data_E28 # _chem_comp.id E28 _chem_comp.name "4-{4-[4-(aminomethyl)-3-(trifluoromethyl)phenyl]-1H-pyrazol-5-yl}-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1H-pyrrole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 F3 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-10 _chem_comp.pdbx_modified_date 2012-09-14 _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 481.470 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E28 _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 4G6O _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 E28 O1 O1 O 0 1 N N N 14.592 4.033 17.983 1.137 -0.593 1.790 O1 E28 1 E28 C16 C16 C 0 1 N N N 15.265 4.640 17.146 1.646 0.238 1.061 C16 E28 2 E28 N5 N5 N 0 1 N N N 14.742 5.558 16.329 2.968 0.188 0.803 N5 E28 3 E28 C17 C17 C 0 1 N N N 13.311 5.811 16.254 3.791 -0.867 1.398 C17 E28 4 E28 C18 C18 C 0 1 Y N N 12.793 6.692 17.360 5.222 -0.698 0.954 C18 E28 5 E28 C25 C25 C 0 1 Y N N 11.510 6.503 17.877 6.092 0.079 1.696 C25 E28 6 E28 C24 C24 C 0 1 Y N N 11.017 7.295 18.903 7.403 0.233 1.296 C24 E28 7 E28 C23 C23 C 0 1 Y N N 11.840 8.277 19.426 7.861 -0.391 0.139 C23 E28 8 E28 O2 O2 O 0 1 N N N 11.553 9.182 20.420 9.100 -0.382 -0.426 O2 E28 9 E28 C22 C22 C 0 1 N N N 12.719 10.015 20.662 8.997 -0.792 -1.801 C22 E28 10 E28 C21 C21 C 0 1 N N N 13.832 9.550 19.730 7.744 -1.699 -1.795 C21 E28 11 E28 C20 C20 C 0 1 Y N N 13.118 8.483 18.947 6.976 -1.166 -0.601 C20 E28 12 E28 C19 C19 C 0 1 Y N N 13.584 7.700 17.904 5.670 -1.326 -0.195 C19 E28 13 E28 C14 C14 C 0 1 Y N N 16.703 4.346 16.970 0.820 1.291 0.460 C14 E28 14 E28 C13 C13 C 0 1 Y N N 17.619 4.797 16.052 -0.524 1.455 0.639 C13 E28 15 E28 N4 N4 N 0 1 Y N N 17.352 3.571 17.903 1.268 2.288 -0.378 N4 E28 16 E28 C15 C15 C 0 1 Y N N 18.674 3.537 17.609 0.226 3.069 -0.729 C15 E28 17 E28 C12 C12 C 0 1 Y N N 18.886 4.289 16.470 -0.909 2.582 -0.116 C12 E28 18 E28 C11 C11 C 0 1 Y N N 20.150 4.523 15.883 -2.274 3.139 -0.228 C11 E28 19 E28 N3 N3 N 0 1 Y N N 21.140 3.615 16.043 -2.624 4.452 -0.125 N3 E28 20 E28 N2 N2 N 0 1 Y N N 22.310 4.051 15.476 -4.010 4.546 -0.291 N2 E28 21 E28 C10 C10 C 0 1 Y N N 22.031 5.236 14.945 -4.499 3.351 -0.488 C10 E28 22 E28 C9 C9 C 0 1 Y N N 20.690 5.604 15.144 -3.441 2.425 -0.463 C9 E28 23 E28 C4 C4 C 0 1 Y N N 20.060 6.837 14.602 -3.552 0.958 -0.644 C4 E28 24 E28 C3 C3 C 0 1 Y N N 19.151 7.565 15.370 -4.400 0.214 0.174 C3 E28 25 E28 C5 C5 C 0 1 Y N N 20.367 7.288 13.326 -2.812 0.318 -1.638 C5 E28 26 E28 C6 C6 C 0 1 Y N N 19.786 8.439 12.831 -2.919 -1.048 -1.803 C6 