data_E4S # _chem_comp.id E4S _chem_comp.name "5-{2-amino-1-[4-(morpholin-4-yl)phenyl]-1H-benzimidazol-6-yl}-N-(2-fluorophenyl)-2-methoxypyridine-3-sulfonamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H27 F N6 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-12-04 _chem_comp.pdbx_modified_date 2017-12-08 _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 574.626 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E4S _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 6BQ1 _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 E4S C01 C1 C 0 1 N N N 181.953 141.502 238.839 2.941 4.281 0.953 C01 E4S 1 E4S C02 C2 C 0 1 Y N N 182.629 143.597 238.070 2.814 1.910 1.025 C02 E4S 2 E4S C03 C3 C 0 1 Y N N 184.117 143.674 238.395 3.390 0.655 1.183 C03 E4S 3 E4S C04 C4 C 0 1 Y N N 184.900 144.361 237.659 2.595 -0.470 1.080 C04 E4S 4 E4S C05 C5 C 0 1 Y N N 184.355 145.057 236.449 1.230 -0.299 0.818 C05 E4S 5 E4S C06 C6 C 0 1 Y N N 183.066 145.020 236.210 0.727 0.991 0.673 C06 E4S 6 E4S C07 C7 C 0 1 Y N N 185.244 145.920 235.564 0.334 -1.474 0.698 C07 E4S 7 E4S C08 C8 C 0 1 Y N N 186.593 145.667 235.599 -1.021 -1.291 0.438 C08 E4S 8 E4S C09 C9 C 0 1 Y N N 187.427 146.427 234.820 -1.852 -2.392 0.327 C09 E4S 9 E4S C10 C10 C 0 1 Y N N 186.968 147.446 233.987 -1.325 -3.687 0.476 C10 E4S 10 E4S C11 C11 C 0 1 Y N N 185.645 147.718 233.941 0.038 -3.854 0.737 C11 E4S 11 E4S C12 C12 C 0 1 Y N N 184.777 146.962 234.729 0.853 -2.764 0.840 C12 E4S 12 E4S C13 C13 C 0 1 Y N N 189.161 147.371 233.757 -3.462 -3.896 0.085 C13 E4S 13 E4S C14 C14 C 0 1 Y N N 189.595 145.595 235.276 -4.142 -1.528 -0.135 C14 E4S 14 E4S C15 C15 C 0 1 Y N N 190.515 144.927 234.622 -4.040 -0.720 -1.260 C15 E4S 15 E4S C16 C16 C 0 1 Y N N 191.472 144.040 235.375 -4.963 0.284 -1.474 C16 E4S 16 E4S C17 C17 C 0 1 Y N N 191.378 143.954 236.672 -5.993 0.486 -0.565 C17 E4S 17 E4S C18 C18 C 0 1 Y N N 190.333 144.729 237.459 -6.094 -0.322 0.560 C18 E4S 18 E4S C19 C19 C 0 1 Y N N 189.519 145.486 236.789 -5.171 -1.326 0.774 C19 E4S 19 E4S C20 C20 C 0 1 N N N 191.862 142.459 238.576 -6.263 2.808 -0.922 C20 E4S 20 E4S C21 C21 C 0 1 N N N 192.920 141.422 238.906 -7.315 3.881 -1.217 C21 E4S 21 E4S C22 C22 C 0 1 N N N 194.195 141.775 236.957 -8.960 2.628 -0.009 C22 E4S 22 E4S C23 C23 C 0 1 N N N 193.733 143.205 237.106 -7.925 1.542 0.298 C23 E4S 23 E4S C24 C24 C 0 1 Y N N 187.145 142.742 241.092 5.858 0.430 -1.031 C24 E4S 24 E4S C25 C25 C 0 1 Y N N 188.227 142.209 240.589 4.690 -0.217 -1.411 C25 E4S 25 E4S C26 C26 C 0 1 Y N N 189.101 141.322 241.464 4.631 -0.875 -2.625 C26 E4S 26 E4S C27 C27 C 0 1 Y N N 188.757 141.087 242.709 5.732 -0.891 -3.460 C27 E4S 27 E4S C28 C28 C 0 1 Y N N 187.483 141.704 243.284 6.898 -0.248 -3.085 C28 E4S 28 E4S C29 C29 C 0 1 Y N N 186.725 142.468 242.527 6.965 0.413 -1.873 C29 E4S 29 E4S F01 F1 F 0 1 N N N 185.579 143.035 243.007 8.103 1.042 -1.507 F01 E4S 30 E4S N01 N1 N 0 1 Y N N 182.170 144.207 237.052 1.520 2.038 0.784 N01 E4S 31 E4S N02 N2 N 0 1 Y N N 188.129 148.071 