data_0AU
# 
_chem_comp.id                                    0AU 
_chem_comp.name                                  
;5-iodouridine 5'-(dihydrogen phosphate)
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H12 I N2 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               DU 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-11 
_chem_comp.pdbx_modified_date                    2009-01-07 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      IU 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        450.078 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     0AU 
_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        1M5K 
_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 
0AU P      P      P 0 1 N N N 65.550 31.670 28.103 4.718  -1.798 -0.445 P      0AU 1  
0AU OP1    OP1    O 0 1 N N N 64.363 32.558 28.190 3.929  -2.807 0.296  OP1    0AU 2  
0AU OP2    OP2    O 0 1 N N N 65.358 30.197 28.035 5.022  -2.339 -1.931 OP2    0AU 3  
0AU "O5'"  "O5'"  O 0 1 N N N 66.418 32.091 26.839 3.883  -0.424 -0.535 "O5'"  0AU 4  
0AU "C5'"  "C5'"  C 0 1 N N N 66.156 31.520 25.573 3.370  0.252  0.615  "C5'"  0AU 5  
0AU "C4'"  "C4'"  C 0 1 N N R 67.343 31.688 24.659 2.632  1.518  0.176  "C4'"  0AU 6  
0AU "O4'"  "O4'"  O 0 1 N N N 68.549 31.196 25.303 1.456  1.163  -0.571 "O4'"  0AU 7  
0AU "C3'"  "C3'"  C 0 1 N N S 67.213 30.863 23.393 2.167  2.310  1.413  "C3'"  0AU 8  
0AU "O3'"  "O3'"  O 0 1 N N N 66.473 31.591 22.428 2.750  3.615  1.420  "O3'"  0AU 9  
0AU "C2'"  "C2'"  C 0 1 N N R 68.662 30.641 22.998 0.631  2.402  1.250  "C2'"  0AU 10 
0AU "O2'"  "O2'"  O 0 1 N N N 69.200 31.776 22.351 0.157  3.700  1.615  "O2'"  0AU 11 
0AU "C1'"  "C1'"  C 0 1 N N R 69.316 30.448 24.370 0.450  2.155  -0.269 "C1'"  0AU 12 
0AU N1     N1     N 0 1 N N N 69.355 29.049 24.834 -0.889 1.634  -0.552 N1     0AU 13 
0AU C2     C2     C 0 1 N N N 70.114 28.137 24.111 -1.718 2.326  -1.355 C2     0AU 14 
0AU O2     O2     O 0 1 N N N 70.741 28.438 23.108 -1.345 3.378  -1.837 O2     0AU 15 
0AU N3     N3     N 0 1 N N N 70.110 26.855 24.608 -2.954 1.870  -1.632 N3     0AU 16 
0AU C4     C4     C 0 1 N N N 69.441 26.393 25.726 -3.383 0.705  -1.104 C4     0AU 17 
0AU O4     O4     O 0 1 N N N 69.543 25.205 26.036 -4.501 0.292  -1.355 O4     0AU 18 
0AU C5     C5     C 0 1 N N N 68.673 27.392 26.426 -2.521 -0.033 -0.257 C5     0AU 19 
0AU C6     C6     C 0 1 N N N 68.659 28.654 25.965 -1.284 0.444  -0.001 C6     0AU 20 
0AU I      I      I 0 1 N N N 67.822 26.999 27.757 -3.153 -1.847 0.580  I      0AU 21 
0AU OXT    OXT    O 0 1 N N N 66.498 32.055 29.341 6.107  -1.532 0.324  OXT    0AU 22 
0AU "H5'1" "1H5'" H 0 0 N N N 65.947 30.447 25.698 2.681  -0.405 1.145  "H5'1" 0AU 23 
0AU "H5'2" "2H5'" H 0 0 N N N 65.289 32.029 25.126 4.194  0.522  1.275  "H5'2" 0AU 24 
0AU "H4'"  "H4'"  H 0 1 N N N 67.390 32.762 24.427 3.288  2.135  -0.438 "H4'"  0AU 25 
0AU "H3'"  "H3'"  H 0 1 N N N 66.672 29.912 23.504 2.424  1.774  2.327  "H3'"  0AU 26 
0AU "H1'"  "H1'"  H 0 1 N N N 70.362 30.778 24.286 0.634  3.070  -0.832 "H1'"  0AU 27 
0AU HA     HA     H 0 1 N N N 65.597 31.754 22.757 2.491  4.157  2.177  HA     0AU 28 
0AU "H2'"  "H2'"  H 0 1 N N N 68.810 29.809 22.293 0.130  1.629  1.833  "H2'"  0AU 29 
0AU HB     HB     H 0 1 N N N 69.321 32.474 22.984 0.329  3.937  2.536  HB     0AU 30 