E28 27 E28 C7 C7 C 0 1 Y N N 18.865 9.169 13.586 -3.759 -1.782 -0.984 C7 E28 28 E28 C8 C8 C 0 1 N N N 18.377 10.380 12.916 -3.872 -3.273 -1.170 C8 E28 29 E28 N1 N1 N 0 1 N N N 19.433 11.407 13.111 -5.090 -3.581 -1.931 N1 E28 30 E28 C2 C2 C 0 1 Y N N 18.533 8.713 14.870 -4.499 -1.152 -0.000 C2 E28 31 E28 C1 C1 C 0 1 N N N 17.528 9.384 15.783 -5.411 -1.959 0.887 C1 E28 32 E28 F1 F1 F 0 1 N N N 18.045 10.416 16.435 -6.048 -1.109 1.798 F1 E28 33 E28 F2 F2 F 0 1 N N N 17.016 8.559 16.696 -6.372 -2.606 0.103 F2 E28 34 E28 F3 F3 F 0 1 N N N 16.467 9.838 15.141 -4.660 -2.911 1.585 F3 E28 35 E28 H14 H14 H 0 1 N N N 15.356 6.091 15.747 3.374 0.851 0.222 H14 E28 36 E28 H16 H16 H 0 1 N N N 13.094 6.298 15.292 3.738 -0.799 2.485 H16 E28 37 E28 H15 H15 H 0 1 N N N 12.785 4.846 16.303 3.423 -1.841 1.076 H15 E28 38 E28 H23 H23 H 0 1 N N N 10.887 5.721 17.468 5.743 0.567 2.594 H23 E28 39 E28 H22 H22 H 0 1 N N N 10.017 7.149 19.284 8.076 0.841 1.882 H22 E28 40 E28 H20 H20 H 0 1 N N N 13.041 9.911 21.709 8.847 0.071 -2.450 H20 E28 41 E28 H21 H21 H 0 1 N N N 12.475 11.068 20.456 9.881 -1.352 -2.104 H21 E28 42 E28 H18 H18 H 0 1 N N N 14.684 9.138 20.291 7.170 -1.576 -2.714 H18 E28 43 E28 H19 H19 H 0 1 N N N 14.181 10.365 19.079 8.019 -2.743 -1.647 H19 E28 44 E28 H17 H17 H 0 1 N N N 14.574 7.874 17.508 4.995 -1.938 -0.775 H17 E28 45 E28 H12 H12 H 0 1 N N N 17.421 5.413 15.187 -1.170 0.837 1.244 H12 E28 46 E28 H5 H5 H 0 1 N N N 16.917 3.107 18.675 2.185 2.410 -0.668 H5 E28 47 E28 H13 H13 H 0 1 N N N 19.433 3.011 18.170 0.273 3.930 -1.379 H13 E28 48 E28 H4 H4 H 0 1 N N N 21.033 2.739 16.514 -2.018 5.192 0.036 H4 E28 49 E28 H11 H11 H 0 1 N N N 22.752 5.846 14.421 -5.541 3.114 -0.650 H11 E28 50 E28 H6 H6 H 0 1 N N N 18.921 7.234 16.372 -4.978 0.705 0.943 H6 E28 51 E28 H7 H7 H 0 1 N N N 21.065 6.735 12.716 -2.157 0.891 -2.278 H7 E28 52 E28 H8 H8 H 0 1 N N N 20.049 8.781 11.841 -2.347 -1.544 -2.572 H8 E28 53 E28 H9 H9 H 0 1 N N N 17.431 10.713 13.369 -3.001 -3.639 -1.714 H9 E28 54 E28 H10 H10 H 0 1 N N N 18.223 10.188 11.844 -3.920 -3.758 -0.194 H10 E28 55 E28 H1 H1 H 0 1 N N N 19.153 12.261 12.672 -5.099 -3.092 -2.813 H1 E28 56 E28 H2 H2 H 0 1 N N N 19.568 11.564 14.089 -5.189 -4.576 -2.068 H2 E28 57 # 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 E28 C6 C5 DOUB Y N 1 E28 C6 C7 SING Y N 2 E28 C8 N1 SING N N 3 E28 C8 C7 SING N N 4 E28 C5 C4 SING Y N 5 E28 C7 C2 DOUB Y N 6 E28 C4 C9 SING N N 7 E28 C4 C3 DOUB Y N 8 E28 C2 C3 SING Y N 9 E28 C2 C1 SING N N 10 E28 C10 C9 SING Y N 11 E28 C10 N2 DOUB Y N 12 E28 F3 C1 SING N N 13 E28 C9 C11 DOUB Y N 14 E28 N2 N3 SING Y N 15 E28 C1 F1 SING N N 16 E28 C1 F2 SING N N 17 E28 C11 N3 SING Y N 18 E28 C11 C12 SING N N 19 E28 C13 C12 SING Y N 20 E28 C13 C14 DOUB Y N 21 E28 C17 N5 SING N N 22 E28 C17 C18 SING N N 23 E28 N5 C16 SING N N 24 E28 C12 C15 DOUB Y N 25 E28 C14 C16 SING N N 26 E28 C14 N4 SING Y N 27 E28 C16 O1 DOUB N N 28 E28 C18 C25 DOUB Y N 29 E28 C18 C19 SING Y N 30 E28 C15 N4 SING Y N 31 E28 C25 C24 SING Y N 32 E28 C19 C20 DOUB Y N 33 E28 C24 C23 DOUB Y N 34 E28 C20 C23 SING Y N 35 E28 C20 C21 SING N N 36 E28 C23 O2 SING N N 37 E28 C21 C22 SING N N 38 E28 O2 C22 SING N N 39 E28 N5 H14 SING N N 40 E28 C17 H16 SING N N 41 E28 C17 H15 SING N N 42 E28 C25 H23 SING N N 43 E28 C24 H22 SING N N 44 E28 C22 H20 SING N N 45 E28 C22 H21 SING N N 46 E28 C21 H18 SING N N 47 E28 C21 H19 SING N N 48 E28 C19 H17 SING N N 49 E28 C13 H12 SING N N 50 E28 N4 H5 SING N N 51 E28 C15 H13 SING N N 52 E28 N3 H4 SING N N 53 E28 C10 H11 SING N N 54 E28 C3 H6 SING N N 55 E28 C5 H7 SING N N 56 E28 C6 H8 SING N N 57 E28 C8 H9 SING N N 58 E28 C8 H10 SING N N 59 E28 N1 H1 SING N N 60 E28 N1 H2 SING N N 61 # 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 E28 SMILES ACDLabs 12.01 "FC(F)(F)c1c(ccc(c1)c2cnnc2c3cc(nc3)C(=O)NCc5cc4c(OCC4)cc5)CN" E28 InChI InChI 1.03 "InChI=1S/C25H22F3N5O2/c26-25(27,28)20-8-15(2-3-17(20)10-29)19-13-32-33-23(19)18-9-21(30-12-18)24(34)31-11-14-1-4-22-16(7-14)5-6-35-22/h1-4,7-9,12-13,30H,5-6,10-11,29H2,(H,31,34)(H,32,33)" E28 InChIKey InChI 1.03 DLMAYQISDQVCSC-UHFFFAOYSA-N E28 SMILES_CANONICAL CACTVS 3.370 "NCc1ccc(cc1C(F)(F)F)c2cn[nH]c2c3c[nH]c(c3)C(=O)NCc4ccc5OCCc5c4" E28 SMILES CACTVS 3.370 "NCc1ccc(cc1C(F)(F)F)c2cn[nH]c2c3c[nH]c(c3)C(=O)NCc4ccc5OCCc5c4" E28 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc2c(cc1CNC(=O)c3cc(c[nH]3)c4c(cn[nH]4)c5ccc(c(c5)C(F)(F)F)CN)CCO2" E28 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc2c(cc1CNC(=O)c3cc(c[nH]3)c4c(cn[nH]4)c5ccc(c(c5)C(F)(F)F)CN)CCO2" # 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 E28 "SYSTEMATIC NAME" ACDLabs 12.01 "4-{4-[4-(aminomethyl)-3-(trifluoromethyl)phenyl]-1H-pyrazol-5-yl}-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1H-pyrrole-2-carboxamide" E28 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[4-[4-(aminomethyl)-3-(trifluoromethyl)phenyl]-1H-pyrazol-5-yl]-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-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 E28 "Create component" 2012-08-10 RCSB E28 "Initial release" 2012-09-14 RCSB #