data_EL1 # _chem_comp.id EL1 _chem_comp.name "3-({(3R)-1-[(5-bromothiophen-2-yl)carbonyl]pyrrolidin-3-yl}oxy)-N-methyl-2'-[(methylsulfonyl)amino]biphenyl-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H24 Br N3 O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-23 _chem_comp.pdbx_modified_date 2015-08-07 _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 578.498 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EL1 _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 5CR5 _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 EL1 C01 C1 C 0 1 N N N -14.659 39.494 25.355 -1.560 5.762 -3.114 C01 EL1 1 EL1 N05 N1 N 0 1 N N N -13.303 39.583 24.825 -1.870 4.379 -2.743 N05 EL1 2 EL1 C07 C2 C 0 1 N N N -12.886 38.803 23.834 -1.271 3.818 -1.674 C07 EL1 3 EL1 O08 O1 O 0 1 N N N -13.605 37.941 23.336 -0.474 4.459 -1.017 O08 EL1 4 EL1 C09 C3 C 0 1 Y N N -11.462 38.981 23.392 -1.583 2.427 -1.300 C09 EL1 5 EL1 C10 C4 C 0 1 Y N N -10.768 37.824 23.031 -2.500 1.688 -2.054 C10 EL1 6 EL1 C12 C5 C 0 1 Y N N -9.444 37.878 22.635 -2.790 0.399 -1.710 C12 EL1 7 EL1 C14 C6 C 0 1 Y N N -8.764 39.085 22.581 -2.175 -0.191 -0.604 C14 EL1 8 EL1 C15 C7 C 0 1 Y N N -9.446 40.246 22.936 -1.259 0.534 0.157 C15 EL1 9 EL1 C17 C8 C 0 1 Y N N -10.762 40.196 23.356 -0.956 1.839 -0.191 C17 EL1 10 EL1 O18 O2 O 0 1 N N N -11.502 41.308 23.686 -0.065 2.551 0.544 O18 EL1 11 EL1 C19 C9 C 0 1 N N R -10.842 42.499 24.223 0.430 1.936 1.736 C19 EL1 12 EL1 C21 C10 C 0 1 N N N -11.966 43.413 24.662 0.928 3.008 2.740 C21 EL1 13 EL1 C24 C11 C 0 1 N N N -12.411 44.082 23.389 1.979 2.210 3.552 C24 EL1 14 EL1 N27 N2 N 0 1 N N N -11.146 44.290 22.672 2.629 1.330 2.565 N27 EL1 15 EL1 C28 C12 C 0 1 N N N -10.106 43.387 23.195 1.707 1.121 1.439 C28 EL1 16 EL1 C31 C13 C 0 1 N N N -10.820 45.189 21.717 3.865 0.804 2.675 C31 EL1 17 EL1 O32 O3 O 0 1 N N N -9.701 45.189 21.195 4.509 0.972 3.695 O32 EL1 18 EL1 C33 C14 C 0 1 Y N N -11.877 46.032 21.091 4.435 0.032 1.568 C33 EL1 19 EL1 C34 C15 C 0 1 Y N N -13.256 46.025 21.138 5.711 -0.454 1.514 C34 EL1 20 EL1 C36 C16 C 0 1 Y N N -13.859 46.954 20.260 5.981 -1.145 0.358 C36 EL1 21 EL1 C38 C17 C 0 1 Y N N -12.949 47.632 19.546 4.962 -1.224 -0.508 C38 EL1 22 EL1 BR BR1 BR 0 0 N N N -13.305 48.913 18.214 5.040 -2.111 -2.177 BR39 EL1 23 EL1 S40 S1 S 0 1 Y N N -11.324 47.204 19.937 3.583 -0.425 0.099 S40 EL1 24 EL1 C41 C18 C 0 1 Y N N -7.333 39.173 22.181 -2.497 -1.589 -0.237 C41 EL1 25 EL1 C42 C19 C 0 1 Y N N -6.371 38.563 22.985 -1.473 -2.506 -0.007 C42 EL1 26 EL1 C44 C20 C 0 1 Y N N -5.028 38.679 22.689 -1.778 -3.808 0.334 C44 EL1 27 EL1 C46 C21 C 0 1 Y N N -4.617 