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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:59:48 UTC

Update Date

2021-09-26 23:07:40 UTC

HMDB ID

HMDB0254003

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Lefradafibanum

Description

methyl 2-(2-{[(4'-{amino[(methoxycarbonyl)imino]methyl}-[1,1'-biphenyl]-4-yl)oxy]methyl}-5-hydroxy-3,4-dihydro-2H-pyrrol-4-yl)acetate belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond. Based on a literature review very few articles have been published on methyl 2-(2-{[(4'-{amino[(methoxycarbonyl)imino]methyl}-[1,1'-biphenyl]-4-yl)oxy]methyl}-5-hydroxy-3,4-dihydro-2H-pyrrol-4-yl)acetate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Lefradafibanum is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lefradafibanum 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


  Mrv1652309112115002D          

 32 34  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   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   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -5.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -6.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -6.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615   -5.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0231   -5.1800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -6.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1468   -6.8007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6318   -7.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4522   -7.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9372   -8.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6016   -8.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811   -8.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2962   -8.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0865   -9.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9070   -9.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3919  -10.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0564  -10.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2359  -10.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7510  -10.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5413  -11.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2057  -12.2265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907  -12.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5112  -12.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3551  -13.6476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8400  -14.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3618  -11.3866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  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
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 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
 17 20  1  0  0  0  0
 20 21  2  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
 20 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  4  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 26 32  1  0  0  0  0
M  END

HMDB0254003
     RDKit          3D
Lefradafibanum
 57 59  0  0  0  0  0  0  0  0999 V2000
    9.7062    0.8051    2.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6141    0.7025    1.2244 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3210   -0.4675    0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0193   -1.4976    0.7450 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1720   -0.5063   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4806    0.8181   -0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3291    0.6963   -1.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3664   -0.1768   -0.6628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9258    0.1339   -1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1129   -0.6446   -0.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7491   -0.6793   -0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229   -1.5294    0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2519   -1.6186    0.8017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700   -0.8522   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5119   -0.9220    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2344   -2.0499    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6010   -2.0742    0.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3436   -0.9277    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7838   -0.9381    0.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3793   -2.2255    0.5096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5643   -0.0327   -0.0623 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4729    1.2856   -0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4342    2.1905    0.4835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4164    1.7626   -1.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3254    3.1307   -1.9889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6528    0.2056   -0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2481    0.2045   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4454   -0.0067   -0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0577    0.0797   -0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6283    0.1385    0.7400 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7420    1.0183    0.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0734    1.7974    1.7485 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7231    1.8610    2.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6462    0.6598    1.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5746    0.0759    2.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4697   -1.2767   -0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4758   -0.7909   -1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6598   -0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7286    0.1781   -2.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8800    1.6821   -1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6233   -1.2275   -0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7329    1.2119   -0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7760   -0.1639   -2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7378   -2.1402    1.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389   -2.2936    1.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6821   -2.9524    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1626   -2.9786    0.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1595   -3.0827   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0325   -2.2780    1.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6260    3.3822   -3.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9888    3.7058   -1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3012    3.5434   -1.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1300    1.1416   -0.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7197    1.1182   -0.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0654    0.6084   -1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4270    0.7492   -1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969   -0.2130    1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  3
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  2  0
 14 28  1  0
 28 29  2  0
  8 30  1  0
 30 31  1  0
 31 32  2  0
 31  6  1  0
 29 11  1  0
 27 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 17 47  1  0
 20 48  1  0
 20 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  1  0
M  END


  Mrv1652309112115002D          

 32 34  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   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   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -5.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -6.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -6.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615   -5.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0231   -5.1800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -6.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1468   -6.8007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6318   -7.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4522   -7.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9372   -8.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6016   -8.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811   -8.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2962   -8.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0865   -9.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9070   -9.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3919  -10.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0564  -10.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2359  -10.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7510  -10.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5413  -11.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2057  -12.2265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907  -12.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5112  -12.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3551  -13.6476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8400  -14.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3618  -11.3866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  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
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 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
 17 20  1  0  0  0  0
 20 21  2  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
 20 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  4  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 26 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254003

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)CC1CC(COC2=CC=C(C=C2)C2=CC=C(C=C2)C(N)=NC(=O)OC)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H25N3O6/c1-30-20(27)12-17-11-18(25-22(17)28)13-32-19-9-7-15(8-10-19)14-3-5-16(6-4-14)21(24)26-23(29)31-2/h3-10,17-18H,11-13H2,1-2H3,(H,25,28)(H2,24,26,29)

