data_21Q # _chem_comp.id 21Q _chem_comp.name "4-acetyl-N-[5-(diethylsulfamoyl)-2-hydroxyphenyl]-3-ethyl-5-methyl-1H-pyrrole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H27 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 2013-08-19 _chem_comp.pdbx_modified_date 2014-01-10 _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 421.510 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 21Q _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 4LYW _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 21Q C1 C1 C 0 1 N N N 4.706 9.996 23.947 3.414 1.497 2.566 C1 21Q 1 21Q C2 C2 C 0 1 N N N 4.129 9.799 22.552 3.248 1.854 1.088 C2 21Q 2 21Q C3 C3 C 0 1 Y N N 5.204 9.476 21.589 3.669 0.683 0.238 C3 21Q 3 21Q N6 N6 N 0 1 Y N N 6.595 8.354 20.280 3.637 -1.199 -0.945 N6 21Q 4 21Q C7 C7 C 0 1 Y N N 5.566 8.205 21.166 2.870 -0.332 -0.198 C7 21Q 5 21Q C8 C8 C 0 1 N N N 5.077 6.893 21.462 1.436 -0.477 0.083 C8 21Q 6 21Q C11 C11 C 0 1 Y N N 3.724 5.577 23.029 -0.587 -1.721 -0.064 C11 21Q 7 21Q C12 C12 C 0 1 Y N N 3.472 4.486 22.212 -1.418 -0.626 0.124 C12 21Q 8 21Q C13 C13 C 0 1 Y N N 2.793 3.402 22.761 -2.746 -0.815 0.458 C13 21Q 9 21Q C14 C14 C 0 1 Y N N 2.365 3.390 24.076 -3.249 -2.095 0.606 C14 21Q 10 21Q C15 C15 C 0 1 Y N N 2.621 4.477 24.882 -2.428 -3.191 0.421 C15 21Q 11 21Q C16 C16 C 0 1 Y N N 3.297 5.549 24.341 -1.096 -3.010 0.085 C16 21Q 12 21Q O17 O17 O 0 1 N N N 3.567 6.655 25.126 -0.286 -4.087 -0.097 O17 21Q 13 21Q C22 C22 C 0 1 N N N 0.518 3.453 20.574 -5.743 0.320 -1.166 C22 21Q 14 21Q C24 C24 C 0 1 N N N -0.204 1.226 21.402 -3.804 1.875 -1.676 C24 21Q 15 21Q C27 C27 C 0 1 N N N 6.096 11.839 21.015 6.159 1.260 -0.059 C27 21Q 16 21Q O28 O28 O 0 1 N N N 7.117 12.484 20.810 6.832 1.117 0.941 O28 21Q 17 21Q C4 C4 C 0 1 Y N N 6.058 10.402 20.938 4.968 0.431 -0.266 C4 21Q 18 21Q C5 C5 C 0 1 Y N N 6.911 9.670 20.125 4.899 -0.748 -0.991 C5 21Q 19 21Q C26 C26 C 0 1 N N N 8.011 10.046 19.195 6.047 -1.410 -1.709 C26 21Q 20 21Q C29 C29 C 0 1 N N N 4.817 12.545 21.301 6.548 2.291 -1.087 C29 21Q 21 21Q C23 C23 C 0 1 N N N 0.113 2.909 19.219 -6.899 1.259 -0.814 C23 21Q 22 21Q C25 C25 C 0 1 N N N 0.574 -0.052 21.172 -4.380 3.278 -1.477 C25 21Q 23 21Q N10 N10 N 0 1 N N N 4.403 6.762 22.651 0.757 -1.532 -0.408 N10 21Q 24 21Q N21 N21 N 0 1 N N N 0.756 2.344 21.529 -4.475 0.938 -0.772 N21 21Q 25 21Q O9 O9 O 0 1 N N N 5.274 