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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:21:47 UTC

Update Date

2021-09-26 23:05:04 UTC

HMDB ID

HMDB0252471

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fostedil

Description

Fostedil, also known as abbott 53986, belongs to the class of organic compounds known as benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom). Based on a literature review a significant number of articles have been published on Fostedil. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fostedil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fostedil 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

HMDB0252471
     RDKit          3D
Fostedil
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.2052    3.2253   -0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9818    2.5102   -0.8939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4122    1.1735   -1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4260    0.2024   -0.0510 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.4425    0.0047    1.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0207    0.8875    0.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7870    0.0515    0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2509    0.2800   -0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9870   -0.2482   -1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6296   -0.9508   -0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1169   -1.1090   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9614   -0.6572    0.7137 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1921   -0.4271    0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1639    0.1645    1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4280    0.4747    0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8436    0.2252   -0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8762   -0.3536   -1.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5773   -0.6683   -0.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1211   -1.2133   -1.5746 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003   -1.1652    1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -0.6489    1.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3027   -1.3019   -0.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951   -2.2462    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9181   -2.7548    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2081    4.2409   -0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9932    3.1480    0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0700    2.5697   -0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0417    2.7256   -0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0588    2.9099   -1.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6900    1.9231    0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0740    0.9942    1.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032    0.8536   -1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -0.1196   -2.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8712    0.3698    2.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1511    0.9047    1.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8059    0.4729   -0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1091   -0.5787   -2.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429   -1.7330    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -0.7961    2.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8534   -3.1164   -0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1462   -1.8741    1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4194   -2.4483    1.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0642   -3.7874    0.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4002   -2.1137   -0.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
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  8  9  1  0
  9 10  2  0
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M  END

  Mrv1652309112112222D          

 24 26  0  0  0  0            999 V2000
   -4.7087   -2.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4712   -2.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587   -1.4124    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3442   -1.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6378   -1.5229    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
    1.1387   -1.3654    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7732   -0.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7732   -0.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    0.2376    0.0000 C   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  1  0  0  0  0
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  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
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 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 21  1  0  0  0  0
  4 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252471

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOP(=O)(CC1=CC=C(C=C1)C1=NC2=CC=CC=C2S1)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C18H20NO3PS/c1-3-21-23(20,22-4-2)13-14-9-11-15(12-10-14)18-19-16-7-5-6-8-17(16)24-18/h5-12H,3-4,13H2,1-2H3

> <INCHI_KEY>
FVYRUSCZCWSFLT-UHFFFAOYSA-N

> <FORMULA>
C18H20NO3PS

> <MOLECULAR_WEIGHT>
361.4

> <EXACT_MASS>
361.09015168

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
38.53147099690145

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
diethyl {[4-(1,3-benzothiazol-2-yl)phenyl]methyl}phosphonate

> <ALOGPS_LOGP>
3.99

> <JCHEM_LOGP>
4.484124205333332

> <ALOGPS_LOGS>
-4.22

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.039015846623232

> <JCHEM_POLAR_SURFACE_AREA>
48.42

> <JCHEM_REFRACTIVITY>
106.54850000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fostedil

