data_79O # _chem_comp.id 79O _chem_comp.name "8-bromo-2-(2-chlorophenyl)[1]benzofuro[3,2-d]pyrimidin-4(3H)-one" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H8 Br Cl N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-03-05 _chem_comp.pdbx_modified_date 2014-09-05 _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 375.604 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 79O _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 4ALU _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 79O CL1 CL1 CL 0 0 N N N 18.572 32.174 -3.543 1.694 2.328 -0.001 CL1 79O 1 79O C9 C9 C 0 1 Y N N 19.882 31.471 -4.422 3.341 1.782 -0.001 C9 79O 2 79O C8 C8 C 0 1 Y N N 19.658 30.992 -5.713 4.375 2.699 0.004 C8 79O 3 79O C7 C7 C 0 1 Y N N 20.701 30.419 -6.439 5.688 2.265 0.004 C7 79O 4 79O C6 C6 C 0 1 Y N N 21.970 30.323 -5.873 5.976 0.911 -0.000 C6 79O 5 79O C5 C5 C 0 1 Y N N 22.194 30.799 -4.582 4.955 -0.015 -0.006 C5 79O 6 79O C4 C4 C 0 1 Y N N 21.153 31.375 -3.852 3.626 0.415 -0.000 C4 79O 7 79O C3 C3 C 0 1 N N N 21.425 31.848 -2.538 2.527 -0.572 0.001 C3 79O 8 79O N2 N2 N 0 1 N N N 21.804 33.144 -2.296 1.283 -0.148 0.001 N2 79O 9 79O C10 C10 C 0 1 Y N N 22.075 33.608 -1.029 0.258 -1.010 0.001 C10 79O 10 79O C11 C11 C 0 1 Y N N 22.479 34.843 -0.516 -1.206 -0.862 0.001 C11 79O 11 79O C12 C12 C 0 1 Y N N 22.735 36.055 -1.140 -2.070 0.231 0.000 C12 79O 12 79O C13 C13 C 0 1 Y N N 23.126 37.134 -0.368 -3.433 0.024 0.000 C13 79O 13 79O BR1 BR1 BR 0 0 N N N 23.505 38.828 -1.209 -4.610 1.503 -0.001 BR1 79O 14 79O C14 C14 C 0 1 Y N N 23.259 37.008 1.022 -3.943 -1.267 0.000 C14 79O 15 79O C15 C15 C 0 1 Y N N 22.999 35.806 1.644 -3.098 -2.355 0.001 C15 79O 16 79O C16 C16 C 0 1 Y N N 22.618 34.734 0.873 -1.720 -2.169 0.001 C16 79O 17 79O O2 O2 O 0 1 Y N N 22.306 33.483 1.239 -0.683 -3.033 0.002 O2 79O 18 79O C1 C1 C 0 1 Y N N 21.980 32.792 0.104 0.499 -2.382 0.001 C1 79O 19 79O C2 C2 C 0 1 N N N 21.599 31.475 -0.044 1.840 -2.826 0.001 C2 79O 20 79O O1 O1 O 0 1 N N N 21.543 30.826 1.011 2.101 -4.018 0.001 O1 79O 21 79O N1 N1 N 0 1 N N N 21.316 30.975 -1.394 2.827 -1.905 -0.004 N1 79O 22 79O H8 H8 H 0 1 N N N 18.674 31.065 -6.151 4.157 3.757 0.007 H8 79O 23 79O H7 H7 H 0 1 N N N 20.525 30.050 -7.439 6.492 2.986 0.008 H7 79O 24 79O H6 H6 H 0 1 N N N 22.780 29.880 -6.434 7.004 0.580 0.000 H6 79O 25 79O H5 H5 H 0 1 N N N 23.178 30.722 -4.144 5.182 -1.071 -0.010 H5 79O 26 79O H1 H1 H 0 1 N N N 21.045 30.021 -1.523 3.753 -2.191 -0.008 H1 79O 27 79O H12 H12 H 0 1 N N N 22.631 36.154 -2.210 -1.673 1.235 0.001 H12 79O 28 79O H14 H14 H 0 1 N N N 23.568 37.860 1.610 -5.012 -1.419 -0.000 H14 79O 29 79O H15 H15 H 0 1 N N N 23.093 35.708 2.715 -3.507 -3.355 0.001 H15 79O 30 # 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 79O CL1 C9 SING N N 1 79O C9 C8 SING Y N 2 79O C9 C4 DOUB Y N 3 79O C8 C7 DOUB Y N 4 79O C7 C6 SING Y N 5 79O C6 C5 DOUB Y N 6 79O C5 C4 SING Y N 7 79O C4 C3 SING N N 8 79O C3 N2 DOUB N N 9 79O C3 N1 SING N N 10 79O N2 C10 SING N N 11 79O C10 C11 SING Y N 12 79O C10 C1 DOUB Y N 13 79O C11 C12 SING Y N 14 79O C11 C16 DOUB Y N 15 79O C12 C13 DOUB Y N 16 79O C13 BR1 SING N N 17 79O C13 C14 SING Y N 18 79O C14 C15 DOUB Y N 19 79O C15 C16 SING Y N 20 79O C16 O2 SING Y N 21 79O O2 C1 SING Y N 22 79O C1 C2 SING N N 23 79O C2 O1 DOUB N N 24 79O C2 N1 SING N N 25 79O C8 H8 SING N N 26 79O C7 H7 SING N N 27 79O C6 H6 SING N N 28 79O C5 H5 SING N N 29 79O N1 H1 SING N N 30 79O C12 H12 SING N N 31 79O C14 H14 SING N N 32 79O C15 H15 SING N N 33 # 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 79O SMILES ACDLabs 12.01 "Clc4ccccc4C2=Nc1c3c(oc1C(=O)N2)ccc(Br)c3" 79O InChI InChI 1.03 "InChI=1S/C16H8BrClN2O2/c17-8-5-6-12-10(7-8)13-14(22-12)16(21)20-15(19-13)9-3-1-2-4-11(9)18/h1-7H,(H,19,20,21)" 79O InChIKey InChI 1.03 UGRPNQCFWPYERM-UHFFFAOYSA-N 79O SMILES_CANONICAL CACTVS 3.385 "Clc1ccccc1C2=Nc3c(oc4ccc(Br)cc34)C(=O)N2" 79O SMILES CACTVS 3.385 "Clc1ccccc1C2=Nc3c(oc4ccc(Br)cc34)C(=O)N2" 79O SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(c(c1)C2=Nc3c4cc(ccc4oc3C(=O)N2)Br)Cl" 79O SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(c(c1)C2=Nc3c4cc(ccc4oc3C(=O)N2)Br)Cl" # 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 79O "SYSTEMATIC NAME" ACDLabs 12.01 "8-bromo-2-(2-chlorophenyl)[1]benzofuro[3,2-d]pyrimidin-4(3H)-one" 79O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "8-bromanyl-2-(2-chlorophenyl)-3H-[1]benzofuro[3,2-d]pyrimidin-4-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 79O "Create component" 2012-03-05 EBI 79O "Initial release" 2013-01-11 RCSB 79O "Modify descriptor" 2014-09-05 RCSB #