data_KRL # _chem_comp.id KRL _chem_comp.name "5-cyano-N-[4-(4-methylpiperazin-1-yl)-2-piperidin-1-ylphenyl]furan-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H27 N5 O2" _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 393.482 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KRL _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 3KRL _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 KRL C01 C01 C 0 1 N N N 8.166 -10.187 -15.259 -6.411 1.781 1.375 C01 KRL 1 KRL N02 N02 N 0 1 N N N 8.968 -10.669 -14.088 -6.599 0.965 0.169 N02 KRL 2 KRL C03 C03 C 0 1 N N N 8.289 -11.225 -12.910 -5.989 1.608 -1.003 C03 KRL 3 KRL C04 C04 C 0 1 N N N 9.015 -12.324 -12.042 -4.473 1.686 -0.808 C04 KRL 4 KRL N05 N05 N 0 1 N N N 10.440 -12.683 -12.240 -3.937 0.331 -0.615 N05 KRL 5 KRL C06 C06 C 0 1 N N N 11.118 -12.005 -13.381 -4.547 -0.313 0.557 C06 KRL 6 KRL C07 C07 C 0 1 N N N 10.399 -10.920 -14.273 -6.063 -0.390 0.361 C07 KRL 7 KRL C08 C08 C 0 1 Y N N 11.089 -13.767 -11.406 -2.542 0.355 -0.505 C08 KRL 8 KRL C09 C09 C 0 1 Y N N 11.619 -14.962 -11.914 -1.861 1.563 -0.576 C09 KRL 9 KRL C10 C10 C 0 1 Y N N 12.289 -15.930 -11.136 -0.484 1.590 -0.468 C10 KRL 10 KRL C11 C11 C 0 1 Y N N 12.506 -15.805 -9.749 0.222 0.410 -0.287 C11 KRL 11 KRL N12 N12 N 0 1 N N N 13.237 -16.734 -8.905 1.620 0.439 -0.176 N12 KRL 12 KRL C13 C13 C 0 1 N N N 13.755 -18.027 -9.108 2.240 1.557 0.251 C13 KRL 13 KRL O14 O14 O 0 1 N N N 13.583 -18.695 -10.125 1.584 2.507 0.636 O14 KRL 14 KRL C15 C15 C 0 1 Y N N 14.552 -18.733 -8.030 3.708 1.629 0.251 C15 KRL 15 KRL C16 C16 C 0 1 Y N N 14.894 -20.065 -7.873 4.453 2.700 0.657 C16 KRL 16 KRL C17 C17 C 0 1 Y N N 15.648 -20.151 -6.646 5.798 2.348 0.494 C17 KRL 17 KRL C18 C18 C 0 1 Y N N 15.696 -18.862 -6.151 5.816 1.066 -0.010 C18 KRL 18 KRL C19 C19 C 0 1 N N N 16.248 -18.208 -5.022 6.986 0.306 -0.330 C19 KRL 19 KRL N20 N20 N 0 1 N N N 16.685 -17.652 -4.104 7.915 -0.297 -0.584 N20 KRL 20 KRL O21 O21 O 0 1 Y N N 15.029 -17.991 -6.983 4.543 0.650 -0.143 O21 KRL 21 KRL C22 C22 C 0 1 Y N N 11.993 -14.589 -9.189 -0.459 -0.805 -0.214 C22 KRL 22 KRL C23 C23 C 0 1 Y N N 11.316 -13.634 -10.004 -1.841 -0.829 -0.318 C23 KRL 23 KRL N24 N24 N 0 1 N N N 12.183 -14.465 -7.729 0.251 -1.997 -0.031 N24 KRL 24 KRL C25 C25 C 0 1 N N N 13.210 -13.453 -7.384 0.025 -2.921 -1.150 C25 KRL 25 KRL C26 C26 C 0 1 N N N 13.506 -13.216 -5.891 0.926 -4.147 -0.990 C26 KRL 