data_K4E # _chem_comp.id K4E _chem_comp.name "N~2~-(5-chloro-2-methoxyphenyl)-N-[trans-4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)cyclohexyl]glycinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 Cl N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-25 _chem_comp.pdbx_modified_date 2013-05-31 _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 428.912 _chem_comp.one_letter_code ? _chem_comp.three_letter_code K4E _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 4K4E _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 K4E N1 N1 N 0 1 N N N -5.581 44.277 26.772 -3.822 0.609 0.000 N1 K4E 1 K4E C1 C1 C 0 1 Y N N -6.033 44.630 28.036 -5.188 0.321 -0.094 C1 K4E 2 K4E C2 C2 C 0 1 Y N N -5.193 44.445 29.182 -5.637 -0.982 0.065 C2 K4E 3 K4E C3 C3 C 0 1 Y N N -5.785 44.805 30.449 -6.988 -1.263 -0.029 C3 K4E 4 K4E C4 C4 C 0 1 Y N N -7.116 45.316 30.617 -7.893 -0.248 -0.281 C4 K4E 5 K4E C5 C5 C 0 1 Y N N -7.967 45.513 29.480 -7.452 1.053 -0.441 C5 K4E 6 K4E C6 C6 C 0 1 Y N N -7.396 45.157 28.192 -6.101 1.344 -0.343 C6 K4E 7 K4E O1 O1 O 0 1 N N N -8.160 45.292 27.008 -5.667 2.624 -0.495 O1 K4E 8 K4E C7 C7 C 0 1 N N N -9.381 44.500 26.941 -6.660 3.620 -0.747 C7 K4E 9 K4E CL1 CL1 CL 0 0 N N N -4.958 44.699 32.007 -7.548 -2.894 0.170 CL1 K4E 10 K4E C8 C8 C 0 1 N N N -4.622 43.187 26.594 -2.862 -0.468 0.256 C8 K4E 11 K4E C9 C9 C 0 1 N N N -5.281 41.855 26.724 -1.469 0.103 0.311 C9 K4E 12 K4E O2 O2 O 0 1 N N N -4.657 40.847 26.530 -1.294 1.293 0.153 O2 K4E 13 K4E N2 N2 N 0 1 N N N -6.548 41.858 27.046 -0.416 -0.708 0.536 N2 K4E 14 K4E C10 C10 C 0 1 N N N -7.356 40.649 27.003 0.938 -0.153 0.590 C10 K4E 15 K4E C11 C11 C 0 1 N N N -7.828 40.313 28.457 1.831 -1.066 1.434 C11 K4E 16 K4E C12 C12 C 0 1 N N N -8.868 39.205 28.532 3.245 -0.486 1.490 C12 K4E 17 K4E C13 C13 C 0 1 N N N -8.587 40.902 26.056 1.506 -0.054 -0.827 C13 K4E 18 K4E C14 C14 C 0 1 N N N -9.724 39.838 26.183 2.921 0.526 -0.771 C14 K4E 19 K4E C15 C15 C 0 1 N N N -10.067 39.491 27.654 3.813 -0.387 0.073 C15 K4E 20 K4E N3 N3 N 0 1 N N N -11.019 38.344 27.688 5.167 0.168 0.127 N3 K4E 21 K4E C16 C16 C 0 1 N N N -10.976 37.106 27.162 5.506 1.373 0.624 C16 K4E 22 K4E O3 O3 O 0 1 N N N -10.089 36.648 26.522 4.728 2.177 1.102 O3 K4E 23 K4E N4 N4 N 0 1 N N N -12.064 36.393 27.412 6.835 1.552 0.512 N4 K4E 24 K4E C17 C17 C 0 1 Y N N -12.884 37.215 28.105 7.383 0.417 -0.083 C17 K4E 25 K4E C18 C18 C 0 1 Y N N -12.225 38.452 