data_KRJ # _chem_comp.id KRJ _chem_comp.name "4-cyano-N-(2-cyclohex-1-en-1-yl-4-piperidin-4-ylphenyl)-1H-imidazole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-11-25 _chem_comp.pdbx_modified_date 2011-06-04 _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 375.467 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KRJ _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 3KRJ _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 KRJ N01 N01 N 0 1 N N N 7.768 24.779 4.476 -7.487 0.011 1.030 N01 KRJ 1 KRJ C02 C02 C 0 1 N N N 8.175 25.181 5.483 -6.554 -0.540 0.689 C02 KRJ 2 KRJ C03 C03 C 0 1 Y N N 8.664 25.685 6.723 -5.378 -1.235 0.260 C03 KRJ 3 KRJ C04 C04 C 0 1 Y N N 9.685 25.197 7.511 -5.332 -2.511 -0.269 C04 KRJ 4 KRJ N05 N05 N 0 1 Y N N 9.752 26.048 8.601 -4.037 -2.777 -0.536 N05 KRJ 5 KRJ C06 C06 C 0 1 Y N N 8.816 26.984 8.453 -3.307 -1.678 -0.174 C06 KRJ 6 KRJ N07 N07 N 0 1 Y N N 8.115 26.819 7.334 -4.122 -0.763 0.295 N07 KRJ 7 KRJ C08 C08 C 0 1 N N N 8.633 28.006 9.517 -1.843 -1.543 -0.296 C08 KRJ 8 KRJ O09 O09 O 0 1 N N N 9.209 27.879 10.601 -1.184 -2.457 -0.751 O09 KRJ 9 KRJ N10 N10 N 0 1 N N N 7.833 29.014 9.155 -1.237 -0.405 0.097 N10 KRJ 10 KRJ C11 C11 C 0 1 Y N N 7.374 30.096 9.944 0.156 -0.318 0.090 C11 KRJ 11 KRJ C12 C12 C 0 1 Y N N 7.578 30.039 11.334 0.926 -1.468 0.191 C12 KRJ 12 KRJ C13 C13 C 0 1 Y N N 7.103 31.048 12.163 2.305 -1.380 0.184 C13 KRJ 13 KRJ C14 C14 C 0 1 Y N N 6.409 32.157 11.649 2.927 -0.148 0.077 C14 KRJ 14 KRJ C15 C15 C 0 1 Y N N 6.193 32.233 10.243 2.176 1.005 -0.024 C15 KRJ 15 KRJ C16 C16 C 0 1 Y N N 6.661 31.195 9.381 0.783 0.930 -0.025 C16 KRJ 16 KRJ C17 C17 C 0 1 N N N 6.446 31.299 7.914 -0.027 2.160 -0.139 C17 KRJ 17 KRJ C18 C18 C 0 1 N N N 5.706 30.375 7.256 -0.615 2.408 -1.285 C18 KRJ 18 KRJ C19 C19 C 0 1 N N N 5.500 30.335 5.747 -1.458 3.621 -1.547 C19 KRJ 19 KRJ C20 C20 C 0 1 N N N 6.653 31.007 4.987 -1.875 4.268 -0.224 C20 KRJ 20 KRJ C21 C21 C 0 1 N N N 6.974 32.366 5.618 -0.625 4.439 0.649 C21 KRJ 21 KRJ C22 C22 C 0 1 N N N 7.345 32.236 7.111 -0.133 3.050 1.065 C22 KRJ 22 KRJ C23 C23 C 0 1 N N N 5.964 33.170 12.724 4.432 -0.065 0.072 C23 KRJ 23 KRJ C24 C24 C 0 1 N N N 4.462 33.015 13.103 4.984 -0.864 -1.112 C24 KRJ 24 KRJ C25 C25 C 0 1 N N N 3.738 34.324 13.451 6.513 -0.827 -1.078 C25 KRJ 25 KRJ N26 N26 N 0 1 N N N 4.673 35.155 14.195 6.989 -1.401 0.187 N26 KRJ 26 KRJ C27 C27 C 0 1 N N N 5.546 35.739 13.188 6.511 -0.623 1.337 C27 KRJ 27 KRJ C28 C28 C 0 1 N N N 6.454 34.640 12.590 4.981 -0.653 1.374 C28 KRJ 28 KRJ HN05 HN05 H 0 0 N N N 10.392 25.973 9.366 -3.688 -3.599 -0.915 HN05 KRJ 29 KRJ H04 H04 H 0 1 N N N 10.303 24.332 7.318 -6.173 -3.168 -0.436 H04 KRJ 30 KRJ HN10 HN10 H 0 0 N N N 7.519 29.002 8.206 -1.769 0.354 0.385 HN10 KRJ 31 KRJ H12 H12 H 0 1 N N N 8.110 29.202 11.762 0.448 -2.432 0.275 H12 KRJ 32 KRJ H13 H13 H 0 1 N N N 7.271 30.978 13.228 2.901 -2.277 0.264 H13 KRJ 33 KRJ H15 H15 H 0 1 N N N 5.672 33.082 9.826 2.666 1.964 -0.107 H15 KRJ 34 KRJ H18 H18 H 0 1 N N N 5.225 29.608 7.846 -0.484 1.697 -2.088 H18 KRJ 35 KRJ H19 H19 H 0 1 N N N 4.566 30.864 5.506 -0.887 4.339 -2.136 H19 KRJ 36 KRJ H19A H19A H 0 0 N N N 5.437 29.284 5.430 -2.349 3.329 -2.102 H19A KRJ 37 KRJ H20 H20 H 0 1 N N N 6.360 31.154 3.937 -2.322 5.243 -0.418 H20 KRJ 38 KRJ H20A H20A H 0 0 N N N 7.544 30.364 5.036 -2.596 3.629 0.285 H20A KRJ 39 KRJ H21 H21 H 0 1 N N N 6.088 33.012 5.531 0.151 4.951 0.080 H21 KRJ 40 KRJ H21A H21A H 0 0 N N N 7.825 32.811 5.081 -0.876 5.019 1.537 H21A KRJ 41 KRJ H22 H22 H 0 1 N N N 8.372 31.846 7.169 -0.833 2.618 1.780 H22 KRJ 42 KRJ H22A H22A H 0 0 N N N 7.275 33.237 7.562 0.848 3.139 1.531 H22A KRJ 43 KRJ H23 H23 H 0 1 N N N 6.552 32.863 13.602 4.739 0.977 -0.017 H23 KRJ 44 KRJ H24 H24 H 0 1 N N N 3.945 32.568 12.241 4.643 -1.897 -1.045 H24 KRJ 45 KRJ H24A H24A H 0 0 N N N 4.407 32.360 13.985 4.630 -0.424 -2.045 H24A KRJ 46 KRJ H25 H25 H 0 1 N N N 2.848 34.114 14.063 6.909 -1.407 -1.911 H25 KRJ 47 KRJ H25A H25A H 0 0 N N N 3.422 34.839 12.531 6.854 0.205 -1.159 H25A KRJ 48 KRJ HN26 HN26 H 0 0 N N N 4.191 35.866 14.706 6.720 -2.370 0.269 HN26 KRJ 49 KRJ H27 H27 H 0 1 N N N 4.936 36.185 12.389 6.905 -1.054 2.257 H27 KRJ 50 KRJ H27A H27A H 0 0 N N N 6.170 36.517 13.651 6.851 0.409 1.244 H27A KRJ 51 KRJ H28 H28 H 0 1 N N N 7.423 34.705 13.107 4.626 -0.063 2.219 H28 KRJ 52 KRJ H28A H28A H 0 0 N N N 6.550 34.851 11.515 4.641 -1.683 1.481 H28A KRJ 53 # 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 KRJ N01 C02 TRIP N N 1 KRJ C02 C03 SING N N 2 KRJ C03 N07 SING Y N 3 KRJ C03 C04 DOUB Y N 4 