data_8OS # _chem_comp.id 8OS _chem_comp.name "5'-O-[(S)-hydroxy(4-methyl-1H-imidazol-5-yl)phosphoryl]guanosine" _chem_comp.type "RNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C14 H18 N7 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 2017-02-22 _chem_comp.pdbx_modified_date 2017-03-03 _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 427.309 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8OS _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 5UX3 _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 8OS O1 O6 O 0 1 N N N 60.312 38.243 183.313 6.019 -2.794 -1.178 O1 8OS 1 8OS C1 C6 C 0 1 N N N 61.366 38.125 182.712 5.548 -1.910 -0.483 C1 8OS 2 8OS N1 N1 N 0 1 N N N 62.404 37.388 183.271 6.269 -1.356 0.517 N1 8OS 3 8OS C2 C2 C 0 1 N N N 63.572 37.266 182.535 5.731 -0.368 1.287 C2 8OS 4 8OS N2 N2 N 0 1 N N N 64.568 36.578 183.009 6.487 0.176 2.295 N2 8OS 5 8OS N3 N3 N 0 1 N N N 63.684 37.866 181.344 4.511 0.079 1.092 N3 8OS 6 8OS C3 C4 C 0 1 Y N N 62.654 38.575 180.843 3.738 -0.421 0.121 C3 8OS 7 8OS C4 C5 C 0 1 Y N N 61.511 38.693 181.516 4.234 -1.434 -0.708 C4 8OS 8 8OS N4 N7 N 0 1 Y N N 60.679 39.436 180.809 3.255 -1.748 -1.590 N4 8OS 9 8OS C5 C8 C 0 1 Y N N 61.307 39.777 179.697 2.212 -1.006 -1.359 C5 8OS 10 8OS N5 N9 N 0 1 Y N N 62.520 39.238 179.708 2.465 -0.167 -0.312 N5 8OS 11 8OS C6 C1* C 0 1 N N R 63.544 39.374 178.668 1.540 0.821 0.249 C6 8OS 12 8OS O2 O4* O 0 1 N N N 62.885 39.976 177.563 0.176 0.474 -0.075 O2 8OS 13 8OS C7 C2* C 0 1 N N R 64.123 38.064 178.173 1.765 2.202 -0.405 C7 8OS 14 8OS O3 O2* O 0 1 N N N 65.500 38.200 177.752 2.584 3.024 0.430 O3 8OS 15 8OS C8 C3* C 0 1 N N S 63.232 37.789 177.040 0.344 2.795 -0.528 C8 8OS 16 8OS O4 O3* O 0 1 N N N 63.896 37.022 176.022 0.240 4.005 0.225 O4 8OS 17 8OS C9 C4* C 0 1 N N R 62.982 39.086 176.458 -0.573 1.701 0.068 C9 8OS 18 8OS C10 C5* C 0 1 N N N 61.664 39.074 175.707 -1.884 1.620 -0.716 C10 8OS 19 8OS O5 O5* O 0 1 N N N 60.546 38.864 176.567 -2.761 0.687 -0.081 O5 8OS 20 8OS P1 P6* P 0 1 N N N 59.082 39.274 176.025 -4.234 0.351 -0.637 P1 8OS 21 8OS O6 O7* O 0 1 N N N 58.228 38.544 177.079 -4.115 -0.365 -2.075 O6 8OS 22 8OS O7 O8* O 0 1 N N N 58.797 38.703 174.650 -5.009 1.604 -0.773 O7 8OS 23 8OS C11 C10 C 0 1 Y N N 58.814 40.942 176.292 -5.079 -0.760 0.522 C11 8OS 24 8OS N6 N11 N 0 1 Y N N 58.943 41.570 177.467 -5.862 -0.390 1.583 N6 8OS 25 8OS C12 C12 C 0 1 Y N N 58.634 42.855 177.258 -6.291 -1.524 2.177 C12 8OS 26 8OS N7 N13 N 0 1 Y N N 58.308 43.003 175.961 -5.806 -2.547 1.527 N7 8OS 27 8OS C13 C14 C 0 1 Y N N 58.412 41.807 175.357 -5.062 -2.106 0.502 C13 8OS 28 8OS C14 C15 C 0 1 N N N 58.130 41.506 173.844 -4.326 -2.967 -0.493 C14 8OS 29 8OS H1 H1 H 0 1 N N N 62.311 36.962 184.171 7.173 -1.663 0.687 H1 8OS 30 8OS H2 H2 H 0 1 N N N 65.415 36.498 182.484 7.389 -0.143 2.451 H2 8OS 31 8OS H3 H3 H 0 1 N N N 64.487 36.129 183.899 6.118 0.880 2.852 H3 8OS 32 8OS H4 H4 H 0 1 N N N 60.900 40.393 178.909 1.287 -1.043 -1.915 H4 8OS 33 8OS H5 H5 H 0 1 N N N 64.360 40.017 179.028 1.668 0.888 1.330 H5 8OS 34 8OS H6 H6 H 0 1 N N N 64.020 37.289 178.947 2.219 2.089 -1.390 H6 8OS 35 8OS H7 H7 H 0 1 N N N 66.047 38.377 178.508 2.757 3.904 0.067 H7 8OS 36 8OS H8 H8 H 0 1 N N N 62.301 37.307 177.372 0.095 