233.283 -2.356 -4.558 0.318 N02 E4S 32 E4S N03 N3 N 0 1 N N N 190.520 147.658 233.324 -4.699 -4.468 -0.123 N03 E4S 33 E4S N04 N4 N 0 1 Y N N 188.689 146.483 234.582 -3.207 -2.552 0.080 N04 E4S 34 E4S N05 N5 N 0 1 N N N 192.310 143.164 237.416 -6.927 1.504 -0.781 N05 E4S 35 E4S N06 N6 N 0 1 N N N 186.309 143.552 240.258 5.919 1.102 0.194 N06 E4S 36 E4S O01 O1 O 0 1 N N N 181.716 142.871 238.821 3.589 3.019 1.125 O01 E4S 37 E4S O02 O2 O 0 1 N N N 193.452 140.884 237.733 -8.293 3.882 -0.174 O02 E4S 38 E4S O03 O3 O 0 1 N N N 184.939 141.400 239.567 5.398 1.378 2.591 O03 E4S 39 E4S O04 O4 O 0 1 N N N 183.895 142.880 240.952 5.392 -0.893 1.548 O04 E4S 40 E4S S01 S1 S 0 1 N N N 184.825 142.832 239.825 5.114 0.500 1.510 S01 E4S 41 E4S H03 H1 H 0 1 N N N 181.188 141.005 239.453 2.165 4.397 1.710 H03 E4S 42 E4S H02 H2 H 0 1 N N N 181.911 141.109 237.812 3.673 5.082 1.058 H02 E4S 43 E4S H01 H3 H 0 1 N N N 182.948 141.308 239.265 2.491 4.326 -0.038 H01 E4S 44 E4S H04 H4 H 0 1 N N N 185.948 144.441 237.906 3.015 -1.458 1.198 H04 E4S 45 E4S H05 H5 H 0 1 N N N 182.657 145.590 235.389 -0.324 1.135 0.470 H05 E4S 46 E4S H06 H6 H 0 1 N N N 186.990 144.884 236.228 -1.422 -0.294 0.324 H06 E4S 47 E4S H08 H7 H 0 1 N N N 185.267 148.506 233.306 0.447 -4.847 0.853 H08 E4S 48 E4S H07 H8 H 0 1 N N N 183.719 147.178 234.701 1.905 -2.899 1.041 H07 E4S 49 E4S H11 H9 H 0 1 N N N 190.586 145.013 233.548 -3.239 -0.877 -1.967 H11 E4S 50 E4S H13 H10 H 0 1 N N N 192.229 143.481 234.845 -4.883 0.913 -2.349 H13 E4S 51 E4S H14 H11 H 0 1 N N N 190.270 144.652 238.534 -6.895 -0.164 1.268 H14 E4S 52 E4S H12 H12 H 0 1 N N N 188.769 146.053 237.321 -5.250 -1.954 1.649 H12 E4S 53 E4S H15 H13 H 0 1 N N N 191.742 143.156 239.418 -5.547 2.765 -1.743 H15 E4S 54 E4S H16 H14 H 0 1 N N N 190.901 141.965 238.369 -5.742 3.054 0.003 H16 E4S 55 E4S H20 H15 H 0 1 N N N 192.466 140.616 239.501 -6.834 4.858 -1.266 H20 E4S 56 E4S H19 H16 H 0 1 N N N 193.725 141.897 239.486 -7.798 3.665 -2.170 H19 E4S 57 E4S H22 H17 H 0 1 N N N 194.102 141.484 235.900 -9.492 2.375 -0.926 H22 E4S 58 E4S H21 H18 H 0 1 N N N 195.250 141.713 237.263 -9.669 2.698 0.816 H21 E4S 59 E4S H17 H19 H 0 1 N N N 194.283 143.696 237.922 -7.431 1.767 1.243 H17 E4S 60 E4S H18 H20 H 0 1 N N N 193.899 143.755 236.168 -8.422 0.574 0.368 H18 E4S 61 E4S H24 H21 H 0 1 N N N 188.499 142.396 239.561 3.829 -0.206 -0.760 H24 E4S 62 E4S H25 H22 H 0 1 N N N 190.003 140.886 241.061 3.722 -1.379 -2.921 H25 E4S 63 E4S H26 H23 H 0 1 N N N 189.376 140.456 243.329 5.682 -1.406 -4.408 H26 E4S 64 E4S H27 H24 H 0 1 N N N 187.205 141.513 244.310 7.757 -0.262 -3.740 H27 E4S 65 E4S H09 H25 H 0 1 N N N 190.509 148.411 232.667 -5.472 -3.906 -0.290 H09 E4S 66 E4S H10 H26 H 0 1 N N N 191.075 147.915 234.115 -4.797 -5.433 -0.103 H10 E4S 67 E4S H23 H27 H 0 1 N N N 186.812 143.758 239.419 6.433 1.921 0.273 H23 E4S 68 # 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 E4S N02 C13 DOUB Y N 1 E4S N02 C10 SING Y N 2 E4S N03 C13 SING N N 3 E4S C13 N04 SING Y N 4 E4S C11 