0AU H6     H6     H 0 1 N N N 68.080 29.393 26.499 -0.611 -0.107 0.639  H6     0AU 31 
0AU H3     H3     H 0 1 N N N 70.651 26.182 24.105 -3.539 2.381  -2.212 H3     0AU 32 
0AU H11    H11    H 0 1 N N N 65.317 29.924 27.126 5.523  -3.166 -1.954 H11    0AU 33 
0AU H12    H12    H 0 1 N N N 67.396 32.131 29.041 6.677  -0.880 -0.107 H12    0AU 34 
# 
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 
0AU P     OP1    DOUB N N 1  
0AU P     OP2    SING N N 2  
0AU P     "O5'"  SING N N 3  
0AU P     OXT    SING N N 4  
0AU "O5'" "C5'"  SING N N 5  
0AU "C5'" "C4'"  SING N N 6  
0AU "C5'" "H5'1" SING N N 7  
0AU "C5'" "H5'2" SING N N 8  
0AU "C4'" "O4'"  SING N N 9  
0AU "C4'" "C3'"  SING N N 10 
0AU "C4'" "H4'"  SING N N 11 
0AU "O4'" "C1'"  SING N N 12 
0AU "C3'" "O3'"  SING N N 13 
0AU "C3'" "C2'"  SING N N 14 
0AU "C3'" "H3'"  SING N N 15 
0AU "O3'" HA     SING N N 16 
0AU "C2'" "O2'"  SING N N 17 
0AU "C2'" "C1'"  SING N N 18 
0AU "C2'" "H2'"  SING N N 19 
0AU "O2'" HB     SING N N 20 
0AU "C1'" N1     SING N N 21 
0AU "C1'" "H1'"  SING N N 22 
0AU N1    C2     SING N N 23 
0AU N1    C6     SING N N 24 
0AU C2    O2     DOUB N N 25 
0AU C2    N3     SING N N 26 
0AU N3    C4     SING N N 27 
0AU N3    H3     SING N N 28 
0AU C4    O4     DOUB N N 29 
0AU C4    C5     SING N N 30 
0AU C5    C6     DOUB N N 31 
0AU C5    I      SING N N 32 
0AU C6    H6     SING N N 33 
0AU OP2   H11    SING N N 34 
0AU OXT   H12    SING N N 35 
# 
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 
0AU SMILES           ACDLabs              10.04 "IC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2O)COP(=O)(O)O"                                                                                                                   
0AU InChI            InChI                1.02b "InChI=1/C9H12IN2O9P/c10-3-1-12(9(16)11-7(3)15)8-6(14)5(13)4(21-8)2-20-22(17,18)19/h1,4-6,8,13-14H,2H2,(H,11,15,16)(H2,17,18,19)/t4-,5-,6-,8-/m1/s1/f/h11,17-18H" 
0AU InChIKey         InChI                1.02b HXJLWCWPONZYNP-AKEJSHTLDN                                                                                                                                         
0AU SMILES_CANONICAL CACTVS               3.341 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=C(I)C(=O)NC2=O"                                                                                                 
0AU SMILES           CACTVS               3.341 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)N2C=C(I)C(=O)NC2=O"                                                                                                        
0AU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)I"                                                                                                
0AU SMILES           "OpenEye OEToolkits" 1.5.0 "C1=C(C(=O)NC(=O)N1C2C(C(C(O2)COP(=O)(O)O)O)O)I"                                                                                                                  
# 
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 
0AU "SYSTEMATIC NAME" ACDLabs              10.04 
;5-iodouridine 5'-(dihydrogen phosphate)
;
0AU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-3,4-dihydroxy-5-(5-iodo-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
0AU "Create component" 2007-11-11 RCSB 
# 
