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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3)transporters (1) Show 4 proteins XML

enzymes (3)transporters (1) Show 4 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:54 UTC

HMDB ID

HMDB0015206

Secondary Accession Numbers

HMDB15206

Metabolite Identification

Common Name

Fludarabine

Description

Fludarabine is only found in individuals that have used or taken this drug. Fludarabine (marketed as fludarabine phosphate under the trade name Fludara) is a chemotherapy drug used in the treatment of hematological malignancies. [Wikipedia ]Fludarabine phosphate is rapidly dephosphorylated to 2-fluoro-ara-A and then phosphorylated intracellularly by deoxycytidine kinase to the active triphosphate, 2-fluoro-ara-ATP. This metabolite appears to act by inhibiting DNA polymerase alpha, ribonucleotide reductase and DNA primase, thus inhibiting DNA synthesis. The mechanism of action of this antimetabolite is not completely characterized and may be multi-faceted.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0015206
     RDKit          3D
Fludarabine
 37 39  0  0  0  0  0  0  0  0999 V2000
   -6.2046   -0.9767   -1.0479 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1327   -0.6851   -0.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3226   -0.7933    1.1414 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2960   -0.5140    1.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4307   -0.6071    3.3337 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0927   -0.1316    1.5181 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8463   -0.0067    0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9040   -0.2945   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3901   -0.0908   -1.8907 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1017    0.2956   -1.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7607    0.3491   -0.4790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4699    0.7218    0.0074 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5290    0.6260   -0.9280 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6725    0.8975   -0.1670 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9241    0.3823   -0.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.7008    0.0021 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4643    0.1688   -0.6407 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.7761    0.8721   -1.9518 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4943   -1.4931   -0.8826 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6979    0.5639    0.4443 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4906    0.1569    1.1418 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5922    1.0307    2.2230 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0180   -0.2676    1.0734 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0805   -1.5702    0.6098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3527   -0.4910   -1.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9085   -1.7108   -0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4400    0.5281   -2.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4383    1.7215    0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7870    1.9826   -0.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0800    0.8585   -1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101   -0.7207   -0.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7332   -1.9650   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0031    1.4986    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588   -0.7157    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527    1.9501    1.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5076   -0.0858    2.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2990   -2.1854    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 14 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  8  2  1  0
 23 12  1  0
 11  7  1  0
  1 25  1  0
  1 26  1  0
 10 27  1  0
 12 28  1  1
 14 29  1  1
 15 30  1  0
 15 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  1
 22 35  1  0
 23 36  1  1
 24 37  1  0
M  END

1073
  Mrv0541 02231215132D          

 24 26  0  0  1  0            999 V2000
    4.8787    2.8532    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.2870    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3467    0.0044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2821   -0.8965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2852    0.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1323    2.0682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6637    3.1069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6251    3.6383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0936    2.5996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -1.4482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5741   -2.7760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.2870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.5246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.7621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6155   -0.4104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6170    0.4147    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8305   -0.6640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8328    0.6709    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5792    1.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0556   -2.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  1  8  1  0  0  0  0
  1  9  2  0  0  0  0
  2 24  1  0  0  0  0
  3 17  1  0  0  0  0
  3 18  1  0  0  0  0
 15  4  1  6  0  0  0
 16  5  1  1  0  0  0
  6 19  1  0  0  0  0
 17 10  1  6  0  0  0
 10 20  1  0  0  0  0
 10 21  1  0  0  0  0
 11 21  2  0  0  0  0
 11 22  1  0  0  0  0
 12 20  2  0  0  0  0
 12 24  1  0  0  0  0
 13 23  1  0  0  0  0
 13 24  2  0  0  0  0
 14 23  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015206

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]3O)C2=NC(F)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H13FN5O7P/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,14,15)(H2,19,20,21)/t3-,5-,6+,9-/m1/s1

> <INCHI_KEY>
GIUYCYHIANZCFB-FJFJXFQQSA-N

> <FORMULA>
C10H13FN5O7P

> <MOLECULAR_WEIGHT>
365.2117

> <EXACT_MASS>
365.053662512

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
28.87688367851876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4S,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-2.51

