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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:58:28 UTC

Update Date

2021-09-26 23:06:45 UTC

HMDB ID

HMDB0253489

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Inolitazone

Description

Efatutazone 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 Efatutazone. This compound has been identified in human blood as reported by (PMID: 31557052 ). Inolitazone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Inolitazone 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


  Mrv1652310201622582D          

 36 40  0  0  0  0            999 V2000
    5.4957   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   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
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.6979    0.0000 N   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
    4.0668    2.3479    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 N   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 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9606   -0.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1537   -0.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5737   -1.2117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2882   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0419   -1.1348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1167    0.0078    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    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
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 15 17  1  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
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 29 35  1  0  0  0  0
 17 36  1  0  0  0  0
M  END

HMDB0253489
     RDKit          3D
Inolitazone
 62 66  0  0  0  0  0  0  0  0999 V2000
    8.1171   -0.9380    2.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1936   -0.4807    1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0707   -1.2270    1.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1681   -0.8425    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054   -1.5938    0.2883 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9276   -1.6381   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2958   -2.9001   -0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0838   -3.0968   -0.9749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4095   -2.0501   -1.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7692   -1.9443   -2.1987 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810   -0.6777   -2.5844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1511   -0.1146   -3.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9933    0.6711   -2.5806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7497    0.4211   -1.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5132    1.4737   -0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3081    1.3061    0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3963    0.0956    0.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2639   -0.0657    2.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6191   -0.5037    1.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3183    0.7688    0.3790 S   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9935    0.6760    0.9830 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9648    1.3061    0.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9630   -0.2623    2.0354 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6703   -0.4662    2.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3317   -0.6132    3.7981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6467   -0.9427    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8463   -0.7821   -0.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1139    0.0115   -2.1583 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2753    1.4278   -2.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751   -0.8046   -1.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2155   -0.6187   -0.9173 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4719    0.2938   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6029    1.0520    0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8827    2.2683   -0.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4732    0.6606    1.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6551    1.4083    1.3380 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0829   -0.4112    2.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2161   -2.0318    2.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6190   -0.7134    3.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8325   -2.1247    2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8146   -3.7418    0.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6327   -4.0803   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7657    0.5198   -4.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6625   -0.9639   -3.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4566    2.4445   -1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9022    2.1201    0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3064    0.9035    2.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8136   -0.7852    2.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5893   -1.4512    0.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7936   -0.7988    2.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7116   -1.9000    0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2970   -1.6282   -1.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312    2.0358   -1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103    1.7355   -2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1818    1.7235   -3.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6157    0.3673   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8460    0.6641   -1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5929    2.0101   -1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2617    3.0980   -0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9635    2.6328   -1.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8424    1.8047    2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3600    1.5746    0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 17 26  1  0
 26 27  2  0
 11 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
  4 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 35 36  1  0
 35  2  1  0
 31  6  1  0
 30  9  1  0
 27 14  1  0
 24 19  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  7 41  1  0
  8 42  1  0
 12 43  1  0
 12 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 23 50  1  0
 26 51  1  0
 27 52  1  0
 29 53  1  0
 29 54  1  0
 29 55  1  0
 31 56  1  0
 32 57  1  0
 34 58  1  0
 34 59  1  0
 34 60  1  0
 36 61  1  0
 36 62  1  0
M  END


  Mrv1652310201622582D          

 36 40  0  0  0  0            999 V2000
    5.4957   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   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
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.6979    0.0000 N   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
    4.0668    2.3479    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 N   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 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9606   -0.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1537   -0.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5737   -1.2117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2882   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0419   -1.1348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1167    0.0078    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    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
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 15 17  1  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
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 29 35  1  0  0  0  0
 17 36  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253489