> <INCHI_KEY>
PGCFXITVMNNKON-UHFFFAOYSA-N

> <FORMULA>
C23H25N3O6

> <MOLECULAR_WEIGHT>
439.468

> <EXACT_MASS>
439.174335537

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
47.314954857179245

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(5-{[(4'-{amino[(methoxycarbonyl)imino]methyl}-[1,1'-biphenyl]-4-yl)oxy]methyl}-2-oxopyrrolidin-3-yl)acetate

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
1.6609045683333334

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.097902837077452

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.004259487237071

> <JCHEM_PKA_STRONGEST_BASIC>
0.3730382019338915

> <JCHEM_POLAR_SURFACE_AREA>
129.31

> <JCHEM_REFRACTIVITY>
115.47360000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.80e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (5-{[(4'-{amino[(methoxycarbonyl)imino]methyl}-[1,1'-biphenyl]-4-yl)oxy]methyl}-2-oxopyrrolidin-3-yl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254003
     RDKit          3D
Lefradafibanum
 57 59  0  0  0  0  0  0  0  0999 V2000
    9.7062    0.8051    2.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6141    0.7025    1.2244 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3210   -0.4675    0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0193   -1.4976    0.7450 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1720   -0.5063   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4806    0.8181   -0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3291    0.6963   -1.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3664   -0.1768   -0.6628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9258    0.1339   -1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1129   -0.6446   -0.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7491   -0.6793   -0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229   -1.5294    0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2519   -1.6186    0.8017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700   -0.8522   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5119   -0.9220    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2344   -2.0499    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6010   -2.0742    0.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3436   -0.9277    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7838   -0.9381    0.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3793   -2.2255    0.5096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5643   -0.0327   -0.0623 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4729    1.2856   -0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4342    2.1905    0.4835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4164    1.7626   -1.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3254    3.1307   -1.9889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6528    0.2056   -0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2481    0.2045   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4454   -0.0067   -0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0577    0.0797   -0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6283    0.1385    0.7400 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7420    1.0183    0.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0734    1.7974    1.7485 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7231    1.8610    2.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6462    0.6598    1.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5746    0.0759    2.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4697   -1.2767   -0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4758   -0.7909   -1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6598   -0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7286    0.1781   -2.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8800    1.6821   -1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6233   -1.2275   -0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7329    1.2119   -0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7760   -0.1639   -2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7378   -2.1402    1.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389   -2.2936    1.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6821   -2.9524    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1626   -2.9786    0.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1595   -3.0827   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0325   -2.2780    1.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6260    3.3822   -3.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9888    3.7058   -1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3012    3.5434   -1.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1300    1.1416   -0.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7197    1.1182   -0.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0654    0.6084   -1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4270    0.7492   -1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969   -0.2130    1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  3
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  2  0
 14 28  1  0
 28 29  2  0
  8 30  1  0
 30 31  1  0
 31 32  2  0
 31  6  1  0
 29 11  1  0
 27 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 17 47  1  0
 20 48  1  0
 20 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  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       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.913 -10.145   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.437 -11.610   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.897 -11.610   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.421 -10.145   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.043  -9.669   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.343 -12.856   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.874 -12.695   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.779 -13.941   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.311 -13.780   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.216 -15.026   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.590 -16.432   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.058 -16.593   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.153 -15.347   