C10 DOUB Y N 5 E4S C11 C12 SING Y N 6 E4S C10 C09 SING Y N 7 E4S N04 C09 SING Y N 8 E4S N04 C14 SING N N 9 E4S C15 C14 DOUB Y N 10 E4S C15 C16 SING Y N 11 E4S C12 C07 DOUB Y N 12 E4S C09 C08 DOUB Y N 13 E4S C14 C19 SING Y N 14 E4S C16 C17 DOUB Y N 15 E4S C07 C08 SING Y N 16 E4S C07 C05 SING N N 17 E4S C06 C05 DOUB Y N 18 E4S C06 N01 SING Y N 19 E4S C05 C04 SING Y N 20 E4S C17 N05 SING N N 21 E4S C17 C18 SING Y N 22 E4S C19 C18 DOUB Y N 23 E4S C22 C23 SING N N 24 E4S C22 O02 SING N N 25 E4S N01 C02 DOUB Y N 26 E4S C23 N05 SING N N 27 E4S N05 C20 SING N N 28 E4S C04 C03 DOUB Y N 29 E4S O02 C21 SING N N 30 E4S C02 C03 SING Y N 31 E4S C02 O01 SING N N 32 E4S C03 S01 SING N N 33 E4S C20 C21 SING N N 34 E4S O01 C01 SING N N 35 E4S O03 S01 DOUB N N 36 E4S S01 N06 SING N N 37 E4S S01 O04 DOUB N N 38 E4S N06 C24 SING N N 39 E4S C25 C24 DOUB Y N 40 E4S C25 C26 SING Y N 41 E4S C24 C29 SING Y N 42 E4S C26 C27 DOUB Y N 43 E4S C29 F01 SING N N 44 E4S C29 C28 DOUB Y N 45 E4S C27 C28 SING Y N 46 E4S C01 H03 SING N N 47 E4S C01 H02 SING N N 48 E4S C01 H01 SING N N 49 E4S C04 H04 SING N N 50 E4S C06 H05 SING N N 51 E4S C08 H06 SING N N 52 E4S C11 H08 SING N N 53 E4S C12 H07 SING N N 54 E4S C15 H11 SING N N 55 E4S C16 H13 SING N N 56 E4S C18 H14 SING N N 57 E4S C19 H12 SING N N 58 E4S C20 H15 SING N N 59 E4S C20 H16 SING N N 60 E4S C21 H20 SING N N 61 E4S C21 H19 SING N N 62 E4S C22 H22 SING N N 63 E4S C22 H21 SING N N 64 E4S C23 H17 SING N N 65 E4S C23 H18 SING N N 66 E4S C25 H24 SING N N 67 E4S C26 H25 SING N N 68 E4S C27 H26 SING N N 69 E4S C28 H27 SING N N 70 E4S N03 H09 SING N N 71 E4S N03 H10 SING N N 72 E4S N06 H23 SING N N 73 # 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 E4S SMILES ACDLabs 12.01 "COc2c(S(Nc1c(cccc1)F)(=O)=O)cc(cn2)c3cc4c(cc3)nc(n4c5ccc(cc5)N6CCOCC6)N" E4S InChI InChI 1.03 "InChI=1S/C29H27FN6O4S/c1-39-28-27(41(37,38)34-24-5-3-2-4-23(24)30)17-20(18-32-28)19-6-11-25-26(16-19)36(29(31)33-25)22-9-7-21(8-10-22)35-12-14-40-15-13-35/h2-11,16-18,34H,12-15H2,1H3,(H2,31,33)" E4S InChIKey InChI 1.03 AJOGHKUZDLYXKS-UHFFFAOYSA-N E4S SMILES_CANONICAL CACTVS 3.385 "COc1ncc(cc1[S](=O)(=O)Nc2ccccc2F)c3ccc4nc(N)n(c5ccc(cc5)N6CCOCC6)c4c3" E4S SMILES CACTVS 3.385 "COc1ncc(cc1[S](=O)(=O)Nc2ccccc2F)c3ccc4nc(N)n(c5ccc(cc5)N6CCOCC6)c4c3" E4S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1c(cc(cn1)c2ccc3c(c2)n(c(n3)N)c4ccc(cc4)N5CCOCC5)S(=O)(=O)Nc6ccccc6F" E4S SMILES "OpenEye OEToolkits" 2.0.6 "COc1c(cc(cn1)c2ccc3c(c2)n(c(n3)N)c4ccc(cc4)N5CCOCC5)S(=O)(=O)Nc6ccccc6F" # 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 E4S "SYSTEMATIC NAME" ACDLabs 12.01 "5-{2-amino-1-[4-(morpholin-4-yl)phenyl]-1H-benzimidazol-6-yl}-N-(2-fluorophenyl)-2-methoxypyridine-3-sulfonamide" E4S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[2-azanyl-3-(4-morpholin-4-ylphenyl)benzimidazol-5-yl]-~{N}-(2-fluorophenyl)-2-methoxy-pyridine-3-sulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E4S "Create component" 2017-12-04 RCSB E4S "Initial release" 2017-12-13 RCSB #