data_FRJ
# 
_chem_comp.id                                    FRJ 
_chem_comp.name                                  "3-(3,5-DIBROMO-4-HYDROXY-BENZOYL)-2-ETHYL-BENZOFURAN-6-SULFONIC ACID [4-(THIAZOL-2-YLSULFAMOYL)-PHENYL]-AMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H19 Br2 N3 O7 S3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-04-30 
_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                        741.448 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FRJ 
_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        1T4J 
_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 
FRJ O36  O36  O  0 1 N N N 63.257 34.337 23.660 2.444  -1.177 5.875  O36  FRJ 1  
FRJ S33  S33  S  0 1 N N N 62.038 33.591 24.042 2.300  0.165  6.314  S33  FRJ 2  
FRJ O35  O35  O  0 1 N N N 62.391 32.604 25.087 3.305  1.167  6.240  O35  FRJ 3  
FRJ N34  N34  N  0 1 N N N 60.852 34.675 24.658 1.872  0.073  7.911  N34  FRJ 4  
FRJ C37  C37  C  0 1 Y N N 59.969 34.211 25.689 0.796  -0.710 8.296  C37  FRJ 5  
FRJ N38  N38  N  0 1 Y N N 60.022 32.975 26.190 -0.004 -1.445 7.548  N38  FRJ 6  
FRJ C39  C39  C  0 1 Y N N 59.061 32.834 27.142 -0.989 -2.142 8.082  C39  FRJ 7  
FRJ C40  C40  C  0 1 Y N N 58.301 33.979 27.329 -1.170 -2.080 9.422  C40  FRJ 8  
FRJ S41  S41  S  0 1 Y N N 58.805 35.231 26.301 0.152  -0.973 9.887  S41  FRJ 9  
FRJ C30  C30  C  0 1 Y N N 61.441 32.815 22.618 0.916  0.810  5.434  C30  FRJ 10 
FRJ C31  C31  C  0 1 Y N N 60.558 33.494 21.769 0.782  2.176  5.263  C31  FRJ 11 
FRJ C32  C32  C  0 1 Y N N 60.084 32.875 20.614 -0.300 2.684  4.574  C32  FRJ 12 
FRJ C29  C29  C  0 1 Y N N 61.853 31.518 22.301 -0.033 -0.050 4.916  C29  FRJ 13 
FRJ C28  C28  C  0 1 Y N N 61.377 30.900 21.146 -1.122 0.451  4.230  C28  FRJ 14 
FRJ C27  C27  C  0 1 Y N N 60.489 31.573 20.305 -1.256 1.822  4.052  C27  FRJ 15 
FRJ N16  N16  N  0 1 N N N 60.052 30.939 19.187 -2.353 2.333  3.355  N16  FRJ 16 
FRJ S15  S15  S  0 1 N N N 58.575 31.319 18.395 -3.105 1.411  2.203  S15  FRJ 17 
FRJ O17  O17  O  0 1 N N N 58.417 30.338 17.303 -4.034 2.275  1.562  O17  FRJ 18 
FRJ O18  O18  O  0 1 N N N 58.593 32.689 17.838 -3.429 0.184  2.842  O18  FRJ 19 
FRJ C2   C2   C  0 1 Y N N 57.285 31.141 19.512 -1.901 1.010  0.980  C2   FRJ 20 
FRJ C1   C1   C  0 1 Y N N 56.252 32.096 19.632 -1.647 1.901  -0.050 C1   FRJ 21 
FRJ C3   C3   C  0 1 Y N N 57.315 29.990 20.293 -1.221 -0.186 1.059  C3   FRJ 22 
FRJ C6   C6   C  0 1 Y N N 56.284 29.826 21.190 -0.271 -0.508 0.098  C6   FRJ 23 
FRJ O7   O7   O  0 1 Y N N 56.086 28.798 22.049 0.531  -1.578 -0.081 O7   FRJ 24 
FRJ C5   C5   C  0 1 Y N N 55.207 30.810 21.324 -0.016 0.394  -0.944 C5   FRJ 25 
FRJ C4   C4   C  0 1 Y N N 55.193 31.954 20.544 -0.708 1.599  -1.013 C4   FRJ 26 
FRJ C9   C9   C  0 1 Y N N 54.358 30.333 22.457 1.030  -0.241 -1.768 C9   FRJ 27 
FRJ C8   C8   C  0 1 Y N N 54.868 29.116 22.781 1.295  -1.436 -1.170 C8   FRJ 28 
FRJ C13  C13  C  0 1 N N N 54.341 28.164 23.837 2.302  -2.445 -1.659 C13  FRJ 29 
FRJ C14  C14  C  0 1 N N N 55.344 27.052 24.131 3.673  -2.129 -1.060 C14  FRJ 30 
FRJ C10  C10  C  0 1 N N N 53.124 30.669 22.765 1.655  0.301  -2.983 C10  FRJ 31 
FRJ O12  O12  O  0 1 N N N 52.458 30.986 21.792 2.697  0.925  -2.905 O12  FRJ 32 
FRJ C11  C11  C  0 1 Y N N 52.267 30.468 23.952 1.018  0.089  -4.298 C11  FRJ 33 
FRJ C19  C19  C  0 1 Y N N 52.993 30.074 25.067 -0.105 -0.733 -4.408 C19  FRJ 34 
FRJ C20  C20  C  0 1 Y N N 52.429 29.897 26.306 -0.700 -0.924 -5.636 C20  FRJ 35 
FRJ BR26 BR26 BR 0 0 N N N 53.478 29.324 27.742 -2.225 -2.031 -5.785 BR26 FRJ 36 
FRJ C21  C21  C  0 1 Y N N 51.005 30.178 26.484 -0.176 -0.307 -6.768 C21  FRJ 37 
FRJ O25  O25  O  0 1 N N N 50.447 30.043 27.592 -0.761 -0.502 -7.977 O25  FRJ 38 
FRJ C22  C22  C  0 1 Y N N 50.275 30.631 25.290 0.945  0.507  -6.663 C22  FRJ 39 
FRJ C23  C23  C  0 1 Y N N 50.909 30.788 24.056 1.542  0.707  -5.437 C23  FRJ 40 
FRJ BR24 BR24 BR 0 0 N N N 48.461 30.966 25.552 1.653  1.342  -8.205 BR24 FRJ 41 
FRJ H34  H34  H  0 1 N N N 60.296 35.033 23.882 2.374  0.569  8.577  H34  FRJ 42 
FRJ H39  H39  H  0 1 N N N 58.914 31.895 27.701 -1.638 -2.745 7.464  H39  FRJ 43 
FRJ H40  H40  H  0 1 N N N 57.507 33.912 28.092 -1.911 -2.567 10.040 H40  FRJ 44 
FRJ H31  H31  H  0 1 N N N 60.235 34.520 22.011 1.526  2.846  5.669  H31  FRJ 45 
FRJ H32  H32  H  0 1 N N N 59.391 33.414 19.947 -0.404 3.751  4.441  H32  FRJ 46 
FRJ H29  H29  H  0 1 N N N 62.554 30.982 22.963 0.073  -1.116 5.051  H29  FRJ 47 
FRJ H28  H28  H  0 1 N N N 61.704 29.876 20.897 -1.863 -0.221 3.826  H28  FRJ 48 
FRJ H16  H16  H  0 1 N N N 60.036 29.940 19.393 -2.675 3.229  3.545  H16  FRJ 49 
FRJ H1   H1   H  0 1 N N N 56.273 32.990 18.987 -2.187 2.835  -0.099 H1   FRJ 50 
FRJ H3   H3   H  0 1 N N N 58.120 29.241 20.205 -1.428 -0.873 1.866  H3   FRJ 51 
FRJ H4   H4   H  0 1 N N N 54.390 32.704 20.643 -0.510 2.293  -1.816 H4   FRJ 52 
FRJ H131 1H13 H  0 0 N N N 53.344 27.752 23.556 2.362  -2.401 -2.747 H131 FRJ 53 
FRJ H132 2H13 H  0 0 N N N 54.047 28.706 24.766 1.993  -3.445 -1.353 H132 FRJ 54 
FRJ H141 1H14 H  0 0 N N N 56.341 27.464 24.413 4.402  -2.858 -1.413 H141 FRJ 55 
FRJ H142 2H14 H  0 0 N N N 54.957 26.352 24.908 3.982  -1.129 -1.366 H142 FRJ 56 
FRJ H143 3H14 H  0 0 N N N 55.639 26.510 23.202 3.613  -2.173 0.027  H143 FRJ 57 
FRJ H19  H19  H  0 1 N N N 54.076 29.892 24.963 -0.512 -1.212 -3.530 H19  FRJ 58 
FRJ H25  H25  H  0 1 N N N 49.522 30.226 27.708 -0.336 -1.275 -8.372 H25  FRJ 59 
FRJ H23  H23  H  0 1 N N N 50.348 31.157 23.181 2.413  1.340  -5.357 H23  FRJ 60 
# 
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 
FRJ O36 S33  DOUB N N 1  
FRJ S33 O35  DOUB N N 2  
FRJ S33 N34  SING N N 3  
FRJ S33 C30  SING N N 4  
FRJ N34 C37  SING N N 5  
FRJ N34 H34  SING N N 6  
FRJ C37 N38  DOUB Y N 7  
FRJ C37 S41  SING Y N 8  
FRJ N38 C39  SING Y N 9  
FRJ C39 C40  DOUB Y N 10 
FRJ C39 H39  SING N N 11 
FRJ C40 S41  SING Y N 12 
FRJ C40 H40  SING N N 13 
FRJ C30 C31  DOUB Y N 14 
FRJ C30 C29  SING Y N 15 
FRJ C31 C32  SING Y N 16 
FRJ C31 H31  SING N N 17 
FRJ C32 C27  DOUB Y N 18 
FRJ C32 H32  SING N N 19 
FRJ C29 C28  DOUB Y N 20 
FRJ C29 H29  SING N N 21 
FRJ C28 C27  SING Y N 22 
FRJ C28 H28  SING N N 23 
FRJ C27 N16  SING N N 24 
FRJ N16 S15  SING N N 25 
FRJ N16 H16  SING N N 26 
FRJ S15 O17  DOUB N N 27 
FRJ S15 O18  DOUB N N 28 
FRJ S15 C2   SING N N 29 
FRJ C2  C1   DOUB Y N 30 
FRJ C2  C3   SING Y N 31 
FRJ C1  C4   SING Y N 32 
FRJ C1  H1   SING N N 33 
FRJ C3  C6   DOUB Y N 34 
FRJ C3  H3   SING N N 35 
FRJ C6  O7   SING Y N 36 
FRJ C6  C5   SING Y N 37 
FRJ O7  C8   SING Y N 38 
FRJ C5  C4   DOUB Y N 39 
FRJ C5  C9   SING Y N 40 
FRJ C4  H4   SING N N 41 
FRJ C9  C8   DOUB Y N 42 
FRJ C9  C10  SING N N 43 
FRJ C8  C13  SING N N 44 
FRJ C13 C14  SING N N 45 
FRJ C13 H131 SING N N 46 
FRJ C13 H132 SING N N 47 
FRJ C14 H141 SING N N 48 
FRJ C14 H142 SING N N 49 
FRJ C14 H143 SING N N 50 
FRJ C10 O12  DOUB N N 51 
FRJ C10 C11  SING N N 52 
FRJ C11 C19  DOUB Y N 53 
FRJ C11 C23  SING Y N 54 
FRJ C19 C20  SING Y N 55 
FRJ C19 H19  SING N N 56 
FRJ C20 BR26 SING N N 57 
FRJ C20 C21  DOUB Y N 58 
FRJ C21 O25  SING N N 59 
FRJ C21 C22  SING Y N 60 
FRJ O25 H25  SING N N 61 
FRJ C22 C23  DOUB Y N 62 
FRJ C22 BR24 SING N N 63 
FRJ C23 H23  SING N N 64 
# 
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 
FRJ SMILES           ACDLabs              10.04 O=S(=O)(Nc1nccs1)c5ccc(NS(=O)(=O)c4ccc3c(C(=O)c2cc(Br)c(O)c(Br)c2)c(oc3c4)CC)cc5                                                                                                                
FRJ InChI            InChI                1.02b InChI=1/C26H19Br2N3O7S3/c1-2-21-23(24(32)14-11-19(27)25(33)20(28)12-14)18-8-7-17(13-22(18)38-21)41(36,37)30-15-3-5-16(6-4-15)40(34,35)31-26-29-9-10-39-26/h3-13,30,33H,2H2,1H3,(H,29,31)/f/h31H 
FRJ InChIKey         InChI                1.02b SXKBTDJJEQQEGE-VJSLDGLSCW                                                                                                                                                                       
FRJ SMILES_CANONICAL CACTVS               3.341 CCc1oc2cc(ccc2c1C(=O)c3cc(Br)c(O)c(Br)c3)[S](=O)(=O)Nc4ccc(cc4)[S](=O)(=O)Nc5sccn5                                                                                                              
FRJ SMILES           CACTVS               3.341 CCc1oc2cc(ccc2c1C(=O)c3cc(Br)c(O)c(Br)c3)[S](=O)(=O)Nc4ccc(cc4)[S](=O)(=O)Nc5sccn5                                                                                                              
FRJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1c(c2ccc(cc2o1)S(=O)(=O)Nc3ccc(cc3)S(=O)(=O)Nc4nccs4)C(=O)c5cc(c(c(c5)Br)O)Br                                                                                                                
FRJ SMILES           "OpenEye OEToolkits" 1.5.0 CCc1c(c2ccc(cc2o1)S(=O)(=O)Nc3ccc(cc3)S(=O)(=O)Nc4nccs4)C(=O)c5cc(c(c(c5)Br)O)Br                                                                                                                
# 
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 
FRJ "SYSTEMATIC NAME" ACDLabs              10.04 3-[(3,5-dibromo-4-hydroxyphenyl)carbonyl]-2-ethyl-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]-1-benzofuran-6-sulfonamide 
FRJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-(3,5-dibromo-4-hydroxy-phenyl)carbonyl-2-ethyl-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]-1-benzofuran-6-sulfonamide  
# 
