data_306 # _chem_comp.id 306 _chem_comp.name "3-[5-(PIPERIDIN-1-YLMETHYL)-1H-INDOL-2-YL]-6-(1H-PYRAZOL-4-YL)QUINOLIN-2(1H)-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 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 2006-08-07 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 423.510 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 306 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 306 C C C 0 1 Y N N 12.416 -4.435 13.423 -11.734 -5.305 -1.829 C 306 1 306 C1 C1 C 0 1 Y N N 12.070 -3.215 12.791 -12.309 -4.906 -0.613 C1 306 2 306 C2 C2 C 0 1 Y N N 10.699 -3.086 13.105 -13.241 -5.869 -0.330 C2 306 3 306 N N N 0 1 Y N N 10.304 -4.105 13.920 -13.173 -6.760 -1.360 N 306 4 306 N3 N3 N 0 1 Y N N 11.324 -5.003 13.982 -12.260 -6.442 -2.294 N3 306 5 306 C4 C4 C 0 1 Y N N 18.566 -1.424 9.276 -7.647 0.198 1.999 C4 306 6 306 C5 C5 C 0 1 Y N N 19.398 -2.486 9.731 -6.966 0.873 2.986 C5 306 7 306 N6 N6 N 0 1 Y N N 19.317 -0.560 8.562 -6.840 0.140 0.895 N6 306 8 306 C7 C7 C 0 1 Y N N 20.663 -2.275 9.200 -5.696 1.241 2.461 C7 306 9 306 C8 C8 C 0 1 Y N N 20.614 -1.018 8.418 -5.642 0.769 1.148 C8 306 10 306 C9 C9 C 0 1 Y N N 21.769 -0.510 7.692 -4.526 0.954 0.324 C9 306 11 306 C10 C10 C 0 1 Y N N 23.017 -1.270 7.727 -3.434 1.643 0.859 C10 306 12 306 C11 C11 C 0 1 Y N N 23.058 -2.523 8.497 -3.467 2.121 2.163 C11 306 13 306 C12 C12 C 0 1 Y N N 21.902 -3.018 9.244 -4.583 1.933 2.979 C12 306 14 306 C13 C13 C 0 1 N N N 24.303 -3.397 8.460 -2.277 2.857 2.708 C13 306 15 306 C14 C14 C 0 1 Y N N 12.927 -2.354 11.892 -12.051 -3.768 0.225 C14 306 16 306 C15 C15 C 0 1 Y N N 12.346 -1.141 11.320 -13.078 -3.230 1.002 C15 306 17 306 C16 C16 C 0 1 Y N N 13.044 -0.315 10.399 -12.833 -2.124 1.815 C16 306 18 306 C17 C17 C 0 1 Y N N 14.298 -2.725 11.570 -10.775 -3.203 0.260 C17 306 19 306 C18 C18 C 0 1 Y N N 15.032 -1.876 10.676 -10.522 -2.094 1.074 C18 306 20 306 C19 C19 C 0 1 Y N N 14.378 -0.709 10.109 -11.556 -1.562 1.847 C19 306 21 306 N20 N20 N 0 1 Y N N 15.092 0.131 9.287 -11.301 -0.448 2.661 N20 306 22 306 C21 C21 C 0 1 Y N N 16.400 -0.101 8.961 -10.069 0.172 2.749 C21 306 23 306 C22 C22 C 0 1 Y N N 17.121 -1.275 9.578 -8.950 -0.412 1.923 C22 306 24 306 C23 C23 C 0 1 Y N N 16.378 -2.141 10.437 -9.200 -1.477 1.140 C23 306 25 306 O O O 0 1 N N N 16.931 0.671 8.169 -9.883 1.160 3.460 O 306 26 306 N24 N24 N 0 1 N N N 24.493 -4.103 7.164 -2.666 4.068 3.431 N24 306 27 306 C25 C25 C 0 1 N N N 25.453 -5.223 7.265 -3.390 4.987 2.542 