data_G2Q # _chem_comp.id G2Q _chem_comp.name "GUANOSINE DIPHOSPHATE RIBOSE" _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 ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-08-24 _chem_comp.pdbx_modified_date 2011-11-25 _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 559.316 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G2Q _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 3ZWO _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 G2Q N1 N1 N 0 1 N N N 20.646 5.452 -55.152 -7.299 -3.418 0.023 N1 G2Q 1 G2Q C2 C2 C 0 1 N N N 21.754 6.046 -55.699 -7.082 -2.674 -1.040 C2 G2Q 2 G2Q N2 N2 N 0 1 N N N 22.820 5.999 -54.863 -7.814 -2.912 -2.172 N2 G2Q 3 G2Q N3 N3 N 0 1 N N N 21.677 6.594 -56.964 -6.159 -1.677 -1.057 N3 G2Q 4 G2Q C4 C4 C 0 1 Y N N 20.502 6.537 -57.678 -5.405 -1.406 0.055 C4 G2Q 5 G2Q C5 C5 C 0 1 Y N N 19.369 5.923 -57.130 -5.601 -2.169 1.201 C5 G2Q 6 G2Q C6 C6 C 0 1 N N N 19.456 5.382 -55.852 -6.611 -3.230 1.160 C6 G2Q 7 G2Q O6 O6 O 0 1 N N N 18.497 4.827 -55.318 -6.822 -3.928 2.139 O6 G2Q 8 G2Q N7 N7 N 0 1 Y N N 18.349 5.980 -57.995 -4.746 -1.709 2.144 N7 G2Q 9 G2Q C8 C8 C 0 1 Y N N 18.790 6.614 -59.067 -4.051 -0.725 1.648 C8 G2Q 10 G2Q N9 N9 N 0 1 Y N N 20.085 6.949 -58.898 -4.429 -0.506 0.355 N9 G2Q 11 G2Q PA PA P 0 1 N N N 17.879 12.093 -61.947 1.427 2.804 0.400 PA G2Q 12 G2Q PB PB P 0 1 N N N 16.714 9.823 -63.334 4.061 1.466 0.633 PB G2Q 13 G2Q "C1'" "C1'" C 0 1 N N R 20.878 7.728 -59.930 -3.883 0.512 -0.546 "C1'" G2Q 14 G2Q O1A O1A O 0 1 N N N 17.954 12.988 -63.119 1.300 2.891 1.872 O1A G2Q 15 G2Q O1B O1B O 0 1 N N N 17.971 9.879 -64.144 3.975 1.401 2.110 O1B G2Q 16 G2Q C1X C1X C 0 1 N N N 15.798 5.484 -60.106 7.184 -2.626 -2.094 C1X G2Q 17 G2Q "C2'" "C2'" C 0 1 N N R 20.219 7.655 -61.285 -4.716 1.810 -0.458 "C2'" G2Q 18 G2Q "O2'" "O2'" O 0 1 N N N 20.910 6.636 -61.950 -5.655 1.877 -1.533 "O2'" G2Q 19 G2Q O2A O2A O 0 1 N N N 17.631 12.626 -60.576 1.778 4.258 -0.195 O2A G2Q 20 G2Q O2B O2B O 0 1 N N N 15.381 9.745 -64.030 5.078 2.638 0.206 O2B G2Q 21 G2Q C2X C2X C 0 1 N N S 14.440 5.770 -59.444 8.191 -2.753 -0.922 C2X G2Q 22 G2Q O2X O2X O 0 1 N N N 13.477 4.722 -59.619 8.815 -4.038 -0.923 O2X G2Q 23 G2Q "C3'" "C3'" C 0 1 N N S 20.524 9.007 -61.955 -3.667 2.938 -0.580 "C3'" G2Q 24 G2Q "O3'" "O3'" O 0 1 N N N 21.623 8.904 -62.898 -3.924 3.737 -1.737 "O3'" G2Q 25 G2Q O3A O3A O 0 1 N N N 16.677 11.068 -62.287 2.603 1.771 0.024 O3A G2Q 26 G2Q C3X C3X C 0 1 N N S 13.948 6.997 -60.201 7.274 -2.584 0.313 C3X G2Q 27 G2Q O3X O3X O 0 1 N N N 12.636 6.767 -60.651 6.924 -3.860 0.854 O3X G2Q 28 G2Q "C4'" "C4'" C 0 1 N N R 20.903 9.922 -60.773 -2.325 2.188 -0.728 "C4'" G2Q 29 G2Q "O4'" "O4'" O 0 1 N N N 20.677 9.129 -59.580 -2.556 0.896 -0.125 "O4'" G2Q 30 G2Q C4X C4X C 0 1 N N R 14.914 7.195 -61.406 6.025 -1.868 -0.237 C4X G2Q 31 G2Q O4X O4X O 0 1 N N N 15.633 5.942 -61.494 6.257 -1.619 -1.634 O4X G2Q 32 G2Q "C5'" "C5'" C 0 1 N N N 19.953 11.113 -60.679 -1.214 2.932 0.017 "C5'" G2Q 33 G2Q "O5'" "O5'" O 0 1 N N N 19.223 11.243 -61.904 0.037 2.288 -0.228 "O5'" G2Q 34 G2Q C5X C5X C 0 1 N N N 15.868 8.418 -61.138 5.818 -0.543 0.500 C5X G2Q 35 G2Q O5X O5X O 0 1 N N N 16.856 8.604 -62.188 4.597 0.058 0.065 O5X G2Q 36 G2Q HN2 HN2 H 0 1 N N N 22.733 5.565 -53.966 -8.478 -3.619 -2.180 HN2 G2Q 37 G2Q HN2A HN2A H 0 0 N N N 23.693 6.398 -55.143 -7.669 -2.374 -2.966 HN2A G2Q 38 G2Q HN3 HN3 H 0 1 N N N 22.480 7.035 -57.364 -6.033 -1.152 -1.863 HN3 G2Q 39 G2Q H8 H8 H 0 1 N N N 18.202 6.831 -59.946 -3.293 -0.169 2.178 H8 G2Q 40 G2Q "H1'" "H1'" H 0 1 N N N 21.912 7.352 -59.951 -3.864 0.140 -1.570 "H1'" G2Q 41 G2Q H1X H1X H 0 1 N N N 16.041 4.412 -60.067 7.690 -2.297 -3.001 H1X G2Q 42 G2Q H1XA H1XA H 0 0 N N N 16.609 6.029 -59.601 6.671 -3.573 -2.263 H1XA G2Q 43 G2Q "H2'" "H2'" H 0 1 N N N 19.136 7.465 -61.273 -5.231 1.870 0.502 "H2'" G2Q 44 G2Q "HO2'" "HO2'" H 0 0 N N N 20.551 6.526 -62.822 -6.205 2.672 -1.526 "HO2'" G2Q 45 G2Q HO2A HO2A H 0 0 N N N 17.541 13.571 -60.615 1.876 4.275 -1.157 HO2A G2Q 46 G2Q HO2B HO2B H 0 0 N N N 15.514 9.741 -64.971 5.184 2.738 -0.750 HO2B G2Q 47 G2Q H2X H2X H 0 1 N N N 14.555 5.885 -58.356 8.937 -1.960 -0.964 H2X G2Q 48 G2Q HO2X HO2X H 0 0 N N N 12.665 4.962 -59.188 9.329 -4.225 -1.721 HO2X G2Q 49 G2Q "H3'" "H3'" H 0 1 N N N 19.672 9.384 -62.540 -3.663 3.555 0.319 "H3'" G2Q 50 G2Q "HO3'" "HO3'" H 0 0 N N N 21.784 9.754 -63.292 -4.782 4.183 -1.724 "HO3'" G2Q 51 G2Q H3X H3X H 0 1 N N N 13.937 7.894 -59.565 7.763 -1.971 1.071 H3X G2Q 52 G2Q HO3X HO3X H 0 0 N N N 12.325 7.530 -61.124 7.680 -4.377 1.163 HO3X G2Q 53 G2Q "H4'" "H4'" H 0 1 N N N 21.935 10.285 -60.892 -2.066 2.077 -1.781 "H4'" G2Q 54 G2Q H4X H4X H 0 1 N N N 14.398 7.426 -62.350 5.148 -2.503 -0.112 H4X G2Q 55 G2Q "H5'" "H5'" H 0 1 N N N 19.249 10.955 -59.849 -1.168 3.962 -0.336 "H5'" G2Q 56 G2Q "H5'A" "H5'A" H 0 0 N N N 20.533 12.030 -60.500 -1.425 2.923 1.086 "H5'A" G2Q 57 G2Q H5X H5X H 0 1 N N N 15.254 9.329 -61.074 5.770 -0.728 1.573 H5X G2Q 58 G2Q H5XA H5XA H 0 0 N N N 16.398 8.243 -60.190 6.650 0.127 0.283 H5XA G2Q 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 G2Q C6 N1 SING N N 1 G2Q C2 N1 DOUB N N 2 G2Q N3 C2 SING N N 3 G2Q C2 N2 SING N N 4 G2Q N2 HN2 SING N N 5 G2Q N2 HN2A SING N N 6 G2Q C4 N3 SING N N 7 G2Q N3 HN3 SING N N 8 G2Q N9 C4 SING Y N 9 G2Q C4 C5 DOUB Y N 10 G2Q N7 C5 SING Y N 11 G2Q C5 C6 SING N N 12 G2Q C6 O6 DOUB N N 13 G2Q C8 N7 DOUB Y N 14 G2Q C8 N9 SING Y N 15 G2Q C8 H8 SING N N 16 G2Q "C1'" N9 SING N N 17 G2Q O1A PA DOUB N N 18 G2Q O3A PA SING N N 19 G2Q PA "O5'" SING N N 20 G2Q PA O2A SING N N 21 G2Q O1B PB DOUB N N 22 G2Q O2B PB SING N N 23 G2Q PB O3A SING N N 24 G2Q PB O5X SING N N 25 G2Q "C2'" "C1'" SING N N 26 G2Q "C1'" "O4'" SING N N 27 G2Q "C1'" "H1'" SING N N 28 G2Q O4X C1X SING N N 29 G2Q C1X C2X SING N N 30 G2Q C1X H1X SING N N 31 G2Q C1X H1XA SING N N 32 G2Q "C3'" "C2'" SING N N 33 G2Q "O2'" "C2'" SING N N 34 G2Q "C2'" "H2'" SING N N 35 G2Q "O2'" "HO2'" SING N N 36 G2Q O2A HO2A SING N N 37 G2Q O2B HO2B SING N N 38 G2Q C3X C2X SING N N 39 G2Q O2X C2X SING N N 40 G2Q C2X H2X SING N N 41 G2Q O2X HO2X SING N N 42 G2Q "O3'" "C3'" SING N N 43 G2Q "C3'" "C4'" SING N N 44 G2Q "C3'" "H3'" SING N N 45 G2Q "O3'" "HO3'" SING N N 46 G2Q C4X C3X SING N N 47 G2Q O3X C3X SING N N 48 G2Q C3X H3X SING N N 49 G2Q O3X HO3X SING N N 50 G2Q "C4'" "C5'" SING N N 51 G2Q "C4'" "O4'" SING N N 52 G2Q "C4'" "H4'" SING N N 53 G2Q O4X C4X SING N N 54 G2Q C4X C5X SING N N 55 G2Q C4X H4X SING N N 56 G2Q "O5'" "C5'" SING N N 57 G2Q "C5'" "H5'" SING N N 58 G2Q "C5'" "H5'A" SING N N 59 G2Q O5X C5X SING N N 60 G2Q C5X H5X SING N N 61 G2Q C5X H5XA 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 G2Q 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" G2Q InChIKey InChI 1.03 NOLLEWZDVQOFJY-ZVIMGNLFSA-N G2Q SMILES ACDLabs 12.01 "O=P(O)(OCC1OCC(O)C1O)OP(=O)(O)OCC4OC(n2cnc3c2NC(=NC3=O)N)C(O)C4O" G2Q SMILES_CANONICAL CACTVS 3.370 "NC1=NC(=O)c2ncn([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)c2N1" G2Q SMILES CACTVS 3.370 "NC1=NC(=O)c2ncn([CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]4OC[CH](O)[CH]4O)[CH](O)[CH]3O)c2N1" G2Q SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@H](CO4)O)O)O)O)NC(=NC2=O)N" G2Q SMILES "OpenEye OEToolkits" 1.7.2 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(CO4)O)O)O)O)NC(=NC2=O)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 G2Q "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3,6-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)" G2Q "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[[(2R,3S,4R,5R)-5-(2-azanyl-6-oxidanylidene-3H-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2R,3S,4S)-3,4-bis(oxidanyl)oxolan-2-yl]methyl 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 G2Q "Create component" 2011-08-24 EBI #