> <JCHEM_LOGP>
-3.616550941463389

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.2628654941159185

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3419445332809987

> <JCHEM_PKA_STRONGEST_BASIC>
0.5987534594277133

> <JCHEM_POLAR_SURFACE_AREA>
186.07000000000002

> <JCHEM_REFRACTIVITY>
74.93210000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.97e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fludarabine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015206
     RDKit          3D
Fludarabine
 37 39  0  0  0  0  0  0  0  0999 V2000
   -6.2046   -0.9767   -1.0479 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1327   -0.6851   -0.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3226   -0.7933    1.1414 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2960   -0.5140    1.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4307   -0.6071    3.3337 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0927   -0.1316    1.5181 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8463   -0.0067    0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9040   -0.2945   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3901   -0.0908   -1.8907 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1017    0.2956   -1.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7607    0.3491   -0.4790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4699    0.7218    0.0074 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5290    0.6260   -0.9280 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6725    0.8975   -0.1670 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9241    0.3823   -0.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.7008    0.0021 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4643    0.1688   -0.6407 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.7761    0.8721   -1.9518 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4943   -1.4931   -0.8826 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6979    0.5639    0.4443 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4906    0.1569    1.1418 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5922    1.0307    2.2230 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0180   -0.2676    1.0734 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0805   -1.5702    0.6098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3527   -0.4910   -1.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9085   -1.7108   -0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4400    0.5281   -2.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4383    1.7215    0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7870    1.9826   -0.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0800    0.8585   -1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101   -0.7207   -0.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7332   -1.9650   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0031    1.4986    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588   -0.7157    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527    1.9501    1.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5076   -0.0858    2.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2990   -2.1854    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 14 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  8  2  1  0
 23 12  1  0
 11  7  1  0
  1 25  1  0
  1 26  1  0
 10 27  1  0
 12 28  1  1
 14 29  1  1
 15 30  1  0
 15 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  1
 22 35  1  0
 23 36  1  1
 24 37  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1073                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  P   UNK     0       9.107   5.326   0.000  0.00  0.00           P+0
HETATM    2  F   UNK     0       3.080  -2.402   0.000  0.00  0.00           F+0
HETATM    3  O   UNK     0       8.114   0.008   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      11.727  -1.673   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.732   1.677   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       9.580   3.861   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      10.572   5.800   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       8.634   6.791   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       7.641   4.853   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       8.538  -2.703   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       8.538  -5.182   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       5.748  -2.402   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       4.414  -4.713   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       5.748  -7.023   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      10.482  -0.766   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.485   0.774   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.017  -1.239   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.021   1.252   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.548   2.718   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.081  -3.172   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.437  -3.942   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.081  -4.713   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.748  -5.483   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.414  -3.172   0.000  0.00  0.00           C+0
CONECT    1    6    7    8    9                                             
CONECT    2   24                                                            
CONECT    3   17   18                                                       
CONECT    4   15                                                            
CONECT    5   16                                                            
CONECT    6    1   19                                                       
CONECT    7    1                                                            
CONECT    8    1                                                            
CONECT    9    1                                                            
CONECT   10   17   20   21                                                  
CONECT   11   21   22                                                       
CONECT   12   20   24                                                       
CONECT   13   23   24                                                       
CONECT   14   23                                                            
CONECT   15    4   16   17                                                  
CONECT   16    5   15   18                                                  
CONECT   17    3   10   15                                                  
CONECT   18    3   16   19                                                  
CONECT   19    6   18                                                       
CONECT   20   10   12   22                                                  
CONECT   21   10   11                                                       
CONECT   22   11   20   23                                                  
CONECT   23   13   14   22                                                  
CONECT   24    2   12   13                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0015206
HETATM    1  N1  UNL     1      -6.205  -0.977  -1.048  1.00  0.00           N  
HETATM    2  C1  UNL     1      -5.133  -0.685  -0.177  1.00  0.00           C  
HETATM    3  N2  UNL     1      -5.323  -0.793   1.141  1.00  0.00           N  
HETATM    4  C2  UNL     1      -4.296  -0.514   1.973  1.00  0.00           C  
HETATM    5  F1  UNL     1      -4.431  -0.607   3.334  1.00  0.00           F  
HETATM    6  N3  UNL     1      -3.093  -0.132   1.518  1.00  0.00           N  
HETATM    7  C3  UNL     1      -2.846  -0.007   0.212  1.00  0.00           C  
HETATM    8  C4  UNL     1      -3.904  -0.294  -0.646  1.00  0.00           C  
HETATM    9  N4  UNL     1      -3.390  -0.091  -1.891  1.00  0.00           N  
HETATM   10  C5  UNL     1      -2.102   0.296  -1.778  1.00  0.00           C  
HETATM   11  N5  UNL     1      -1.761   0.349  -0.479  1.00  0.00           N  
HETATM   12  C6  UNL     1      -0.470   0.722   0.007  1.00  0.00           C  
HETATM   13  O1  UNL     1       0.529   0.626  -0.928  1.00  0.00           O  
HETATM   14  C7  UNL     1       1.673   0.898  -0.167  1.00  0.00           C  
HETATM   15  C8  UNL     1       2.924   0.382  -0.829  1.00  0.00           C  
HETATM   16  O2  UNL     1       3.994   0.701   0.002  1.00  0.00           O  
HETATM   17  P1  UNL     1       5.464   0.169  -0.641  1.00  0.00           P  
HETATM   18  O3  UNL     1       5.776   0.872  -1.952  1.00  0.00           O  
HETATM   19  O4  UNL     1       5.494  -1.493  -0.883  1.00  0.00           O  
HETATM   20  O5  UNL     1       6.698   0.564   0.444  1.00  0.00           O  
HETATM   21  C9  UNL     1       1.491   0.157   1.142  1.00  0.00           C  
HETATM   22  O6  UNL     1       1.592   1.031   2.223  1.00  0.00           O  
HETATM   23  C10 UNL     1       0.018  -0.268   1.073  1.00  0.00           C  
HETATM   24  O7  UNL     1      -0.081  -1.570   0.610  1.00  0.00           O  
HETATM   25  H1  UNL     1      -6.353  -0.491  -1.963  1.00  0.00           H  
HETATM   26  H2  UNL     1      -6.908  -1.711  -0.800  1.00  0.00           H  
HETATM   27  H3  UNL     1      -1.440   0.528  -2.607  1.00  0.00           H  
HETATM   28  H4  UNL     1      -0.438   1.721   0.475  1.00  0.00           H  
HETATM   29  H5  UNL     1       1.787   1.983  -0.005  1.00  0.00           H  
HETATM   30  H6  UNL     1       3.080   0.858  -1.822  1.00  0.00           H  
HETATM   31  H7  UNL     1       2.910  -0.721  -0.936  1.00  0.00           H  
HETATM   32  H8  UNL     1       4.733  -1.965  -0.469  1.00  0.00           H  
HETATM   33  H9  UNL     1       7.003   1.499   0.315  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.159  -0.716   1.240  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.653   1.950   1.862  1.00  0.00           H  
HETATM   36  H12 UNL     1      -0.508  -0.086   2.010  1.00  0.00           H  
HETATM   37  H13 UNL     1      -0.299  -2.185   1.328  1.00  0.00           H  
CONECT    1    2   25   26
CONECT    2    3    3    8
CONECT    3    4
CONECT    4    5    6    6
CONECT    6    7
CONECT    7    8    8   11
CONECT    8    9
CONECT    9   10   10
CONECT   10   11   27
CONECT   11   12
CONECT   12   13   23   28
CONECT   13   14
CONECT   14   15   21   29
CONECT   15   16   30   31
CONECT   16   17
CONECT   17   18   18   19   20
CONECT   19   32
CONECT   20   33
CONECT   21   22   23   34
CONECT   22   35
CONECT   23   24   36
CONECT   24   37
END