28.306 6.325 -0.463 -0.322 C18 K4E 26 K4E C19 C19 C 0 1 Y N N -12.832 39.551 29.003 6.571 -1.694 -0.909 C19 K4E 27 K4E C20 C20 C 0 1 Y N N -14.174 39.334 29.497 7.862 -2.047 -1.252 C20 K4E 28 K4E C21 C21 C 0 1 Y N N -14.834 38.063 29.280 8.911 -1.176 -1.012 C21 K4E 29 K4E C22 C22 C 0 1 Y N N -14.207 36.964 28.577 8.674 0.056 -0.435 C22 K4E 30 K4E H1 H1 H 0 1 N N N -5.158 45.095 26.382 -3.509 1.521 -0.107 H1 K4E 31 K4E H2 H2 H 0 1 N N N -4.186 44.063 29.104 -4.932 -1.776 0.261 H2 K4E 32 K4E H3 H3 H 0 1 N N N -7.479 45.554 31.606 -8.947 -0.472 -0.353 H3 K4E 33 K4E H4 H4 H 0 1 N N N -8.970 45.902 29.575 -8.161 1.843 -0.638 H4 K4E 34 K4E H5 H5 H 0 1 N N N -9.887 44.686 25.982 -7.189 3.379 -1.669 H5 K4E 35 K4E H6 H6 H 0 1 N N N -9.130 43.432 27.022 -7.366 3.647 0.082 H6 K4E 36 K4E H7 H7 H 0 1 N N N -10.048 44.784 27.768 -6.180 4.594 -0.847 H7 K4E 37 K4E H8 H8 H 0 1 N N N -3.836 43.273 27.359 -3.097 -0.946 1.207 H8 K4E 38 K4E H9 H9 H 0 1 N N N -4.171 43.267 25.594 -2.921 -1.205 -0.546 H9 K4E 39 K4E H10 H10 H 0 1 N N N -6.974 42.717 27.330 -0.556 -1.660 0.663 H10 K4E 40 K4E H11 H11 H 0 1 N N N -6.770 39.805 26.611 0.907 0.840 1.039 H11 K4E 41 K4E H12 H12 H 0 1 N N N -6.950 40.003 29.042 1.426 -1.137 2.444 H12 K4E 42 K4E H13 H13 H 0 1 N N N -8.260 41.223 28.899 1.862 -2.059 0.985 H13 K4E 43 K4E H14 H14 H 0 1 N N N -9.207 39.106 29.574 3.214 0.507 1.939 H14 K4E 44 K4E H15 H15 H 0 1 N N N -8.406 38.262 28.205 3.881 -1.137 2.091 H15 K4E 45 K4E H16 H16 H 0 1 N N N -8.228 40.900 25.016 1.538 -1.047 -1.276 H16 K4E 46 K4E H17 H17 H 0 1 N N N -9.010 41.889 26.296 0.870 0.596 -1.428 H17 K4E 47 K4E H18 H18 H 0 1 N N N -10.628 40.231 25.696 3.325 0.597 -1.781 H18 K4E 48 K4E H19 H19 H 0 1 N N N -9.402 38.919 25.672 2.889 1.519 -0.322 H19 K4E 49 K4E H20 H20 H 0 1 N N N -10.583 40.365 28.078 3.844 -1.380 -0.376 H20 K4E 50 K4E H21 H21 H 0 1 N N N -12.242 35.446 27.144 7.328 2.338 0.796 H21 K4E 51 K4E H22 H22 H 0 1 N N N -12.315 40.488 29.150 5.755 -2.376 -1.098 H22 K4E 52 K4E H23 H23 H 0 1 N N N -14.686 40.122 30.029 8.054 -3.006 -1.710 H23 K4E 53 K4E H24 H24 H 0 1 N N N -15.837 37.930 29.659 9.917 -1.458 -1.283 H24 K4E 54 K4E H25 H25 H 0 1 N N N -14.706 36.019 28.420 9.495 0.733 -0.248 H25 K4E 55 # 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 K4E C13 C14 SING N N 1 K4E C13 C10 SING N N 2 K4E C14 C15 SING N N 3 K4E O3 C16 DOUB N N 4 K4E O2 C9 DOUB N N 5 K4E C8 C9 SING N N 6 K4E C8 N1 SING N N 7 K4E C9 N2 SING N N 8 K4E N1 C1 SING N N 9 K4E C7 O1 SING N N 10 K4E C10 N2 SING N N 11 K4E C10 C11 SING N N 12 K4E O1 C6 SING N N 13 K4E C16 N4 SING N N 14 K4E C16 N3 SING N N 15 K4E N4 C17 SING N N 16 K4E C15 N3 SING N N 17 K4E C15 C12 SING N N 18 K4E N3 C18 SING N N 19 K4E C1 C6 DOUB Y N 20 K4E C1 C2 SING Y N 21 K4E C17 C18 DOUB Y N 22 K4E C17 C22 SING Y N 23 K4E C6 C5 SING Y N 24 K4E C18 C19 SING Y N 25 K4E C11 C12 SING N N 26 K4E C22 C21 DOUB Y N 27 K4E C19 C20 DOUB Y N 28 K4E C2 C3 DOUB Y N 29 K4E C21 C20 SING Y N 30 K4E C5 C4 DOUB Y N 31 K4E C3 C4 SING Y N 32 K4E C3 CL1 SING N N 33 K4E N1 H1 SING N N 34 K4E C2 H2 SING N N 35 K4E C4 H3 SING N N 36 K4E C5 H4 SING N N 37 K4E C7 H5 SING N N 38 K4E C7 H6 SING N N 39 K4E C7 H7 SING N N 40 K4E C8 H8 SING N N 41 K4E C8 H9 SING N N 42 K4E N2 H10 SING N N 43 K4E C10 H11 SING N N 44 K4E C11 H12 SING N N 45 K4E C11 H13 SING N N 46 K4E C12 H14 SING N N 47 K4E C12 H15 SING N N 48 K4E C13 H16 SING N N 49 K4E C13 H17 SING N N 50 K4E C14 H18 SING N N 51 K4E C14 H19 SING N N 52 K4E C15 H20 SING N N 53 K4E N4 H21 SING N N 54 K4E C19 H22 SING N N 55 K4E C20 H23 SING N N 56 K4E C21 H24 SING N N 57 K4E C22 H25 SING N N 58 # 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 K4E SMILES ACDLabs 12.01 "Clc1cc(c(OC)cc1)NCC(=O)NC4CCC(N3c2ccccc2NC3=O)CC4" K4E InChI InChI 1.03 "InChI=1S/C22H25ClN4O3/c1-30-20-11-6-14(23)12-18(20)24-13-21(28)25-15-7-9-16(10-8-15)27-19-5-3-2-4-17(19)26-22(27)29/h2-6,11-12,15-16,24H,7-10,13H2,1H3,(H,25,28)(H,26,29)/t15-,16-" K4E InChIKey InChI 1.03 ACLPRRFIFVCSJV-WKILWMFISA-N K4E SMILES_CANONICAL CACTVS 3.370 "COc1ccc(Cl)cc1NCC(=O)N[C@H]2CC[C@@H](CC2)N3C(=O)Nc4ccccc34" K4E SMILES CACTVS 3.370 "COc1ccc(Cl)cc1NCC(=O)N[CH]2CC[CH](CC2)N3C(=O)Nc4ccccc34" K4E SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1NCC(=O)NC2CCC(CC2)N3c4ccccc4NC3=O)Cl" K4E SMILES "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1NCC(=O)NC2CCC(CC2)N3c4ccccc4NC3=O)Cl" # 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 K4E "SYSTEMATIC NAME" ACDLabs 12.01 "N~2~-(5-chloro-2-methoxyphenyl)-N-[trans-4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)cyclohexyl]glycinamide" K4E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(5-chloranyl-2-methoxy-phenyl)amino]-N-[4-(2-oxidanylidene-3H-benzimidazol-1-yl)cyclohexyl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site K4E "Create component" 2013-04-25 RCSB K4E "Initial release" 2013-06-05 RCSB #