data_5GW
# 
_chem_comp.id                                    5GW 
_chem_comp.name                                  
;5-phenyluridine 5'-(trihydrogen diphosphate)
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H18 N2 O12 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-01-04 
_chem_comp.pdbx_modified_date                    2013-01-18 
_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                        480.257 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5GW 
_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        3V0M 
_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 
5GW CAM   CAM   C 0 1 Y N N 35.292 55.148 1.510  -5.595 -2.709 -0.355 CAM   5GW 1  
5GW CAK   CAK   C 0 1 Y N N 36.477 55.721 1.971  -6.650 -3.335 -0.986 CAK   5GW 2  
5GW CAJ   CAJ   C 0 1 Y N N 36.964 55.393 3.228  -7.615 -2.585 -1.634 CAJ   5GW 3  
5GW CAL   CAL   C 0 1 Y N N 36.266 54.488 4.032  -7.529 -1.204 -1.652 CAL   5GW 4  
5GW CAN   CAN   C 0 1 Y N N 35.086 53.919 3.572  -6.477 -0.567 -1.025 CAN   5GW 5  
5GW CAU   CAU   C 0 1 Y N N 34.594 54.253 2.312  -5.502 -1.318 -0.370 CAU   5GW 6  
5GW CAV   CAV   C 0 1 N N N 33.327 53.630 1.814  -4.370 -0.640 0.306  CAV   5GW 7  
5GW CAO   CAO   C 0 1 N N N 32.855 52.425 2.343  -3.453 0.072  -0.410 CAO   5GW 8  
5GW CAW   CAW   C 0 1 N N N 32.589 54.238 0.788  -4.212 -0.712 1.765  CAW   5GW 9  
5GW OAA   OAA   O 0 1 N N N 33.008 55.391 0.252  -5.008 -1.333 2.445  OAA   5GW 10 
5GW NAQ   NAQ   N 0 1 N N N 31.453 53.658 0.343  -3.165 -0.078 2.335  NAQ   5GW 11 
5GW CAX   CAX   C 0 1 N N N 31.032 52.483 0.894  -2.290 0.604  1.576  CAX   5GW 12 
5GW OAB   OAB   O 0 1 N N N 29.982 51.956 0.475  -1.356 1.167  2.112  OAB   5GW 13 
5GW NBC   NBC   N 0 1 N N N 31.700 51.880 1.861  -2.422 0.686  0.242  NBC   5GW 14 
5GW "C1'" "C1'" C 0 1 N N R 31.204 50.615 2.423  -1.436 1.444  -0.532 "C1'" 5GW 15 
5GW "O4'" "O4'" O 0 1 N N N 31.756 50.480 3.767  -0.100 0.982  -0.234 "O4'" 5GW 16 
5GW "C2'" "C2'" C 0 1 N N R 31.679 49.484 1.630  -1.444 2.929  -0.105 "C2'" 5GW 17 
5GW "O2'" "O2'" O 0 1 N N N 30.763 48.440 1.728  -2.221 3.707  -1.017 "O2'" 5GW 18 
5GW "C3'" "C3'" C 0 1 N N S 32.917 49.144 2.336  0.043  3.346  -0.168 "C3'" 5GW 19 
5GW "O3'" "O3'" O 0 1 N N N 33.209 47.825 2.022  0.228  4.394  -1.121 "O3'" 5GW 20 
5GW "C4'" "C4'" C 0 1 N N R 32.542 49.312 3.759  0.773  2.064  -0.625 "C4'" 5GW 21 
5GW "C5'" "C5'" C 0 1 N N N 33.717 49.498 4.651  2.124  1.940  0.082  "C5'" 5GW 22 
5GW "O5'" "O5'" O 0 1 N N N 34.653 50.429 4.240  2.833  0.813  -0.439 "O5'" 5GW 23 
5GW PBE   PBE   P 0 1 N N N 36.094 49.948 3.719  4.296  0.383  0.077  PBE   5GW 24 
5GW OAI   OAI   O 0 1 N N N 35.967 48.608 2.999  5.357  1.535  -0.296 OAI   5GW 25 
5GW OAD   OAD   O 0 1 N N N 36.716 50.982 2.847  4.266  0.196  1.545  OAD   5GW 26 
