data_4EL # _chem_comp.id 4EL _chem_comp.name "3-(6-methoxypyridin-3-yl)-5-[({4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl]phenyl}amino)methyl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H21 N5 O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-10 _chem_comp.pdbx_modified_date 2015-06-12 _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 511.573 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4EL _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 4YKN _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 4EL C10 C1 C 0 1 Y N N 0.728 2.556 -41.418 -3.369 -0.184 -0.374 C10 4EL 1 4EL C15 C2 C 0 1 Y N N -1.150 6.207 -39.711 1.554 1.059 1.810 C15 4EL 2 4EL C17 C3 C 0 1 Y N N -0.314 6.082 -37.465 3.536 1.640 0.599 C17 4EL 3 4EL C24 C4 C 0 1 Y N N -2.228 4.343 -35.575 6.344 0.047 -0.025 C24 4EL 4 4EL C28 C5 C 0 1 N N N -3.893 0.791 -36.566 7.234 -3.223 -2.089 C28 4EL 5 4EL C01 C6 C 0 1 N N N -3.558 -1.883 -38.304 -8.641 4.168 -0.956 C01 4EL 6 4EL O02 O1 O 0 1 N N N -2.784 -2.317 -39.385 -8.958 2.831 -0.563 O02 4EL 7 4EL C03 C7 C 0 1 Y N N -1.823 -1.398 -39.827 -7.922 1.962 -0.445 C03 4EL 8 4EL C04 C8 C 0 1 Y N N -1.889 -0.084 -39.395 -8.170 0.648 -0.065 C04 4EL 9 4EL C05 C9 C 0 1 Y N N -0.931 0.806 -39.847 -7.111 -0.231 0.052 C05 4EL 10 4EL C06 C10 C 0 1 Y N N 0.046 0.350 -40.720 -5.822 0.241 -0.217 C06 4EL 11 4EL C07 C11 C 0 1 Y N N 0.050 -0.981 -41.108 -5.653 1.571 -0.591 C07 4EL 12 4EL N08 N1 N 0 1 Y N N -0.878 -1.808 -40.658 -6.691 2.376 -0.697 N08 4EL 13 4EL C09 C12 C 0 1 Y N N 1.026 1.220 -41.185 -4.650 -0.664 -0.104 C09 4EL 14 4EL C11 C13 C 0 1 Y N N 1.717 3.419 -41.878 -2.278 -1.025 -0.276 C11 4EL 15 4EL C12 C14 C 0 1 N N N 1.414 4.893 -42.139 -0.896 -0.498 -0.569 C12 4EL 16 4EL N13 N2 N 0 1 N N N 0.128 5.274 -41.588 -0.300 0.021 0.664 N13 4EL 17 4EL C14 C15 C 0 1 Y N N -0.018 5.550 -40.168 0.987 0.565 0.642 C14 4EL 18 4EL C16 C16 C 0 1 Y N N -1.299 6.472 -38.358 2.826 1.596 1.785 C16 4EL 19 4EL C18 C17 C 0 1 Y N N 0.820 5.424 -37.918 2.973 1.154 -0.566 C18 4EL 20 4EL C19 C18 C 0 1 Y N N 0.967 5.159 -39.271 1.701 0.615 -0.548 C19 4EL 21 4EL S20 S1 S 0 1 N N N -0.525 6.435 -35.695 5.158 2.328 0.571 S20 4EL 22 4EL O21 O2 O 0 1 N N N -0.524 7.878 -35.439 5.396 2.739 -0.768 O21 4EL 23 4EL O22 O3 O 0 1 N N N 0.623 5.973 -34.913 5.239 3.210 1.682 O22 4EL 24 4EL N23 N3 N 0 1 N N N -1.958 5.696 -35.135 6.219 1.094 0.877 N23 4EL 25 4EL N25 N4 N 0 1 Y N N -1.341 3.486 -36.045 5.690 -0.086 -1.143 N25 4EL 26 4EL N26 N5 N 0 1 Y N