data_L33
# 
_chem_comp.id                                    L33 
_chem_comp.name                                  "4-acetyl-N-[3-(diethylsulfamoyl)phenyl]-3-ethyl-5-methyl-1H-pyrrole-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H27 N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-08-07 
_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                        405.511 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     L33 
_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        5D3J 
_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 
L33 C15 C1  C 0 1 Y N N 1.528  54.949 24.999 1.804  -2.650 0.997  C15 L33 1  
L33 C14 C2  C 0 1 Y N N 0.980  54.126 24.014 2.929  -2.082 0.429  C14 L33 2  
L33 C12 C3  C 0 1 Y N N 2.289  55.291 22.347 1.675  -0.114 -0.109 C12 L33 3  
L33 C4  C4  C 0 1 Y N N 5.601  60.816 21.384 -5.250 0.660  0.042  C4  L33 4  
L33 C3  C5  C 0 1 Y N N 4.720  59.995 22.082 -4.332 -0.418 0.072  C3  L33 5  
L33 C11 C6  C 0 1 Y N N 2.853  56.121 23.349 0.541  -0.684 0.456  C11 L33 6  
L33 C16 C7  C 0 1 Y N N 2.453  55.939 24.676 0.609  -1.956 1.009  C16 L33 7  
L33 C13 C8  C 0 1 Y N N 1.348  54.302 22.683 2.865  -0.815 -0.123 C13 L33 8  
L33 C7  C9  C 0 1 Y N N 5.009  58.631 21.558 -3.091 0.120  0.230  C7  L33 9  
L33 C5  C10 C 0 1 Y N N 6.401  59.974 20.475 -4.510 1.824  0.180  C5  L33 10 
L33 C27 C11 C 0 1 N N N 5.758  62.298 21.440 -6.705 0.563  -0.112 C27 L33 11 
L33 C8  C12 C 0 1 N N N 4.343  57.342 21.941 -1.832 -0.632 0.314  C8  L33 12 
L33 C26 C13 C 0 1 N N N 7.464  60.442 19.512 -5.067 3.224  0.204  C26 L33 13 
L33 C29 C14 C 0 1 N N N 4.552  63.077 21.898 -7.577 0.338  1.096  C29 L33 14 
L33 C1  C15 C 0 1 N N N 4.472  60.952 24.324 -4.633 -2.295 -1.521 C1  L33 15 
L33 C23 C16 C 0 1 N N N 2.662  50.726 19.776 7.487  0.317  0.593  C23 L33 16 
L33 C25 C17 C 0 1 N N N 2.376  50.795 23.389 5.762  3.028  -0.140 C25 L33 17 
L33 C2  C18 C 0 1 N N N 3.719  60.402 23.135 -4.666 -1.883 -0.048 C2  L33 18 
L33 C22 C19 C 0 1 N N N 2.698  52.031 20.545 6.099  0.053  1.179  C22 L33 19 
L33 C24 C20 C 0 1 N N N 1.298  50.925 22.340 4.771  2.140  0.615  C24 L33 20 
L33 N6  N1  N 0 1 Y N N 5.986  58.703 20.635 -3.217 1.491  0.298  N6  L33 21 
L33 N10 N2  N 0 1 N N N 3.752  57.134 23.121 -0.665 0.023  0.471  N10 L33 22 
L33 N21 N3  N 0 1 N N N 1.580  52.076 21.480 5.088  0.732  0.365  N21 L33 23 
L33 O28 O1  O 0 1 N N N 6.780  62.861 21.052 -7.206 0.663  -1.212 O28 L33 24 
L33 O9  O2  O 0 1 N N N 4.362  56.469 21.084 -1.844 -1.846 0.241  O9  L33 25 
L33 O19 O3  O 0 1 N N N 0.560  54.028 20.335 5.153  -1.171 -1.206 O19 L33 26 
L33 O20 O4  O 0 1 N N N -0.619 52.880 21.995 3.845  0.885  -1.762 O20 L33 27 
