data_5DN
# 
_chem_comp.id                                    5DN 
_chem_comp.name                                  "2-(3-bromophenyl)-8-fluoroquinoline-4-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H9 Br F N O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-09-10 
_chem_comp.pdbx_modified_date                    2016-07-15 
_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                        346.151 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5DN 
_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        5DN3 
_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 
5DN O01 O1  O  0 1 N N N 35.175 78.393 -11.363 -3.747 -3.368 -0.100 O01 5DN 1  
5DN C02 C1  C  0 1 N N N 34.656 79.545 -11.372 -3.993 -2.048 0.010  C02 5DN 2  
5DN O03 O2  O  0 1 N N N 34.324 80.138 -12.444 -5.136 -1.650 0.114  O03 5DN 3  
5DN C04 C2  C  0 1 Y N N 34.414 80.246 -9.978  -2.873 -1.085 0.006  C04 5DN 4  
5DN C05 C3  C  0 1 Y N N 35.413 80.112 -8.989  -1.552 -1.513 0.006  C05 5DN 5  
5DN C06 C4  C  0 1 Y N N 35.205 80.681 -7.661  -0.520 -0.563 0.001  C06 5DN 6  
5DN C07 C5  C  0 1 Y N N 36.222 80.562 -6.585  0.886  -1.034 0.002  C07 5DN 7  
5DN C08 C6  C  0 1 Y N N 37.428 79.831 -6.771  1.167  -2.399 0.002  C08 5DN 8  
5DN C09 C7  C  0 1 Y N N 38.370 79.720 -5.715  2.477  -2.832 0.002  C09 5DN 9  
5DN C10 C8  C  0 1 Y N N 38.118 80.332 -4.463  3.512  -1.914 0.002  C10 5DN 10 
5DN C11 C9  C  0 1 Y N N 36.926 81.043 -4.289  3.240  -0.557 0.003  C11 5DN 11 
5DN BR  BR1 BR 0 0 N N N 36.579 81.914 -2.564  4.661  0.691  0.004  BR  5DN 12 
5DN C13 C10 C  0 1 Y N N 35.985 81.168 -5.319  1.932  -0.112 -0.003 C13 5DN 13 
5DN N14 N1  N  0 1 Y N N 34.049 81.338 -7.349  -0.756 0.732  -0.004 N14 5DN 14 
5DN C15 C11 C  0 1 Y N N 33.061 81.455 -8.310  -1.992 1.231  -0.005 C15 5DN 15 
5DN C16 C12 C  0 1 Y N N 31.864 82.148 -7.961  -2.214 2.624  -0.011 C16 5DN 16 
5DN F17 F1  F  0 1 N N N 31.756 82.713 -6.709  -1.168 3.478  -0.016 F17 5DN 17 
5DN C18 C13 C  0 1 Y N N 30.802 82.364 -8.826  -3.490 3.103  -0.012 C18 5DN 18 
5DN C19 C14 C  0 1 Y N N 30.917 81.831 -10.157 -4.582 2.240  -0.006 C19 5DN 19 
5DN C20 C15 C  0 1 Y N N 32.080 81.133 -10.552 -4.405 0.887  -0.000 C20 5DN 20 
5DN C21 C16 C  0 1 Y N N 33.181 80.937 -9.624  -3.110 0.359  -0.006 C21 5DN 21 
5DN H1  H1  H  0 1 N N N 35.263 78.078 -12.255 -4.512 -3.959 -0.092 H1  5DN 22 
5DN H2  H2  H  0 1 N N N 36.330 79.589 -9.215  -1.321 -2.568 0.011  H2  5DN 23 
5DN H3  H3  H  0 1 N N N 37.628 79.358 -7.721  0.360  -3.117 0.002  H3  5DN 24 
5DN H4  H4  H  0 1 N N N 39.284 79.166 -5.867  2.695  -3.890 0.001  H4  5DN 25 
5DN H5  H5  H  0 1 N N N 38.833 80.251 -3.657  4.536  -2.258 0.003  H5  5DN 26 
5DN H6  H6  H  0 1 N N N 35.076 81.727 -5.152  1.721  0.947  -0.007 H6  5DN 27 
5DN H7  H7  H  0 1 N N N 29.924 82.910 -8.513  -3.657 4.170  -0.016 H7  5DN 28 
5DN H8  H8  H  0 1 N N N 30.108 81.965 -10.860 -5.583 2.646  -0.007 H8  5DN 29 
5DN H9  H9  H  0 1 N N N 32.152 80.740 -11.556 -5.260 0.228  0.004  H9  5DN 30 
# 
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 
5DN O03 C02 DOUB N N 1  
5DN C02 O01 SING N N 2  
5DN C02 C04 SING N N 3  
5DN C20 C19 DOUB Y N 4  
5DN C20 C21 SING Y N 5  
5DN C19 C18 SING Y N 6  
5DN C04 C21 DOUB Y N 7  
5DN C04 C05 SING Y N 8  
5DN C21 C15 SING Y N 9  
5DN C05 C06 DOUB Y N 10 
5DN C18 C16 DOUB Y N 11 
5DN C15 C16 SING Y N 12 
5DN C15 N14 DOUB Y N 13 
5DN C16 F17 SING N N 14 
5DN C06 N14 SING Y N 15 
5DN C06 C07 SING N N 16 
5DN C08 C07 DOUB Y N 17 
5DN C08 C09 SING Y N 18 
5DN C07 C13 SING Y N 19 
5DN C09 C10 DOUB Y N 20 
5DN C13 C11 DOUB Y N 21 
5DN C10 C11 SING Y N 22 
5DN C11 BR  SING N N 23 
5DN O01 H1  SING N N 24 
5DN C05 H2  SING N N 25 
5DN C08 H3  SING N N 26 
5DN C09 H4  SING N N 27 
5DN C10 H5  SING N N 28 
5DN C13 H6  SING N N 29 
5DN C18 H7  SING N N 30 
5DN C19 H8  SING N N 31 
5DN C20 H9  SING N N 32 
# 
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 
5DN SMILES           ACDLabs              12.01 "OC(c1c3c(nc(c1)c2cc(ccc2)Br)c(F)ccc3)=O"                                                              
5DN InChI            InChI                1.03  "InChI=1S/C16H9BrFNO2/c17-10-4-1-3-9(7-10)14-8-12(16(20)21)11-5-2-6-13(18)15(11)19-14/h1-8H,(H,20,21)" 
5DN InChIKey         InChI                1.03  AONAJNHHHRKZDU-UHFFFAOYSA-N                                                                            
5DN SMILES_CANONICAL CACTVS               3.385 "OC(=O)c1cc(nc2c(F)cccc12)c3cccc(Br)c3"                                                                
5DN SMILES           CACTVS               3.385 "OC(=O)c1cc(nc2c(F)cccc12)c3cccc(Br)c3"                                                                
5DN SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Br)c2cc(c3cccc(c3n2)F)C(=O)O"                                                              
5DN SMILES           "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Br)c2cc(c3cccc(c3n2)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 
5DN "SYSTEMATIC NAME" ACDLabs              12.01 "2-(3-bromophenyl)-8-fluoroquinoline-4-carboxylic acid"     
5DN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-(3-bromophenyl)-8-fluoranyl-quinoline-4-carboxylic 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 
5DN "Create component" 2015-09-10 EBI  
5DN "Initial release"  2016-07-20 RCSB 
# 
