data_EQ4 # _chem_comp.id EQ4 _chem_comp.name "5'-O-[(R)-(2-amino-1H-imidazol-1-yl)(hydroxy)phosphoryl]guanosine" _chem_comp.type "RNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C13 H17 N8 O7 P" _chem_comp.mon_nstd_parent_comp_id G _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-01-25 _chem_comp.pdbx_modified_date 2018-05-25 _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 428.297 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EQ4 _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 6C8M _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 EQ4 P1 P6* P 0 1 N N N 46.701 20.475 38.094 4.209 0.378 0.526 P1 EQ4 1 EQ4 O1 O8* O 0 1 N N N 46.453 19.603 39.267 5.160 1.677 0.564 O1 EQ4 2 EQ4 O2 O7* O 0 1 N N N 45.266 20.928 37.509 4.041 -0.150 1.899 O2 EQ4 3 EQ4 C1 C5* C 0 1 N N N 48.274 21.932 39.711 1.880 1.686 0.585 C1 EQ4 4 EQ4 O3 O5* O 0 1 N N N 47.376 21.902 38.579 2.771 0.783 -0.073 O3 EQ4 5 EQ4 C2 C4* C 0 1 N N R 49.312 23.081 39.647 0.609 1.848 -0.252 C2 EQ4 6 EQ4 O4 O4* O 0 1 N N N 49.898 23.273 40.976 -0.117 0.608 -0.284 O4 EQ4 7 EQ4 C3 C3* C 0 1 N N S 50.507 22.746 38.739 -0.312 2.902 0.394 C3 EQ4 8 EQ4 O5 O3* O 0 1 N N N 50.616 23.689 37.647 -0.540 3.987 -0.508 O5 EQ4 9 EQ4 C4 C2* C 0 1 N N R 51.735 22.858 39.648 -1.631 2.137 0.665 C4 EQ4 10 EQ4 O6 O2* O 0 1 N N N 52.277 24.194 39.633 -2.764 2.950 0.354 O6 EQ4 11 EQ4 C5 C1* C 0 1 N N R 51.176 22.562 41.013 -1.521 0.942 -0.316 C5 EQ4 12 EQ4 N1 N1 N 0 1 N N N 53.524 18.102 42.352 -6.186 -1.382 -0.367 N1 EQ4 13 EQ4 C6 C2 C 0 1 N N N 54.080 19.376 42.281 -5.790 -0.234 -0.987 C6 EQ4 14 EQ4 N2 N2 N 0 1 N N N 55.362 19.550 42.576 -6.696 0.458 -1.750 N2 EQ4 15 EQ4 N3 N3 N 0 1 N N N 53.314 20.416 41.915 -4.565 0.228 -0.874 N3 EQ4 16 EQ4 C7 C4 C 0 1 Y N N 52.013 20.233 41.615 -3.648 -0.413 -0.140 C7 EQ4 17 EQ4 C8 C5 C 0 1 Y N N 51.461 19.013 41.681 -3.993 -1.597 0.521 C8 EQ4 18 EQ4 C9 C6 C 0 1 N N N 52.175 17.947 42.037 -5.317 -2.081 0.395 C9 EQ4 19 EQ4 O7 O6 O 0 1 N N N 51.661 16.831 42.091 -5.662 -3.109 0.954 O7 EQ4 20 EQ4 N4 N7 N 0 1 Y N N 50.183 19.123 41.333 -2.889 -2.027 1.179 N4 EQ4 21 EQ4 C10 C8 C 0 1 Y N N 49.937 20.400 41.058 -1.911 -1.197 0.967 C10 EQ4 22 EQ4 N5 N9 N 0 1 Y N N 51.060 21.089 41.232 -2.330 -0.186 0.152 N5 EQ4 23 EQ4 N6 N10 N 0 1 Y N N 47.636 19.841 36.781 4.893 -0.772 -0.422 N6 EQ4 24 EQ4 C11 C11 C 0 1 Y N N 48.639 20.468 36.159 5.711 -0.558 -1.508 C11 EQ4 25 EQ4 C12 C12 C 0 1 Y N N 49.114 19.662 35.208 6.046 -1.766 -1.991 C12 EQ4 26 EQ4 N7 N13 N 0 1 Y N N 48.412 18.528 35.226 5.455 -2.703 -1.230 N7 EQ4 27 EQ4 C13 C14 C 0 1 Y N N 47.513 18.652 36.192 4.763 -2.119 -0.281 C13 EQ4 28 EQ4 N8 N15 N 0 1 N N N 46.624 17.716 36.511 4.021 -2.763 0.694 N8 EQ4 29 EQ4 H1 H1 H 0 1 N N N 45.517 19.513 39.403 5.314 2.077 -0.303 H1 EQ4 30 EQ4 H2 H2 H 0 1 N N N 47.676 22.054 40.626 1.620 1.290 1.566 H2 EQ4 31 EQ4 H3 H3 H 0 1 N N N 48.816 20.975 39.751 2.365 2.655 0.700 H3 EQ4 32 EQ4 H4 H4 H 0 1 N N N 48.824 24.002 39.297 0.869 2.152 -1.266 H4 EQ4 33 EQ4 H5 H5 H 0 1 N N N 50.412 21.716 38.364 0.118 3.264 1.327 H5 EQ4 34 EQ4 H6 H6 H 0 1 N N N 51.360 23.460 37.103 -1.113 4.679 -0.153 H6 EQ4 35 EQ4 H7 H7 H 0 1 N N N 52.490 22.110 39.365 -1.674 1.790 