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.495 -17.678   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.026 -17.517   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.932 -18.763   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.305 -20.170   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.774 -20.331   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.868 -19.085   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.210 -21.416   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      11.584 -22.823   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      12.489 -24.069   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      14.021 -23.908   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      11.863 -25.476   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      12.768 -26.721   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      13.742 -21.255   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   17   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
CONECT   26   23   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30                                                            
CONECT   32   26                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0254003
HETATM    1  C1  UNL     1       9.706   0.805   2.145  1.00  0.00           C  
HETATM    2  O1  UNL     1       8.614   0.702   1.224  1.00  0.00           O  
HETATM    3  C2  UNL     1       8.321  -0.468   0.558  1.00  0.00           C  
HETATM    4  O2  UNL     1       9.019  -1.498   0.745  1.00  0.00           O  
HETATM    5  C3  UNL     1       7.172  -0.506  -0.385  1.00  0.00           C  
HETATM    6  C4  UNL     1       6.481   0.818  -0.462  1.00  0.00           C  
HETATM    7  C5  UNL     1       5.329   0.696  -1.437  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.366  -0.177  -0.663  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.926   0.134  -1.014  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.113  -0.645  -0.195  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.749  -0.679  -0.174  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.123  -1.529   0.723  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.252  -1.619   0.802  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.070  -0.852  -0.023  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.512  -0.922   0.034  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.234  -2.050   0.354  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.601  -2.074   0.397  1.00  0.00           C  
HETATM   18  C15 UNL     1      -6.344  -0.928   0.113  1.00  0.00           C  
HETATM   19  C16 UNL     1      -7.784  -0.938   0.155  1.00  0.00           C  
HETATM   20  N1  UNL     1      -8.379  -2.226   0.510  1.00  0.00           N  
HETATM   21  N2  UNL     1      -8.564  -0.033  -0.062  1.00  0.00           N  
HETATM   22  C17 UNL     1      -8.473   1.286  -0.411  1.00  0.00           C  
HETATM   23  O4  UNL     1      -8.434   2.190   0.484  1.00  0.00           O  
HETATM   24  O5  UNL     1      -8.416   1.763  -1.734  1.00  0.00           O  
HETATM   25  C18 UNL     1      -8.325   3.131  -1.989  1.00  0.00           C  
HETATM   26  C19 UNL     1      -5.653   0.206  -0.207  1.00  0.00           C  
HETATM   27  C20 UNL     1      -4.248   0.205  -0.245  1.00  0.00           C  
HETATM   28  C21 UNL     1      -1.445  -0.007  -0.915  1.00  0.00           C  
HETATM   29  C22 UNL     1      -0.058   0.080  -0.991  1.00  0.00           C  
HETATM   30  N3  UNL     1       4.628   0.138   0.740  1.00  0.00           N  
HETATM   31  C23 UNL     1       5.742   1.018   0.830  1.00  0.00           C  
HETATM   32  O6  UNL     1       6.073   1.797   1.749  1.00  0.00           O  
HETATM   33  H1  UNL     1       9.723   1.861   2.519  1.00  0.00           H  
HETATM   34  H2  UNL     1      10.646   0.660   1.584  1.00  0.00           H  
HETATM   35  H3  UNL     1       9.575   0.076   2.959  1.00  0.00           H  
HETATM   36  H4  UNL     1       6.470  -1.277  -0.007  1.00  0.00           H  
HETATM   37  H5  UNL     1       7.476  -0.791  -1.413  1.00  0.00           H  
HETATM   38  H6  UNL     1       7.145   1.660  -0.687  1.00  0.00           H  
HETATM   39  H7  UNL     1       5.729   0.178  -2.333  1.00  0.00           H  
HETATM   40  H8  UNL     1       4.880   1.682  -1.691  1.00  0.00           H  
HETATM   41  H9  UNL     1       4.623  -1.228  -0.884  1.00  0.00           H  
HETATM   42  H10 UNL     1       2.733   1.212  -0.954  1.00  0.00           H  
HETATM   43  H11 UNL     1       2.776  -0.164  -2.067  1.00  0.00           H  
HETATM   44  H12 UNL     1       0.738  -2.140   1.379  1.00  0.00           H  
HETATM   45  H13 UNL     1      -1.739  -2.294   1.514  1.00  0.00           H  
HETATM   46  H14 UNL     1      -3.682  -2.952   0.578  1.00  0.00           H  
HETATM   47  H15 UNL     1      -6.163  -2.979   0.653  1.00  0.00           H  
HETATM   48  H16 UNL     1      -8.160  -3.083  -0.021  1.00  0.00           H  
HETATM   49  H17 UNL     1      -9.032  -2.278   1.306  1.00  0.00           H  
HETATM   50  H18 UNL     1      -8.626   3.382  -3.014  1.00  0.00           H  
HETATM   51  H19 UNL     1      -8.989   3.706  -1.291  1.00  0.00           H  
HETATM   52  H20 UNL     1      -7.301   3.543  -1.804  1.00  0.00           H  
HETATM   53  H21 UNL     1      -6.130   1.142  -0.442  1.00  0.00           H  
HETATM   54  H22 UNL     1      -3.720   1.118  -0.502  1.00  0.00           H  
HETATM   55  H23 UNL     1      -2.065   0.608  -1.577  1.00  0.00           H  
HETATM   56  H24 UNL     1       0.427   0.749  -1.697  1.00  0.00           H  
HETATM   57  H25 UNL     1       4.097  -0.213   1.559  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   36   37
CONECT    6    7   31   38
CONECT    7    8   39   40
CONECT    8    9   30   41
CONECT    9   10   42   43
CONECT   10   11
CONECT   11   12   12   29
CONECT   12   13   44
CONECT   13   14   14   45
CONECT   14   15   28
CONECT   15   16   16   27
CONECT   16   17   46
CONECT   17   18   18   47
CONECT   18   19   26
CONECT   19   20   21   21
CONECT   20   48   49
CONECT   21   22
CONECT   22   23   23   24
CONECT   24   25
CONECT   25   50   51   52
CONECT   26   27   27   53
CONECT   27   54
CONECT   28   29   29   55
CONECT   29   56
CONECT   30   31   57
CONECT   31   32   32
END

