCHEM_REFRACTIVITY>
92.29599999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.33e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3,4-dichlorophenyl)-3-(2,3-dihydro-1-benzofuran-5-sulfonyl)urea

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254244
     RDKit          3D
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea
 36 38  0  0  0  0  0  0  0  0999 V2000
    2.2291   -0.5457    1.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9060   -0.0161    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8813    0.3789   -0.9141 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2821    0.2359   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1181    0.9403   -1.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4841    0.7982   -1.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0861   -0.0349   -0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8264   -0.2365   -0.5784 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2588   -0.7388    0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0111   -1.8190    1.3220 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8741   -0.6051    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5335    0.1992   -0.2689 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6391   -0.3007    0.9031 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.2467   -1.6694    1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    0.6692    2.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2397   -0.3945    0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6592   -1.5513   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9209   -1.7040   -0.8598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8338   -0.6661   -0.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4385    0.5081   -0.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1623    0.6250    0.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6164    1.3921   -0.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7832    0.4460   -0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1495   -0.5779   -1.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5288    0.8349   -1.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7117    1.6316   -2.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1325    1.3669   -2.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3360   -1.2084    0.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166    0.6471   -1.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9968   -2.4124   -0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2205   -2.6463   -1.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8655    1.5376    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369    2.1710   -0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7470    1.7998    0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5691    0.8940   -1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2203    0.0511    0.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 11  4  1  0
 21 16  1  0
 24 19  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
 11 28  1  0
 12 29  1  0
 17 30  1  0
 18 31  1  0
 21 32  1  0
 22 33  1  0
 22 34  1  0
 23 35  1  0
 23 36  1  0
M  END

HEADER    PROTEIN                                 21-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-OCT-16         0                                  
HETATM    1  C   UNK     0      14.260   5.153   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.593   4.383   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.593   2.843   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.260   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.926   2.843   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.926   4.383   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      11.592   5.153   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      10.259   4.383   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.259   2.843   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       8.925   5.153   0.000  0.00  0.00           N+0
HETATM   11  S   UNK     0       7.591   4.383   0.000  0.00  0.00           S+0
HETATM   12  O   UNK     0       8.361   3.049   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.821   5.717   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   23 Cl   UNK     0      14.260   0.533   0.000  0.00  0.00          Cl+0
HETATM   24 Cl   UNK     0      16.927   2.073   0.000  0.00  0.00          Cl+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5   23                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23    4                                                            
CONECT   24    3                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0254244
HETATM    1  O1  UNL     1       2.229  -0.546   1.093  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.906  -0.016   0.023  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.881   0.379  -0.914  1.00  0.00           N  
HETATM    4  C2  UNL     1       4.282   0.236  -0.805  1.00  0.00           C  
HETATM    5  C3  UNL     1       5.118   0.940  -1.657  1.00  0.00           C  
HETATM    6  C4  UNL     1       6.484   0.798  -1.589  1.00  0.00           C  
HETATM    7  C5  UNL     1       7.086  -0.035  -0.691  1.00  0.00           C  
HETATM    8 CL1  UNL     1       8.826  -0.236  -0.578  1.00  0.00          CL  
HETATM    9  C6  UNL     1       6.259  -0.739   0.159  1.00  0.00           C  
HETATM   10 CL2  UNL     1       7.011  -1.819   1.322  1.00  0.00          CL  
HETATM   11  C7  UNL     1       4.874  -0.605   0.103  1.00  0.00           C  
HETATM   12  N2  UNL     1       0.534   0.199  -0.269  1.00  0.00           N  
HETATM   13  S1  UNL     1      -0.639  -0.301   0.903  1.00  0.00           S  
HETATM   14  O2  UNL     1      -0.247  -1.669   1.374  1.00  0.00           O  
HETATM   15  O3  UNL     1      -0.571   0.669   2.082  1.00  0.00           O  
HETATM   16  C8  UNL     1      -2.240  -0.394   0.274  1.00  0.00           C  
HETATM   17  C9  UNL     1      -2.659  -1.551  -0.350  1.00  0.00           C  
HETATM   18  C10 UNL     1      -3.921  -1.704  -0.860  1.00  0.00           C  
HETATM   19  C11 UNL     1      -4.834  -0.666  -0.758  1.00  0.00           C  
HETATM   20  C12 UNL     1      -4.439   0.508  -0.135  1.00  0.00           C  
HETATM   21  C13 UNL     1      -3.162   0.625   0.366  1.00  0.00           C  
HETATM   22  C14 UNL     1      -5.616   1.392  -0.181  1.00  0.00           C  
HETATM   23  C15 UNL     1      -6.783   0.446  -0.435  1.00  0.00           C  
HETATM   24  O4  UNL     1      -6.150  -0.578  -1.188  1.00  0.00           O  
HETATM   25  H1  UNL     1       2.529   0.835  -1.812  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.712   1.632  -2.414  1.00  0.00           H  
HETATM   27  H3  UNL     1       7.132   1.367  -2.273  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.336  -1.208   0.809  1.00  0.00           H  
HETATM   29  H5  UNL     1       0.217   0.647  -1.165  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.997  -2.412  -0.472  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.221  -2.646  -1.353  1.00  0.00           H  
HETATM   32  H8  UNL     1      -2.865   1.538   0.843  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.537   2.171  -0.956  1.00  0.00           H  
HETATM   34  H10 UNL     1      -5.747   1.800   0.847  1.00  0.00           H  
HETATM   35  H11 UNL     1      -7.569   0.894  -1.060  1.00  0.00           H  
HETATM   36  H12 UNL     1      -7.220   0.051   0.494  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4   25
CONECT    4    5    5   11
CONECT    5    6   26
CONECT    6    7    7   27
CONECT    7    8    9
CONECT    9   10   11   11
CONECT   11   28
CONECT   12   13   29
CONECT   13   14   14   15   15
CONECT   13   16
CONECT   16   17   17   21
CONECT   17   18   30
CONECT   18   19   19   31
CONECT   19   20   24
CONECT   20   21   21   22
CONECT   21   32
CONECT   22   23   33   34
CONECT   23   24   35   36
END