HMDB0015206
     RDKit          3D
Fludarabine
 37 39  0  0  0  0  0  0  0  0999 V2000
   -6.2046   -0.9767   -1.0479 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1327   -0.6851   -0.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3226   -0.7933    1.1414 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2960   -0.5140    1.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4307   -0.6071    3.3337 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0927   -0.1316    1.5181 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8463   -0.0067    0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9040   -0.2945   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3901   -0.0908   -1.8907 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1017    0.2956   -1.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7607    0.3491   -0.4790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4699    0.7218    0.0074 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5290    0.6260   -0.9280 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6725    0.8975   -0.1670 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9241    0.3823   -0.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.7008    0.0021 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4643    0.1688   -0.6407 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.7761    0.8721   -1.9518 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4943   -1.4931   -0.8826 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6979    0.5639    0.4443 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4906    0.1569    1.1418 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5922    1.0307    2.2230 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0180   -0.2676    1.0734 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0805   -1.5702    0.6098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3527   -0.4910   -1.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9085   -1.7108   -0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4400    0.5281   -2.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4383    1.7215    0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7870    1.9826   -0.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0800    0.8585   -1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101   -0.7207   -0.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7332   -1.9650   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0031    1.4986    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588   -0.7157    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527    1.9501    1.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5076   -0.0858    2.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2990   -2.1854    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 14 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  8  2  1  0
 23 12  1  0
 11  7  1  0
  1 25  1  0
  1 26  1  0
 10 27  1  0
 12 28  1  1
 14 29  1  1
 15 30  1  0
 15 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  1
 22 35  1  0
 23 36  1  1
 24 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Fluoro-ara AMP	ChEBI
2-Fluoroadenine arabinoside 5'-monophosphate	ChEBI
2F-Ara-AMP	ChEBI
9-beta-Arabinofuranosyl-2-fluoroadenine-5'-phosphate	ChEBI
9-beta-D-Arabinofuranosyl-2-fluoroadenine 5'-(dihydrogen phosphate)	ChEBI
9-beta-D-Arabinofuranosyl-2-fluoroadenine 5'-monophosphate	ChEBI
FAMP	ChEBI
Fludara	ChEBI
Fludarabine 5'-monophosphate	ChEBI
Fludarabine monophosphate	ChEBI
2-Fluoroadenine arabinoside 5'-monophosphoric acid	Generator
9-b-Arabinofuranosyl-2-fluoroadenine-5'-phosphate	Generator
9-b-Arabinofuranosyl-2-fluoroadenine-5'-phosphoric acid	Generator
9-beta-Arabinofuranosyl-2-fluoroadenine-5'-phosphoric acid	Generator
9-Β-arabinofuranosyl-2-fluoroadenine-5'-phosphate	Generator
9-Β-arabinofuranosyl-2-fluoroadenine-5'-phosphoric acid	Generator
9-b-D-Arabinofuranosyl-2-fluoroadenine 5'-(dihydrogen phosphate)	Generator
9-b-D-Arabinofuranosyl-2-fluoroadenine 5'-(dihydrogen phosphoric acid)	Generator
9-beta-D-Arabinofuranosyl-2-fluoroadenine 5'-(dihydrogen phosphoric acid)	Generator
9-Β-D-arabinofuranosyl-2-fluoroadenine 5'-(dihydrogen phosphate)	Generator
9-Β-D-arabinofuranosyl-2-fluoroadenine 5'-(dihydrogen phosphoric acid)	Generator
9-b-D-Arabinofuranosyl-2-fluoroadenine 5'-monophosphate	Generator
9-b-D-Arabinofuranosyl-2-fluoroadenine 5'-monophosphoric acid	Generator
9-beta-D-Arabinofuranosyl-2-fluoroadenine 5'-monophosphoric acid	Generator
9-Β-D-arabinofuranosyl-2-fluoroadenine 5'-monophosphate	Generator
9-Β-D-arabinofuranosyl-2-fluoroadenine 5'-monophosphoric acid	Generator
Fludarabine 5'-monophosphoric acid	Generator
Fludarabine monophosphoric acid	Generator
Fludarabine phosphate	HMDB
FaraAMP	HMDB
Beneflur	HMDB
9 beta-D-Arabinofuranosyl-2-fluoroadenine monophosphate	HMDB
F-Ara-AMP	HMDB
Fluoro-ara-AMP	HMDB
Fludarabine phosphoric acid	Generator

