data_2AT
# 
_chem_comp.id                                    2AT 
_chem_comp.name                                  
;2'-O-ALLYL THYMIDINE-5'-MONOPHOSPHATE
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C13 H19 N2 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               DT 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-12-17 
_chem_comp.pdbx_modified_date                    2009-01-07 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        378.272 
_chem_comp.one_letter_code                       T 
_chem_comp.three_letter_code                     2AT 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1Y9F 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
2AT P      P      P 0 1 N N N 10.735 4.070  5.432  2.787  0.324  -4.407 P      2AT 1  
2AT OP1    O1P    O 0 1 N N N 11.921 4.570  4.664  3.659  1.172  -5.286 OP1    2AT 2  
2AT OP2    O2P    O 0 1 N N N 10.942 3.310  6.696  1.198  0.588  -4.548 OP2    2AT 3  
2AT "O5'"  O5*    O 0 1 N N N 9.759  5.278  5.659  3.063  0.476  -2.819 "O5'"  2AT 4  
2AT "C5'"  C5*    C 0 1 N N N 9.471  6.141  4.583  2.282  -0.292 -1.921 "C5'"  2AT 5  
2AT "C4'"  C4*    C 0 1 N N R 8.429  7.133  4.989  2.725  0.023  -0.498 "C4'"  2AT 6  
2AT "O4'"  O4*    O 0 1 N N N 7.159  6.453  5.155  2.470  1.422  -0.246 "O4'"  2AT 7  
2AT "C1'"  C1*    C 0 1 N N R 6.433  7.071  6.218  1.373  1.543  0.675  "C1'"  2AT 8  
2AT N1     N1     N 0 1 N N N 6.244  6.088  7.316  0.452  2.524  0.177  N1     2AT 9  
2AT C6     C6     C 0 1 N N N 7.103  5.027  7.521  0.309  2.663  -1.199 C6     2AT 10 
2AT C2     C2     C 0 1 N N N 5.163  6.307  8.138  -0.300 3.336  1.055  C2     2AT 11 
2AT O2     O2     O 0 1 N N N 4.429  7.283  8.017  -0.225 3.269  2.283  O2     2AT 12 
2AT N3     N3     N 0 1 N N N 4.992  5.380  9.127  -1.159 4.248  0.431  N3     2AT 13 
2AT C4     C4     C 0 1 N N N 5.820  4.310  9.418  -1.338 4.427  -0.932 C4     2AT 14 
2AT O4     O4     O 0 1 N N N 5.583  3.609  10.371 -2.112 5.251  -1.413 O4     2AT 15 
2AT C5     C5     C 0 1 N N N 6.950  4.139  8.531  -0.514 3.537  -1.792 C5     2AT 16 
2AT C5M    C5M    C 0 1 N N N 7.889  3.007  8.782  -0.651 3.669  -3.275 C5M    2AT 17 
2AT "C2'"  C2*    C 0 1 N N R 7.261  8.272  6.685  0.748  0.163  0.786  "C2'"  2AT 18 
2AT "O2'"  O2*    O 0 1 N N N 6.917  9.374  5.841  0.137  -0.058 2.041  "O2'"  2AT 19 
2AT "CB'"  "CB'"  C 0 1 N N N 5.656  9.977  6.128  -0.332 -1.396 2.174  "CB'"  2AT 20 
2AT "CC'"  "CC'"  C 0 1 N N N 5.350  11.088 5.165  -0.961 -1.552 3.518  "CC'"  2AT 21 
2AT "CD'"  "CD'"  C 0 1 N N N 4.410  10.978 4.214  -2.238 -1.903 3.709  "CD'"  2AT 22 
2AT "C3'"  C3*    C 0 1 N N R 8.660  7.804  6.337  1.940  -0.742 0.560  "C3'"  2AT 23 
2AT "O3'"  O3*    O 0 1 N N N 9.595  8.866  6.277  2.742  -0.809 1.739  "O3'"  2AT 24 
2AT OP3    O3P    O 0 1 N Y N ?      ?      ?      2.921  -1.270 -4.647 OP3    2AT 25 
2AT HOP2   2HOP   H 0 0 N N N 10.190 2.993  7.183  0.799  0.616  -5.443 HOP2   2AT 26 
2AT "H5'"  1H5*   H 0 1 N N N 9.179  5.581  3.664  1.229  -0.035 -2.051 "H5'"  2AT 27 
2AT "H5''" 2H5*   H 0 0 N N N 10.388 6.636  4.187  2.428  -1.352 -2.133 "H5''" 2AT 28 
2AT "H4'"  H4*    H 0 1 N N N 8.459  7.901  4.181  3.804  -0.139 -0.410 "H4'"  2AT 29 
2AT "H1'"  H1*    H 0 1 N N N 5.423  7.411  5.890  1.754  1.910  1.633  "H1'"  2AT 30 
2AT H6     H6     H 0 1 N N N 7.959  4.881  6.840  0.928  1.995  -1.790 H6     2AT 31 
2AT HN3    HN3    H 0 1 N N N 4.162  5.499  9.707  -1.709 4.843  1.045  HN3    2AT 32 
2AT H71    1H5M   H 0 1 N N N 8.912  3.441  8.876  -1.057 2.748  -3.690 H71    2AT 33 
2AT H72    2H5M   H 0 1 N N N 7.763  2.276  9.614  0.324  3.866  -3.719 H72    2AT 34 
2AT H73    3H5M   H 0 1 N N N 7.961  2.422  7.836  -1.320 4.497  -3.510 H73    2AT 35 
2AT "H2'"  H2*    H 0 1 N N N 7.127  8.577  7.749  -0.000 0.004  -0.000 "H2'"  2AT 36 
2AT "HB'1" "1HB'" H 0 0 N N N 5.601  10.326 7.186  -1.036 -1.601 1.361  "HB'1" 2AT 37 