39.392 21.585 -3.098 -4.209 0.449 C46 EL1 28 EL1 C48 C22 C 0 1 Y N N -5.545 40.030 20.781 -4.123 -3.310 0.223 C48 EL1 29 EL1 C50 C23 C 0 1 Y N N -6.903 39.921 21.072 -3.832 -1.996 -0.115 C50 EL1 30 EL1 N51 N3 N 0 1 N N N -7.863 40.563 20.242 -4.864 -1.087 -0.342 N51 EL1 31 EL1 S53 S2 S 0 1 N N N -8.459 39.879 18.898 -6.259 -1.178 0.546 S53 EL1 32 EL1 C54 C24 C 0 1 N N N -7.183 39.926 17.707 -5.717 -0.958 2.263 C54 EL1 33 EL1 O58 O4 O 0 1 N N N -8.736 38.516 19.208 -7.021 -0.059 0.116 O58 EL1 34 EL1 O59 O5 O 0 1 N N N -9.530 40.719 18.464 -6.722 -2.505 0.335 O59 EL1 35 EL1 H1 H1 H 0 1 N N N -14.785 40.227 26.165 -2.136 6.039 -3.997 H1 EL1 36 EL1 H2 H2 H 0 1 N N N -15.381 39.706 24.553 -1.818 6.426 -2.289 H2 EL1 37 EL1 H3 H3 H 0 1 N N N -14.834 38.481 25.747 -0.496 5.850 -3.332 H3 EL1 38 EL1 H4 H4 H 0 1 N N N -12.670 40.250 25.219 -2.506 3.867 -3.266 H4 EL1 39 EL1 H5 H5 H 0 1 N N N -11.274 36.870 23.062 -2.980 2.138 -2.911 H5 EL1 40 EL1 H6 H6 H 0 1 N N N -8.932 36.966 22.364 -3.499 -0.167 -2.296 H6 EL1 41 EL1 H7 H7 H 0 1 N N N -8.940 41.199 22.882 -0.784 0.078 1.012 H7 EL1 42 EL1 H8 H8 H 0 1 N N N -10.180 42.254 25.067 -0.335 1.307 2.191 H8 EL1 43 EL1 H9 H9 H 0 1 N N N -11.605 44.156 25.388 1.391 3.847 2.220 H9 EL1 44 EL1 H10 H10 H 0 1 N N N -12.789 42.835 25.108 0.115 3.350 3.381 H10 EL1 45 EL1 H11 H11 H 0 1 N N N -12.910 45.040 23.598 2.708 2.887 3.997 H11 EL1 46 EL1 H12 H12 H 0 1 N N N -13.089 43.432 22.816 1.490 1.619 4.326 H12 EL1 47 EL1 H13 H13 H 0 1 N N N -9.681 42.774 22.386 1.460 0.063 1.354 H13 EL1 48 EL1 H14 H14 H 0 1 N N N -9.303 43.960 23.681 2.165 1.473 0.515 H14 EL1 49 EL1 H15 H15 H 0 1 N N N -13.822 45.371 21.785 6.435 -0.309 2.303 H15 EL1 50 EL1 H16 H16 H 0 1 N N N -14.926 47.100 20.174 6.945 -1.592 0.161 H16 EL1 51 EL1 H17 H17 H 0 1 N N N -6.680 37.993 23.849 -0.442 -2.198 -0.096 H17 EL1 52 EL1 H18 H18 H 0 1 N N N -4.295 38.208 23.327 -0.984 -4.518 0.512 H18 EL1 53 EL1 H19 H19 H 0 1 N N N -3.566 39.454 21.346 -3.329 -5.229 0.717 H19 EL1 54 EL1 H20 H20 H 0 1 N N N -5.218 40.610 19.931 -5.150 -3.628 0.319 H20 EL1 55 EL1 H21 H21 H 0 1 N N N -7.446 41.424 19.952 -4.765 -0.401 -1.021 H21 EL1 56 EL1 H22 H22 H 0 1 N N N -6.353 39.282 18.032 -6.582 -1.005 2.925 H22 EL1 57 EL1 H23 H23 H 0 1 N N N -7.569 39.567 16.742 -5.015 -1.749 2.526 H23 EL1 58 EL1 H24 H24 H 0 1 N N N -6.823 40.959 17.596 -5.230 0.011 2.369 H24 EL1 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 EL1 C54 S53 SING N N 1 EL1 BR C38 SING N N 2 EL1 O59 S53 DOUB N N 3 EL1 S53 O58 DOUB N N 4 EL1 S53 N51 SING N N 5 EL1 C38 S40 SING Y N 6 EL1 C38 C36 DOUB Y N 7 EL1 S40 C33 SING Y N 8 EL1 N51 