5GW OAT   OAT   O 0 1 N N N 36.862 49.786 5.049  4.730  -0.997 -0.631 OAT   5GW 27 
5GW PBD   PBD   P 0 1 N N N 38.105 48.864 5.405  5.812  -2.138 -0.287 PBD   5GW 28 
5GW OAG   OAG   O 0 1 N N N 37.872 47.435 5.082  6.139  -2.986 -1.616 OAG   5GW 29 
5GW OAH   OAH   O 0 1 N N N 39.301 49.380 4.554  7.053  -1.507 0.213  OAH   5GW 30 
5GW OAC   OAC   O 0 1 N N N 38.453 49.128 6.823  5.216  -3.119 0.842  OAC   5GW 31 
5GW H1    H1    H 0 1 N N N 34.917 55.400 0.529  -4.844 -3.295 0.154  H1    5GW 32 
5GW H2    H2    H 0 1 N N N 37.016 56.420 1.349  -6.722 -4.412 -0.975 H2    5GW 33 
5GW H3    H3    H 0 1 N N N 37.882 55.837 3.585  -8.439 -3.079 -2.127 H3    5GW 34 
5GW H4    H4    H 0 1 N N N 36.644 54.231 5.011  -8.285 -0.623 -2.159 H4    5GW 35 
5GW H5    H5    H 0 1 N N N 34.549 53.216 4.192  -6.411 0.510  -1.040 H5    5GW 36 
5GW H6    H6    H 0 1 N N N 33.402 51.927 3.130  -3.542 0.149  -1.483 H6    5GW 37 
5GW H7    H7    H 0 1 N N N 30.923 54.088 -0.387 -3.045 -0.115 3.296  H7    5GW 38 
5GW H8    H8    H 0 1 N N N 30.105 50.621 2.460  -1.639 1.353  -1.599 H8    5GW 39 
5GW H9    H9    H 0 1 N N N 31.877 49.777 0.588  -1.828 3.035  0.910  H9    5GW 40 
5GW H10   H10   H 0 1 N N N 29.966 48.673 1.267  -2.212 4.656  -0.831 H10   5GW 41 
5GW H11   H11   H 0 1 N N N 33.732 49.830 2.061  0.394  3.655  0.816  H11   5GW 42 
5GW H12   H12   H 0 1 N N N 34.009 47.564 2.462  -0.258 5.204  -0.914 H12   5GW 43 
5GW H13   H13   H 0 1 N N N 31.956 48.444 4.094  0.909  2.069  -1.707 H13   5GW 44 
5GW H14   H14   H 0 1 N N N 33.344 49.810 5.637  2.707  2.845  -0.087 H14   5GW 45 
5GW H15   H15   H 0 1 N N N 34.226 48.527 4.742  1.964  1.805  1.151  H15   5GW 46 
5GW H16   H16   H 0 1 N N N 36.314 48.687 2.118  5.429  1.711  -1.244 H16   5GW 47 
5GW H17   H17   H 0 1 N N N 38.501 47.151 4.430  6.785  -3.693 -1.482 H17   5GW 48 
5GW H18   H18   H 0 1 N N N 39.307 49.541 6.868  4.400  -3.568 0.583  H18   5GW 49 
# 
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 
5GW OAA   CAW   DOUB N N 1  
5GW NAQ   CAW   SING N N 2  
5GW NAQ   CAX   SING N N 3  
5GW OAB   CAX   DOUB N N 4  
5GW CAW   CAV   SING N N 5  
5GW CAX   NBC   SING N N 6  
5GW CAM   CAK   DOUB Y N 7  
5GW CAM   CAU   SING Y N 8  
5GW "C2'" "O2'" SING N N 9  
5GW "C2'" "C3'" SING N N 10 
5GW "C2'" "C1'" SING N N 11 
5GW CAV   CAU   SING N N 12 
5GW CAV   CAO   DOUB N N 13 
5GW NBC   CAO   SING N N 14 
5GW NBC   "C1'" SING N N 15 
5GW CAK   CAJ   SING Y N 16 
5GW "O3'" "C3'" SING N N 17 
5GW CAU   CAN   DOUB Y N 18 
5GW "C3'" "C4'" SING N N 19 
5GW "C1'" "O4'" SING N N 20 
5GW OAD   PBE   DOUB N N 21 
5GW OAI   PBE   SING N N 22 
5GW CAJ   CAL   DOUB Y N 23 
5GW CAN   CAL   SING Y N 24 
5GW PBE   "O5'" SING N N 25 
5GW PBE   OAT   SING N N 26 
5GW "C4'" "O4'" SING N N 27 
5GW "C4'" "C5'" SING N N 28 
5GW "O5'" "C5'" SING N N 29 