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(COC2=CC=C(CC3SC(=O)NC3=O)C=C2)=NC2=CC=C(OC3=CC(C)=C(N)C(C)=C3)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C27H26N4O4S/c1-15-10-20(11-16(2)25(15)28)35-19-8-9-21-22(13-19)31(3)24(29-21)14-34-18-6-4-17(5-7-18)12-23-26(32)30-27(33)36-23/h4-11,13,23H,12,14,28H2,1-3H3,(H,30,32,33)

> <INCHI_KEY>
JCYNMRJCUYVDBC-UHFFFAOYSA-N

> <FORMULA>
C27H26N4O4S

> <MOLECULAR_WEIGHT>
502.59

> <EXACT_MASS>
502.167476507

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
54.46388151887974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(4-{[6-(4-amino-3,5-dimethylphenoxy)-1-methyl-1H-1,3-benzodiazol-2-yl]methoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione

> <ALOGPS_LOGP>
4.47

> <JCHEM_LOGP>
4.795432920333333

> <ALOGPS_LOGS>
-4.92

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.66867254584719

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.61436126969841

> <JCHEM_PKA_STRONGEST_BASIC>
4.864715359413074

> <JCHEM_POLAR_SURFACE_AREA>
108.47

> <JCHEM_REFRACTIVITY>
139.88609999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.99e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(4-{[6-(4-amino-3,5-dimethylphenoxy)-1-methyl-1,3-benzodiazol-2-yl]methoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253489
     RDKit          3D
Inolitazone
 62 66  0  0  0  0  0  0  0  0999 V2000
    8.1171   -0.9380    2.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1936   -0.4807    1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0707   -1.2270    1.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1681   -0.8425    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054   -1.5938    0.2883 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9276   -1.6381   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2958   -2.9001   -0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0838   -3.0968   -0.9749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4095   -2.0501   -1.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7692   -1.9443   -2.1987 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810   -0.6777   -2.5844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1511   -0.1146   -3.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9933    0.6711   -2.5806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7497    0.4211   -1.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5132    1.4737   -0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3081    1.3061    0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3963    0.0956    0.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2639   -0.0657    2.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6191   -0.5037    1.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3183    0.7688    0.3790 S   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9935    0.6760    0.9830 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9648    1.3061    0.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9630   -0.2623    2.0354 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6703   -0.4662    2.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3317   -0.6132    3.7981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6467   -0.9427    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8463   -0.7821   -0.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1139    0.0115   -2.1583 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2753    1.4278   -2.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751   -0.8046   -1.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2155   -0.6187   -0.9173 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4719    0.2938   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6029    1.0520    0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8827    2.2683   -0.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4732    0.6606    1.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6551    1.4083    1.3380 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0829   -0.4112    2.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2161   -2.0318    2.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6190   -0.7134    3.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8325   -2.1247    2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8146   -3.7418    0.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6327   -4.0803   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7657    0.5198   -4.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6625   -0.9639   -3.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4566    2.4445   -1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9022    2.1201    0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3064    0.9035    2.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8136   -0.7852    2.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5893   -1.4512    0.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7936   -0.7988    2.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7116   -1.9000    0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2970   -1.6282   -1.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312    2.0358   -1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103    1.7355   -2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1818    1.7235   -3.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6157    0.3673   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8460    0.6641   -1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5929    2.0101   -1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2617    3.0980   -0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9635    2.6328   -1.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8424    1.8047    2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3600    1.5746    0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 17 26  1  0
 26 27  2  0
 11 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
  4 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 35 36  1  0
 35  2  1  0
 31  6  1  0
 30  9  1  0
 27 14  1  0
 24 19  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  7 41  1  0
  8 42  1  0
 12 43  1  0
 12 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 23 50  1  0
 26 51  1  0
 27 52  1  0
 29 53  1  0
 29 54  1  0
 29 55  1  0
 31 56  1  0
 32 57  1  0
 34 58  1  0
 34 59  1  0
 34 60  1  0
 36 61  1  0
 36 62  1  0
M  END

