data_G2L # _chem_comp.id G2L _chem_comp.name "3'-O-METHYOXYETHYL-GUANOSINE-5'-MONOPHOSPHATE" _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C13 H20 N5 O9 P" _chem_comp.mon_nstd_parent_comp_id G _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-10-29 _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 421.300 _chem_comp.one_letter_code G _chem_comp.three_letter_code G2L _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 G2L OP3 O3P O 0 1 N Y N ? ? ? 6.456 2.538 -1.495 OP3 G2L 1 G2L P P P 0 1 N N N 4.834 -9.721 5.263 6.145 3.523 -0.251 P G2L 2 G2L OP1 O1P O 0 1 N N N 4.062 -10.982 5.330 6.560 4.952 -0.444 OP1 G2L 3 G2L OP2 O2P O 0 1 N N N 5.865 -9.569 4.213 6.843 2.773 1.000 OP2 G2L 4 G2L "O5'" O5* O 0 1 N N N 3.798 -8.479 5.126 4.566 3.301 0.029 "O5'" G2L 5 G2L "C5'" C5* C 0 1 N N N 2.435 -8.514 5.515 4.092 1.980 0.223 "C5'" G2L 6 G2L "C4'" C4* C 0 1 N N R 1.511 -8.245 4.306 2.595 2.031 0.465 "C4'" G2L 7 G2L "O4'" O4* O 0 1 N N N 1.618 -6.905 3.847 1.933 2.574 -0.689 "O4'" G2L 8 G2L "C3'" C3* C 0 1 N N S 1.730 -9.174 3.099 1.969 0.663 0.677 "C3'" G2L 9 G2L "O3'" O3* O 0 1 N N N 0.808 -10.256 3.040 2.143 0.197 1.998 "O3'" G2L 10 G2L "C2'" C2* C 0 1 N N R 1.487 -8.249 1.904 0.518 0.913 0.310 "C2'" G2L 11 G2L "O2'" O2* O 0 1 N N N 0.103 -8.197 1.562 -0.210 1.445 1.415 "O2'" G2L 12 G2L "C1'" C1* C 0 1 N N R 1.791 -6.863 2.432 0.622 1.976 -0.784 "C1'" G2L 13 G2L N9 N9 N 0 1 Y N N 3.127 -6.284 2.162 0.424 1.450 -2.136 N9 G2L 14 G2L C8 C8 C 0 1 Y N N 4.357 -6.708 2.570 1.394 0.902 -2.941 C8 G2L 15 G2L N7 N7 N 0 1 Y N N 5.356 -5.975 2.164 0.919 0.513 -4.107 N7 G2L 16 G2L C5 C5 C 0 1 Y N N 4.743 -4.972 1.421 -0.407 0.825 -4.042 C5 G2L 17 G2L C6 C6 C 0 1 N N N 5.307 -3.858 0.716 -1.426 0.627 -5.035 C6 G2L 18 G2L O6 O6 O 0 1 N N N 6.488 -3.530 0.611 -1.220 0.122 -6.132 O6 G2L 19 G2L N1 N1 N 0 1 N N N 4.334 -3.083 0.088 -2.667 1.088 -4.574 N1 G2L 20 G2L C2 C2 C 0 1 N N N 2.978 -3.352 0.136 -2.902 1.672 -3.307 C2 G2L 21 G2L N2 N2 N 0 1 N N N 2.172 -2.522 -0.515 -4.197 2.052 -3.067 N2 G2L 22 G2L N3 N3 N 0 1 N N N 2.443 -4.388 0.797 -1.949 1.842 -2.416 N3 G2L 23 G2L C4 C4 C 0 1 Y N N 3.376 -5.160 1.417 -0.743 1.403 -2.842 C4 G2L 24 G2L "CA'" CA* C 0 1 N N N 1.089 -11.349 3.893 1.460 -1.029 2.206 "CA'" G2L 25 G2L "CB'" CB* C 0 1 N N N -0.008 -12.398 3.702 1.700 -1.494 3.629 "CB'" G2L 26 G2L "OC'" OC* O 0 1 N N N 0.108 -12.985 2.416 3.094 -1.697 3.822 "OC'" G2L 27 G2L "CD'" CD* C 0 1 N N N -0.895 -13.954 2.173 3.381 -2.113 5.150 "CD'" G2L 28 G2L HOP3 3HOP H 0 0 N N N 0.496 0.809 -0.043 7.351 2.548 -1.896 HOP3 G2L 29 G2L HOP2 2HOP H 0 0 N N N 6.246 -10.334 4.627 7.814 2.842 1.113 HOP2 G2L 30 G2L "H5'" 1H5* H 0 1 N N N 2.185 -9.470 5.969 4.308 1.388 -0.668 "H5'" G2L 31 G2L "H5''" 2H5* H 0 0 N N N 2.271 -7.734 6.259 4.597 1.541 1.085 "H5''" G2L 32 G2L "H4'" H4* H 0 1 N N N 0.481 -8.368 4.640 2.399 2.693 1.317 "H4'" G2L 33 G2L "H3'" H3* H 0 1 N N N 2.758 -9.531 3.054 2.403 -0.065 -0.019 "H3'" G2L 34 G2L "H2'" H2* H 0 1 N N N 2.150 -8.485 1.073 -0.000 0.001 -0.003 "H2'" G2L 35 G2L "HO2'" 2HO* H 0 0 N N N -0.048 -7.623 0.820 -1.062 1.768 1.071 "HO2'" G2L 36 G2L "H1'" H1* H 0 1 N N N 1.056 -6.173 2.019 -0.125 2.769 -0.673 "H1'" G2L 37 G2L H8 H8 H 0 1 N N N 4.466 -7.580 3.175 2.424 0.815 -2.621 H8 G2L 38 G2L H1 H1 H 0 1 