data_ZGP # _chem_comp.id ZGP _chem_comp.name "5'-O-[(R)-hydroxy{[2-hydroxy-3,5-dimethyl-6-(2-oxo-2-sulfanylethyl)pyridin-4-yl]oxy}phosphoryl]guanosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H23 N6 O10 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-05-23 _chem_comp.pdbx_modified_date 2015-04-24 _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 558.459 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZGP _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 3WVC _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 ZGP O6 O6 O 0 1 N N N -1.413 9.105 1.915 -7.211 -3.973 -0.333 O6 ZGP 1 ZGP C6 C6 C 0 1 N N N -0.321 8.870 1.393 -7.097 -2.760 -0.398 C6 ZGP 2 ZGP N1 N1 N 0 1 N N N -0.041 9.415 0.121 -8.169 -1.977 -0.652 N1 ZGP 3 ZGP C2 C2 C 0 1 N N N 1.206 9.140 -0.478 -8.030 -0.623 -0.723 C2 ZGP 4 ZGP N2 N2 N 0 1 N N N 1.526 9.619 -1.675 -9.136 0.147 -0.982 N2 ZGP 5 ZGP N3 N3 N 0 1 N N N 2.084 8.375 0.174 -6.868 -0.034 -0.549 N3 ZGP 6 ZGP C4 C4 C 0 1 Y N N 1.790 7.873 1.395 -5.764 -0.744 -0.293 C4 ZGP 7 ZGP C5 C5 C 0 1 Y N N 0.614 8.107 2.002 -5.842 -2.139 -0.203 C5 ZGP 8 ZGP N7 N7 N 0 1 Y N N 0.652 7.459 3.181 -4.595 -2.595 0.068 N7 ZGP 9 ZGP C8 C8 C 0 1 Y N N 1.829 6.839 3.314 -3.776 -1.587 0.152 C8 ZGP 10 ZGP N9 N9 N 0 1 Y N N 2.515 7.097 2.202 -4.452 -0.422 -0.073 N9 ZGP 11 ZGP "C1'" "C1'" C 0 1 N N R 3.861 6.695 1.742 -3.881 0.927 -0.063 "C1'" ZGP 12 ZGP "O4'" "O4'" O 0 1 N N N 4.372 5.587 2.517 -2.449 0.874 -0.244 "O4'" ZGP 13 ZGP "C2'" "C2'" C 0 1 N N R 4.835 7.854 1.866 -4.045 1.578 1.334 "C2'" ZGP 14 ZGP "O2'" "O2'" O 0 1 N N N 5.602 7.847 0.693 -5.315 2.223 1.450 "O2'" ZGP 15 ZGP "C3'" "C3'" C 0 1 N N S 5.674 7.492 3.076 -2.896 2.616 1.344 "C3'" ZGP 16 ZGP "O3'" "O3'" O 0 1 N N N 7.013 7.966 2.996 -3.390 3.912 0.998 "O3'" ZGP 17 ZGP "C4'" "C4'" C 0 1 N N R 5.702 5.969 3.028 -1.916 2.105 0.271 "C4'" ZGP 18 ZGP "C5'" "C5'" C 0 1 N N N 6.001 5.477 4.458 -0.542 1.855 0.898 "C5'" ZGP 19 ZGP "O5'" "O5'" O 0 1 N N N 5.172 6.136 5.382 0.385 1.478 -0.122 "O5'" ZGP 20 ZGP PBK PBK P 0 1 N N N 5.846 6.837 6.589 1.930 1.138 0.180 PBK ZGP 21 ZGP OAJ OAJ O 0 1 N N N 4.786 7.934 6.995 2.020 -0.183 1.096 OAJ ZGP 22 ZGP OAG OAG O 0 1 N N N 7.222 7.266 6.239 2.555 2.275 0.892 OAG ZGP 23 ZGP OAT OAT O 0 1 N N N 5.784 5.750 7.803 2.704 0.883 -1.208 OAT ZGP 24 ZGP CBA CBA C 0 1 Y N N 6.250 4.483 7.674 4.043 0.708 -1.069 CBA ZGP 25 ZGP CAX CAX C 0 1 Y N N 7.589 4.244 8.026 4.590 -0.571 -0.974 CAX ZGP 26 ZGP CAA CAA C 0 1 N N N 8.411 5.336 8.468 3.700 -1.786 -1.023 CAA ZGP 27 ZGP CAY CAY C 0 1 Y N N 5.395 3.489 7.228 4.903 1.799 -1.025 CAY ZGP 28 ZGP CAB CAB C 0 1 N N N 4.090 3.765 6.939 4.364 3.202 -1.130 CAB ZGP 29 ZGP CBB CBB C 0 1 Y N N 5.892 2.180 7.136 6.265 