data_BG2 # _chem_comp.id BG2 _chem_comp.name 8-bromoguanosine _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H12 Br N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-20 _chem_comp.pdbx_modified_date 2012-09-21 _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 362.137 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BG2 _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 4DA8 _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 BG2 BR BR BR 0 0 N N N -49.272 17.623 24.476 1.290 2.185 -0.375 BR BG2 1 BG2 N1 N1 N 0 1 N N N -52.832 22.594 26.052 -4.513 -0.328 0.285 N1 BG2 2 BG2 C2 C2 C 0 1 N N N -52.694 22.929 24.751 -3.799 -1.471 0.487 C2 BG2 3 BG2 N2 N2 N 0 1 N N N -53.272 24.041 24.290 -4.472 -2.641 0.735 N2 BG2 4 BG2 N3 N3 N 0 1 N N N -51.997 22.163 23.893 -2.486 -1.485 0.452 N3 BG2 5 BG2 C4 C4 C 0 1 Y N N -51.397 21.019 24.313 -1.788 -0.368 0.214 C4 BG2 6 BG2 C5 C5 C 0 1 Y N N -51.536 20.664 25.666 -2.464 0.838 -0.002 C5 BG2 7 BG2 C6 C6 C 0 1 N N N -52.253 21.455 26.523 -3.877 0.839 0.039 C6 BG2 8 BG2 O6 O6 O 0 1 N N N -52.318 21.034 27.820 -4.507 1.867 -0.144 O6 BG2 9 BG2 N7 N7 N 0 1 Y N N -50.885 19.514 25.921 -1.525 1.793 -0.215 N7 BG2 10 BG2 C8 C8 C 0 1 Y N N -50.387 19.227 24.725 -0.341 1.256 -0.145 C8 BG2 11 BG2 N9 N9 N 0 1 Y N N -50.639 20.063 23.726 -0.453 -0.079 0.118 N9 BG2 12 BG2 "C1'" "C1'" C 0 1 N N R -50.145 19.819 22.343 0.652 -1.028 0.271 "C1'" BG2 13 BG2 "C2'" "C2'" C 0 1 N N R -50.750 20.694 21.289 1.270 -1.373 -1.108 "C2'" BG2 14 BG2 "O2'" "O2'" O 0 1 N N N -51.263 19.871 20.251 0.563 -2.448 -1.729 "O2'" BG2 15 BG2 "C3'" "C3'" C 0 1 N N S -49.596 21.445 20.728 2.705 -1.806 -0.721 "C3'" BG2 16 BG2 "O3'" "O3'" O 0 1 N N N -49.421 20.855 19.472 2.794 -3.230 -0.643 "O3'" BG2 17 BG2 "C4'" "C4'" C 0 1 N N R -48.377 21.118 21.538 2.929 -1.174 0.666 "C4'" BG2 18 BG2 "O4'" "O4'" O 0 1 N N N -48.743 20.001 22.328 1.748 -0.421 0.989 "O4'" BG2 19 BG2 "C5'" "C5'" C 0 1 N N N -47.916 22.248 22.461 4.143 -0.244 0.625 "C5'" BG2 20 BG2 "O5'" "O5'" O 0 1 N N N -47.330 21.697 23.655 4.414 0.245 1.940 "O5'" BG2 21 BG2 HN1 HN1 H 0 1 N N N -53.358 23.181 26.668 -5.482 -0.352 0.314 HN1 BG2 22 BG2 HN2 HN2 H 0 1 N N N -53.182 24.289 23.325 -5.441 -2.647 0.764 HN2 BG2 23 BG2 HN2A HN2A H 0 0 N N N -53.795 24.626 24.909 -3.978 -3.463 0.881 HN2A BG2 24 BG2 "H1'" "H1'" H 0 1 N N N -50.371 18.774 22.083 0.313 -1.932 0.777 "H1'" BG2 25 BG2 "H2'" "H2'" H 0 1 N N N -51.509 21.369 21.711 1.289 -0.496 -1.756 "H2'" BG2 26 BG2 "HO2'" "HO2'" H 0 0 N N N -51.650 20.416 19.576 0.912 -2.701 -2.595 "HO2'" BG2 27 BG2 "H3'" "H3'" H 0 1 N N N -49.785 22.528 20.686 3.427 -1.418 -1.440 "H3'" BG2 28 BG2 "HO3'" "HO3'" H 0 0 N N N -48.694 21.272 19.024 3.672 -3.557 -0.403 "HO3'" BG2 29 BG2 "H4'" "H4'" H 0 1 N N N -47.552 20.854 20.860 3.084 -1.957 1.409 "H4'" BG2 30 BG2 "H5'" "H5'" H 0 1 N N N -47.169 22.864 21.939 5.010 -0.794 0.257 "H5'" BG2 31 BG2 "H5'A" "H5'A" H 0 0 N N N -48.780 22.872 22.733 3.936 0.594 -0.040 "H5'A" BG2 32 BG2 "HO5'" "HO5'" H 0 0 N N N -47.046 22.403 24.224 5.173 0.843 1.989 "HO5'" BG2 33 # 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 BG2 BR C8 SING N N 1 BG2 N1 C2 SING N N 2 BG2 N1 C6 SING N N 3 BG2 C2 N2 SING N N 4 BG2 C2 N3 DOUB N N 5 BG2 N3 C4 SING N N 6 BG2 C4 C5 DOUB Y N 7 BG2 C4 N9 SING Y N 8 BG2 C5 C6 SING N N 9 BG2 C5 N7 SING Y N 10 BG2 C6 O6 DOUB N N 11 BG2 N7 C8 DOUB Y N 12 BG2 C8 N9 SING Y N 13 BG2 N9 "C1'" SING N N 14 BG2 "C1'" "C2'" SING N N 15 BG2 "C1'" "O4'" SING N N 16 BG2 "C2'" "O2'" SING N N 17 BG2 "C2'" "C3'" SING N N 18 BG2 "C3'" "O3'" SING N N 19 BG2 "C3'" "C4'" SING N N 20 BG2 "C4'" "O4'" SING N N 21 BG2 "C4'" "C5'" SING N N 22 BG2 "C5'" "O5'" SING N N 23 BG2 N1 HN1 SING N N 24 BG2 N2 HN2 SING N N 25 BG2 N2 HN2A SING N N 26 BG2 "C1'" "H1'" SING N N 27 BG2 "C2'" "H2'" SING N N 28 BG2 "O2'" "HO2'" SING N N 29 BG2 "C3'" "H3'" SING N N 30 BG2 "O3'" "HO3'" SING N N 31 BG2 "C4'" "H4'" SING N N 32 BG2 "C5'" "H5'" SING N N 33 BG2 "C5'" "H5'A" SING N N 34 BG2 "O5'" "HO5'" SING N N 35 # 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 BG2 SMILES ACDLabs 12.01 "O=C1c2nc(Br)n(c2N=C(N)N1)C3OC(C(O)C3O)CO" BG2 InChI InChI 1.03 "InChI=1S/C10H12BrN5O5/c11-9-13-3-6(14-10(12)15-7(3)20)16(9)8-5(19)4(18)2(1-17)21-8/h2,4-5,8,17-19H,1H2,(H3,12,14,15,20)/t2-,4-,5-,8-/m1/s1" BG2 InChIKey InChI 1.03 ASUCSHXLTWZYBA-UMMCILCDSA-N BG2 SMILES_CANONICAL CACTVS 3.370 "NC1=Nc2n([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c(Br)nc2C(=O)N1" BG2 SMILES CACTVS 3.370 "NC1=Nc2n([CH]3O[CH](CO)[CH](O)[CH]3O)c(Br)nc2C(=O)N1" BG2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C([C@@H]1[C@H]([C@H]([C@@H](O1)n2c3c(nc2Br)C(=O)NC(=N3)N)O)O)O" BG2 SMILES "OpenEye OEToolkits" 1.7.6 "C(C1C(C(C(O1)n2c3c(nc2Br)C(=O)NC(=N3)N)O)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 BG2 "SYSTEMATIC NAME" ACDLabs 12.01 8-bromoguanosine BG2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-azanyl-8-bromanyl-9-[(2R,3R,4S,5R)-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]-1H-purin-6-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BG2 "Create component" 2012-01-20 RCSB BG2 "Initial release" 2012-09-21 RCSB #