Chemical Formula

C₁₀H₁₃FN₅O₇P

Average Molecular Weight

365.2117

Monoisotopic Molecular Weight

365.053662512

IUPAC Name

{[(2R,3S,4S,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

Traditional Name

fludarabine

CAS Registry Number

75607-67-9

SMILES

NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]3O)C2=NC(F)=N1

InChI Identifier

InChI=1S/C10H13FN5O7P/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,14,15)(H2,19,20,21)/t3-,5-,6+,9-/m1/s1

InChI Key

GIUYCYHIANZCFB-FJFJXFQQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Halopyrimidine
2-halopyrimidine
Monoalkyl phosphate
Imidolactam
Alkyl phosphate
Aryl fluoride
Aryl halide
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Azole
Tetrahydrofuran
Heteroaromatic compound
Imidazole
Secondary alcohol
1,2-diol
Organoheterocyclic compound
Azacycle
Oxacycle
Organooxygen compound
Alcohol
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organohalogen compound
Primary amine
Amine
Organofluoride
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organofluorine compound (CHEBI:63599 )
nucleoside analogue (CHEBI:63599 )
purine arabinonucleoside monophosphate (CHEBI:63599 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	260 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.97 g/L	Not Available
LogP	-2.8	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	168.759	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001497

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.97 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-3.6	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.34	ChemAxon
pKa (Strongest Basic)	0.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	186.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.93 m³·mol⁻¹	ChemAxon
Polarizability	28.88 Å³	ChemAxon
Number of Rings	3	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]+	175.94	30932474
DeepCCS	[M-H]-	173.544	30932474
DeepCCS	[M-2H]-	206.819	30932474
DeepCCS	[M+Na]+	181.873	30932474
AllCCS	[M+H]+	177.5	32859911
AllCCS	[M+H-H2O]+	174.7	32859911
AllCCS	[M+NH4]+	180.0	32859911
AllCCS	[M+Na]+	180.8	32859911
AllCCS	[M-H]-	171.6	32859911
AllCCS	[M+Na-2H]-	171.1	32859911
AllCCS	[M+HCOO]-	170.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fludarabine	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]3O)C2=NC(F)=N1	3825.7	Standard polar	33892256
Fludarabine	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]3O)C2=NC(F)=N1	2258.1	Standard non polar	33892256
Fludarabine	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]3O)C2=NC(F)=N1	3236.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fludarabine,1TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O	3007.0	Semi standard non polar	33892256
Fludarabine,1TMS,isomer #2	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	3000.6	Semi standard non polar	33892256
Fludarabine,1TMS,isomer #3	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=C(F)N=C32)[C@@H](O)[C@@H]1O	3099.3	Semi standard non polar	33892256
Fludarabine,1TMS,isomer #4	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O	3064.5	Semi standard non polar	33892256
Fludarabine,2TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	2912.3	Semi standard non polar	33892256
Fludarabine,2TMS,isomer #2	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O[Si](C)(C)C	3034.6	Semi standard non polar	33892256
Fludarabine,2TMS,isomer #3	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2958.5	Semi standard non polar	33892256
Fludarabine,2TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	3029.3	Semi standard non polar	33892256
Fludarabine,2TMS,isomer #5	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2951.6	Semi standard non polar	33892256
Fludarabine,2TMS,isomer #6	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=C(F)N=C32)[C@@H](O)[C@@H]1O)O[Si](C)(C)C	3064.9	Semi standard non polar	33892256
Fludarabine,2TMS,isomer #7	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3067.7	Semi standard non polar	33892256
Fludarabine,2TMS,isomer #8	C[Si](C)(C)N(C1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O)[Si](C)(C)C	3002.5	Semi standard non polar	33892256
Fludarabine,3TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	2969.1	Semi standard non polar	33892256
Fludarabine,3TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	2816.4	Standard non polar	33892256
Fludarabine,3TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	4725.1	Standard polar	33892256
Fludarabine,3TMS,isomer #10	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)[C@@H](O)[C@@H]1O	3026.3	Semi standard non polar	33892256
Fludarabine,3TMS,isomer #10	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)[C@@H](O)[C@@H]1O	3031.3	Standard non polar	33892256
Fludarabine,3TMS,isomer #10	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)[C@@H](O)[C@@H]1O	4397.4	Standard polar	33892256
Fludarabine,3TMS,isomer #2	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2918.4	Semi standard non polar	33892256
Fludarabine,3TMS,isomer #2	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2964.7	Standard non polar	33892256
Fludarabine,3TMS,isomer #2	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	4832.3	Standard polar	33892256
Fludarabine,3TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N)N=C(F)N=C32)O[C@@H]1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3015.6	Semi standard non polar	33892256
Fludarabine,3TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N)N=C(F)N=C32)O[C@@H]1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2798.6	Standard non polar	33892256
Fludarabine,3TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N)N=C(F)N=C32)O[C@@H]1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	4516.8	Standard polar	33892256
Fludarabine,3TMS,isomer #4	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3015.8	Semi standard non polar	33892256
Fludarabine,3TMS,isomer #4	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2910.3	Standard non polar	33892256
Fludarabine,3TMS,isomer #4	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	4525.7	Standard polar	33892256
Fludarabine,3TMS,isomer #5	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O	2935.0	Semi standard non polar	33892256
Fludarabine,3TMS,isomer #5	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O	3057.6	Standard non polar	33892256
Fludarabine,3TMS,isomer #5	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O	4637.6	Standard polar	33892256
Fludarabine,3TMS,isomer #6	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	3013.1	Semi standard non polar	33892256
Fludarabine,3TMS,isomer #6	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	2820.4	Standard non polar	33892256
Fludarabine,3TMS,isomer #6	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	4550.4	Standard polar	33892256
Fludarabine,3TMS,isomer #7	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3020.4	Semi standard non polar	33892256
Fludarabine,3TMS,isomer #7	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2933.7	Standard non polar	33892256
Fludarabine,3TMS,isomer #7	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	4549.7	Standard polar	33892256
Fludarabine,3TMS,isomer #8	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	2930.6	Semi standard non polar	33892256