N -1.823 2.263 -36.402 5.931 -1.107 -1.843 N26 4EL 27 4EL C27 C19 C 0 1 Y N N -3.119 2.065 -36.240 6.808 -1.950 -1.405 C27 4EL 28 4EL S29 S2 S 0 1 Y N N -3.752 3.534 -35.590 7.423 -1.341 0.133 S29 4EL 29 4EL C30 C20 C 0 1 Y N N 2.997 2.948 -42.102 -2.447 -2.344 0.091 C30 4EL 30 4EL C31 C21 C 0 1 Y N N 3.292 1.619 -41.868 -3.725 -2.837 0.364 C31 4EL 31 4EL C32 C22 C 0 1 Y N N 2.309 0.753 -41.410 -4.829 -1.991 0.271 C32 4EL 32 4EL C33 C23 C 0 1 N N N 4.710 1.116 -42.122 -3.906 -4.250 0.756 C33 4EL 33 4EL O34 O4 O 0 1 N N N 5.693 1.761 -41.664 -5.139 -4.724 1.020 O34 4EL 34 4EL O35 O5 O 0 1 N N N 4.895 0.055 -42.776 -2.942 -4.985 0.841 O35 4EL 35 4EL H1 H1 H 0 1 N N N -0.272 2.925 -41.242 -3.231 0.847 -0.666 H1 4EL 36 4EL H2 H2 H 0 1 N N N -1.916 6.512 -40.409 0.999 1.026 2.736 H2 4EL 37 4EL H3 H3 H 0 1 N N N -3.203 0.035 -36.968 8.078 -3.017 -2.748 H3 4EL 38 4EL H4 H4 H 0 1 N N N -4.367 0.406 -35.651 7.530 -3.957 -1.339 H4 4EL 39 4EL H5 H5 H 0 1 N N N -4.668 1.014 -37.314 6.403 -3.617 -2.674 H5 4EL 40 4EL H6 H6 H 0 1 N N N -4.279 -2.667 -38.031 -7.968 4.612 -0.222 H6 4EL 41 4EL H7 H7 H 0 1 N N N -2.903 -1.672 -37.446 -8.157 4.155 -1.932 H7 4EL 42 4EL H8 H8 H 0 1 N N N -4.100 -0.968 -38.585 -9.557 4.756 -1.012 H8 4EL 43 4EL H9 H9 H 0 1 N N N -2.669 0.238 -38.722 -9.179 0.318 0.135 H9 4EL 44 4EL H10 H10 H 0 1 N N N -0.944 1.837 -39.526 -7.274 -1.258 0.346 H10 4EL 45 4EL H11 H11 H 0 1 N N N 0.814 -1.343 -41.780 -4.662 1.945 -0.801 H11 4EL 46 4EL H12 H12 H 0 1 N N N 2.199 5.508 -41.674 -0.276 -1.304 -0.961 H12 4EL 47 4EL H13 H13 H 0 1 N N N 1.405 5.070 -43.225 -0.961 0.302 -1.306 H13 4EL 48 4EL H14 H14 H 0 1 N N N -0.156 6.103 -42.071 -0.798 -0.013 1.495 H14 4EL 49 4EL H15 H15 H 0 1 N N N -2.182 6.982 -38.001 3.266 1.984 2.692 H15 4EL 50 4EL H16 H16 H 0 1 N N N 1.585 5.119 -37.220 3.527 1.197 -1.492 H16 4EL 51 4EL H17 H17 H 0 1 N N N 1.849 4.648 -39.628 1.263 0.232 -1.458 H17 4EL 52 4EL H18 H18 H 0 1 N N N -1.918 5.684 -34.136 6.754 1.103 1.686 H18 4EL 53 4EL H19 H19 H 0 1 N N N 3.765 3.618 -42.459 -1.589 -2.997 0.166 H19 4EL 54 4EL H20 H20 H 0 1 N N N 2.545 -0.285 -41.229 -5.819 -2.366 0.482 H20 4EL 55 4EL H21 H21 H 0 1 N N N 6.500 1.317 -41.897 -5.207 -5.655 1.272 H21 4EL 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 4EL O35 C33 DOUB N N 1 4EL C12 C11 SING N N 2 4EL C12 N13 SING N N 3 4EL C33 C31 SING N N 4 4EL C33 O34 SING N N 5 4EL C30 C11 DOUB Y N 6 4EL C30 C31 SING Y N 7 4EL C11 C10 SING Y N 8 4EL C31 C32 DOUB Y N 9 4EL N13 C14 SING N N 10 4EL