data_G1R # _chem_comp.id G1R _chem_comp.name "[(2R,3R,4R,5R)-5-(2-AMINO-6-OXO-1,6-DIHYDRO-9H-PURIN-9-YL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL]METHYL [(2R,3S,4R,5S)-3,4,5-TRIHYDROXYTETRAHYDROFURAN-2-YL]METHYL DIHYDROGEN DIPHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H23 N5 O15 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "GUANOSINE DIPHOSPHORIBOSE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-08-30 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 575.315 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G1R _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2I66 _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 G1R O6 O6 O 0 1 N N N 18.263 6.977 -27.506 5.040 -4.246 -9.358 O6 G1R 1 G1R C6 C6 C 0 1 Y N N 19.206 7.204 -26.750 4.863 -5.009 -8.417 C6 G1R 2 G1R N1 N1 N 0 1 Y N N 20.361 7.784 -27.184 4.788 -6.406 -8.507 N1 G1R 3 G1R C2 C2 C 0 1 Y N N 21.421 8.019 -26.313 4.582 -7.284 -7.417 C2 G1R 4 G1R N2 N2 N 0 1 N N N 22.467 8.588 -26.847 4.544 -8.617 -7.737 N2 G1R 5 G1R N3 N3 N 0 1 Y N N 21.341 7.698 -24.989 4.437 -6.859 -6.180 N3 G1R 6 G1R C4 C4 C 0 1 Y N N 20.180 7.125 -24.573 4.506 -5.514 -6.072 C4 G1R 7 G1R C5 C5 C 0 1 Y N N 19.110 6.870 -25.431 4.701 -4.576 -7.057 C5 G1R 8 G1R N7 N7 N 0 1 Y N N 18.118 6.300 -24.762 4.711 -3.306 -6.560 N7 G1R 9 G1R C8 C8 C 0 1 Y N N 18.544 6.175 -23.497 4.521 -3.470 -5.265 C8 G1R 10 G1R N9 N9 N 0 1 Y N N 19.787 6.680 -23.395 4.391 -4.793 -4.920 N9 G1R 11 G1R "C1'" C1* C 0 1 N N R 20.632 6.787 -22.220 4.171 -5.311 -3.572 "C1'" G1R 12 G1R "O4'" O4* O 0 1 N N N 21.714 5.880 -22.376 3.371 -4.380 -2.820 "O4'" G1R 13 G1R "C2'" C2* C 0 1 N N R 19.839 6.265 -21.030 5.449 -5.531 -2.778 "C2'" G1R 14 G1R "O2'" O2* O 0 1 N N N 19.431 7.392 -20.256 5.986 -6.817 -3.029 "O2'" G1R 15 G1R "C3'" C3* C 0 1 N N R 20.829 5.398 -20.261 4.937 -5.408 -1.359 "C3'" G1R 16 G1R "O3'" O3* O 0 1 N N N 20.381 4.030 -20.356 5.984 -5.111 -0.458 "O3'" G1R 17 G1R "C4'" C4* C 0 1 N N R 22.142 5.580 -21.025 3.890 -4.304 -1.476 "C4'" G1R 18 G1R "C5'" C5* C 0 1 N N N 22.896 4.283 -21.138 4.412 -2.893 -1.236 "C5'" G1R 19 G1R "O5'" O5* O 0 1 N N N 22.039 3.312 -21.756 3.343 -1.974 -1.386 "O5'" G1R 20 G1R PA PA P 0 1 N N R 21.701 1.915 -21.018 3.604 -0.390 -1.188 PA G1R 21 G1R O1A O1A O 0 1 N N N 20.235 1.739 -21.014 2.391 0.475 -1.374 O1A G1R 22 G1R O2A O2A O 0 1 N N N 22.429 1.826 -19.727 4.824 -0.053 -2.195 O2A G1R 23 G1R O3A O3A O 0 1 N N N 22.366 0.868 -22.084 4.285 -0.270 0.273 O3A G1R 24 G1R PB PB P 0 1 N N R 23.862 1.112 -22.694 3.695 -0.572 1.747 PB G1R 25 G1R O2B O2B O 0 1 N N N 23.780 2.099 -23.813 4.655 -0.336 2.877 O2B G1R 26 G1R O1B O1B O 0 1 N N N 24.794 1.351 -21.559 2.346 0.320 1.801 O1B G1R 27 G1R O5X O5X O 0 1 N N N 24.200 -0.339 -23.356 3.165 -2.089 1.566 O5X G1R 28 G1R C5X C5X C 0 1 N N N 25.486 -0.979 -23.183 2.459 -2.691 2.639 C5X G1R 29 G1R C4X C4X C 0 1 N N R 26.591 -0.368 -24.081 2.066 -4.105 2.236 C4X G1R 30 G1R O4X O4X O 0 1 N N N 27.782 -1.180 -23.938 3.285 -4.848 1.997 O4X G1R 31 G1R C1X C1X C 0 1 N N S 28.613 -0.923 -25.123 3.346 -5.959 2.906 C1X G1R 32 G1R O1X O1X O 0 1 N N N 29.628 0.052 -24.819 2.892 -7.151 2.274 O1X G1R 33 G1R C2X C2X C 0 1 N N R 27.649 -0.487 -26.258 2.428 -5.570 4.051 C2X G1R 34 G1R O2X O2X O 0 1 N N N 28.000 0.803 -26.804 2.003 -6.671 4.823 O2X G1R 35 G1R C3X C3X C 0 1 N N S 26.267 -0.446 -25.583 1.307 -4.845 3.335 C3X G1R 36 G1R O3X O3X O 0 1 N N N 25.502 0.692 -26.029 0.417 -5.789 2.743 O3X G1R 37 G1R HN1 HN1 H 0 1 N N N 20.448 8.045 -28.145 4.890 -6.820 -9.428 HN1 G1R 38 G1R HN21 1HN2 H 0 0 N N N 23.170 8.714 -26.147 4.952 -9.265 -7.104 HN21 G1R 39 G1R HN22 2HN2 H 0 0 N N N 22.552 8.856 -27.807 4.109 -8.884 -8.590 HN22 G1R 40 G1R H8 H8 H 0 1 N N N 17.979 5.738 -22.687 4.469 -2.677 -4.531 H8 G1R 41 G1R "H1'" H1* H 0 1 N N N 20.968 7.826 -22.084 3.597 -6.235 -3.707 "H1'" G1R 42 G1R "H2'" H2* H 0 1 N N N 18.940 5.692 -21.300 6.219 -4.783 -2.997 "H2'" G1R 43 G1R "HO2'" HO2* H 0 0 N N N 19.340 7.136 -19.346 6.950 -6.727 -2.983 "HO2'" G1R 44 G1R "H3'" H3* H 0 1 N N N 20.930 5.657 -19.197 4.473 -6.348 -1.038 "H3'" G1R 45 G1R "HO3'" HO3* H 0 0 N N N 20.283 3.791 -21.270 6.797 -5.466 -0.850 "HO3'" G1R 46 G1R "H4'" H4* H 0 1 N N N 22.776 6.332 -20.531 3.064 -4.486 -0.781 "H4'" G1R 47 G1R "H5'1" 1H5* H 0 0 N N N 23.192 3.936 -20.137 5.194 -2.644 -1.960 "H5'1" G1R 48 G1R "H5'2" 2H5* H 0 0 N N N 23.803 4.426 -21.744 4.817 -2.800 -0.225 "H5'2" G1R 49 G1R HO2A HO2A H 0 0 N N N 23.365 1.807 -19.891 4.631 0.073 -3.148 HO2A G1R 50 G1R HO1B HO1B H 0 0 N N N 25.685 1.402 -21.885 2.420 1.286 1.954 HO1B G1R 51 G1R H5X1 1H5X H 0 0 N N N 25.380 -2.043 -23.441 3.103 -2.713 3.521 H5X1 G1R 52 G1R H5X2 2H5X H 0 0 N N N 25.791 -0.832 -22.136 1.568 -2.097 2.856 H5X2 G1R 53 G1R H4X H4X H 0 1 N N N 26.697 0.682 -23.770 1.504 -4.075 1.297 H4X G1R 54 G1R H1X H1X H 0 1 N N N 29.163 -1.818 -25.449 4.378 -6.120 3.230 H1X G1R 55 G1R HO1X HO1X H 0 0 N N N 30.108 0.267 -25.610 3.666 -7.565 1.856 HO1X G1R 56 G1R H2X H2X H 0 1 N N N 27.686 -1.177 -27.114 2.947 -4.862 4.708 H2X G1R 57 G1R HO2X HO2X H 0 0 N N N 28.077 1.435 -26.099 1.607 -7.304 4.204 HO2X G1R 58 G1R H3X H3X H 0 1 N N N 25.646 -1.320 -25.828 0.713 -4.198 3.988 H3X G1R 59 G1R HO3X HO3X H 0 0 N N N 25.334 1.269 -25.293 -0.481 -5.572 3.049 HO3X G1R 60 # # 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 G1R O6 C6 DOUB N N 1 G1R C6 N1 SING Y N 2 G1R C6 C5 SING Y N 3 G1R N1 C2 SING Y N 4 G1R N1 HN1 SING N N 5 G1R C2 N2 SING N N 6 G1R C2 N3 DOUB Y N 7 G1R N2 HN21 SING N N 8 G1R N2 HN22 SING N N 9 G1R N3 C4 SING Y N 10 G1R C4 C5 DOUB Y N 11 G1R C4 N9 SING Y N 12 G1R C5 N7 SING Y N 13 G1R N7 C8 DOUB Y N 14 G1R C8 N9 SING Y N 15 G1R C8 H8 SING N N 16 G1R N9 "C1'" SING N N 17 G1R "C1'" "O4'" SING N N 18 G1R "C1'" "C2'" SING N N 19 G1R "C1'" "H1'" SING N N 20 G1R "O4'" "C4'" SING N N 21 G1R "C2'" "C3'" SING N N 22 G1R "C2'" "O2'" SING N N 23 G1R "C2'" "H2'" SING N N 24 G1R "O2'" "HO2'" SING N N 25 G1R "C3'" "C4'" SING N N 26 G1R "C3'" "O3'" SING N N 27 G1R "C3'" "H3'" SING N N 28 G1R "O3'" "HO3'" SING N N 29 G1R "C4'" "C5'" SING N N 30 G1R "C4'" "H4'" SING N N 31 G1R "C5'" "O5'" SING N N 32 G1R "C5'" "H5'1" SING N N 33 G1R "C5'" "H5'2" SING N N 34 G1R "O5'" PA SING N N 35 G1R PA O3A SING N N 36 G1R PA O1A DOUB N N 37 G1R PA O2A SING N N 38 G1R O2A HO2A SING N N 39 G1R O3A PB SING N N 40 G1R PB O2B DOUB N N 41 G1R PB O5X SING N N 42 G1R PB O1B SING N N 43 G1R O1B HO1B SING N N 44 G1R O5X C5X SING N N 45 G1R C5X C4X SING N N 46 G1R C5X H5X1 SING N N 47 G1R C5X H5X2 SING N N 48 G1R C4X C3X SING N N 49 G1R C4X O4X SING N N 50 G1R C4X H4X SING N N 51 G1R O4X C1X SING N N 52 G1R C1X C2X SING N N 53 G1R C1X O1X SING N N 54 G1R C1X H1X SING N N 55 G1R O1X HO1X SING N N 56 G1R C2X O2X SING N N 57 G1R C2X C3X SING N N 58 G1R C2X H2X SING N N 59 G1R O2X HO2X SING N N 60 G1R C3X O3X SING N N 61 G1R C3X H3X SING N N 62 G1R O3X HO3X SING N N 63 # # 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 G1R SMILES ACDLabs 10.04 "O=C4NC(=Nc1c4ncn1C2OC(C(O)C2O)COP(=O)(O)OP(=O)(O)OCC3OC(O)C(O)C3O)N" G1R SMILES_CANONICAL CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@](O)(=O)OC[C@H]4O[C@H](O)[C@H](O)[C@@H]4O)[C@H](O)[C@H]3O" G1R SMILES CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH](O)[CH](O)[CH]4O)[CH](O)[CH]3O" G1R SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3[C@@H]([C@H]([C@H](O3)CO[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@H](O4)O)O)O)O)O)N=C(NC2=O)N" G1R SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)O)O)O)O)O)N=C(NC2=O)N" G1R InChI InChI 1.03 "InChI=1S/C15H23N5O15P2/c16-15-18-11-6(12(25)19-15)17-3-20(11)13-9(23)7(21)4(33-13)1-31-36(27,28)35-37(29,30)32-2-5-8(22)10(24)14(26)34-5/h3-5,7-10,13-14,21-24,26H,1-2H2,(H,27,28)(H,29,30)(H3,16,18,19,25)/t4-,5-,7+,8-,9-,10-,13-,14+/m1/s1" G1R InChIKey InChI 1.03 JSQOXYZOPSTQIZ-NQRHNBEYSA-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 G1R "SYSTEMATIC NAME" ACDLabs 10.04 "[(2R,3R,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S,4R,5S)-3,4,5-trihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" G1R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [hydroxy-[[(2R,3S,4R,5S)-3,4,5-trihydroxyoxolan-2-yl]methoxy]phosphoryl] 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 G1R "Create component" 2006-08-30 RCSB G1R "Modify descriptor" 2011-06-04 RCSB G1R "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id G1R _pdbx_chem_comp_synonyms.name "GUANOSINE DIPHOSPHORIBOSE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##