Fludarabine,3TMS,isomer #8	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	3076.3	Standard non polar	33892256
Fludarabine,3TMS,isomer #8	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	4658.3	Standard polar	33892256
Fludarabine,3TMS,isomer #9	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3067.2	Semi standard non polar	33892256
Fludarabine,3TMS,isomer #9	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2928.0	Standard non polar	33892256
Fludarabine,3TMS,isomer #9	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	4366.4	Standard polar	33892256
Fludarabine,4TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	2992.8	Semi standard non polar	33892256
Fludarabine,4TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	2763.7	Standard non polar	33892256
Fludarabine,4TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	4408.1	Standard polar	33892256
Fludarabine,4TMS,isomer #2	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3012.8	Semi standard non polar	33892256
Fludarabine,4TMS,isomer #2	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2920.9	Standard non polar	33892256
Fludarabine,4TMS,isomer #2	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	4268.5	Standard polar	33892256
Fludarabine,4TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	2925.5	Semi standard non polar	33892256
Fludarabine,4TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	3048.8	Standard non polar	33892256
Fludarabine,4TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	4274.1	Standard polar	33892256
Fludarabine,4TMS,isomer #4	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3044.3	Semi standard non polar	33892256
Fludarabine,4TMS,isomer #4	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2879.1	Standard non polar	33892256
Fludarabine,4TMS,isomer #4	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	4047.1	Standard polar	33892256
Fludarabine,4TMS,isomer #5	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O[Si](C)(C)C	3016.8	Semi standard non polar	33892256
Fludarabine,4TMS,isomer #5	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O[Si](C)(C)C	2981.7	Standard non polar	33892256
Fludarabine,4TMS,isomer #5	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O[Si](C)(C)C	4045.4	Standard polar	33892256
Fludarabine,4TMS,isomer #6	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3048.7	Semi standard non polar	33892256
Fludarabine,4TMS,isomer #6	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2904.9	Standard non polar	33892256
Fludarabine,4TMS,isomer #6	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	4084.8	Standard polar	33892256
Fludarabine,4TMS,isomer #7	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	3013.4	Semi standard non polar	33892256
Fludarabine,4TMS,isomer #7	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	3001.4	Standard non polar	33892256
Fludarabine,4TMS,isomer #7	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	4069.4	Standard polar	33892256
Fludarabine,4TMS,isomer #8	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)[C@@H](O)[C@@H]1O)O[Si](C)(C)C	3056.7	Semi standard non polar	33892256
Fludarabine,4TMS,isomer #8	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)[C@@H](O)[C@@H]1O)O[Si](C)(C)C	2975.4	Standard non polar	33892256
Fludarabine,4TMS,isomer #8	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)[C@@H](O)[C@@H]1O)O[Si](C)(C)C	3918.9	Standard polar	33892256
Fludarabine,5TMS,isomer #1	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3057.9	Semi standard non polar	33892256
Fludarabine,5TMS,isomer #1	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2866.1	Standard non polar	33892256
Fludarabine,5TMS,isomer #1	C[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3860.5	Standard polar	33892256
Fludarabine,5TMS,isomer #2	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	3038.4	Semi standard non polar	33892256
Fludarabine,5TMS,isomer #2	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	2948.7	Standard non polar	33892256
Fludarabine,5TMS,isomer #2	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	3802.9	Standard polar	33892256
Fludarabine,5TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3068.8	Semi standard non polar	33892256
Fludarabine,5TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2904.1	Standard non polar	33892256
Fludarabine,5TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3632.7	Standard polar	33892256
Fludarabine,5TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	3068.0	Semi standard non polar	33892256
Fludarabine,5TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	2929.4	Standard non polar	33892256
Fludarabine,5TMS,isomer #4	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	3669.0	Standard polar	33892256
Fludarabine,6TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	3108.1	Semi standard non polar	33892256
Fludarabine,6TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	2884.2	Standard non polar	33892256
Fludarabine,6TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=C(F)N=C21	3500.1	Standard polar	33892256
Fludarabine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O	3268.5	Semi standard non polar	33892256
Fludarabine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	3258.4	Semi standard non polar	33892256
Fludarabine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=C(F)N=C32)[C@@H](O)[C@@H]1O	3325.7	Semi standard non polar	33892256
Fludarabine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O	3268.9	Semi standard non polar	33892256
Fludarabine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	3411.2	Semi standard non polar	33892256
Fludarabine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O[Si](C)(C)C(C)(C)C	3465.7	Semi standard non polar	33892256
Fludarabine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3391.9	Semi standard non polar	33892256
Fludarabine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	3458.2	Semi standard non polar	33892256
Fludarabine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3386.7	Semi standard non polar	33892256
Fludarabine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=C(F)N=C32)[C@@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3481.9	Semi standard non polar	33892256
Fludarabine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3480.8	Semi standard non polar	33892256
Fludarabine,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N(C1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C	3394.0	Semi standard non polar	33892256
Fludarabine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	3577.1	Semi standard non polar	33892256
Fludarabine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	3385.6	Standard non polar	33892256
Fludarabine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	4801.0	Standard polar	33892256
Fludarabine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C32)[C@@H](O)[C@@H]1O	3600.8	Semi standard non polar	33892256
Fludarabine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C32)[C@@H](O)[C@@H]1O	3562.1	Standard non polar	33892256
Fludarabine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C32)[C@@H](O)[C@@H]1O	4451.9	Standard polar	33892256
Fludarabine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3506.3	Semi standard non polar	33892256