HMDB0254003
     RDKit          3D
Lefradafibanum
 57 59  0  0  0  0  0  0  0  0999 V2000
    9.7062    0.8051    2.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6141    0.7025    1.2244 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3210   -0.4675    0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0193   -1.4976    0.7450 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1720   -0.5063   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4806    0.8181   -0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3291    0.6963   -1.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3664   -0.1768   -0.6628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9258    0.1339   -1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1129   -0.6446   -0.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7491   -0.6793   -0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229   -1.5294    0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2519   -1.6186    0.8017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700   -0.8522   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5119   -0.9220    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2344   -2.0499    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6010   -2.0742    0.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3436   -0.9277    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7838   -0.9381    0.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3793   -2.2255    0.5096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5643   -0.0327   -0.0623 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4729    1.2856   -0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4342    2.1905    0.4835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4164    1.7626   -1.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3254    3.1307   -1.9889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6528    0.2056   -0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2481    0.2045   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4454   -0.0067   -0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0577    0.0797   -0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6283    0.1385    0.7400 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7420    1.0183    0.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0734    1.7974    1.7485 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7231    1.8610    2.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6462    0.6598    1.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5746    0.0759    2.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4697   -1.2767   -0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4758   -0.7909   -1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6598   -0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7286    0.1781   -2.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8800    1.6821   -1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6233   -1.2275   -0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7329    1.2119   -0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7760   -0.1639   -2.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7378   -2.1402    1.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389   -2.2936    1.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6821   -2.9524    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1626   -2.9786    0.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1595   -3.0827   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0325   -2.2780    1.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6260    3.3822   -3.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9888    3.7058   -1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3012    3.5434   -1.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1300    1.1416   -0.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7197    1.1182   -0.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0654    0.6084   -1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4270    0.7492   -1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969   -0.2130    1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  3
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  2  0
 14 28  1  0
 28 29  2  0
  8 30  1  0
 30 31  1  0
 31 32  2  0
 31  6  1  0
 29 11  1  0
 27 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 17 47  1  0
 20 48  1  0
 20 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 29 56  1  0
 30 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 2-(2-{[(4'-{amino[(methoxycarbonyl)imino]methyl}-[1,1'-biphenyl]-4-yl)oxy]methyl}-5-hydroxy-3,4-dihydro-2H-pyrrol-4-yl)acetic acid	Generator

Chemical Formula

C₂₃H₂₅N₃O₆

Average Molecular Weight

439.468

Monoisotopic Molecular Weight

439.174335537

IUPAC Name

methyl 2-(5-{[(4'-{amino[(methoxycarbonyl)imino]methyl}-[1,1'-biphenyl]-4-yl)oxy]methyl}-2-oxopyrrolidin-3-yl)acetate

Traditional Name

methyl (5-{[(4'-{amino[(methoxycarbonyl)imino]methyl}-[1,1'-biphenyl]-4-yl)oxy]methyl}-2-oxopyrrolidin-3-yl)acetate

CAS Registry Number

Not Available

SMILES

COC(=O)CC1CC(COC2=CC=C(C=C2)C2=CC=C(C=C2)C(N)=NC(=O)OC)NC1=O

InChI Identifier

InChI=1S/C23H25N3O6/c1-30-20(27)12-17-11-18(25-22(17)28)13-32-19-9-7-15(8-10-19)14-3-5-16(6-4-14)21(24)26-23(29)31-2/h3-10,17-18H,11-13H2,1-2H3,(H,25,28)(H2,24,26,29)

InChI Key

PGCFXITVMNNKON-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Biphenyls and derivatives

