data_8ZG # _chem_comp.id 8ZG _chem_comp.name "1-{4-[6-chloro-7-(2-fluorophenyl)quinazolin-4-yl]piperazin-1-yl}propan-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H20 Cl F N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-22 _chem_comp.pdbx_modified_date 2017-08-18 _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 398.861 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8ZG _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 5V71 _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 8ZG C13 C1 C 0 1 Y N N 26.686 131.729 -21.271 -2.916 -0.349 0.093 C13 8ZG 1 8ZG C15 C2 C 0 1 Y N N 25.383 133.989 -21.490 -5.156 -0.483 1.179 C15 8ZG 2 8ZG C17 C3 C 0 1 Y N N 23.806 134.615 -19.728 -7.043 0.667 0.253 C17 8ZG 3 8ZG C21 C4 C 0 1 Y N N 26.256 130.465 -21.592 -1.946 0.654 0.246 C21 8ZG 4 8ZG C22 C5 C 0 1 Y N N 27.187 129.484 -21.994 -0.619 0.352 0.199 C22 8ZG 5 8ZG C26 C6 C 0 1 N N N 27.708 125.586 -22.138 3.938 0.503 1.495 C26 8ZG 6 8ZG C28 C7 C 0 1 N N N 29.890 121.415 -23.381 8.290 1.090 -0.733 C28 8ZG 7 8ZG O01 O1 O 0 1 N N N 27.599 122.845 -22.074 6.643 0.683 1.306 O01 8ZG 8 8ZG C02 C8 C 0 1 N N N 28.230 123.323 -22.989 6.036 0.810 0.263 C02 8ZG 9 8ZG N03 N1 N 0 1 N N N 28.327 124.748 -23.086 4.690 0.737 0.253 N03 8ZG 10 8ZG C04 C9 C 0 1 N N N 29.048 125.372 -24.135 3.936 0.887 -1.000 C04 8ZG 11 8ZG C05 C10 C 0 1 N N N 29.136 126.897 -24.100 2.968 -0.294 -1.131 C05 8ZG 12 8ZG N06 N2 N 0 1 N N N 29.137 127.462 -22.776 2.146 -0.386 0.083 N06 8ZG 13 8ZG C07 C11 C 0 1 Y N N 29.559 128.837 -22.456 1.155 -1.335 -0.062 C07 8ZG 14 8ZG N08 N3 N 0 1 Y N N 30.875 129.157 -22.492 1.458 -2.611 -0.259 N08 8ZG 15 8ZG C09 C12 C 0 1 Y N N 31.287 130.414 -22.149 0.518 -3.531 -0.400 C09 8ZG 16 8ZG N10 N4 N 0 1 Y N N 30.378 131.355 -21.772 -0.763 -3.255 -0.355 N10 8ZG 17 8ZG C11 C13 C 0 1 Y N N 29.004 131.053 -21.722 -1.181 -1.995 -0.155 C11 8ZG 18 8ZG C12 C14 C 0 1 Y N N 28.053 132.038 -21.305 -2.541 -1.668 -0.104 C12 8ZG 19 8ZG C14 C15 C 0 1 Y N N 25.649 132.803 -20.795 -4.355 0.005 0.148 C14 8ZG 20 8ZG C16 C16 C 0 1 Y N N 24.469 134.876 -20.953 -6.495 -0.150 1.226 C16 8ZG 21 8ZG C18 C17 C 0 1 Y N N 24.088 133.433 -19.022 -6.255 1.154 -0.773 C18 8ZG 22 8ZG C19 C18 C 0 1 Y N N 25.002 132.550 -19.555 -4.912 0.828 -0.831 C19 8ZG 23 8ZG F20 F1 F 0 1 N N N 25.273 131.440 -18.929 -4.142 1.305 -1.834 F20 8ZG 24 8ZG C23 C19 C 0 1 Y N N 28.568 129.794 -22.051 -0.212 -0.972 -0.005 C23 8ZG 25 8ZG CL24 CL1 CL 0 0 N N N 24.540 130.131 -21.524 -2.445 2.297 0.499 CL24 8ZG 26 8ZG C25 C20 C 0 1 N N N 28.728 126.593 -21.677 2.971 -0.663 1.266 C25 8ZG 27 8ZG C27 C21 C 0 1 N N N 28.911 122.444 -24.029 6.787 1.050 -1.021 C27 8ZG 28 8ZG H1 H1 H 0 1 N N N 25.880 134.206 -22.424 -4.732 -1.123 1.938 H1 8ZG 29 8ZG H2 H2 H 0 1 N N N 23.087 135.321 -19.339 -8.091 0.924 0.294 H2 8ZG 30 8ZG H3 H3 H 0 1 N N N 26.846 128.494 -22.259 0.118 1.133 0.317 H3 8ZG 31 8ZG H4 H4 H 0 1 N N N 26.853 126.103 -22.598 4.629 0.253 2.300 H4 8ZG 32 8ZG H5 H5 H 0 1 N N N 27.359 124.989 -21.283 3.375 1.398 1.760 H5 8ZG 33 8ZG H6 H6 H 0 1 N N N 30.356 120.805 -24.169 8.504 1.896 -0.031 H6 8ZG 34 8ZG H7 H7 H 0 1 N N N 30.671 121.953 -22.824 8.602 0.139 -0.302 H7 8ZG 35 8ZG H8 H8 H 0 1 N N N 29.333 120.762 -22.693 8.833 1.264 -1.662 H8 8ZG 36 8ZG H9 H9 H 0 1 N N N 