data_4GW
# 
_chem_comp.id                                    4GW 
_chem_comp.name                                  
;5-(5-formylthiophen-2-yl)uridine 5'-(trihydrogen diphosphate)
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H16 N2 O13 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-01-13 
_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                        514.295 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4GW 
_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        3V0N 
_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 
4GW CBD   CBD   C 0 1 N N N 21.110 7.973  8.363  8.695  1.347  -1.553 CBD   4GW 1  
4GW OAD   OAD   O 0 1 N N N 21.849 8.836  9.147  9.252  0.271  -1.645 OAD   4GW 2  
4GW CBE   CBE   C 0 1 Y N N 21.581 6.568  8.301  7.391  1.422  -1.026 CBE   4GW 3  
4GW SBB   SBB   S 0 1 Y N N 22.692 5.842  9.342  6.446  0.051  -0.463 SBB   4GW 4  
4GW CAP   CAP   C 0 1 Y N N 21.184 5.590  7.377  6.667  2.578  -0.868 CAP   4GW 5  
4GW CAQ   CAQ   C 0 1 Y N N 21.801 4.321  7.578  5.424  2.402  -0.336 CAQ   4GW 6  
4GW CBF   CBF   C 0 1 Y N N 22.704 4.284  8.653  5.102  1.104  -0.044 CBF   4GW 7  
4GW CBG   CBG   C 0 1 N N N 23.440 3.058  9.134  3.822  0.657  0.537  CBG   4GW 8  
4GW CAR   CAR   C 0 1 N N N 23.162 1.790  8.608  2.974  -0.151 -0.171 CAR   4GW 9  
4GW CBH   CBH   C 0 1 N N N 24.304 3.118  10.222 3.427  1.062  1.895  CBH   4GW 10 
4GW OAE   OAE   O 0 1 N N N 24.609 4.334  10.791 4.149  1.777  2.565  OAE   4GW 11 
4GW NAV   NAV   N 0 1 N N N 24.905 2.001  10.671 2.246  0.626  2.381  NAV   4GW 12 
4GW CBI   CBI   C 0 1 N N N 24.648 0.807  10.117 1.453  -0.162 1.634  CBI   4GW 13 
4GW OAF   OAF   O 0 1 N N N 25.180 -0.189 10.570 0.395  -0.542 2.096  OAF   4GW 14 
4GW NBS   NBS   N 0 1 N N N 23.792 0.695  9.094  1.799  -0.547 0.395  NBS   4GW 15 
4GW "C1'" "C1'" C 0 1 N N R 23.527 -0.629 8.522  0.893  -1.412 -0.366 "C1'" 4GW 16 
4GW "O4'" "O4'" O 0 1 N N N 22.971 -0.534 7.149  -0.452 -0.890 -0.336 "O4'" 4GW 17 
4GW "C2'" "C2'" C 0 1 N N R 22.542 -1.417 9.291  0.759  -2.796 0.317  "C2'" 4GW 18 
4GW "O2'" "O2'" O 0 1 N N N 22.749 -2.775 9.087  1.801  -3.678 -0.108 "O2'" 4GW 19 
4GW "C3'" "C3'" C 0 1 N N S 21.297 -0.966 8.653  -0.619 -3.279 -0.197 "C3'" 4GW 20 
4GW "O3'" "O3'" O 0 1 N N N 20.214 -1.726 8.986  -0.457 -4.160 -1.310 "O3'" 4GW 21 
4GW "C4'" "C4'" C 0 1 N N R 21.664 -1.033 7.208  -1.334 -1.986 -0.632 "C4'" 4GW 22 
4GW "C5'" "C5'" C 0 1 N N N 20.749 -0.264 6.340  -2.641 -1.827 0.147  "C5'" 4GW 23 
4GW "O5'" "O5'" O 0 1 N N N 20.506 1.065  6.679  -3.345 -0.679 -0.333 "O5'" 4GW 24 
4GW PBT   PBT   P 0 1 N N N 19.086 1.468  7.167  -4.766 -0.210 0.262  PBT   4GW 25 
4GW OAN   OAN   O 0 1 N N N 18.505 0.341  7.980  -5.727 -1.332 0.187  OAN   4GW 26 
4GW OAG   OAG   O 0 1 N N N 19.153 2.707  8.037  -4.582 0.239  1.797  OAG   4GW 27 
4GW OBA   OBA   O 0 1 N N N 18.216 1.769  5.915  -5.323 1.033  -0.598 OBA   4GW 28 
4GW PBU   PBU   P 0 1 N N N 16.672 1.612  5.913  -6.760 1.746  -0.729 PBU   4GW 29 
4GW OAO   OAO   O 0 1 N N N 16.028 2.863  5.370  -6.979 2.745  0.514  OAO   4GW 30 
4GW OAH   OAH   O 0 1 N N N 16.122 1.428  7.313  -6.821 2.580  -2.105 OAH   4GW 31 
4GW O1    O1    O 0 1 N N N 16.303 0.410  5.097  -7.824 0.717  -0.728 O1    4GW 32 
4GW H1    H1    H 0 1 N N N 20.235 8.304  7.823  9.201  2.247  -1.870 H1    4GW 33 
4GW H4    H4    H 0 1 N N N 20.475 5.781  6.585  7.051  3.549  -1.145 H4    4GW 34 
4GW H5    H5    H 0 1 N N N 21.592 3.462  6.957  4.746  3.224  -0.157 H5    4GW 35 
4GW H7    H7    H 0 1 N N N 22.441 1.685  7.811  3.234  -0.471 -1.169 H7    4GW 36 
4GW H8    H8    H 0 1 N N N 25.554 2.062  11.430 1.967  0.883  3.274  H8    4GW 37 
4GW H9    H9    H 0 1 N N N 24.471 -1.192 8.479  1.242  -1.522 -1.392 H9    4GW 38 
4GW H10   H10   H 0 1 N N N 22.563 -1.144 10.356 0.756  -2.696 1.403  H10   4GW 39 
4GW H11   H11   H 0 1 N N N 22.111 -3.271 9.586  1.759  -4.557 0.292  H11   4GW 40 
4GW H12   H12   H 0 1 N N N 21.122 0.087  8.921  -1.172 -3.773 0.602  H12   4GW 41 
