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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:48:24 UTC

Update Date

2021-09-26 23:16:11 UTC

HMDB ID

HMDB0258943

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tezacitabine

Description

Tezacitabine belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Based on a literature review a significant number of articles have been published on Tezacitabine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tezacitabine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tezacitabine 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

HMDB0258943
     RDKit          3D
Tezacitabine
 30 31  0  0  0  0  0  0  0  0999 V2000
    5.0704   -0.0064    0.2000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6709    0.1816    0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1015    0.9577   -0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7352    1.1354   -0.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524    0.5438   -0.0711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4802    0.6805   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0932    0.2835    1.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0422   -0.6720    0.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1983   -0.4742    1.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7651   -0.5759    3.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4625   -0.4332   -0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2654    0.7167   -0.6697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1205   -0.1352   -1.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6794   -0.5131   -2.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548   -1.2558   -3.1586 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5031   -0.2029    0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7963   -0.7884    1.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8377   -0.3933    0.9962 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6939    0.7591    0.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4678   -0.9263   -0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7912    1.4200   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3306    1.7563   -1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    1.7482   -0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6392   -1.7044    0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6348    0.5218    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9466   -1.2969    1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0695   -1.2636    3.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418   -1.3038   -1.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7475    1.4773   -1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3174   -0.2364   -2.6498 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  3
 14 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
 18  2  2  0
 13  6  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
M  END

  Mrv1652309112122482D          

 18 19  0  0  0  0            999 V2000
   -0.6078    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.1152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    3.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    4.3527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    5.5902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1298    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7429    1.5082    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    1.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2197    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841   -0.4005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248    0.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258943

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC(=O)N(C=C1)C1OC(CO)C(O)C1=CF

> <INCHI_IDENTIFIER>
InChI=1S/C10H12FN3O4/c11-3-5-8(16)6(4-15)18-9(5)14-2-1-7(12)13-10(14)17/h1-3,6,8-9,15-16H,4H2,(H2,12,13,17)

> <INCHI_KEY>
GFFXZLZWLOBBLO-UHFFFAOYSA-N

> <FORMULA>
C10H12FN3O4

> <MOLECULAR_WEIGHT>
257.221

> <EXACT_MASS>
257.081184041

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.13366281433482

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-amino-1-[3-(fluoromethylidene)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one

> <ALOGPS_LOGP>
-1.22

> <JCHEM_LOGP>
-1.927385605

> <ALOGPS_LOGS>
-1.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.700558475345915

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.27733150544875

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2759676900923135

> <JCHEM_POLAR_SURFACE_AREA>
108.38000000000001

> <JCHEM_REFRACTIVITY>
57.72260000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.27e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-amino-1-[3-(fluoromethylidene)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258943
     RDKit          3D
Tezacitabine
 30 31  0  0  0  0  0  0  0  0999 V2000
    5.0704   -0.0064    0.2000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6709    0.1816    0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1015    0.9577   -0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7352    1.1354   -0.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524    0.5438   -0.0711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4802    0.6805   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0932    0.2835    1.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0422   -0.6720    0.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1983   -0.4742    1.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7651   -0.5759    3.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4625   -0.4332   -0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2654    0.7167   -0.6697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1205   -0.1352   -1.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6794   -0.5131   -2.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548   -1.2558   -3.1586 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5031   -0.2029    0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7963   -0.7884    1.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8377   -0.3933    0.9962 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6939    0.7591    0.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4678   -0.9263   -0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7912    1.4200   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3306    1.7563   -1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    1.7482   -0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6392   -1.7044    0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6348    0.5218    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9466   -1.2969    1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0695   -1.2636    3.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418   -1.3038   -1.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7475    1.4773   -1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3174   -0.2364   -2.6498 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  3
 14 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
 18  2  2  0
 13  6  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.134   8.125   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.134   6.585   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -2.468   5.815   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -3.802   6.585   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.136   5.815   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      -3.802   8.125   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -2.468   8.895   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -2.468  10.435   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.468   4.275   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.222   3.370   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.242   3.846   0.000  0.00  0.00           C+0
HETATM   12  F   UNK     0       1.387   2.815   0.000  0.00  0.00           F+0
HETATM   13  C   UNK     0      -1.698   1.905   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.238   1.905   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.714   3.370   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.143   0.659   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.517  -0.748   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.793   0.659   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    1    8                                                  
CONECT    8    7                                                            
CONECT    9    3   10   15                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14    9                                                       
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18   13                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0258943
HETATM    1  N1  UNL     1       5.070  -0.006   0.200  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.671   0.182   0.107  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.102   0.958  -0.895  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.735   1.135  -0.978  1.00  0.00           C  
HETATM    5  N2  UNL     1       0.952   0.544  -0.071  1.00  0.00           N  
HETATM    6  C4  UNL     1      -0.480   0.680  -0.090  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.093   0.284   1.061  1.00  0.00           O  
HETATM    8  C5  UNL     1      -2.042  -0.672   0.832  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.198  -0.474   1.791  1.00  0.00           C  
HETATM   10  O2  UNL     1      -2.765  -0.576   3.102  1.00  0.00           O  
HETATM   11  C7  UNL     1      -2.463  -0.433  -0.603  1.00  0.00           C  
HETATM   12  O3  UNL     1      -3.265   0.717  -0.670  1.00  0.00           O  
HETATM   13  C8  UNL     1      -1.120  -0.135  -1.180  1.00  0.00           C  
HETATM   14  C9  UNL     1      -0.679  -0.513  -2.335  1.00  0.00           C  
HETATM   15  F1  UNL     1      -1.455  -1.256  -3.159  1.00  0.00           F  
HETATM   16  C10 UNL     1       1.503  -0.203   0.892  1.00  0.00           C  
HETATM   17  O4  UNL     1       0.796  -0.788   1.781  1.00  0.00           O  
HETATM   18  N3  UNL     1       2.838  -0.393   0.996  1.00  0.00           N  
HETATM   19  H1  UNL     1       5.694   0.759   0.523  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.468  -0.926  -0.060  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.791   1.420  -1.612  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.331   1.756  -1.784  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.727   1.748  -0.370  1.00  0.00           H  
HETATM   24  H6  UNL     1      -1.639  -1.704   0.906  1.00  0.00           H  
HETATM   25  H7  UNL     1      -3.635   0.522   1.618  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.947  -1.297   1.634  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.069  -1.264   3.143  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.942  -1.304  -1.061  1.00  0.00           H  
HETATM   29  H11 UNL     1      -2.748   1.477  -1.069  1.00  0.00           H  
HETATM   30  H12 UNL     1       0.317  -0.236  -2.650  1.00  0.00           H  
CONECT    1    2   19   20
CONECT    2    3   18   18
CONECT    3    4    4   21
CONECT    4    5   22
CONECT    5    6   16
CONECT    6    7   13   23
CONECT    7    8
CONECT    8    9   11   24
CONECT    9   10   25   26
CONECT   10   27
CONECT   11   12   13   28
CONECT   12   29
CONECT   13   14   14
CONECT   14   15   30
CONECT   16   17   17   18
END

