data_GNE # _chem_comp.id GNE _chem_comp.name 1,N2-ETHENOGUANINE _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H14 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-04-27 _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 371.243 _chem_comp.one_letter_code N _chem_comp.three_letter_code GNE _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 2BQ3 _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 GNE P P P 0 1 N N N 40.450 36.810 15.271 1.592 -1.245 -4.964 P GNE 1 GNE OP1 O1P O 0 1 N N N 41.420 36.154 16.169 0.339 -0.227 -4.868 OP1 GNE 2 GNE OP2 O2P O 0 1 N N N 40.604 38.244 14.984 2.575 -0.951 -6.059 OP2 GNE 3 GNE OP3 O3P O 0 1 N Y N ? ? ? 0.886 -2.697 -5.051 OP3 GNE 4 GNE "O5'" O5* O 0 1 N N N 38.972 36.522 15.833 2.211 -1.232 -3.468 "O5'" GNE 5 GNE "C5'" C5* C 0 1 N N N 37.929 37.492 15.756 1.348 -1.500 -2.377 "C5'" GNE 6 GNE "C4'" C4* C 0 1 N N R 36.527 36.877 15.743 2.156 -1.432 -1.088 "C4'" GNE 7 GNE "O4'" O4* O 0 1 N N N 36.225 36.161 14.532 2.678 -0.093 -0.958 "O4'" GNE 8 GNE "C3'" C3* C 0 1 N N S 36.242 35.886 16.874 1.309 -1.697 0.152 "C3'" GNE 9 GNE "O3'" O3* O 0 1 N N N 34.907 36.085 17.344 2.127 -2.250 1.180 "O3'" GNE 10 GNE "C2'" C2* C 0 1 N N N 36.248 34.547 16.145 0.878 -0.312 0.578 "C2'" GNE 11 GNE "C1'" C1* C 0 1 N N R 35.416 35.061 14.974 2.101 0.516 0.211 "C1'" GNE 12 GNE N9 N9 N 0 1 Y N N 35.117 34.046 13.941 1.818 1.923 -0.049 N9 GNE 13 GNE C8 C8 C 0 1 Y N N 35.947 33.095 13.519 1.432 2.457 -1.253 C8 GNE 14 GNE N7 N7 N 0 1 Y N N 35.339 32.365 12.586 1.246 3.761 -1.188 N7 GNE 15 GNE C5 C5 C 0 1 Y N N 34.119 32.858 12.418 1.525 4.070 0.112 C5 GNE 16 GNE C6 C6 C 0 1 N N N 33.058 32.508 11.587 1.482 5.367 0.747 C6 GNE 17 GNE O6 O6 O 0 1 N N N 33.193 31.578 10.788 1.173 6.396 0.162 O6 GNE 18 GNE N1 N1 N 0 1 N N N 31.873 33.237 11.650 1.840 5.236 2.092 N1 GNE 19 GNE C2 C2 C 0 1 N N N 31.768 34.311 12.549 2.194 4.009 2.743 C2 GNE 20 GNE N2 N2 N 0 1 N N N 30.552 34.861 12.480 2.467 4.360 4.050 N2 GNE 21 GNE CM2 CM2 C 0 1 N N N 29.764 34.170 11.455 2.294 5.714 4.205 CM2 GNE 22 GNE N3 N3 N 0 1 N N N 32.813 34.619 13.329 2.226 2.851 2.150 N3 GNE 23 GNE C11 C11 C 0 1 N N N 30.723 33.087 10.979 1.916 6.250 3.032 C11 GNE 24 GNE C4 C4 C 0 1 Y N N 33.965 33.929 13.285 1.882 2.954 0.842 C4 GNE 25 GNE HO1 HO1 H 0 1 N N N 41.320 35.227 16.354 -0.163 -0.014 -5.684 HO1 GNE 26 GNE HO3 HO3 H 0 1 N Y N -0.624 0.422 -0.578 0.508 -2.990 -5.907 HO3 GNE 27 GNE "H5'" 1H5* H 0 1 N N N 38.076 38.161 14.876 0.551 -0.756 -2.359 "H5'" GNE 28 GNE "H5''" 2H5* H 0 0 N N N 38.025 38.241 16.576 0.917 -2.495 -2.497 "H5''" GNE 29 GNE "H4'" H4* H 0 1 N N N 35.793 37.711 15.833 3.008 -2.117 -1.157 "H4'" GNE 30 GNE "H3'" H3* H 0 1 N N N 36.999 35.935 17.691 0.475 -2.383 -0.018 "H3'" GNE 31 GNE HA HA H 0 1 N N N 34.730 35.470 18.046 2.952 -1.741 1.180 HA GNE 32 GNE "H2'" 1H2* H 0 1 N N N 35.889 33.645 16.693 0.008 0.008 -0.009 "H2'" GNE 33 GNE "H2''" 2H2* H 0 0 N N N 37.231 34.069 15.926 0.635 -0.225 1.641 "H2''" GNE 34 GNE "H1'" H1* H 0 1 N N N 34.454 35.462 15.369 2.853 0.503 1.007 "H1'" GNE 35 GNE H8 H8 H 0 1 N N N 36.976 32.937 13.884 1.305 1.848 -2.138 H8 GNE 36 GNE H2 H2 H 0 1 N N N 30.224 35.640 13.051 2.746 3.752 4.807 H2 GNE 37 GNE HM2 HM2 H 0 1 N N N 28.736 34.381 11.115 2.459 6.185 5.159 HM2 GNE 38 GNE H11 H11 H 0 1 N N N 30.509 32.317 10.218 1.695 7.276 2.789 H11 GNE 39 # 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 GNE P OP1 SING N N 1 GNE P OP2 DOUB N N 2 GNE P OP3 SING N N 3 GNE P "O5'" SING N N 4 GNE OP1 HO1 SING N N 5 GNE OP3 HO3 SING N N 6 GNE "O5'" "C5'" SING N N 7 GNE "C5'" "C4'" SING N N 8 GNE "C5'" "H5'" SING N N 9 GNE "C5'" "H5''" SING N N 10 GNE "C4'" "O4'" SING N N 11 GNE "C4'" "C3'" SING N N 12 GNE "C4'" "H4'" SING N N 13 GNE "O4'" "C1'" SING N N 14 GNE "C3'" "O3'" SING N N 15 GNE "C3'" "C2'" SING N N 16 GNE "C3'" "H3'" SING N N 17 GNE "O3'" HA SING N N 18 GNE "C2'" "C1'" SING N N 19 GNE "C2'" "H2'" SING N N 20 GNE "C2'" "H2''" SING N N 21 GNE "C1'" N9 SING N N 22 GNE "C1'" "H1'" SING N N 23 GNE N9 C8 SING Y N 24 GNE N9 C4 SING Y N 25 GNE C8 N7 DOUB Y N 26 GNE C8 H8 SING N N 27 GNE N7 C5 SING Y N 28 GNE C5 C6 SING N N 29 GNE C5 C4 DOUB Y N 30 GNE C6 O6 DOUB N N 31 GNE C6 N1 SING N N 32 GNE N1 C2 SING N N 33 GNE N1 C11 SING N N 34 GNE C2 N2 SING N N 35 GNE C2 N3 DOUB N N 36 GNE N2 CM2 SING N N 37 GNE N2 H2 SING N N 38 GNE CM2 C11 DOUB N N 39 GNE CM2 HM2 SING N N 40 GNE N3 C4 SING N N 41 GNE C11 H11 SING N N 42 # 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 GNE SMILES ACDLabs 10.04 "O=C2c3ncn(c3N=C1NC=CN12)C4OC(C(O)C4)COP(=O)(O)O" GNE SMILES_CANONICAL CACTVS 3.341 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3C(=O)N4C=CNC4=Nc23" GNE SMILES CACTVS 3.341 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)n2cnc3C(=O)N4C=CNC4=Nc23" GNE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)N=C4NC=CN4C2=O" GNE SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3CC(C(O3)COP(=O)(O)O)O)N=C4NC=CN4C2=O" GNE InChI InChI 1.03 "InChI=1S/C12H14N5O7P/c18-6-3-8(24-7(6)4-23-25(20,21)22)17-5-14-9-10(17)15-12-13-1-2-16(12)11(9)19/h1-2,5-8,18H,3-4H2,(H,13,15)(H2,20,21,22)/t6-,7+,8+/m0/s1" GNE InChIKey InChI 1.03 NCYIUPASQWXGPJ-XLPZGREQSA-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 GNE "SYSTEMATIC NAME" ACDLabs 10.04 "3-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-3,5-dihydro-9H-imidazo[1,2-a]purin-9-one" GNE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-(9-oxo-5H-imidazo[1,2-a]purin-3-yl)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 GNE "Create component" 2005-04-27 EBI GNE "Modify descriptor" 2011-06-04 RCSB #