KRJ H04 C04 SING N N 5 KRJ C04 N05 SING Y N 6 KRJ C06 N05 SING Y N 7 KRJ N05 HN05 SING N N 8 KRJ N07 C06 DOUB Y N 9 KRJ C06 C08 SING N N 10 KRJ N10 C08 SING N N 11 KRJ C08 O09 DOUB N N 12 KRJ HN10 N10 SING N N 13 KRJ N10 C11 SING N N 14 KRJ C16 C11 DOUB Y N 15 KRJ C11 C12 SING Y N 16 KRJ C12 H12 SING N N 17 KRJ C12 C13 DOUB Y N 18 KRJ C14 C13 SING Y N 19 KRJ C13 H13 SING N N 20 KRJ C15 C14 DOUB Y N 21 KRJ C14 C23 SING N N 22 KRJ C16 C15 SING Y N 23 KRJ H15 C15 SING N N 24 KRJ C17 C16 SING N N 25 KRJ C22 C17 SING N N 26 KRJ C18 C17 DOUB N N 27 KRJ C19 C18 SING N N 28 KRJ C18 H18 SING N N 29 KRJ C20 C19 SING N N 30 KRJ H19A C19 SING N N 31 KRJ H19 C19 SING N N 32 KRJ H20A C20 SING N N 33 KRJ C20 H20 SING N N 34 KRJ C20 C21 SING N N 35 KRJ H21A C21 SING N N 36 KRJ H21 C21 SING N N 37 KRJ C21 C22 SING N N 38 KRJ C22 H22A SING N N 39 KRJ C22 H22 SING N N 40 KRJ C28 C23 SING N N 41 KRJ C23 C24 SING N N 42 KRJ C23 H23 SING N N 43 KRJ H24 C24 SING N N 44 KRJ C24 C25 SING N N 45 KRJ C24 H24A SING N N 46 KRJ H25A C25 SING N N 47 KRJ C25 H25 SING N N 48 KRJ C25 N26 SING N N 49 KRJ C27 N26 SING N N 50 KRJ N26 HN26 SING N N 51 KRJ H27 C27 SING N N 52 KRJ C28 C27 SING N N 53 KRJ C27 H27A SING N N 54 KRJ H28 C28 SING N N 55 KRJ C28 H28A SING N N 56 # 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 KRJ SMILES_CANONICAL CACTVS 3.352 "O=C(Nc1ccc(cc1C2=CCCCC2)C3CCNCC3)c4[nH]cc(n4)C#N" KRJ SMILES CACTVS 3.352 "O=C(Nc1ccc(cc1C2=CCCCC2)C3CCNCC3)c4[nH]cc(n4)C#N" KRJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(c(cc1C2CCNCC2)C3=CCCCC3)NC(=O)c4[nH]cc(n4)C#N" KRJ SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(c(cc1C2CCNCC2)C3=CCCCC3)NC(=O)c4[nH]cc(n4)C#N" KRJ InChI InChI 1.03 "InChI=1S/C22H25N5O/c23-13-18-14-25-21(26-18)22(28)27-20-7-6-17(15-8-10-24-11-9-15)12-19(20)16-4-2-1-3-5-16/h4,6-7,12,14-15,24H,1-3,5,8-11H2,(H,25,26)(H,27,28)" KRJ InChIKey InChI 1.03 XPCQXAQALLRVJQ-UHFFFAOYSA-N # 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 KRJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "4-cyano-N-(2-cyclohexen-1-yl-4-piperidin-4-yl-phenyl)-1H-imidazole-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 KRJ "Create component" 2009-11-25 RCSB KRJ "Modify aromatic_flag" 2011-06-04 RCSB KRJ "Modify descriptor" 2011-06-04 RCSB #