26 KRL C27 C27 C 0 1 N N N 12.601 -13.984 -4.944 0.608 -4.838 0.339 C27 KRL 27 KRL C28 C28 C 0 1 N N N 12.545 -15.433 -5.382 0.805 -3.840 1.484 C28 KRL 28 KRL C29 C29 C 0 1 N N N 11.770 -15.478 -6.714 -0.093 -2.622 1.252 C29 KRL 29 KRL H01 H01 H 0 1 N N N 7.118 -10.049 -14.954 -6.876 2.757 1.230 H01 KRL 30 KRL H01A H01A H 0 0 N N N 8.574 -9.229 -15.613 -6.872 1.282 2.227 H01A KRL 31 KRL H01B H01B H 0 0 N N N 8.217 -10.930 -16.069 -5.345 1.912 1.564 H01B KRL 32 KRL H03 H03 H 0 1 N N N 8.098 -10.377 -12.236 -6.211 1.024 -1.896 H03 KRL 33 KRL H03A H03A H 0 0 N N N 7.361 -11.687 -13.279 -6.392 2.614 -1.117 H03A KRL 34 KRL H04 H04 H 0 1 N N N 8.454 -13.253 -12.220 -4.015 2.136 -1.688 H04 KRL 35 KRL H04A H04A H 0 0 N N N 8.947 -11.967 -11.004 -4.250 2.293 0.070 H04A KRL 36 KRL H06 H06 H 0 1 N N N 11.985 -11.491 -12.940 -4.143 -1.319 0.671 H06 KRL 37 KRL H06A H06A H 0 0 N N N 11.398 -12.812 -14.074 -4.325 0.272 1.449 H06A KRL 38 KRL H07 H07 H 0 1 N N N 10.908 -9.967 -14.069 -6.521 -0.841 1.242 H07 KRL 39 KRL H07A H07A H 0 0 N N N 10.522 -11.247 -15.316 -6.286 -0.997 -0.516 H07A KRL 40 KRL H09 H09 H 0 1 N N N 11.507 -15.154 -12.971 -2.409 2.483 -0.717 H09 KRL 41 KRL H10 H10 H 0 1 N N N 12.656 -16.817 -11.631 0.044 2.531 -0.525 H10 KRL 42 KRL HN12 HN12 H 0 0 N N N 13.409 -16.380 -7.985 2.141 -0.346 -0.407 HN12 KRL 43 KRL H16 H16 H 0 1 N N N 14.646 -20.879 -8.538 4.077 3.640 1.033 H16 KRL 44 KRL H17 H17 H 0 1 N N N 16.083 -21.037 -6.207 6.656 2.964 0.718 H17 KRL 45 KRL H23 H23 H 0 1 N N N 10.947 -12.741 -9.522 -2.371 -1.768 -0.257 H23 KRL 46 KRL H25 H25 H 0 1 N N N 14.151 -13.784 -7.847 -1.019 -3.235 -1.156 H25 KRL 47 KRL H25A H25A H 0 0 N N N 12.863 -12.494 -7.796 0.258 -2.418 -2.089 H25A KRL 48 KRL H26 H26 H 0 1 N N N 13.376 -12.143 -5.687 0.747 -4.840 -1.813 H26 KRL 49 KRL H26A H26A H 0 0 N N N 14.542 -13.531 -5.698 1.970 -3.835 -0.998 H26A KRL 50 KRL H27 H27 H 0 1 N N N 11.590 -13.552 -4.967 -0.425 -5.185 0.331 H27 KRL 51 KRL H27A H27A H 0 0 N N N 13.000 -13.922 -3.921 1.276 -5.688 0.477 H27A KRL 52 KRL H28 H28 H 0 1 N N N 12.031 -16.040 -4.622 0.539 -4.313 2.429 H28 KRL 53 KRL H28A H28A H 0 0 N N N 13.562 -15.828 -5.520 1.847 -3.524 1.515 H28A KRL 54 KRL H29 H29 H 0 1 N N N 11.927 -16.473 -7.156 0.056 -1.903 2.058 H29 KRL 55 KRL H29A H29A H 0 0 N N N 10.708 -15.305 -6.486 -1.136 -2.938 1.234 H29A KRL 56 # 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 