HMDB0258943
     RDKit          3D
Tezacitabine
 30 31  0  0  0  0  0  0  0  0999 V2000
    5.0704   -0.0064    0.2000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6709    0.1816    0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1015    0.9577   -0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7352    1.1354   -0.9776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524    0.5438   -0.0711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4802    0.6805   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0932    0.2835    1.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0422   -0.6720    0.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1983   -0.4742    1.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7651   -0.5759    3.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4625   -0.4332   -0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2654    0.7167   -0.6697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1205   -0.1352   -1.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6794   -0.5131   -2.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548   -1.2558   -3.1586 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5031   -0.2029    0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7963   -0.7884    1.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8377   -0.3933    0.9962 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6939    0.7591    0.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4678   -0.9263   -0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7912    1.4200   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3306    1.7563   -1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    1.7482   -0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6392   -1.7044    0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6348    0.5218    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9466   -1.2969    1.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0695   -1.2636    3.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418   -1.3038   -1.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7475    1.4773   -1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3174   -0.2364   -2.6498 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  3
 14 15  1  0
  5 16  1  0
 16 17  2  0
 16 18  1  0
 18  2  2  0
 13  6  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₀H₁₂FN₃O₄

Average Molecular Weight

257.221

Monoisotopic Molecular Weight

257.081184041

IUPAC Name

4-amino-1-[3-(fluoromethylidene)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one

Traditional Name

4-amino-1-[3-(fluoromethylidene)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one

CAS Registry Number

Not Available

SMILES

NC1=NC(=O)N(C=C1)C1OC(CO)C(O)C1=CF

InChI Identifier

InChI=1S/C10H12FN3O4/c11-3-5-8(16)6(4-15)18-9(5)14-2-1-7(12)13-10(14)17/h1-3,6,8-9,15-16H,4H2,(H2,12,13,17)

InChI Key

GFFXZLZWLOBBLO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Pyrimidones

Alternative Parents

Substituents

Aminopyrimidine
Pyrimidone
Hydropyrimidine
Imidolactam
Oxolane
Heteroaromatic compound
Secondary alcohol
Oxacycle
Vinyl fluoride
Vinyl halide
Azacycle
Haloalkene
Fluoroalkene
Hydrocarbon derivative
Primary amine
Primary alcohol
Organic oxide
Organooxygen compound
Organonitrogen compound
Organofluoride
Alcohol
Amine
Organic nitrogen compound
Organic oxygen compound
Organohalogen 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)

Source

Exogenous

Exogenous (HMDB: HMDB0258943)

