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                    2008-10-14 
_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 N 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 N 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 InChI            InChI                1.02b InChI=1/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)/f/h35-36H,32H2 
LIF InChIKey         InChI                1.02b FGZIONRFHVNRJB-PXCXYMGWCH                                                                                                                                                                             
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                                                                                                                                    
# 
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 
# 