Fludarabine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3581.5	Standard non polar	33892256
Fludarabine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4804.6	Standard polar	33892256
Fludarabine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N)N=C(F)N=C32)O[C@@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3610.9	Semi standard non polar	33892256
Fludarabine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N)N=C(F)N=C32)O[C@@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3302.8	Standard non polar	33892256
Fludarabine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N)N=C(F)N=C32)O[C@@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4626.3	Standard polar	33892256
Fludarabine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3612.4	Semi standard non polar	33892256
Fludarabine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3502.3	Standard non polar	33892256
Fludarabine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4586.9	Standard polar	33892256
Fludarabine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O	3514.0	Semi standard non polar	33892256
Fludarabine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O	3628.3	Standard non polar	33892256
Fludarabine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O	4605.8	Standard polar	33892256
Fludarabine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	3600.5	Semi standard non polar	33892256
Fludarabine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	3327.7	Standard non polar	33892256
Fludarabine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	4659.9	Standard polar	33892256
Fludarabine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3610.7	Semi standard non polar	33892256
Fludarabine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3527.1	Standard non polar	33892256
Fludarabine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4608.4	Standard polar	33892256
Fludarabine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C21	3505.1	Semi standard non polar	33892256
Fludarabine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C21	3649.9	Standard non polar	33892256
Fludarabine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C21	4622.2	Standard polar	33892256
Fludarabine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3649.9	Semi standard non polar	33892256
Fludarabine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3449.0	Standard non polar	33892256
Fludarabine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4486.9	Standard polar	33892256
Fludarabine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	3757.1	Semi standard non polar	33892256
Fludarabine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	3411.7	Standard non polar	33892256
Fludarabine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N)N=C(F)N=C21	4533.3	Standard polar	33892256
Fludarabine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3753.7	Semi standard non polar	33892256
Fludarabine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3638.0	Standard non polar	33892256
Fludarabine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4393.6	Standard polar	33892256
Fludarabine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C21	3656.9	Semi standard non polar	33892256
Fludarabine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C21	3761.2	Standard non polar	33892256
Fludarabine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C21	4315.9	Standard polar	33892256
Fludarabine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3790.4	Semi standard non polar	33892256
Fludarabine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3543.9	Standard non polar	33892256
Fludarabine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4256.0	Standard polar	33892256
Fludarabine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O[Si](C)(C)C(C)(C)C	3743.6	Semi standard non polar	33892256
Fludarabine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O[Si](C)(C)C(C)(C)C	3664.1	Standard non polar	33892256
Fludarabine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C32)O[C@@H]1COP(=O)(O)O[Si](C)(C)C(C)(C)C	4158.8	Standard polar	33892256
Fludarabine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3787.0	Semi standard non polar	33892256
Fludarabine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3577.0	Standard non polar	33892256
Fludarabine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4289.9	Standard polar	33892256
Fludarabine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C21	3738.2	Semi standard non polar	33892256
Fludarabine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C21	3692.0	Standard non polar	33892256
Fludarabine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C21	4178.1	Standard polar	33892256
Fludarabine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C32)[C@@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3756.3	Semi standard non polar	33892256
Fludarabine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C32)[C@@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3602.2	Standard non polar	33892256
Fludarabine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=C(F)N=C32)[C@@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	4102.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fludarabine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9623000000-df7fef014b7ed6f138ca	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fludarabine GC-MS (2 TMS) - 70eV, Positive	splash10-01vk-9412300000-a8e2be4c7ab19ccd3280	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fludarabine 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 - Fludarabine 10V, Positive-QTOF	splash10-0udi-0913000000-80f61b17aa4ad7d3fce9	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fludarabine 20V, Positive-QTOF	splash10-0udi-0900000000-e0aa5e8a08f61ff3d3b7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fludarabine 40V, Positive-QTOF	splash10-0ue9-0900000000-0bba10c09fa50579ea86	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fludarabine 10V, Negative-QTOF	splash10-0i29-4409000000-1d1175238eed452b53c2	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fludarabine 20V, Negative-QTOF	splash10-0fb9-8900000000-b0d8f9f14834a2ff1f97	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fludarabine 40V, Negative-QTOF	splash10-004i-9200000000-b33283ba6688bd6f3e24	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fludarabine 10V, Positive-QTOF	splash10-0gb9-0946000000-3a07161a0ba92c58de3b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fludarabine 20V, Positive-QTOF	splash10-0udi-0900000000-aa1b46adc5cdd97f9294	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fludarabine 40V, Positive-QTOF	splash10-0ue9-0900000000-19d5fbe69fb7f606a97a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fludarabine 10V, Negative-QTOF	splash10-03di-2009000000-acf04284a548ec80568e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fludarabine 20V, Negative-QTOF	splash10-004i-9102000000-d93a2baa104d5742de76	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fludarabine 40V, Negative-QTOF	splash10-004i-9300000000-c74fcde8d9f9eae4249b	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01073	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01073	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DBSALT000425

