data_BRF
# 
_chem_comp.id                                    BRF 
_chem_comp.name                                  
;6-FLUORO-2-(2'-FLUORO-1,1'-BIPHENYL-4-YL)-3-METHYLQUINOLINE-4-CARBOXYLIC ACID
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H15 F2 N O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-01-08 
_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                        375.368 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BRF 
_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        1UUO 
_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 
BRF C1   C1   C 0 1 N N N 8.264  20.999 118.719 2.359  0.033  -0.755 C1   BRF 1  
BRF C2   C2   C 0 1 Y N N 9.450  21.925 119.009 1.072  -0.005 -1.539 C2   BRF 2  
BRF C3   C3   C 0 1 Y N N 9.321  23.379 119.007 -0.159 -0.087 -0.872 C3   BRF 3  
BRF C4   C4   C 0 1 Y N N 10.775 21.372 119.289 1.095  0.044  -2.925 C4   BRF 4  
BRF N1   N1   N 0 1 Y N N 10.445 24.185 119.283 -1.306 -0.124 -1.517 N1   BRF 5  
BRF C5   C5   C 0 1 N N N 10.969 19.865 119.308 2.368  0.138  -3.670 C5   BRF 6  
BRF C23  C23  C 0 1 Y N N 8.097  24.234 118.769 -0.170 -0.134 0.608  C23  BRF 7  
BRF C6   C6   C 0 1 Y N N 11.918 22.245 119.578 -0.191 -0.002 -3.620 C6   BRF 8  
BRF C7   C7   C 0 1 Y N N 11.685 23.686 119.548 -1.378 -0.085 -2.848 C7   BRF 9  
BRF C8   C8   C 0 1 Y N N 7.319  24.131 117.531 -1.141 0.568  1.322  C8   BRF 10 
BRF C9   C9   C 0 1 Y N N 7.712  25.168 119.806 0.787  -0.886 1.289  C9   BRF 11 
BRF O1   O1   O 0 1 N N N 10.590 19.145 120.182 2.834  1.226  -3.943 O1   BRF 12 
BRF O2   O2   O 0 1 N N N 11.625 19.363 118.240 3.011  -0.983 -4.048 O2   BRF 13 
BRF C10  C10  C 0 1 Y N N 13.255 21.799 119.876 -0.270 0.038  -5.015 C10  BRF 14 
BRF C11  C11  C 0 1 Y N N 12.764 24.622 119.820 -2.620 -0.126 -3.509 C11  BRF 15 
BRF C12  C12  C 0 1 Y N N 6.180  24.984 117.409 -1.150 0.524  2.698  C12  BRF 16 
BRF C13  C13  C 0 1 Y N N 6.566  26.012 119.659 0.781  -0.925 2.665  C13  BRF 17 
BRF C14  C14  C 0 1 Y N N 14.319 22.705 120.146 -1.493 -0.003 -5.624 C14  BRF 18 
BRF C15  C15  C 0 1 Y N N 14.086 24.144 120.119 -2.663 -0.085 -4.869 C15  BRF 19 
BRF C16  C16  C 0 1 Y N N 5.774  25.924 118.432 -0.189 -0.222 3.379  C16  BRF 20 
BRF F1   F1   F 0 1 N N N 15.444 22.262 120.407 -1.569 0.035  -6.972 F1   BRF 21 
BRF C17  C17  C 0 1 Y N N 4.535  26.821 118.248 -0.199 -0.269 4.861  C17  BRF 22 
BRF C18  C18  C 0 1 Y N N 3.209  26.306 117.909 -0.054 0.904  5.600  C18  BRF 23 
BRF C19  C19  C 0 1 Y N N 4.715  28.264 118.424 -0.349 -1.488 5.521  C19  BRF 24 
BRF C20  C20  C 0 1 Y N N 2.120  27.231 117.761 -0.070 0.853  6.982  C20  BRF 25 
BRF C21  C21  C 0 1 Y N N 2.308  28.645 117.936 -0.219 -0.358 7.629  C21  BRF 26 
BRF C22  C22  C 0 1 Y N N 3.609  29.165 118.270 -0.358 -1.526 6.900  C22  BRF 27 
BRF F2   F2   F 0 1 N N N 3.019  25.142 117.758 0.091  2.089  4.968  F2   BRF 28 
BRF H1C1 1H1C H 0 0 N N N 8.363  19.888 118.720 2.720  -0.983 -0.599 H1C1 BRF 29 
BRF H1C2 2H1C H 0 0 N N N 7.833  21.299 117.735 3.105  0.602  -1.310 H1C2 BRF 30 
BRF H1C3 3H1C H 0 0 N N N 7.445  21.267 119.426 2.183  0.508  0.209  H1C3 BRF 31 
BRF H8   H8   H 0 1 N N N 7.600  23.427 116.730 -1.885 1.147  0.795  H8   BRF 32 
BRF H9   H9   H 0 1 N N N 8.314  25.230 120.728 1.539  -1.430 0.737  H9   BRF 33 
BRF H2   H2   H 0 1 N N N 11.746 18.420 118.251 3.844  -0.922 -4.535 H2   BRF 34 
BRF H10  H10  H 0 1 N N N 13.462 20.716 119.896 0.629  0.101  -5.609 H10  BRF 35 
BRF H11  H11  H 0 1 N N N 12.566 25.707 119.797 -3.536 -0.190 -2.940 H11  BRF 36 
BRF H12  H12  H 0 1 N N N 5.578  24.923 116.487 -1.902 1.069  3.250  H12  BRF 37 
BRF H13  H13  H 0 1 N N N 6.284  26.718 120.458 1.526  -1.503 3.193  H13  BRF 38 
BRF H15  H15  H 0 1 N N N 14.907 24.851 120.324 -3.619 -0.117 -5.371 H15  BRF 39 
BRF H19  H19  H 0 1 N N N 5.712  28.662 118.678 -0.458 -2.401 4.954  H19  BRF 40 
BRF H20  H20  H 0 1 N N N 1.117  26.847 117.507 0.037  1.762  7.556  H20  BRF 41 
BRF H21  H21  H 0 1 N N N 1.455  29.333 117.814 -0.227 -0.394 8.709  H21  BRF 42 
BRF H22  H22  H 0 1 N N N 3.754  30.250 118.407 -0.475 -2.470 7.412  H22  BRF 43 
# 
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 
BRF C1  C2   SING N N 1  
BRF C1  H1C1 SING N N 2  
BRF C1  H1C2 SING N N 3  
BRF C1  H1C3 SING N N 4  
BRF C2  C3   DOUB Y N 5  
BRF C2  C4   SING Y N 6  
BRF C3  N1   SING Y N 7  
BRF C3  C23  SING N N 8  
BRF C4  C5   SING N N 9  
BRF C4  C6   DOUB Y N 10 
BRF N1  C7   DOUB Y N 11 
BRF C5  O1   DOUB N N 12 
BRF C5  O2   SING N N 13 
BRF C23 C8   DOUB Y N 14 
BRF C23 C9   SING Y N 15 
BRF C6  C7   SING Y N 16 
BRF C6  C10  SING Y N 17 
BRF C7  C11  SING Y N 18 
BRF C8  C12  SING Y N 19 
BRF C8  H8   SING N N 20 
BRF C9  C13  DOUB Y N 21 
BRF C9  H9   SING N N 22 
BRF O2  H2   SING N N 23 
BRF C10 C14  DOUB Y N 24 
BRF C10 H10  SING N N 25 
BRF C11 C15  DOUB Y N 26 
BRF C11 H11  SING N N 27 
BRF C12 C16  DOUB Y N 28 
BRF C12 H12  SING N N 29 
BRF C13 C16  SING Y N 30 
BRF C13 H13  SING N N 31 
BRF C14 C15  SING Y N 32 
BRF C14 F1   SING N N 33 
BRF C15 H15  SING N N 34 
BRF C16 C17  SING N N 35 
BRF C17 C18  DOUB Y N 36 
BRF C17 C19  SING Y N 37 
BRF C18 C20  SING Y N 38 
BRF C18 F2   SING N N 39 
BRF C19 C22  DOUB Y N 40 
BRF C19 H19  SING N N 41 
BRF C20 C21  DOUB Y N 42 
BRF C20 H20  SING N N 43 
BRF C21 C22  SING Y N 44 
BRF C21 H21  SING N N 45 
BRF C22 H22  SING N N 46 
# 
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 
BRF SMILES           ACDLabs              10.04 Fc1ccccc1c4ccc(c2nc3ccc(F)cc3c(c2C)C(=O)O)cc4                                                                                           
BRF InChI            InChI                1.02b InChI=1/C23H15F2NO2/c1-13-21(23(27)28)18-12-16(24)10-11-20(18)26-22(13)15-8-6-14(7-9-15)17-4-2-3-5-19(17)25/h2-12H,1H3,(H,27,28)/f/h27H 
BRF InChIKey         InChI                1.02b PHEZJEYUWHETKO-LELJVTLKCX                                                                                                               
BRF SMILES_CANONICAL CACTVS               3.341 Cc1c(nc2ccc(F)cc2c1C(O)=O)c3ccc(cc3)c4ccccc4F                                                                                           
BRF SMILES           CACTVS               3.341 Cc1c(nc2ccc(F)cc2c1C(O)=O)c3ccc(cc3)c4ccccc4F                                                                                           
BRF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c2cc(ccc2nc1c3ccc(cc3)c4ccccc4F)F)C(=O)O                                                                                           
BRF SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c2cc(ccc2nc1c3ccc(cc3)c4ccccc4F)F)C(=O)O                                                                                           
# 
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 
BRF "SYSTEMATIC NAME" ACDLabs              10.04 
;6-fluoro-2-(2'-fluorobiphenyl-4-yl)-3-methylquinoline-4-carboxylic acid
;
BRF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-fluoro-2-[4-(2-fluorophenyl)phenyl]-3-methyl-quinoline-4-carboxylic acid" 
# 
