data_GBA # _chem_comp.id GBA _chem_comp.name 8-bromoadenosine _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H12 Br N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-05-18 _chem_comp.pdbx_modified_date 2019-05-10 _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 346.137 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GBA _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 6DFO _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 GBA C4 C1 C 0 1 Y N N 4.504 35.873 37.732 1.892 -0.793 -0.331 C4 GBA 1 GBA C5 C2 C 0 1 Y N N 3.905 36.936 37.158 2.752 0.292 -0.093 C5 GBA 2 GBA C6 C3 C 0 1 Y N N 4.627 37.782 36.403 4.137 0.076 -0.198 C6 GBA 3 GBA C8 C4 C 0 1 Y N N 2.425 35.838 38.232 0.721 1.011 0.161 C8 GBA 4 GBA N1 N1 N 0 1 Y N N 5.946 37.612 36.218 4.566 -1.140 -0.517 N1 GBA 5 GBA N3 N2 N 0 1 Y N N 5.839 35.656 37.586 2.413 -1.973 -0.649 N3 GBA 6 GBA "O2'" O1 O 0 1 N N N 4.464 34.775 41.488 -0.769 -2.455 1.717 "O2'" GBA 7 GBA "C2'" C5 C 0 1 N N R 3.461 34.091 40.712 -1.294 -1.291 1.074 "C2'" GBA 8 GBA "C3'" C6 C 0 1 N N S 3.334 32.644 41.127 -2.778 -1.496 0.686 "C3'" GBA 9 GBA "O3'" O2 O 0 1 N N N 4.630 32.185 41.557 -3.093 -2.889 0.630 "O3'" GBA 10 GBA "C4'" C7 C 0 1 N N R 2.947 31.911 39.826 -2.894 -0.861 -0.713 "C4'" GBA 11 GBA "C5'" C8 C 0 1 N N N 1.474 31.469 39.801 -3.947 0.249 -0.695 "C5'" GBA 12 GBA "O5'" O3 O 0 1 N N N 1.128 30.986 38.482 -4.131 0.753 -2.020 "O5'" GBA 13 GBA "O4'" O4 O 0 1 N N N 3.150 32.824 38.724 -1.607 -0.311 -1.041 "O4'" GBA 14 GBA "C1'" C9 C 0 1 N N R 3.876 33.969 39.223 -0.624 -1.073 -0.307 "C1'" GBA 15 GBA N9 N3 N 0 1 Y N N 3.583 35.203 38.418 0.618 -0.310 -0.163 N9 GBA 16 GBA BR8 BR1 BR 0 0 N N N 0.704 35.278 38.927 -0.740 2.162 0.502 BR8 GBA 17 GBA N7 N4 N 0 1 Y N N 2.614 36.905 37.474 1.974 1.362 0.202 N7 GBA 18 GBA C2 C10 C 0 1 Y N N 6.620 36.549 36.837 3.718 -2.130 -0.732 C2 GBA 19 GBA N6 N5 N 0 1 N N N 4.005 38.851 35.904 5.033 1.107 0.024 N6 GBA 20 GBA H1 H1 H 0 1 N N N 4.180 34.833 42.393 -1.218 -2.684 2.542 H1 GBA 21 GBA H2 H2 H 0 1 N N N 2.486 34.595 40.786 -1.175 -0.412 1.707 H2 GBA 22 GBA H3 H3 H 0 1 N N N 2.561 32.512 41.899 -3.432 -0.986 1.394 H3 GBA 23 GBA H4 H4 H 0 1 N N N 4.875 32.632 42.358 -4.011 -3.075 0.391 H4 GBA 24 GBA H5 H5 H 0 1 N N N 3.589 31.025 39.710 -3.170 -1.621 -1.444 H5 GBA 25 GBA H6 H6 H 0 1 N N N 0.832 32.325 40.056 -4.891 -0.152 -0.324 H6 GBA 26 GBA H7 H7 H 0 1 N N N 1.322 30.665 40.536 -3.614 1.056 -0.042 H7 GBA 27 GBA H8 H8 H 0 1 N N N 0.218 30.715 38.472 -4.787 1.461 -2.083 H8 GBA 28 GBA H9 H9 H 0 1 N N N 4.957 33.767 39.183 -0.435 -2.028 -0.797 H9 GBA 29 GBA H10 H10 H 0 1 N N N 7.688 36.424 36.742 4.109 -3.103 -0.988 H10 GBA 30 GBA H11 H11 H 0 1 N N N 4.665 39.426 35.420 4.708 1.991 0.256 H11 GBA 31 GBA H12 H12 H 0 1 N N N 3.292 38.555 35.268 5.986 0.946 -0.051 H12 GBA 32 # # 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 GBA N6 C6 SING N N 1 GBA N1 C6 DOUB Y N 2 GBA N1 C2 SING Y N 3 GBA C6 C5 SING Y N 4 GBA C2 N3 DOUB Y N 5 GBA C5 N7 SING Y N 6 GBA C5 C4 DOUB Y N 7 GBA N7 C8 DOUB Y N 8 GBA N3 C4 SING Y N 9 GBA C4 N9 SING Y N 10 GBA C8 N9 SING Y N 11 GBA C8 BR8 SING N N 12 GBA N9 "C1'" SING N N 13 GBA "O5'" "C5'" SING N N 14 GBA "O4'" "C1'" SING N N 15 GBA "O4'" "C4'" SING N N 16 GBA "C1'" "C2'" SING N N 17 GBA "C5'" "C4'" SING N N 18 GBA "C4'" "C3'" SING N N 19 GBA "C2'" "C3'" SING N N 20 GBA "C2'" "O2'" SING N N 21 GBA "C3'" "O3'" SING N N 22 GBA "O2'" H1 SING N N 23 GBA "C2'" H2 SING N N 24 GBA "C3'" H3 SING N N 25 GBA "O3'" H4 SING N N 26 GBA "C4'" H5 SING N N 27 GBA "C5'" H6 SING N N 28 GBA "C5'" H7 SING N N 29 GBA "O5'" H8 SING N N 30 GBA "C1'" H9 SING N N 31 GBA C2 H10 SING N N 32 GBA N6 H11 SING N N 33 GBA N6 H12 SING N N 34 # # 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 GBA SMILES ACDLabs 12.01 "c12n(c(Br)nc1c(ncn2)N)C3C(O)C(O)C(CO)O3" GBA InChI InChI 1.03 "InChI=1S/C10H12BrN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1" GBA InChIKey InChI 1.03 VJUPMOPLUQHMLE-UUOKFMHZSA-N GBA SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c(Br)nc12" GBA SMILES CACTVS 3.385 "Nc1ncnc2n([CH]3O[CH](CO)[CH](O)[CH]3O)c(Br)nc12" GBA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(c(n2)Br)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N" GBA SMILES "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(c(n2)Br)C3C(C(C(O3)CO)O)O)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 GBA "SYSTEMATIC NAME" ACDLabs 12.01 8-bromoadenosine GBA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R},3~{R},4~{S},5~{R})-2-(6-azanyl-8-bromanyl-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GBA "Create component" 2018-05-18 RCSB GBA "Initial release" 2019-05-15 RCSB ##