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28532

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fludarabine

METLIN ID

Not Available

PubChem Compound

30751

PDB ID

Not Available

ChEBI ID

63599

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

Rai KR, Peterson BL, Appelbaum FR, Kolitz J, Elias L, Shepherd L, Hines J, Threatte GA, Larson RA, Cheson BD, Schiffer CA: Fludarabine compared with chlorambucil as primary therapy for chronic lymphocytic leukemia. N Engl J Med. 2000 Dec 14;343(24):1750-7. [PubMed:11114313 ]
Gonzalez H, Leblond V, Azar N, Sutton L, Gabarre J, Binet JL, Vernant JP, Dighiero G: Severe autoimmune hemolytic anemia in eight patients treated with fludarabine. Hematol Cell Ther. 1998 Jun;40(3):113-8. [PubMed:9698219 ]
Tournilhac O, Cazin B, Lepretre S, Divine M, Maloum K, Delmer A, Grosbois B, Feugier P, Maloisel F, Villard F, Villemagne B, Bastit D, Belhadj K, Azar N, Michallet M, Manhes G, Travade P: Impact of frontline fludarabine and cyclophosphamide combined treatment on peripheral blood stem cell mobilization in B-cell chronic lymphocytic leukemia. Blood. 2004 Jan 1;103(1):363-5. Epub 2003 Sep 11. [PubMed:12969985 ]

Enzymes

Enzyme Details

1. Deoxycytidine kinase

General function:: Involved in ATP binding
Specific function:: Required for the phosphorylation of the deoxyribonucleosides deoxycytidine (dC), deoxyguanosine (dG) and deoxyadenosine (dA). Has broad substrate specificity, and does not display selectivity based on the chirality of the substrate. It is also an essential enzyme for the phosphorylation of numerous nucleoside analogs widely employed as antiviral and chemotherapeutic agents.
Gene Name:: DCK
Uniprot ID:: P27707
Molecular weight:: 30518.315