2AT "HB'2" "2HB'" H 0 0 N N N 4.837  9.221  6.153  0.521  -2.075 2.082  "HB'2" 2AT 38 
2AT "HC'"  "HC'"  H 0 1 N N N 5.858  12.067 5.155  -0.333 -1.377 4.388  "HC'"  2AT 39 
2AT "HD'1" "1HD'" H 0 0 N N N 4.185  11.794 3.507  -2.655 -2.005 4.704  "HD'1" 2AT 40 
2AT "HD'2" "2HD'" H 0 0 N N N 3.902  9.999  4.224  -2.888 -2.094 2.862  "HD'2" 2AT 41 
2AT "H3'"  H3*    H 0 1 N N N 9.113  7.128  7.100  1.675  -1.764 0.277  "H3'"  2AT 42 
2AT "HO3'" H3T    H 0 0 N Y N 9.739  9.284  7.118  2.341  -1.485 2.305  "HO3'" 2AT 43 
2AT HOP3   3HOP   H 0 0 N N N -0.752 -0.317 0.487  2.886  -1.617 -5.563 HOP3   2AT 44 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
2AT P     OP1    DOUB N N 1  
2AT P     OP2    SING N N 2  
2AT P     "O5'"  SING N N 3  
2AT P     OP3    SING N N 4  
2AT OP2   HOP2   SING N N 5  
2AT "O5'" "C5'"  SING N N 6  
2AT "C5'" "C4'"  SING N N 7  
2AT "C5'" "H5'"  SING N N 8  
2AT "C5'" "H5''" SING N N 9  
2AT "C4'" "O4'"  SING N N 10 
2AT "C4'" "C3'"  SING N N 11 
2AT "C4'" "H4'"  SING N N 12 
2AT "O4'" "C1'"  SING N N 13 
2AT "C1'" N1     SING N N 14 
2AT "C1'" "C2'"  SING N N 15 
2AT "C1'" "H1'"  SING N N 16 
2AT N1    C6     SING N N 17 
2AT N1    C2     SING N N 18 
2AT C6    C5     DOUB N N 19 
2AT C6    H6     SING N N 20 
2AT C2    O2     DOUB N N 21 
2AT C2    N3     SING N N 22 
2AT N3    C4     SING N N 23 
2AT N3    HN3    SING N N 24 
2AT C4    O4     DOUB N N 25 
2AT C4    C5     SING N N 26 
2AT C5    C5M    SING N N 27 
2AT C5M   H71    SING N N 28 
2AT C5M   H72    SING N N 29 
2AT C5M   H73    SING N N 30 
2AT "C2'" "O2'"  SING N N 31 
2AT "C2'" "C3'"  SING N N 32 
2AT "C2'" "H2'"  SING N N 33 
2AT "O2'" "CB'"  SING N N 34 
2AT "CB'" "CC'"  SING N N 35 
2AT "CB'" "HB'1" SING N N 36 
2AT "CB'" "HB'2" SING N N 37 
2AT "CC'" "CD'"  DOUB N N 38 
2AT "CC'" "HC'"  SING N N 39 
2AT "CD'" "HD'1" SING N N 40 
2AT "CD'" "HD'2" SING N N 41 
2AT "C3'" "O3'"  SING N N 42 
2AT "C3'" "H3'"  SING N N 43 
2AT "O3'" "HO3'" SING N N 44 
2AT OP3   HOP3   SING N N 45 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
2AT SMILES           ACDLabs              10.04 "O=C1NC(=O)N(C=C1C)C2OC(C(O)C2OC\C=C)COP(=O)(O)O"                                                                                                                                       
2AT InChI            InChI                1.02b "InChI=1/C13H19N2O9P/c1-3-4-22-10-9(16)8(6-23-25(19,20)21)24-12(10)15-5-7(2)11(17)14-13(15)18/h3,5,8-10,12,16H,1,4,6H2,2H3,(H,14,17,18)(H2,19,20,21)/t8-,9-,10-,12-/m1/s1/f/h14,19-20H" 
2AT InChIKey         InChI                1.02b CNJYRVZFMQQJFA-IHXBBRRKDC                                                                                                                                                               
2AT SMILES_CANONICAL CACTVS               3.341 "CC1=CN([C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2OCC=C)C(=O)NC1=O"                                                                                                                    
2AT SMILES           CACTVS               3.341 "CC1=CN([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2OCC=C)C(=O)NC1=O"                                                                                                                          
2AT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)OCC=C"                                                                                                                    
2AT SMILES           "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)O)O)OCC=C"                                                                                                                                      
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
2AT "SYSTEMATIC NAME" ACDLabs              10.04 
;5-methyl-2'-O-prop-2-en-1-yluridine 5'-(dihydrogen phosphate)
;
2AT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)-4-prop-2-enoxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
