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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:31:51 UTC

Update Date

2021-09-26 23:12:54 UTC

HMDB ID

HMDB0256905

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile

Description

3-[(2,2-difluoro-1-hydroxy-7-methanesulfonyl-2,3-dihydro-1H-inden-4-yl)oxy]-5-fluorobenzonitrile belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups. Based on a literature review very few articles have been published on 3-[(2,2-difluoro-1-hydroxy-7-methanesulfonyl-2,3-dihydro-1H-inden-4-yl)oxy]-5-fluorobenzonitrile. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-{[(1s)-2,2-difluoro-1-hydroxy-7-(methylsulfonyl)-2,3-dihydro-1h-inden-4-yl]oxy}-5-fluorobenzonitrile is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile 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


  Mrv1652309112119322D          

 26 28  0  0  0  0            999 V2000
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9883    0.0075    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9883    0.8175    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396   -1.0396    0.0000 O   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
  2  4  2  0  0  0  0
  2  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 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
  5 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  3  0  0  0  0
 17 23  1  0  0  0  0
  8 24  1  0  0  0  0
  8 25  1  0  0  0  0
  7 26  1  0  0  0  0
M  END

HMDB0256905
     RDKit          3D
3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]...
 38 40  0  0  0  0  0  0  0  0999 V2000
   -3.0153    3.3982    0.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4228    1.7086    0.3822 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.2761    1.6252   -0.8739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2502    1.2396    1.5305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0072    0.7551    0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7904    1.4083    0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261    0.7545   -0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3784   -0.5884   -0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5648   -1.2777   -0.4913 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881   -0.6278   -0.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3187   -0.1048   -1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5525    0.5536   -1.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0520    1.0586   -2.7848 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2547    0.6885   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417    0.1712    0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4750    0.3121    1.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0646    0.4384    2.9239 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -0.4829    0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8386   -1.2561   -0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0300   -0.6030   -0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1102   -1.5706   -0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125   -1.1098   -0.9336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5199   -2.7141   -0.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6180   -2.3707   -2.3178 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382   -3.9161   -0.7008 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0788   -2.7114   -0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9109    3.9940    0.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5825    3.8775   -0.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2804    3.5541    1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485    2.4884    0.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3458    1.3332   -0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7473   -0.2239   -2.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2098    1.1968   -0.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1588   -0.8636    1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4940   -1.9140    0.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8614   -1.8623   -0.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9517   -3.3148    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4515   -3.0438   -1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  3  0
 15 18  2  0
  8 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 20  5  1  0
 18 10  1  0
 26 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  7 31  1  0
 11 32  1  0
 14 33  1  0
 18 34  1  0
 21 35  1  0
 22 36  1  0
 26 37  1  0
 26 38  1  0
M  END


  Mrv1652309112119322D          

 26 28  0  0  0  0            999 V2000
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9883    0.0075    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9883    0.8175    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396   -1.0396    0.0000 O   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
  2  4  2  0  0  0  0
  2  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 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
  5 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  3  0  0  0  0
 17 23  1  0  0  0  0
  8 24  1  0  0  0  0
  8 25  1  0  0  0  0
  7 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256905

> <DATABASE_NAME>
hmdb

> <SMILES>
CS(=O)(=O)C1=C2C(O)C(F)(F)CC2=C(OC2=CC(F)=CC(=C2)C#N)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H12F3NO4S/c1-26(23,24)14-3-2-13(12-7-17(19,20)16(22)15(12)14)25-11-5-9(8-21)4-10(18)6-11/h2-6,16,22H,7H2,1H3

> <INCHI_KEY>
ONBSHRSJOPSEGS-UHFFFAOYSA-N

> <FORMULA>
C17H12F3NO4S

> <MOLECULAR_WEIGHT>
383.34

> <EXACT_MASS>
383.043913533

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
33.168119835129716

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(2,2-difluoro-1-hydroxy-7-methanesulfonyl-2,3-dihydro-1H-inden-4-yl)oxy]-5-fluorobenzonitrile