HMDB0254244
     RDKit          3D
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea
 36 38  0  0  0  0  0  0  0  0999 V2000
    2.2291   -0.5457    1.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9060   -0.0161    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8813    0.3789   -0.9141 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2821    0.2359   -0.8052 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1181    0.9403   -1.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4841    0.7982   -1.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0861   -0.0349   -0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8264   -0.2365   -0.5784 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2588   -0.7388    0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0111   -1.8190    1.3220 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8741   -0.6051    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5335    0.1992   -0.2689 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6391   -0.3007    0.9031 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.2467   -1.6694    1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    0.6692    2.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2397   -0.3945    0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6592   -1.5513   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9209   -1.7040   -0.8598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8338   -0.6661   -0.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4385    0.5081   -0.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1623    0.6250    0.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6164    1.3921   -0.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7832    0.4460   -0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1495   -0.5779   -1.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5288    0.8349   -1.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7117    1.6316   -2.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1325    1.3669   -2.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3360   -1.2084    0.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166    0.6471   -1.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9968   -2.4124   -0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2205   -2.6463   -1.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8655    1.5376    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369    2.1710   -0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7470    1.7998    0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5691    0.8940   -1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2203    0.0511    0.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 11  4  1  0
 21 16  1  0
 24 19  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
 11 28  1  0
 12 29  1  0
 17 30  1  0
 18 31  1  0
 21 32  1  0
 22 33  1  0
 22 34  1  0
 23 35  1  0
 23 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(5-(2,3-Dihydrobenzofuranyl)sulfonyl)-n'-(3,4-dichlorophenyl)urea	MeSH
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-n'-(3,4-dichlorophenyl)urea	MeSH
N'-(3,4-dichlorophenyl)-N-(2,3-dihydro-1-benzofuran-5-sulfonyl)carbamimidate	Generator
N'-(3,4-dichlorophenyl)-N-(2,3-dihydro-1-benzofuran-5-sulphonyl)carbamimidate	Generator
N'-(3,4-dichlorophenyl)-N-(2,3-dihydro-1-benzofuran-5-sulphonyl)carbamimidic acid	Generator

