data_DDU
# 
_chem_comp.id                                    DDU 
_chem_comp.name                                  "2'-5'DIDEOXYURIDINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H12 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        212.203 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DDU 
_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        1DDU 
_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 
DDU N1     N1   N 0 1 N N N 44.633 34.307 24.578 -0.463 -0.212 0.704  N1     DDU 1  
DDU C2     C2   C 0 1 N N N 43.815 35.120 25.362 0.674  0.355  1.145  C2     DDU 2  
DDU N3     N3   N 0 1 N N N 42.738 35.726 24.732 0.917  0.481  2.463  N3     DDU 3  
DDU C4     C4   C 0 1 N N N 42.425 35.597 23.384 0.024  0.028  3.366  C4     DDU 4  
DDU C5     C5   C 0 1 N N N 43.340 34.724 22.649 -1.173 -0.575 2.915  C5     DDU 5  
DDU C6     C6   C 0 1 N N N 44.427 34.113 23.295 -1.395 -0.684 1.587  C6     DDU 6  
DDU O2     O2   O 0 1 N N N 43.983 35.300 26.553 1.488  0.767  0.343  O2     DDU 7  
DDU O4     O4   O 0 1 N N N 41.457 36.186 22.895 0.246  0.137  4.558  O4     DDU 8  
DDU "C1'"  C1*  C 0 1 N N R 45.825 33.656 25.194 -0.703 -0.330 -0.736 "C1'"  DDU 9  
DDU "C2'"  C2*  C 0 1 N N N 45.491 32.434 26.054 -0.613 1.055  -1.423 "C2'"  DDU 10 
DDU "C3'"  C3*  C 0 1 N N S 46.840 31.764 26.278 -0.255 0.671  -2.883 "C3'"  DDU 11 
DDU "C4'"  C4*  C 0 1 N N R 47.407 31.848 24.838 0.338  -0.745 -2.762 "C4'"  DDU 12 
DDU "O3'"  O3*  O 0 1 N N N 47.664 32.570 27.126 -1.428 0.661  -3.700 "O3'"  DDU 13 
DDU "O4'"  O4*  O 0 1 N N N 47.005 33.204 24.355 0.351  -1.088 -1.366 "O4'"  DDU 14 
DDU "C5'"  C5*  C 0 1 N N N 46.787 30.800 23.911 1.764  -0.760 -3.315 "C5'"  DDU 15 
DDU HN3    HN3  H 0 1 N N N 42.129 36.311 25.304 1.741  0.895  2.764  HN3    DDU 16 
DDU H5     H5   H 0 1 N N N 43.206 34.519 21.573 -1.901 -0.943 3.623  H5     DDU 17 
DDU H6     H6   H 0 1 N N N 45.145 33.456 22.775 -2.304 -1.141 1.225  H6     DDU 18 
DDU "H1'"  H1*  H 0 1 N N N 46.154 34.564 25.750 -1.672 -0.791 -0.925 "H1'"  DDU 19 
DDU "H2'1" 1H2* H 0 0 N N N 44.934 32.670 26.990 -1.572 1.572  -1.383 "H2'1" DDU 20 
DDU "H2'2" 2H2* H 0 0 N N N 44.712 31.764 25.618 0.173  1.661  -0.975 "H2'2" DDU 21 
DDU "H3'"  H3*  H 0 1 N N N 46.786 30.751 26.741 0.484  1.361  -3.289 "H3'"  DDU 22 
DDU "H4'"  H4*  H 0 1 N N N 48.507 31.669 24.837 -0.280 -1.454 -3.312 "H4'"  DDU 23 
DDU "HO3'" *HO3 H 0 0 N N N 48.505 32.152 27.265 -1.785 1.559  -3.687 "HO3'" DDU 24 
DDU "H5'1" 1H5* H 0 0 N N N 47.194 30.860 22.875 2.180  -1.764 -3.221 "H5'1" DDU 25 
DDU "H5'2" 2H5* H 0 0 N N N 46.900 29.773 24.330 1.749  -0.470 -4.366 "H5'2" DDU 26 
DDU "H5'3" 3H5* H 0 0 N N N 45.674 30.869 23.911 2.380  -0.058 -2.753 "H5'3" DDU 27 
# 
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 
DDU N1    C2     SING N N 1  
DDU N1    C6     SING N N 2  
DDU N1    "C1'"  SING N N 3  
DDU C2    N3     SING N N 4  
DDU C2    O2     DOUB N N 5  
DDU N3    C4     SING N N 6  
DDU N3    HN3    SING N N 7  
DDU C4    C5     SING N N 8  
DDU C4    O4     DOUB N N 9  
DDU C5    C6     DOUB N N 10 
DDU C5    H5     SING N N 11 
DDU C6    H6     SING N N 12 
DDU "C1'" "C2'"  SING N N 13 
DDU "C1'" "O4'"  SING N N 14 
DDU "C1'" "H1'"  SING N N 15 
DDU "C2'" "C3'"  SING N N 16 
DDU "C2'" "H2'1" SING N N 17 
DDU "C2'" "H2'2" SING N N 18 
DDU "C3'" "C4'"  SING N N 19 
DDU "C3'" "O3'"  SING N N 20 
DDU "C3'" "H3'"  SING N N 21 
DDU "C4'" "O4'"  SING N N 22 
DDU "C4'" "C5'"  SING N N 23 
DDU "C4'" "H4'"  SING N N 24 
DDU "O3'" "HO3'" SING N N 25 
DDU "C5'" "H5'1" SING N N 26 
DDU "C5'" "H5'2" SING N N 27 
DDU "C5'" "H5'3" SING N N 28 
# 
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 
DDU SMILES           ACDLabs              10.04 O=C1NC(=O)N(C=C1)C2OC(C(O)C2)C                                                                                         
DDU InChI            InChI                1.02b InChI=1/C9H12N2O4/c1-5-6(12)4-8(15-5)11-3-2-7(13)10-9(11)14/h2-3,5-6,8,12H,4H2,1H3,(H,10,13,14)/t5-,6+,8-/m1/s1/f/h10H 
DDU InChIKey         InChI                1.02b FDCFKLBIAIKUKB-WGEVNAQTDB                                                                                              
DDU SMILES_CANONICAL CACTVS               3.341 C[C@H]1O[C@H](C[C@@H]1O)N2C=CC(=O)NC2=O                                                                                
DDU SMILES           CACTVS               3.341 C[CH]1O[CH](C[CH]1O)N2C=CC(=O)NC2=O                                                                                    
DDU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1[C@H](C[C@@H](O1)N2C=CC(=O)NC2=O)O                                                                             
DDU SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(CC(O1)N2C=CC(=O)NC2=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 
DDU "SYSTEMATIC NAME" ACDLabs              10.04 "2',5'-dideoxyuridine"                                            
DDU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[(2R,4S,5R)-4-hydroxy-5-methyl-oxolan-2-yl]pyrimidine-2,4-dione 
# 
