data_9G3 # _chem_comp.id 9G3 _chem_comp.name "7-chloro-6-fluoro-3-{2-oxo-3-[(2S)-piperidin-2-yl]propyl}quinazolin-4(3H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H17 Cl F N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-04-13 _chem_comp.pdbx_modified_date 2019-05-24 _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 337.776 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9G3 _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 5ZNK _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 9G3 C1 C1 C 0 1 Y N N 5.813 12.277 28.587 4.123 -1.039 0.592 C1 9G3 1 9G3 C2 C2 C 0 1 Y N N 4.795 12.402 27.666 4.579 -0.288 -0.487 C2 9G3 2 9G3 C3 C3 C 0 1 Y N N 4.778 11.600 26.538 3.796 0.703 -1.038 C3 9G3 3 9G3 C4 C4 C 0 1 Y N N 5.784 10.649 26.355 2.530 0.958 -0.508 C4 9G3 4 9G3 C5 C5 C 0 1 Y N N 6.788 10.516 27.320 2.069 0.193 0.587 C5 9G3 5 9G3 C6 C6 C 0 1 Y N N 6.798 11.342 28.440 2.873 -0.808 1.128 C6 9G3 6 9G3 C8 C7 C 0 1 N N N 6.660 8.957 25.107 0.549 2.162 -0.527 C8 9G3 7 9G3 C10 C8 C 0 1 N N N 7.810 9.489 27.156 0.732 0.488 1.121 C10 9G3 8 9G3 C14 C9 C 0 1 N N N 8.523 7.554 25.917 -1.312 1.812 1.015 C14 9G3 9 9G3 C15 C10 C 0 1 N N N 8.182 6.430 26.858 -2.337 0.982 0.286 C15 9G3 10 9G3 C16 C11 C 0 1 N N N 9.068 5.279 26.716 -3.801 1.138 0.609 C16 9G3 11 9G3 C17 C12 C 0 1 N N S 8.875 3.990 27.518 -4.620 0.187 -0.266 C17 9G3 12 9G3 C20 C13 C 0 1 N N N 8.586 3.016 29.738 -5.028 -2.148 -0.767 C20 9G3 13 9G3 C21 C14 C 0 1 N N N 7.552 2.116 29.265 -6.532 -1.971 -0.545 C21 9G3 14 9G3 C22 C15 C 0 1 N N N 7.674 1.818 27.782 -6.928 -0.533 -0.891 C22 9G3 15 9G3 C23 C16 C 0 1 N N N 7.793 3.095 26.958 -6.112 0.434 -0.029 C23 9G3 16 9G3 N7 N1 N 0 1 N N N 5.739 9.844 25.214 1.727 1.925 -1.020 N7 9G3 17 9G3 N9 N2 N 0 1 N N N 7.659 8.716 26.010 0.026 1.477 0.524 N9 9G3 18 9G3 O11 O1 O 0 1 N N N 8.722 9.292 27.930 0.275 -0.134 2.063 O11 9G3 19 9G3 F12 F1 F 0 1 N N N 5.857 13.122 29.635 4.909 -2.006 1.116 F12 9G3 20 9G3 CL1 CL1 CL 0 0 N N N 3.489 13.503 27.956 6.154 -0.603 -1.148 CL1 9G3 21 9G3 O18 O2 O 0 1 N N N 7.250 6.450 27.650 -1.986 0.192 -0.557 O18 9G3 22 9G3 N19 N3 N 0 1 N N N 8.596 4.244 28.941 -4.292 -1.201 0.080 N19 9G3 23 9G3 H1 H1 H 0 1 N N N 3.993 11.709 25.805 4.160 1.281 -1.875 H1 9G3 24 9G3 H2 H2 H 0 1 N N N 7.575 11.245 29.184 2.524 -1.394 1.965 H2 9G3 25 9G3 H3 H3 H 0 1 N N N 6.645 8.342 24.219 -0.045 2.944 -0.975 H3 9G3 26 9G3 H4 H4 H 0 1 N N N 8.465 7.167 24.889 -1.510 2.870 0.839 H4 9G3 27 9G3 H5 H5 H 0 1 N N N 9.553 7.877 26.130 -1.370 1.605 2.083 H5 9G3 28 9G3 H6 H6 H 0 1 N N N 9.025 4.989 25.656 -3.969 0.901 1.660 H6 9G3 29 9G3 H7 H7 H 0 1 N N N 10.079 5.640 26.956 -4.108 2.166 0.415 H7 9G3 30 9G3 H8 H8 H 0 1 N N N 9.821 3.431 27.459 -4.385 0.366 -1.315 H8 9G3 31 9G3 H9 H9 H 0 1 N N N 9.565 2.521 29.653 -4.740 -3.167 -0.508 H9 9G3 32 9G3 H10 H10 H 0 1 N N N 8.393 3.269 30.791 -4.791 -1.959 -1.814 H10 9G3 33 9G3 H11 H11 H 0 1 N N N 6.571 2.576 29.453 -7.078 -2.663 -1.186 H11 9G3 34 9G3 H12 H12 H 0 1 N N N 7.626 1.170 29.822 -6.772 -2.174 0.498 H12 9G3 35 9G3 H13 H13 H 0 1 N N N 6.781 1.265 27.455 -6.724 -0.342 -1.945 H13 9G3 36 9G3 H14 H14 H 0 1 N N N 8.569 1.201 27.615 -7.990 -0.390 -0.695 H14 9G3 37 9G3 H15 H15 H 0 1 N N N 6.833 3.631 26.981 -6.346 0.270 1.023 H15 9G3 38 9G3 H16 H16 H 0 1 N N N 8.042 2.833 25.919 -6.359 1.461 -0.301 H16 9G3 39 9G3 H17 H17 H 0 1 N N N 9.301 4.855 29.302 -3.297 -1.363 0.023 H17 9G3 40 # # 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 9G3 C8 N7 DOUB N N 1 9G3 C8 N9 SING N N 2 9G3 N7 C4 SING N N 3 9G3 C14 N9 SING N N 4 9G3 C14 C15 SING N N 5 9G3 N9 C10 SING N N 6 9G3 C4 C3 DOUB Y N 7 9G3 C4 C5 SING Y N 8 9G3 C3 C2 SING Y N 9 9G3 C16 C15 SING N N 10 9G3 C16 C17 SING N N 11 9G3 C15 O18 DOUB N N 12 9G3 C23 C17 SING N N 13 9G3 C23 C22 SING N N 14 9G3 C10 C5 SING N N 15 9G3 C10 O11 DOUB N N 16 9G3 C5 C6 DOUB Y N 17 9G3 C17 N19 SING N N 18 9G3 C2 CL1 SING N N 19 9G3 C2 C1 DOUB Y N 20 9G3 C22 C21 SING N N 21 9G3 C6 C1 SING Y N 22 9G3 C1 F12 SING N N 23 9G3 N19 C20 SING N N 24 9G3 C21 C20 SING N N 25 9G3 C3 H1 SING N N 26 9G3 C6 H2 SING N N 27 9G3 C8 H3 SING N N 28 9G3 C14 H4 SING N N 29 9G3 C14 H5 SING N N 30 9G3 C16 H6 SING N N 31 9G3 C16 H7 SING N N 32 9G3 C17 H8 SING N N 33 9G3 C20 H9 SING N N 34 9G3 C20 H10 SING N N 35 9G3 C21 H11 SING N N 36 9G3 C21 H12 SING N N 37 9G3 C22 H13 SING N N 38 9G3 C22 H14 SING N N 39 9G3 C23 H15 SING N N 40 9G3 C23 H16 SING N N 41 9G3 N19 H17 SING N N 42 # # 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 9G3 SMILES ACDLabs 12.01 "c1(F)c(Cl)cc2c(c1)C(=O)N(C=N2)CC(=O)CC3NCCCC3" 9G3 InChI InChI 1.03 "InChI=1S/C16H17ClFN3O2/c17-13-7-15-12(6-14(13)18)16(23)21(9-20-15)8-11(22)5-10-3-1-2-4-19-10/h6-7,9-10,19H,1-5,8H2/t10-/m0/s1" 9G3 InChIKey InChI 1.03 LZMOBHASNVDDQN-JTQLQIEISA-N 9G3 SMILES_CANONICAL CACTVS 3.385 "Fc1cc2C(=O)N(CC(=O)C[C@@H]3CCCCN3)C=Nc2cc1Cl" 9G3 SMILES CACTVS 3.385 "Fc1cc2C(=O)N(CC(=O)C[CH]3CCCCN3)C=Nc2cc1Cl" 9G3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1c2c(cc(c1F)Cl)N=CN(C2=O)CC(=O)C[C@@H]3CCCCN3" 9G3 SMILES "OpenEye OEToolkits" 2.0.6 "c1c2c(cc(c1F)Cl)N=CN(C2=O)CC(=O)CC3CCCCN3" # # 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 9G3 "SYSTEMATIC NAME" ACDLabs 12.01 "7-chloro-6-fluoro-3-{2-oxo-3-[(2S)-piperidin-2-yl]propyl}quinazolin-4(3H)-one" 9G3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "7-chloranyl-6-fluoranyl-3-[2-oxidanylidene-3-[(2~{S})-piperidin-2-yl]propyl]quinazolin-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 9G3 "Create component" 2018-04-13 PDBJ 9G3 "Initial release" 2019-05-29 RCSB ##