1.578 -0.882 CBB ZGP 30 ZGP OAE OAE O 0 1 N N N 5.192 1.217 6.772 7.115 2.634 -0.836 OAE ZGP 31 ZGP NAR NAR N 0 1 Y N N 7.251 1.921 7.464 6.743 0.347 -0.789 NAR ZGP 32 ZGP CAZ CAZ C 0 1 Y N N 8.096 2.940 7.880 5.954 -0.711 -0.833 CAZ ZGP 33 ZGP CAM CAM C 0 1 N N N 9.417 2.658 8.262 6.553 -2.089 -0.723 CAM ZGP 34 ZGP CAV CAV C 0 1 N N N 9.251 2.496 9.837 6.606 -2.499 0.727 CAV ZGP 35 ZGP OAD OAD O 0 1 N N N 8.662 1.519 10.271 6.198 -1.746 1.585 OAD ZGP 36 ZGP SAK SAK S 0 1 N N N 9.638 3.977 10.864 7.242 -4.028 1.161 SAK ZGP 37 ZGP H1 H1 H 0 1 N N N -0.715 9.986 -0.347 -9.041 -2.380 -0.786 H1 ZGP 38 ZGP H2 H2 H 0 1 N N N 2.416 9.405 -2.077 -10.000 -0.273 -1.113 H2 ZGP 39 ZGP H3 H3 H 0 1 N N N 0.877 10.193 -2.174 -9.053 1.112 -1.036 H3 ZGP 40 ZGP H4 H4 H 0 1 N N N 2.158 6.247 4.155 -2.719 -1.661 0.358 H4 ZGP 41 ZGP H5 H5 H 0 1 N N N 3.803 6.403 0.683 -4.345 1.544 -0.832 H5 ZGP 42 ZGP H6 H6 H 0 1 N N N 4.302 8.803 2.024 -3.910 0.841 2.125 H6 ZGP 43 ZGP H7 H7 H 0 1 N N N 6.231 8.558 0.721 -5.465 2.645 2.307 H7 ZGP 44 ZGP H8 H8 H 0 1 N N N 5.179 7.832 3.997 -2.414 2.641 2.321 H8 ZGP 45 ZGP H9 H9 H 0 1 N N N 7.487 7.710 3.778 -4.054 4.256 1.611 H9 ZGP 46 ZGP H10 H10 H 0 1 N N N 6.494 5.629 2.344 -1.831 2.837 -0.532 H10 ZGP 47 ZGP H11 H11 H 0 1 N N N 5.819 4.394 4.515 -0.195 2.766 1.387 H11 ZGP 48 ZGP H12 H12 H 0 1 N N N 7.053 5.685 4.701 -0.619 1.055 1.634 H12 ZGP 49 ZGP H13 H13 H 0 1 N N N 5.190 8.793 6.962 1.548 -0.946 0.733 H13 ZGP 50 ZGP H15 H15 H 0 1 N N N 8.349 5.422 9.563 3.537 -2.075 -2.062 H15 ZGP 51 ZGP H16 H16 H 0 1 N N N 9.455 5.152 8.173 4.177 -2.608 -0.489 H16 ZGP 52 ZGP H17 H17 H 0 1 N N N 8.059 6.270 8.006 2.743 -1.556 -0.555 H17 ZGP 53 ZGP H18 H18 H 0 1 N N N 3.480 3.649 7.847 4.133 3.578 -0.133 H18 ZGP 54 ZGP H19 H19 H 0 1 N N N 4.007 4.798 6.571 5.110 3.845 -1.596 H19 ZGP 55 ZGP H20 H20 H 0 1 N N N 3.731 3.070 6.165 3.457 3.199 -1.735 H20 ZGP 56 ZGP H21 H21 H 0 1 N N N 9.783 1.731 7.797 5.938 -2.798 -1.278 H21 ZGP 57 ZGP H22 H22 H 0 1 N N N 10.096 3.486 8.011 7.562 -2.082 -1.135 H22 ZGP 58 ZGP H23 H23 H 0 1 N N N 9.136 3.645 12.016 7.092 -3.967 2.562 H23 ZGP 59 ZGP H14 H14 H 0 1 N N N 5.716 0.425 6.775 7.275 2.972 0.055 H14 ZGP 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 ZGP N2 C2 SING N N 1 ZGP C2 N1 SING N N 2 ZGP C2 N3 DOUB N N 3 ZGP N1 C6 SING N N 4 ZGP N3 C4 SING N N 5 ZGP "O2'" "C2'" SING N N 6 ZGP C6 O6 DOUB N N 7 ZGP C6 C5 SING N N 8 ZGP C4 C5 DOUB Y N 9 ZGP C4 N9 SING Y N 10 ZGP "C1'" "C2'" SING N N 11 ZGP "C1'" N9 SING N N 12 ZGP "C1'" "O4'" SING N N 13 ZGP "C2'" "C3'" SING N N 14 ZGP C5 N7 SING Y N 15 ZGP N9 C8 SING Y N 16 ZGP "O4'" "C4'" SING N N 17 ZGP "O3'" "C3'" SING N N 18 ZGP "C4'" "C3'" SING N N 19 ZGP "C4'" "C5'" SING N N 20 ZGP N7 