data_G2R # _chem_comp.id G2R _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,4S)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL]METHYL DIHYDROGEN DIPHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H23 N5 O14 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "GUANOSINE DIPHOSPHORIBOSE INTERMEDIATE" _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 559.316 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G2R _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 EBI # # 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 G2R O6 O6 O 0 1 N N N 13.114 5.355 -20.173 4.095 5.356 -2.615 O6 G2R 1 G2R C6 C6 C 0 1 Y N N 14.254 4.894 -20.093 3.177 4.547 -2.555 C6 G2R 2 G2R N1 N1 N 0 1 Y N N 15.285 5.647 -19.528 1.855 4.789 -2.953 N1 G2R 3 G2R C2 C2 C 0 1 Y N N 16.568 5.106 -19.451 0.796 3.853 -2.882 C2 G2R 4 G2R N2 N2 N 0 1 N N N 17.527 5.843 -18.905 -0.418 4.305 -3.328 N2 G2R 5 G2R N3 N3 N 0 1 Y N N 16.808 3.860 -19.921 0.959 2.632 -2.421 N3 G2R 6 G2R C4 C4 C 0 1 Y N N 15.824 3.111 -20.478 2.228 2.379 -2.031 C4 G2R 7 G2R C5 C5 C 0 1 Y N N 14.533 3.621 -20.571 3.323 3.208 -2.056 C5 G2R 8 G2R N7 N7 N 0 1 Y N N 13.767 2.704 -21.150 4.442 2.594 -1.577 N7 G2R 9 G2R C8 C8 C 0 1 Y N N 14.531 1.653 -21.412 4.028 1.384 -1.257 C8 G2R 10 G2R N9 N9 N 0 1 Y N N 15.780 1.884 -21.013 2.691 1.205 -1.513 N9 G2R 11 G2R "C1'" C1* C 0 1 N N R 16.917 0.903 -21.142 1.925 -0.020 -1.272 "C1'" G2R 12 G2R "O4'" O4* O 0 1 N N N 17.582 1.027 -22.394 2.437 -0.683 -0.102 "O4'" G2R 13 G2R "C2'" C2* C 0 1 N N R 16.515 -0.591 -21.166 1.979 -1.014 -2.435 "C2'" G2R 14 G2R "O2'" O2* O 0 1 N N N 16.298 -1.076 -19.835 0.659 -1.457 -2.742 "O2'" G2R 15 G2R "C3'" C3* C 0 1 N N R 17.767 -1.252 -21.756 2.802 -2.170 -1.897 "C3'" G2R 16 G2R "O3'" O3* O 0 1 N N N 17.420 -2.174 -22.786 4.176 -1.951 -2.189 "O3'" G2R 17 G2R "C4'" C4* C 0 1 N N R 18.544 -0.050 -22.332 2.552 -2.085 -0.396 "C4'" G2R 18 G2R "C5'" C5* C 0 1 N N N 19.187 -0.089 -23.724 3.631 -2.694 0.480 "C5'" G2R 19 G2R "O5'" O5* O 0 1 N N N 19.667 1.242 -23.953 3.751 -4.073 0.174 "O5'" G2R 20 G2R PA PA P 0 1 N N R 20.686 1.687 -25.102 4.843 -4.951 0.981 PA G2R 21 G2R O1A O1A O 0 1 N N N 21.766 0.689 -25.247 4.925 -6.404 0.615 O1A G2R 22 G2R O2A O2A O 0 1 N N N 21.032 3.109 -24.824 4.521 -4.656 2.539 O2A G2R 23 G2R O3A O3A O 0 1 N N N 19.793 1.563 -26.437 6.191 -4.100 0.710 O3A G2R 24 G2R PB PB P 0 1 N N R 18.253 2.058 -26.485 7.689 -4.269 1.293 PB G2R 25 G2R O2B O2B O 0 1 N N N 17.549 1.244 -27.515 7.784 -4.156 2.787 O2B G2R 26 G2R O1B O1B O 0 1 N N N 17.703 2.154 -25.101 8.158 -5.700 0.700 O1B G2R 27 G2R O5X O5X O 0 1 N N N 18.405 3.567 -27.075 8.569 -3.186 0.474 O5X G2R 28 G2R C5X C5X C 0 1 N N N 19.059 3.813 -28.357 8.560 -3.192 -0.943 C5X G2R 29 G2R C4X C4X C 0 1 N N R 18.088 4.168 -29.502 9.466 -2.077 -1.450 C4X G2R 30 G2R O4X O4X O 0 1 N N N 17.057 5.043 -29.046 9.398 -2.069 -2.893 O4X G2R 31 G2R C1X C1X C 0 1 N N N 17.355 6.399 -29.444 8.756 -0.859 -3.323 C1X G2R 32 G2R C2X C2X C 0 1 N N S 18.458 6.360 -30.490 8.073 -0.285 -2.101 C2X G2R 33 G2R O2X O2X O 0 1 N N N 17.911 6.931 -31.684 7.892 1.111 -2.181 O2X G2R 34 G2R C3X C3X C 0 1 N N S 18.728 4.882 -30.708 9.022 -0.692 -0.995 C3X G2R 35 G2R O3X O3X O 0 1 N N N 18.066 4.471 -31.918 10.167 0.159 -0.989 O3X G2R 36 G2R HN1 HN1 H 0 1 N N N 15.105 6.567 -19.181 1.639 5.710 -3.323 HN1 G2R 37 G2R HN21 1HN2 H 0 0 N N N 18.387 5.332 -18.915 -0.972 3.697 -3.886 HN21 G2R 38 G2R HN22 2HN2 H 0 0 N N N 17.408 6.766 -18.540 -0.699 5.225 -3.077 HN22 G2R 39 G2R H8 H8 H 0 1 N N N 14.190 0.742 -21.881 4.643 0.599 -0.838 H8 G2R 40 G2R "H1'" H1* H 0 1 N N N 17.517 1.152 -20.254 0.906 0.319 -1.058 "H1'" G2R 41 G2R "H2'" H2* H 0 1 N N N 15.589 -0.787 -21.726 2.398 -0.576 -3.347 "H2'" G2R 42 G2R "HO2'" HO2* H 0 0 N N N 16.250 -2.025 -19.847 0.342 -0.897 -3.468 "HO2'" G2R 43 G2R "H3'" H3* H 0 1 N N N 18.342 -1.834 -21.021 2.516 -3.145 -2.302 "H3'" G2R 44 G2R "HO3'" HO3* H 0 0 N N N 17.343 -1.712 -23.612 4.225 -1.696 -3.124 "HO3'" G2R 45 G2R "H4'" H4* H 0 1 N N N 19.414 0.019 -21.662 1.586 -2.542 -0.150 "H4'" G2R 46 G2R "H5'1" 1H5* H 0 0 N N N 18.451 -0.378 -24.489 3.371 -2.589 1.538 "H5'1" G2R 47 G2R "H5'2" 2H5* H 0 0 N N N 19.997 -0.832 -23.780 4.594 -2.208 0.298 "H5'2" G2R 48 G2R HO2A HO2A H 0 0 N N N 21.106 3.240 -23.886 5.038 -5.125 3.228 HO2A G2R 49 G2R HO1B HO1B H 0 0 N N N 18.418 2.174 -24.476 8.994 -6.097 1.025 HO1B G2R 50 G2R H5X1 1H5X H 0 0 N N N 19.600 2.899 -28.643 8.917 -4.165 -1.294 H5X1 G2R 51 G2R H5X2 2H5X H 0 0 N N N 19.720 4.681 -28.217 7.534 -3.040 -1.291 H5X2 G2R 52 G2R H4X H4X H 0 1 N N N 17.714 3.186 -29.826 10.501 -2.294 -1.167 H4X G2R 53 G2R H1X1 1H1X H 0 0 N N N 17.689 6.980 -28.571 8.047 -1.086 -4.126 H1X1 G2R 54 G2R H1X2 2H1X H 0 0 N N N 16.456 6.877 -29.861 9.516 -0.184 -3.730 H1X2 G2R 55 G2R H2X H2X H 0 1 N N N 19.373 6.900 -30.205 7.098 -0.765 -1.956 H2X G2R 56 G2R HO2X HO2X H 0 0 N N N 17.790 7.865 -31.562 8.162 1.489 -1.324 HO2X G2R 57 G2R H3X H3X H 0 1 N N N 19.800 4.653 -30.795 8.579 -0.663 0.004 H3X G2R 58 G2R HO3X HO3X H 0 0 N N N 17.135 4.380 -31.755 10.509 0.153 -0.082 HO3X G2R 59 # # 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 G2R O6 C6 DOUB N N 1 G2R C6 C5 SING Y N 2 G2R C6 N1 SING Y N 3 G2R N1 C2 SING Y N 4 G2R N1 HN1 SING N N 5 G2R C2 N3 DOUB Y N 6 G2R C2 N2 SING N N 7 G2R N2 HN21 SING N N 8 G2R N2 HN22 SING N N 9 G2R N3 C4 SING Y N 10 G2R C4 N9 SING Y N 11 G2R C4 C5 DOUB Y N 12 G2R C5 N7 SING Y N 13 G2R N7 C8 DOUB Y N 14 G2R C8 N9 SING Y N 15 G2R C8 H8 SING N N 16 G2R N9 "C1'" SING N N 17 G2R "C1'" "O4'" SING N N 18 G2R "C1'" "C2'" SING N N 19 G2R "C1'" "H1'" SING N N 20 G2R "O4'" "C4'" SING N N 21 G2R "C2'" "C3'" SING N N 22 G2R "C2'" "O2'" SING N N 23 G2R "C2'" "H2'" SING N N 24 G2R "O2'" "HO2'" SING N N 25 G2R "C3'" "O3'" SING N N 26 G2R "C3'" "C4'" SING N N 27 G2R "C3'" "H3'" SING N N 28 G2R "O3'" "HO3'" SING N N 29 G2R "C4'" "C5'" SING N N 30 G2R "C4'" "H4'" SING N N 31 G2R "C5'" "O5'" SING N N 32 G2R "C5'" "H5'1" SING N N 33 G2R "C5'" "H5'2" SING N N 34 G2R "O5'" PA SING N N 35 G2R PA O3A SING N N 36 G2R PA O1A DOUB N N 37 G2R PA O2A SING N N 38 G2R O2A HO2A SING N N 39 G2R O3A PB SING N N 40 G2R PB O2B DOUB N N 41 G2R PB O5X SING N N 42 G2R PB O1B SING N N 43 G2R O1B HO1B SING N N 44 G2R O5X C5X SING N N 45 G2R C5X C4X SING N N 46 G2R C5X H5X1 SING N N 47 G2R C5X H5X2 SING N N 48 G2R C4X C3X SING N N 49 G2R C4X O4X SING N N 50 G2R C4X H4X SING N N 51 G2R O4X C1X SING N N 52 G2R C1X C2X SING N N 53 G2R C1X H1X1 SING N N 54 G2R C1X H1X2 SING N N 55 G2R C2X O2X SING N N 56 G2R C2X C3X SING N N 57 G2R C2X H2X SING N N 58 G2R O2X HO2X SING N N 59 G2R C3X O3X SING N N 60 G2R C3X H3X SING N N 61 G2R O3X HO3X SING N N 62 # # 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 G2R SMILES ACDLabs 10.04 "O=P(O)(OCC1OCC(O)C1O)OP(=O)(O)OCC4OC(n3cnc2c3N=C(N)NC2=O)C(O)C4O" G2R 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]4OC[C@H](O)[C@@H]4O)[C@H](O)[C@H]3O" G2R SMILES CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4OC[CH](O)[CH]4O)[CH](O)[CH]3O" G2R 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](CO4)O)O)O)O)N=C(NC2=O)N" G2R SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(CO4)O)O)O)O)N=C(NC2=O)N" G2R InChI InChI 1.03 "InChI=1S/C15H23N5O14P2/c16-15-18-12-8(13(25)19-15)17-4-20(12)14-11(24)10(23)7(33-14)3-32-36(28,29)34-35(26,27)31-2-6-9(22)5(21)1-30-6/h4-7,9-11,14,21-24H,1-3H2,(H,26,27)(H,28,29)(H3,16,18,19,25)/t5-,6+,7+,9-,10-,11+,14+/m0/s1" G2R InChIKey InChI 1.03 NOLLEWZDVQOFJY-DCLLCRAESA-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 G2R "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,4S)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" G2R "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 [[(2R,3S,4S)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxy-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 G2R "Create component" 2006-08-30 EBI G2R "Modify descriptor" 2011-06-04 RCSB G2R "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id G2R _pdbx_chem_comp_synonyms.name "GUANOSINE DIPHOSPHORIBOSE INTERMEDIATE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##