C10 C09 DOUB Y N 11 4EL C32 C09 SING Y N 12 4EL C09 C06 SING N N 13 4EL C07 C06 DOUB Y N 14 4EL C07 N08 SING Y N 15 4EL C06 C05 SING Y N 16 4EL N08 C03 DOUB Y N 17 4EL C14 C15 DOUB Y N 18 4EL C14 C19 SING Y N 19 4EL C05 C04 DOUB Y N 20 4EL C03 C04 SING Y N 21 4EL C03 O02 SING N N 22 4EL C15 C16 SING Y N 23 4EL O02 C01 SING N N 24 4EL C19 C18 DOUB Y N 25 4EL C16 C17 DOUB Y N 26 4EL C18 C17 SING Y N 27 4EL C17 S20 SING N N 28 4EL C28 C27 SING N N 29 4EL N26 C27 DOUB Y N 30 4EL N26 N25 SING Y N 31 4EL C27 S29 SING Y N 32 4EL N25 C24 DOUB Y N 33 4EL S20 O21 DOUB N N 34 4EL S20 N23 SING N N 35 4EL S20 O22 DOUB N N 36 4EL S29 C24 SING Y N 37 4EL C24 N23 SING N N 38 4EL C10 H1 SING N N 39 4EL C15 H2 SING N N 40 4EL C28 H3 SING N N 41 4EL C28 H4 SING N N 42 4EL C28 H5 SING N N 43 4EL C01 H6 SING N N 44 4EL C01 H7 SING N N 45 4EL C01 H8 SING N N 46 4EL C04 H9 SING N N 47 4EL C05 H10 SING N N 48 4EL C07 H11 SING N N 49 4EL C12 H12 SING N N 50 4EL C12 H13 SING N N 51 4EL N13 H14 SING N N 52 4EL C16 H15 SING N N 53 4EL C18 H16 SING N N 54 4EL C19 H17 SING N N 55 4EL N23 H18 SING N N 56 4EL C30 H19 SING N N 57 4EL C32 H20 SING N N 58 4EL O34 H21 SING N N 59 # 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 4EL SMILES ACDLabs 12.01 "c2c(c1ccc(OC)nc1)cc(cc2CNc4ccc(S(=O)(Nc3nnc(C)s3)=O)cc4)C(O)=O" 4EL InChI InChI 1.03 "InChI=1S/C23H21N5O5S2/c1-14-26-27-23(34-14)28-35(31,32)20-6-4-19(5-7-20)24-12-15-9-17(11-18(10-15)22(29)30)16-3-8-21(33-2)25-13-16/h3-11,13,24H,12H2,1-2H3,(H,27,28)(H,29,30)" 4EL InChIKey InChI 1.03 CBZPCOUPBNLTKW-UHFFFAOYSA-N 4EL SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cn1)c2cc(CNc3ccc(cc3)[S](=O)(=O)Nc4sc(C)nn4)cc(c2)C(O)=O" 4EL SMILES CACTVS 3.385 "COc1ccc(cn1)c2cc(CNc3ccc(cc3)[S](=O)(=O)Nc4sc(C)nn4)cc(c2)C(O)=O" 4EL SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1nnc(s1)NS(=O)(=O)c2ccc(cc2)NCc3cc(cc(c3)C(=O)O)c4ccc(nc4)OC" 4EL SMILES "OpenEye OEToolkits" 1.9.2 "Cc1nnc(s1)NS(=O)(=O)c2ccc(cc2)NCc3cc(cc(c3)C(=O)O)c4ccc(nc4)OC" # 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 4EL "SYSTEMATIC NAME" ACDLabs 12.01 "3-(6-methoxypyridin-3-yl)-5-[({4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl]phenyl}amino)methyl]benzoic acid" 4EL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-(6-methoxypyridin-3-yl)-5-[[[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl]phenyl]amino]methyl]benzoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4EL "Create component" 2015-03-10 RCSB 4EL "Initial release" 2015-06-17 RCSB #