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
2.116886723333333

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.702865667743744

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.489828746114478

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7279867432075062

> <JCHEM_POLAR_SURFACE_AREA>
87.39

> <JCHEM_REFRACTIVITY>
86.81450000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2,2-difluoro-1-hydroxy-7-methanesulfonyl-1,3-dihydroinden-4-yl)oxy]-5-fluorobenzonitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256905
     RDKit          3D
3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]...
 38 40  0  0  0  0  0  0  0  0999 V2000
   -3.0153    3.3982    0.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4228    1.7086    0.3822 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.2761    1.6252   -0.8739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2502    1.2396    1.5305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0072    0.7551    0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7904    1.4083    0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261    0.7545   -0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3784   -0.5884   -0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5648   -1.2777   -0.4913 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881   -0.6278   -0.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3187   -0.1048   -1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5525    0.5536   -1.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0520    1.0586   -2.7848 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2547    0.6885   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417    0.1712    0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4750    0.3121    1.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0646    0.4384    2.9239 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -0.4829    0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8386   -1.2561   -0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0300   -0.6030   -0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1102   -1.5706   -0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125   -1.1098   -0.9336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5199   -2.7141   -0.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6180   -2.3707   -2.3178 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382   -3.9161   -0.7008 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0788   -2.7114   -0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9109    3.9940    0.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5825    3.8775   -0.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2804    3.5541    1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485    2.4884    0.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3458    1.3332   -0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7473   -0.2239   -2.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2098    1.1968   -0.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1588   -0.8636    1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4940   -1.9140    0.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8614   -1.8623   -0.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9517   -3.3148    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4515   -3.0438   -1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  3  0
 15 18  2  0
  8 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 20  5  1  0
 18 10  1  0
 26 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  7 31  1  0
 11 32  1  0
 14 33  1  0
 18 34  1  0
 21 35  1  0
 22 36  1  0
 26 37  1  0
 26 38  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       1.334  -2.310   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       2.874  -2.310   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.206  -2.310   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.465   2.016   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -1.334  10.010   0.000  0.00  0.00           N+0
HETATM   23  F   UNK     0      -4.001   3.850   0.000  0.00  0.00           F+0
HETATM   24  F   UNK     0      -3.711   0.014   0.000  0.00  0.00           F+0
HETATM   25  F   UNK     0      -3.711   1.526   0.000  0.00  0.00           F+0
HETATM   26  O   UNK     0      -1.941  -1.941   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6   13                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8   26                                                  
CONECT    8    7    9   24   25                                             
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    5                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19   15                                                       
CONECT   21   19   22                                                       
CONECT   22   21                                                            
CONECT   23   17                                                            
CONECT   24    8                                                            
CONECT   25    8                                                            
CONECT   26    7                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0256905
HETATM    1  C1  UNL     1      -3.015   3.398   0.632  1.00  0.00           C  
HETATM    2  S1  UNL     1      -3.423   1.709   0.382  1.00  0.00           S  
HETATM    3  O1  UNL     1      -4.276   1.625  -0.874  1.00  0.00           O  
HETATM    4  O2  UNL     1      -4.250   1.240   1.530  1.00  0.00           O  
HETATM    5  C2  UNL     1      -2.007   0.755   0.117  1.00  0.00           C  
HETATM    6  C3  UNL     1      -0.790   1.408   0.133  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.426   0.754  -0.067  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.378  -0.588  -0.287  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.565  -1.278  -0.491  1.00  0.00           O  
HETATM   10  C6  UNL     1       2.788  -0.628  -0.476  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.319  -0.105  -1.634  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.553   0.554  -1.633  1.00  0.00           C  
HETATM   13  F1  UNL     1       5.052   1.059  -2.785  1.00  0.00           F  
HETATM   14  C9  UNL     1       5.255   0.689  -0.472  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.742   0.171   0.705  1.00  0.00           C  
HETATM   16  C11 UNL     1       5.475   0.312   1.917  1.00  0.00           C  
HETATM   17  N1  UNL     1       6.065   0.438   2.924  1.00  0.00           N  
HETATM   18  C12 UNL     1       3.511  -0.483   0.690  1.00  0.00           C  
HETATM   19  C13 UNL     1      -0.839  -1.256  -0.306  1.00  0.00           C  
HETATM   20  C14 UNL     1      -2.030  -0.603  -0.107  1.00  0.00           C  
HETATM   21  C15 UNL     1      -3.110  -1.571  -0.186  1.00  0.00           C  
HETATM   22  O4  UNL     1      -4.212  -1.110  -0.934  1.00  0.00           O  
HETATM   23  C16 UNL     1      -2.520  -2.714  -0.983  1.00  0.00           C  
HETATM   24  F2  UNL     1      -2.618  -2.371  -2.318  1.00  0.00           F  
HETATM   25  F3  UNL     1      -3.138  -3.916  -0.701  1.00  0.00           F  
HETATM   26  C17 UNL     1      -1.079  -2.711  -0.531  1.00  0.00           C  
HETATM   27  H1  UNL     1      -3.911   3.994   0.894  1.00  0.00           H  
HETATM   28  H2  UNL     1      -2.582   3.878  -0.276  1.00  0.00           H  
HETATM   29  H3  UNL     1      -2.280   3.554   1.444  1.00  0.00           H  
HETATM   30  H4  UNL     1      -0.749   2.488   0.310  1.00  0.00           H  
HETATM   31  H5  UNL     1       1.346   1.333  -0.041  1.00  0.00           H  
HETATM   32  H6  UNL     1       2.747  -0.224  -2.534  1.00  0.00           H  
HETATM   33  H7  UNL     1       6.210   1.197  -0.464  1.00  0.00           H  
HETATM   34  H8  UNL     1       3.159  -0.864   1.622  1.00  0.00           H  
HETATM   35  H9  UNL     1      -3.494  -1.914   0.796  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.861  -1.862  -0.933  1.00  0.00           H  
HETATM   37  H11 UNL     1      -0.952  -3.315   0.369  1.00  0.00           H  
HETATM   38  H12 UNL     1      -0.452  -3.044  -1.376  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    3    4    4
CONECT    2    5
CONECT    5    6    6   20
CONECT    6    7   30
CONECT    7    8    8   31
CONECT    8    9   19
CONECT    9   10
CONECT   10   11   11   18
CONECT   11   12   32
CONECT   12   13   14   14
CONECT   14   15   33
CONECT   15   16   18   18
CONECT   16   17   17   17
CONECT   18   34
CONECT   19   20   20   26
CONECT   20   21
CONECT   21   22   23   35
CONECT   22   36
CONECT   23   24   25   26
CONECT   26   37   38
END

HMDB0256905
     RDKit          3D
3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]...
 38 40  0  0  0  0  0  0  0  0999 V2000
   -3.0153    3.3982    0.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4228    1.7086    0.3822 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.2761    1.6252   -0.8739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2502    1.2396    1.5305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0072    0.7551    0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7904    1.4083    0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261    0.7545   -0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3784   -0.5884   -0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5648   -1.2777   -0.4913 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7881   -0.6278   -0.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3187   -0.1048   -1.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5525    0.5536   -1.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0520    1.0586   -2.7848 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2547    0.6885   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417    0.1712    0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4750    0.3121    1.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0646    0.4384    2.9239 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -0.4829    0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8386   -1.2561   -0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0300   -0.6030   -0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1102   -1.5706   -0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125   -1.1098   -0.9336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5199   -2.7141   -0.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6180   -2.3707   -2.3178 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382   -3.9161   -0.7008 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0788   -2.7114   -0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9109    3.9940    0.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5825    3.8775   -0.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2804    3.5541    1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485    2.4884    0.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3458    1.3332   -0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7473   -0.2239   -2.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2098    1.1968   -0.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1588   -0.8636    1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4940   -1.9140    0.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8614   -1.8623   -0.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9517   -3.3148    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4515   -3.0438   -1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  3  0
 15 18  2  0
  8 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 20  5  1  0
 18 10  1  0
 26 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  7 31  1  0
 11 32  1  0
 14 33  1  0
 18 34  1  0
 21 35  1  0
 22 36  1  0
 26 37  1  0
 26 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-[(2,2-Difluoro-1-hydroxy-7-methanesulphonyl-2,3-dihydro-1H-inden-4-yl)oxy]-5-fluorobenzonitrile	Generator
3-{[(1S)-2,2-difluoro-1-hydroxy-7-(methylsulphonyl)-2,3-dihydro-1H-inden-4-yl]oxy}-5-fluorobenzonitrile	Generator

