data_1GW
# 
_chem_comp.id                                    1GW 
_chem_comp.name                                  "5-(2-FORMYLTHIEN-5-YL)-URIDINE-5'-DIPHOSPHATE-ALPHA-D-GALACTOSE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H26 N2 O18 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-08-17 
_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                        676.436 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1GW 
_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        3IOI 
_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 
1GW N1     N1     N 0 1 N N N 16.400 22.962 7.881  -4.171 -0.988 -0.182 N1     1GW 1  
1GW C2     C2     C 0 1 N N N 17.571 23.746 8.138  -4.264 -1.549 -1.398 C2     1GW 2  
1GW O2     O2     O 0 1 N N N 18.027 24.387 7.242  -3.588 -2.528 -1.650 O2     1GW 3  
1GW N3     N3     N 0 1 N N N 18.151 23.706 9.450  -5.082 -1.060 -2.347 N3     1GW 4  
1GW C4     C4     C 0 1 N N N 17.610 22.953 10.451 -5.843 0.025  -2.096 C4     1GW 5  
1GW O4     O4     O 0 1 N N N 18.091 22.957 11.553 -6.586 0.474  -2.950 O4     1GW 6  
1GW C5     C5     C 0 1 N N N 16.328 22.138 10.147 -5.758 0.655  -0.770 C5     1GW 7  
1GW C6     C6     C 0 1 N N N 15.784 22.128 8.904  -4.906 0.110  0.152  C6     1GW 8  
1GW PA     PA     P 0 1 N N N 14.472 18.224 7.394  2.353  -2.592 -0.509 PA     1GW 9  
1GW PB     PB     P 0 1 N N N 12.384 16.299 6.631  4.894  -1.066 -0.539 PB     1GW 10 
1GW "C1'"  "C1'"  C 0 1 N N R 10.034 17.103 5.542  6.701  0.674  0.381  "C1'"  1GW 11 
1GW O1A    O1A    O 0 1 N N N 15.166 17.918 5.960  2.994  -3.779 0.100  O1A    1GW 12 
1GW O1B    O1B    O 0 1 N N N 11.518 15.246 7.558  5.205  -0.856 -2.105 O1B    1GW 13 
1GW C1D    C1D    C 0 1 N N R 15.849 23.059 6.522  -3.265 -1.573 0.810  C1D    1GW 14 
1GW "C2'"  "C2'"  C 0 1 N N R 9.934  17.767 4.192  6.908  1.403  1.712  "C2'"  1GW 15 
1GW "O2'"  "O2'"  O 0 1 N N N 10.879 17.218 3.306  6.549  0.538  2.791  "O2'"  1GW 16 
1GW O2A    O2A    O 0 1 N N N 15.296 17.900 8.551  2.100  -2.864 -2.076 O2A    1GW 17 
1GW O2B    O2B    O 0 1 N N N 13.247 15.680 5.615  5.647  -2.238 -0.040 O2B    1GW 18 
1GW C2D    C2D    C 0 1 N N R 16.638 22.281 5.487  -3.693 -3.020 1.141  C2D    1GW 19 
1GW O2D    O2D    O 0 1 N N N 16.611 22.852 4.183  -4.454 -3.053 2.350  O2D    1GW 20 
1GW "C3'"  "C3'"  C 0 1 N N S 10.220 19.259 4.413  6.025  2.654  1.742  "C3'"  1GW 21 
1GW "O3'"  "O3'"  O 0 1 N N N 10.244 19.963 3.188  6.266  3.379  2.949  "O3'"  1GW 22 
1GW O3A    O3A    O 0 1 N N N 13.134 17.294 7.687  3.316  -1.314 -0.334 O3A    1GW 23 
1GW O3B    O3B    O 0 1 N N N 11.338 17.418 5.989  5.341  0.247  0.278  O3B    1GW 24 
1GW C3D    C3D    C 0 1 N N S 15.968 20.919 5.551  -2.356 -3.774 1.322  C3D    1GW 25 
1GW O3D    O3D    O 0 1 N N N 16.267 20.075 4.458  -2.251 -4.295 2.649  O3D    1GW 26 
1GW "C4'"  "C4'"  C 0 1 N N R 9.102  19.807 5.345  6.366  3.536  0.537  "C4'"  1GW 27 
1GW "O4'"  "O4'"  O 0 1 N N N 7.858  19.841 4.666  7.723  3.973  0.634  "O4'"  1GW 28 
1GW C4D    C4D    C 0 1 N N R 14.462 21.344 5.652  -1.280 -2.693 1.079  C4D    1GW 29 
1GW O4D    O4D    O 0 1 N N N 14.517 22.518 6.547  -1.934 -1.697 0.263  O4D    1GW 30 
1GW "C5'"  "C5'"  C 0 1 N N R 9.077  19.030 6.721  6.180  2.725  -0.748 "C5'"  1GW 31 
1GW "O5'"  "O5'"  O 0 1 N N N 9.020  17.597 6.431  7.006  1.560  -0.698 "O5'"  1GW 32 
1GW C5D    C5D    C 0 1 N N N 13.454 20.282 6.199  -0.084 -3.291 0.333  C5D    1GW 33 
1GW O5D    O5D    O 0 1 N N N 13.985 19.761 7.424  0.947  -2.308 0.221  O5D    1GW 34 
1GW "C6'"  "C6'"  C 0 1 N N N 7.927  19.451 7.665  6.576  3.580  -1.953 "C6'"  1GW 35 
1GW "O6'"  "O6'"  O 0 1 N N N 8.064  20.679 8.304  6.293  2.866  -3.158 "O6'"  1GW 36 
1GW OAB    OAB    O 0 1 N N N 15.042 20.164 15.865 -9.826 3.910  1.922  OAB    1GW 37 
1GW CAP    CAP    C 0 1 Y N N 14.263 19.487 12.355 -7.299 4.023  -0.570 CAP    1GW 38 
1GW CAQ    CAQ    C 0 1 Y N N 14.500 20.288 11.033 -6.440 3.071  -1.035 CAQ    1GW 39 
1GW SAZ    SAZ    S 0 1 Y N N 16.333 21.003 12.727 -7.846 1.896  0.763  SAZ    1GW 40 
1GW CBA    CBA    C 0 1 N N N 15.434 19.315 14.829 -9.120 4.390  1.057  CBA    1GW 41 
1GW CBE    CBE    C 0 1 Y N N 15.345 19.878 13.417 -8.151 3.593  0.418  CBE    1GW 42 
1GW CBF    CBF    C 0 1 Y N N 15.723 21.224 11.228 -6.567 1.844  -0.442 CBF    1GW 43 
1GW HN3    HN3    H 0 1 N N N 18.973 24.244 9.635  -5.124 -1.490 -3.216 HN3    1GW 44 
1GW H6     H6     H 0 1 N N N 14.920 21.520 8.680  -4.818 0.546  1.136  H6     1GW 45 
1GW "H1'"  "H1'"  H 0 1 N N N 9.872  16.016 5.499  7.359  -0.194 0.336  "H1'"  1GW 46 
1GW HO1B   HO1B   H 0 0 N N N 11.710 14.355 7.290  4.744  -0.103 -2.500 HO1B   1GW 47 
1GW H1D    H1D    H 0 1 N N N 15.884 24.120 6.234  -3.249 -0.964 1.713  H1D    1GW 48 
1GW "H2'"  "H2'"  H 0 1 N N N 8.938  17.615 3.751  7.954  1.693  1.809  "H2'"  1GW 49 
1GW "HO2'" "HO2'" H 0 0 N N N 10.806 17.644 2.460  7.066  -0.279 2.829  "HO2'" 1GW 50 
1GW HO2A   HO2A   H 0 0 N N N 16.130 17.552 8.259  1.682  -2.126 -2.540 HO2A   1GW 51 
1GW H2D    H2D    H 0 1 N N N 17.718 22.262 5.697  -4.264 -3.448 0.318  H2D    1GW 52 
1GW HO2D   HO2D   H 0 0 N N N 17.123 22.314 3.591  -4.748 -3.938 2.606  HO2D   1GW 53 
1GW "H3'"  "H3'"  H 0 1 N N N 11.210 19.394 4.872  4.976  2.361  1.694  "H3'"  1GW 54 
1GW "HO3'" "HO3'" H 0 0 N N N 10.422 20.881 3.353  6.077  2.878  3.754  "HO3'" 1GW 55 
1GW H3D    H3D    H 0 1 N N N 16.309 20.287 6.384  -2.267 -4.575 0.588  H3D    1GW 56 
1GW HO3D   HO3D   H 0 0 N N N 15.995 19.187 4.659  -2.940 -4.935 2.876  HO3D   1GW 57 
1GW "H4'"  "H4'"  H 0 1 N N N 9.324  20.851 5.609  5.704  4.402  0.521  "H4'"  1GW 58 
1GW "HO4'" "HO4'" H 0 0 N N N 7.188  20.178 5.249  7.914  4.490  1.429  "HO4'" 1GW 59 
1GW H4D    H4D    H 0 1 N N N 14.062 21.520 4.642  -0.957 -2.259 2.025  H4D    1GW 60 
1GW "H5'"  "H5'"  H 0 1 N N N 9.995  19.288 7.270  5.136  2.426  -0.842 "H5'"  1GW 61 
1GW H5D    H5D    H 0 1 N N N 12.476 20.751 6.382  0.294  -4.152 0.883  H5D    1GW 62 
1GW H5DA   H5DA   H 0 0 N N N 13.329 19.470 5.468  -0.398 -3.605 -0.663 H5DA   1GW 63 
1GW "H6'"  "H6'"  H 0 1 N N N 7.011  19.501 7.058  6.009  4.511  -1.940 "H6'"  1GW 64 
1GW H22    H22    H 0 1 N N N 7.853  18.683 8.449  7.642  3.804  -1.905 H22    1GW 65 
1GW H23    H23    H 0 1 N N N 7.306  20.836 8.855  6.520  3.349  -3.964 H23    1GW 66 
1GW HAP    HAP    H 0 1 N N N 13.470 18.770 12.512 -7.306 5.036  -0.945 HAP    1GW 67 
1GW HAQ    HAQ    H 0 1 N N N 13.910 20.204 10.132 -5.716 3.270  -1.811 HAQ    1GW 68 
1GW HBA    HBA    H 0 1 N N N 15.782 18.311 15.019 -9.235 5.426  0.778  HBA    1GW 69 
# 
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 
1GW N1    C2     SING N N 1  
1GW N1    C6     SING N N 2  
1GW C2    N3     SING N N 3  
1GW O2    C2     DOUB N N 4  
1GW N3    C4     SING N N 5  
1GW C4    O4     DOUB N N 6  
1GW C5    C4     SING N N 7  
1GW C5    CBF    SING N N 8  
1GW C6    C5     DOUB N N 9  
1GW PA    O5D    SING N N 10 
1GW PA    O3A    SING N N 11 
1GW PA    O2A    SING N N 12 
1GW PB    O1B    SING N N 13 
1GW PB    O3A    SING N N 14 
1GW "C1'" O3B    SING N N 15 
1GW "C1'" "O5'"  SING N N 16 
1GW O1A   PA     DOUB N N 17 
1GW C1D   N1     SING N N 18 
1GW C1D   O4D    SING N N 19 
1GW "C2'" "C1'"  SING N N 20 
1GW "C2'" "C3'"  SING N N 21 
1GW "O2'" "C2'"  SING N N 22 
1GW O2B   PB     DOUB N N 23 
1GW C2D   C1D    SING N N 24 
1GW C2D   C3D    SING N N 25 
1GW O2D   C2D    SING N N 26 
1GW "C3'" "C4'"  SING N N 27 
1GW "O3'" "C3'"  SING N N 28 
1GW O3B   PB     SING N N 29 
1GW C3D   C4D    SING N N 30 
1GW O3D   C3D    SING N N 31 
1GW "C4'" "C5'"  SING N N 32 
1GW "O4'" "C4'"  SING N N 33 
1GW C4D   C5D    SING N N 34 
1GW C4D   O4D    SING N N 35 
1GW "C5'" "C6'"  SING N N 36 
1GW "O5'" "C5'"  SING N N 37 
1GW C5D   O5D    SING N N 38 
1GW "C6'" "O6'"  SING N N 39 
1GW CAP   CBE    DOUB Y N 40 
1GW CAQ   CAP    SING Y N 41 
1GW CAQ   CBF    DOUB Y N 42 
1GW SAZ   CBE    SING Y N 43 
1GW CBA   OAB    DOUB N N 44 
1GW CBE   CBA    SING N N 45 
1GW CBF   SAZ    SING Y N 46 
1GW N3    HN3    SING N N 47 
1GW C6    H6     SING N N 48 
1GW "C1'" "H1'"  SING N N 49 
1GW O1B   HO1B   SING N N 50 
1GW C1D   H1D    SING N N 51 
1GW "C2'" "H2'"  SING N N 52 
1GW "O2'" "HO2'" SING N N 53 
1GW O2A   HO2A   SING N N 54 
1GW C2D   H2D    SING N N 55 
1GW O2D   HO2D   SING N N 56 
1GW "C3'" "H3'"  SING N N 57 
1GW "O3'" "HO3'" SING N N 58 
1GW C3D   H3D    SING N N 59 
1GW O3D   HO3D   SING N N 60 
1GW "C4'" "H4'"  SING N N 61 
1GW "O4'" "HO4'" SING N N 62 
1GW C4D   H4D    SING N N 63 
1GW "C5'" "H5'"  SING N N 64 
1GW C5D   H5D    SING N N 65 
1GW C5D   H5DA   SING N N 66 
1GW "C6'" "H6'"  SING N N 67 
1GW "C6'" H22    SING N N 68 
1GW "O6'" H23    SING N N 69 
1GW CAP   HAP    SING N N 70 
1GW CAQ   HAQ    SING N N 71 
1GW CBA   HBA    SING N N 72 
# 
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 
1GW SMILES           ACDLabs              11.02 "O=Cc4sc(C=1C(=O)NC(=O)N(C=1)C3OC(COP(=O)(O)OP(=O)(OC2OC(CO)C(O)C(O)C2O)O)C(O)C3O)cc4" 
1GW SMILES_CANONICAL CACTVS               3.352 "OC[C@H]1O[C@H](O[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=C(C(=O)NC3=O)c4sc(C=O)cc4)[C@H](O)[C@@H](O)[C@H]1O" 
1GW SMILES           CACTVS               3.352 "OC[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=C(C(=O)NC3=O)c4sc(C=O)cc4)[CH](O)[CH](O)[CH]1O" 
1GW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(sc1C=O)C2=CN(C(=O)NC2=O)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@@](=O)(O)O[C@@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)O" 
1GW SMILES           "OpenEye OEToolkits" 1.7.0 "c1cc(sc1C=O)C2=CN(C(=O)NC2=O)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)CO)O)O)O)O)O" 
1GW InChI            InChI                1.03  
;InChI=1S/C20H26N2O18P2S/c23-4-7-1-2-11(43-7)8-3-22(20(31)21-17(8)30)18-15(28)13(26)10(37-18)6-36-41(32,33)40-42(34,35)39-19-16(29)14(27)12(25)9(5-24)38-19/h1-4,9-10,12-16,18-19,24-29H,5-6H2,(H,32,33)(H,34,35)(H,21,30,31)/t9-,10-,12+,13-,14+,15-,16-,18-,19-/m1/s1
;
1GW InChIKey         InChI                1.03  KKHANSZRQMPJKN-PCGMDOMSSA-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 
1GW "SYSTEMATIC NAME" ACDLabs              11.02 
"{(2R,3S,4R,5R)-5-[5-(5-formylthiophen-2-yl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]-3,4-dihydroxytetrahydrofuran-2-yl}methyl (2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)" 
1GW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 
"[[(2R,3S,4R,5R)-3,4-dihydroxy-5-[5-(5-methanoylthiophen-2-yl)-2,4-dioxo-pyrimidin-1-yl]oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 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 
1GW "Create component"     2009-08-17 RCSB 
1GW "Modify aromatic_flag" 2011-06-04 RCSB 
1GW "Modify descriptor"    2011-06-04 RCSB 
# 