C25 306 28 306 C26 C26 C 0 1 N N N 25.625 -5.900 5.894 -3.847 6.237 3.295 C26 306 29 306 C27 C27 C 0 1 N N N 24.287 -6.430 5.379 -2.673 6.941 3.965 C27 306 30 306 C28 C28 C 0 1 N N N 23.344 -5.242 5.269 -1.880 5.958 4.820 C28 306 31 306 C29 C29 C 0 1 N N N 23.200 -4.596 6.645 -1.485 4.717 4.018 C29 306 32 306 H H H 0 1 N N N 13.412 -4.852 13.454 -10.956 -4.822 -2.403 H 306 33 306 H2 H2 H 0 1 N N N 10.056 -2.294 12.750 -13.933 -6.007 0.489 H2 306 34 306 HN HN H 0 1 N N N 9.423 -4.179 14.388 -13.715 -7.605 -1.488 HN 306 35 306 H5 H5 H 0 1 N N N 19.100 -3.304 10.370 -7.339 1.083 3.980 H5 306 36 306 HN6 HN6 H 0 1 N N N 18.979 0.302 8.185 -7.080 -0.299 0.016 HN6 306 37 306 H9 H9 H 0 1 N N N 21.705 0.414 7.136 -4.505 0.579 -0.694 H9 306 38 306 H10 H10 H 0 1 N N N 23.891 -0.919 7.199 -2.556 1.799 0.237 H10 306 39 306 H12 H12 H 0 1 N N N 21.973 -3.928 9.822 -4.598 2.311 3.998 H12 306 40 306 H131 1H13 H 0 0 N N N 24.214 -4.154 9.253 -1.711 2.220 3.396 H131 306 41 306 H132 2H13 H 0 0 N N N 25.170 -2.735 8.601 -1.595 3.152 1.903 H132 306 42 306 H15 H15 H 0 1 N N N 11.344 -0.861 11.610 -14.069 -3.674 0.969 H15 306 43 306 H16 H16 H 0 1 N N N 12.590 0.556 9.949 -13.640 -1.712 2.415 H16 306 44 306 H17 H17 H 0 1 N N N 14.748 -3.612 11.991 -9.990 -3.638 -0.352 H17 306 45 306 HN20 HN20 H 0 0 N N N 14.639 0.941 8.914 -12.069 -0.075 3.211 HN20 306 46 306 H23 H23 H 0 1 N N N 16.856 -2.993 10.897 -8.413 -1.916 0.532 H23 306 47 306 H251 1H25 H 0 0 N N N 25.075 -5.960 7.988 -4.276 4.484 2.137 H251 306 48 306 H252 2H25 H 0 0 N N N 26.426 -4.833 7.598 -2.762 5.278 1.689 H252 306 49 306 H261 1H26 H 0 0 N N N 26.329 -6.739 5.994 -4.588 5.958 4.055 H261 306 50 306 H262 2H26 H 0 0 N N N 26.010 -5.158 5.179 -4.344 6.926 2.602 H262 306 51 306 H271 1H27 H 0 0 N N N 23.879 -7.176 6.077 -2.017 7.371 3.198 H271 306 52 306 H272 2H27 H 0 0 N N N 24.412 -6.919 4.402 -3.033 7.771 4.582 H272 306 53 306 H281 1H28 H 0 0 N N N 23.753 -4.510 4.557 -0.981 6.449 5.209 H281 306 54 306 H282 2H28 H 0 0 N N N 22.360 -5.579 4.911 -2.483 5.660 5.687 H282 306 55 306 H291 1H29 H 0 0 N N N 22.507 -3.746 6.563 -0.764 4.993 3.238 H291 306 56 306 H292 2H29 H 0 0 N N N 22.822 -5.359 7.342 -0.981 4.016 4.694 H292 306 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 306 C C1 SING Y N 1 306 C N3 DOUB Y N 2 306 C H SING N N 3 306 C1 C14 SING Y N 4 306 C1 C2 DOUB Y N 5 306 C2 N SING Y N 6 306 C2 H2 SING N N 7 306 N N3 SING Y N 8 306 N HN SING N N 9 306 C4 N6 SING Y N 10 306 