N N N 4.659 -2.277 -0.429 -3.462 0.996 -5.200 H1 G2L 39 G2L H21 1H2 H 0 1 N N N 1.176 -2.684 -0.503 -4.355 2.854 -2.502 H21 G2L 40 G2L H22 2H2 H 0 1 N N N 2.558 -1.732 -1.019 -4.928 1.510 -3.467 H22 G2L 41 G2L "HA'1" 1HA* H 0 0 N N N 2.058 -11.781 3.645 0.394 -0.862 2.020 "HA'1" G2L 42 G2L "HA'2" 2HA* H 0 0 N N N 1.084 -11.023 4.932 1.848 -1.762 1.493 "HA'2" G2L 43 G2L "HB'1" 1HB* H 0 0 N N N 0.107 -13.169 4.464 1.187 -2.440 3.827 "HB'1" G2L 44 G2L "HB'2" 2HB* H 0 0 N N N -0.983 -11.922 3.815 1.362 -0.735 4.342 "HB'2" G2L 45 G2L "HD'1" 1HD* H 0 0 N N N -0.829 -14.753 2.912 3.405 -1.242 5.809 "HD'1" G2L 46 G2L "HD'2" 2HD* H 0 0 N N N -0.746 -14.377 1.180 4.345 -2.626 5.172 "HD'2" G2L 47 G2L "HD'3" 3HD* H 0 0 N N N -1.882 -13.492 2.217 2.598 -2.798 5.484 "HD'3" G2L 48 # 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 G2L OP3 P SING N N 1 G2L OP3 HOP3 SING N N 2 G2L P OP1 DOUB N N 3 G2L P OP2 SING N N 4 G2L P "O5'" SING N N 5 G2L OP2 HOP2 SING N N 6 G2L "O5'" "C5'" SING N N 7 G2L "C5'" "C4'" SING N N 8 G2L "C5'" "H5'" SING N N 9 G2L "C5'" "H5''" SING N N 10 G2L "C4'" "O4'" SING N N 11 G2L "C4'" "C3'" SING N N 12 G2L "C4'" "H4'" SING N N 13 G2L "O4'" "C1'" SING N N 14 G2L "C3'" "O3'" SING N N 15 G2L "C3'" "C2'" SING N N 16 G2L "C3'" "H3'" SING N N 17 G2L "O3'" "CA'" SING N N 18 G2L "C2'" "O2'" SING N N 19 G2L "C2'" "C1'" SING N N 20 G2L "C2'" "H2'" SING N N 21 G2L "O2'" "HO2'" SING N N 22 G2L "C1'" N9 SING N N 23 G2L "C1'" "H1'" SING N N 24 G2L N9 C8 SING Y N 25 G2L N9 C4 SING Y N 26 G2L C8 N7 DOUB Y N 27 G2L C8 H8 SING N N 28 G2L N7 C5 SING Y N 29 G2L C5 C6 SING N N 30 G2L C5 C4 DOUB Y N 31 G2L C6 O6 DOUB N N 32 G2L C6 N1 SING N N 33 G2L N1 C2 SING N N 34 G2L N1 H1 SING N N 35 G2L C2 N2 SING N N 36 G2L C2 N3 DOUB N N 37 G2L N2 H21 SING N N 38 G2L N2 H22 SING N N 39 G2L N3 C4 SING N N 40 G2L "CA'" "CB'" SING N N 41 G2L "CA'" "HA'1" SING N N 42 G2L "CA'" "HA'2" SING N N 43 G2L "CB'" "OC'" SING N N 44 G2L "CB'" "HB'1" SING N N 45 G2L "CB'" "HB'2" SING N N 46 G2L "OC'" "CD'" SING N N 47 G2L "CD'" "HD'1" SING N N 48 G2L "CD'" "HD'2" SING N N 49 G2L "CD'" "HD'3" 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 G2L SMILES ACDLabs 10.04 "O=C1c2ncn(c2N=C(N)N1)C3OC(C(OCCOC)C3O)COP(=O)(O)O" G2L SMILES_CANONICAL CACTVS 3.341 "COCCO[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3C(=O)NC(=Nc23)N" G2L SMILES CACTVS 3.341 "COCCO[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)n2cnc3C(=O)NC(=Nc23)N" G2L SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COCCO[C@@H]1[C@H](O[C@H]([C@@H]1O)n2cnc3c2N=C(NC3=O)N)COP(=O)(O)O" G2L SMILES "OpenEye OEToolkits" 1.5.0 "COCCOC1C(OC(C1O)n2cnc3c2N=C(NC3=O)N)COP(=O)(O)O" G2L InChI InChI 1.03 "InChI=1S/C13H20N5O9P/c1-24-2-3-25-9-6(4-26-28(21,22)23)27-12(8(9)19)18-5-15-7-10(18)16-13(14)17-11(7)20/h5-6,8-9,12,19H,2-4H2,1H3,(H2,21,22,23)(H3,14,16,17,20)/t6-,8-,9-,12-/m1/s1" G2L InChIKey InChI 1.03 ICKYKWCJEMPHMX-WOUKDFQISA-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 G2L "SYSTEMATIC NAME" ACDLabs 10.04 ;3'-O-(2-methoxyethyl)guanosine 5'-(dihydrogen phosphate) ; G2L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-3-(2-methoxyethoxy)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 G2L "Create component" 2004-10-29 RCSB G2L "Modify descriptor" 2011-06-04 RCSB #