5GW OAH   PBD   DOUB N N 30 
5GW OAT   PBD   SING N N 31 
5GW OAG   PBD   SING N N 32 
5GW PBD   OAC   SING N N 33 
5GW CAM   H1    SING N N 34 
5GW CAK   H2    SING N N 35 
5GW CAJ   H3    SING N N 36 
5GW CAL   H4    SING N N 37 
5GW CAN   H5    SING N N 38 
5GW CAO   H6    SING N N 39 
5GW NAQ   H7    SING N N 40 
5GW "C1'" H8    SING N N 41 
5GW "C2'" H9    SING N N 42 
5GW "O2'" H10   SING N N 43 
5GW "C3'" H11   SING N N 44 
5GW "O3'" H12   SING N N 45 
5GW "C4'" H13   SING N N 46 
5GW "C5'" H14   SING N N 47 
5GW "C5'" H15   SING N N 48 
5GW OAI   H16   SING N N 49 
5GW OAG   H17   SING N N 50 
5GW OAC   H18   SING N N 51 
# 
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 
5GW SMILES           ACDLabs              12.01 "O=P(O)(O)OP(=O)(O)OCC3OC(N2C(=O)NC(=O)C(c1ccccc1)=C2)C(O)C3O"                                                                                                                                           
5GW InChI            InChI                1.03  "InChI=1S/C15H18N2O12P2/c18-11-10(7-27-31(25,26)29-30(22,23)24)28-14(12(11)19)17-6-9(13(20)16-15(17)21)8-4-2-1-3-5-8/h1-6,10-12,14,18-19H,7H2,(H,25,26)(H,16,20,21)(H2,22,23,24)/t10-,11-,12-,14-/m1/s1" 
5GW InChIKey         InChI                1.03  YEGUYIFHFHBENO-HKUMRIAESA-N                                                                                                                                                                              
5GW SMILES_CANONICAL CACTVS               3.370 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(=O)O[P](O)(O)=O)N2C=C(C(=O)NC2=O)c3ccccc3"                                                                                                                      
5GW SMILES           CACTVS               3.370 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(=O)O[P](O)(O)=O)N2C=C(C(=O)NC2=O)c3ccccc3"                                                                                                                             
5GW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C2=CN(C(=O)NC2=O)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)O)O)O"                                                                                                                       
5GW SMILES           "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C2=CN(C(=O)NC2=O)C3C(C(C(O3)COP(=O)(O)OP(=O)(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 
5GW "SYSTEMATIC NAME" ACDLabs              12.01 
;5-phenyluridine 5'-(trihydrogen diphosphate)
;
5GW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,4R,5R)-5-[2,4-bis(oxidanylidene)-5-phenyl-pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methyl phosphono hydrogen 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 
5GW "Create component" 2012-01-04 RCSB 
5GW "Initial release"  2013-01-18 RCSB 
# 