HEADER    PROTEIN                                 20-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-OCT-16         0                                  
HETATM    1  C   UNK     0      10.259  -0.237   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.259   1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.925   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.259   4.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.592   3.613   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.592   2.073   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      12.926   1.303   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      12.926   4.383   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.591   4.383   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.090   1.509   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.630   1.509   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.400   0.175   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.940   0.175   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.710   1.509   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.940   2.843   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.400   2.843   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.250   1.509   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.020   0.175   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -7.393  -1.231   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -5.887  -1.552   0.000  0.00  0.00           O+0
HETATM   32  N   UNK     0      -8.538  -2.262   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      -9.871  -1.492   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0     -11.278  -2.118   0.000  0.00  0.00           O+0
HETATM   35  S   UNK     0      -9.551   0.014   0.000  0.00  0.00           S+0
HETATM   36  C   UNK     0       1.650   5.553   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
CONECT    9    6                                                            
CONECT   10    4   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   11                                                       
CONECT   17   15   18   36                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   25   29                                                       
CONECT   29   28   30   35                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   29                                                       
CONECT   36   17                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

COMPND    HMDB0253489
HETATM    1  C1  UNL     1       8.117  -0.938   2.839  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.194  -0.481   1.756  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.071  -1.227   1.502  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.168  -0.843   0.495  1.00  0.00           C  
HETATM    5  O1  UNL     1       4.105  -1.594   0.288  1.00  0.00           O  
HETATM    6  C5  UNL     1       2.928  -1.638  -0.323  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.296  -2.900  -0.381  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.084  -3.097  -0.975  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.410  -2.050  -1.556  1.00  0.00           C  
HETATM   10  N1  UNL     1      -0.769  -1.944  -2.199  1.00  0.00           N  
HETATM   11  C9  UNL     1      -0.981  -0.678  -2.584  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.151  -0.115  -3.322  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.993   0.671  -2.581  1.00  0.00           O  
HETATM   14  C11 UNL     1      -3.750   0.421  -1.481  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.513   1.474  -0.953  1.00  0.00           C  
HETATM   16  C13 UNL     1      -5.308   1.306   0.158  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.396   0.096   0.812  1.00  0.00           C  
HETATM   18  C15 UNL     1      -6.264  -0.066   2.009  1.00  0.00           C  
HETATM   19  C16 UNL     1      -7.619  -0.504   1.515  1.00  0.00           C  
HETATM   20  S1  UNL     1      -8.318   0.769   0.379  1.00  0.00           S  