KRL H01 C01 SING N N 1 KRL H01A C01 SING N N 2 KRL H01B C01 SING N N 3 KRL C01 N02 SING N N 4 KRL C07 N02 SING N N 5 KRL N02 C03 SING N N 6 KRL H03 C03 SING N N 7 KRL C03 H03A SING N N 8 KRL C03 C04 SING N N 9 KRL N05 C04 SING N N 10 KRL H04A C04 SING N N 11 KRL C04 H04 SING N N 12 KRL C06 N05 SING N N 13 KRL N05 C08 SING N N 14 KRL C07 C06 SING N N 15 KRL H06 C06 SING N N 16 KRL C06 H06A SING N N 17 KRL H07A C07 SING N N 18 KRL H07 C07 SING N N 19 KRL C09 C08 DOUB Y N 20 KRL C08 C23 SING Y N 21 KRL H09 C09 SING N N 22 KRL C09 C10 SING Y N 23 KRL H10 C10 SING N N 24 KRL C10 C11 DOUB Y N 25 KRL C11 C22 SING Y N 26 KRL C11 N12 SING N N 27 KRL C13 N12 SING N N 28 KRL N12 HN12 SING N N 29 KRL O14 C13 DOUB N N 30 KRL C13 C15 SING N N 31 KRL C15 C16 DOUB Y N 32 KRL C15 O21 SING Y N 33 KRL H16 C16 SING N N 34 KRL C16 C17 SING Y N 35 KRL C17 H17 SING N N 36 KRL C17 C18 DOUB Y N 37 KRL O21 C18 SING Y N 38 KRL C18 C19 SING N N 39 KRL C19 N20 TRIP N N 40 KRL C23 C22 DOUB Y N 41 KRL C22 N24 SING N N 42 KRL C23 H23 SING N N 43 KRL N24 C25 SING N N 44 KRL N24 C29 SING N N 45 KRL H25 C25 SING N N 46 KRL H25A C25 SING N N 47 KRL C25 C26 SING N N 48 KRL C26 H26A SING N N 49 KRL C26 H26 SING N N 50 KRL C26 C27 SING N N 51 KRL C28 C27 SING N N 52 KRL H27A C27 SING N N 53 KRL C27 H27 SING N N 54 KRL C29 C28 SING N N 55 KRL H28A C28 SING N N 56 KRL C28 H28 SING N N 57 KRL H29A C29 SING N N 58 KRL C29 H29 SING N N 59 # 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 KRL SMILES_CANONICAL CACTVS 3.352 "CN1CCN(CC1)c2ccc(NC(=O)c3oc(cc3)C#N)c(c2)N4CCCCC4" KRL SMILES CACTVS 3.352 "CN1CCN(CC1)c2ccc(NC(=O)c3oc(cc3)C#N)c(c2)N4CCCCC4" KRL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CN1CCN(CC1)c2ccc(c(c2)N3CCCCC3)NC(=O)c4ccc(o4)C#N" KRL SMILES "OpenEye OEToolkits" 1.7.0 "CN1CCN(CC1)c2ccc(c(c2)N3CCCCC3)NC(=O)c4ccc(o4)C#N" KRL InChI InChI 1.03 "InChI=1S/C22H27N5O2/c1-25-11-13-26(14-12-25)17-5-7-19(20(15-17)27-9-3-2-4-10-27)24-22(28)21-8-6-18(16-23)29-21/h5-8,15H,2-4,9-14H2,1H3,(H,24,28)" KRL InChIKey InChI 1.03 UUPPIQKPNBIUKY-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 KRL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "5-cyano-N-[4-(4-methylpiperazin-1-yl)-2-piperidin-1-yl-phenyl]furan-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 KRL "Create component" 2009-11-25 RCSB KRL "Modify aromatic_flag" 2011-06-04 RCSB KRL "Modify descriptor" 2011-06-04 RCSB #