data_1S8 # _chem_comp.id 1S8 _chem_comp.name "N-{4-[(2-benzyl-7-hydroxy-6-methoxyquinazolin-4-yl)amino]phenyl}benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H24 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-17 _chem_comp.pdbx_modified_date 2014-10-10 _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 476.526 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1S8 _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 4KNR _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 1S8 C1 C1 C 0 1 N N N 42.719 58.499 23.066 -5.101 -4.424 -1.020 C1 1S8 1 1S8 O2 O2 O 0 1 N N N 42.659 59.819 22.538 -5.963 -3.390 -0.538 O2 1S8 2 1S8 C3 C3 C 0 1 Y N N 42.512 59.776 21.153 -5.373 -2.238 -0.123 C3 1S8 3 1S8 C4 C4 C 0 1 Y N N 43.139 58.861 20.322 -4.014 -2.116 -0.181 C4 1S8 4 1S8 C5 C5 C 0 1 Y N N 42.927 58.904 18.951 -3.405 -0.929 0.246 C5 1S8 5 1S8 C6 C6 C 0 1 Y N N 42.089 59.865 18.399 -4.201 0.137 0.734 C6 1S8 6 1S8 C7 C7 C 0 1 Y N N 41.481 60.774 19.242 -5.593 -0.010 0.785 C7 1S8 7 1S8 C8 C8 C 0 1 Y N N 41.692 60.733 20.602 -6.167 -1.185 0.354 C8 1S8 8 1S8 O9 O9 O 0 1 N N N 41.076 61.656 21.424 -7.517 -1.330 0.402 O9 1S8 9 1S8 N10 N10 N 0 1 Y N N 41.861 59.934 17.080 -3.593 1.263 1.138 N10 1S8 10 1S8 C11 C11 C 0 1 Y N N 42.475 59.032 16.308 -2.286 1.371 1.079 C11 1S8 11 1S8 N12 N12 N 0 1 Y N N 43.296 58.077 16.752 -1.504 0.403 0.630 N12 1S8 12 1S8 C13 C13 C 0 1 Y N N 43.525 58.011 18.074 -2.002 -0.752 0.207 C13 1S8 13 1S8 N14 N14 N 0 1 N N N 44.397 57.005 18.548 -1.174 -1.753 -0.258 N14 1S8 14 1S8 C15 C15 C 0 1 Y N N 45.198 56.229 17.679 0.202 -1.526 -0.374 C15 1S8 15 1S8 C16 C16 C 0 1 Y N N 45.408 54.898 17.955 0.853 -0.720 0.552 C16 1S8 16 1S8 C17 C17 C 0 1 Y N N 46.173 54.110 17.122 2.211 -0.496 0.439 C17 1S8 17 1S8 C18 C18 C 0 1 Y N N 46.747 54.646 15.992 2.925 -1.076 -0.602 C18 1S8 18 1S8 C19 C19 C 0 1 Y N N 46.554 55.980 15.705 2.274 -1.881 -1.528 C19 1S8 19 1S8 C20 C20 C 0 1 Y N N 45.783 56.756 16.545 0.918 -2.110 -1.411 C20 1S8 20 1S8 N21 N21 N 0 1 N N N 47.529 53.833 15.146 4.302 -0.848 -0.717 N21 1S8 21 1S8 C22 C22 C 0 1 N N N 47.077 53.514 13.879 5.061 -0.728 0.390 C22 1S8 22 1S8 O23 O23 O 0 1 N N N 46.195 54.098 13.262 4.539 -0.740 1.488 O23 1S8 23 1S8 C24 C24 C 0 1 Y N N 47.738 52.361 13.245 6.527 -0.583 0.269 C24 1S8 24 1S8 C25 C25 C 0 1 Y N N 48.218 52.491 11.958 7.128 -0.563 -0.990 C25 1S8 25 1S8 C26 C26 C 0 1 Y N N 48.831 51.413 11.358 8.497 -0.427 -1.096 C26 1S8 26 1S8 C27 C27 C 0 1 Y N N 48.961 50.221 12.043 9.273 -0.309 0.043 C27 1S8 27 1S8 C28 C28 C 0 1 Y N N 48.477 50.099 13.328 8.684 -0.328 1.295 C28 1S8 28 1S8 C29 C29 C 0 1 Y N N 47.859 51.174 13.933 7.315 -0.458 1.414 C29 1S8 29 1S8 C30 C30 C 0 1 N N N 42.199 59.126 14.837 -1.649 2.655 1.542 C30 1S8 30 1S8 C31 C31 C 0 1 Y N N 43.104 58.372 13.915 -1.540 3.610 0.381 C31 1S8 31 1S8 C32 C32 C 0 1 Y N N 44.365 58.848 13.617 -2.572 4.490 0.111 C32 1S8 32 1S8 C33 C33 C 0 1 Y N N 45.198 58.154 12.763 -2.472 5.365 -0.955 C33 1S8 33 1S8 C34 C34 C 0 1 Y N N 44.769 56.975 12.194 -1.341 5.360 -1.749 C34 1S8 34 1S8 C35 C35 C 0 1 Y N N 43.507 56.498 12.484 -0.310 4.481 -1.479 C35 1S8 35 1S8 C36 C36 C 0 1 Y N N 42.675 57.194 13.339 -0.407 3.610 -0.410 C36 1S8 36 1S8 H1 H1 H 0 1 N N N 42.835 58.546 24.159 -5.698 -5.285 -1.318 H1 1S8 37 1S8 H2 H2 H 0 1 N N N 41.791 57.963 22.818 -4.539 -4.057 -1.878 H2 1S8 38 1S8 H3 H3 H 0 1 N N N 43.577 57.968 22.629 -4.409 -4.717 -0.230 H3 1S8 39 1S8 H4 H4 H 0 1 N N N 43.794 58.113 20.742 -3.412 -2.931 -0.554 H4 1S8 40 1S8 H5 H5 H 0 1 N N N 40.829 61.529 18.828 -6.212 0.794 1.155 H5 1S8 41 1S8 H6 H6 H 0 1 N N N 41.323 61.492 22.326 -7.972 -1.042 -0.401 H6 1S8 42 1S8 H7 H7 H 0 1 N N N 44.449 56.836 19.532 -1.546 -2.614 -0.505 H7 1S8 43 1S8 H8 H8 H 0 1 N N N 44.966 54.463 18.839 0.297 -0.269 1.361 H8 1S8 44 1S8 H9 H9 H 0 1 N N N 46.323 53.067 17.357 2.717 0.130 1.158 H9 1S8 45 1S8 H10 H10 H 0 1 N N N 47.005 56.416 14.826 2.830 -2.332 -2.336 H10 1S8 46 1S8 H11 H11 H 0 1 N N N 45.634 57.800 16.310 0.412 -2.736 -2.131 H11 1S8 47 1S8 H12 H12 H 0 1 N N N 48.412 53.487 15.463 4.710 -0.776 -1.595 H12 1S8 48 1S8 H13 H13 H 0 1 N N N 48.114 53.426 11.428 6.523 -0.655 -1.880 H13 1S8 49 1S8 H14 H14 H 0 1 N N N 49.210 51.500 10.351 8.963 -0.412 -2.070 H14 1S8 50 1S8 H15 H15 H 0 1 N N N 49.445 49.380 11.569 10.344 -0.203 -0.045 H15 1S8 51 1S8 H16 H16 H 0 1 N N N 48.581 49.165 13.860 9.295 -0.236 2.180 H16 1S8 52 1S8 H17 H17 H 0 1 N N N 47.473 51.085 14.938 6.856 -0.468 2.392 H17 1S8 53 1S8 H18 H18 H 0 1 N N N 42.256 60.189 14.558 -2.262 3.103 2.325 H18 1S8 54 1S8 H19 H19 H 0 1 N N N 41.176 58.757 14.669 -0.654 2.446 1.935 H19 1S8 55 1S8 H20 H20 H 0 1 N N N 44.704 59.774 14.057 -3.455 4.493 0.732 H20 1S8 56 1S8 H21 H21 H 0 1 N N N 46.184 58.534 12.541 -3.278 6.052 -1.166 H21 1S8 57 1S8 H22 H22 H 0 1 N N N 45.416 56.427 11.525 -1.265 6.041 -2.584 H22 1S8 58 1S8 H23 H23 H 0 1 N N N 43.168 55.574 12.039 0.574 4.477 -2.100 H23 1S8 59 1S8 H24 H24 H 0 1 N N N 41.687 56.816 13.557 0.399 2.922 -0.198 H24 1S8 60 # 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 1S8 C26 C25 DOUB Y N 1 1S8 C26 C27 SING Y N 2 1S8 C25 C24 SING Y N 3 1S8 C27 C28 DOUB Y N 4 1S8 C34 C35 DOUB Y N 5 1S8 C34 C33 SING Y N 6 1S8 C35 C36 SING Y N 7 1S8 C33 C32 DOUB Y N 8 1S8 C24 C22 SING N N 9 1S8 C24 C29 DOUB Y N 10 1S8 O23 C22 DOUB N N 11 1S8 C28 C29 SING Y N 12 1S8 C36 C31 DOUB Y N 13 1S8 C32 C31 SING Y N 14 1S8 C22 N21 SING N N 15 1S8 C31 C30 SING N N 16 1S8 C30 C11 SING N N 17 1S8 N21 C18 SING N N 18 1S8 C19 C18 DOUB Y N 19 1S8 C19 C20 SING Y N 20 1S8 C18 C17 SING Y N 21 1S8 C11 N12 DOUB Y N 22 1S8 C11 N10 SING Y N 23 1S8 C20 C15 DOUB Y N 24 1S8 N12 C13 SING Y N 25 1S8 N10 C6 DOUB Y N 26 1S8 C17 C16 DOUB Y N 27 1S8 C15 C16 SING Y N 28 1S8 C15 N14 SING N N 29 1S8 C13 N14 SING N N 30 1S8 C13 C5 DOUB Y N 31 1S8 C6 C5 SING Y N 32 1S8 C6 C7 SING Y N 33 1S8 C5 C4 SING Y N 34 1S8 C7 C8 DOUB Y N 35 1S8 C4 C3 DOUB Y N 36 1S8 C8 C3 SING Y N 37 1S8 C8 O9 SING N N 38 1S8 C3 O2 SING N N 39 1S8 O2 C1 SING N N 40 1S8 C1 H1 SING N N 41 1S8 C1 H2 SING N N 42 1S8 C1 H3 SING N N 43 1S8 C4 H4 SING N N 44 1S8 C7 H5 SING N N 45 1S8 O9 H6 SING N N 46 1S8 N14 H7 SING N N 47 1S8 C16 H8 SING N N 48 1S8 C17 H9 SING N N 49 1S8 C19 H10 SING N N 50 1S8 C20 H11 SING N N 51 1S8 N21 H12 SING N N 52 1S8 C25 H13 SING N N 53 1S8 C26 H14 SING N N 54 1S8 C27 H15 SING N N 55 1S8 C28 H16 SING N N 56 1S8 C29 H17 SING N N 57 1S8 C30 H18 SING N N 58 1S8 C30 H19 SING N N 59 1S8 C32 H20 SING N N 60 1S8 C33 H21 SING N N 61 1S8 C34 H22 SING N N 62 1S8 C35 H23 SING N N 63 1S8 C36 H24 SING N N 64 # 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 1S8 SMILES ACDLabs 12.01 "O=C(c1ccccc1)Nc2ccc(cc2)Nc4nc(nc3c4cc(OC)c(O)c3)Cc5ccccc5" 1S8 InChI InChI 1.03 "InChI=1S/C29H24N4O3/c1-36-26-17-23-24(18-25(26)34)32-27(16-19-8-4-2-5-9-19)33-28(23)30-21-12-14-22(15-13-21)31-29(35)20-10-6-3-7-11-20/h2-15,17-18,34H,16H2,1H3,(H,31,35)(H,30,32,33)" 1S8 InChIKey InChI 1.03 MWYUDSZCUZWZIP-UHFFFAOYSA-N 1S8 SMILES_CANONICAL CACTVS 3.370 "COc1cc2c(Nc3ccc(NC(=O)c4ccccc4)cc3)nc(Cc5ccccc5)nc2cc1O" 1S8 SMILES CACTVS 3.370 "COc1cc2c(Nc3ccc(NC(=O)c4ccccc4)cc3)nc(Cc5ccccc5)nc2cc1O" 1S8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cc2c(cc1O)nc(nc2Nc3ccc(cc3)NC(=O)c4ccccc4)Cc5ccccc5" 1S8 SMILES "OpenEye OEToolkits" 1.7.6 "COc1cc2c(cc1O)nc(nc2Nc3ccc(cc3)NC(=O)c4ccccc4)Cc5ccccc5" # 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 1S8 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{4-[(2-benzyl-7-hydroxy-6-methoxyquinazolin-4-yl)amino]phenyl}benzamide" 1S8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[4-[[6-methoxy-7-oxidanyl-2-(phenylmethyl)quinazolin-4-yl]amino]phenyl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1S8 "Create component" 2013-05-17 RCSB 1S8 "Initial release" 2014-10-15 RCSB #