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252471
     RDKit          3D
Fostedil
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.2052    3.2253   -0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9818    2.5102   -0.8939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4122    1.1735   -1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4260    0.2024   -0.0510 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.4425    0.0047    1.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0207    0.8875    0.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7870    0.0515    0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2509    0.2800   -0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9870   -0.2482   -1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6296   -0.9508   -0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1169   -1.1090   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9614   -0.6572    0.7137 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1921   -0.4271    0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1639    0.1645    1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4280    0.4747    0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8436    0.2252   -0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8762   -0.3536   -1.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5773   -0.6683   -0.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1211   -1.2133   -1.5746 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003   -1.1652    1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -0.6489    1.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3027   -1.3019   -0.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951   -2.2462    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9181   -2.7548    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2081    4.2409   -0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9932    3.1480    0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0700    2.5697   -0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0417    2.7256   -0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0588    2.9099   -1.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6900    1.9231    0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0740    0.9942    1.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032    0.8536   -1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -0.1196   -2.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8712    0.3698    2.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1511    0.9047    1.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8059    0.4729   -0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1091   -0.5787   -2.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429   -1.7330    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -0.7961    2.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8534   -3.1164   -0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1462   -1.8741    1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4194   -2.4483    1.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0642   -3.7874    0.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4002   -2.1137   -0.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  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
 10 20  1  0
 20 21  2  0
  4 22  1  0
 22 23  1  0
 23 24  1  0
 21  7  1  0
 19 11  1  0
 18 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  6 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 20 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  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      -8.790  -5.304   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.020  -3.970   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.480  -3.970   0.000  0.00  0.00           O+0
HETATM    4  P   UNK     0      -5.710  -2.637   0.000  0.00  0.00           P+0
HETATM    5  O   UNK     0      -4.376  -3.407   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -4.940  -1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.400  -1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.630   0.031   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.090   0.031   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.090  -2.637   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.630  -2.637   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   21  S   UNK     0       2.126  -2.549   0.000  0.00  0.00           S+0
HETATM   22  O   UNK     0      -7.043  -1.867   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -7.043  -0.327   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.710   0.443   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6   22                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20   13                                                       
CONECT   22    4   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0252471
HETATM    1  C1  UNL     1      -5.205   3.225  -0.250  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.982   2.510  -0.894  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.412   1.174  -1.026  1.00  0.00           O  
HETATM    4  P1  UNL     1      -3.426   0.202  -0.051  1.00  0.00           P  
HETATM    5  O2  UNL     1      -4.442   0.005   1.204  1.00  0.00           O  
HETATM    6  C3  UNL     1      -2.021   0.888   0.675  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.787   0.052   0.421  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.251   0.280  -0.840  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.987  -0.248  -1.071  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.630  -0.951  -0.053  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.117  -1.109  -0.245  1.00  0.00           C  
HETATM   12  N1  UNL     1       3.961  -0.657   0.714  1.00  0.00           N  
HETATM   13  C9  UNL     1       5.192  -0.427   0.406  1.00  0.00           C  
HETATM   14  C10 UNL     1       6.164   0.164   1.270  1.00  0.00           C  
HETATM   15  C11 UNL     1       7.428   0.475   0.850  1.00  0.00           C  
HETATM   16  C12 UNL     1       7.844   0.225  -0.476  1.00  0.00           C  
HETATM   17  C13 UNL     1       6.876  -0.354  -1.319  1.00  0.00           C  
HETATM   18  C14 UNL     1       5.577  -0.668  -0.894  1.00  0.00           C  
HETATM   19  S1  UNL     1       4.121  -1.213  -1.575  1.00  0.00           S  
HETATM   20  C15 UNL     1       1.100  -1.165   1.143  1.00  0.00           C  
HETATM   21  C16 UNL     1      -0.198  -0.649   1.439  1.00  0.00           C  
HETATM   22  O3  UNL     1      -3.303  -1.302  -0.746  1.00  0.00           O  
HETATM   23  C17 UNL     1      -3.495  -2.246   0.332  1.00  0.00           C  
HETATM   24  C18 UNL     1      -4.918  -2.755   0.200  1.00  0.00           C  
HETATM   25  H1  UNL     1      -5.208   4.241  -0.555  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.993   3.148   0.896  1.00  0.00           H  
HETATM   27  H3  UNL     1      -6.070   2.570  -0.398  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.042   2.726  -0.560  1.00  0.00           H  
HETATM   29  H5  UNL     1      -4.059   2.910  -1.979  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.690   1.923   0.405  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.074   0.994   1.826  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.803   0.854  -1.600  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.480  -0.120  -2.009  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.871   0.370   2.286  1.00  0.00           H  
HETATM   35  H11 UNL     1       8.151   0.905   1.546  1.00  0.00           H  
HETATM   36  H12 UNL     1       8.806   0.473  -0.763  1.00  0.00           H  
HETATM   37  H13 UNL     1       7.109  -0.579  -2.332  1.00  0.00           H  
HETATM   38  H14 UNL     1       1.543  -1.733   1.945  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.695  -0.796   2.365  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.853  -3.116  -0.013  1.00  0.00           H  
HETATM   41  H17 UNL     1      -3.146  -1.874   1.256  1.00  0.00           H  
HETATM   42  H18 UNL     1      -5.419  -2.448   1.171  1.00  0.00           H  
HETATM   43  H19 UNL     1      -5.064  -3.787   0.031  1.00  0.00           H  
HETATM   44  H20 UNL     1      -5.400  -2.114  -0.623  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4
CONECT    4    5    5    6   22
CONECT    6    7   30   31
CONECT    7    8    8   21
CONECT    8    9   32
CONECT    9   10   10   33
CONECT   10   11   20
CONECT   11   12   12   19
CONECT   12   13
CONECT   13   14   14   18
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   17   36
CONECT   17   18   18   37
CONECT   18   19
CONECT   20   21   21   38
CONECT   21   39
CONECT   22   23
CONECT   23   24   40   41
CONECT   24   42   43   44
END