Alternative Parents

Substituents

Biphenyl
Phenoxy compound
Phenol ether
Alkyl aryl ether
Pyrrolidone
2-pyrrolidone
Pyrrolidine
Methyl ester
Carboxamide group
Carboxylic acid ester
Lactam
Secondary carboxylic acid amide
Amidine
Carboxylic acid amidine
Carboxylic acid derivative
Ether
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic 1,3-dipolar compound
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	2.57	ALOGPS
logP	1.66	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	14	ChemAxon
pKa (Strongest Basic)	0.37	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	129.31 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	115.47 m³·mol⁻¹	ChemAxon
Polarizability	47.31 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	210.292	30932474
DeepCCS	[M-H]-	207.934	30932474
DeepCCS	[M-2H]-	241.281	30932474
DeepCCS	[M+Na]+	216.51	30932474
AllCCS	[M+H]+	204.6	32859911
AllCCS	[M+H-H2O]+	202.4	32859911
AllCCS	[M+NH4]+	206.6	32859911
AllCCS	[M+Na]+	207.1	32859911
AllCCS	[M-H]-	202.4	32859911
AllCCS	[M+Na-2H]-	203.3	32859911
AllCCS	[M+HCOO]-	204.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lefradafibanum	COC(=O)CC1CC(COC2=CC=C(C=C2)C2=CC=C(C=C2)C(N)=NC(=O)OC)NC1=O	5115.5	Standard polar	33892256
Lefradafibanum	COC(=O)CC1CC(COC2=CC=C(C=C2)C2=CC=C(C=C2)C(N)=NC(=O)OC)NC1=O	3656.4	Standard non polar	33892256
Lefradafibanum	COC(=O)CC1CC(COC2=CC=C(C=C2)C2=CC=C(C=C2)C(N)=NC(=O)OC)NC1=O	4196.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lefradafibanum,1TMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N[Si](C)(C)C)C=C3)C=C2)NC1=O	4086.9	Semi standard non polar	33892256
Lefradafibanum,1TMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N[Si](C)(C)C)C=C3)C=C2)NC1=O	3949.8	Standard non polar	33892256
Lefradafibanum,1TMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N[Si](C)(C)C)C=C3)C=C2)NC1=O	5804.5	Standard polar	33892256
Lefradafibanum,1TMS,isomer #2	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(N)=NC(=O)OC)C=C3)C=C2)N([Si](C)(C)C)C1=O	3952.7	Semi standard non polar	33892256
Lefradafibanum,1TMS,isomer #2	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(N)=NC(=O)OC)C=C3)C=C2)N([Si](C)(C)C)C1=O	3784.8	Standard non polar	33892256
Lefradafibanum,1TMS,isomer #2	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(N)=NC(=O)OC)C=C3)C=C2)N([Si](C)(C)C)C1=O	5794.3	Standard polar	33892256
Lefradafibanum,2TMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N([Si](C)(C)C)[Si](C)(C)C)C=C3)C=C2)NC1=O	4102.6	Semi standard non polar	33892256
Lefradafibanum,2TMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N([Si](C)(C)C)[Si](C)(C)C)C=C3)C=C2)NC1=O	4068.3	Standard non polar	33892256
Lefradafibanum,2TMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N([Si](C)(C)C)[Si](C)(C)C)C=C3)C=C2)NC1=O	5488.8	Standard polar	33892256
Lefradafibanum,2TMS,isomer #2	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N[Si](C)(C)C)C=C3)C=C2)N([Si](C)(C)C)C1=O	4043.5	Semi standard non polar	33892256
Lefradafibanum,2TMS,isomer #2	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N[Si](C)(C)C)C=C3)C=C2)N([Si](C)(C)C)C1=O	3873.3	Standard non polar	33892256
Lefradafibanum,2TMS,isomer #2	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N[Si](C)(C)C)C=C3)C=C2)N([Si](C)(C)C)C1=O	5198.3	Standard polar	33892256
Lefradafibanum,3TMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N([Si](C)(C)C)[Si](C)(C)C)C=C3)C=C2)N([Si](C)(C)C)C1=O	4034.0	Semi standard non polar	33892256
Lefradafibanum,3TMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N([Si](C)(C)C)[Si](C)(C)C)C=C3)C=C2)N([Si](C)(C)C)C1=O	3984.6	Standard non polar	33892256
Lefradafibanum,3TMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N([Si](C)(C)C)[Si](C)(C)C)C=C3)C=C2)N([Si](C)(C)C)C1=O	4927.6	Standard polar	33892256
Lefradafibanum,1TBDMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N[Si](C)(C)C(C)(C)C)C=C3)C=C2)NC1=O	4315.1	Semi standard non polar	33892256
