data_5UD
# 
_chem_comp.id                                    5UD 
_chem_comp.name                                  5-FLUOROURIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H11 F N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-12-19 
_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                        262.192 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5UD 
_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        1RXC 
_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 
5UD F5     F5   F 0 1 N N N -23.229 -54.325 -3.789 -0.839 1.455  -4.074 F5     5UD 1  
5UD C5     C5   C 0 1 N N N -22.404 -53.360 -3.327 -0.339 0.711  -3.063 C5     5UD 2  
5UD C4     C4   C 0 1 N N N -21.140 -53.885 -2.756 0.550  -0.357 -3.330 C4     5UD 3  
5UD O4     O4   O 0 1 N N N -20.872 -55.106 -2.708 0.874  -0.616 -4.476 O4     5UD 4  
5UD N3     N3   N 0 1 N N N -20.297 -52.974 -2.291 1.037  -1.085 -2.305 N3     5UD 5  
5UD C2     C2   C 0 1 N N N -20.554 -51.652 -2.331 0.684  -0.796 -1.039 C2     5UD 6  
5UD O2     O2   O 0 1 N N N -19.659 -50.935 -1.860 1.131  -1.462 -0.125 O2     5UD 7  
5UD C6     C6   C 0 1 N N N -22.636 -51.962 -3.354 -0.681 0.977  -1.783 C6     5UD 8  
5UD N1     N1   N 0 1 N N N -21.722 -51.081 -2.870 -0.164 0.212  -0.771 N1     5UD 9  
5UD "C1'"  C1*  C 0 1 N N R -22.010 -49.609 -2.881 -0.534 0.499  0.617  "C1'"  5UD 10 
5UD "C2'"  C2*  C 0 1 N N R -21.121 -48.413 -2.475 -1.127 -0.760 1.299  "C2'"  5UD 11 
5UD "O2'"  O2*  O 0 1 N N N -21.356 -47.703 -1.264 -2.530 -0.863 1.049  "O2'"  5UD 12 
5UD "C3'"  C3*  C 0 1 N N S -20.848 -47.651 -3.763 -0.852 -0.476 2.799  "C3'"  5UD 13 
5UD "O3'"  O3*  O 0 1 N N N -21.130 -46.275 -3.958 -2.017 0.060  3.428  "O3'"  5UD 14 
5UD "C4'"  C4*  C 0 1 N N R -21.728 -48.255 -4.836 0.286  0.560  2.781  "C4'"  5UD 15 
5UD "O4'"  O4*  O 0 1 N N N -22.623 -49.004 -4.022 0.639  0.789  1.406  "O4'"  5UD 16 
5UD "C5'"  C5*  C 0 1 N N N -20.994 -49.252 -5.721 1.496  0.018  3.545  "C5'"  5UD 17 
5UD "O5'"  O5*  O 0 1 N N N -21.706 -50.284 -6.373 2.549  0.983  3.516  "O5'"  5UD 18 
5UD HN3    HN3  H 0 1 N N N -19.419 -53.302 -1.888 1.647  -1.819 -2.481 HN3    5UD 19 
5UD H6     H6   H 0 1 N N N -23.567 -51.541 -3.769 -1.359 1.787  -1.560 H6     5UD 20 
5UD "H1'"  H1*  H 0 1 N N N -22.579 -49.972 -1.993 -1.241 1.327  0.661  "H1'"  5UD 21 
5UD "H2'"  H2*  H 0 1 N N N -20.169 -48.795 -2.036 -0.608 -1.660 0.970  "H2'"  5UD 22 
5UD "HO2'" *HO2 H 0 0 N N N -20.809 -46.967 -1.014 -2.836 -1.663 1.498  "HO2'" 5UD 23 
5UD "H3'"  H3*  H 0 1 N N N -19.736 -47.732 -3.763 -0.531 -1.386 3.306  "H3'"  5UD 24 
5UD "HO3'" *HO3 H 0 0 N N N -20.959 -45.799 -4.762 -1.788 0.216  4.354  "HO3'" 5UD 25 
5UD "H4'"  H4*  H 0 1 N N N -22.154 -47.487 -5.522 -0.051 1.491  3.236  "H4'"  5UD 26 
5UD "H5'1" 1H5* H 0 0 N N N -20.419 -48.683 -6.488 1.837  -0.905 3.076  "H5'1" 5UD 27 
5UD "H5'2" 2H5* H 0 0 N N N -20.174 -49.714 -5.123 1.214  -0.181 4.578  "H5'2" 5UD 28 
5UD "HO5'" *HO5 H 0 0 N N N -21.247 -50.906 -6.925 3.291  0.603  4.007  "HO5'" 5UD 29 
# 
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 
5UD F5    C5     SING N N 1  
5UD C5    C4     SING N N 2  
5UD C5    C6     DOUB N N 3  
5UD C4    O4     DOUB N N 4  
5UD C4    N3     SING N N 5  
5UD N3    C2     SING N N 6  
5UD N3    HN3    SING N N 7  
5UD C2    O2     DOUB N N 8  
5UD C2    N1     SING N N 9  
5UD C6    N1     SING N N 10 
5UD C6    H6     SING N N 11 
5UD N1    "C1'"  SING N N 12 
5UD "C1'" "C2'"  SING N N 13 
5UD "C1'" "O4'"  SING N N 14 
5UD "C1'" "H1'"  SING N N 15 
5UD "C2'" "O2'"  SING N N 16 
5UD "C2'" "C3'"  SING N N 17 
5UD "C2'" "H2'"  SING N N 18 
5UD "O2'" "HO2'" SING N N 19 
5UD "C3'" "O3'"  SING N N 20 
5UD "C3'" "C4'"  SING N N 21 
5UD "C3'" "H3'"  SING N N 22 
5UD "O3'" "HO3'" SING N N 23 
5UD "C4'" "O4'"  SING N N 24 
5UD "C4'" "C5'"  SING N N 25 
5UD "C4'" "H4'"  SING N N 26 
5UD "C5'" "O5'"  SING N N 27 
5UD "C5'" "H5'1" SING N N 28 
5UD "C5'" "H5'2" SING N N 29 
5UD "O5'" "HO5'" SING N N 30 
# 
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 
5UD SMILES           ACDLabs              10.04 FC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2O)CO                                                                                            
5UD InChI            InChI                1.02b InChI=1/C9H11FN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1/f/h11H 
5UD InChIKey         InChI                1.02b FHIDNBAQOFJWCA-OPTMDVTPDF                                                                                                       
5UD SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=C(F)C(=O)NC2=O                                                                              
5UD SMILES           CACTVS               3.341 OC[CH]1O[CH]([CH](O)[CH]1O)N2C=C(F)C(=O)NC2=O                                                                                   
5UD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)F                                                                         
5UD SMILES           "OpenEye OEToolkits" 1.5.0 C1=C(C(=O)NC(=O)N1C2C(C(C(O2)CO)O)O)F                                                                                           
# 
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 
5UD "SYSTEMATIC NAME" ACDLabs              10.04 5-fluorouridine                                                                            
5UD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-pyrimidine-2,4-dione 
# 