HMDB0252471
     RDKit          3D
Fostedil
 44 46  0  0  0  0  0  0  0  0999 V2000
   -5.2052    3.2253   -0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9818    2.5102   -0.8939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4122    1.1735   -1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4260    0.2024   -0.0510 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.4425    0.0047    1.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0207    0.8875    0.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7870    0.0515    0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2509    0.2800   -0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9870   -0.2482   -1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6296   -0.9508   -0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1169   -1.1090   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9614   -0.6572    0.7137 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1921   -0.4271    0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1639    0.1645    1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4280    0.4747    0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8436    0.2252   -0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8762   -0.3536   -1.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5773   -0.6683   -0.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1211   -1.2133   -1.5746 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003   -1.1652    1.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -0.6489    1.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3027   -1.3019   -0.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951   -2.2462    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9181   -2.7548    0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2081    4.2409   -0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9932    3.1480    0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0700    2.5697   -0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0417    2.7256   -0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0588    2.9099   -1.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6900    1.9231    0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0740    0.9942    1.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032    0.8536   -1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -0.1196   -2.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8712    0.3698    2.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1511    0.9047    1.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8059    0.4729   -0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1091   -0.5787   -2.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429   -1.7330    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -0.7961    2.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8534   -3.1164   -0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1462   -1.8741    1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4194   -2.4483    1.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0642   -3.7874    0.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4002   -2.1137   -0.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  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
 10 20  1  0
 20 21  2  0
  4 22  1  0
 22 23  1  0
 23 24  1  0
 21  7  1  0
 19 11  1  0
 18 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  6 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 20 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Diethyl {[4-(1,3-benzothiazol-2-yl)phenyl]methyl}phosphonic acid	HMDB
Abbott 53986	HMDB
Diethyl 4-(benzothiazol-2-yl)benzylphosphonate	HMDB
Fosfedil	HMDB

Chemical Formula

C₁₈H₂₀NO₃PS

Average Molecular Weight

361.4

Monoisotopic Molecular Weight

361.09015168

IUPAC Name

diethyl {[4-(1,3-benzothiazol-2-yl)phenyl]methyl}phosphonate

Traditional Name

fostedil

CAS Registry Number

Not Available

SMILES

CCOP(=O)(CC1=CC=C(C=C1)C1=NC2=CC=CC=C2S1)OCC

InChI Identifier

InChI=1S/C18H20NO3PS/c1-3-21-23(20,22-4-2)13-14-9-11-15(12-10-14)18-19-16-7-5-6-8-17(16)24-18/h5-12H,3-4,13H2,1-2H3

InChI Key

FVYRUSCZCWSFLT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazoles

Sub Class

Not Available

Direct Parent

Benzothiazoles

Alternative Parents

Substituents

1,3-benzothiazole
Dialkyl alkylphosphonate
Phosphonic acid diester
Monocyclic benzene moiety
Phosphonic acid ester
Benzenoid
Azole
Organophosphonic acid derivative
Heteroaromatic compound
Thiazole
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organophosphorus compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen 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	3.99	ALOGPS
logP	4.48	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	2.04	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48.42 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	106.55 m³·mol⁻¹	ChemAxon
Polarizability	38.53 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]+	172.353	30932474
DeepCCS	[M-H]-	169.995	30932474
DeepCCS	[M-2H]-	204.075	30932474
DeepCCS	[M+Na]+	179.267	30932474
AllCCS	[M+H]+	183.2	32859911
AllCCS	[M+H-H2O]+	180.3	32859911
AllCCS	[M+NH4]+	185.8	32859911
AllCCS	[M+Na]+	186.5	32859911
AllCCS	[M-H]-	180.8	32859911
AllCCS	[M+Na-2H]-	180.4	32859911
AllCCS	[M+HCOO]-	180.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fostedil	CCOP(=O)(CC1=CC=C(C=C1)C1=NC2=CC=CC=C2S1)OCC	3849.8	Standard polar	33892256
Fostedil	CCOP(=O)(CC1=CC=C(C=C1)C1=NC2=CC=CC=C2S1)OCC	2741.3	Standard non polar	33892256
Fostedil	CCOP(=O)(CC1=CC=C(C=C1)C1=NC2=CC=CC=C2S1)OCC	2933.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fostedil GC-MS (Non-derivatized) - 70eV, Positive	splash10-0089-1139000000-a0e049271e87d9ddd135	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fostedil 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 - Fostedil 10V, Positive-QTOF	splash10-001i-0009000000-e6bee5c181df30c20209	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fostedil 20V, Positive-QTOF	splash10-0a4i-0009000000-e41a870dc4817d6898bd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fostedil 40V, Positive-QTOF	splash10-00di-0191000000-037b915440a0ecae019d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fostedil 10V, Negative-QTOF	splash10-03di-0009000000-d83654da0a0aa7d221da	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fostedil 20V, Negative-QTOF	splash10-03di-0009000000-1444f9b65e06c11bdf37	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fostedil 40V, Negative-QTOF	splash10-0229-0696000000-c5ef0f5ec3224780e322	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

48253

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fostedil

METLIN ID

Not Available

PubChem Compound

53421

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 Fostedil (HMDB0252471)

MOL for HMDB0252471 (Fostedil)

3D MOL for HMDB0252471 (Fostedil)

3D SDF for HMDB0252471 (Fostedil)

3D-SDF for HMDB0252471 (Fostedil)

PDB for HMDB0252471 (Fostedil)

3D PDB for HMDB0252471 (Fostedil)

SMILES for HMDB0252471 (Fostedil)

INCHI for HMDB0252471 (Fostedil)

Structure for HMDB0252471 (Fostedil)

3D Structure for HMDB0252471 (Fostedil)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra