data_05B # _chem_comp.id 05B _chem_comp.name "2'-[2-(1,3-benzodioxol-5-yl)pyrimidin-4-yl]-5',6'-dihydrospiro[piperidine-4,7'-pyrrolo[3,2-c]pyridin]-4'(1'H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-03-17 _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 403.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 05B _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 3R1N _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 05B C1 C1 C 0 1 N N N 16.850 8.271 12.722 -4.675 0.047 -0.108 C1 05B 1 05B C2 C2 C 0 1 N N N 17.450 7.894 11.379 -5.226 -1.187 -0.822 C2 05B 2 05B N3 N3 N 0 1 N N N 16.573 7.024 10.563 -4.600 -2.425 -0.377 N3 05B 3 05B C4 C4 C 0 1 N N N 15.242 7.266 10.323 -3.278 -2.516 -0.098 C4 05B 4 05B N5 N5 N 0 1 N N N 18.941 8.002 14.790 -7.100 1.448 0.586 N5 05B 5 05B C6 C6 C 0 1 N N N 16.883 7.100 13.685 -5.119 1.311 -0.848 C6 05B 6 05B C7 C7 C 0 1 N N N 17.636 9.460 13.319 -5.202 0.090 1.328 C7 05B 7 05B C8 C8 C 0 1 N N N 19.029 9.175 13.949 -6.726 0.222 1.302 C8 05B 8 05B C9 C9 C 0 1 N N N 18.335 6.814 14.180 -6.646 1.408 -0.810 C9 05B 9 05B O10 O10 O 0 1 N N N 14.607 6.717 9.379 -2.747 -3.586 0.134 O10 05B 10 05B C11 C11 C 0 1 Y N N 15.393 8.677 12.389 -3.170 -0.028 -0.093 C11 05B 11 05B C12 C12 C 0 1 Y N N 14.675 8.268 11.268 -2.515 -1.256 -0.090 C12 05B 12 05B C13 C13 C 0 1 Y N N 13.426 8.878 11.313 -1.139 -0.998 -0.077 C13 05B 13 05B C14 C14 C 0 1 Y N N 13.414 9.647 12.413 -0.994 0.359 -0.071 C14 05B 14 05B N15 N15 N 0 1 Y N N 14.634 9.522 13.041 -2.247 0.934 -0.081 N15 05B 15 05B C16 C16 C 0 1 Y N N 12.389 10.558 12.924 0.290 1.088 -0.058 C16 05B 16 05B C17 C17 C 0 1 Y N N 11.129 10.672 12.349 0.312 2.489 -0.053 C17 05B 17 05B C18 C18 C 0 1 Y N N 10.227 11.553 12.904 1.538 3.128 -0.040 C18 05B 18 05B N19 N19 N 0 1 Y N N 10.509 12.282 13.955 2.647 2.405 -0.033 N19 05B 19 05B C20 C20 C 0 1 Y N N 11.747 12.167 14.473 2.598 1.079 -0.038 C20 05B 20 05B N21 N21 N 0 1 Y N N 12.677 11.327 13.984 1.446 0.425 -0.045 N21 05B 21 05B C22 C22 C 0 1 Y N N 12.022 12.980 15.633 3.865 0.310 -0.030 C22 05B 22 05B C23 C23 C 0 1 Y N N 11.475 14.249 15.648 3.835 -1.084 -0.035 C23 05B 23 05B C24 C24 C 0 1 Y N N 11.658 15.092 16.724 5.015 -1.799 -0.027 C24 05B 24 05B C25 C25 C 0 1 Y N N 12.803 12.527 16.695 5.088 0.979 -0.023 C25 05B 25 05B C26 C26 C 0 1 Y N N 13.005 13.392 17.761 6.268 0.259 -0.015 C26 05B 26 05B C27 C27 C 0 1 Y N N 12.437 14.683 17.778 6.233 -1.136 -0.014 C27 05B 27 05B O28 O28 O 0 1 N N N 12.736 15.340 18.942 7.515 -1.603 -0.004 O28 05B 28 05B C29 C29 C 0 1 N N N 13.223 14.311 19.822 8.326 -0.493 0.421 C29 05B 29 05B O30 O30 O 0 1 N N N 13.688 13.247 18.917 7.573 0.661 -0.006 O30 05B 30 05B H2 H2 H 0 1 N N N 17.635 8.820 10.815 -6.298 -1.250 -0.638 H2 05B 31 05B H2A H2A H 0 1 N N N 18.391 7.355 11.563 -5.061 -1.076 -1.893 H2A 05B 32 05B HN3 HN3 H 0 1 N N N 16.977 6.204 10.159 -5.153 -3.216 -0.276 HN3 05B 33 05B HN5 HN5 H 0 1 N N N 19.873 7.757 15.057 -8.095 1.608 0.638 HN5 05B 34 05B H6 H6 H 0 1 N N N 16.251 7.336 14.554 -4.686 2.187 -0.365 H6 05B 35 05B