Lefradafibanum,1TBDMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N[Si](C)(C)C(C)(C)C)C=C3)C=C2)NC1=O	4171.7	Standard non polar	33892256
Lefradafibanum,1TBDMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N[Si](C)(C)C(C)(C)C)C=C3)C=C2)NC1=O	5679.1	Standard polar	33892256
Lefradafibanum,1TBDMS,isomer #2	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(N)=NC(=O)OC)C=C3)C=C2)N([Si](C)(C)C(C)(C)C)C1=O	4261.9	Semi standard non polar	33892256
Lefradafibanum,1TBDMS,isomer #2	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(N)=NC(=O)OC)C=C3)C=C2)N([Si](C)(C)C(C)(C)C)C1=O	4011.0	Standard non polar	33892256
Lefradafibanum,1TBDMS,isomer #2	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(N)=NC(=O)OC)C=C3)C=C2)N([Si](C)(C)C(C)(C)C)C1=O	5766.0	Standard polar	33892256
Lefradafibanum,2TBDMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C3)C=C2)NC1=O	4482.6	Semi standard non polar	33892256
Lefradafibanum,2TBDMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C3)C=C2)NC1=O	4443.2	Standard non polar	33892256
Lefradafibanum,2TBDMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C3)C=C2)NC1=O	5324.8	Standard polar	33892256
Lefradafibanum,2TBDMS,isomer #2	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N[Si](C)(C)C(C)(C)C)C=C3)C=C2)N([Si](C)(C)C(C)(C)C)C1=O	4478.6	Semi standard non polar	33892256
Lefradafibanum,2TBDMS,isomer #2	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N[Si](C)(C)C(C)(C)C)C=C3)C=C2)N([Si](C)(C)C(C)(C)C)C1=O	4313.1	Standard non polar	33892256
Lefradafibanum,2TBDMS,isomer #2	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N[Si](C)(C)C(C)(C)C)C=C3)C=C2)N([Si](C)(C)C(C)(C)C)C1=O	5152.5	Standard polar	33892256
Lefradafibanum,3TBDMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C3)C=C2)N([Si](C)(C)C(C)(C)C)C1=O	4596.9	Semi standard non polar	33892256
Lefradafibanum,3TBDMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C3)C=C2)N([Si](C)(C)C(C)(C)C)C1=O	4548.9	Standard non polar	33892256
Lefradafibanum,3TBDMS,isomer #1	COC(=O)CC1CC(COC2=CC=C(C3=CC=C(C(=NC(=O)OC)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C3)C=C2)N([Si](C)(C)C(C)(C)C)C1=O	4917.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lefradafibanum GC-MS (Non-derivatized) - 70eV, Positive	splash10-052b-1917200000-e2a689cef88a756a1e0b	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lefradafibanum 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 - Lefradafibanum 10V, Positive-QTOF	splash10-0596-0303900000-4a8e21ce1a35d9899e7f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lefradafibanum 20V, Positive-QTOF	splash10-0apr-0009500000-24eb9f5a08249d070c4d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lefradafibanum 40V, Positive-QTOF	splash10-03dj-2965100000-0ba02f0b5df959305f95	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lefradafibanum 10V, Negative-QTOF	splash10-052r-0033900000-191665e9300b6267b82f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lefradafibanum 20V, Negative-QTOF	splash10-000i-2289200000-d9213ca67ca6f50589cd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lefradafibanum 40V, Negative-QTOF	splash10-000l-8296100000-64e2eab411ec5f011744	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10709340

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146157313

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 Lefradafibanum (HMDB0254003)

MOL for HMDB0254003 (Lefradafibanum)

3D MOL for HMDB0254003 (Lefradafibanum)

3D SDF for HMDB0254003 (Lefradafibanum)

3D-SDF for HMDB0254003 (Lefradafibanum)

PDB for HMDB0254003 (Lefradafibanum)

3D PDB for HMDB0254003 (Lefradafibanum)

SMILES for HMDB0254003 (Lefradafibanum)

INCHI for HMDB0254003 (Lefradafibanum)

Structure for HMDB0254003 (Lefradafibanum)

3D Structure for HMDB0254003 (Lefradafibanum)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra