data_5IU
# 
_chem_comp.id                                    5IU 
_chem_comp.name                                  "5-IODO-2'-DEOXYURIDINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H12 I N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               DU 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2009-01-07 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         5IT 
_chem_comp.formula_weight                        434.078 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     5IU 
_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        3VTK 
_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 
5IU N1     N1   N 0 1 N N N 39.382 15.046 31.269 0.612  -0.291 0.632  N1     5IU 1  
5IU C2     C2   C 0 1 N N N 38.777 13.858 30.872 0.169  -1.553 0.490  C2     5IU 2  
5IU N3     N3   N 0 1 N N N 38.687 12.833 31.766 -0.417 -2.200 1.514  N3     5IU 3  
5IU C4     C4   C 0 1 N N N 39.147 12.911 33.064 -0.582 -1.585 2.702  C4     5IU 4  
5IU C5     C5   C 0 1 N N N 39.764 14.130 33.480 -0.126 -0.254 2.864  C5     5IU 5  
5IU C6     C6   C 0 1 N N N 39.886 15.192 32.534 0.464  0.369  1.822  C6     5IU 6  
5IU O2     O2   O 0 1 N N N 38.311 13.699 29.754 0.311  -2.122 -0.575 O2     5IU 7  
5IU O4     O4   O 0 1 N N N 39.008 11.923 33.825 -1.118 -2.167 3.627  O4     5IU 8  
5IU I5     I5   I 0 1 N N N 40.485 14.312 35.463 -0.365 0.734  4.696  I5     5IU 9  
5IU "C1'"  C1*  C 0 1 N N R 39.547 16.172 30.270 1.253  0.384  -0.498 "C1'"  5IU 10 
5IU "C2'"  C2*  C 0 1 N N N 38.556 17.322 30.416 2.515  -0.389 -0.942 "C2'"  5IU 11 
5IU "C3'"  C3*  C 0 1 N N S 39.413 18.498 30.000 2.516  -0.252 -2.481 "C3'"  5IU 12 
5IU "C4'"  C4*  C 0 1 N N R 40.712 18.204 30.667 1.256  0.585  -2.788 "C4'"  5IU 13 
5IU "O3'"  O3*  O 0 1 N N N 39.652 18.573 28.605 3.691  0.431  -2.921 "O3'"  5IU 14 
5IU "O4'"  O4*  O 0 1 N N N 40.832 16.761 30.600 0.386  0.370  -1.652 "O4'"  5IU 15 
5IU "C5'"  C5*  C 0 1 N N N 40.830 18.656 32.126 0.584  0.099  -4.073 "C5'"  5IU 16 
5IU "O5'"  O5*  O 0 1 N N N 41.039 20.088 32.202 -0.616 0.842  -4.294 "O5'"  5IU 17 
5IU P      P    P 0 1 N N N 40.226 21.046 33.254 -1.267 0.280  -5.655 P      5IU 18 
5IU OP1    O1P  O 0 1 N N N 39.816 20.218 34.413 -1.562 -1.161 -5.503 OP1    5IU 19 
5IU OP2    O2P  O 0 1 N N N 39.019 21.618 32.589 -2.631 1.077  -5.966 OP2    5IU 20 
5IU OP3    O3P  O 0 1 N Y N 41.094 22.131 33.710 -0.233 0.491  -6.871 OP3    5IU 21 
5IU HN3    HN3  H 0 1 N N N 38.254 11.965 31.448 -0.727 -3.112 1.395  HN3    5IU 22 
5IU H6     H6   H 0 1 N N N 40.380 16.145 32.785 0.819  1.383  1.927  H6     5IU 23 
5IU "H1'"  H1*  H 0 1 N N N 39.415 15.740 29.250 1.511  1.409  -0.229 "H1'"  5IU 24 
5IU "H2'"  1H2* H 0 1 N N N 37.599 17.204 29.854 2.442  -1.437 -0.651 "H2'"  5IU 25 
5IU "H2''" 2H2* H 0 0 N N N 38.071 17.412 31.416 3.410  0.064  -0.517 "H2''" 5IU 26 
5IU "H3'"  H3*  H 0 1 N N N 38.918 19.459 30.272 2.447  -1.233 -2.951 "H3'"  5IU 27 
5IU "H4'"  H4*  H 0 1 N N N 41.518 18.773 30.148 1.515  1.641  -2.872 "H4'"  5IU 28 
5IU "HO3'" *HO3 H 0 0 N Y N 40.189 19.311 28.343 4.445  -0.123 -2.677 "HO3'" 5IU 29 
5IU "H5'"  1H5* H 0 1 N N N 39.950 18.333 32.731 1.261  0.245  -4.915 "H5'"  5IU 30 
5IU "H5''" 2H5* H 0 0 N N N 41.623 18.092 32.670 0.344  -0.959 -3.979 "H5''" 5IU 31 
5IU HOP2   2HOP H 0 0 N N N 38.547 22.173 33.198 -2.987 0.711  -6.787 HOP2   5IU 32 
5IU HOP3   3HOP H 0 0 N N N 40.622 22.686 34.319 -0.068 1.442  -6.936 HOP3   5IU 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 
5IU N1    C2     SING N N 1  
5IU N1    C6     SING N N 2  
5IU N1    "C1'"  SING N N 3  
5IU C2    N3     SING N N 4  
5IU C2    O2     DOUB N N 5  
5IU N3    C4     SING N N 6  
5IU N3    HN3    SING N N 7  
5IU C4    C5     SING N N 8  
5IU C4    O4     DOUB N N 9  
5IU C5    C6     DOUB N N 10 
5IU C5    I5     SING N N 11 
5IU C6    H6     SING N N 12 
5IU "C1'" "C2'"  SING N N 13 
5IU "C1'" "O4'"  SING N N 14 
5IU "C1'" "H1'"  SING N N 15 
5IU "C2'" "C3'"  SING N N 16 
5IU "C2'" "H2'"  SING N N 17 
5IU "C2'" "H2''" SING N N 18 
5IU "C3'" "C4'"  SING N N 19 
5IU "C3'" "O3'"  SING N N 20 
5IU "C3'" "H3'"  SING N N 21 
5IU "C4'" "O4'"  SING N N 22 
5IU "C4'" "C5'"  SING N N 23 
5IU "C4'" "H4'"  SING N N 24 
5IU "O3'" "HO3'" SING N N 25 
5IU "C5'" "O5'"  SING N N 26 
5IU "C5'" "H5'"  SING N N 27 
5IU "C5'" "H5''" SING N N 28 
5IU "O5'" P      SING N N 29 
5IU P     OP1    DOUB N N 30 
5IU P     OP2    SING N N 31 
5IU P     OP3    SING N N 32 
5IU OP2   HOP2   SING N N 33 
5IU OP3   HOP3   SING N N 34 
# 
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 
5IU SMILES           ACDLabs              10.04 "IC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2)COP(=O)(O)O"                                                                                                           
5IU InChI            InChI                1.02b "InChI=1/C9H12IN2O8P/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18)/t5-,6+,7+/m0/s1/f/h11,16-17H" 
5IU InChIKey         InChI                1.02b WXFYBFRZROJDLL-DUSMYMCLDH                                                                                                                                
5IU SMILES_CANONICAL CACTVS               3.341 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=C(I)C(=O)NC2=O"                                                                                                
5IU SMILES           CACTVS               3.341 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)N2C=C(I)C(=O)NC2=O"                                                                                                     
5IU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)I)COP(=O)(O)O)O"                                                                                                 
5IU SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=C(C(=O)NC2=O)I)COP(=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 
5IU "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-5-iodouridine 5'-(dihydrogen phosphate)
;
5IU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-(5-iodo-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