HETATM   21  C17 UNL     1      -9.994   0.676   0.983  1.00  0.00           C  
HETATM   22  O3  UNL     1     -10.965   1.306   0.560  1.00  0.00           O  
HETATM   23  N2  UNL     1      -9.963  -0.262   2.035  1.00  0.00           N  
HETATM   24  C18 UNL     1      -8.670  -0.466   2.571  1.00  0.00           C  
HETATM   25  O4  UNL     1      -8.332  -0.613   3.798  1.00  0.00           O  
HETATM   26  C19 UNL     1      -4.647  -0.943   0.297  1.00  0.00           C  
HETATM   27  C20 UNL     1      -3.846  -0.782  -0.819  1.00  0.00           C  
HETATM   28  N3  UNL     1       0.114   0.011  -2.158  1.00  0.00           N  
HETATM   29  C21 UNL     1       0.275   1.428  -2.380  1.00  0.00           C  
HETATM   30  C22 UNL     1       0.975  -0.805  -1.529  1.00  0.00           C  
HETATM   31  C23 UNL     1       2.215  -0.619  -0.917  1.00  0.00           C  
HETATM   32  C24 UNL     1       5.472   0.294  -0.200  1.00  0.00           C  
HETATM   33  C25 UNL     1       6.603   1.052   0.051  1.00  0.00           C  
HETATM   34  C26 UNL     1       6.883   2.268  -0.727  1.00  0.00           C  
HETATM   35  C27 UNL     1       7.473   0.661   1.039  1.00  0.00           C  
HETATM   36  N4  UNL     1       8.655   1.408   1.338  1.00  0.00           N  
HETATM   37  H1  UNL     1       9.083  -0.411   2.766  1.00  0.00           H  
HETATM   38  H2  UNL     1       8.216  -2.032   2.775  1.00  0.00           H  
HETATM   39  H3  UNL     1       7.619  -0.713   3.809  1.00  0.00           H  
HETATM   40  H4  UNL     1       5.833  -2.125   2.051  1.00  0.00           H  
HETATM   41  H5  UNL     1       2.815  -3.742   0.074  1.00  0.00           H  
HETATM   42  H6  UNL     1       0.633  -4.080  -0.999  1.00  0.00           H  
HETATM   43  H7  UNL     1      -1.766   0.520  -4.174  1.00  0.00           H  
HETATM   44  H8  UNL     1      -2.663  -0.964  -3.831  1.00  0.00           H  
HETATM   45  H9  UNL     1      -4.457   2.445  -1.460  1.00  0.00           H  
HETATM   46  H10 UNL     1      -5.902   2.120   0.571  1.00  0.00           H  
HETATM   47  H11 UNL     1      -6.306   0.904   2.519  1.00  0.00           H  
HETATM   48  H12 UNL     1      -5.814  -0.785   2.711  1.00  0.00           H  
HETATM   49  H13 UNL     1      -7.589  -1.451   0.979  1.00  0.00           H  
HETATM   50  H14 UNL     1     -10.794  -0.799   2.434  1.00  0.00           H  
HETATM   51  H15 UNL     1      -4.712  -1.900   0.808  1.00  0.00           H  
HETATM   52  H16 UNL     1      -3.297  -1.628  -1.167  1.00  0.00           H  
HETATM   53  H17 UNL     1      -0.431   2.036  -1.761  1.00  0.00           H  
HETATM   54  H18 UNL     1       1.310   1.735  -2.063  1.00  0.00           H  
HETATM   55  H19 UNL     1       0.182   1.724  -3.444  1.00  0.00           H  
HETATM   56  H20 UNL     1       2.616   0.367  -0.904  1.00  0.00           H  
HETATM   57  H21 UNL     1       4.846   0.664  -1.006  1.00  0.00           H  
HETATM   58  H22 UNL     1       7.593   2.010  -1.563  1.00  0.00           H  
HETATM   59  H23 UNL     1       7.262   3.098  -0.109  1.00  0.00           H  
HETATM   60  H24 UNL     1       5.963   2.633  -1.251  1.00  0.00           H  
HETATM   61  H25 UNL     1       8.842   1.805   2.295  1.00  0.00           H  
HETATM   62  H26 UNL     1       9.360   1.575   0.601  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3    3   35
CONECT    3    4   40
CONECT    4    5   32   32
CONECT    5    6
CONECT    6    7    7   31
CONECT    7    8   41
CONECT    8    9    9   42
CONECT    9   10   30
CONECT   10   11   11
CONECT   11   12   28
CONECT   12   13   43   44
CONECT   13   14
CONECT   14   15   15   27
CONECT   15   16   45
CONECT   16   17   17   46
CONECT   17   18   26
CONECT   18   19   47   48
CONECT   19   20   24   49
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24   50
CONECT   24   25   25
CONECT   26   27   27   51
CONECT   27   52
CONECT   28   29   30
CONECT   29   53   54   55
CONECT   30   31   31
CONECT   31   56
CONECT   32   33   57
CONECT   33   34   35   35
CONECT   34   58   59   60
CONECT   35   36
CONECT   36   61   62
END

