data_DUA
# 
_chem_comp.id                                    DUA 
_chem_comp.name                                  "2',5'-dideoxy-5'-(tritylamino)uridine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H27 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-08-18 
_chem_comp.pdbx_modified_date                    2012-08-24 
_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                        469.532 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DUA 
_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        3T60 
_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 
DUA N1     N1     N 0 1 N N N 17.726 22.088 -0.378 4.246  0.207  0.413  N1     DUA 1  
DUA O1     O1     O 0 1 N N N 16.724 17.786 0.876  1.219  3.849  -0.103 O1     DUA 2  
DUA C2     C2     C 0 1 N N N 18.596 23.039 -0.858 5.299  -0.163 1.164  C2     DUA 3  
DUA N2     N2     N 0 1 N N N 18.688 18.471 -3.231 -1.058 0.141  0.777  N2     DUA 4  
DUA O2     O2     O 0 1 N N N 19.814 22.848 -0.725 5.370  0.206  2.320  O2     DUA 5  
DUA N3     N3     N 0 1 N N N 18.070 24.132 -1.364 6.275  -0.937 0.654  N3     DUA 6  
DUA C4     C4     C 0 1 N N N 16.725 24.231 -1.486 6.211  -1.355 -0.626 C4     DUA 7  
DUA O4     O4     O 0 1 N N N 16.180 25.232 -2.018 7.093  -2.056 -1.089 O4     DUA 8  
DUA C5     C5     C 0 1 N N N 15.862 23.265 -1.026 5.108  -0.973 -1.428 C5     DUA 9  
DUA C6     C6     C 0 1 N N N 16.396 22.153 -0.497 4.141  -0.201 -0.889 C6     DUA 10 
DUA "C1'"  "C1'"  C 0 1 N N R 18.193 20.831 0.104  3.199  1.050  0.996  "C1'"  DUA 11 
DUA C17    C17    C 0 1 N N N 18.203 18.739 -4.593 -2.338 -0.240 0.167  C17    DUA 12 
DUA C18    C18    C 0 1 Y N N 19.577 18.503 -5.351 -3.195 0.987  -0.010 C18    DUA 13 
DUA C19    C19    C 0 1 Y N N 20.459 17.416 -5.051 -2.982 2.099  0.782  C19    DUA 14 
DUA "C2'"  "C2'"  C 0 1 N N N 17.763 20.035 1.284  3.174  2.419  0.289  "C2'"  DUA 15 
DUA C20    C20    C 0 1 Y N N 21.695 17.111 -5.695 -3.768 3.224  0.620  C20    DUA 16 
DUA C21    C21    C 0 1 Y N N 22.149 17.918 -6.728 -4.768 3.237  -0.335 C21    DUA 17 
DUA C22    C22    C 0 1 Y N N 21.303 18.965 -7.085 -4.982 2.124  -1.127 C22    DUA 18 
DUA C23    C23    C 0 1 Y N N 20.056 19.240 -6.447 -4.191 1.001  -0.969 C23    DUA 19 
DUA C24    C24    C 0 1 Y N N 17.866 20.188 -4.732 -2.086 -0.875 -1.176 C24    DUA 20 
DUA C25    C25    C 0 1 Y N N 16.637 20.576 -5.312 -1.932 -0.081 -2.298 C25    DUA 21 
DUA C26    C26    C 0 1 Y N N 16.191 21.906 -5.438 -1.700 -0.663 -3.530 C26    DUA 22 
DUA C27    C27    C 0 1 Y N N 17.000 22.916 -4.930 -1.622 -2.039 -3.641 C27    DUA 23 
DUA C28    C28    C 0 1 Y N N 18.216 22.551 -4.328 -1.776 -2.832 -2.519 C28    DUA 24 
DUA C29    C29    C 0 1 Y N N 18.641 21.201 -4.195 -2.002 -2.250 -1.286 C29    DUA 25 
DUA "C3'"  "C3'"  C 0 1 N N S 17.113 19.024 0.305  1.736  2.528  -0.275 "C3'"  DUA 26 
DUA C30    C30    C 0 1 Y N N 17.427 17.748 -5.447 -3.048 -1.224 1.062  C30    DUA 27 
DUA C31    C31    C 0 1 Y N N 16.745 16.714 -4.804 -2.339 -1.918 2.024  C31    DUA 28 
DUA C32    C32    C 0 1 Y N N 15.965 15.830 -5.525 -2.990 -2.821 2.844  C32    DUA 29 
DUA C33    C33    C 0 1 Y N N 15.835 16.005 -6.911 -4.350 -3.029 2.702  C33    DUA 30 
DUA C34    C34    C 0 1 Y N N 16.469 17.039 -7.608 -5.058 -2.334 1.740  C34    DUA 31 
DUA C35    C35    C 0 1 Y N N 17.243 17.893 -6.848 -4.408 -1.427 0.923  C35    DUA 32 