5.967 20.699 0.861 0.356 0.760 O9 21Q 26 21Q O19 O19 O 0 1 N N N 3.072 1.882 20.545 -4.863 0.137 1.530 O19 21Q 27 21Q O20 O20 O 0 1 N N N 2.463 0.815 22.779 -2.952 1.669 1.028 O20 21Q 28 21Q S18 S18 S 0 1 N N N 2.388 1.916 21.828 -3.799 0.577 0.697 S18 21Q 29 21Q H1 H1 H 0 1 N N N 3.894 10.235 24.650 2.793 0.633 2.804 H1 21Q 30 21Q H2 H2 H 0 1 N N N 5.209 9.073 24.269 4.459 1.259 2.767 H2 21Q 31 21Q H3 H3 H 0 1 N N N 5.432 10.823 23.930 3.110 2.343 3.181 H3 21Q 32 21Q H4 H4 H 0 1 N N N 3.624 10.724 22.235 2.203 2.092 0.887 H4 21Q 33 21Q H5 H5 H 0 1 N N N 3.402 8.974 22.574 3.869 2.717 0.850 H5 21Q 34 21Q H6 H6 H 0 1 N N N 7.054 7.600 19.810 3.314 -2.007 -1.373 H6 21Q 35 21Q H7 H7 H 0 1 N N N 3.793 4.477 21.181 -1.028 0.374 0.009 H7 21Q 36 21Q H8 H8 H 0 1 N N N 1.834 2.535 24.468 -4.287 -2.238 0.868 H8 21Q 37 21Q H9 H9 H 0 1 N N N 2.300 4.489 25.913 -2.824 -4.189 0.537 H9 21Q 38 21Q H10 H10 H 0 1 N N N 3.225 6.514 26.001 0.161 -4.384 0.707 H10 21Q 39 21Q H11 H11 H 0 1 N N N 1.441 4.042 20.466 -5.868 -0.624 -0.636 H11 21Q 40 21Q H12 H12 H 0 1 N N N -0.286 4.097 20.960 -5.739 0.136 -2.240 H12 21Q 41 21Q H13 H13 H 0 1 N N N -0.876 1.409 20.551 -3.962 1.560 -2.708 H13 21Q 42 21Q H14 H14 H 0 1 N N N -0.796 1.139 22.325 -2.736 1.887 -1.460 H14 21Q 43 21Q H15 H15 H 0 1 N N N 7.600 10.210 18.188 6.158 -0.971 -2.700 H15 21Q 44 21Q H16 H16 H 0 1 N N N 8.491 10.970 19.550 6.965 -1.260 -1.141 H16 21Q 45 21Q H17 H17 H 0 1 N N N 8.755 9.236 19.160 5.848 -2.477 -1.804 H17 21Q 46 21Q H18 H18 H 0 1 N N N 4.986 13.632 21.286 7.141 1.818 -1.869 H18 21Q 47 21Q H19 H19 H 0 1 N N N 4.073 12.279 20.536 5.649 2.725 -1.525 H19 21Q 48 21Q H20 H20 H 0 1 N N N 4.447 12.245 22.293 7.135 3.076 -0.611 H20 21Q 49 21Q H21 H21 H 0 1 N N N -0.059 3.744 18.524 -6.903 1.443 0.260 H21 21Q 50 21Q H22 H22 H 0 1 N N N 0.915 2.266 18.827 -6.774 2.203 -1.344 H22 21Q 51 21Q H23 H23 H 0 1 N N N -0.811 2.321 19.321 -7.843 0.799 -1.107 H23 21Q 52 21Q H24 H24 H 0 1 N N N -0.126 -0.895 21.075 -5.449 3.266 -1.693 H24 21Q 53 21Q H25 H25 H 0 1 N N N 1.167 0.041 20.250 -4.222 3.592 -0.445 H25 21Q 54 21Q H26 H26 H 0 1 N N N 1.247 -0.230 22.024 -3.881 3.975 -2.150 H26 21Q 55 21Q H27 H27 H 0 1 N N N 4.391 7.539 23.280 1.199 -2.160 -1.000 H27 21Q 56 # 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 21Q C26 C5 SING N N 1 21Q C23 C22 SING N N 2 21Q C5 N6 SING Y N 3 21Q C5 C4 