data_ZGU # _chem_comp.id ZGU _chem_comp.name "(S)-1'-(2',3'-DIHYDROXYPROPYL)-GUANINE" _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ? _chem_comp.formula "C8 H12 N5 O6 P" _chem_comp.mon_nstd_parent_comp_id G _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-03-28 _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 305.185 _chem_comp.one_letter_code G _chem_comp.three_letter_code ZGU _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 2JJA _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 ZGU P P P 0 1 N N N -9.945 -6.500 5.176 -9.945 -6.500 5.176 P ZGU 1 ZGU O1P O1P O 0 1 N N N -10.615 -7.820 5.477 -10.615 -7.820 5.477 O1P ZGU 2 ZGU O2P O2P O 0 1 N N N -10.242 -5.299 5.987 -10.242 -5.299 5.987 O2P ZGU 3 ZGU O3G O3G O 0 1 N N N -8.363 -6.748 5.203 -8.363 -6.748 5.203 O3G ZGU 4 ZGU C3G C3G C 0 1 N N N -7.573 -6.247 6.272 -7.573 -6.247 6.272 C3G ZGU 5 ZGU C2G C2G C 0 1 N N S -6.226 -6.945 6.284 -6.226 -6.945 6.284 C2G ZGU 6 ZGU O2G O2G O 0 1 N N N -6.425 -8.292 6.712 -6.425 -8.292 6.712 O2G ZGU 7 ZGU C1G C1G C 0 1 N N N -5.654 -7.013 4.861 -5.654 -7.013 4.861 C1G ZGU 8 ZGU N9 N9 N 0 1 Y N N -4.325 -7.635 4.913 -4.325 -7.635 4.913 N9 ZGU 9 ZGU C8 C8 C 0 1 Y N N -4.064 -8.954 4.879 -4.064 -8.954 4.879 C8 ZGU 10 ZGU N7 N7 N 0 1 Y N N -2.748 -9.176 4.952 -2.748 -9.176 4.952 N7 ZGU 11 ZGU C4 C4 C 0 1 Y N N -3.161 -6.991 5.036 -3.161 -6.991 5.036 C4 ZGU 12 ZGU C5 C5 C 0 1 Y N N -2.172 -7.959 5.061 -2.172 -7.959 5.061 C5 ZGU 13 ZGU N3 N3 N 0 1 N N N -2.919 -5.664 5.141 -2.919 -5.664 5.141 N3 ZGU 14 ZGU C2 C2 C 0 1 N N N -1.651 -5.299 5.267 -1.651 -5.299 5.267 C2 ZGU 15 ZGU N2 N2 N 0 1 N N N -1.346 -3.999 5.362 -1.346 -3.999 5.362 N2 ZGU 16 ZGU N1 N1 N 0 1 N N N -0.657 -6.202 5.310 -0.657 -6.202 5.310 N1 ZGU 17 ZGU C6 C6 C 0 1 N N N -0.847 -7.542 5.223 -0.847 -7.542 5.223 C6 ZGU 18 ZGU O6 O6 O 0 1 N N N 0.157 -8.316 5.258 0.157 -8.316 5.258 O6 ZGU 19 ZGU OXT OXT O 0 1 N Y N -10.147 -6.245 3.639 -10.147 -6.245 3.639 OXT ZGU 20 ZGU H1P H1P H 0 1 N N N -10.756 -8.296 4.667 -10.756 -8.296 4.667 H1P ZGU 21 ZGU HOT HOT H 0 1 N N N -10.188 -5.310 3.475 -10.188 -5.310 3.475 HOT ZGU 22 ZGU H3G1 1H3G H 0 0 N N N -7.423 -5.165 6.139 -7.423 -5.165 6.139 H3G1 ZGU 23 ZGU H3G2 2H3G H 0 0 N N N -8.089 -6.435 7.225 -8.089 -6.435 7.225 H3G2 ZGU 24 ZGU H2G H2G H 0 1 N N N -5.543 -6.394 6.947 -5.543 -6.394 6.947 H2G ZGU 25 ZGU HA HA H 0 1 N N N -6.469 -8.862 5.954 -6.469 -8.863 5.954 HA ZGU 26 ZGU H1G1 1H1G H 0 0 N N N -6.319 -7.613 4.223 -6.319 -7.613 4.223 H1G1 ZGU 27 ZGU H1G2 2H1G H 0 0 N N N -5.575 -5.999 4.442 -5.575 -5.999 4.442 H1G2 ZGU 28 ZGU H8 H8 H 0 1 N N N -4.814 -9.727 4.803 -4.814 -9.727 4.803 H8 ZGU 29 ZGU H2N1 1H2N H 0 0 N N N -0.358 -3.877 5.452 -0.357 -3.877 5.452 H2N1 ZGU 30 ZGU H2N2 2H2N H 0 0 N N N -2.013 -3.254 5.346 -2.013 -3.254 5.346 H2N2 ZGU 31 ZGU H1 H1 H 0 1 N N N 0.279 -5.866 5.412 0.279 -5.866 5.412 H1 ZGU 32 # 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 ZGU P O1P SING N N 1 ZGU P O2P DOUB N N 2 ZGU P O3G SING N N 3 ZGU P OXT SING N N 4 ZGU O3G C3G SING N N 5 ZGU C3G C2G SING N N 6 ZGU C2G O2G SING N N 7 ZGU C2G C1G SING N N 8 ZGU C1G N9 SING N N 9 ZGU N9 C8 SING Y N 10 ZGU N9 C4 SING Y N 11 ZGU C8 N7 DOUB Y N 12 ZGU N7 C5 SING Y N 13 ZGU C4 C5 DOUB Y N 14 ZGU C4 N3 SING N N 15 ZGU C5 C6 SING N N 16 ZGU N3 C2 DOUB N N 17 ZGU C2 N2 SING N N 18 ZGU C2 N1 SING N N 19 ZGU N1 C6 SING N N 20 ZGU C6 O6 DOUB N N 21 ZGU O1P H1P SING N N 22 ZGU OXT HOT SING N N 23 ZGU C3G H3G1 SING N N 24 ZGU C3G H3G2 SING N N 25 ZGU C2G H2G SING N N 26 ZGU O2G HA SING N N 27 ZGU C1G H1G1 SING N N 28 ZGU C1G H1G2 SING N N 29 ZGU C8 H8 SING N N 30 ZGU N2 H2N1 SING N N 31 ZGU N2 H2N2 SING N N 32 ZGU N1 H1 SING N N 33 # 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 ZGU SMILES ACDLabs 10.04 "O=P(O)(O)OCC(O)Cn1c2N=C(NC(=O)c2nc1)N" ZGU SMILES_CANONICAL CACTVS 3.341 "NC1=Nc2n(C[C@H](O)CO[P](O)(O)=O)cnc2C(=O)N1" ZGU SMILES CACTVS 3.341 "NC1=Nc2n(C[CH](O)CO[P](O)(O)=O)cnc2C(=O)N1" ZGU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C[C@@H](COP(=O)(O)O)O)N=C(NC2=O)N" ZGU SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1CC(COP(=O)(O)O)O)N=C(NC2=O)N" ZGU InChI InChI 1.03 "InChI=1S/C8H12N5O6P/c9-8-11-6-5(7(15)12-8)10-3-13(6)1-4(14)2-19-20(16,17)18/h3-4,14H,1-2H2,(H2,16,17,18)(H3,9,11,12,15)/t4-/m0/s1" ZGU InChIKey InChI 1.03 RFPODYUIIQSFDZ-BYPYZUCNSA-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 ZGU "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-3-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-hydroxypropyl dihydrogen phosphate" ZGU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S)-3-(2-amino-6-oxo-1H-purin-9-yl)-2-hydroxy-propyl] dihydrogen 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 ZGU "Create component" 2008-03-28 EBI ZGU "Modify aromatic_flag" 2011-06-04 RCSB ZGU "Modify descriptor" 2011-06-04 RCSB #