data_1EJ
# 
_chem_comp.id                                    1EJ 
_chem_comp.name                                  "3-chloro-6-[3-(4-fluorophenyl)-5-sulfanyl-4H-1,2,4-triazol-4-yl]-1-benzothiophene-2-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H9 Cl F N3 O2 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-01-03 
_chem_comp.pdbx_modified_date                    2013-08-09 
_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                        405.854 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1EJ 
_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        4IJH 
_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 
1EJ C01  C01  C  0 1 Y N N 21.526 -17.968 27.385 -4.746 2.660  0.155  C01  1EJ 1  
1EJ C02  C02  C  0 1 Y N N 22.671 -18.749 27.299 -3.620 3.428  0.405  C02  1EJ 2  
1EJ C03  C03  C  0 1 Y N N 23.699 -18.605 28.203 -2.381 2.824  0.549  C03  1EJ 3  
1EJ C04  C04  C  0 1 Y N N 23.616 -17.639 29.194 -2.262 1.455  0.443  C04  1EJ 4  
1EJ C05  C05  C  0 1 Y N N 22.486 -16.839 29.276 -3.392 0.676  0.191  C05  1EJ 5  
1EJ C06  C06  C  0 1 Y N N 21.434 -17.022 28.387 -4.638 1.289  0.047  C06  1EJ 6  
1EJ C07  C07  C  0 1 Y N N 22.298 -15.832 30.347 -3.271 -0.793 0.076  C07  1EJ 7  
1EJ N08  N08  N  0 1 Y N N 21.909 -14.530 30.198 -2.112 -1.505 -0.140 N08  1EJ 8  
1EJ C09  C09  C  0 1 Y N N 21.816 -14.003 31.454 -2.488 -2.820 -0.171 C09  1EJ 9  
1EJ N10  N10  N  0 1 Y N N 22.104 -14.929 32.332 -3.788 -2.857 0.016  N10  1EJ 10 
1EJ N11  N11  N  0 1 Y N N 22.394 -16.049 31.664 -4.247 -1.666 0.168  N11  1EJ 11 
1EJ C12  C12  C  0 1 Y N N 21.758 -13.864 28.955 -0.819 -0.990 -0.296 C12  1EJ 12 
1EJ C13  C13  C  0 1 Y N N 20.616 -13.167 28.630 0.138  -1.222 0.673  C13  1EJ 13 
1EJ C14  C14  C  0 1 Y N N 20.525 -12.543 27.407 1.429  -0.710 0.520  C14  1EJ 14 
1EJ C15  C15  C  0 1 Y N N 21.593 -12.601 26.521 1.754  0.040  -0.618 C15  1EJ 15 
1EJ C16  C16  C  0 1 Y N N 22.766 -13.294 26.849 0.753  0.261  -1.595 C16  1EJ 16 
1EJ C17  C17  C  0 1 Y N N 22.843 -13.925 28.082 -0.496 -0.249 -1.433 C17  1EJ 17 
1EJ S18  S18  S  0 1 N N N 21.376 -12.354 31.795 -1.428 -4.206 -0.417 S18  1EJ 18 
1EJ S19  S19  S  0 1 Y N N 19.271 -11.635 26.717 2.839  -0.835 1.566  S19  1EJ 19 
1EJ C20  C20  C  0 1 Y N N 20.058 -11.306 25.256 3.811  0.113  0.455  C20  1EJ 20 
1EJ C21  C21  C  0 1 Y N N 21.324 -11.902 25.296 3.087  0.481  -0.611 C21  1EJ 21 
1EJ C22  C22  C  0 1 N N N 19.407 -10.517 24.198 5.218  0.462  0.667  C22  1EJ 22 
1EJ O23  O23  O  0 1 N N N 18.254 -10.106 24.468 5.857  0.040  1.778  O23  1EJ 23 
1EJ O24  O24  O  0 1 N N N 19.973 -10.328 23.081 5.810  1.132  -0.157 O24  1EJ 24 
1EJ CL2  CL2  CL 0 0 N N N 22.501 -11.816 24.031 3.756  1.431  -1.901 CL2  1EJ 25 
1EJ F26  F26  F  0 1 N N N 22.779 -19.684 26.364 -3.731 4.771  0.510  F26  1EJ 26 
1EJ H011 H011 H  0 0 N N N 20.719 -18.098 26.679 -5.710 3.135  0.048  H011 1EJ 27 
1EJ H031 H031 H  0 0 N N N 24.568 -19.243 28.140 -1.506 3.428  0.744  H031 1EJ 28 
1EJ H041 H041 H  0 0 N N N 24.426 -17.510 29.897 -1.296 0.985  0.555  H041 1EJ 29 
1EJ H061 H061 H  0 0 N N N 20.541 -16.422 28.480 -5.517 0.691  -0.145 H061 1EJ 30 
1EJ H131 H131 H  0 0 N N N 19.796 -13.110 29.331 -0.113 -1.799 1.550  H131 1EJ 31 
1EJ H161 H161 H  0 0 N N N 23.593 -13.336 26.156 0.985  0.836  -2.479 H161 1EJ 32 
1EJ H171 H171 H  0 0 N N N 23.738 -14.460 28.364 -1.248 -0.071 -2.188 H171 1EJ 33 
1EJ H181 H181 H  0 0 N N N 21.418 -12.326 33.094 -1.080 -4.488 0.919  H181 1EJ 34 
1EJ H1   H1   H  0 1 N N N 17.897 -9.647  23.717 6.785  0.295  1.874  H1   1EJ 35 
# 
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 
1EJ O24 C22  DOUB N N 1  
1EJ CL2 C21  SING N N 2  
1EJ C22 O23  SING N N 3  
1EJ C22 C20  SING N N 4  
1EJ C20 C21  DOUB Y N 5  
1EJ C20 S19  SING Y N 6  
1EJ C21 C15  SING Y N 7  
1EJ F26 C02  SING N N 8  
1EJ C15 C16  DOUB Y N 9  
1EJ C15 C14  SING Y N 10 
1EJ S19 C14  SING Y N 11 
1EJ C16 C17  SING Y N 12 
1EJ C02 C01  DOUB Y N 13 
1EJ C02 C03  SING Y N 14 
1EJ C01 C06  SING Y N 15 
1EJ C14 C13  DOUB Y N 16 
1EJ C17 C12  DOUB Y N 17 
1EJ C03 C04  DOUB Y N 18 
1EJ C06 C05  DOUB Y N 19 
1EJ C13 C12  SING Y N 20 
1EJ C12 N08  SING N N 21 
1EJ C04 C05  SING Y N 22 
1EJ C05 C07  SING N N 23 
1EJ N08 C07  SING Y N 24 
1EJ N08 C09  SING Y N 25 
1EJ C07 N11  DOUB Y N 26 
1EJ C09 S18  SING N N 27 
1EJ C09 N10  DOUB Y N 28 
1EJ N11 N10  SING Y N 29 
1EJ C01 H011 SING N N 30 
1EJ C03 H031 SING N N 31 
1EJ C04 H041 SING N N 32 
1EJ C06 H061 SING N N 33 
1EJ C13 H131 SING N N 34 
1EJ C16 H161 SING N N 35 
1EJ C17 H171 SING N N 36 
1EJ S18 H181 SING N N 37 
1EJ O23 H1   SING N N 38 
# 
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 
1EJ SMILES           ACDLabs              12.01 "Fc1ccc(cc1)c4nnc(S)n4c3ccc2c(sc(c2Cl)C(=O)O)c3"                                                                                    
1EJ InChI            InChI                1.03  "InChI=1S/C17H9ClFN3O2S2/c18-13-11-6-5-10(7-12(11)26-14(13)16(23)24)22-15(20-21-17(22)25)8-1-3-9(19)4-2-8/h1-7H,(H,21,25)(H,23,24)" 
1EJ InChIKey         InChI                1.03  PNSKQUARDFXFAX-UHFFFAOYSA-N                                                                                                         
1EJ SMILES_CANONICAL CACTVS               3.370 "OC(=O)c1sc2cc(ccc2c1Cl)n3c(S)nnc3c4ccc(F)cc4"                                                                                      
1EJ SMILES           CACTVS               3.370 "OC(=O)c1sc2cc(ccc2c1Cl)n3c(S)nnc3c4ccc(F)cc4"                                                                                      
1EJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2nnc(n2c3ccc4c(c3)sc(c4Cl)C(=O)O)S)F"                                                                                    
1EJ SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2nnc(n2c3ccc4c(c3)sc(c4Cl)C(=O)O)S)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 
1EJ "SYSTEMATIC NAME" ACDLabs              12.01 "3-chloro-6-[3-(4-fluorophenyl)-5-sulfanyl-4H-1,2,4-triazol-4-yl]-1-benzothiophene-2-carboxylic acid" 
1EJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-chloranyl-6-[3-(4-fluorophenyl)-5-sulfanyl-1,2,4-triazol-4-yl]-1-benzothiophene-2-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 
1EJ "Create component" 2013-01-03 RCSB 
1EJ "Initial release"  2013-08-14 RCSB 
# 