HMDB0253489
     RDKit          3D
Inolitazone
 62 66  0  0  0  0  0  0  0  0999 V2000
    8.1171   -0.9380    2.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1936   -0.4807    1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0707   -1.2270    1.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1681   -0.8425    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054   -1.5938    0.2883 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9276   -1.6381   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2958   -2.9001   -0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0838   -3.0968   -0.9749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4095   -2.0501   -1.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7692   -1.9443   -2.1987 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810   -0.6777   -2.5844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1511   -0.1146   -3.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9933    0.6711   -2.5806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7497    0.4211   -1.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5132    1.4737   -0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3081    1.3061    0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3963    0.0956    0.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2639   -0.0657    2.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6191   -0.5037    1.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3183    0.7688    0.3790 S   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9935    0.6760    0.9830 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9648    1.3061    0.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9630   -0.2623    2.0354 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6703   -0.4662    2.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3317   -0.6132    3.7981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6467   -0.9427    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8463   -0.7821   -0.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1139    0.0115   -2.1583 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2753    1.4278   -2.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751   -0.8046   -1.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2155   -0.6187   -0.9173 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4719    0.2938   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6029    1.0520    0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8827    2.2683   -0.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4732    0.6606    1.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6551    1.4083    1.3380 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0829   -0.4112    2.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2161   -2.0318    2.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6190   -0.7134    3.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8325   -2.1247    2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8146   -3.7418    0.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6327   -4.0803   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7657    0.5198   -4.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6625   -0.9639   -3.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4566    2.4445   -1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9022    2.1201    0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3064    0.9035    2.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8136   -0.7852    2.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5893   -1.4512    0.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7936   -0.7988    2.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7116   -1.9000    0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2970   -1.6282   -1.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312    2.0358   -1.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103    1.7355   -2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1818    1.7235   -3.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6157    0.3673   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8460    0.6641   -1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5929    2.0101   -1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2617    3.0980   -0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9635    2.6328   -1.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8424    1.8047    2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3600    1.5746    0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 17 26  1  0
 26 27  2  0
 11 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
  4 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 35 36  1  0
 35  2  1  0
 31  6  1  0
 30  9  1  0
 27 14  1  0
 24 19  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  7 41  1  0
  8 42  1  0
 12 43  1  0
 12 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 23 50  1  0
 26 51  1  0
 27 52  1  0
 29 53  1  0
 29 54  1  0
 29 55  1  0
 31 56  1  0
 32 57  1  0
 34 58  1  0
 34 59  1  0
 34 60  1  0
 36 61  1  0
 36 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Efatutazone hydrochloride	MeSH

Chemical Formula

C₂₇H₂₆N₄O₄S

Average Molecular Weight

502.59

Monoisotopic Molecular Weight

502.167476507

IUPAC Name

5-[(4-{[6-(4-amino-3,5-dimethylphenoxy)-1-methyl-1H-1,3-benzodiazol-2-yl]methoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione

Traditional Name

5-[(4-{[6-(4-amino-3,5-dimethylphenoxy)-1-methyl-1,3-benzodiazol-2-yl]methoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione

CAS Registry Number

Not Available

SMILES

CN1C(COC2=CC=C(CC3SC(=O)NC3=O)C=C2)=NC2=CC=C(OC3=CC(C)=C(N)C(C)=C3)C=C12

InChI Identifier

InChI=1S/C27H26N4O4S/c1-15-10-20(11-16(2)25(15)28)35-19-8-9-21-22(13-19)31(3)24(29-21)14-34-18-6-4-17(5-7-18)12-23-26(32)30-27(33)36-23/h4-11,13,23H,12,14,28H2,1-3H3,(H,30,32,33)