C8 DOUB Y N 21 ZGP "C5'" "O5'" SING N N 22 ZGP "O5'" PBK SING N N 23 ZGP OAG PBK DOUB N N 24 ZGP PBK OAJ SING N N 25 ZGP PBK OAT SING N N 26 ZGP OAE CBB SING N N 27 ZGP CAB CAY SING N N 28 ZGP CBB CAY SING Y N 29 ZGP CBB NAR DOUB Y N 30 ZGP CAY CBA DOUB Y N 31 ZGP NAR CAZ SING Y N 32 ZGP CBA OAT SING N N 33 ZGP CBA CAX SING Y N 34 ZGP CAZ CAX DOUB Y N 35 ZGP CAZ CAM SING N N 36 ZGP CAX CAA SING N N 37 ZGP CAM CAV SING N N 38 ZGP CAV OAD DOUB N N 39 ZGP CAV SAK SING N N 40 ZGP N1 H1 SING N N 41 ZGP N2 H2 SING N N 42 ZGP N2 H3 SING N N 43 ZGP C8 H4 SING N N 44 ZGP "C1'" H5 SING N N 45 ZGP "C2'" H6 SING N N 46 ZGP "O2'" H7 SING N N 47 ZGP "C3'" H8 SING N N 48 ZGP "O3'" H9 SING N N 49 ZGP "C4'" H10 SING N N 50 ZGP "C5'" H11 SING N N 51 ZGP "C5'" H12 SING N N 52 ZGP OAJ H13 SING N N 53 ZGP CAA H15 SING N N 54 ZGP CAA H16 SING N N 55 ZGP CAA H17 SING N N 56 ZGP CAB H18 SING N N 57 ZGP CAB H19 SING N N 58 ZGP CAB H20 SING N N 59 ZGP CAM H21 SING N N 60 ZGP CAM H22 SING N N 61 ZGP SAK H23 SING N N 62 ZGP OAE H14 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 ZGP SMILES ACDLabs 12.01 "O=C(S)Cc4nc(O)c(c(OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)C(O)C3O)c4C)C" ZGP InChI InChI 1.03 "InChI=1S/C19H23N6O10PS/c1-6-8(3-10(26)37)22-16(29)7(2)14(6)35-36(31,32)33-4-9-12(27)13(28)18(34-9)25-5-21-11-15(25)23-19(20)24-17(11)30/h5,9,12-13,18,27-28H,3-4H2,1-2H3,(H,22,29)(H,26,37)(H,31,32)(H3,20,23,24,30)/t9-,12-,13-,18-/m1/s1" ZGP InChIKey InChI 1.03 JZNXQNYXQOKUIF-ACDAHVMNSA-N ZGP SMILES_CANONICAL CACTVS 3.385 "Cc1c(O)nc(CC(S)=O)c(C)c1O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4C(=O)NC(=Nc34)N" ZGP SMILES CACTVS 3.385 "Cc1c(O)nc(CC(S)=O)c(C)c1O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4C(=O)NC(=Nc34)N" ZGP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(nc(c(c1OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3N=C(NC4=O)N)O)O)C)O)CC(=O)S" ZGP SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(nc(c(c1OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3N=C(NC4=O)N)O)O)C)O)CC(=O)S" # 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 ZGP "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(R)-hydroxy{[2-hydroxy-3,5-dimethyl-6-(2-oxo-2-sulfanylethyl)pyridin-4-yl]oxy}phosphoryl]guanosine" ZGP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[4-[[(2R,3S,4R,5R)-5-(2-azanyl-6-oxidanylidene-1H-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-3,5-dimethyl-6-oxidanyl-pyridin-2-yl]ethanethioic S-acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZGP "Create component" 2014-05-23 PDBJ ZGP "Modify linking type" 2014-06-25 PDBJ ZGP "Modify formula" 2014-06-25 PDBJ ZGP "Modify name" 2014-06-25 PDBJ ZGP "Initial release" 2015-04-29 RCSB #