2.975 -1.574 H8 8OS 37 8OS H9 H9 H 0 1 N N N 64.086 36.152 176.354 0.838 4.705 -0.070 H9 8OS 38 8OS H10 H10 H 0 1 N N N 63.797 39.378 175.780 -0.771 1.904 1.120 H10 8OS 39 8OS H11 H11 H 0 1 N N N 61.540 40.041 175.197 -2.354 2.602 -0.740 H11 8OS 40 8OS H12 H12 H 0 1 N N N 61.691 38.267 174.960 -1.679 1.289 -1.734 H12 8OS 41 8OS H13 H13 H 0 1 N N N 57.695 37.883 176.653 -3.618 -1.194 -2.061 H13 8OS 42 8OS H14 H14 H 0 1 N N N 59.218 41.157 178.335 -6.069 0.517 1.856 H14 8OS 43 8OS H15 H15 H 0 1 N N N 58.644 43.638 178.002 -6.930 -1.577 3.046 H15 8OS 44 8OS H17 H17 H 0 1 N N N 57.828 42.433 173.335 -4.979 -3.183 -1.339 H17 8OS 45 8OS H18 H18 H 0 1 N N N 59.042 41.110 173.373 -3.439 -2.440 -0.844 H18 8OS 46 8OS H19 H19 H 0 1 N N N 57.323 40.764 173.762 -4.029 -3.901 -0.015 H19 8OS 47 # 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 8OS C14 C13 SING N N 1 8OS O7 P1 DOUB N N 2 8OS C13 N7 SING Y N 3 8OS C13 C11 DOUB Y N 4 8OS C10 C9 SING N N 5 8OS C10 O5 SING N N 6 8OS N7 C12 DOUB Y N 7 8OS O4 C8 SING N N 8 8OS P1 C11 SING N N 9 8OS P1 O5 SING N N 10 8OS P1 O6 SING N N 11 8OS C11 N6 SING Y N 12 8OS C9 C8 SING N N 13 8OS C9 O2 SING N N 14 8OS C8 C7 SING N N 15 8OS C12 N6 SING Y N 16 8OS O2 C6 SING N N 17 8OS O3 C7 SING N N 18 8OS C7 C6 SING N N 19 8OS C6 N5 SING N N 20 8OS C5 N5 SING Y N 21 8OS C5 N4 DOUB Y N 22 8OS N5 C3 SING Y N 23 8OS N4 C4 SING Y N 24 8OS C3 N3 SING N N 25 8OS C3 C4 DOUB Y N 26 8OS N3 C2 DOUB N N 27 8OS C4 C1 SING N N 28 8OS C2 N2 SING N N 29 8OS C2 N1 SING N N 30 8OS C1 N1 SING N N 31 8OS C1 O1 DOUB N N 32 8OS N1 H1 SING N N 33 8OS N2 H2 SING N N 34 8OS N2 H3 SING N N 35 8OS C5 H4 SING N N 36 8OS C6 H5 SING N N 37 8OS C7 H6 SING N N 38 8OS O3 H7 SING N N 39 8OS C8 H8 SING N N 40 8OS O4 H9 SING N N 41 8OS C9 H10 SING N N 42 8OS C10 H11 SING N N 43 8OS C10 H12 SING N N 44 8OS O6 H13 SING N N 45 8OS N6 H14 SING N N 46 8OS C12 H15 SING N N 47 8OS C14 H17 SING N N 48 8OS C14 H18 SING N N 49 8OS C14 H19 SING N N 50 # 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 8OS SMILES ACDLabs 12.01 "O=C1NC(N)=Nc2c1ncn2C3OC(C(C3O)O)COP(c4ncnc4C)(O)=O" 8OS InChI InChI 1.03 "InChI=1S/C14H18N7O7P/c1-5-12(17-3-16-5)29(25,26)27-2-6-8(22)9(23)13(28-6)21-4-18-7-10(21)19-14(15)20-11(7)24/h3-4,6,8-9,13,22-23H,2H2,1H3,(H,16,17)(H,25,26)(H3,15,19,20,24)/t6-,8-,9-,13-/m1/s1" 8OS InChIKey InChI 1.03 MUFMHNGPMISZRD-HTVVRFAVSA-N 8OS SMILES_CANONICAL CACTVS 3.385 "Cc1nc[nH]c1[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4C(=O)NC(=Nc34)N" 8OS SMILES CACTVS 3.385 "Cc1nc[nH]c1[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4C(=O)NC(=Nc34)N" 8OS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c([nH]cn1)P(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3N=C(NC4=O)N)O)O" 8OS SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c([nH]cn1)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 8OS "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(S)-hydroxy(4-methyl-1H-imidazol-5-yl)phosphoryl]guanosine" 8OS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(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-(4-methyl-1~{H}-imidazol-5-yl)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 8OS "Create component" 2017-02-22 RCSB 8OS "Initial release" 2017-03-08 RCSB #