Chemical Formula

C₁₇H₁₂F₃NO₄S

Average Molecular Weight

383.34

Monoisotopic Molecular Weight

383.043913533

IUPAC Name

3-[(2,2-difluoro-1-hydroxy-7-methanesulfonyl-2,3-dihydro-1H-inden-4-yl)oxy]-5-fluorobenzonitrile

Traditional Name

3-[(2,2-difluoro-1-hydroxy-7-methanesulfonyl-1,3-dihydroinden-4-yl)oxy]-5-fluorobenzonitrile

CAS Registry Number

Not Available

SMILES

CS(=O)(=O)C1=C2C(O)C(F)(F)CC2=C(OC2=CC(F)=CC(=C2)C#N)C=C1

InChI Identifier

InChI=1S/C17H12F3NO4S/c1-26(23,24)14-3-2-13(12-7-17(19,20)16(22)15(12)14)25-11-5-9(8-21)4-10(18)6-11/h2-6,16,22H,7H2,1H3

InChI Key

ONBSHRSJOPSEGS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Diarylethers

Alternative Parents

Substituents

Diaryl ether
Indane
Phenoxy compound
Phenol ether
Benzonitrile
Halobenzene
Fluorobenzene
Benzenoid
Monocyclic benzene moiety
Aryl halide
Aryl fluoride
Sulfonyl
Sulfone
Secondary alcohol
Halohydrin
Fluorohydrin
Nitrile
Carbonitrile
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Alkyl halide
Alkyl fluoride
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	2.72	ALOGPS
logP	2.12	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	11.49	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	87.39 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	86.81 m³·mol⁻¹	ChemAxon
Polarizability	33.17 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]+	177.48	30932474
DeepCCS	[M-H]-	175.122	30932474
DeepCCS	[M-2H]-	208.818	30932474
DeepCCS	[M+Na]+	183.897	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile	CS(=O)(=O)C1=C2C(O)C(F)(F)CC2=C(OC2=CC(F)=CC(=C2)C#N)C=C1	4496.7	Standard polar	33892256
3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile	CS(=O)(=O)C1=C2C(O)C(F)(F)CC2=C(OC2=CC(F)=CC(=C2)C#N)C=C1	2741.5	Standard non polar	33892256
3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile	CS(=O)(=O)C1=C2C(O)C(F)(F)CC2=C(OC2=CC(F)=CC(=C2)C#N)C=C1	2836.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-0529000000-01b75ddc3bc11ee83c75	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	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

58789968

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

117942590

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 3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile (HMDB0256905)

MOL for HMDB0256905 (3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile)

3D MOL for HMDB0256905 (3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile)

3D SDF for HMDB0256905 (3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile)

3D-SDF for HMDB0256905 (3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile)

PDB for HMDB0256905 (3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile)

3D PDB for HMDB0256905 (3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile)

SMILES for HMDB0256905 (3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile)

INCHI for HMDB0256905 (3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile)

Structure for HMDB0256905 (3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile)

3D Structure for HMDB0256905 (3-{[(1s)-2,2-Difluoro-1-Hydroxy-7-(Methylsulfonyl)-2,3-Dihydro-1h-Inden-4-Yl]oxy}-5-Fluorobenzonitrile)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra