data_URT
# 
_chem_comp.id                                    URT 
_chem_comp.name                                  "({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-4-fluoro-2,5-dihydrofuran-2-yl]oxy}methyl)phosphonic acid" 
_chem_comp.type                                  "DNA OH 3 prime terminus" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H11 F N5 O5 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-11-24 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        331.197 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     URT 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3KK3 
_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 
URT C1   C1   C 0 1 N N R 38.906 161.517 23.875 -1.560 1.177  0.141  C1   URT 1  
URT F1   F1   F 0 1 N N N 40.765 164.287 22.542 1.272  3.155  -0.924 F1   URT 2  
URT N1   N1   N 0 1 Y N N 41.251 161.548 21.424 1.311  0.266  0.497  N1   URT 3  
URT O1   O1   O 0 1 N N N 40.104 160.885 23.388 -0.748 1.127  1.330  O1   URT 4  
URT P1   P1   P 0 1 N N N 35.661 159.545 22.698 -4.176 -0.688 -0.027 P1   URT 5  
URT C2   C2   C 0 1 N N N 39.106 162.940 23.560 -0.883 2.169  -0.776 C2   URT 6  
URT N2   N2   N 0 1 Y N N 40.906 160.978 19.233 1.726  -1.808 -0.043 N2   URT 7  
URT O2   O2   O 0 1 N N N 37.851 161.052 23.150 -1.613 -0.111 -0.475 O2   URT 8  
URT C3   C3   C 0 1 N N N 40.265 163.101 22.972 0.353  2.342  -0.359 C3   URT 9  
URT N3   N3   N 0 1 Y N N 43.671 161.932 21.419 3.692  1.009  0.442  N3   URT 10 
URT O3   O3   O 0 1 N Y N 35.953 159.864 21.297 -5.075 -1.759 0.770  O3   URT 11 
URT C4   C4   C 0 1 N N R 40.965 161.846 22.822 0.568  1.475  0.861  C4   URT 12 
URT N4   N4   N 0 1 Y N N 44.603 161.573 19.203 5.210  -0.646 -0.108 N4   URT 13 
URT C5   C5   C 0 1 Y N N 42.456 161.599 20.837 2.671  0.166  0.339  C5   URT 14 
URT N5   N5   N 0 1 N N N 43.344 160.950 17.364 4.562  -2.863 -0.586 N5   URT 15 
URT C6   C6   C 0 1 Y N N 42.224 161.244 19.456 2.922  -1.173 -0.007 C6   URT 16 
URT C7   C7   C 0 1 Y N N 40.370 161.169 20.418 0.780  -0.966 0.259  C7   URT 17 
URT C8   C8   C 0 1 Y N N 44.687 161.892 20.538 4.924  0.600  0.224  C8   URT 18 
URT O4   O4   O 0 1 N N N 34.291 159.558 23.246 -4.471 0.674  0.472  O4   URT 19 
URT C9   C9   C 0 1 Y N N 43.386 161.246 18.644 4.253  -1.560 -0.236 C9   URT 20 
URT C10  C10  C 0 1 N N N 36.745 160.556 23.885 -2.411 -1.062 0.233  C10  URT 21 
URT H1   H1   H 0 1 N N N 38.715 161.333 24.943 -2.566 1.518  0.387  H1   URT 22 
URT H2   H2   H 0 1 N N N 38.404 163.731 23.780 -1.336 2.653  -1.629 H2   URT 23 
URT HO3  HO3  H 0 1 N Y N 35.144 160.067 20.843 -6.028 -1.621 0.677  HO3  URT 24 
URT H4   H4   H 0 1 N N N 41.947 161.865 23.317 1.107  2.031  1.628  H4   URT 25 
URT HN5  HN5  H 0 1 N N N 44.264 161.014 16.976 5.485  -3.118 -0.741 HN5  URT 26 
URT HN5A HN5A H 0 0 N N N 42.998 160.019 17.249 3.855  -3.521 -0.676 HN5A URT 27 
URT H7   H7   H 0 1 N N N 39.313 161.040 20.598 -0.272 -1.207 0.306  H7   URT 28 
URT H8   H8   H 0 1 N N N 45.668 162.135 20.918 5.732  1.311  0.317  H8   URT 29 
URT H10  H10  H 0 1 N N N 36.166 161.392 24.303 -2.182 -1.008 1.298  H10  URT 30 
URT H10A H10A H 0 0 N N N 37.097 159.918 24.709 -2.194 -2.064 -0.135 H10A URT 31 
URT O8   O8   O 0 1 N N N 35.653 157.876 22.283 -4.515 -0.768 -1.599 O8   URT 32 
URT HO8  HO8  H 0 1 N N N 34.816 157.494 22.520 -4.345 -1.634 -1.995 HO8  URT 33 
# 
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 
URT C1  H1   SING N N 1  
URT F1  C3   SING N N 2  
URT N1  C4   SING N N 3  
URT O1  C1   SING N N 4  
URT P1  O4   DOUB N N 5  
URT P1  C10  SING N N 6  
URT C2  C1   SING N N 7  
URT C2  H2   SING N N 8  
URT N2  C6   SING Y N 9  
URT N2  C7   DOUB Y N 10 
URT O2  C1   SING N N 11 
URT O2  C10  SING N N 12 
URT C3  C2   DOUB N N 13 
URT O3  P1   SING N N 14 
URT O3  HO3  SING N N 15 
URT C4  O1   SING N N 16 
URT C4  C3   SING N N 17 
URT C4  H4   SING N N 18 
URT N4  C8   DOUB Y N 19 
URT C5  N1   SING Y N 20 
URT C5  N3   DOUB Y N 21 
URT N5  C9   SING N N 22 
URT N5  HN5  SING N N 23 
URT N5  HN5A SING N N 24 
URT C6  C5   SING Y N 25 
URT C7  N1   SING Y N 26 
URT C7  H7   SING N N 27 
URT C8  N3   SING Y N 28 
URT C8  H8   SING N N 29 
URT C9  N4   SING Y N 30 
URT C9  C6   DOUB Y N 31 
URT C10 H10  SING N N 32 
URT C10 H10A SING N N 33 
URT P1  O8   SING N N 34 
URT O8  HO8  SING N N 35 
# 
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 
URT SMILES_CANONICAL CACTVS               3.352 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](OC[P](O)(O)=O)C=C3F"                                                                                              
URT SMILES           CACTVS               3.352 "Nc1ncnc2n(cnc12)[CH]3O[CH](OC[P](O)(O)=O)C=C3F"                                                                                                 
URT SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)[C@H]3C(=C[C@H](O3)OCP(=O)(O)O)F)N"                                                                                           
URT SMILES           "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)C3C(=CC(O3)OCP(=O)(O)O)F)N"                                                                                                   
URT InChI            InChI                1.03  "InChI=1S/C10H11FN5O5P/c11-5-1-6(20-4-22(17,18)19)21-10(5)16-3-15-7-8(12)13-2-14-9(7)16/h1-3,6,10H,4H2,(H2,12,13,14)(H2,17,18,19)/t6-,10+/m0/s1" 
URT InChIKey         InChI                1.03  MPSGQQOHTJUJKB-QUBYGPBYSA-N                                                                                                                      
# 
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 
URT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[(2R,5R)-5-(6-aminopurin-9-yl)-4-fluoro-2,5-dihydrofuran-2-yl]oxymethylphosphonic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
URT "Create component"     2009-11-24 RCSB 
URT "Modify aromatic_flag" 2011-06-04 RCSB 
URT "Modify descriptor"    2011-06-04 RCSB 
# 
