data_91S # _chem_comp.id 91S _chem_comp.name " (S)-1-{4-[6-chloro-8-fluoro-7-(2-fluoro-6-hydroxyphenyl)quinazolin-4-yl] piperazin-1-yl}propan-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H19 Cl F2 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-27 _chem_comp.pdbx_modified_date 2018-02-02 _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 432.851 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 91S _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 5V9U _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 91S O1 O1 O 0 1 N N N -7.332 5.965 7.749 -6.971 -0.750 -1.254 O1 91S 1 91S C18 C1 C 0 1 N N N -6.411 5.950 8.595 -6.379 -0.784 -0.196 C18 91S 2 91S C19 C2 C 0 1 N N N -5.059 5.637 8.054 -7.151 -0.868 1.096 C19 91S 3 91S C20 C3 C 0 1 N N N -5.043 4.376 7.264 -8.651 -0.896 0.794 C20 91S 4 91S N3 N1 N 0 1 N N N -6.677 6.127 9.862 -5.032 -0.752 -0.175 N3 91S 5 91S C15 C4 C 0 1 N N N -8.058 6.363 10.432 -4.260 -0.676 -1.425 C15 91S 6 91S C14 C5 C 0 1 N N N -7.973 7.361 11.576 -3.257 0.476 -1.308 C14 91S 7 91S C16 C6 C 0 1 N N N -5.599 6.176 10.873 -4.296 -0.786 1.097 C16 91S 8 91S C17 C7 C 0 1 N N N -6.153 5.798 12.236 -3.291 0.371 1.110 C17 91S 9 91S N2 N2 N 0 1 N N N -7.215 6.734 12.572 -2.454 0.301 -0.090 N2 91S 10 91S C10 C8 C 0 1 Y N N -7.667 6.805 13.880 -1.433 1.227 -0.033 C10 91S 11 91S N N3 N 0 1 Y N N -7.235 5.810 14.680 -1.696 2.526 0.019 N 91S 12 91S C11 C9 C 0 1 Y N N -7.730 5.746 15.923 -0.727 3.426 0.074 C11 91S 13 91S N1 N4 N 0 1 Y N N -8.567 6.670 16.483 0.545 3.105 0.081 N1 91S 14 91S C12 C10 C 0 1 Y N N -8.922 7.751 15.717 0.922 1.818 0.031 C12 91S 15 91S C9 C11 C 0 1 Y N N -8.459 7.886 14.442 -0.079 0.816 -0.023 C9 91S 16 91S C8 C12 C 0 1 Y N N -8.832 9.022 13.775 0.285 -0.536 -0.069 C8 91S 17 91S C7 C13 C 0 1 Y N N -9.569 9.992 14.361 1.601 -0.885 -0.057 C7 91S 18 91S CL CL1 CL 0 0 N N N -9.978 11.447 13.410 2.044 -2.562 -0.115 CL 91S 19 91S C13 C14 C 0 1 Y N N -9.675 8.763 16.262 2.272 1.442 0.037 C13 91S 20 91S F1 F1 F 0 1 N N N -10.077 8.572 17.559 3.241 2.382 0.095 F1 91S 21 91S C6 C15 C 0 1 Y N N -10.058 9.891 15.653 2.604 0.096 0.001 C6 91S 22 91S C5 C16 C 0 1 Y N N -10.830 10.942 16.401 4.029 -0.310 0.013 C5 91S 23 91S C C17 C 0 1 Y N N -10.163 11.679 17.398 4.729 -0.455 -1.189 C 91S 24 91S O O2 O 0 1 N N N -8.925 11.412 17.787 4.104 -0.224 -2.373 O 91S 25 91S C4 C18 C 0 1 Y N N -12.141 11.195 16.113 4.681 -0.544 1.224 C4 91S 26 91S F F2 F 0 1 N N N -12.701 10.432 15.124 4.015 -0.402 2.391 F 91S 27 91S C3 C19 C 0 1 Y N N -12.829 12.283 16.818 6.012 -0.922 1.229 C3 91S 28 91S C2 C20 C 0 1 Y N N -12.157 12.990 17.782 6.697 -1.069 0.036 C2 91S 29 91S C1 C21 C 0 1 Y N N -10.872 12.709 18.063 6.061 -0.835 -1.168 C1 91S 30 91S H1 H1 H 0 1 N N N -4.357 5.536 8.895 -6.870 -1.777 1.628 H1 91S 31 91S H2 H2 H 0 1 N N N -4.738 6.465 7.405 -6.921 0.000 1.714 H2 91S 32 91S H3 H3 H 0 1 N N N -4.026 4.191 6.888 -9.208 -0.957 1.728 H3 91S 33 91S H4 H4 H 0 1 N N N -5.355 3.538 7.905 -8.931 0.013 0.262 H4 91S 34 91S H5 H5 H 0 1 N N N -5.736 4.467 6.415 -8.880 -1.764 0.176 H5 91S 35 91S H6 H6 H 0 1 N N N -8.715 6.762 9.646 -3.725 -1.613 -1.582 H6 91S 36 91S H7 H7 H 0 1 N N N -8.468 5.413 10.805 -4.934 -0.492 -2.261 H7 91S 37 91S H8 H8 H 0 1 N N N -7.478 8.285 11.242 -2.602 0.478 -2.179 H8 91S 38 91S H9 H9 H 0 1 N N N -8.979 7.599 11.953 -3.795 1.423 -1.255 H9 91S 39 91S H10 H10 H 0 1 N N N -4.804 5.469 10.593 -4.993 -0.674 1.927 H10 91S 40 91S H11 H11 H 0 1 N N N -5.186 7.194 10.917 -3.764 -1.734 1.187 H11 91S 41 91S H12 H12 H 0 1 N N N -6.555 4.775 12.203 -3.829 1.319 1.124 H12 91S 42 91S H13 H13 H 0 1 N N N -5.355 5.854 12.991 -2.661 0.296 1.996 H13 91S 43 91S H14 H14 H 0 1 N N N -7.446 4.899 16.530 -0.995 4.471 0.114 H14 91S 44 91S H15 H15 H 0 1 N N N -8.527 9.147 12.746 -0.477 -1.300 -0.115 H15 91S 45 91S H16 H16 H 0 1 N N N -8.667 12.025 18.466 4.165 0.692 -2.678 H16 91S 46 91S H17 H17 H 0 1 N N N -13.854 12.524 16.580 6.517 -1.103 2.166 H17 91S 47 91S H18 H18 H 0 1 N N N -12.663 13.778 18.319 7.736 -1.364 0.047 H18 91S 48 91S H19 H19 H 0 1 N N N -10.364 13.288 18.820 6.604 -0.947 -2.095 H19 91S 49 # 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 91S C20 C19 SING N N 1 91S O1 C18 DOUB N N 2 91S C19 C18 SING N N 3 91S C18 N3 SING N N 4 91S N3 C15 SING N N 5 91S N3 C16 SING N N 6 91S C15 C14 SING N N 7 91S C16 C17 SING N N 8 91S C14 N2 SING N N 9 91S C17 N2 SING N N 10 91S N2 C10 SING N N 11 91S CL C7 SING N N 12 91S C8 C7 DOUB Y N 13 91S C8 C9 SING Y N 14 91S C10 C9 DOUB Y N 15 91S C10 N SING Y N 16 91S C7 C6 SING Y N 17 91S C9 C12 SING Y N 18 91S N C11 DOUB Y N 19 91S F C4 SING N N 20 91S C6 C13 DOUB Y N 21 91S C6 C5 SING N N 22 91S C12 C13 SING Y N 23 91S C12 N1 DOUB Y N 24 91S C11 N1 SING Y N 25 91S C4 C5 DOUB Y N 26 91S C4 C3 SING Y N 27 91S C13 F1 SING N N 28 91S C5 C SING Y N 29 91S C3 C2 DOUB Y N 30 91S C O SING N N 31 91S C C1 DOUB Y N 32 91S C2 C1 SING Y N 33 91S C19 H1 SING N N 34 91S C19 H2 SING N N 35 91S C20 H3 SING N N 36 91S C20 H4 SING N N 37 91S C20 H5 SING N N 38 91S C15 H6 SING N N 39 91S C15 H7 SING N N 40 91S C14 H8 SING N N 41 91S C14 H9 SING N N 42 91S C16 H10 SING N N 43 91S C16 H11 SING N N 44 91S C17 H12 SING N N 45 91S C17 H13 SING N N 46 91S C11 H14 SING N N 47 91S C8 H15 SING N N 48 91S O H16 SING N N 49 91S C3 H17 SING N N 50 91S C2 H18 SING N N 51 91S C1 H19 SING N N 52 # 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 91S SMILES ACDLabs 12.01 "O=C(N1CCN(CC1)c2c3c(ncn2)c(F)c(c(c3)Cl)c4c(O)cccc4F)CC" 91S InChI InChI 1.03 "InChI=1S/C21H19ClF2N4O2/c1-2-16(30)27-6-8-28(9-7-27)21-12-10-13(22)17(19(24)20(12)25-11-26-21)18-14(23)4-3-5-15(18)29/h3-5,10-11,29H,2,6-9H2,1H3" 91S InChIKey InChI 1.03 ICXZXYUITXWHGD-UHFFFAOYSA-N 91S SMILES_CANONICAL CACTVS 3.385 "CCC(=O)N1CCN(CC1)c2ncnc3c(F)c(c(Cl)cc23)c4c(O)cccc4F" 91S SMILES CACTVS 3.385 "CCC(=O)N1CCN(CC1)c2ncnc3c(F)c(c(Cl)cc23)c4c(O)cccc4F" 91S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)N1CCN(CC1)c2c3cc(c(c(c3ncn2)F)c4c(cccc4F)O)Cl" 91S SMILES "OpenEye OEToolkits" 2.0.6 "CCC(=O)N1CCN(CC1)c2c3cc(c(c(c3ncn2)F)c4c(cccc4F)O)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 91S "SYSTEMATIC NAME" ACDLabs 12.01 "1-{4-[6-chloro-8-fluoro-7-(2-fluoro-6-hydroxyphenyl)quinazolin-4-yl]piperazin-1-yl}propan-1-one" 91S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[4-[6-chloranyl-8-fluoranyl-7-(2-fluoranyl-6-oxidanyl-phenyl)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 91S "Create component" 2017-03-27 RCSB 91S "Other modification" 2017-04-12 RCSB 91S "Initial release" 2018-02-07 RCSB #