data_E6G # _chem_comp.id E6G _chem_comp.name "6-ethyl, guanosine-5'-monophosphate" _chem_comp.type "RNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H18 N5 O8 P" _chem_comp.mon_nstd_parent_comp_id G _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-09-25 _chem_comp.pdbx_modified_date 2019-04-29 _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 391.274 _chem_comp.one_letter_code G _chem_comp.three_letter_code E6G _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 6EK0 _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 E6G "C1'" C1 C 0 1 N N R 229.911 353.486 275.694 0.138 -1.044 0.303 "C1'" E6G 1 E6G C2 C2 C 0 1 Y N N 231.935 355.813 278.908 -4.325 -1.332 0.735 C2 E6G 2 E6G "C2'" C3 C 0 1 N N R 230.782 354.180 274.662 0.396 -1.898 -0.964 "C2'" E6G 3 E6G "C3'" C4 C 0 1 N N S 231.301 352.976 273.907 1.877 -2.309 -0.782 "C3'" E6G 4 E6G C4 C5 C 0 1 Y N N 231.256 353.911 277.730 -2.296 -0.352 0.259 C4 E6G 5 E6G "C4'" C6 C 0 1 N N R 230.057 352.119 273.798 2.441 -1.266 0.202 "C4'" E6G 6 E6G C5 C7 C 0 1 Y N N 231.979 353.079 278.690 -2.965 0.836 -0.083 C5 E6G 7 E6G "C5'" C8 C 0 1 N N N 230.277 350.649 273.570 3.619 -0.530 -0.439 "C5'" E6G 8 E6G C6 C9 C 0 1 Y N N 232.684 353.756 279.786 -4.365 0.862 0.008 C6 E6G 9 E6G C8 C10 C 0 1 Y N N 231.041 351.834 277.202 -0.842 1.187 -0.358 C8 E6G 10 E6G N1 N1 N 0 1 Y N N 232.613 355.098 279.833 -4.995 -0.231 0.417 N1 E6G 11 E6G N2 N2 N 0 1 N N N 231.911 357.155 279.014 -5.031 -2.447 1.156 N2 E6G 12 E6G N3 N3 N 0 1 Y N N 231.265 355.246 277.886 -3.006 -1.402 0.659 N3 E6G 13 E6G N7 N4 N 0 1 Y N N 231.807 351.811 278.307 -2.018 1.735 -0.450 N7 E6G 14 E6G N9 N5 N 0 1 Y N N 230.709 353.083 276.858 -0.960 -0.101 0.075 N9 E6G 15 E6G "O2'" O1 O 0 1 N N N 229.947 354.966 273.828 -0.454 -3.046 -0.987 "O2'" E6G 16 E6G "O3'" O2 O 0 1 N N N 231.912 353.282 272.675 1.966 -3.623 -0.228 "O3'" E6G 17 E6G "O4'" O3 O 0 1 N N N 229.405 352.320 275.079 1.382 -0.337 0.496 "O4'" E6G 18 E6G "O5'" O4 O 0 1 N N N 230.965 350.072 274.661 4.208 0.352 0.519 "O5'" E6G 19 E6G O6 O5 O 0 1 N N N 233.373 353.032 280.721 -5.058 1.982 -0.309 O6 E6G 20 E6G OP1 O6 O 0 1 N N N 230.102 347.739 274.536 6.584 0.453 -0.327 OP1 E6G 21 E6G OP2 O7 O 0 1 N N N 232.257 348.350 275.869 5.062 2.375 -0.926 OP2 E6G 22 E6G P P1 P 0 1 N N N 231.362 348.538 274.681 5.475 1.288 0.187 P E6G 23 E6G C61 C11 C 0 1 N N N 234.481 352.219 280.339 -6.480 1.921 -0.188 C61 E6G 24 E6G C62 C12 C 0 1 N N N 234.673 351.116 281.352 -7.084 3.269 -0.587 C62 E6G 25 E6G H1 H1 H 0 1 N N N 229.097 354.158 276.003 -0.077 -1.683 1.159 H1 E6G 26 E6G H2 H2 H 0 1 N N N 231.596 354.752 275.132 0.266 -1.302 -1.868 H2 E6G 27 E6G H3 H3 H 0 1 N N N 232.021 352.452 274.553 2.407 -2.261 -1.734 H3 E6G 28 E6G H4 H4 H 0 1 N N N 229.422 352.515 272.992 2.764 -1.758 1.119 H4 E6G 29 E6G H5 H5 H 0 1 N N N 229.303 350.152 273.454 4.362 -1.253 -0.772 H5 E6G 30 E6G H6 H6 H 0 1 N N N 230.871 350.510 272.655 3.265 0.047 -1.294 H6 E6G 31 E6G H7 H7 H 0 1 N N N 230.732 350.953 276.659 0.091 1.679 -0.591 H7 E6G 32 E6G H8 H8 H 0 1 N N N 231.365 357.539 278.270 -5.999 -2.414 1.214 H8 E6G 33 E6G