Chemical Formula

C₁₅H₁₂Cl₂N₂O₄S

Average Molecular Weight

387.23

Monoisotopic Molecular Weight

385.9894834

IUPAC Name

1-(3,4-dichlorophenyl)-3-(2,3-dihydro-1-benzofuran-5-sulfonyl)urea

Traditional Name

1-(3,4-dichlorophenyl)-3-(2,3-dihydro-1-benzofuran-5-sulfonyl)urea

CAS Registry Number

Not Available

SMILES

ClC1=C(Cl)C=C(NC(=O)NS(=O)(=O)C2=CC=C3OCCC3=C2)C=C1

InChI Identifier

InChI=1S/C15H12Cl2N2O4S/c16-12-3-1-10(8-13(12)17)18-15(20)19-24(21,22)11-2-4-14-9(7-11)5-6-23-14/h1-4,7-8H,5-6H2,(H2,18,19,20)

InChI Key

VAMFSFIPDOODFH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-phenylureas. N-phenylureas are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

N-phenylureas

Direct Parent

N-phenylureas

Alternative Parents

Substituents

N-phenylurea
Coumaran
1,2-dichlorobenzene
Alkyl aryl ether
Chlorobenzene
Halobenzene
Sulfonylurea
Aryl chloride
Aryl halide
Aminosulfonyl compound
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Carbonic acid derivative
Ether
Oxacycle
Organoheterocyclic compound
Organohalogen compound
Organosulfur compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organochloride
Organonitrogen compound
Organooxygen 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	4.03	ALOGPS
logP	3.57	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	3.6	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.5 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	92.3 m³·mol⁻¹	ChemAxon
Polarizability	36.06 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]+	186.44	30932474
DeepCCS	[M-H]-	184.082	30932474
DeepCCS	[M-2H]-	217.761	30932474
DeepCCS	[M+Na]+	192.989	30932474
AllCCS	[M+H]+	181.2	32859911
AllCCS	[M+H-H2O]+	178.3	32859911
AllCCS	[M+NH4]+	183.8	32859911
AllCCS	[M+Na]+	184.6	32859911
AllCCS	[M-H]-	174.3	32859911
AllCCS	[M+Na-2H]-	173.6	32859911
AllCCS	[M+HCOO]-	173.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea	ClC1=C(Cl)C=C(NC(=O)NS(=O)(=O)C2=CC=C3OCCC3=C2)C=C1	4836.3	Standard polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea	ClC1=C(Cl)C=C(NC(=O)NS(=O)(=O)C2=CC=C3OCCC3=C2)C=C1	3035.3	Standard non polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea	ClC1=C(Cl)C=C(NC(=O)NS(=O)(=O)C2=CC=C3OCCC3=C2)C=C1	3377.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,1TMS,isomer #1	C[Si](C)(C)N(C(=O)NS(=O)(=O)C1=CC=C2OCCC2=C1)C1=CC=C(Cl)C(Cl)=C1	3191.3	Semi standard non polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,1TMS,isomer #1	C[Si](C)(C)N(C(=O)NS(=O)(=O)C1=CC=C2OCCC2=C1)C1=CC=C(Cl)C(Cl)=C1	3179.2	Standard non polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,1TMS,isomer #1	C[Si](C)(C)N(C(=O)NS(=O)(=O)C1=CC=C2OCCC2=C1)C1=CC=C(Cl)C(Cl)=C1	4307.9	Standard polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,1TMS,isomer #2	C[Si](C)(C)N(C(=O)NC1=CC=C(Cl)C(Cl)=C1)S(=O)(=O)C1=CC=C2OCCC2=C1	3286.5	Semi standard non polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,1TMS,isomer #2	C[Si](C)(C)N(C(=O)NC1=CC=C(Cl)C(Cl)=C1)S(=O)(=O)C1=CC=C2OCCC2=C1	3148.2	Standard non polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,1TMS,isomer #2	C[Si](C)(C)N(C(=O)NC1=CC=C(Cl)C(Cl)=C1)S(=O)(=O)C1=CC=C2OCCC2=C1	4515.1	Standard polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,2TMS,isomer #1	C[Si](C)(C)N(C(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C2OCCC2=C1)C1=CC=C(Cl)C(Cl)=C1	3118.9	Semi standard non polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,2TMS,isomer #1	