C4 C22 SING Y N 11 306 C4 C5 DOUB Y N 12 306 C5 C7 SING Y N 13 306 C5 H5 SING N N 14 306 N6 C8 SING Y N 15 306 N6 HN6 SING N N 16 306 C7 C8 DOUB Y N 17 306 C7 C12 SING Y N 18 306 C8 C9 SING Y N 19 306 C9 C10 DOUB Y N 20 306 C9 H9 SING N N 21 306 C10 C11 SING Y N 22 306 C10 H10 SING N N 23 306 C11 C13 SING N N 24 306 C11 C12 DOUB Y N 25 306 C12 H12 SING N N 26 306 C13 N24 SING N N 27 306 C13 H131 SING N N 28 306 C13 H132 SING N N 29 306 C14 C15 DOUB Y N 30 306 C14 C17 SING Y N 31 306 C15 C16 SING Y N 32 306 C15 H15 SING N N 33 306 C16 C19 DOUB Y N 34 306 C16 H16 SING N N 35 306 C17 C18 DOUB Y N 36 306 C17 H17 SING N N 37 306 C18 C19 SING Y N 38 306 C18 C23 SING Y N 39 306 C19 N20 SING Y N 40 306 N20 C21 SING Y N 41 306 N20 HN20 SING N N 42 306 C21 O DOUB N N 43 306 C21 C22 SING Y N 44 306 C22 C23 DOUB Y N 45 306 C23 H23 SING N N 46 306 N24 C29 SING N N 47 306 N24 C25 SING N N 48 306 C25 C26 SING N N 49 306 C25 H251 SING N N 50 306 C25 H252 SING N N 51 306 C26 C27 SING N N 52 306 C26 H261 SING N N 53 306 C26 H262 SING N N 54 306 C27 C28 SING N N 55 306 C27 H271 SING N N 56 306 C27 H272 SING N N 57 306 C28 C29 SING N N 58 306 C28 H281 SING N N 59 306 C28 H282 SING N N 60 306 C29 H291 SING N N 61 306 C29 H292 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 306 SMILES ACDLabs 10.04 "O=C2Nc6ccc(c1cnnc1)cc6C=C2c4cc3cc(ccc3n4)CN5CCCCC5" 306 SMILES_CANONICAL CACTVS 3.341 "O=C1Nc2ccc(cc2C=C1c3[nH]c4ccc(CN5CCCCC5)cc4c3)c6c[nH]nc6" 306 SMILES CACTVS 3.341 "O=C1Nc2ccc(cc2C=C1c3[nH]c4ccc(CN5CCCCC5)cc4c3)c6c[nH]nc6" 306 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1CN3CCCCC3)cc([nH]2)C4=Cc5cc(ccc5NC4=O)c6c[nH]nc6" 306 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1CN3CCCCC3)cc([nH]2)C4=Cc5cc(ccc5NC4=O)c6c[nH]nc6" 306 InChI InChI 1.03 "InChI=1S/C26H25N5O/c32-26-22(12-20-11-18(5-7-24(20)30-26)21-14-27-28-15-21)25-13-19-10-17(4-6-23(19)29-25)16-31-8-2-1-3-9-31/h4-7,10-15,29H,1-3,8-9,16H2,(H,27,28)(H,30,32)" 306 InChIKey InChI 1.03 JRWKQEATLFJZFB-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 306 "SYSTEMATIC NAME" ACDLabs 10.04 "3-[5-(piperidin-1-ylmethyl)-1H-indol-2-yl]-6-(1H-pyrazol-4-yl)quinolin-2(1H)-one" 306 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[5-(piperidin-1-ylmethyl)-1H-indol-2-yl]-6-(1H-pyrazol-4-yl)-1H-quinolin-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 306 "Create component" 2006-08-07 RCSB 306 "Modify aromatic_flag" 2011-06-04 RCSB 306 "Modify descriptor" 2011-06-04 RCSB #