data_57F
# 
_chem_comp.id                                    57F 
_chem_comp.name                                  "4-acetyl-N-[5-(diethylsulfamoyl)-2-hydroxy-4-methylphenyl]-3-ethyl-5-methyl-1H-pyrrole-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H29 N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-08-06 
_chem_comp.pdbx_modified_date                    2016-01-15 
_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                        435.537 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     57F 
_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        5D3L 
_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 
57F C1  C1  C 0 1 N N N 15.759 -10.283 -5.085  -3.099 -2.854 -0.931 C1  57F 1  
57F C2  C2  C 0 1 N N N 16.412 -10.018 -6.423  -3.271 -2.111 0.396  C2  57F 2  
57F C3  C3  C 0 1 Y N N 15.324 -9.676  -7.424  -3.775 -0.716 0.128  C3  57F 3  
57F C4  C4  C 0 1 Y N N 14.438 -10.541 -8.088  -5.129 -0.310 0.049  C4  57F 4  
57F C5  C5  C 0 1 Y N N 13.546 -9.708  -8.939  -5.129 1.051  -0.211 C5  57F 5  
57F C6  C6  C 0 1 N N N 19.153 -2.458  -4.313  4.745  1.890  0.123  C6  57F 6  
57F C7  C7  C 0 1 Y N N 14.908 -8.325  -7.899  -3.014 0.395  -0.078 C7  57F 7  
57F C8  C8  C 0 1 N N N 15.536 -7.017  -7.554  -1.546 0.443  -0.078 C8  57F 8  
57F C11 C9  C 0 1 Y N N 16.910 -5.724  -6.026  0.484  1.680  -0.188 C11 57F 9  
57F C12 C10 C 0 1 Y N N 17.225 -4.615  -6.831  1.264  0.592  -0.551 C12 57F 10 
57F C13 C11 C 0 1 Y N N 17.954 -3.519  -6.305  2.641  0.664  -0.450 C13 57F 11 
57F C14 C12 C 0 1 Y N N 18.373 -3.566  -4.978  3.243  1.819  0.014  C14 57F 12 
57F C15 C13 C 0 1 Y N N 18.068 -4.660  -4.194  2.473  2.907  0.378  C15 57F 13 
57F C16 C14 C 0 1 Y N N 17.337 -5.728  -4.708  1.092  2.843  0.279  C16 57F 14 
57F C27 C15 C 0 1 N N N 14.316 -12.037 -8.054  -6.307 -1.167 0.212  C27 57F 15 
57F C26 C16 C 0 1 N N N 12.438 -10.147 -9.859  -6.351 1.916  -0.383 C26 57F 16 
57F C29 C17 C 0 1 N N N 15.548 -12.831 -7.756  -6.847 -1.453 1.589  C29 57F 17 
57F C23 C18 C 0 1 N N N 20.531 -0.335  -8.762  6.472  -2.457 0.210  C23 57F 18 
57F C25 C19 C 0 1 N N N 21.731 -3.765  -8.125  3.126  -0.928 2.565  C25 57F 19 
57F C22 C20 C 0 1 N N N 20.600 -1.085  -7.459  5.776  -1.174 0.670  C22 57F 20 
57F C24 C21 C 0 1 N N N 20.295 -3.414  -8.437  3.505  -1.952 1.493  C24 57F 21 
57F N6  N1  N 0 1 Y N N 13.907 -8.440  -8.782  -3.856 1.466  -0.289 N6  57F 22 
57F N10 N2  N 0 1 N N N 16.177 -6.828  -6.396  -0.910 1.612  -0.295 N10 57F 23 
57F N21 N3  N 0 1 N N N 19.771 -2.271  -7.669  4.330  -1.304 0.470  N21 57F 24 
57F O28 O1  O 0 1 N N N 13.229 -12.570 -8.304  -6.848 -1.646 -0.763 O28 57F 25 
57F O9  O2  O 0 1 N N N 15.446 -6.172  -8.429  -0.904 -0.572 0.119  O9  57F 26 
57F O19 O3  O 0 1 N N N 17.962 -1.033  -6.557  2.730  -1.724 -1.361 O19 57F 27 
57F O20 O4  O 0 1 N N N 17.620 -2.399  -8.487  4.686  -0.208 -1.712 O20 57F 28 
57F O17 O5  O 0 1 N N N 17.053 -6.791  -3.912  0.333  3.913  0.636  O17 57F 29 
