data_WHH # _chem_comp.id WHH _chem_comp.name "4-[2-({6-fluoro-2-[(3-methoxybenzyl)carbamoyl]-4-oxo-3,4-dihydroquinazolin-5-yl}oxy)ethyl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H22 F N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-22 _chem_comp.pdbx_modified_date 2015-05-15 _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 491.468 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WHH _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 3W4H _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 WHH C32 C32 C 0 1 Y N N 44.484 -6.026 -14.861 8.468 0.355 -0.172 C32 WHH 1 WHH C12 C12 C 0 1 Y N N 52.708 -8.655 -10.880 -7.510 -0.385 1.065 C12 WHH 2 WHH C14 C14 C 0 1 Y N N 53.343 -9.301 -8.649 -6.611 -1.938 -0.551 C14 WHH 3 WHH C33 C33 C 0 1 Y N N 44.245 -5.241 -13.752 7.392 0.076 -0.994 C33 WHH 4 WHH C11 C11 C 0 1 Y N N 52.107 -7.523 -10.375 -6.631 0.579 0.617 C11 WHH 5 WHH C15 C15 C 0 1 Y N N 52.742 -8.159 -8.156 -5.738 -0.964 -0.989 C15 WHH 6 WHH C3 C3 C 0 1 Y N N 45.630 -5.551 -7.257 1.117 2.489 1.333 C3 WHH 7 WHH C31 C31 C 0 1 Y N N 43.792 -5.801 -16.032 8.703 -0.419 0.947 C31 WHH 8 WHH C2 C2 C 0 1 Y N N 46.437 -6.066 -6.262 0.047 3.223 1.796 C2 WHH 9 WHH C29 C29 C 0 1 Y N N 42.642 -4.003 -14.978 6.772 -1.749 0.427 C29 WHH 10 WHH C5 C5 C 0 1 Y N N 47.522 -4.592 -8.352 -0.296 1.593 -0.426 C5 WHH 11 WHH C13 C13 C 0 1 Y N N 53.322 -9.532 -10.012 -7.506 -1.654 0.483 C13 WHH 12 WHH C10 C10 C 0 1 Y N N 52.122 -7.271 -9.018 -5.747 0.291 -0.407 C10 WHH 13 WHH C28 C28 C 0 1 Y N N 43.322 -4.223 -13.798 6.545 -0.975 -0.695 C28 WHH 14 WHH C4 C4 C 0 1 Y N N 46.154 -4.805 -8.299 0.963 1.663 0.217 C4 WHH 15 WHH C30 C30 C 0 1 Y N N 42.862 -4.783 -16.083 7.859 -1.478 1.247 C30 WHH 16 WHH C6 C6 C 0 1 Y N N 48.339 -5.112 -7.355 -1.372 2.335 0.063 C6 WHH 17 WHH C1 C1 C 0 1 Y N N 47.796 -5.843 -6.318 -1.190 3.151 1.171 C1 WHH 18 WHH C19 C19 C 0 1 N N N 48.085 -3.793 -9.466 -0.428 0.717 -1.599 C19 WHH 19 WHH C22 C22 C 0 1 N N N 45.828 -3.632 -10.225 1.850 0.161 -1.306 C22 WHH 20 WHH C16 C16 C 0 1 N N N 53.961 -10.723 -10.582 -8.444 -2.691 0.957 C16 WHH 21 WHH C24 C24 C 0 1 N N N 45.017 -3.090 -11.344 3.027 -0.611 -1.774 C24 WHH 22 WHH C35 C35 C 0 1 N N N 42.464 -5.264 -18.333 9.217 -1.897 3.152 C35 WHH 23 WHH C9 C9 C 0 1 N N N 51.478 -6.014 -8.531 -4.790 1.350 -0.892 C9 WHH 24 WHH C27 C27 C 0 1 N N N 43.021 -3.327 -12.633 5.366 -1.269 -1.586 C27 WHH 25 WHH C8 C8 C 0 1 N N N 50.193 -6.213 -7.782 -3.490 1.268 -0.090 C8 WHH 26 WHH N23 N23 N 0 1 N N N 45.279 -4.317 -9.272 1.988 0.932 -0.264 N23 WHH 27 WHH N21 N21 N 0 1 N N N 47.161 -3.336 -10.360 0.671 0.030 -1.991 N21 WHH 28 WHH N26 N26 N 0 1 N N N 43.751 -3.585 -11.429 4.203 -0.506 -1.124 N26 WHH 29 WHH O20 O20 O 0 1 N N N 49.282 -3.575 -9.563 -1.484 0.613 -2.194 O20 WHH 30 WHH O17 O17 O 0 1 N N N 54.388 -10.785 -11.723 -9.222 -2.442 1.857 O17 WHH 31 WHH O25 O25 O 0 1 N N N 45.572 -2.386 -12.160 2.931 -1.339 -2.742 O25 WHH 32 WHH O18 O18 O 0 1 N N N 54.020 -11.684 -9.640 -8.438 -3.915 0.393 O18 WHH 33 WHH O34 O34 O 0 1 N N N 42.100 -4.477 -17.206 8.088 -2.242 2.347 O34 WHH 34 WHH O7 O7 O 0 1 N N N 49.711 -4.934 -7.352 -2.582 2.271 -0.549 O7 WHH 35 WHH F36 F36 F 0 1 N N N 48.612 -6.335 -5.366 -2.227 3.872 1.651 F36 WHH 36 WHH H1 H1 H 0 1 N N N 45.215 -6.819 -14.812 9.128 1.177 -0.408 H1 WHH 37 WHH H2 H2 H 0 1 N N N 52.698 -8.853 -11.942 -8.197 -0.160 1.868 H2 WHH 38 WHH H3 H3 H 0 1 N N N 53.821 -10.002 -7.981 -6.602 -2.917 -1.005 H3 WHH 39 WHH H4 H4 H 0 1 N N N 44.789 -5.428 -12.838 7.213 0.680 -1.872 H4 WHH 40 WHH H5 H5 H 0 1 N N N 51.621 -6.829 -11.045 -6.633 1.561 1.067 H5 WHH 41 WHH H6 H6 H 0 1 N N N 52.756 -7.958 -7.095 -5.045 -1.182 -1.789 H6 WHH 42 WHH H7 H7 H 0 1 N N N 44.566 -5.734 -7.222 2.074 2.554 1.830 H7 WHH 43 WHH H8 H8 H 0 1 N N N 43.976 -6.416 -16.901 9.544 -0.201 1.589 H8 WHH 44 WHH H9 H9 H 0 1 N N N 46.009 -6.636 -5.451 0.172 3.862 2.658 H9 WHH 45 WHH H10 H10 H 0 1 N N N 41.922 -3.200 -15.032 6.110 -2.570 0.660 H10 WHH 46 WHH H11 H11 H 0 1 N N N 41.836 -4.987 -19.193 9.104 -0.878 3.521 H11 WHH 47 WHH H12 H12 H 0 1 N N N 43.521 -5.086 -18.579 9.285 -2.584 3.995 H12 WHH 48 WHH H13 H13 H 0 1 N N N 42.316 -6.329 -18.100 10.125 -1.967 2.552 H13 WHH 49 WHH H14 H14 H 0 1 N N N 52.187 -5.503 -7.863 -4.576 1.190 -1.948 H14 WHH 50 WHH H15 H15 H 0 1 N N N 51.270 -5.376 -9.403 -5.238 2.334 -0.757 H15 WHH 51 WHH H16 H16 H 0 1 N N N 43.237 -2.293 -12.941 5.604 -0.983 -2.610 H16 WHH 52 WHH H17 H17 H 0 1 N N N 41.950 -3.425 -12.403 5.139 -2.334 -1.549 H17 WHH 53 WHH H18 H18 H 0 1 N N N 49.450 -6.687 -8.440 -3.704 1.428 0.967 H18 WHH 54 WHH H19 H19 H 0 1 N N N 50.370 -6.856 -6.907 -3.041 0.283 -0.224 H19 WHH 55 WHH H20 H20 H 0 1 N N N 47.462 -2.773 -11.130 0.623 -0.558 -2.761 H20 WHH 56 WHH H21 H21 H 0 1 N N N 43.347 -4.109 -10.679 4.280 0.075 -0.351 H21 WHH 57 WHH H22 H22 H 0 1 N N N 54.456 -12.450 -9.995 -9.070 -4.560 0.738 H22 WHH 58 # 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 WHH C35 O34 SING N N 1 WHH O34 C30 SING N N 2 WHH C30 C31 DOUB Y N 3 WHH C30 C29 SING Y N 4 WHH C31 C32 SING Y N 5 WHH C29 C28 DOUB Y N 6 WHH C32 C33 DOUB Y N 7 WHH C28 C33 SING Y N 8 WHH C28 C27 SING N N 9 WHH C27 N26 SING N N 10 WHH O25 C24 DOUB N N 11 WHH O17 C16 DOUB N N 12 WHH N26 C24 SING N N 13 WHH C24 C22 SING N N 14 WHH C12 C11 DOUB Y N 15 WHH C12 C13 SING Y N 16 WHH C16 C13 SING N N 17 WHH C16 O18 SING N N 18 WHH C11 C10 SING Y N 19 WHH N21 C22 SING N N 20 WHH N21 C19 SING N N 21 WHH C22 N23 DOUB N N 22 WHH C13 C14 DOUB Y N 23 WHH O20 C19 DOUB N N 24 WHH C19 C5 SING N N 25 WHH N23 C4 SING N N 26 WHH C10 C9 SING N N 27 WHH C10 C15 DOUB Y N 28 WHH C14 C15 SING Y N 29 WHH C9 C8 SING N N 30 WHH C5 C4 DOUB Y N 31 WHH C5 C6 SING Y N 32 WHH C4 C3 SING Y N 33 WHH C8 O7 SING N N 34 WHH C6 O7 SING N N 35 WHH C6 C1 DOUB Y N 36 WHH C3 C2 DOUB Y N 37 WHH C1 C2 SING Y N 38 WHH C1 F36 SING N N 39 WHH C32 H1 SING N N 40 WHH C12 H2 SING N N 41 WHH C14 H3 SING N N 42 WHH C33 H4 SING N N 43 WHH C11 H5 SING N N 44 WHH C15 H6 SING N N 45 WHH C3 H7 SING N N 46 WHH C31 H8 SING N N 47 WHH C2 H9 SING N N 48 WHH C29 H10 SING N N 49 WHH C35 H11 SING N N 50 WHH C35 H12 SING N N 51 WHH C35 H13 SING N N 52 WHH C9 H14 SING N N 53 WHH C9 H15 SING N N 54 WHH C27 H16 SING N N 55 WHH C27 H17 SING N N 56 WHH C8 H18 SING N N 57 WHH C8 H19 SING N N 58 WHH N21 H20 SING N N 59 WHH N26 H21 SING N N 60 WHH O18 H22 SING N N 61 # 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 WHH SMILES ACDLabs 12.01 "O=C(O)c1ccc(cc1)CCOc4c(F)ccc3N=C(C(=O)NCc2cccc(OC)c2)NC(=O)c34" WHH InChI InChI 1.03 "InChI=1S/C26H22FN3O6/c1-35-18-4-2-3-16(13-18)14-28-25(32)23-29-20-10-9-19(27)22(21(20)24(31)30-23)36-12-11-15-5-7-17(8-6-15)26(33)34/h2-10,13H,11-12,14H2,1H3,(H,28,32)(H,33,34)(H,29,30,31)" WHH InChIKey InChI 1.03 YNHGVYGMFAREOF-UHFFFAOYSA-N WHH SMILES_CANONICAL CACTVS 3.370 "COc1cccc(CNC(=O)C2=Nc3ccc(F)c(OCCc4ccc(cc4)C(O)=O)c3C(=O)N2)c1" WHH SMILES CACTVS 3.370 "COc1cccc(CNC(=O)C2=Nc3ccc(F)c(OCCc4ccc(cc4)C(O)=O)c3C(=O)N2)c1" WHH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cccc(c1)CNC(=O)C2=Nc3ccc(c(c3C(=O)N2)OCCc4ccc(cc4)C(=O)O)F" WHH SMILES "OpenEye OEToolkits" 1.7.6 "COc1cccc(c1)CNC(=O)C2=Nc3ccc(c(c3C(=O)N2)OCCc4ccc(cc4)C(=O)O)F" # 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 WHH "SYSTEMATIC NAME" ACDLabs 12.01 "4-[2-({6-fluoro-2-[(3-methoxybenzyl)carbamoyl]-4-oxo-3,4-dihydroquinazolin-5-yl}oxy)ethyl]benzoic acid" WHH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[2-[[6-fluoranyl-2-[(3-methoxyphenyl)methylcarbamoyl]-4-oxidanylidene-3H-quinazolin-5-yl]oxy]ethyl]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 WHH "Create component" 2013-01-22 PDBJ WHH "Initial release" 2015-05-20 RCSB #