C50 SING N N 9 EL1 C36 C34 SING Y N 10 EL1 C48 C50 DOUB Y N 11 EL1 C48 C46 SING Y N 12 EL1 C50 C41 SING Y N 13 EL1 C33 C34 DOUB Y N 14 EL1 C33 C31 SING N N 15 EL1 O32 C31 DOUB N N 16 EL1 C46 C44 DOUB Y N 17 EL1 C31 N27 SING N N 18 EL1 C41 C14 SING N N 19 EL1 C41 C42 DOUB Y N 20 EL1 C14 C12 DOUB Y N 21 EL1 C14 C15 SING Y N 22 EL1 C12 C10 SING Y N 23 EL1 N27 C28 SING N N 24 EL1 N27 C24 SING N N 25 EL1 C44 C42 SING Y N 26 EL1 C15 C17 DOUB Y N 27 EL1 C10 C09 DOUB Y N 28 EL1 C28 C19 SING N N 29 EL1 O08 C07 DOUB N N 30 EL1 C17 C09 SING Y N 31 EL1 C17 O18 SING N N 32 EL1 C24 C21 SING N N 33 EL1 C09 C07 SING N N 34 EL1 O18 C19 SING N N 35 EL1 C07 N05 SING N N 36 EL1 C19 C21 SING N N 37 EL1 N05 C01 SING N N 38 EL1 C01 H1 SING N N 39 EL1 C01 H2 SING N N 40 EL1 C01 H3 SING N N 41 EL1 N05 H4 SING N N 42 EL1 C10 H5 SING N N 43 EL1 C12 H6 SING N N 44 EL1 C15 H7 SING N N 45 EL1 C19 H8 SING N N 46 EL1 C21 H9 SING N N 47 EL1 C21 H10 SING N N 48 EL1 C24 H11 SING N N 49 EL1 C24 H12 SING N N 50 EL1 C28 H13 SING N N 51 EL1 C28 H14 SING N N 52 EL1 C34 H15 SING N N 53 EL1 C36 H16 SING N N 54 EL1 C42 H17 SING N N 55 EL1 C44 H18 SING N N 56 EL1 C46 H19 SING N N 57 EL1 C48 H20 SING N N 58 EL1 N51 H21 SING N N 59 EL1 C54 H22 SING N N 60 EL1 C54 H23 SING N N 61 EL1 C54 H24 SING N N 62 # 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 EL1 SMILES ACDLabs 12.01 "CNC(=O)c1ccc(cc1OC2CCN(C2)C(=O)c3ccc(s3)Br)c4ccccc4NS(=O)(C)=O" EL1 InChI InChI 1.03 "InChI=1S/C24H24BrN3O5S2/c1-26-23(29)18-8-7-15(17-5-3-4-6-19(17)27-35(2,31)32)13-20(18)33-16-11-12-28(14-16)24(30)21-9-10-22(25)34-21/h3-10,13,16,27H,11-12,14H2,1-2H3,(H,26,29)/t16-/m1/s1" EL1 InChIKey InChI 1.03 YDBFEELXWGATBW-MRXNPFEDSA-N EL1 SMILES_CANONICAL CACTVS 3.385 "CNC(=O)c1ccc(cc1O[C@@H]2CCN(C2)C(=O)c3sc(Br)cc3)c4ccccc4N[S](C)(=O)=O" EL1 SMILES CACTVS 3.385 "CNC(=O)c1ccc(cc1O[CH]2CCN(C2)C(=O)c3sc(Br)cc3)c4ccccc4N[S](C)(=O)=O" EL1 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CNC(=O)c1ccc(cc1O[C@@H]2CCN(C2)C(=O)c3ccc(s3)Br)c4ccccc4NS(=O)(=O)C" EL1 SMILES "OpenEye OEToolkits" 1.9.2 "CNC(=O)c1ccc(cc1OC2CCN(C2)C(=O)c3ccc(s3)Br)c4ccccc4NS(=O)(=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 EL1 "SYSTEMATIC NAME" ACDLabs 12.01 "3-({(3R)-1-[(5-bromothiophen-2-yl)carbonyl]pyrrolidin-3-yl}oxy)-N-methyl-2'-[(methylsulfonyl)amino]biphenyl-4-carboxamide" EL1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[(3R)-1-(5-bromanylthiophen-2-yl)carbonylpyrrolidin-3-yl]oxy-N-methyl-4-[2-(methylsulfonylamino)phenyl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EL1 "Create component" 2015-07-23 EBI EL1 "Initial release" 2015-08-12 RCSB #