InChI Key

JCYNMRJCUYVDBC-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
Benzimidazole
Phenol ether
Aniline or substituted anilines
Phenoxy compound
Xylene
M-xylene
Alkyl aryl ether
Thiazolidinedione
Benzenoid
Monocyclic benzene moiety
N-substituted imidazole
Heteroaromatic compound
Imidazole
Thiazolidine
Dicarboximide
Azole
Carbonic acid derivative
Thiocarbamic acid derivative
Amino acid or derivatives
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Amine
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary amine
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	4.47	ALOGPS
logP	4.8	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	7.61	ChemAxon
pKa (Strongest Basic)	4.86	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	108.47 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	139.89 m³·mol⁻¹	ChemAxon
Polarizability	54.46 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	249.125	30932474
DeepCCS	[M+Na]+	224.55	30932474
AllCCS	[M+H]+	223.3	32859911
AllCCS	[M+H-H2O]+	221.6	32859911
AllCCS	[M+NH4]+	224.9	32859911
AllCCS	[M+Na]+	225.4	32859911
AllCCS	[M-H]-	204.4	32859911
AllCCS	[M+Na-2H]-	204.5	32859911
AllCCS	[M+HCOO]-	204.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	14.1626 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.63 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1903.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	232.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	198.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	114.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	476.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	537.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	126.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1237.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	529.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1235.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	351.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	374.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	243.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	148.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	43.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Inolitazone	CN1C(COC2=CC=C(CC3SC(=O)NC3=O)C=C2)=NC2=CC=C(OC3=CC(C)=C(N)C(C)=C3)C=C12	6170.2	Standard polar	33892256
Inolitazone	CN1C(COC2=CC=C(CC3SC(=O)NC3=O)C=C2)=NC2=CC=C(OC3=CC(C)=C(N)C(C)=C3)C=C12	4638.5	Standard non polar	33892256
Inolitazone	CN1C(COC2=CC=C(CC3SC(=O)NC3=O)C=C2)=NC2=CC=C(OC3=CC(C)=C(N)C(C)=C3)C=C12	4902.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Inolitazone,1TMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)NC5=O)C=C4)N(C)C3=C2)=CC(C)=C1N[Si](C)(C)C	5074.8	Semi standard non polar	33892256
Inolitazone,1TMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)NC5=O)C=C4)N(C)C3=C2)=CC(C)=C1N[Si](C)(C)C	4357.0	Standard non polar	33892256
Inolitazone,1TMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)NC5=O)C=C4)N(C)C3=C2)=CC(C)=C1N[Si](C)(C)C	6645.8	Standard polar	33892256
Inolitazone,1TMS,isomer #2	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N	4760.5	Semi standard non polar	33892256
Inolitazone,1TMS,isomer #2	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N	4357.6	Standard non polar	33892256
Inolitazone,1TMS,isomer #2	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N	6393.0	Standard polar	33892256
Inolitazone,2TMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N[Si](C)(C)C	4853.9	Semi standard non polar	33892256
Inolitazone,2TMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N[Si](C)(C)C	4324.4	Standard non polar	33892256
Inolitazone,2TMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N[Si](C)(C)C	5758.2	Standard polar	33892256
Inolitazone,2TMS,isomer #2	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)NC5=O)C=C4)N(C)C3=C2)=CC(C)=C1N([Si](C)(C)C)[Si](C)(C)C	4926.0	Semi standard non polar	33892256
Inolitazone,2TMS,isomer #2	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)NC5=O)C=C4)N(C)C3=C2)=CC(C)=C1N([Si](C)(C)C)[Si](C)(C)C	4352.1	Standard non polar	33892256
Inolitazone,2TMS,isomer #2	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)NC5=O)C=C4)N(C)C3=C2)=CC(C)=C1N([Si](C)(C)C)[Si](C)(C)C	6240.8	Standard polar	33892256
Inolitazone,3TMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N([Si](C)(C)C)[Si](C)(C)C	4714.2	Semi standard non polar	33892256
Inolitazone,3TMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N([Si](C)(C)C)[Si](C)(C)C	4350.7	Standard non polar	33892256
Inolitazone,3TMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N([Si](C)(C)C)[Si](C)(C)C	5409.3	Standard polar	33892256
Inolitazone,1TBDMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)NC5=O)C=C4)N(C)C3=C2)=CC(C)=C1N[Si](C)(C)C(C)(C)C	5283.2	Semi standard non polar	33892256
Inolitazone,1TBDMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)NC5=O)C=C4)N(C)C3=C2)=CC(C)=C1N[Si](C)(C)C(C)(C)C	4526.3	Standard non polar	33892256
Inolitazone,1TBDMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)NC5=O)C=C4)N(C)C3=C2)=CC(C)=C1N[Si](C)(C)C(C)(C)C	6534.7	Standard polar	33892256
Inolitazone,1TBDMS,isomer #2	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C(C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N	4967.0	Semi standard non polar	33892256
Inolitazone,1TBDMS,isomer #2	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C(C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N	4538.3	Standard non polar	33892256
Inolitazone,1TBDMS,isomer #2	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C(C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N	6290.0	Standard polar	33892256
Inolitazone,2TBDMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C(C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N[Si](C)(C)C(C)(C)C	5243.9	Semi standard non polar	33892256
Inolitazone,2TBDMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C(C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N[Si](C)(C)C(C)(C)C	4681.8	Standard non polar	33892256
Inolitazone,2TBDMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C(C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N[Si](C)(C)C(C)(C)C	5689.2	Standard polar	33892256
Inolitazone,2TBDMS,isomer #2	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)NC5=O)C=C4)N(C)C3=C2)=CC(C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	5315.3	Semi standard non polar	33892256
Inolitazone,2TBDMS,isomer #2	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)NC5=O)C=C4)N(C)C3=C2)=CC(C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4631.7	Standard non polar	33892256
Inolitazone,2TBDMS,isomer #2	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)NC5=O)C=C4)N(C)C3=C2)=CC(C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	6108.8	Standard polar	33892256
Inolitazone,3TBDMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C(C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	5298.8	Semi standard non polar	33892256
Inolitazone,3TBDMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C(C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4803.2	Standard non polar	33892256
Inolitazone,3TBDMS,isomer #1	CC1=CC(OC2=CC=C3N=C(COC4=CC=C(CC5SC(=O)N([Si](C)(C)C(C)(C)C)C5=O)C=C4)N(C)C3=C2)=CC(C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	5386.9	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inolitazone 10V, Positive-QTOF	splash10-0udr-0121790000-a068ad784b55657f8984	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inolitazone 20V, Positive-QTOF	splash10-0089-0782910000-1869a2dfe5915edf75df	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inolitazone 40V, Positive-QTOF	splash10-05fr-1970100000-91593f435cb6d0826d42	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inolitazone 10V, Negative-QTOF	splash10-0udi-0130690000-84d540434323cfbfa8a9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inolitazone 20V, Negative-QTOF	splash10-0ue9-4681910000-d0702165899975509861	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inolitazone 40V, Negative-QTOF	splash10-0006-9311000000-eab34ec71faeba93a2db	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inolitazone 10V, Positive-QTOF	splash10-0udi-0000190000-172cd55beaed1e051790	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inolitazone 20V, Positive-QTOF	splash10-001i-0021920000-8324c682605b0d9960b6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inolitazone 40V, Positive-QTOF	splash10-008i-2596510000-8823876a132689992495	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inolitazone 10V, Negative-QTOF	splash10-001i-1219250000-4aec01bc76a9de82e35a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inolitazone 20V, Negative-QTOF	splash10-0006-9120310000-710e46203bea8b5a9916	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Inolitazone 40V, Negative-QTOF	splash10-0006-9200000000-733dd10584a2eeef2320	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

DB11894

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8008175

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9832447

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 Inolitazone (HMDB0253489)

MOL for HMDB0253489 (Inolitazone)

3D MOL for HMDB0253489 (Inolitazone)

3D SDF for HMDB0253489 (Inolitazone)

3D-SDF for HMDB0253489 (Inolitazone)

PDB for HMDB0253489 (Inolitazone)

3D PDB for HMDB0253489 (Inolitazone)

SMILES for HMDB0253489 (Inolitazone)

INCHI for HMDB0253489 (Inolitazone)

Structure for HMDB0253489 (Inolitazone)

3D Structure for HMDB0253489 (Inolitazone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra