data_FXA
# 
_chem_comp.id                                    FXA 
_chem_comp.name                                  N-(2-(((5-CHLORO-2-PYRIDINYL)AMINO)SULFONYL)PHENYL)-4-(2-OXO-1(2H)-PYRIDINYL)BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H17 Cl N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         N-{2-[(5-chloropyridin-2-yl)sulfamoyl]phenyl}-4-(2-oxopyridin-1(2H)-yl)benzamide 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-06 
_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                        480.923 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FXA 
_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        3CEN 
_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 
FXA C1   C1   C  0 1 Y N N 2.614  44.149 64.619 -3.831 3.400  0.755  C1   FXA 1  
FXA C2   C2   C  0 1 Y N N 3.880  44.842 64.828 -3.625 2.571  -0.333 C2   FXA 2  
FXA C3   C3   C  0 1 Y N N 5.058  44.336 64.128 -2.424 1.903  -0.477 C3   FXA 3  
FXA C10  C10  C  0 1 N N N 6.390  43.015 61.223 0.914  1.899  0.880  C10  FXA 4  
FXA C11  C11  C  0 1 Y N N 7.022  41.891 60.432 2.215  1.241  0.647  C11  FXA 5  
FXA C13  C13  C  0 1 Y N N 7.842  42.194 59.237 3.360  1.700  1.303  C13  FXA 6  
FXA C14  C14  C  0 1 Y N N 8.392  41.099 58.415 4.572  1.084  1.083  C14  FXA 7  
FXA C15  C15  C  0 1 Y N N 8.142  39.678 58.757 4.657  0.006  0.208  C15  FXA 8  
FXA C16  C16  C  0 1 Y N N 7.363  39.382 59.981 3.519  -0.454 -0.447 C16  FXA 9  
FXA N18  N18  N  0 1 N N N 8.566  38.640 57.843 5.887  -0.616 -0.014 N18  FXA 10 
FXA C19  C19  C  0 1 N N N 7.713  38.343 56.684 6.070  -1.890 0.382  C19  FXA 11 
FXA C20  C20  C  0 1 N N N 8.160  37.377 55.625 7.305  -2.524 0.163  C20  FXA 12 
FXA C21  C21  C  0 1 N N N 9.791  38.005 58.015 6.886  0.070  -0.632 C21  FXA 13 
FXA C24  C24  C  0 1 N N N 10.201 37.063 57.000 8.087  -0.513 -0.857 C24  FXA 14 
FXA C27  C27  C  0 1 Y N N 11.529 44.857 64.630 -3.990 -3.181 0.535  C27  FXA 15 
FXA C4   C4   C  0 1 Y N N 4.978  43.195 63.235 -1.423 2.066  0.472  C4   FXA 16 
FXA C5   C5   C  0 1 Y N N 3.723  42.480 63.064 -1.633 2.900  1.563  C5   FXA 17 
FXA C6   C6   C  0 1 Y N N 2.543  42.962 63.766 -2.836 3.564  1.701  C6   FXA 18 
FXA S7   S7   S  0 1 N N N 6.641  45.136 64.302 -2.163 0.847  -1.862 S7   FXA 19 
FXA N8   N8   N  0 1 N N N 7.830  44.103 64.838 -2.004 -0.695 -1.279 N8   FXA 20 
FXA N9   N9   N  0 1 N N N 6.074  42.722 62.523 -0.206 1.391  0.330  N9   FXA 21 
FXA O12  O12  O  0 1 N N N 6.175  44.122 60.723 0.854  2.899  1.570  O12  FXA 22 
FXA C17  C17  C  0 1 Y N N 6.812  40.479 60.803 2.303  0.154  -0.227 C17  FXA 23 
FXA O22  O22  O  0 1 N N N 6.608  38.887 56.578 5.163  -2.494 0.932  O22  FXA 24 
FXA C23  C23  C  0 1 N N N 9.431  36.748 55.815 8.309  -1.837 -0.452 C23  FXA 25 
FXA C25  C25  C  0 1 Y N N 9.198  44.246 65.129 -3.080 -1.319 -0.658 C25  FXA 26 
FXA C26  C26  C  0 1 Y N N 10.141 44.920 64.232 -2.911 -2.573 -0.080 C26  FXA 27 
FXA C28  C28  C  0 1 Y N N 11.967 44.131 65.822 -5.208 -2.512 0.552  C28  FXA 28 
FXA C29  C29  C  0 1 Y N N 10.985 43.491 66.691 -5.304 -1.269 -0.042 C29  FXA 29 
FXA N30  N30  N  0 1 Y N N 9.649  43.601 66.305 -4.257 -0.713 -0.622 N30  FXA 30 
FXA CL31 CL31 CL 0 0 N N N 13.751 43.878 66.219 -6.594 -3.232 1.310  CL31 FXA 31 
FXA O32  O32  O  0 1 N N N 6.446  46.154 65.304 -3.367 0.868  -2.616 O32  FXA 32 
FXA O33  O33  O  0 1 N N N 7.034  45.549 62.983 -0.899 1.203  -2.406 O33  FXA 33 
FXA H1   H1   H  0 1 N N N 1.719  44.516 65.099 -4.769 3.924  0.863  H1   FXA 34 
FXA H2   H2   H  0 1 N N N 3.945  45.701 65.479 -4.404 2.445  -1.070 H2   FXA 35 
FXA H13  H13  H  0 1 N N N 8.038  43.221 58.966 3.295  2.538  1.982  H13  FXA 36 
FXA H14  H14  H  0 1 N N N 8.989  41.337 57.547 5.457  1.439  1.589  H14  FXA 37 
FXA H16  H16  H  0 1 N N N 7.196  38.356 60.275 3.589  -1.291 -1.125 H16  FXA 38 
FXA H20  H20  H  0 1 N N N 7.550  37.166 54.759 7.457  -3.546 0.479  H20  FXA 39 
FXA H21  H21  H  0 1 N N N 10.412 38.208 58.875 6.720  1.089  -0.945 H21  FXA 40 
FXA H24  H24  H  0 1 N N N 11.147 36.559 57.134 8.872  0.041  -1.349 H24  FXA 41 
FXA H27  H27  H  0 1 N N N 12.268 45.363 64.027 -3.889 -4.156 0.988  H27  FXA 42 
FXA H5   H5   H  0 1 N N N 3.668  41.608 62.429 -0.857 3.028  2.303  H5   FXA 43 
FXA H6   H6   H  0 1 N N N 1.605  42.438 63.656 -3.000 4.212  2.549  H6   FXA 44 
FXA HN8  HN8  H  0 1 N N N 7.462  43.805 65.719 -1.159 -1.164 -1.371 HN8  FXA 45 
FXA HN9  HN9  H  0 1 N N N 6.694  42.106 63.009 -0.169 0.558  -0.166 HN9  FXA 46 
FXA H17  H17  H  0 1 N N N 6.245  40.243 61.691 1.419  -0.207 -0.732 H17  FXA 47 
FXA H23  H23  H  0 1 N N N 9.811  36.048 55.085 9.265  -2.308 -0.628 H23  FXA 48 
FXA H26  H26  H  0 1 N N N 9.821  45.429 63.335 -1.950 -3.064 -0.111 H26  FXA 49 
FXA H29  H29  H  0 1 N N N 11.277 42.960 67.585 -6.249 -0.745 -0.032 H29  FXA 50 
# 
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 
FXA C1  C2   DOUB Y N 1  
FXA C1  C6   SING Y N 2  
FXA C2  C3   SING N N 3  
FXA C3  C4   DOUB Y N 4  
FXA C3  S7   SING N N 5  
FXA C10 C11  SING Y N 6  
FXA C10 N9   SING N N 7  
FXA C10 O12  DOUB N N 8  
FXA C11 C13  DOUB N N 9  
FXA C11 C17  SING N N 10 
FXA C13 C14  SING Y N 11 
FXA C14 C15  DOUB Y N 12 
FXA C15 C16  SING Y N 13 
FXA C15 N18  SING N N 14 
FXA C16 C17  DOUB Y N 15 
FXA N18 C19  SING N N 16 
FXA N18 C21  SING Y N 17 
FXA C19 C20  SING N N 18 
FXA C19 O22  DOUB Y N 19 
FXA C20 C23  DOUB N N 20 
FXA C21 C24  DOUB N N 21 
FXA C24 C23  SING N N 22 
FXA C27 C26  DOUB N N 23 
FXA C27 C28  SING N N 24 
FXA C4  C5   SING N N 25 
FXA C4  N9   SING N N 26 
FXA C5  C6   DOUB N N 27 
FXA S7  N8   SING N N 28 
FXA S7  O32  DOUB N N 29 
FXA S7  O33  DOUB N N 30 
FXA N8  C25  SING Y N 31 
FXA C25 C26  SING Y N 32 
FXA C25 N30  DOUB N N 33 
FXA C28 C29  DOUB Y N 34 
FXA C28 CL31 SING N N 35 
FXA C29 N30  SING Y N 36 
FXA C1  H1   SING N N 37 
FXA C2  H2   SING N N 38 
FXA C13 H13  SING N N 39 
FXA C14 H14  SING N N 40 
FXA C16 H16  SING N N 41 
FXA C20 H20  SING N N 42 
FXA C21 H21  SING N N 43 
FXA C24 H24  SING N N 44 
FXA C27 H27  SING N N 45 
FXA C5  H5   SING N N 46 
FXA C6  H6   SING Y N 47 
FXA N8  HN8  SING Y N 48 
FXA N9  HN9  SING N N 49 
FXA C17 H17  SING Y N 50 
FXA C23 H23  SING N N 51 
FXA C26 H26  SING Y N 52 
FXA C29 H29  SING N N 53 
# 
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 
FXA SMILES           ACDLabs              10.04 Clc1ccc(nc1)NS(=O)(=O)c2ccccc2NC(=O)c3ccc(cc3)N4C=CC=CC4=O                                                                                                       
FXA InChI            InChI                1.02b InChI=1/C23H17ClN4O4S/c24-17-10-13-21(25-15-17)27-33(31,32)20-6-2-1-5-19(20)26-23(30)16-8-11-18(12-9-16)28-14-4-3-7-22(28)29/h1-15H,(H,25,27)(H,26,30)/f/h26-27H 
FXA InChIKey         InChI                1.02b MIJGLXFQYBTIFY-PJQSKVNOCM                                                                                                                                        
FXA SMILES_CANONICAL CACTVS               3.341 Clc1ccc(N[S](=O)(=O)c2ccccc2NC(=O)c3ccc(cc3)N4C=CC=CC4=O)nc1                                                                                                     
FXA SMILES           CACTVS               3.341 Clc1ccc(N[S](=O)(=O)c2ccccc2NC(=O)c3ccc(cc3)N4C=CC=CC4=O)nc1                                                                                                     
FXA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)NC(=O)c2ccc(cc2)N3C=CC=CC3=O)S(=O)(=O)Nc4ccc(cn4)Cl                                                                                                   
FXA SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)NC(=O)c2ccc(cc2)N3C=CC=CC3=O)S(=O)(=O)Nc4ccc(cn4)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 
FXA "SYSTEMATIC NAME" ACDLabs              10.04 N-{2-[(5-chloropyridin-2-yl)sulfamoyl]phenyl}-4-(2-oxopyridin-1(2H)-yl)benzamide 
FXA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[2-[(5-chloropyridin-2-yl)sulfamoyl]phenyl]-4-(2-oxopyridin-1-yl)benzamide     
# 
