data_FUN
# 
_chem_comp.id                                    FUN 
_chem_comp.name                                  "5-(AMINOSULFONYL)-4-CHLORO-2-[(2-FURYLMETHYL)AMINO]BENZOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H11 Cl N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-13 
_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                        330.744 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FUN 
_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        1Z9Y 
_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 
FUN N1   N1   N  0 1 N N N 15.638 1.427  16.184 -4.388 -0.548 -1.385 N1   FUN 1  
FUN S1   S1   S  0 1 N N N 15.137 2.679  16.784 -3.897 0.119  0.049  S1   FUN 2  
FUN O1   O1   O  0 1 N N N 13.659 2.616  16.733 -4.282 -0.806 1.057  O1   FUN 3  
FUN O2   O2   O  0 1 N N N 15.713 2.917  18.087 -4.287 1.484  -0.006 O2   FUN 4  
FUN C1   C1   C  0 1 Y N N 15.610 3.973  15.675 -2.135 0.124  0.052  C1   FUN 5  
FUN C2   C2   C  0 1 Y N N 15.293 5.320  15.885 -1.441 -1.077 0.057  C2   FUN 6  
FUN CL1  CL1  CL 0 0 N N N 14.452 5.808  17.337 -2.315 -2.578 0.053  CL1  FUN 7  
FUN C3   C3   C  0 1 Y N N 15.637 6.352  15.001 -0.060 -1.087 0.054  C3   FUN 8  
FUN C4   C4   C  0 1 Y N N 16.404 6.027  13.888 0.644  0.110  0.057  C4   FUN 9  
FUN N2   N2   N  0 1 N N N 16.779 6.993  12.936 2.033  0.103  0.060  N2   FUN 10 
FUN C5   C5   C  0 1 N N N 16.423 8.403  13.146 2.759  -1.164 -0.064 C5   FUN 11 
FUN C6   C6   C  0 1 Y N N 17.421 9.022  14.085 4.242  -0.897 -0.033 C6   FUN 12 
FUN C7   C7   C  0 1 Y N N 18.622 9.482  13.738 5.012  -0.861 1.069  C7   FUN 13 
FUN C8   C8   C  0 1 Y N N 19.145 9.967  15.019 6.330  -0.584 0.639  C8   FUN 14 
FUN C9   C9   C  0 1 Y N N 18.145 9.721  15.870 6.285  -0.459 -0.700 C9   FUN 15 
FUN O3   O3   O  0 1 Y N N 17.077 9.080  15.378 5.018  -0.650 -1.101 O3   FUN 16 
FUN C10  C10  C  0 1 Y N N 16.695 4.674  13.652 -0.056 1.328  0.058  C10  FUN 17 
FUN C11  C11  C  0 1 Y N N 16.316 3.648  14.514 -1.454 1.321  0.055  C11  FUN 18 
FUN C12  C12  C  0 1 N N N 17.499 4.232  12.448 0.679  2.604  0.062  C12  FUN 19 
FUN O4   O4   O  0 1 N N N 17.872 5.050  11.641 0.009  3.767  -0.056 O4   FUN 20 
FUN O5   O5   O  0 1 N N N 17.776 2.949  12.324 1.889  2.608  0.171  O5   FUN 21 
FUN HN11 1HN1 H  0 0 N N N 15.751 1.551  15.198 -3.729 -0.846 -2.031 HN11 FUN 22 
FUN HN12 2HN1 H  0 0 N N N 16.519 1.191  16.593 -5.334 -0.643 -1.576 HN12 FUN 23 
FUN H3   H3   H  0 1 N N N 15.316 7.368  15.179 0.473  -2.027 0.053  H3   FUN 24 
FUN HN2  HN2  H  0 1 N N N 17.777 6.962  12.887 2.522  0.936  0.145  HN2  FUN 25 
FUN H51  1H5  H  0 1 N N N 16.439 8.936  12.184 2.490  -1.819 0.764  H51  FUN 26 
FUN H52  2H5  H  0 1 N N N 15.413 8.472  13.577 2.495  -1.643 -1.007 H52  FUN 27 
FUN H7   H7   H  0 1 N N N 19.090 9.494  12.765 4.687  -1.020 2.086  H7   FUN 28 
FUN H8   H8   H  0 1 N N N 20.106 10.415 15.225 7.205  -0.488 1.265  H8   FUN 29 
FUN H9   H9   H  0 1 N N N 18.195 10.025 16.905 7.125  -0.242 -1.343 H9   FUN 30 
FUN H11  H11  H  0 1 N N N 16.563 2.621  14.289 -1.999 2.253  0.056  H11  FUN 31 
FUN HO4  HO4  H  0 1 N N N 18.365 4.616  10.955 0.491  4.605  -0.053 HO4  FUN 32 
# 
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 
FUN N1  S1   SING N N 1  
FUN N1  HN11 SING N N 2  
FUN N1  HN12 SING N N 3  
FUN S1  O1   DOUB N N 4  
FUN S1  O2   DOUB N N 5  
FUN S1  C1   SING N N 6  
FUN C1  C2   DOUB Y N 7  
FUN C1  C11  SING Y N 8  
FUN C2  CL1  SING N N 9  
FUN C2  C3   SING Y N 10 
FUN C3  C4   DOUB Y N 11 
FUN C3  H3   SING N N 12 
FUN C4  N2   SING N N 13 
FUN C4  C10  SING Y N 14 
FUN N2  C5   SING N N 15 
FUN N2  HN2  SING N N 16 
FUN C5  C6   SING N N 17 
FUN C5  H51  SING N N 18 
FUN C5  H52  SING N N 19 
FUN C6  C7   DOUB Y N 20 
FUN C6  O3   SING Y N 21 
FUN C7  C8   SING Y N 22 
FUN C7  H7   SING N N 23 
FUN C8  C9   DOUB Y N 24 
FUN C8  H8   SING N N 25 
FUN C9  O3   SING Y N 26 
FUN C9  H9   SING N N 27 
FUN C10 C11  DOUB Y N 28 
FUN C10 C12  SING N N 29 
FUN C11 H11  SING N N 30 
FUN C12 O4   SING N N 31 
FUN C12 O5   DOUB N N 32 
FUN O4  HO4  SING N N 33 
# 
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 
FUN SMILES           ACDLabs              10.04 O=S(=O)(N)c1c(Cl)cc(c(C(=O)O)c1)NCc2occc2                                                                                        
FUN InChI            InChI                1.02b InChI=1/C12H11ClN2O5S/c13-9-5-10(15-6-7-2-1-3-20-7)8(12(16)17)4-11(9)21(14,18)19/h1-5,15H,6H2,(H,16,17)(H2,14,18,19)/f/h16H,14H2 
FUN InChIKey         InChI                1.02b ZZUFCTLCJUWOSV-CDZRGBSPCX                                                                                                        
FUN SMILES_CANONICAL CACTVS               3.341 N[S](=O)(=O)c1cc(C(O)=O)c(NCc2occc2)cc1Cl                                                                                        
FUN SMILES           CACTVS               3.341 N[S](=O)(=O)c1cc(C(O)=O)c(NCc2occc2)cc1Cl                                                                                        
FUN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(oc1)CNc2cc(c(cc2C(=O)O)S(=O)(=O)N)Cl                                                                                        
FUN SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(oc1)CNc2cc(c(cc2C(=O)O)S(=O)(=O)N)Cl                                                                                        
# 
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 
FUN "SYSTEMATIC NAME" ACDLabs              10.04 "4-chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic acid" 
FUN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-chloro-2-(furan-2-ylmethylamino)-5-sulfamoyl-benzoic acid"  
# 