4GW H13   H13   H 0 1 N N N 19.418 -1.263 8.752  0.039  -4.965 -1.106 H13   4GW 42 
4GW H14   H14   H 0 1 N N N 21.651 -2.086 6.891  -1.539 -2.018 -1.702 H14   4GW 43 
4GW H15   H15   H 0 1 N N N 19.781 -0.786 6.338  -3.257 -2.715 0.008  H15   4GW 44 
4GW H16   H16   H 0 1 N N N 21.173 -0.273 5.325  -2.420 -1.700 1.207  H16   4GW 45 
4GW H17   H17   H 0 1 N N N 18.816 2.506  8.902  -3.964 0.972  1.922  H17   4GW 46 
4GW H18   H18   H 0 1 N N N 15.506 2.645  4.606  -6.317 3.447  0.576  H18   4GW 47 
4GW H19   H19   H 0 1 N N N 15.666 0.596  7.368  -7.661 3.037  -2.251 H19   4GW 48 
# 
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 
4GW O1    PBU   DOUB N N 1  
4GW OAO   PBU   SING N N 2  
4GW PBU   OBA   SING N N 3  
4GW PBU   OAH   SING N N 4  
4GW OBA   PBT   SING N N 5  
4GW "C5'" "O5'" SING N N 6  
4GW "C5'" "C4'" SING N N 7  
4GW "O5'" PBT   SING N N 8  
4GW "O4'" "C4'" SING N N 9  
4GW "O4'" "C1'" SING N N 10 
4GW PBT   OAN   DOUB N N 11 
4GW PBT   OAG   SING N N 12 
4GW "C4'" "C3'" SING N N 13 
4GW CAP   CAQ   SING Y N 14 
4GW CAP   CBE   DOUB Y N 15 
4GW CAQ   CBF   DOUB Y N 16 
4GW CBE   CBD   SING N N 17 
4GW CBE   SBB   SING Y N 18 
4GW CBD   OAD   DOUB N N 19 
4GW "C1'" NBS   SING N N 20 
4GW "C1'" "C2'" SING N N 21 
4GW CAR   NBS   SING N N 22 
4GW CAR   CBG   DOUB N N 23 
4GW "C3'" "O3'" SING N N 24 
4GW "C3'" "C2'" SING N N 25 
4GW CBF   CBG   SING N N 26 
4GW CBF   SBB   SING Y N 27 
4GW "O2'" "C2'" SING N N 28 
4GW NBS   CBI   SING N N 29 
4GW CBG   CBH   SING N N 30 
4GW CBI   OAF   DOUB N N 31 
4GW CBI   NAV   SING N N 32 
4GW CBH   NAV   SING N N 33 
4GW CBH   OAE   DOUB N N 34 
4GW CBD   H1    SING N N 35 
4GW CAP   H4    SING N N 36 
4GW CAQ   H5    SING N N 37 
4GW CAR   H7    SING N N 38 
4GW NAV   H8    SING N N 39 
4GW "C1'" H9    SING N N 40 
4GW "C2'" H10   SING N N 41 
4GW "O2'" H11   SING N N 42 
4GW "C3'" H12   SING N N 43 
4GW "O3'" H13   SING N N 44 
4GW "C4'" H14   SING N N 45 
4GW "C5'" H15   SING N N 46 
4GW "C5'" H16   SING N N 47 
4GW OAG   H17   SING N N 48 
4GW OAO   H18   SING N N 49 
4GW OAH   H19   SING N N 50 
# 
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 
4GW SMILES           ACDLabs              12.01 "O=Cc3sc(C=1C(=O)NC(=O)N(C=1)C2OC(COP(=O)(O)OP(=O)(O)O)C(O)C2O)cc3"                                                                                                                                          
4GW InChI            InChI                1.03  "InChI=1S/C14H16N2O13P2S/c17-4-6-1-2-9(32-6)7-3-16(14(21)15-12(7)20)13-11(19)10(18)8(28-13)5-27-31(25,26)29-30(22,23)24/h1-4,8,10-11,13,18-19H,5H2,(H,25,26)(H,15,20,21)(H2,22,23,24)/t8-,10-,11-,13-/m1/s1" 
4GW InChIKey         InChI                1.03  JAVHWQPALRUGBE-UORFTKCHSA-N                                                                                                                                                                                  
4GW 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)c3sc(C=O)cc3"                                                                                                                      
4GW 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)c3sc(C=O)cc3"                                                                                                                             
4GW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(sc1C=O)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"                                                                                                                         
4GW SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(sc1C=O)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 
4GW "SYSTEMATIC NAME" ACDLabs              12.01 
;5-(5-formylthiophen-2-yl)uridine 5'-(trihydrogen diphosphate)
;
4GW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,4R,5R)-5-[5-(5-methanoylthiophen-2-yl)-2,4-bis(oxidanylidene)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 
4GW "Create component" 2012-01-13 RCSB 
4GW "Initial release"  2013-01-18 RCSB 
# 