L33 S18 S1  S 0 1 N N N 0.690  53.330 21.571 4.304  -0.093 -0.839 S18 L33 28 
L33 H1  H1  H 0 1 N N N 1.230  54.816 26.029 1.857  -3.639 1.428  H1  L33 29 
L33 H2  H2  H 0 1 N N N 0.273  53.355 24.283 3.861  -2.628 0.417  H2  L33 30 
L33 H3  H3  H 0 1 N N N 2.585  55.420 21.316 1.625  0.874  -0.541 H3  L33 31 
L33 H4  H4  H 0 1 N N N 2.862  56.568 25.453 -0.271 -2.402 1.449  H4  L33 32 
L33 H5  H5  H 0 1 N N N 7.001  60.685 18.544 -5.181 3.588  -0.817 H5  L33 33 
L33 H6  H6  H 0 1 N N N 7.958  61.337 19.918 -6.038 3.221  0.699  H6  L33 34 
L33 H7  H7  H 0 1 N N N 8.209  59.644 19.372 -4.384 3.877  0.749  H7  L33 35 
L33 H8  H8  H 0 1 N N N 4.759  64.154 21.819 -7.375 1.111  1.838  H8  L33 36 
L33 H9  H9  H 0 1 N N N 3.689  62.823 21.265 -8.625 0.383  0.801  H9  L33 37 
L33 H10 H10 H 0 1 N N N 4.327  62.822 22.944 -7.361 -0.641 1.523  H10 L33 38 
L33 H11 H11 H 0 1 N N N 3.757  61.255 25.103 -4.874 -3.354 -1.607 H11 L33 39 
L33 H12 H12 H 0 1 N N N 5.143  60.177 24.723 -5.364 -1.709 -2.078 H12 L33 40 
L33 H13 H13 H 0 1 N N N 5.064  61.825 24.011 -3.638 -2.115 -1.927 H13 L33 41 
L33 H14 H14 H 0 1 N N N 3.505  50.692 19.071 7.529  -0.061 -0.428 H14 L33 42 
L33 H15 H15 H 0 1 N N N 2.738  49.884 20.479 7.682  1.390  0.591  H15 L33 43 
L33 H16 H16 H 0 1 N N N 1.716  50.654 19.220 8.240  -0.188 1.199  H16 L33 44 
L33 H17 H17 H 0 1 N N N 2.160  49.929 24.032 5.527  4.076  0.046  H17 L33 45 
L33 H18 H18 H 0 1 N N N 3.350  50.653 22.898 6.775  2.816  0.206  H18 L33 46 
L33 H19 H19 H 0 1 N N N 2.404  51.709 24.001 5.693  2.824  -1.208 H19 L33 47 
L33 H20 H20 H 0 1 N N N 3.048  61.174 22.731 -3.934 -2.469 0.510  H20 L33 48 
L33 H21 H21 H 0 1 N N N 3.127  59.527 23.443 -5.661 -2.063 0.358  H21 L33 49 
L33 H22 H22 H 0 1 N N N 3.644  52.103 21.101 5.904  -1.020 1.181  H22 L33 50 
L33 H23 H23 H 0 1 N N N 2.622  52.873 19.842 6.057  0.431  2.200  H23 L33 51 
L33 H24 H24 H 0 1 N N N 0.324  51.067 22.832 4.840  2.344  1.683  H24 L33 52 
L33 H25 H25 H 0 1 N N N 1.271  50.011 21.729 3.759  2.351  0.269  H25 L33 53 
L33 H26 H26 H 0 1 N N N 6.354  57.919 20.136 -2.484 2.117  0.408  H26 L33 54 
L33 H27 H27 H 0 1 N N N 3.976  57.748 23.878 -0.662 0.985  0.596  H27 L33 55 
# 
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 
L33 C26 C5  SING N N 1  
L33 C23 C22 SING N N 2  
L33 O19 S18 DOUB N N 3  
L33 C5  N6  SING Y N 4  
L33 C5  C4  DOUB Y N 5  
L33 C22 N21 SING N N 6  
L33 N6  C7  SING Y N 7  
L33 O28 C27 DOUB N N 8  
L33 O9  C8  DOUB N N 9  
L33 C4  C27 SING N N 10 
L33 C4  C3  SING Y N 11 
L33 C27 C29 SING N N 12 
L33 N21 S18 SING N N 13 
L33 N21 C24 SING N N 14 
L33 C7  C8  SING N N 15 
L33 C7  C3  DOUB Y N 16 
L33 S18 O20 DOUB N N 17 
L33 S18 C13 SING N N 18 
L33 C8  N10 SING N N 19 
L33 C3  C2  SING N N 20 
L33 C24 C25 SING N N 21 
L33 C12 C13 DOUB Y N 22 
L33 C12 C11 SING Y N 23 
L33 C13 C14 SING Y N 24 
L33 N10 C11 SING N N 25 
L33 C2  C1  SING N N 26 
L33 C11 C16 DOUB Y N 27 
L33 C14 C15 DOUB Y N 28 
L33 C16 C15 SING Y N 29 
L33 C15 H1  SING N N 30 
L33 C14 H2  SING N N 31 
L33 C12 H3  SING N N 32 
L33 C16 H4  SING N N 33 
L33 C26 H5  SING N N 34 
L33 C26 H6  SING N N 35 
L33 C26 H7  SING N N 36 
L33 C29 H8  SING N N 37 
L33 C29 H9  SING N N 38 
L33 C29 H10 SING N N 39 
L33 C1  H11 SING N N 40 
L33 C1  H12 SING N N 41 
L33 C1  H13 SING N N 42 
L33 C23 H14 SING N N 43 
L33 C23 H15 SING N N 44 
L33 C23 H16 SING N N 45 
L33 C25 H17 SING N N 46 
L33 C25 H18 SING N N 47 
L33 C25 H19 SING N N 48 
L33 C2  H20 SING N N 49 
L33 C2  H21 SING N N 50 
L33 C22 H22 SING N N 51 
L33 C22 H23 SING N N 52 
L33 C24 H24 SING N N 53 
L33 C24 H25 SING N N 54 
L33 N6  H26 SING N N 55 
L33 N10 H27 SING N N 56 
# 
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 
L33 SMILES           ACDLabs              12.01 "c1cc(cc(c1)NC(c2c(c(C(C)=O)c(n2)C)CC)=O)S(N(CC)CC)(=O)=O"                                                                               
L33 InChI            InChI                1.03  "InChI=1S/C20H27N3O4S/c1-6-17-18(14(5)24)13(4)21-19(17)20(25)22-15-10-9-11-16(12-15)28(26,27)23(7-2)8-3/h9-12,21H,6-8H2,1-5H3,(H,22,25)" 
L33 InChIKey         InChI                1.03  MKVQSNKXUKWRMD-UHFFFAOYSA-N                                                                                                              
L33 SMILES_CANONICAL CACTVS               3.385 "CCN(CC)[S](=O)(=O)c1cccc(NC(=O)c2[nH]c(C)c(C(C)=O)c2CC)c1"                                                                              
L33 SMILES           CACTVS               3.385 "CCN(CC)[S](=O)(=O)c1cccc(NC(=O)c2[nH]c(C)c(C(C)=O)c2CC)c1"                                                                              
L33 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCc1c(c([nH]c1C(=O)Nc2cccc(c2)S(=O)(=O)N(CC)CC)C)C(=O)C"                                                                                
L33 SMILES           "OpenEye OEToolkits" 1.9.2 "CCc1c(c([nH]c1C(=O)Nc2cccc(c2)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 
L33 "SYSTEMATIC NAME" ACDLabs              12.01 "4-acetyl-N-[3-(diethylsulfamoyl)phenyl]-3-ethyl-5-methyl-1H-pyrrole-2-carboxamide"   
L33 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[3-(diethylsulfamoyl)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 
L33 "Create component" 2015-08-07 EBI  
L33 "Initial release"  2016-01-20 RCSB 
# 