DOUB Y N 4 21Q N6 C7 SING Y N 5 21Q O19 S18 DOUB N N 6 21Q C22 N21 SING N N 7 21Q O9 C8 DOUB N N 8 21Q O28 C27 DOUB N N 9 21Q C4 C27 SING N N 10 21Q C4 C3 SING Y N 11 21Q C27 C29 SING N N 12 21Q C7 C8 SING N N 13 21Q C7 C3 DOUB Y N 14 21Q C25 C24 SING N N 15 21Q C24 N21 SING N N 16 21Q C8 N10 SING N N 17 21Q N21 S18 SING N N 18 21Q C3 C2 SING N N 19 21Q S18 C13 SING N N 20 21Q S18 O20 DOUB N N 21 21Q C12 C13 DOUB Y N 22 21Q C12 C11 SING Y N 23 21Q C2 C1 SING N N 24 21Q N10 C11 SING N N 25 21Q C13 C14 SING Y N 26 21Q C11 C16 DOUB Y N 27 21Q C14 C15 DOUB Y N 28 21Q C16 C15 SING Y N 29 21Q C16 O17 SING N N 30 21Q C1 H1 SING N N 31 21Q C1 H2 SING N N 32 21Q C1 H3 SING N N 33 21Q C2 H4 SING N N 34 21Q C2 H5 SING N N 35 21Q N6 H6 SING N N 36 21Q C12 H7 SING N N 37 21Q C14 H8 SING N N 38 21Q C15 H9 SING N N 39 21Q O17 H10 SING N N 40 21Q C22 H11 SING N N 41 21Q C22 H12 SING N N 42 21Q C24 H13 SING N N 43 21Q C24 H14 SING N N 44 21Q C26 H15 SING N N 45 21Q C26 H16 SING N N 46 21Q C26 H17 SING N N 47 21Q C29 H18 SING N N 48 21Q C29 H19 SING N N 49 21Q C29 H20 SING N N 50 21Q C23 H21 SING N N 51 21Q C23 H22 SING N N 52 21Q C23 H23 SING N N 53 21Q C25 H24 SING N N 54 21Q C25 H25 SING N N 55 21Q C25 H26 SING N N 56 21Q N10 H27 SING N N 57 # 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 21Q SMILES ACDLabs 12.01 "O=C(c1c(c(c(n1)C)C(=O)C)CC)Nc2cc(ccc2O)S(=O)(=O)N(CC)CC" 21Q InChI InChI 1.03 "InChI=1S/C20H27N3O5S/c1-6-15-18(13(5)24)12(4)21-19(15)20(26)22-16-11-14(9-10-17(16)25)29(27,28)23(7-2)8-3/h9-11,21,25H,6-8H2,1-5H3,(H,22,26)" 21Q InChIKey InChI 1.03 DPBKLIVPNYGQQG-UHFFFAOYSA-N 21Q SMILES_CANONICAL CACTVS 3.385 "CCN(CC)[S](=O)(=O)c1ccc(O)c(NC(=O)c2[nH]c(C)c(C(C)=O)c2CC)c1" 21Q SMILES CACTVS 3.385 "CCN(CC)[S](=O)(=O)c1ccc(O)c(NC(=O)c2[nH]c(C)c(C(C)=O)c2CC)c1" 21Q SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCc1c(c([nH]c1C(=O)Nc2cc(ccc2O)S(=O)(=O)N(CC)CC)C)C(=O)C" 21Q SMILES "OpenEye OEToolkits" 1.7.6 "CCc1c(c([nH]c1C(=O)Nc2cc(ccc2O)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 21Q "SYSTEMATIC NAME" ACDLabs 12.01 "4-acetyl-N-[5-(diethylsulfamoyl)-2-hydroxyphenyl]-3-ethyl-5-methyl-1H-pyrrole-2-carboxamide" 21Q "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[5-(diethylsulfamoyl)-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 21Q "Create component" 2013-08-19 RCSB 21Q "Initial release" 2014-01-15 RCSB #