57F S18 S1  S 0 1 N N N 18.297 -2.257  -7.242  3.629  -0.720 -0.911 S18 57F 30 
57F H1  H1  H 0 1 N N N 16.531 -10.533 -4.343  -4.059 -2.907 -1.445 H1  57F 31 
57F H2  H2  H 0 1 N N N 15.214 -9.385  -4.759  -2.382 -2.322 -1.555 H2  57F 32 
57F H3  H3  H 0 1 N N N 15.056 -11.124 -5.180  -2.735 -3.863 -0.737 H3  57F 33 
57F H4  H4  H 0 1 N N N 16.955 -10.915 -6.756  -3.989 -2.643 1.020  H4  57F 34 
57F H5  H5  H 0 1 N N N 17.114 -9.176  -6.334  -2.311 -2.058 0.910  H5  57F 35 
57F H6  H6  H 0 1 N N N 18.455 -1.738  -3.861  5.155  2.323  -0.789 H6  57F 36 
57F H7  H7  H 0 1 N N N 19.799 -2.883  -3.531  5.018  2.513  0.975  H7  57F 37 
57F H8  H8  H 0 1 N N N 19.773 -1.945  -5.063  5.148  0.887  0.262  H8  57F 38 
57F H9  H9  H 0 1 N N N 16.907 -4.598  -7.863  0.796  -0.312 -0.913 H9  57F 39 
57F H10 H10 H 0 1 N N N 18.401 -4.688  -3.167  2.947  3.808  0.739  H10 57F 40 
57F H11 H11 H 0 1 N N N 12.848 -10.341 -10.861 -6.696 1.856  -1.415 H11 57F 41 
57F H12 H12 H 0 1 N N N 11.979 -11.066 -9.467  -7.139 1.569  0.285  H12 57F 42 
57F H13 H13 H 0 1 N N N 11.678 -9.355  -9.921  -6.101 2.950  -0.144 H13 57F 43 
57F H14 H14 H 0 1 N N N 15.313 -13.905 -7.800  -6.293 -0.871 2.325  H14 57F 44 
57F H15 H15 H 0 1 N N N 16.325 -12.595 -8.499  -7.902 -1.180 1.630  H15 57F 45 
57F H16 H16 H 0 1 N N N 15.913 -12.577 -6.750  -6.739 -2.515 1.809  H16 57F 46 
57F H17 H17 H 0 1 N N N 21.134 0.582   -8.690  7.547  -2.359 0.359  H17 57F 47 
57F H18 H18 H 0 1 N N N 20.922 -0.969  -9.571  6.099  -3.300 0.791  H18 57F 48 
57F H19 H19 H 0 1 N N N 19.485 -0.070  -8.977  6.265  -2.623 -0.847 H19 57F 49 
57F H20 H20 H 0 1 N N N 22.041 -4.624  -8.738  2.589  -1.429 3.371  H20 57F 50 
57F H21 H21 H 0 1 N N N 22.376 -2.903  -8.349  4.029  -0.466 2.962  H21 57F 51 
57F H22 H22 H 0 1 N N N 21.822 -4.024  -7.060  2.488  -0.161 2.126  H22 57F 52 
57F H23 H23 H 0 1 N N N 21.637 -1.372  -7.231  5.983  -1.007 1.727  H23 57F 53 
57F H24 H24 H 0 1 N N N 20.200 -0.473  -6.637  6.148  -0.330 0.089  H24 57F 54 
57F H25 H25 H 0 1 N N N 20.224 -3.172  -9.508  4.066  -2.766 1.950  H25 57F 55 
57F H26 H26 H 0 1 N N N 19.670 -4.292  -8.218  2.600  -2.348 1.032  H26 57F 56 
57F H27 H27 H 0 1 N N N 13.486 -7.670  -9.261  -3.572 2.377  -0.464 H27 57F 57 
57F H28 H28 H 0 1 N N N 16.117 -7.569  -5.727  -1.419 2.405  -0.526 H28 57F 58 
57F H29 H29 H 0 1 N N N 17.411 -6.642  -3.045  0.069  3.915  1.566  H29 57F 59 
# 
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 
57F C26 C5  SING N N 1  
57F C5  N6  SING Y N 2  
57F C5  C4  DOUB Y N 3  
57F N6  C7  SING Y N 4  
57F C23 C22 SING N N 5  
57F O20 S18 DOUB N N 6  
57F C24 C25 SING N N 7  
57F C24 N21 SING N N 8  
57F O9  C8  DOUB N N 9  
57F O28 C27 DOUB N N 10 
57F C4  C27 SING N N 11 
57F C4  C3  SING Y N 12 
57F C27 C29 SING N N 13 
57F C7  C8  SING N N 14 
57F C7  C3  DOUB Y N 15 
57F N21 C22 SING N N 16 
57F N21 S18 SING N N 17 
57F C8  N10 SING N N 18 
57F C3  C2  SING N N 19 
57F S18 O19 DOUB N N 20 
57F S18 C13 SING N N 21 
57F C12 C13 DOUB Y N 22 
57F C12 C11 SING Y N 23 
57F C2  C1  SING N N 24 
57F N10 C11 SING N N 25 
57F C13 C14 SING Y N 26 
57F C11 C16 DOUB Y N 27 
57F C14 C6  SING N N 28 
57F C14 C15 DOUB Y N 29 
57F C16 C15 SING Y N 30 
57F C16 O17 SING N N 31 
57F C1  H1  SING N N 32 
57F C1  H2  SING N N 33 
57F C1  H3  SING N N 34 
57F C2  H4  SING N N 35 
57F C2  H5  SING N N 36 
57F C6  H6  SING N N 37 
57F C6  H7  SING N N 38 
57F C6  H8  SING N N 39 
57F C12 H9  SING N N 40 
57F C15 H10 SING N N 41 
57F C26 H11 SING N N 42 
57F C26 H12 SING N N 43 
57F C26 H13 SING N N 44 
57F C29 H14 SING N N 45 
57F C29 H15 SING N N 46 
57F C29 H16 SING N N 47 
57F C23 H17 SING N N 48 
57F C23 H18 SING N N 49 
57F C23 H19 SING N N 50 
57F C25 H20 SING N N 51 
57F C25 H21 SING N N 52 
57F C25 H22 SING N N 53 
57F C22 H23 SING N N 54 
57F C22 H24 SING N N 55 
57F C24 H25 SING N N 56 
57F C24 H26 SING N N 57 
57F N6  H27 SING N N 58 
57F N10 H28 SING N N 59 
57F O17 H29 SING N N 60 
# 
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 
57F SMILES           ACDLabs              12.01 "CCc1c(C(C)=O)c(nc1C(Nc2c(cc(C)c(c2)S(N(CC)CC)(=O)=O)O)=O)C"                                                                                       
57F InChI            InChI                1.03  "InChI=1S/C21H29N3O5S/c1-7-15-19(14(6)25)13(5)22-20(15)21(27)23-16-11-18(12(4)10-17(16)26)30(28,29)24(8-2)9-3/h10-11,22,26H,7-9H2,1-6H3,(H,23,27)" 
57F InChIKey         InChI                1.03  CGYOKHBJOYVFIV-UHFFFAOYSA-N                                                                                                                        
57F SMILES_CANONICAL CACTVS               3.385 "CCN(CC)[S](=O)(=O)c1cc(NC(=O)c2[nH]c(C)c(C(C)=O)c2CC)c(O)cc1C"                                                                                    
57F SMILES           CACTVS               3.385 "CCN(CC)[S](=O)(=O)c1cc(NC(=O)c2[nH]c(C)c(C(C)=O)c2CC)c(O)cc1C"                                                                                    
57F SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCc1c(c([nH]c1C(=O)Nc2cc(c(cc2O)C)S(=O)(=O)N(CC)CC)C)C(=O)C"                                                                                      
57F SMILES           "OpenEye OEToolkits" 1.9.2 "CCc1c(c([nH]c1C(=O)Nc2cc(c(cc2O)C)S(=O)(=O)N(CC)CC)C)C(=O)C"                                                                                      
# 
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 
57F "SYSTEMATIC NAME" ACDLabs              12.01 "4-acetyl-N-[5-(diethylsulfamoyl)-2-hydroxy-4-methylphenyl]-3-ethyl-5-methyl-1H-pyrrole-2-carboxamide"     
57F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[5-(diethylsulfamoyl)-4-methyl-2-oxidanyl-phenyl]-4-ethanoyl-3-ethyl-5-methyl-1H-pyrrole-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
57F "Create component" 2015-08-06 EBI  
57F "Initial release"  2016-01-20 RCSB 
# 
