data_XTF
# 
_chem_comp.id                                    XTF 
_chem_comp.name                                  "[(1R,4R,5S,6R)-5-fluoro-6-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)cyclohex-2-en-1-yl]methyl dihydrogen phosphate" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H16 F N2 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DT 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-05-16 
_chem_comp.pdbx_modified_date                    2012-05-25 
_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                        350.237 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XTF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4F2X 
_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 
XTF F     F     F 0 1 N N N -10.032 -19.526 -14.950 -0.679 -3.384 -0.340 F     XTF 1  
XTF "C2'" "C2'" C 0 1 N N S -10.219 -20.200 -13.785 -1.216 -2.116 -0.583 "C2'" XTF 2  
XTF "C1'" "C1'" C 0 1 N N R -9.959  -19.107 -12.763 -1.765 -1.531 0.720  "C1'" XTF 3  
XTF N1    N1    N 0 1 N N N -8.541  -18.756 -12.601 -2.543 -0.326 0.422  N1    XTF 4  
XTF C6    C6    C 0 1 N N N -7.609  -19.700 -12.492 -1.902 0.809  0.008  C6    XTF 5  
XTF C5    C5    C 0 1 N N N -6.286  -19.394 -12.277 -2.619 1.920  -0.268 C5    XTF 6  
XTF C5M   C5M   C 0 1 N N N -5.212  -20.438 -12.149 -1.930 3.180  -0.726 C5M   XTF 7  
XTF C2    C2    C 0 1 N N N -8.183  -17.436 -12.468 -3.882 -0.348 0.553  C2    XTF 8  
XTF O2    O2    O 0 1 N N N -8.997  -16.503 -12.587 -4.432 -1.368 0.918  O2    XTF 9  
XTF N3    N3    N 0 1 N N N -6.896  -17.124 -12.249 -4.621 0.745  0.285  N3    XTF 10 
XTF C4    C4    C 0 1 N N N -5.947  -18.040 -12.152 -4.026 1.885  -0.121 C4    XTF 11 
XTF O4    O4    O 0 1 N N N -4.765  -17.753 -11.935 -4.694 2.874  -0.363 O4    XTF 12 
XTF "C7'" "C7'" C 0 1 N N N -10.478 -19.591 -11.418 -0.637 -1.179 1.645  "C7'" XTF 13 
XTF "C6'" "C6'" C 0 1 N N N -11.366 -20.568 -11.245 0.594  -1.047 1.269  "C6'" XTF 14 
XTF "C3'" "C3'" C 0 1 N N R -11.677 -20.633 -13.703 -0.118 -1.182 -1.108 "C3'" XTF 15 
XTF "O3'" "O3'" O 0 1 N N N -12.495 -19.462 -13.800 0.299  -1.613 -2.405 "O3'" XTF 16 
XTF "C4'" "C4'" C 0 1 N N R -12.053 -21.299 -12.377 1.068  -1.238 -0.142 "C4'" XTF 17 
XTF "C5'" "C5'" C 0 1 N N N -11.753 -22.791 -12.278 2.064  -0.133 -0.497 "C5'" XTF 18 
XTF "O5'" "O5'" O 0 1 N N N -10.420 -22.944 -12.757 3.225  -0.255 0.327  "O5'" XTF 19 
XTF P     P     P 0 1 N N N -9.415  -23.831 -11.929 4.482  0.746  0.225  P     XTF 20 
XTF OP1   OP1   O 0 1 N N N -10.032 -25.140 -11.589 4.016  2.141  0.389  OP1   XTF 21 
XTF OP2   OP2   O 0 1 N N N -8.054  -23.783 -12.608 5.543  0.395  1.383  OP2   XTF 22 
XTF H1    H1    H 0 1 N N N -9.539  -21.053 -13.644 -2.016 -2.191 -1.320 H1    XTF 23 
XTF H2    H2    H 0 1 N N N -10.524 -18.210 -13.056 -2.409 -2.266 1.203  H2    XTF 24 
XTF H3    H3    H 0 1 N N N -7.901  -20.737 -12.575 -0.827 0.817  -0.098 H3    XTF 25 
XTF H4    H4    H 0 1 N N N -4.242  -19.948 -11.982 -1.859 3.180  -1.813 H4    XTF 26 
XTF H5    H5    H 0 1 N N N -5.441  -21.097 -11.299 -2.504 4.047  -0.399 H5    XTF 27 
XTF H6    H6    H 0 1 N N N -5.168  -21.033 -13.073 -0.929 3.223  -0.296 H6    XTF 28 
XTF H7    H7    H 0 1 N N N -6.645  -16.161 -12.155 -5.585 0.712  0.384  H7    XTF 29 
XTF H8    H8    H 0 1 N N N -10.096 -19.104 -10.533 -0.867 -1.025 2.689  H8    XTF 30 
XTF H9    H9    H 0 1 N N N -11.611 -20.856 -10.233 1.327  -0.784 2.018  H9    XTF 31 
XTF H10   H10   H 0 1 N N N -11.896 -21.326 -14.529 -0.498 -0.162 -1.162 H10   XTF 32 
XTF H11   H11   H 0 1 N N N -13.411 -19.710 -13.751 -0.409 -1.617 -3.064 H11   XTF 33 
XTF H12   H12   H 0 1 N N N -13.137 -21.172 -12.243 1.558  -2.208 -0.228 H12   XTF 34 
XTF H13   H13   H 0 1 N N N -12.454 -23.366 -12.901 2.351  -0.225 -1.545 H13   XTF 35 
XTF H14   H14   H 0 1 N N N -11.828 -23.130 -11.234 1.601  0.840  -0.331 H14   XTF 36 
XTF H16   H16   H 0 1 N N N -7.736  -24.668 -12.744 6.328  0.959  1.382  H16   XTF 37 
XTF OP3   OP3   O 0 1 N Y N ?       ?       ?       5.184  0.581  -1.214 OP3   XTF 38 
XTF H18   H18   H 0 1 N N N ?       ?       ?       5.514  -0.311 -1.391 H18   XTF 39 
# 
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 
XTF F     "C2'" SING N N 1  
XTF "O3'" "C3'" SING N N 2  
XTF "C2'" "C3'" SING N N 3  
XTF "C2'" "C1'" SING N N 4  
XTF "C3'" "C4'" SING N N 5  
XTF "C1'" N1    SING N N 6  
XTF "C1'" "C7'" SING N N 7  
XTF "O5'" "C5'" SING N N 8  
XTF "O5'" P     SING N N 9  
XTF OP2   P     SING N N 10 
XTF N1    C6    SING N N 11 
XTF N1    C2    SING N N 12 
XTF O2    C2    DOUB N N 13 
XTF C6    C5    DOUB N N 14 
XTF C2    N3    SING N N 15 
XTF "C4'" "C5'" SING N N 16 
XTF "C4'" "C6'" SING N N 17 
XTF C5    C4    SING N N 18 
XTF C5    C5M   SING N N 19 
XTF N3    C4    SING N N 20 
XTF C4    O4    DOUB N N 21 
XTF P     OP1   DOUB N N 22 
XTF "C7'" "C6'" DOUB N N 23 
XTF "C2'" H1    SING N N 24 
XTF "C1'" H2    SING N N 25 
XTF C6    H3    SING N N 26 
XTF C5M   H4    SING N N 27 
XTF C5M   H5    SING N N 28 
XTF C5M   H6    SING N N 29 
XTF N3    H7    SING N N 30 
XTF "C7'" H8    SING N N 31 
XTF "C6'" H9    SING N N 32 
XTF "C3'" H10   SING N N 33 
XTF "O3'" H11   SING N N 34 
XTF "C4'" H12   SING N N 35 
XTF "C5'" H13   SING N N 36 
XTF "C5'" H14   SING N N 37 
XTF OP2   H16   SING N N 38 
XTF P     OP3   SING N N 39 
XTF OP3   H18   SING N N 40 
# 
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 
XTF SMILES           ACDLabs              12.01 "O=P(O)(O)OCC2C=CC(N1C=C(C(=O)NC1=O)C)C(F)C2O"                                                                                                               
XTF InChI            InChI                1.03  "InChI=1S/C12H16FN2O7P/c1-6-4-15(12(18)14-11(6)17)8-3-2-7(10(16)9(8)13)5-22-23(19,20)21/h2-4,7-10,16H,5H2,1H3,(H,14,17,18)(H2,19,20,21)/t7-,8-,9+,10-/m1/s1" 
XTF InChIKey         InChI                1.03  SCEMIIMDMHPBIC-DOLQZWNJSA-N                                                                                                                                  
XTF SMILES_CANONICAL CACTVS               3.370 "CC1=CN([C@@H]2C=C[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2F)C(=O)NC1=O"                                                                                           
XTF SMILES           CACTVS               3.370 "CC1=CN([CH]2C=C[CH](CO[P](O)(O)=O)[CH](O)[CH]2F)C(=O)NC1=O"                                                                                                 
XTF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)[C@@H]2C=C[C@@H]([C@H]([C@H]2F)O)COP(=O)(O)O"                                                                                             
XTF SMILES           "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)C2C=CC(C(C2F)O)COP(=O)(O)O"                                                                                                               
# 
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 
XTF "SYSTEMATIC NAME" ACDLabs              12.01 "[(1R,4R,5S,6R)-5-fluoro-6-hydroxy-4-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)cyclohex-2-en-1-yl]methyl dihydrogen phosphate"   
XTF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(1R,4R,5S,6R)-5-fluoranyl-4-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-6-oxidanyl-cyclohex-2-en-1-yl]methyl dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XTF "Create component" 2012-05-16 RCSB 
# 
