data_DUT
# 
_chem_comp.id                                    DUT 
_chem_comp.name                                  "DEOXYURIDINE-5'-TRIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H15 N2 O14 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-05-11 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        468.142 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DUT 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1EXC 
_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 
DUT N1     N1   N 0 1 N N N 10.615 -3.547 28.981 -0.317 0.514  5.166  N1     DUT 1  
DUT C2     C2   C 0 1 N N N 10.825 -3.972 30.287 -0.972 -0.648 4.995  C2     DUT 2  
DUT N3     N3   N 0 1 N N N 11.841 -4.875 30.442 -2.078 -0.930 5.708  N3     DUT 3  
DUT C4     C4   C 0 1 N N N 12.650 -5.394 29.456 -2.554 -0.042 6.604  C4     DUT 4  
DUT C5     C5   C 0 1 N N N 12.368 -4.918 28.136 -1.877 1.187  6.790  C5     DUT 5  
DUT C6     C6   C 0 1 N N N 11.385 -4.032 27.948 -0.767 1.442  6.065  C6     DUT 6  
DUT O2     O2   O 0 1 N N N 10.160 -3.581 31.232 -0.554 -1.459 4.191  O2     DUT 7  
DUT O4     O4   O 0 1 N N N 13.530 -6.199 29.762 -3.558 -0.294 7.246  O4     DUT 8  
DUT "C1'"  C1*  C 0 1 N N R 9.550  -2.561 28.740 0.886  0.791  4.379  "C1'"  DUT 9  
DUT "C2'"  C2*  C 0 1 N N N 10.048 -1.179 28.323 1.969  -0.274 4.659  "C2'"  DUT 10 
DUT "C3'"  C3*  C 0 1 N N S 9.892  -1.194 26.814 2.645  -0.492 3.287  "C3'"  DUT 11 
DUT "C4'"  C4*  C 0 1 N N R 8.668  -2.079 26.611 1.891  0.464  2.337  "C4'"  DUT 12 
DUT "O4'"  O4*  O 0 1 N N N 8.729  -3.048 27.680 0.606  0.669  2.967  "O4'"  DUT 13 
DUT "O3'"  O3*  O 0 1 N N N 9.673  0.107  26.251 4.030  -0.147 3.350  "O3'"  DUT 14 
DUT "C5'"  C5*  C 0 1 N N N 8.628  -2.791 25.280 1.713  -0.173 0.958  "C5'"  DUT 15 
DUT "O5'"  O5*  O 0 1 N N N 7.282  -2.797 24.753 0.951  0.701  0.123  "O5'"  DUT 16 
DUT PA     PA   P 0 1 N N R 6.061  -3.523 25.555 0.802  -0.028 -1.303 PA     DUT 17 
DUT O1A    O1A  O 0 1 N N N 6.373  -4.976 25.612 2.145  -0.265 -1.878 O1A    DUT 18 
DUT O2A    O2A  O 0 1 N N N 5.836  -2.745 26.802 0.046  -1.436 -1.109 O2A    DUT 19 
DUT O3A    O3A  O 0 1 N N N 4.724  -3.363 24.634 -0.049 0.906  -2.298 O3A    DUT 20 
DUT PB     PB   P 0 1 N N R 4.470  -3.576 23.039 -0.158 0.118  -3.698 PB     DUT 21 
DUT O1B    O1B  O 0 1 N N N 5.128  -2.445 22.338 -0.839 -1.177 -3.483 O1B    DUT 22 
DUT O2B    O2B  O 0 1 N N N 3.028  -3.856 22.834 1.318  -0.141 -4.283 O2B    DUT 23 
DUT O3B    O3B  O 0 1 N N N 5.269  -4.930 22.629 -1.003 1.001  -4.746 O3B    DUT 24 
DUT PG     PG   P 0 1 N N N 5.894  -5.447 21.219 -1.071 0.157  -6.116 PG     DUT 25 
DUT O1G    O1G  O 0 1 N N N 5.969  -6.960 21.342 -1.738 -1.139 -5.864 O1G    DUT 26 
DUT O2G    O2G  O 0 1 N N N 4.930  -4.991 20.136 -1.907 0.985  -7.215 O2G    DUT 27 
DUT O3G    O3G  O 0 1 N N N 7.251  -4.774 21.087 0.420  -0.103 -6.661 O3G    DUT 28 
DUT HN3    HN3  H 0 1 N N N 12.013 -5.195 31.394 -2.536 -1.775 5.575  HN3    DUT 29 
DUT H5     H5   H 0 1 N N N 12.923 -5.242 27.239 -2.243 1.910  7.503  H5     DUT 30 
DUT H6     H6   H 0 1 N N N 11.204 -3.692 26.914 -0.237 2.374  6.194  H6     DUT 31 
DUT "H1'"  H1*  H 0 1 N N N 9.010  -2.439 29.708 1.266  1.787  4.606  "H1'"  DUT 32 
DUT "H2'1" 1H2* H 0 0 N N N 9.538  -0.328 28.833 1.513  -1.199 5.011  "H2'1" DUT 33 
DUT "H2'2" 2H2* H 0 0 N N N 11.074 -0.928 28.680 2.692  0.097  5.386  "H2'2" DUT 34 
DUT "H3'"  H3*  H 0 1 N N N 10.815 -1.558 26.306 2.525  -1.526 2.962  "H3'"  DUT 35 
DUT "H4'"  H4*  H 0 1 N N N 7.748  -1.448 26.620 2.427  1.410  2.250  "H4'"  DUT 36 
DUT "HO3'" *HO3 H 0 0 N N N 9.575  0.097  25.306 4.442  -0.756 3.978  "HO3'" DUT 37 
DUT "H5'1" 1H5* H 0 0 N N N 9.356  -2.357 24.555 2.690  -0.345 0.507  "H5'1" DUT 38 
DUT "H5'2" 2H5* H 0 0 N N N 9.052  -3.819 25.346 1.189  -1.123 1.062  "H5'2" DUT 39 
DUT HOA2   2HOA H 0 0 N N N 5.124  -3.167 27.269 -0.822 -1.237 -0.733 HOA2   DUT 40 
DUT HOB2   2HOB H 0 0 N N N 2.879  -3.980 21.903 1.726  0.726  -4.409 HOB2   DUT 41 
DUT HOG2   2HOG H 0 0 N N N 5.295  -5.292 19.312 -1.924 0.446  -8.018 HOG2   DUT 42 
DUT HOG3   3HOG H 0 0 N N N 7.616  -5.075 20.263 0.818  0.764  -6.812 HOG3   DUT 43 
# 
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 
DUT N1    C2     SING N N 1  
DUT N1    C6     SING N N 2  
DUT N1    "C1'"  SING N N 3  
DUT C2    N3     SING N N 4  
DUT C2    O2     DOUB N N 5  
DUT N3    C4     SING N N 6  
DUT N3    HN3    SING N N 7  
DUT C4    C5     SING N N 8  
DUT C4    O4     DOUB N N 9  
DUT C5    C6     DOUB N N 10 
DUT C5    H5     SING N N 11 
DUT C6    H6     SING N N 12 
DUT "C1'" "C2'"  SING N N 13 
DUT "C1'" "O4'"  SING N N 14 
DUT "C1'" "H1'"  SING N N 15 
DUT "C2'" "C3'"  SING N N 16 
DUT "C2'" "H2'1" SING N N 17 
DUT "C2'" "H2'2" SING N N 18 
DUT "C3'" "C4'"  SING N N 19 
DUT "C3'" "O3'"  SING N N 20 
DUT "C3'" "H3'"  SING N N 21 
DUT "C4'" "O4'"  SING N N 22 
DUT "C4'" "C5'"  SING N N 23 
DUT "C4'" "H4'"  SING N N 24 
DUT "O3'" "HO3'" SING N N 25 
DUT "C5'" "O5'"  SING N N 26 
DUT "C5'" "H5'1" SING N N 27 
DUT "C5'" "H5'2" SING N N 28 
DUT "O5'" PA     SING N N 29 
DUT PA    O1A    DOUB N N 30 
DUT PA    O2A    SING N N 31 
DUT PA    O3A    SING N N 32 
DUT O2A   HOA2   SING N N 33 
DUT O3A   PB     SING N N 34 
DUT PB    O1B    DOUB N N 35 
DUT PB    O2B    SING N N 36 
DUT PB    O3B    SING N N 37 
DUT O2B   HOB2   SING N N 38 
DUT O3B   PG     SING N N 39 
DUT PG    O1G    DOUB N N 40 
DUT PG    O2G    SING N N 41 
DUT PG    O3G    SING N N 42 
DUT O2G   HOG2   SING N N 43 
DUT O3G   HOG3   SING N N 44 
# 
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 
DUT SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OP(=O)(O)OCC2OC(N1C(=O)NC(=O)C=C1)CC2O                                                                                                                                                  
DUT InChI            InChI                1.02b InChI=1/C9H15N2O14P3/c12-5-3-8(11-2-1-7(13)10-9(11)14)23-6(5)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,18,19)(H,20,21)(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1/f/h10,15-16,18,20H 
DUT InChIKey         InChI                1.02b AHCYMLUZIRLXAA-KMOJLAMBDR                                                                                                                                                                                 
DUT SMILES_CANONICAL CACTVS               3.341 O[C@H]1C[C@@H](O[C@@H]1CO[P@](O)(=O)O[P@@](O)(=O)O[P](O)(O)=O)N2C=CC(=O)NC2=O                                                                                                                             
DUT SMILES           CACTVS               3.341 O[CH]1C[CH](O[CH]1CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)N2C=CC(=O)NC2=O                                                                                                                                     
DUT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)CO[P@@](=O)(O)O[P@](=O)(O)OP(=O)(O)O)O                                                                                                                              
DUT SMILES           "OpenEye OEToolkits" 1.5.0 C1C(C(OC1N2C=CC(=O)NC2=O)COP(=O)(O)OP(=O)(O)OP(=O)(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 
DUT "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxyuridine 5'-(tetrahydrogen triphosphate)
;
DUT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methyl (hydroxy-phosphonooxy-phosphoryl) hydrogen phosphate" 
# 