H9 H9 H 0 1 N N N 231.506 357.413 279.891 -4.558 -3.260 1.392 H9 E6G 34 E6G H10 H10 H 0 1 N N N 229.629 355.717 274.315 -0.330 -3.612 -1.762 H10 E6G 35 E6G H11 H11 H 0 1 N N N 232.681 353.819 272.827 1.574 -4.312 -0.782 H11 E6G 36 E6G H13 H13 H 0 1 N N N 231.889 347.688 276.442 4.339 2.959 -0.657 H13 E6G 37 E6G H14 H14 H 0 1 N N N 234.288 351.778 279.350 -6.867 1.141 -0.844 H14 E6G 38 E6G H15 H15 H 0 1 N N N 235.390 352.837 280.294 -6.748 1.694 0.844 H15 E6G 39 E6G H16 H16 H 0 1 N N N 235.528 350.490 281.056 -6.697 4.049 0.069 H16 E6G 40 E6G H17 H17 H 0 1 N N N 234.867 351.556 282.341 -6.817 3.496 -1.619 H17 E6G 41 E6G H18 H18 H 0 1 N N N 233.764 350.498 281.397 -8.170 3.222 -0.494 H18 E6G 42 E6G OP3 OP3 O 0 1 N N N 232.286 348.335 273.387 5.949 2.045 1.526 OP3 E6G 43 E6G H12 H12 H 0 1 N N N 231.855 347.747 272.778 6.711 2.627 1.401 H12 E6G 44 # # 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 E6G "O3'" "C3'" SING N N 1 E6G "C5'" "C4'" SING N N 2 E6G "C5'" "O5'" SING N N 3 E6G "C4'" "C3'" SING N N 4 E6G "C4'" "O4'" SING N N 5 E6G "O2'" "C2'" SING N N 6 E6G "C3'" "C2'" SING N N 7 E6G OP1 P DOUB N N 8 E6G "O5'" P SING N N 9 E6G "C2'" "C1'" SING N N 10 E6G P OP2 SING N N 11 E6G "O4'" "C1'" SING N N 12 E6G "C1'" N9 SING N N 13 E6G N9 C8 SING Y N 14 E6G N9 C4 SING Y N 15 E6G C8 N7 DOUB Y N 16 E6G C4 N3 DOUB Y N 17 E6G C4 C5 SING Y N 18 E6G N3 C2 SING Y N 19 E6G N7 C5 SING Y N 20 E6G C5 C6 DOUB Y N 21 E6G C2 N2 SING N N 22 E6G C2 N1 DOUB Y N 23 E6G C6 N1 SING Y N 24 E6G C6 O6 SING N N 25 E6G C61 O6 SING N N 26 E6G C61 C62 SING N N 27 E6G "C1'" H1 SING N N 28 E6G "C2'" H2 SING N N 29 E6G "C3'" H3 SING N N 30 E6G "C4'" H4 SING N N 31 E6G "C5'" H5 SING N N 32 E6G "C5'" H6 SING N N 33 E6G C8 H7 SING N N 34 E6G N2 H8 SING N N 35 E6G N2 H9 SING N N 36 E6G "O2'" H10 SING N N 37 E6G "O3'" H11 SING N N 38 E6G OP2 H13 SING N N 39 E6G C61 H14 SING N N 40 E6G C61 H15 SING N N 41 E6G C62 H16 SING N N 42 E6G C62 H17 SING N N 43 E6G C62 H18 SING N N 44 E6G P OP3 SING N N 45 E6G OP3 H12 SING N N 46 # # 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 E6G InChI InChI 1.03 "InChI=1S/C12H18N5O8P/c1-2-23-10-6-9(15-12(13)16-10)17(4-14-6)11-8(19)7(18)5(25-11)3-24-26(20,21)22/h4-5,7-8,11,18-19H,2-3H2,1H3,(H2,13,15,16)(H2,20,21,22)/t5-,7-,8-,11-/m1/s1" E6G InChIKey InChI 1.03 RHIXSZLQUNNOLA-IOSLPCCCSA-N E6G SMILES_CANONICAL CACTVS 3.385 "CCOc1nc(N)nc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O" E6G SMILES CACTVS 3.385 "CCOc1nc(N)nc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O" E6G SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCOc1c2c(nc(n1)N)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O" E6G SMILES "OpenEye OEToolkits" 2.0.6 "CCOc1c2c(nc(n1)N)n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)O" # _pdbx_chem_comp_identifier.comp_id E6G _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-6-ethoxy-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl 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 E6G "Create component" 2017-09-25 EBI E6G "Initial release" 2018-01-24 RCSB E6G "Modify one letter code" 2019-04-29 EBI ##