C[Si](C)(C)N(C(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C2OCCC2=C1)C1=CC=C(Cl)C(Cl)=C1	3322.3	Standard non polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,2TMS,isomer #1	C[Si](C)(C)N(C(=O)N([Si](C)(C)C)S(=O)(=O)C1=CC=C2OCCC2=C1)C1=CC=C(Cl)C(Cl)=C1	4099.6	Standard polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)NS(=O)(=O)C1=CC=C2OCCC2=C1)C1=CC=C(Cl)C(Cl)=C1	3423.3	Semi standard non polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)NS(=O)(=O)C1=CC=C2OCCC2=C1)C1=CC=C(Cl)C(Cl)=C1	3423.4	Standard non polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)NS(=O)(=O)C1=CC=C2OCCC2=C1)C1=CC=C(Cl)C(Cl)=C1	4323.5	Standard polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)NC1=CC=C(Cl)C(Cl)=C1)S(=O)(=O)C1=CC=C2OCCC2=C1	3515.4	Semi standard non polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)NC1=CC=C(Cl)C(Cl)=C1)S(=O)(=O)C1=CC=C2OCCC2=C1	3389.2	Standard non polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)NC1=CC=C(Cl)C(Cl)=C1)S(=O)(=O)C1=CC=C2OCCC2=C1	4527.6	Standard polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C2OCCC2=C1)C1=CC=C(Cl)C(Cl)=C1	3616.7	Semi standard non polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C2OCCC2=C1)C1=CC=C(Cl)C(Cl)=C1	3823.4	Standard non polar	33892256
N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C2OCCC2=C1)C1=CC=C(Cl)C(Cl)=C1	4114.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea GC-MS (Non-derivatized) - 70eV, Positive	splash10-03xr-3902000000-b9b132fd288de1582007	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea 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 - N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea 10V, Positive-QTOF	splash10-0f79-0549000000-6e2e583d4093f28cca4c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea 20V, Positive-QTOF	splash10-0udi-0950000000-8a88f3ba8e66ef4916a3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea 40V, Positive-QTOF	splash10-014i-3900000000-669eb903845c7cce809f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea 10V, Negative-QTOF	splash10-001i-0609000000-9238cf2bbb17d78fec9a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea 20V, Negative-QTOF	splash10-0002-1921000000-92ef4f969fba4bb9ec33	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea 40V, Negative-QTOF	splash10-056r-7910000000-94c0634a62c7ad64bf42	2017-07-26	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

DB12574

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

127737

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-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea (HMDB0254244)

MOL for HMDB0254244 (N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea)

3D MOL for HMDB0254244 (N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea)

3D SDF for HMDB0254244 (N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea)

3D-SDF for HMDB0254244 (N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea)

PDB for HMDB0254244 (N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea)

3D PDB for HMDB0254244 (N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea)

SMILES for HMDB0254244 (N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea)

INCHI for HMDB0254244 (N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea)

Structure for HMDB0254244 (N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea)

3D Structure for HMDB0254244 (N-(5-(2,3-Dihydrobenzofuryl)sulfonyl)-N'-(3,4-dichlorophenyl)urea)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra