data_2GW # _chem_comp.id 2GW _chem_comp.name "5-phenyl-uridine-5'-alpha-d-galactosyl-diphosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H28 N2 O17 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 642.398 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2GW _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 3V0L _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 2GW CAP CAP C 0 1 Y N N 15.357 -20.435 -11.314 7.670 2.073 -0.747 CAP 2GW 1 2GW CAN CAN C 0 1 Y N N 14.738 -19.784 -12.385 8.521 3.013 -1.293 CAN 2GW 2 2GW CAM CAM C 0 1 Y N N 14.357 -20.555 -13.487 8.117 4.331 -1.409 CAM 2GW 3 2GW CAO CAO C 0 1 Y N N 14.605 -21.927 -13.515 6.860 4.715 -0.979 CAO 2GW 4 2GW CAQ CAQ C 0 1 Y N N 15.241 -22.559 -12.433 6.001 3.785 -0.431 CAQ 2GW 5 2GW CBA CBA C 0 1 Y N N 15.627 -21.776 -11.358 6.400 2.454 -0.317 CBA 2GW 6 2GW CBB CBB C 0 1 N N N 16.355 -22.481 -10.164 5.481 1.449 0.271 CBB 2GW 7 2GW CAR CAR C 0 1 N N N 15.864 -22.368 -8.858 4.993 0.423 -0.483 CAR 2GW 8 2GW CBC CBC C 0 1 N N N 17.523 -23.265 -10.379 5.079 1.531 1.681 CBC 2GW 9 2GW OAA OAA O 0 1 N N N 18.123 -23.450 -11.634 5.493 2.427 2.394 OAA 2GW 10 2GW NAU NAU N 0 1 N N N 18.181 -23.883 -9.372 4.242 0.593 2.171 NAU 2GW 11 2GW CBD CBD C 0 1 N N N 17.658 -23.759 -8.115 3.789 -0.393 1.377 CBD 2GW 12 2GW OAB OAB O 0 1 N N N 18.190 -24.400 -7.209 3.035 -1.227 1.842 OAB 2GW 13 2GW NBN NBN N 0 1 N N N 16.550 -23.068 -7.858 4.149 -0.487 0.087 NBN 2GW 14 2GW "C1'" "C1'" C 0 1 N N R 16.075 -23.020 -6.444 3.627 -1.588 -0.726 "C1'" 2GW 15 2GW "O4'" "O4'" O 0 1 N N N 14.719 -22.463 -6.500 2.195 -1.697 -0.573 "O4'" 2GW 16 2GW "C2'" "C2'" C 0 1 N N R 16.875 -22.125 -5.579 4.151 -2.949 -0.203 "C2'" 2GW 17 2GW "O2'" "O2'" O 0 1 N N N 16.851 -22.661 -4.268 5.422 -3.261 -0.776 "O2'" 2GW 18 2GW "C3'" "C3'" C 0 1 N N S 16.141 -20.851 -5.688 3.063 -3.930 -0.705 "C3'" 2GW 19 2GW "O3'" "O3'" O 0 1 N N N 16.547 -20.017 -4.641 3.479 -4.558 -1.919 "O3'" 2GW 20 2GW "C4'" "C4'" C 0 1 N N R 14.690 -21.246 -5.713 1.834 -3.035 -0.953 "C4'" 2GW 21 2GW "C5'" "C5'" C 0 1 N N N 13.738 -20.255 -6.351 0.658 -3.518 -0.101 "C5'" 2GW 22 2GW "O5'" "O5'" O 0 1 N N N 14.257 -19.607 -7.510 -0.504 -2.747 -0.412 "O5'" 2GW 23 2GW PBO PBO P 0 1 N N N 14.678 -18.133 -7.490 -1.929 -2.983 0.299 PBO 2GW 24 2GW OAK OAK O 0 1 N N N 15.340 -17.824 -6.209 -2.490 -4.440 -0.094 OAK 2GW 25 2GW OAC OAC O 0 1 N N N 15.581 -17.816 -8.669 -1.768 -2.896 1.768 OAC 2GW 26 2GW OAZ OAZ O 0 1 N N N 13.327 -17.275 -7.703 -2.968 -1.857 -0.195 OAZ 2GW 27 2GW PBP PBP P 0 1 N N N 12.552 -16.265 -6.754 -4.353 -1.280 0.389 PBP 2GW 28 2GW OAL OAL O 0 1 N N N 13.286 -15.596 -5.670 -5.530 -2.349 0.135 OAL 2GW 29 2GW OAD OAD O 0 1 N N N 11.786 -15.323 -7.638 -4.212 -1.037 1.842 OAD 2GW 30 2GW O1 O1 O 0 1 N N N 11.471 -17.322 -6.198 -4.714 0.102 -0.354 O1 2GW 31 2GW C1 C1 C 0 1 N N R 10.329 -17.052 -5.549 -5.830 0.915 0.015 C1 2GW 32 2GW O5 O5 O 0 1 N N N 9.249 -17.466 -6.452 -5.425 1.859 1.009 O5 2GW 33 2GW C5 C5 C 0 1 N N R 9.264 -18.819 -6.739 -4.366 2.724 0.595 C5 2GW 34 2GW C6 C6 C 0 1 N N N 8.026 -18.931 -7.640 -3.999 3.666 1.743 C6 2GW 35 2GW O6 O6 O 0 1 N N N 7.758 -20.191 -8.089 -3.465 2.908 2.830 O6 2GW 36 2GW C4 C4 C 0 1 N N R 9.293 -19.685 -5.468 -4.822 3.545 -0.614 C4 2GW 37 2GW O4 O4 O 0 1 N N N 8.053 -19.682 -4.751 -5.930 4.367 -0.242 O4 2GW 38 2GW C3 C3 C 0 1 N N S 10.413 -19.249 -4.543 -5.245 2.593 -1.738 C3 2GW 39 2GW O3 O3 O 0 1 N N N 10.419 -20.006 -3.279 -5.741 3.350 -2.844 O3 2GW 40 2GW C2 C2 C 0 1 N N R 10.219 -17.865 -4.288 -6.345 1.664 -1.218 C2 2GW 41 2GW O2 O2 O 0 1 N N N 11.159 -17.292 -3.357 -6.696 0.724 -2.235 O2 2GW 42 2GW H1 H1 H 0 1 N N N 15.627 -19.869 -10.435 7.986 1.045 -0.657 H1 2GW 43 2GW H2 H2 H 0 1 N N N 14.560 -18.719 -12.362 9.504 2.718 -1.631 H2 2GW 44 2GW H3 H3 H 0 1 N N N 13.866 -20.083 -14.325 8.786 5.063 -1.837 H3 2GW 45 2GW H4 H4 H 0 1 N N N 14.306 -22.508 -14.375 6.550 5.746 -1.072 H4 2GW 46 2GW H5 H5 H 0 1 N N N 15.423 -23.623 -12.440 5.020 4.086 -0.095 H5 2GW 47 2GW H6 H6 H 0 1 N N N 14.995 -21.768 -8.632 5.271 0.331 -1.522 H6 2GW 48 2GW H7 H7 H 0 1 N N N 19.015 -24.409 -9.540 3.965 0.631 3.100 H7 2GW 49 2GW H8 H8 H 0 1 N N N 16.053 -24.035 -6.021 3.894 -1.450 -1.773 H8 2GW 50 2GW H9 H9 H 0 1 N N N 17.901 -22.023 -5.962 4.206 -2.953 0.886 H9 2GW 51 2GW H10 H10 H 0 1 N N N 17.359 -22.105 -3.689 5.792 -4.104 -0.479 H10 2GW 52 2GW H11 H11 H 0 1 N N N 16.388 -20.383 -6.652 2.845 -4.680 0.056 H11 2GW 53 2GW H12 H12 H 0 1 N N N 17.475 -19.833 -4.724 4.283 -5.088 -1.833 H12 2GW 54 2GW H13 H13 H 0 1 N N N 14.353 -21.465 -4.689 1.564 -3.061 -2.009 H13 2GW 55 2GW H14 H14 H 0 1 N N N 13.493 -19.484 -5.606 0.463 -4.570 -0.313 H14 2GW 56 2GW H15 H15 H 0 1 N N N 12.822 -20.792 -6.638 0.902 -3.400 0.955 H15 2GW 57 2GW H16 H16 H 0 1 N N N 16.211 -17.484 -6.376 -2.619 -4.569 -1.043 H16 2GW 58 2GW H17 H17 H 0 1 N N N 13.142 -14.658 -5.721 -5.678 -2.556 -0.798 H17 2GW 59 2GW H18 H18 H 0 1 N N N 10.232 -15.983 -5.309 -6.624 0.284 0.414 H18 2GW 60 2GW H19 H19 H 0 1 N N N 10.149 -19.069 -7.342 -3.495 2.127 0.322 H19 2GW 61 2GW H20 H20 H 0 1 N N N 8.179 -18.281 -8.514 -3.253 4.384 1.400 H20 2GW 62 2GW H21 H21 H 0 1 N N N 7.154 -18.578 -7.069 -4.890 4.199 2.075 H21 2GW 63 2GW H22 H22 H 0 1 N N N 6.982 -20.174 -8.636 -3.210 3.442 3.594 H22 2GW 64 2GW H23 H23 H 0 1 N N N 9.510 -20.716 -5.783 -4.001 4.174 -0.958 H23 2GW 65 2GW H24 H24 H 0 1 N N N 8.131 -20.231 -3.980 -6.272 4.916 -0.962 H24 2GW 66 2GW H25 H25 H 0 1 N N N 11.372 -19.403 -5.059 -4.387 2.001 -2.056 H25 2GW 67 2GW H26 H26 H 0 1 N N N 11.133 -19.703 -2.731 -6.027 2.810 -3.593 H26 2GW 68 2GW H27 H27 H 0 1 N N N 9.205 -17.721 -3.888 -7.221 2.253 -0.946 H27 2GW 69 2GW H28 H28 H 0 1 N N N 11.128 -17.773 -2.538 -7.386 0.099 -1.972 H28 2GW 70 # 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 2GW CAO CAM DOUB Y N 1 2GW CAO CAQ SING Y N 2 2GW CAM CAN SING Y N 3 2GW CAQ CBA DOUB Y N 4 2GW CAN CAP DOUB Y N 5 2GW OAA CBC DOUB N N 6 2GW CBA CAP SING Y N 7 2GW CBA CBB SING N N 8 2GW CBC CBB SING N N 9 2GW CBC NAU SING N N 10 2GW CBB CAR DOUB N N 11 2GW NAU CBD SING N N 12 2GW CAR NBN SING N N 13 2GW OAC PBO DOUB N N 14 2GW CBD NBN SING N N 15 2GW CBD OAB DOUB N N 16 2GW O6 C6 SING N N 17 2GW NBN "C1'" SING N N 18 2GW OAZ PBO SING N N 19 2GW OAZ PBP SING N N 20 2GW C6 C5 SING N N 21 2GW OAD PBP DOUB N N 22 2GW "O5'" PBO SING N N 23 2GW "O5'" "C5'" SING N N 24 2GW PBO OAK SING N N 25 2GW PBP O1 SING N N 26 2GW PBP OAL SING N N 27 2GW C5 O5 SING N N 28 2GW C5 C4 SING N N 29 2GW "O4'" "C1'" SING N N 30 2GW "O4'" "C4'" SING N N 31 2GW O5 C1 SING N N 32 2GW "C1'" "C2'" SING N N 33 2GW "C5'" "C4'" SING N N 34 2GW O1 C1 SING N N 35 2GW "C4'" "C3'" SING N N 36 2GW "C3'" "C2'" SING N N 37 2GW "C3'" "O3'" SING N N 38 2GW "C2'" "O2'" SING N N 39 2GW C1 C2 SING N N 40 2GW C4 O4 SING N N 41 2GW C4 C3 SING N N 42 2GW C3 C2 SING N N 43 2GW C3 O3 SING N N 44 2GW C2 O2 SING N N 45 2GW CAP H1 SING N N 46 2GW CAN H2 SING N N 47 2GW CAM H3 SING N N 48 2GW CAO H4 SING N N 49 2GW CAQ H5 SING N N 50 2GW CAR H6 SING N N 51 2GW NAU H7 SING N N 52 2GW "C1'" H8 SING N N 53 2GW "C2'" H9 SING N N 54 2GW "O2'" H10 SING N N 55 2GW "C3'" H11 SING N N 56 2GW "O3'" H12 SING N N 57 2GW "C4'" H13 SING N N 58 2GW "C5'" H14 SING N N 59 2GW "C5'" H15 SING N N 60 2GW OAK H16 SING N N 61 2GW OAL H17 SING N N 62 2GW C1 H18 SING N N 63 2GW C5 H19 SING N N 64 2GW C6 H20 SING N N 65 2GW C6 H21 SING N N 66 2GW O6 H22 SING N N 67 2GW C4 H23 SING N N 68 2GW O4 H24 SING N N 69 2GW C3 H25 SING N N 70 2GW O3 H26 SING N N 71 2GW C2 H27 SING N N 72 2GW O2 H28 SING N N 73 # 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 2GW SMILES ACDLabs 12.01 "O=C2C(c1ccccc1)=CN(C(=O)N2)C3OC(C(O)C3O)COP(=O)(OP(=O)(OC4OC(C(O)C(O)C4O)CO)O)O" 2GW InChI InChI 1.03 ;InChI=1S/C21H28N2O17P2/c24-7-11-13(25)15(27)17(29)20(38-11)39-42(34,35)40-41(32,33)36-8-12-14(26)16(28)19(37-12)23-6-10(18(30)22-21(23)31)9-4-2-1-3-5-9/h1-6,11-17,19-20,24-29H,7-8H2,(H,32,33)(H,34,35)(H,22,30,31)/t11-,12-,13+,14-,15+,16-,17-,19-,20-/m1/s1 ; 2GW InChIKey InChI 1.03 MBQWFWCBPKCMTC-ATMROTIPSA-N 2GW SMILES_CANONICAL CACTVS 3.370 "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)c4ccccc4)[C@H](O)[C@@H](O)[C@H]1O" 2GW SMILES CACTVS 3.370 "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)c4ccccc4)[CH](O)[CH](O)[CH]1O" 2GW 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[C@@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)O" 2GW SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)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" # 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 2GW "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,3S,4R,5R)-5-(2,4-dioxo-5-phenyl-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)" 2GW "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]methoxy-oxidanyl-phosphoryl] [(2R,3R,4S,5R,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)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 2GW "Create component" 2012-01-04 RCSB 2GW "Initial release" 2013-01-18 RCSB #