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	-1.2	ALOGPS
logP	-1.9	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	13.28	ChemAxon
pKa (Strongest Basic)	-0.28	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	108.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	57.72 m³·mol⁻¹	ChemAxon
Polarizability	23.13 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	160.531	30932474
DeepCCS	[M-H]-	158.173	30932474
DeepCCS	[M-2H]-	191.06	30932474
DeepCCS	[M+Na]+	166.624	30932474
AllCCS	[M+H]+	157.3	32859911
AllCCS	[M+H-H2O]+	153.6	32859911
AllCCS	[M+NH4]+	160.7	32859911
AllCCS	[M+Na]+	161.7	32859911
AllCCS	[M-H]-	154.7	32859911
AllCCS	[M+Na-2H]-	154.6	32859911
AllCCS	[M+HCOO]-	154.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tezacitabine	NC1=NC(=O)N(C=C1)C1OC(CO)C(O)C1=CF	3514.2	Standard polar	33892256
Tezacitabine	NC1=NC(=O)N(C=C1)C1OC(CO)C(O)C1=CF	1895.8	Standard non polar	33892256
Tezacitabine	NC1=NC(=O)N(C=C1)C1OC(CO)C(O)C1=CF	2457.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tezacitabine,3TMS,isomer #1	C[Si](C)(C)NC1=NC(=O)N(C2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2=CF)C=C1	2395.7	Semi standard non polar	33892256
Tezacitabine,3TMS,isomer #1	C[Si](C)(C)NC1=NC(=O)N(C2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2=CF)C=C1	2402.5	Standard non polar	33892256
Tezacitabine,3TMS,isomer #1	C[Si](C)(C)NC1=NC(=O)N(C2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2=CF)C=C1	2865.3	Standard polar	33892256
Tezacitabine,3TMS,isomer #2	C[Si](C)(C)OCC1OC(N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(=CF)C1O	2370.4	Semi standard non polar	33892256
Tezacitabine,3TMS,isomer #2	C[Si](C)(C)OCC1OC(N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(=CF)C1O	2528.1	Standard non polar	33892256
Tezacitabine,3TMS,isomer #2	C[Si](C)(C)OCC1OC(N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(=CF)C1O	2979.3	Standard polar	33892256
Tezacitabine,3TMS,isomer #3	C[Si](C)(C)OC1C(=CF)C(N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)OC1CO	2367.0	Semi standard non polar	33892256
Tezacitabine,3TMS,isomer #3	C[Si](C)(C)OC1C(=CF)C(N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)OC1CO	2491.3	Standard non polar	33892256
Tezacitabine,3TMS,isomer #3	C[Si](C)(C)OC1C(=CF)C(N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)OC1CO	2850.3	Standard polar	33892256
Tezacitabine,4TMS,isomer #1	C[Si](C)(C)OCC1OC(N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(=CF)C1O[Si](C)(C)C	2378.6	Semi standard non polar	33892256
Tezacitabine,4TMS,isomer #1	C[Si](C)(C)OCC1OC(N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(=CF)C1O[Si](C)(C)C	2507.1	Standard non polar	33892256
Tezacitabine,4TMS,isomer #1	C[Si](C)(C)OCC1OC(N2C=CC(N([Si](C)(C)C)[Si](C)(C)C)=NC2=O)C(=CF)C1O[Si](C)(C)C	2576.1	Standard polar	33892256
Tezacitabine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2=CF)C=C1	3028.9	Semi standard non polar	33892256
Tezacitabine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2=CF)C=C1	3014.2	Standard non polar	33892256
Tezacitabine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC(=O)N(C2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2=CF)C=C1	3111.6	Standard polar	33892256
Tezacitabine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(=CF)C1O	3004.6	Semi standard non polar	33892256
Tezacitabine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(=CF)C1O	3107.7	Standard non polar	33892256
Tezacitabine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(=CF)C1O	3153.1	Standard polar	33892256
Tezacitabine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(=CF)C(N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)OC1CO	3012.6	Semi standard non polar	33892256
Tezacitabine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(=CF)C(N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)OC1CO	3058.7	Standard non polar	33892256
Tezacitabine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(=CF)C(N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)OC1CO	3038.4	Standard polar	33892256
Tezacitabine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(=CF)C1O[Si](C)(C)C(C)(C)C	3200.2	Semi standard non polar	33892256
Tezacitabine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(=CF)C1O[Si](C)(C)C(C)(C)C	3270.4	Standard non polar	33892256
Tezacitabine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(N2C=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=O)C(=CF)C1O[Si](C)(C)C(C)(C)C	2921.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (Non-derivatized) - 70eV, Positive	splash10-009y-9220000000-aa7a4f0a9d9e2bdcccbf	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tezacitabine GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

95638161

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tezacitabine

METLIN ID

Not Available

PubChem Compound

60799

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 Tezacitabine (HMDB0258943)

MOL for HMDB0258943 (Tezacitabine)

3D MOL for HMDB0258943 (Tezacitabine)

3D SDF for HMDB0258943 (Tezacitabine)

3D-SDF for HMDB0258943 (Tezacitabine)

PDB for HMDB0258943 (Tezacitabine)

3D PDB for HMDB0258943 (Tezacitabine)

SMILES for HMDB0258943 (Tezacitabine)

INCHI for HMDB0258943 (Tezacitabine)

Structure for HMDB0258943 (Tezacitabine)

3D Structure for HMDB0258943 (Tezacitabine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra