data_GDC # _chem_comp.id GDC _chem_comp.name "GUANOSINE-5'-DIPHOSPHATE-BETA-L-GALACTOSE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H25 N5 O16 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-07-25 _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 605.341 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GDC _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 2C5A _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 GDC O3P O3P O 0 1 N N N 14.474 41.486 9.332 -1.410 3.501 -0.414 O3P GDC 1 GDC P P P 0 1 N N S 15.427 41.689 8.192 -1.072 1.970 -0.049 P GDC 2 GDC O1P O1P O 0 1 N N N 15.106 41.044 6.889 -1.181 1.136 -1.267 O1P GDC 3 GDC O2P O2P O 0 1 N N N 16.865 41.210 8.703 -2.114 1.440 1.058 O2P GDC 4 GDC "O5'" O5* O 0 1 N N N 15.585 43.244 7.991 0.425 1.874 0.534 "O5'" GDC 5 GDC "C5'" C5* C 0 1 N N N 16.240 43.771 6.850 1.307 2.244 -0.528 "C5'" GDC 6 GDC "C4'" C4* C 0 1 N N R 16.141 45.299 6.891 2.754 2.174 -0.038 "C4'" GDC 7 GDC "O4'" O4* O 0 1 N N N 14.763 45.668 6.554 3.121 0.807 0.253 "O4'" GDC 8 GDC "C3'" C3* C 0 1 N N S 16.495 45.878 8.247 3.725 2.614 -1.155 "C3'" GDC 9 GDC "O3'" O3* O 0 1 N N N 17.214 47.096 8.065 4.108 3.979 -0.976 "O3'" GDC 10 GDC "C2'" C2* C 0 1 N N R 15.097 46.185 8.811 4.947 1.681 -0.982 "C2'" GDC 11 GDC "O2'" O2* O 0 1 N N N 15.026 47.258 9.749 6.121 2.442 -0.694 "O2'" GDC 12 GDC "C1'" C1* C 0 1 N N R 14.372 46.617 7.505 4.565 0.786 0.217 "C1'" GDC 13 GDC N9 N9 N 0 1 Y N N 12.938 46.602 7.654 5.049 -0.581 0.008 N9 GDC 14 GDC C8 C8 C 0 1 Y N N 12.146 47.704 7.408 4.345 -1.612 -0.543 C8 GDC 15 GDC N7 N7 N 0 1 Y N N 10.856 47.468 7.733 5.082 -2.683 -0.575 N7 GDC 16 GDC C6 C6 C 0 1 N N N 9.748 45.283 8.613 7.475 -3.162 0.170 C6 GDC 17 GDC O6 O6 O 0 1 N N N 8.531 45.624 8.670 7.527 -4.339 -0.144 O6 GDC 18 GDC C5 C5 C 0 1 Y N N 10.786 46.163 8.101 6.300 -2.405 -0.048 C5 GDC 19 GDC N1 N1 N 0 1 N N N 10.132 44.046 9.004 8.540 -2.547 0.729 N1 GDC 20 GDC C2 C2 C 0 1 N N N 11.439 43.620 8.955 8.469 -1.232 1.081 C2 GDC 21 GDC N2 N2 N 0 1 N N N 11.724 42.388 9.363 9.564 -0.635 1.653 N2 GDC 22 GDC N3 N3 N 0 1 N N N 12.459 44.352 8.459 7.383 -0.518 0.884 N3 GDC 23 GDC C4 C4 C 0 1 Y N N 12.161 45.626 8.105 6.291 -1.058 0.330 C4 GDC 24 GDC C1 C1 C 0 1 N N R 18.810 39.199 9.205 -5.531 -0.240 0.450 C1 GDC 25 GDC C2A C2A C 0 1 N N S 18.637 38.580 10.621 -6.752 -0.404 1.358 C2A GDC 26 GDC C3 C3 C 0 1 N N R 18.429 37.098 10.533 -7.960 -0.803 0.503 C3 GDC 27 GDC C4A C4A C 0 1 N N S 19.587 36.458 9.763 -7.589 -2.042 -0.320 C4A GDC 28 GDC C5A C5A C 0 1 N N S 19.752 37.191 8.446 -6.305 -1.755 -1.101 C5A GDC 29 GDC C6A C6A C 0 1 N N N 20.996 36.677 7.679 -5.945 -2.975 -1.952 C6A GDC 30 GDC O1 O1 O 0 1 N N N 19.110 40.458 9.355 -4.407 0.165 1.234 O1 GDC 31 GDC O2 O2 O 0 1 N N N 17.535 39.162 11.323 -7.023 0.831 2.023 O2 GDC 32 GDC O3 O3 O 0 1 N N N 18.399 36.540 11.828 -9.071 -1.105 1.350 O3 GDC 33 GDC O4 O4 O 0 1 N N N 20.825 36.375 10.477 -7.379 -3.153 0.553 O4 GDC 34 GDC O5 O5 O 0 1 N N N 19.969 38.562 8.608 -5.239 -1.479 -0.194 O5 GDC 35 GDC O6A O6A O 0 1 N N N 20.962 37.147 6.360 -4.818 -2.667 -2.774 O6A GDC 36 GDC P1 P1 P 0 1 N N R 18.394 41.483 8.406 -3.469 1.057 0.277 P1 GDC 37 GDC O1X AO1P O 0 1 N N N 18.699 41.230 6.963 -4.250 2.404 -0.135 O1X GDC 38 GDC O2X AO2P O 0 1 N N N 18.861 42.772 8.950 -3.135 0.288 -0.943 O2X GDC 39 GDC H3P H3P H 0 1 N N N 14.960 41.443 10.147 -1.327 4.008 0.405 H3P GDC 40 GDC "H5'1" 1H5* H 0 0 N N N 15.765 43.389 5.935 1.081 3.260 -0.851 "H5'1" GDC 41 GDC "H5'2" 2H5* H 0 0 N N N 17.297 43.467 6.855 1.173 1.559 -1.365 "H5'2" GDC 42 GDC "H4'" H4* H 0 1 N N N 16.865 45.710 6.172 2.885 2.798 0.847 "H4'" GDC 43 GDC "H3'" H3* H 0 1 N N N 17.113 45.227 8.882 3.270 2.472 -2.135 "H3'" GDC 44 GDC HA HA H 0 1 N N N 17.374 47.499 8.910 4.712 4.198 -1.700 HA GDC 45 GDC "H2'" H2* H 0 1 N N N 14.693 45.332 9.376 5.094 1.076 -1.877 "H2'" GDC 46 GDC HB HB H 0 1 N N N 15.010 46.907 10.632 6.272 3.022 -1.453 HB GDC 47 GDC "H1'" H1* H 0 1 N N N 14.637 47.647 7.224 4.974 1.195 1.141 "H1'" GDC 48 GDC H8 H8 H 0 1 N N N 12.511 48.638 7.006 3.327 -1.548 -0.899 H8 GDC 49 GDC H1 H1 H 0 1 N N N 9.435 43.414 9.343 9.357 -3.045 0.888 H1 GDC 50 GDC H2N1 1H2N H 0 0 N N N 11.057 41.729 9.710 9.530 0.301 1.906 H2N1 GDC 51 GDC H2N2 2H2N H 0 0 N N N 12.705 42.219 9.271 10.371 -1.150 1.809 H2N2 GDC 52 GDC HC HC H 0 1 N N N 17.902 39.071 8.597 -5.739 0.520 -0.303 HC GDC 53 GDC H2A H2A H 0 1 N N N 19.563 38.793 11.176 -6.556 -1.181 2.098 H2A GDC 54 GDC H3 H3 H 0 1 N N N 17.477 36.907 10.017 -8.222 0.016 -0.166 H3 GDC 55 GDC H4A H4A H 0 1 N N N 19.316 35.405 9.597 -8.395 -2.272 -1.016 H4A GDC 56 GDC H5A H5A H 0 1 N N N 18.812 37.008 7.905 -6.460 -0.894 -1.751 H5A GDC 57 GDC H6A1 1H6A H 0 0 N N N 20.994 35.577 7.675 -5.700 -3.813 -1.299 H6A1 GDC 58 GDC H6A2 2H6A H 0 0 N N N 21.908 37.042 8.174 -6.793 -3.241 -2.582 H6A2 GDC 59 GDC H2 H2 H 0 1 N N N 17.772 39.291 12.234 -6.239 1.045 2.547 H2 GDC 60 GDC HD HD H 0 1 N N N 18.392 35.592 11.765 -9.270 -0.301 1.848 HD GDC 61 GDC H4 H4 H 0 1 N N N 21.547 36.357 9.859 -8.211 -3.299 1.024 H4 GDC 62 GDC H6A H6A H 0 1 N N N 20.954 38.097 6.362 -4.625 -3.460 -3.293 H6A GDC 63 GDC H1PA H1PA H 0 0 N N N 17.887 41.176 6.472 -4.448 2.874 0.686 H1PA GDC 64 # 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 GDC O3P P SING N N 1 GDC O3P H3P SING N N 2 GDC P O1P DOUB N N 3 GDC P O2P SING N N 4 GDC P "O5'" SING N N 5 GDC O2P P1 SING N N 6 GDC "O5'" "C5'" SING N N 7 GDC "C5'" "C4'" SING N N 8 GDC "C5'" "H5'1" SING N N 9 GDC "C5'" "H5'2" SING N N 10 GDC "C4'" "O4'" SING N N 11 GDC "C4'" "C3'" SING N N 12 GDC "C4'" "H4'" SING N N 13 GDC "O4'" "C1'" SING N N 14 GDC "C3'" "O3'" SING N N 15 GDC "C3'" "C2'" SING N N 16 GDC "C3'" "H3'" SING N N 17 GDC "O3'" HA SING N N 18 GDC "C2'" "O2'" SING N N 19 GDC "C2'" "C1'" SING N N 20 GDC "C2'" "H2'" SING N N 21 GDC "O2'" HB SING N N 22 GDC "C1'" N9 SING N N 23 GDC "C1'" "H1'" SING N N 24 GDC N9 C8 SING Y N 25 GDC N9 C4 SING Y N 26 GDC C8 N7 DOUB Y N 27 GDC C8 H8 SING N N 28 GDC N7 C5 SING Y N 29 GDC C6 O6 DOUB N N 30 GDC C6 C5 SING N N 31 GDC C6 N1 SING N N 32 GDC C5 C4 DOUB Y N 33 GDC N1 C2 SING N N 34 GDC N1 H1 SING N N 35 GDC C2 N2 SING N N 36 GDC C2 N3 DOUB N N 37 GDC N2 H2N1 SING N N 38 GDC N2 H2N2 SING N N 39 GDC N3 C4 SING N N 40 GDC C1 C2A SING N N 41 GDC C1 O1 SING N N 42 GDC C1 O5 SING N N 43 GDC C1 HC SING N N 44 GDC C2A C3 SING N N 45 GDC C2A O2 SING N N 46 GDC C2A H2A SING N N 47 GDC C3 C4A SING N N 48 GDC C3 O3 SING N N 49 GDC C3 H3 SING N N 50 GDC C4A C5A SING N N 51 GDC C4A O4 SING N N 52 GDC C4A H4A SING N N 53 GDC C5A C6A SING N N 54 GDC C5A O5 SING N N 55 GDC C5A H5A SING N N 56 GDC C6A O6A SING N N 57 GDC C6A H6A1 SING N N 58 GDC C6A H6A2 SING N N 59 GDC O1 P1 SING N N 60 GDC O2 H2 SING N N 61 GDC O3 HD SING N N 62 GDC O4 H4 SING N N 63 GDC O6A H6A SING N N 64 GDC P1 O1X SING N N 65 GDC P1 O2X DOUB N N 66 GDC O1X H1PA SING N N 67 # 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 GDC SMILES ACDLabs 10.04 "O=P(OC1OC(C(O)C(O)C1O)CO)(O)OP(=O)(O)OCC4OC(n2c3N=C(N)NC(=O)c3nc2)C(O)C4O" GDC SMILES_CANONICAL CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@@](O)(=O)O[C@H]4O[C@@H](CO)[C@@H](O)[C@@H](O)[C@@H]4O)[C@@H](O)[C@H]3O" GDC SMILES CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[CH]4O[CH](CO)[CH](O)[CH](O)[CH]4O)[CH](O)[CH]3O" GDC 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)O[C@@H]4[C@H]([C@@H]([C@@H]([C@@H](O4)CO)O)O)O)O)O)N=C(NC2=O)N" GDC SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)CO)O)O)O)O)O)N=C(NC2=O)N" GDC InChI InChI 1.03 "InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5+,7+,8+,9+,10+,11-,14+,15+/m0/s1" GDC InChIKey InChI 1.03 MVMSCBBUIHUTGJ-JGQUBWHWSA-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 GDC "SYSTEMATIC NAME" ACDLabs 10.04 "[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)" GDC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [hydroxy-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 GDC "Create component" 2006-07-25 EBI GDC "Modify descriptor" 2011-06-04 RCSB #