28.568 125.088 -25.083 3.373 1.820 -0.979 H9 8ZG 37 8ZG H10 H10 H 0 1 N N N 30.075 124.979 -24.112 4.625 0.891 -1.844 H10 8ZG 38 8ZG H11 H11 H 0 1 N N N 30.066 127.200 -24.604 2.324 -0.143 -1.997 H11 8ZG 39 8ZG H12 H12 H 0 1 N N N 28.273 127.304 -24.647 3.536 -1.217 -1.256 H12 8ZG 40 8ZG H13 H13 H 0 1 N N N 32.338 130.662 -22.177 0.819 -4.556 -0.558 H13 8ZG 41 8ZG H14 H14 H 0 1 N N N 28.390 133.023 -21.016 -3.291 -2.437 -0.217 H14 8ZG 42 8ZG H15 H15 H 0 1 N N N 24.254 135.793 -21.481 -7.116 -0.527 2.025 H15 8ZG 43 8ZG H16 H16 H 0 1 N N N 23.599 133.221 -18.082 -6.688 1.791 -1.530 H16 8ZG 44 8ZG H17 H17 H 0 1 N N N 29.610 126.061 -21.291 3.538 -1.580 1.107 H17 8ZG 45 8ZG H18 H18 H 0 1 N N N 28.291 127.207 -20.876 2.328 -0.779 2.139 H18 8ZG 46 8ZG H19 H19 H 0 1 N N N 29.478 123.086 -24.719 6.475 2.001 -1.452 H19 8ZG 47 8ZG H20 H20 H 0 1 N N N 28.140 121.895 -24.589 6.573 0.245 -1.723 H20 8ZG 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 8ZG C04 C05 SING N N 1 8ZG C04 N03 SING N N 2 8ZG C05 N06 SING N N 3 8ZG C27 C28 SING N N 4 8ZG C27 C02 SING N N 5 8ZG N03 C02 SING N N 6 8ZG N03 C26 SING N N 7 8ZG C02 O01 DOUB N N 8 8ZG N06 C07 SING N N 9 8ZG N06 C25 SING N N 10 8ZG N08 C07 DOUB Y N 11 8ZG N08 C09 SING Y N 12 8ZG C07 C23 SING Y N 13 8ZG C09 N10 DOUB Y N 14 8ZG C26 C25 SING N N 15 8ZG C23 C22 DOUB Y N 16 8ZG C23 C11 SING Y N 17 8ZG C22 C21 SING Y N 18 8ZG N10 C11 SING Y N 19 8ZG C11 C12 DOUB Y N 20 8ZG C21 CL24 SING N N 21 8ZG C21 C13 DOUB Y N 22 8ZG C15 C16 DOUB Y N 23 8ZG C15 C14 SING Y N 24 8ZG C12 C13 SING Y N 25 8ZG C13 C14 SING N N 26 8ZG C16 C17 SING Y N 27 8ZG C14 C19 DOUB Y N 28 8ZG C17 C18 DOUB Y N 29 8ZG C19 C18 SING Y N 30 8ZG C19 F20 SING N N 31 8ZG C15 H1 SING N N 32 8ZG C17 H2 SING N N 33 8ZG C22 H3 SING N N 34 8ZG C26 H4 SING N N 35 8ZG C26 H5 SING N N 36 8ZG C28 H6 SING N N 37 8ZG C28 H7 SING N N 38 8ZG C28 H8 SING N N 39 8ZG C04 H9 SING N N 40 8ZG C04 H10 SING N N 41 8ZG C05 H11 SING N N 42 8ZG C05 H12 SING N N 43 8ZG C09 H13 SING N N 44 8ZG C12 H14 SING N N 45 8ZG C16 H15 SING N N 46 8ZG C18 H16 SING N N 47 8ZG C25 H17 SING N N 48 8ZG C25 H18 SING N N 49 8ZG C27 H19 SING N N 50 8ZG C27 H20 SING N N 51 # 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 8ZG SMILES ACDLabs 12.01 "c3(c1ccccc1F)c(Cl)cc4c(N2CCN(CC2)C(=O)CC)ncnc4c3" 8ZG InChI InChI 1.03 "InChI=1S/C21H20ClFN4O/c1-2-20(28)26-7-9-27(10-8-26)21-16-11-17(22)15(12-19(16)24-13-25-21)14-5-3-4-6-18(14)23/h3-6,11-13H,2,7-10H2,1H3" 8ZG InChIKey InChI 1.03 JPFKOCMCIFOGHK-UHFFFAOYSA-N 8ZG SMILES_CANONICAL CACTVS 3.385 "CCC(=O)N1CCN(CC1)c2ncnc3cc(c(Cl)cc23)c4ccccc4F" 8ZG SMILES CACTVS 3.385 "CCC(=O)N1CCN(CC1)c2ncnc3cc(c(Cl)cc23)c4ccccc4F" 8ZG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)N1CCN(CC1)c2c3cc(c(cc3ncn2)c4ccccc4F)Cl" 8ZG SMILES "OpenEye OEToolkits" 2.0.6 "CCC(=O)N1CCN(CC1)c2c3cc(c(cc3ncn2)c4ccccc4F)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 8ZG "SYSTEMATIC NAME" ACDLabs 12.01 "1-{4-[6-chloro-7-(2-fluorophenyl)quinazolin-4-yl]piperazin-1-yl}propan-1-one" 8ZG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[4-[6-chloranyl-7-(2-fluorophenyl)quinazolin-4-yl]piperazin-1-yl]propan-1-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 8ZG "Create component" 2017-03-22 RCSB 8ZG "Initial release" 2017-08-23 RCSB #