data_LIF # _chem_comp.id LIF _chem_comp.name "N-{4-[4-AMINO-6-(4-METHOXYPHENYL)FURO[2,3-D]PYRIMIDIN-5-YL]PHENYL}-N'-[2-FLUORO-5-(TRIFLUOROMETHYL)PHENYL]UREA" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H19 F4 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-(4-{4-AMINO-6-[4-(METHYLOXY)PHENYL]FURO[2,3-D]PYRIMIDIN-5-YL}PHENYL)-N'-[2-FLUORO-5-(TRIFLUOROMETHYL)PHENYL]UREA" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-02-22 _chem_comp.pdbx_modified_date 2020-06-17 _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 537.465 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LIF _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1YWN _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 LIF F1 F1 F 0 1 N N N 4.641 41.849 18.298 4.750 2.269 1.199 F1 LIF 1 LIF C2 C2 C 0 1 N N N 4.950 42.266 17.100 5.721 1.382 1.675 C2 LIF 2 LIF F3 F3 F 0 1 N N N 5.316 43.508 17.192 5.366 0.944 2.956 F3 LIF 3 LIF F4 F4 F 0 1 N N N 5.944 41.570 16.662 6.959 2.031 1.731 F4 LIF 4 LIF C5 C5 C 0 1 Y N N 3.768 42.130 16.174 5.817 0.197 0.748 C5 LIF 5 LIF C6 C6 C 0 1 Y N N 3.430 40.883 15.647 4.703 -0.220 0.045 C6 LIF 6 LIF C10 C10 C 0 1 Y N N 3.015 43.248 15.869 7.019 -0.470 0.602 C10 LIF 7 LIF C9 C9 C 0 1 Y N N 1.898 43.138 15.030 7.111 -1.557 -0.247 C9 LIF 8 LIF C8 C8 C 0 1 Y N N 1.566 41.897 14.517 5.999 -1.984 -0.949 C8 LIF 9 LIF F11 F11 F 0 1 N N N 0.493 41.777 13.713 6.089 -3.046 -1.779 F11 LIF 10 LIF C7 C7 C 0 1 Y N N 2.298 40.756 14.799 4.790 -1.311 -0.808 C7 LIF 11 LIF N12 N12 N 0 1 N N N 1.804 39.565 14.313 3.663 -1.736 -1.522 N12 LIF 12 LIF C13 C13 C 0 1 N N N 2.004 38.342 14.826 2.429 -1.402 -1.094 C13 LIF 13 LIF O14 O14 O 0 1 N N N 2.638 38.202 15.876 2.288 -0.835 -0.027 O14 LIF 14 LIF N15 N15 N 0 1 N N N 1.419 37.282 14.199 1.352 -1.696 -1.849 N15 LIF 15 LIF C16 C16 C 0 1 Y N N 1.330 35.990 14.651 0.066 -1.431 -1.365 C16 LIF 16 LIF C17 C17 C 0 1 Y N N 2.057 35.430 15.696 -0.927 -0.999 -2.236 C17 LIF 17 LIF C18 C18 C 0 1 Y N N 1.854 34.114 16.097 -2.195 -0.737 -1.763 C18 LIF 18 LIF C19 C19 C 0 1 Y N N 0.903 33.307 15.474 -2.481 -0.906 -0.407 C19 LIF 19 LIF C20 C20 C 0 1 Y N N 0.182 33.844 14.418 -1.480 -1.335 0.466 C20 LIF 20 LIF C21 C21 C 0 1 Y N N 0.397 35.149 14.051 -0.216 -1.600 -0.015 C21 LIF 21 LIF C22 C22 C 0 1 Y N N 0.700 31.951 16.032 -3.841 -0.625 0.104 C22 LIF 22 LIF C23 C23 C 0 1 Y N N -0.442 31.499 16.607 -4.443 0.599 0.223 C23 LIF 23 LIF C32 C32 C 0 1 Y N N -1.818 32.087 16.740 -3.831 1.888 -0.147 C32 LIF 24 LIF C33 C33 C 0 1 Y N N -2.093 33.432 16.694 -4.557 2.820 -0.894 C33 LIF 25 LIF C34 C34 C 0 1 Y N N -3.409 33.881 16.820 -3.980 4.024 -1.237 C34 LIF 26 LIF C35 C35 C 0 1 Y N N -4.426 32.943 16.990 -2.680 4.312 -0.841 C35 LIF 27 LIF C36 C36 C 0 1 Y N N -4.140 31.590 17.017 -1.953 3.386 -0.103 C36 LIF 28 LIF C37 C37 C 0 1 Y N N -2.838 31.159 16.895 -2.523 2.182 0.248 C37 LIF 29 LIF O38 O38 O 0 1 N N N -5.710 33.402 17.122 -2.116 5.500 -1.181 O38 LIF 30 LIF C39 C39 C 0 1 N N N -6.784 32.547 17.524 -0.794 5.500 -0.638 C39 LIF 31 LIF O24 O24 O 0 1 Y N N -0.256 30.162 17.117 -5.686 0.442 0.724 O24 LIF 32 LIF C25 C25 C 0 1 Y N N 0.964 29.856 16.900 -5.956 -0.853 0.960 C25 LIF 33 LIF N26 N26 N 0 1 Y N N 1.535 28.701 17.219 -7.014 -1.502 1.439 N26 LIF 34 LIF C30 C30 C 0 1 Y N N 1.669 30.860 16.256 -4.824 -1.600 0.592 C30 LIF 35 LIF C29 C29 C 0 1 Y N N 3.006 30.678 15.911 -4.854 -2.993 0.744 C29 LIF 36 LIF N31 N31 N 0 1 N N N 3.742 31.612 15.269 -3.762 -3.767 0.395 N31 LIF 37 LIF N28 N28 N 0 1 Y N N 3.551 29.497 16.280 -5.959 -3.551 1.232 N28 LIF 38 LIF C27 C27 C 0 1 Y N N 2.846 28.539 16.904 -7.001 -2.812 1.565 C27 LIF 39 LIF H6 H6 H 0 1 N N N 4.051 40.006 15.898 3.765 0.303 0.160 H6 LIF 40 LIF H10 H10 H 0 1 N N N 3.304 44.224 16.293 7.888 -0.141 1.153 H10 LIF 41 LIF H9 H9 H 0 1 N N N 1.286 44.019 14.775 8.052 -2.076 -0.359 H9 LIF 42 LIF H12 H12 H 0 1 N N N 2.097 39.514 13.337 3.770 -2.272 -2.323 H12 LIF 43 LIF H15 H15 H 0 1 N N N 1.000 37.477 13.289 1.468 -2.090 -2.727 H15 LIF 44 LIF H17 H17 H 0 1 N N N 2.810 36.042 16.218 -0.706 -0.869 -3.285 H17 LIF 45 LIF H18 H18 H 0 1 N N N 2.457 33.703 16.923 -2.967 -0.401 -2.440 H18 LIF 46 LIF H20 H20 H 0 1 N N N -0.559 33.235 13.872 -1.698 -1.466 1.515 H20 LIF 47 LIF H21 H21 H 0 1 N N N -0.216 35.545 13.224 0.558 -1.936 0.660 H21 LIF 48 LIF H33 H33 H 0 1 N N N -1.263 34.146 16.556 -5.568 2.598 -1.202 H33 LIF 49 LIF H34 H34 H 0 1 N N N -3.641 34.958 16.785 -4.540 4.745 -1.814 H34 LIF 50 LIF H36 H36 H 0 1 N N N -4.952 30.853 17.136 -0.943 3.614 0.201 H36 LIF 51 LIF H37 H37 H 0 1 N N N -2.614 30.079 16.921 -1.958 1.465 0.825 H37 LIF 52 LIF H391 1H39 H 0 0 N N N -7.829 32.920 17.631 -0.847 5.393 0.445 H391 LIF 53 LIF H392 2H39 H 0 0 N N N -6.804 31.676 16.827 -0.229 4.669 -1.059 H392 LIF 54 LIF H393 3H39 H 0 0 N N N -6.493 32.067 18.488 -0.299 6.439 -0.887 H393 LIF 55 LIF H311 1H31 H 0 0 N N N 4.721 31.478 15.016 -3.796 -4.730 0.505 H311 LIF 56 LIF H312 2H31 H 0 0 N N N 3.684 32.471 15.815 -2.963 -3.347 0.041 H312 LIF 57 LIF H27 H27 H 0 1 N N N 3.356 27.596 17.164 -7.879 -3.303 1.958 H27 LIF 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 LIF F1 C2 SING N N 1 LIF C2 F3 SING N N 2 LIF C2 F4 SING N N 3 LIF C2 C5 SING N N 4 LIF C5 C6 DOUB Y N 5 LIF C5 C10 SING Y N 6 LIF C6 C7 SING Y N 7 LIF C6 H6 SING N N 8 LIF C10 C9 DOUB Y N 9 LIF C10 H10 SING N N 10 LIF C9 C8 SING Y N 11 LIF C9 H9 SING N N 12 LIF C8 F11 SING N N 13 LIF C8 C7 DOUB Y N 14 LIF C7 N12 SING N N 15 LIF N12 C13 SING N N 16 LIF N12 H12 SING N N 17 LIF C13 O14 DOUB N N 18 LIF C13 N15 SING N N 19 LIF N15 C16 SING N N 20 LIF N15 H15 SING N N 21 LIF C16 C17 DOUB Y N 22 LIF C16 C21 SING Y N 23 LIF C17 C18 SING Y N 24 LIF C17 H17 SING N N 25 LIF C18 C19 DOUB Y N 26 LIF C18 H18 SING N N 27 LIF C19 C20 SING Y N 28 LIF C19 C22 SING Y N 29 LIF C20 C21 DOUB Y N 30 LIF C20 H20 SING N N 31 LIF C21 H21 SING N N 32 LIF C22 C23 DOUB Y N 33 LIF C22 C30 SING Y N 34 LIF C23 C32 SING Y N 35 LIF C23 O24 SING Y N 36 LIF C32 C33 DOUB Y N 37 LIF C32 C37 SING Y N 38 LIF C33 C34 SING Y N 39 LIF C33 H33 SING N N 40 LIF C34 C35 DOUB Y N 41 LIF C34 H34 SING N N 42 LIF C35 C36 SING Y N 43 LIF C35 O38 SING N N 44 LIF C36 C37 DOUB Y N 45 LIF C36 H36 SING N N 46 LIF C37 H37 SING N N 47 LIF O38 C39 SING N N 48 LIF C39 H391 SING N N 49 LIF C39 H392 SING N N 50 LIF C39 H393 SING N N 51 LIF O24 C25 SING Y N 52 LIF C25 N26 DOUB Y N 53 LIF C25 C30 SING Y N 54 LIF N26 C27 SING Y N 55 LIF C30 C29 DOUB Y N 56 LIF C29 N31 SING N N 57 LIF C29 N28 SING Y N 58 LIF N31 H311 SING N N 59 LIF N31 H312 SING N N 60 LIF N28 C27 DOUB Y N 61 LIF C27 H27 SING N N 62 # # 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 LIF SMILES ACDLabs 10.04 "FC(F)(F)c1cc(c(F)cc1)NC(=O)Nc5ccc(c2c4c(ncnc4oc2c3ccc(OC)cc3)N)cc5" LIF SMILES_CANONICAL CACTVS 3.341 "COc1ccc(cc1)c2oc3ncnc(N)c3c2c4ccc(NC(=O)Nc5cc(ccc5F)C(F)(F)F)cc4" LIF SMILES CACTVS 3.341 "COc1ccc(cc1)c2oc3ncnc(N)c3c2c4ccc(NC(=O)Nc5cc(ccc5F)C(F)(F)F)cc4" LIF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)c2c(c3c(ncnc3o2)N)c4ccc(cc4)NC(=O)Nc5cc(ccc5F)C(F)(F)F" LIF SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)c2c(c3c(ncnc3o2)N)c4ccc(cc4)NC(=O)Nc5cc(ccc5F)C(F)(F)F" LIF InChI InChI 1.03 "InChI=1S/C27H19F4N5O3/c1-38-18-9-4-15(5-10-18)23-21(22-24(32)33-13-34-25(22)39-23)14-2-7-17(8-3-14)35-26(37)36-20-12-16(27(29,30)31)6-11-19(20)28/h2-13H,1H3,(H2,32,33,34)(H2,35,36,37)" LIF InChIKey InChI 1.03 FGZIONRFHVNRJB-UHFFFAOYSA-N # # 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 LIF "SYSTEMATIC NAME" ACDLabs 10.04 "1-{4-[4-amino-6-(4-methoxyphenyl)furo[2,3-d]pyrimidin-5-yl]phenyl}-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea" LIF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[4-[4-amino-6-(4-methoxyphenyl)furo[5,4-d]pyrimidin-5-yl]phenyl]-1-[2-fluoro-5-(trifluoromethyl)phenyl]urea" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LIF "Create component" 2005-02-22 RCSB LIF "Modify aromatic_flag" 2011-06-04 RCSB LIF "Modify descriptor" 2011-06-04 RCSB LIF "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LIF _pdbx_chem_comp_synonyms.name "N-(4-{4-AMINO-6-[4-(METHYLOXY)PHENYL]FURO[2,3-D]PYRIMIDIN-5-YL}PHENYL)-N'-[2-FLUORO-5-(TRIFLUOROMETHYL)PHENYL]UREA" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##