1.697 H7 EQ4 36 EQ4 H8 H8 H 0 1 N N N 53.035 24.235 40.204 -2.826 3.757 0.882 H8 EQ4 37 EQ4 H9 H9 H 0 1 N N N 51.830 23.000 41.781 -1.822 1.241 -1.320 H9 EQ4 38 EQ4 H10 H10 H 0 1 N N N 54.080 17.316 42.623 -7.098 -1.696 -0.471 H10 EQ4 39 EQ4 H11 H11 H 0 1 N N N 55.767 20.463 42.527 -7.604 0.129 -1.842 H11 EQ4 40 EQ4 H12 H12 H 0 1 N N N 55.923 18.768 42.847 -6.429 1.276 -2.197 H12 EQ4 41 EQ4 H13 H13 H 0 1 N N N 48.987 20.808 40.746 -0.913 -1.297 1.369 H13 EQ4 42 EQ4 H14 H14 H 0 1 N N N 49.003 21.459 36.387 6.025 0.400 -1.898 H14 EQ4 43 EQ4 H15 H15 H 0 1 N N N 49.929 19.889 34.537 6.678 -1.952 -2.846 H15 EQ4 44 EQ4 H16 H16 H 0 1 N N N 46.745 16.923 35.914 3.981 -3.732 0.713 H16 EQ4 45 EQ4 H17 H17 H 0 1 N N N 46.758 17.440 37.463 3.540 -2.246 1.359 H17 EQ4 46 # 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 EQ4 C12 N7 SING Y N 1 EQ4 C12 C11 DOUB Y N 2 EQ4 N7 C13 DOUB Y N 3 EQ4 C11 N6 SING Y N 4 EQ4 C13 N8 SING N N 5 EQ4 C13 N6 SING Y N 6 EQ4 N6 P1 SING N N 7 EQ4 O2 P1 DOUB N N 8 EQ4 O5 C3 SING N N 9 EQ4 P1 O3 SING N N 10 EQ4 P1 O1 SING N N 11 EQ4 O3 C1 SING N N 12 EQ4 C3 C2 SING N N 13 EQ4 C3 C4 SING N N 14 EQ4 O6 C4 SING N N 15 EQ4 C2 C1 SING N N 16 EQ4 C2 O4 SING N N 17 EQ4 C4 C5 SING N N 18 EQ4 O4 C5 SING N N 19 EQ4 C5 N5 SING N N 20 EQ4 C10 N5 SING Y N 21 EQ4 C10 N4 DOUB Y N 22 EQ4 N5 C7 SING Y N 23 EQ4 N4 C8 SING Y N 24 EQ4 C7 C8 DOUB Y N 25 EQ4 C7 N3 SING N N 26 EQ4 C8 C9 SING N N 27 EQ4 N3 C6 DOUB N N 28 EQ4 C9 O7 DOUB N N 29 EQ4 C9 N1 SING N N 30 EQ4 C6 N1 SING N N 31 EQ4 C6 N2 SING N N 32 EQ4 O1 H1 SING N N 33 EQ4 C1 H2 SING N N 34 EQ4 C1 H3 SING N N 35 EQ4 C2 H4 SING N N 36 EQ4 C3 H5 SING N N 37 EQ4 O5 H6 SING N N 38 EQ4 C4 H7 SING N N 39 EQ4 O6 H8 SING N N 40 EQ4 C5 H9 SING N N 41 EQ4 N1 H10 SING N N 42 EQ4 N2 H11 SING N N 43 EQ4 N2 H12 SING N N 44 EQ4 C10 H13 SING N N 45 EQ4 C11 H14 SING N N 46 EQ4 C12 H15 SING N N 47 EQ4 N8 H16 SING N N 48 EQ4 N8 H17 SING N N 49 # 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 EQ4 SMILES ACDLabs 12.01 "P(OCC1OC(C(C1O)O)n3c2N=C(NC(c2nc3)=O)N)(O)(=O)n4ccnc4N" EQ4 InChI InChI 1.03 "InChI=1S/C13H17N8O7P/c14-12-18-9-6(10(24)19-12)17-4-20(9)11-8(23)7(22)5(28-11)3-27-29(25,26)21-2-1-16-13(21)15/h1-2,4-5,7-8,11,22-23H,3H2,(H2,15,16)(H,25,26)(H3,14,18,19,24)/t5-,7-,8-,11-/m1/s1" EQ4 InChIKey InChI 1.03 UJFHHYLHXPKINK-IOSLPCCCSA-N EQ4 SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P](O)(=O)n4ccnc4N)[C@@H](O)[C@H]3O" EQ4 SMILES CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)n4ccnc4N)[CH](O)[CH]3O" EQ4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cn(c(n1)N)P(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3N=C(NC4=O)N)O)O" EQ4 SMILES "OpenEye OEToolkits" 2.0.6 "c1cn(c(n1)N)P(=O)(O)OCC2C(C(C(O2)n3cnc4c3N=C(NC4=O)N)O)O" # 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 EQ4 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(R)-(2-amino-1H-imidazol-1-yl)(hydroxy)phosphoryl]guanosine" EQ4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2-azanylimidazol-1-yl)-[[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy]phosphinic 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 EQ4 "Create component" 2018-01-25 RCSB EQ4 "Initial release" 2018-05-30 RCSB #