data_QLN # _chem_comp.id QLN _chem_comp.name "3-[2-[(~{E})-2-(4-ethynylphenyl)ethenyl]-4-oxidanylidene-quinazolin-3-yl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H16 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-12-18 _chem_comp.pdbx_modified_date 2019-11-22 _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 392.406 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QLN _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 6Q9N _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 QLN C01 C1 C 0 1 Y N N -14.366 -27.282 68.681 3.731 -1.262 0.024 C01 QLN 1 QLN N02 N1 N 0 1 N N N -15.915 -25.326 68.896 1.787 0.131 0.355 N02 QLN 2 QLN O03 O1 O 0 1 N N N -13.665 -25.086 68.329 3.834 1.009 0.595 O03 QLN 3 QLN C04 C2 C 0 1 Y N N -13.089 -27.838 68.411 5.111 -1.451 -0.015 C04 QLN 4 QLN N05 N2 N 0 1 N N N -16.694 -27.595 69.283 1.531 -2.145 -0.214 N05 QLN 5 QLN O06 O2 O 0 1 N N N -17.272 -19.957 71.331 -0.633 5.598 -0.861 O06 QLN 6 QLN C07 C3 C 0 1 Y N N -12.881 -29.233 68.474 5.615 -2.695 -0.328 C07 QLN 7 QLN O08 O3 O 0 1 N N N -18.901 -21.421 71.205 0.242 4.154 -2.303 O08 QLN 8 QLN C09 C4 C 0 1 Y N N -13.953 -30.082 68.811 4.762 -3.756 -0.603 C09 QLN 9 QLN C10 C5 C 0 1 Y N N -15.224 -29.531 69.082 3.406 -3.593 -0.570 C10 QLN 10 QLN C11 C6 C 0 1 Y N N -15.433 -28.131 69.017 2.862 -2.343 -0.255 C11 QLN 11 QLN C12 C7 C 0 1 N N N -14.634 -25.797 68.626 3.137 0.043 0.346 C12 QLN 12 QLN C13 C8 C 0 1 Y N N -16.092 -23.871 68.837 1.170 1.353 0.649 C13 QLN 13 QLN C14 C9 C 0 1 N N N -16.944 -26.302 69.244 1.018 -0.971 0.071 C14 QLN 14 QLN C15 C10 C 0 1 Y N N -15.493 -23.087 67.801 0.846 1.670 1.963 C15 QLN 15 QLN C16 C11 C 0 1 Y N N -15.644 -21.687 67.765 0.237 2.875 2.259 C16 QLN 16 QLN C17 C12 C 0 1 Y N N -16.387 -21.020 68.754 -0.052 3.773 1.252 C17 QLN 17 QLN C18 C13 C 0 1 Y N N -16.990 -21.746 69.799 0.270 3.465 -0.072 C18 QLN 18 QLN C19 C14 C 0 1 Y N N -16.829 -23.158 69.837 0.889 2.250 -0.370 C19 QLN 19 QLN C20 C15 C 0 1 N N N -17.777 -20.996 70.848 -0.039 4.424 -1.152 C20 QLN 20 QLN C21 C16 C 0 1 N N N -18.309 -25.867 69.538 -0.439 -0.831 0.091 C21 QLN 21 QLN C22 C17 C 0 1 N N N -19.043 -26.524 70.474 -1.223 -1.917 -0.075 C22 QLN 22 QLN C23 C18 C 0 1 Y N N -20.432 -26.270 70.901 -2.687 -1.776 -0.054 C23 QLN 23 QLN C24 C19 C 0 1 Y N N -20.691 -25.637 72.144 -3.501 -2.902 -0.226 C24 QLN 24 QLN C25 C20 C 0 1 Y N N -22.019 -25.395 72.573 -4.860 -2.771 -0.207 C25 QLN 25 QLN C26 C21 C 0 1 Y N N -23.115 -25.787 71.766 -5.438 -1.513 -0.016 C26 QLN 26 QLN C27 C22 C 0 1 Y N N -22.862 -26.423 70.530 -4.627 -0.388 0.156 C27 QLN 27 QLN C28 C23 C 0 1 Y N N -21.535 -26.665 70.104 -3.267 -0.518 0.144 C28 QLN 28 QLN C29 C24 C 0 1 N N N -24.489 -25.544 72.195 -6.864 -1.376 0.003 C29 QLN 29 QLN C30 C25 C 0 1 N N N -25.663 -25.371 72.494 -8.032 -1.264 0.019 C30 QLN 30 QLN H1 H1 H 0 1 N N N -12.267 -27.187 68.154 5.780 -0.630 0.197 H1 QLN 31 QLN H2 H2 H 0 1 N N N -17.866 -19.585 71.972 -0.815 6.193 -1.602 H2 QLN 32 QLN H3 H3 H 0 1 N N N -11.906 -29.647 68.265 6.684 -2.846 -0.360 H3 QLN 33 QLN H4 H4 H 0 1 N N N -13.803 -31.150 68.862 5.176 -4.723 -0.846 H4 QLN 34 QLN H5 H5 H 0 1 N N N -16.045 -30.183 69.341 2.755 -4.428 -0.785 H5 QLN 35 QLN H6 H6 H 0 1 N N N -14.914 -23.578 67.032 1.069 0.971 2.756 H6 QLN 36 QLN H7 H7 H 0 1 N N N -15.184 -21.120 66.969 -0.013 3.115 3.282 H7 QLN 37 QLN H8 H8 H 0 1 N N N -16.496 -19.946 68.712 -0.529 4.713 1.487 H8 QLN 38 QLN H9 H9 H 0 1 N N N -17.278 -23.712 70.648 1.144 2.009 -1.391 H9 QLN 39 QLN H10 H10 H 0 1 N N N -18.733 -25.025 69.012 -0.887 0.140 0.239 H10 QLN 40 QLN H11 H11 H 0 1 N N N -18.543 -27.341 70.972 -0.776 -2.888 -0.223 H11 QLN 41 QLN H12 H12 H 0 1 N N N -19.865 -25.336 72.771 -3.054 -3.874 -0.375 H12 QLN 42 QLN H13 H13 H 0 1 N N N -22.197 -24.909 73.521 -5.488 -3.639 -0.340 H13 QLN 43 QLN H14 H14 H 0 1 N N N -23.689 -26.727 69.905 -5.075 0.584 0.304 H14 QLN 44 QLN H15 H15 H 0 1 N N N -21.360 -27.157 69.159 -2.640 0.351 0.277 H15 QLN 45 QLN H16 H16 H 0 1 N N N -26.680 -25.221 72.753 -9.077 -1.163 0.033 H16 QLN 46 # # 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 QLN C16 C15 DOUB Y N 1 QLN C16 C17 SING Y N 2 QLN C15 C13 SING Y N 3 QLN O03 C12 DOUB N N 4 QLN C04 C07 DOUB Y N 5 QLN C04 C01 SING Y N 6 QLN C07 C09 SING Y N 7 QLN C12 C01 SING N N 8 QLN C12 N02 SING N N 9 QLN C01 C11 DOUB Y N 10 QLN C17 C18 DOUB Y N 11 QLN C09 C10 DOUB Y N 12 QLN C13 N02 SING N N 13 QLN C13 C19 DOUB Y N 14 QLN N02 C14 SING N N 15 QLN C11 C10 SING Y N 16 QLN C11 N05 SING N N 17 QLN C14 N05 DOUB N N 18 QLN C14 C21 SING N N 19 QLN C21 C22 DOUB N E 20 QLN C18 C19 SING Y N 21 QLN C18 C20 SING N N 22 QLN C28 C27 DOUB Y N 23 QLN C28 C23 SING Y N 24 QLN C22 C23 SING N N 25 QLN C27 C26 SING Y N 26 QLN C20 O08 DOUB N N 27 QLN C20 O06 SING N N 28 QLN C23 C24 DOUB Y N 29 QLN C26 C29 SING N N 30 QLN C26 C25 DOUB Y N 31 QLN C24 C25 SING Y N 32 QLN C29 C30 TRIP N N 33 QLN C04 H1 SING N N 34 QLN O06 H2 SING N N 35 QLN C07 H3 SING N N 36 QLN C09 H4 SING N N 37 QLN C10 H5 SING N N 38 QLN C15 H6 SING N N 39 QLN C16 H7 SING N N 40 QLN C17 H8 SING N N 41 QLN C19 H9 SING N N 42 QLN C21 H10 SING N N 43 QLN C22 H11 SING N N 44 QLN C24 H12 SING N N 45 QLN C25 H13 SING N N 46 QLN C27 H14 SING N N 47 QLN C28 H15 SING N N 48 QLN C30 H16 SING N N 49 # # 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 QLN InChI InChI 1.03 "InChI=1S/C25H16N2O3/c1-2-17-10-12-18(13-11-17)14-15-23-26-22-9-4-3-8-21(22)24(28)27(23)20-7-5-6-19(16-20)25(29)30/h1,3-16H,(H,29,30)/b15-14+" QLN InChIKey InChI 1.03 WFDJIIYWQKNANN-CCEZHUSRSA-N QLN SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1cccc(c1)N2C(=O)c3ccccc3N=C2\C=C\c4ccc(cc4)C#C" QLN SMILES CACTVS 3.385 "OC(=O)c1cccc(c1)N2C(=O)c3ccccc3N=C2C=Cc4ccc(cc4)C#C" QLN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C#Cc1ccc(cc1)/C=C/C2=Nc3ccccc3C(=O)N2c4cccc(c4)C(=O)O" QLN SMILES "OpenEye OEToolkits" 2.0.6 "C#Cc1ccc(cc1)C=CC2=Nc3ccccc3C(=O)N2c4cccc(c4)C(=O)O" # _pdbx_chem_comp_identifier.comp_id QLN _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "3-[2-[(~{E})-2-(4-ethynylphenyl)ethenyl]-4-oxidanylidene-quinazolin-3-yl]benzoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QLN "Create component" 2018-12-18 EBI QLN "Initial release" 2019-11-27 RCSB ##