References

Jordheim LP, Galmarini CM, Dumontet C: [Metabolism, mechanism of action and resistance to cytotoxic nucleoside analogues]. Bull Cancer. 2005 Mar;92(3):239-48. [PubMed:15820918 ]
Yao L, Xu W, Fan L, Miao KR, Wu YJ, Qiao C, Zhu DX, Zhu HY, Liu P, Li JY: [Correlation of deoxycytidine kinase gene expression with fludarabine resistance in patients with chronic lymphocytic leukemia]. Zhongguo Shi Yan Xue Ye Xue Za Zhi. 2010 Feb;18(1):36-9. [PubMed:20137114 ]
Zhang Y, Secrist JA 3rd, Ealick SE: The structure of human deoxycytidine kinase in complex with clofarabine reveals key interactions for prodrug activation. Acta Crystallogr D Biol Crystallogr. 2006 Feb;62(Pt 2):133-9. Epub 2006 Jan 18. [PubMed:16421443 ]

Enzyme Details

2. Ribonucleoside-diphosphate reductase large subunit

General function:: Involved in oxidation reduction
Specific function:: Provides the precursors necessary for DNA synthesis. Catalyzes the biosynthesis of deoxyribonucleotides from the corresponding ribonucleotides.
Gene Name:: RRM1
Uniprot ID:: P23921
Molecular weight:: 90069.375

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Lech-Maranda E, Korycka A, Robak T: Clofarabine as a novel nucleoside analogue approved to treat patients with haematological malignancies: mechanism of action and clinical activity. Mini Rev Med Chem. 2009 Jun;9(7):805-12. [PubMed:19519505 ]
Robak T, Korycka A, Lech-Maranda E, Robak P: Current status of older and new purine nucleoside analogues in the treatment of lymphoproliferative diseases. Molecules. 2009 Mar 23;14(3):1183-226. doi: 10.3390/molecules14031183. [PubMed:19325518 ]

Enzyme Details

3. DNA polymerase alpha catalytic subunit

General function:: Involved in nucleotide binding
Specific function:: Plays an essential role in the initiation of DNA replication. During the S phase of the cell cycle, the DNA polymerase alpha complex (composed of a catalytic subunit POLA1/p180, a regulatory subunit POLA2/p70 and two primase subunits PRIM1/p49 and PRIM2/p58) is recruited to DNA at the replicative forks via direct interactions with MCM10 and WDHD1. The primase subunit of the polymerase alpha complex initiates DNA synthesis by oligomerising short RNA primers on both leading and lagging strands. These primers are initially extended by the polymerase alpha catalytic subunit and subsequently transferred to polymerase delta and polymerase epsilon for processive synthesis on the lagging and leading strand, respectively. The reason this transfer occurs is because the polymerase alpha has limited processivity and lacks intrinsic 3' exonuclease activity for proofreading error, and therefore is not well suited for replicating long complexes.
Gene Name:: POLA1
Uniprot ID:: P09884
Molecular weight:: 165911.405

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Lech-Maranda E, Korycka A, Robak T: Clofarabine as a novel nucleoside analogue approved to treat patients with haematological malignancies: mechanism of action and clinical activity. Mini Rev Med Chem. 2009 Jun;9(7):805-12. [PubMed:19519505 ]
Robak T, Korycka A, Lech-Maranda E, Robak P: Current status of older and new purine nucleoside analogues in the treatment of lymphoproliferative diseases. Molecules. 2009 Mar 23;14(3):1183-226. doi: 10.3390/molecules14031183. [PubMed:19325518 ]
Robak T, Lech-Maranda E, Korycka A, Robak E: Purine nucleoside analogs as immunosuppressive and antineoplastic agents: mechanism of action and clinical activity. Curr Med Chem. 2006;13(26):3165-89. [PubMed:17168705 ]

Transporters

Enzyme Details

1. Equilibrative nucleoside transporter 1

General function:: Involved in nucleoside transmembrane transporter activity
Specific function:: Mediates both influx and efflux of nucleosides across the membrane (equilibrative transporter). It is sensitive (ES) to low concentrations of the inhibitor nitrobenzylmercaptopurine riboside (NBMPR) and is sodium-independent. It has a higher affinity for adenosine. Inhibited by dipyridamole and dilazep (anticancer chemotherapeutics drugs)
Gene Name:: SLC29A1
Uniprot ID:: Q99808
Molecular weight:: 50218.8

References

Santini D, Vincenzi B, Fratto ME, Perrone G, Lai R, Catalano V, Cass C, Ruffini PA, Spoto C, Muretto P, Rizzo S, Muda AO, Mackey JR, Russo A, Tonini G, Graziano F: Prognostic role of human equilibrative transporter 1 (hENT1) in patients with resected gastric cancer. J Cell Physiol. 2010 May;223(2):384-8. doi: 10.1002/jcp.22045. [PubMed:20082300 ]

Showing metabocard for Fludarabine (HMDB0015206)

MOL for HMDB0015206 (Fludarabine)

3D MOL for HMDB0015206 (Fludarabine)

3D SDF for HMDB0015206 (Fludarabine)

3D-SDF for HMDB0015206 (Fludarabine)

PDB for HMDB0015206 (Fludarabine)

3D PDB for HMDB0015206 (Fludarabine)

SMILES for HMDB0015206 (Fludarabine)

INCHI for HMDB0015206 (Fludarabine)

Structure for HMDB0015206 (Fludarabine)

3D Structure for HMDB0015206 (Fludarabine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

References

Transporters

References