DUA "C4'"  "C4'"  C 0 1 N N R 18.148 18.747 -0.788 0.964  1.513  0.606  "C4'"  DUA 33 
DUA "O4'"  "O4'"  O 0 1 N N N 18.930 19.927 -0.754 1.913  0.441  0.795  "O4'"  DUA 34 
DUA "C5'"  "C5'"  C 0 1 N N N 17.641 18.466 -2.165 -0.283 1.006  -0.122 "C5'"  DUA 35 
DUA HO1    HO1    H 0 1 N N N 16.338 17.235 0.205  1.725  4.532  -0.563 HO1    DUA 36 
DUA HN2    HN2    H 0 1 N N N 19.116 17.567 -3.236 -1.201 0.585  1.672  HN2    DUA 37 
DUA H5     H5     H 0 1 N N N 14.792 23.396 -1.088 5.040  -1.299 -2.455 H5     DUA 38 
DUA H6     H6     H 0 1 N N N 15.769 21.334 -0.177 3.292  0.100  -1.485 H6     DUA 39 
DUA "H1'"  "H1'"  H 0 1 N N N 18.555 21.762 0.564  3.384  1.187  2.062  "H1'"  DUA 40 
DUA H19    H19    H 0 1 N N N 20.156 16.756 -4.251 -2.201 2.089  1.528  H19    DUA 41 
DUA "H2'"  "H2'"  H 0 1 N N N 18.551 19.656 1.951  3.366  3.220  1.002  "H2'"  DUA 42 
DUA "H2'A" "H2'A" H 0 0 N N N 17.102 20.529 2.011  3.905  2.444  -0.519 "H2'A" DUA 43 
DUA H20    H20    H 0 1 N N N 22.274 16.256 -5.380 -3.602 4.093  1.239  H20    DUA 44 
DUA H21    H21    H 0 1 N N N 23.094 17.746 -7.222 -5.383 4.116  -0.461 H21    DUA 45 
DUA H22    H22    H 0 1 N N N 21.610 19.609 -7.896 -5.763 2.134  -1.872 H22    DUA 46 
DUA H23    H23    H 0 1 N N N 19.453 20.052 -6.824 -4.358 0.132  -1.588 H23    DUA 47 
DUA H25    H25    H 0 1 N N N 15.992 19.795 -5.686 -1.993 0.994  -2.211 H25    DUA 48 
DUA H26    H26    H 0 1 N N N 15.249 22.134 -5.915 -1.581 -0.043 -4.406 H26    DUA 49 
DUA H27    H27    H 0 1 N N N 16.702 23.952 -4.996 -1.442 -2.494 -4.604 H27    DUA 50 
DUA H28    H28    H 0 1 N N N 18.858 23.333 -3.949 -1.715 -3.907 -2.606 H28    DUA 51 
DUA H29    H29    H 0 1 N N N 19.561 20.968 -3.679 -2.118 -2.870 -0.410 H29    DUA 52 
DUA "H3'"  "H3'"  H 0 1 N N N 16.181 19.480 -0.059 1.706  2.234  -1.324 "H3'"  DUA 53 
DUA H31    H31    H 0 1 N N N 16.828 16.604 -3.733 -1.278 -1.756 2.135  H31    DUA 54 
DUA H32    H32    H 0 1 N N N 15.462 15.014 -5.028 -2.437 -3.364 3.596  H32    DUA 55 
DUA H33    H33    H 0 1 N N N 15.219 15.311 -7.464 -4.858 -3.734 3.343  H33    DUA 56 
DUA H34    H34    H 0 1 N N N 16.360 17.162 -8.675 -6.120 -2.497 1.628  H34    DUA 57 
DUA H35    H35    H 0 1 N N N 17.735 18.716 -7.345 -4.962 -0.884 0.171  H35    DUA 58 
DUA "H4'"  "H4'"  H 0 1 N N N 18.676 17.805 -0.579 0.695  1.961  1.562  "H4'"  DUA 59 
DUA "H5'"  "H5'"  H 0 1 N N N 16.904 19.243 -2.416 0.016  0.439  -1.004 "H5'"  DUA 60 
DUA "H5'A" "H5'A" H 0 0 N N N 17.178 17.468 -2.155 -0.895 1.855  -0.427 "H5'A" DUA 61 
DUA HN3    HN3    H 0 1 N N N 18.659 24.885 -1.657 7.027  -1.195 1.209  HN3    DUA 62 
# 
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 
DUA C2    N1     SING N N 1  
DUA C6    N1     SING N N 2  
DUA N1    "C1'"  SING N N 3  
DUA "C3'" O1     SING N N 4  
DUA O1    HO1    SING N N 5  
DUA N3    C2     SING N N 6  
DUA C2    O2     DOUB N N 7  
DUA C17   N2     SING N N 8  
DUA N2    "C5'"  SING N N 9  
DUA N2    HN2    SING N N 10 
DUA C4    N3     SING N N 11 
DUA O4    C4     DOUB N N 12 
DUA C4    C5     SING N N 13 
DUA C5    C6     DOUB N N 14 
DUA C5    H5     SING N N 15 
DUA C6    H6     SING N N 16 
DUA "O4'" "C1'"  SING N N 17 
DUA "C1'" "C2'"  SING N N 18 
DUA "C1'" "H1'"  SING N N 19 
DUA C30   C17    SING N N 20 
DUA C18   C17    SING N N 21 
DUA C24   C17    SING N N 22 
DUA C23   C18    DOUB Y N 23 
DUA C18   C19    SING Y N 24 
DUA C20   C19    DOUB Y N 25 
DUA C19   H19    SING N N 26 
DUA "C3'" "C2'"  SING N N 27 
DUA "C2'" "H2'"  SING N N 28 
DUA "C2'" "H2'A" SING N N 29 
DUA C21   C20    SING Y N 30 
DUA C20   H20    SING N N 31 
DUA C22   C21    DOUB Y N 32 
DUA C21   H21    SING N N 33 
DUA C22   C23    SING Y N 34 
DUA C22   H22    SING N N 35 
DUA C23   H23    SING N N 36 
DUA C25   C24    DOUB Y N 37 
DUA C24   C29    SING Y N 38 
DUA C26   C25    SING Y N 39 
DUA C25   H25    SING N N 40 
DUA C26   C27    DOUB Y N 41 
DUA C26   H26    SING N N 42 
DUA C27   C28    SING Y N 43 
DUA C27   H27    SING N N 44 
DUA C28   C29    DOUB Y N 45 
DUA C28   H28    SING N N 46 
DUA C29   H29    SING N N 47 
DUA "C4'" "C3'"  SING N N 48 
DUA "C3'" "H3'"  SING N N 49 
DUA C35   C30    DOUB Y N 50 
DUA C30   C31    SING Y N 51 
DUA C32   C31    DOUB Y N 52 
DUA C31   H31    SING N N 53 
DUA C33   C32    SING Y N 54 
DUA C32   H32    SING N N 55 
DUA C34   C33    DOUB Y N 56 
DUA C33   H33    SING N N 57 
DUA C34   C35    SING Y N 58 
DUA C34   H34    SING N N 59 
DUA C35   H35    SING N N 60 
DUA "C5'" "C4'"  SING N N 61 
DUA "C4'" "O4'"  SING N N 62 
DUA "C4'" "H4'"  SING N N 63 
DUA "C5'" "H5'"  SING N N 64 
DUA "C5'" "H5'A" SING N N 65 
DUA N3    HN3    SING N N 66 
# 
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 
DUA SMILES           ACDLabs              12.01 "O=C1NC(=O)N(C=C1)C2OC(C(O)C2)CNC(c3ccccc3)(c4ccccc4)c5ccccc5"                                                                                                                                      
DUA InChI            InChI                1.03  "InChI=1S/C28H27N3O4/c32-23-18-26(31-17-16-25(33)30-27(31)34)35-24(23)19-29-28(20-10-4-1-5-11-20,21-12-6-2-7-13-21)22-14-8-3-9-15-22/h1-17,23-24,26,29,32H,18-19H2,(H,30,33,34)/t23-,24+,26+/m0/s1" 
DUA InChIKey         InChI                1.03  TUZNCXRMWDUVNX-BFLUCZKCSA-N                                                                                                                                                                         
DUA SMILES_CANONICAL CACTVS               3.370 "O[C@H]1C[C@@H](O[C@@H]1CNC(c2ccccc2)(c3ccccc3)c4ccccc4)N5C=CC(=O)NC5=O"                                                                                                                            
DUA SMILES           CACTVS               3.370 "O[CH]1C[CH](O[CH]1CNC(c2ccccc2)(c3ccccc3)c4ccccc4)N5C=CC(=O)NC5=O"                                                                                                                                 
DUA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)C(c2ccccc2)(c3ccccc3)NC[C@@H]4[C@H](C[C@@H](O4)N5C=CC(=O)NC5=O)O"                                                                                                                        
DUA SMILES           "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)C(c2ccccc2)(c3ccccc3)NCC4C(CC(O4)N5C=CC(=O)NC5=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 
DUA "SYSTEMATIC NAME" ACDLabs              12.01 "2',5'-dideoxy-5'-(tritylamino)uridine"                                                       
DUA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "1-[(2R,4S,5R)-4-oxidanyl-5-[[(triphenylmethyl)amino]methyl]oxolan-2-yl]pyrimidine-2,4-dione" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
DUA "Create component" 2011-08-18 RCSB 
DUA "Initial release"  2012-08-24 RCSB 
# 
