data_6AU
# 
_chem_comp.id                                    6AU 
_chem_comp.name                                  
;6-acetyluridine 5'-phosphate
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H15 N2 O10 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-10-23 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        366.218 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6AU 
_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        3EX0 
_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 
6AU O3P    O3P    O 0 1 N N N 27.293 -10.773 13.768 -4.579 -1.845 -0.603 O1  6AU 1  
6AU P      P      P 0 1 N N N 26.269 -11.076 14.842 -4.638 -0.803 0.447  P1  6AU 2  
6AU O1P    O1P    O 0 1 N N N 25.038 -11.715 14.313 -5.773 0.275  0.069  O2  6AU 3  
6AU O2P    O2P    O 0 1 N N N 26.906 -11.815 15.980 -4.994 -1.485 1.861  O3  6AU 4  
6AU "O5'"  "O5'"  O 0 1 N N N 25.897 -9.676  15.536 -3.211 -0.065 0.551  O4  6AU 5  
6AU "C5'"  "C5'"  C 0 1 N N N 25.077 -8.709  14.890 -2.567 0.547  -0.568 C1  6AU 6  
6AU "C4'"  "C4'"  C 0 1 N N R 25.071 -7.464  15.786 -1.235 1.153  -0.123 C2  6AU 7  
6AU "C3'"  "C3'"  C 0 1 N N S 24.256 -7.651  17.051 -0.580 1.928  -1.287 C3  6AU 8  
6AU "C2'"  "C2'"  C 0 1 N N R 22.913 -7.077  16.678 0.930  1.644  -1.125 C4  6AU 9  
6AU "O2'"  "O2'"  O 0 1 N N N 22.236 -6.595  17.825 1.647  2.860  -0.899 O5  6AU 10 
6AU "C1'"  "C1'"  C 0 1 N N R 23.273 -5.987  15.660 1.009  0.731  0.119  C5  6AU 11 
6AU "O4'"  "O4'"  O 0 1 N N N 24.522 -6.338  15.087 -0.292 0.109  0.202  O6  6AU 12 
6AU N1     N1     N 0 1 N N N 22.277 -5.752  14.599 2.052  -0.283 -0.058 N1  6AU 13 
6AU C6     C6     C 0 1 N N N 21.665 -4.477  14.427 3.248  -0.149 0.617  C6  6AU 14 
6AU C7     C7     C 0 1 N N N 22.443 -3.229  14.550 3.476  1.005  1.509  C7  6AU 15 
6AU C72    C72    C 0 1 N N N 23.905 -3.273  14.480 4.401  0.873  2.691  C8  6AU 16 
6AU O71    O71    O 0 1 N N N 21.814 -2.088  14.652 2.920  2.056  1.292  O7  6AU 17 
6AU C5     C5     C 0 1 N N N 20.531 -4.348  13.551 4.215  -1.092 0.452  C9  6AU 18 
6AU C4     C4     C 0 1 N N N 20.193 -5.448  12.805 3.943  -2.222 -0.446 C10 6AU 19 
6AU O4     O4     O 0 1 N N N 19.289 -5.379  11.952 4.779  -3.088 -0.622 O8  6AU 20 
6AU N3     N3     N 0 1 N N N 20.876 -6.583  12.914 2.749  -2.284 -1.071 N2  6AU 21 
6AU C2     C2     C 0 1 N N N 21.876 -6.785  13.785 1.824  -1.328 -0.870 C11 6AU 22 
6AU O2     O2     O 0 1 N N N 22.406 -7.904  13.843 0.756  -1.409 -1.445 O9  6AU 23 
6AU "O3'"  "O3'"  O 0 1 N N N 24.843 -6.937  18.161 -0.842 3.328  -1.167 O10 6AU 24 
6AU HO1P   HO1P   H 0 0 N N N 24.421 -11.852 15.023 -5.868 0.989  0.715  H1  6AU 25 
6AU HO2P   HO2P   H 0 0 N N N 27.041 -12.722 15.733 -5.843 -1.949 1.871  H2  6AU 26 
6AU "H5'"  "H5'"  H 0 1 N N N 25.483 -8.465  13.897 -2.386 -0.203 -1.338 H3  6AU 27 
6AU "H5'A" "H5'A" H 0 0 N N N 24.057 -9.093  14.743 -3.207 1.333  -0.971 H4  6AU 28 
6AU "H4'"  "H4'"  H 0 1 N N N 26.123 -7.292  16.058 -1.386 1.810  0.734  H5  6AU 29 
6AU "H3'"  "H3'"  H 0 1 N N N 24.200 -8.699  17.380 -0.940 1.554  -2.245 H6  6AU 30 
6AU "H2'"  "H2'"  H 0 1 N N N 22.209 -7.806  16.250 1.319  1.130  -2.004 H7  6AU 31 
6AU "HO2'" "HO2'" H 0 0 N N N 22.856 -6.487  18.537 1.581  3.496  -1.625 H8  6AU 32 
6AU "H1'"  "H1'"  H 0 1 N N N 23.308 -5.034  16.209 1.204  1.323  1.013  H9  6AU 33 
6AU H72    H72    H 0 1 N N N 24.222 -3.284  13.427 4.806  -0.139 2.724  H10 6AU 34 
6AU H72A   H72A   H 0 0 N N N 24.323 -2.386  14.979 5.218  1.588  2.595  H11 6AU 35 
6AU H72B   H72B   H 0 0 N N N 24.269 -4.182  14.982 3.849  1.074  3.609  H12 6AU 36 
6AU H5     H5     H 0 1 N N N 19.971 -3.427  13.484 5.161  -1.010 0.968  H13 6AU 37 
6AU HN3    HN3    H 0 1 N N N 20.628 -7.337  12.306 2.555  -3.024 -1.666 H14 6AU 38 
6AU "HO3'" "HO3'" H 0 0 N N N 24.972 -7.533  18.889 -0.454 3.862  -1.873 H15 6AU 39 
# 
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 
6AU O3P   P      DOUB N N 1  
6AU P     "O5'"  SING N N 2  
6AU P     O2P    SING N N 3  
6AU O1P   P      SING N N 4  
6AU O1P   HO1P   SING N N 5  
6AU O2P   HO2P   SING N N 6  
6AU "C5'" "O5'"  SING N N 7  
6AU "C5'" "C4'"  SING N N 8  
6AU "C5'" "H5'"  SING N N 9  
6AU "C5'" "H5'A" SING N N 10 
6AU "C4'" "C3'"  SING N N 11 
6AU "C4'" "H4'"  SING N N 12 
6AU "C3'" "O3'"  SING N N 13 
6AU "C3'" "H3'"  SING N N 14 
6AU "C2'" "C3'"  SING N N 15 
6AU "C2'" "O2'"  SING N N 16 
6AU "C2'" "H2'"  SING N N 17 
6AU "O2'" "HO2'" SING N N 18 
6AU "C1'" "C2'"  SING N N 19 
6AU "C1'" "H1'"  SING N N 20 
6AU "O4'" "C4'"  SING N N 21 
6AU "O4'" "C1'"  SING N N 22 
6AU N1    "C1'"  SING N N 23 
6AU C6    N1     SING N N 24 
6AU C6    C7     SING N N 25 
6AU C7    O71    DOUB N N 26 
6AU C72   C7     SING N N 27 
6AU C72   H72    SING N N 28 
6AU C72   H72A   SING N N 29 
6AU C72   H72B   SING N N 30 
6AU C5    C6     DOUB N N 31 
6AU C5    H5     SING N N 32 
6AU C4    C5     SING N N 33 
6AU C4    N3     SING N N 34 
6AU O4    C4     DOUB N N 35 
6AU N3    C2     SING N N 36 
6AU N3    HN3    SING N N 37 
6AU C2    N1     SING N N 38 
6AU C2    O2     DOUB N N 39 
6AU "O3'" "HO3'" SING N N 40 
# 
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 
6AU SMILES           ACDLabs              10.04 "O=C(C=1N(C(=O)NC(=O)C=1)C2OC(C(O)C2O)COP(=O)(O)O)C"                                                                                                                
6AU SMILES_CANONICAL CACTVS               3.341 "CC(=O)C1=CC(=O)NC(=O)N1[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O"                                                                                               
6AU SMILES           CACTVS               3.341 "CC(=O)C1=CC(=O)NC(=O)N1[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O"                                                                                                     
6AU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)C1=CC(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O"                                                                                               
6AU SMILES           "OpenEye OEToolkits" 1.5.0 "CC(=O)C1=CC(=O)NC(=O)N1C2C(C(C(O2)COP(=O)(O)O)O)O"                                                                                                                 
6AU InChI            InChI                1.03  "InChI=1S/C11H15N2O10P/c1-4(14)5-2-7(15)12-11(18)13(5)10-9(17)8(16)6(23-10)3-22-24(19,20)21/h2,6,8-10,16-17H,3H2,1H3,(H,12,15,18)(H2,19,20,21)/t6-,8-,9-,10-/m1/s1" 
6AU InChIKey         InChI                1.03  DGRKHSCAMDBXTC-PEBGCTIMSA-N                                                                                                                                         
# 
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 
6AU "SYSTEMATIC NAME" ACDLabs              10.04 
;6-acetyluridine 5'-(dihydrogen phosphate)
;
6AU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-ethanoyl-2,4-dioxo-pyrimidin-1-yl)-3,4-dihydroxy-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 
6AU "Create component"  2008-10-23 RCSB 
6AU "Modify descriptor" 2011-06-04 RCSB 
# 