H6A H6A H 0 1 N N N 16.500 6.206 13.171 -4.784 1.263 -1.884 H6A 05B 36 05B H7 H7 H 0 1 N N N 17.801 10.174 12.498 -4.925 -0.829 1.844 H7 05B 37 05B H7A H7A H 0 1 N N N 17.009 9.884 14.117 -4.771 0.945 1.849 H7A 05B 38 05B H8 H8 H 0 1 N N N 19.343 10.039 14.554 -7.104 0.268 2.324 H8 05B 39 05B H8A H8A H 0 1 N N N 19.765 9.001 13.151 -7.157 -0.641 0.795 H8A 05B 40 05B H9 H9 H 0 1 N N N 18.948 6.506 13.320 -7.078 0.540 -1.307 H9 05B 41 05B H9A H9A H 0 1 N N N 18.301 6.009 14.929 -6.965 2.316 -1.321 H9A 05B 42 05B H13 H13 H 0 1 N N N 12.622 8.757 10.602 -0.346 -1.731 -0.072 H13 05B 43 05B HN15 HN15 H 0 0 N N N 14.901 10.006 13.874 -2.428 1.887 -0.078 HN15 05B 44 05B H17 H17 H 0 1 N N N 10.862 10.082 11.485 -0.607 3.056 -0.059 H17 05B 45 05B H18 H18 H 0 1 N N N 9.249 11.646 12.455 1.591 4.207 -0.036 H18 05B 46 05B H23 H23 H 0 1 N N N 10.894 14.586 14.802 2.889 -1.604 -0.044 H23 05B 47 05B H24 H24 H 0 1 N N N 11.192 16.066 16.737 4.990 -2.879 -0.031 H24 05B 48 05B H25 H25 H 0 1 N N N 13.236 11.537 16.688 5.114 2.058 -0.023 H25 05B 49 05B H29 H29 H 0 1 N N N 14.043 14.683 20.454 8.449 -0.500 1.504 H29 05B 50 05B H29A H29A H 0 0 N N N 12.427 13.947 20.488 9.296 -0.515 -0.076 H29A 05B 51 # 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 05B C1 C2 SING N N 1 05B C1 C6 SING N N 2 05B C1 C7 SING N N 3 05B C1 C11 SING N N 4 05B C2 N3 SING N N 5 05B N3 C4 SING N N 6 05B C4 O10 DOUB N N 7 05B C4 C12 SING N N 8 05B N5 C8 SING N N 9 05B N5 C9 SING N N 10 05B C6 C9 SING N N 11 05B C7 C8 SING N N 12 05B C11 C12 DOUB Y N 13 05B C11 N15 SING Y N 14 05B C12 C13 SING Y N 15 05B C13 C14 DOUB Y N 16 05B C14 N15 SING Y N 17 05B C14 C16 SING Y N 18 05B C16 C17 DOUB Y N 19 05B C16 N21 SING Y N 20 05B C17 C18 SING Y N 21 05B C18 N19 DOUB Y N 22 05B N19 C20 SING Y N 23 05B C20 N21 DOUB Y N 24 05B C20 C22 SING Y N 25 05B C22 C23 DOUB Y N 26 05B C22 C25 SING Y N 27 05B C23 C24 SING Y N 28 05B C24 C27 DOUB Y N 29 05B C25 C26 DOUB Y N 30 05B C26 C27 SING Y N 31 05B C26 O30 SING N N 32 05B C27 O28 SING N N 33 05B O28 C29 SING N N 34 05B C29 O30 SING N N 35 05B C2 H2 SING N N 36 05B C2 H2A SING N N 37 05B N3 HN3 SING N N 38 05B N5 HN5 SING N N 39 05B C6 H6 SING N N 40 05B C6 H6A SING N N 41 05B C7 H7 SING N N 42 05B C7 H7A SING N N 43 05B C8 H8 SING N N 44 05B C8 H8A SING N N 45 05B C9 H9 SING N N 46 05B C9 H9A SING N N 47 05B C13 H13 SING N N 48 05B N15 HN15 SING N N 49 05B C17 H17 SING N N 50 05B C18 H18 SING N N 51 05B C23 H23 SING N N 52 05B C24 H24 SING N N 53 05B C25 H25 SING N N 54 05B C29 H29 SING N N 55 05B C29 H29A 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 05B SMILES ACDLabs 12.01 "O=C3c1cc(nc1C2(CCNCC2)CN3)c4nc(ncc4)c5ccc6OCOc6c5" 05B SMILES_CANONICAL CACTVS 3.370 "O=C1NCC2(CCNCC2)c3[nH]c(cc13)c4ccnc(n4)c5ccc6OCOc6c5" 05B SMILES CACTVS 3.370 "O=C1NCC2(CCNCC2)c3[nH]c(cc13)c4ccnc(n4)c5ccc6OCOc6c5" 05B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1c3nccc(n3)c4cc5c([nH]4)C6(CCNCC6)CNC5=O)OCO2" 05B SMILES "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1c3nccc(n3)c4cc5c([nH]4)C6(CCNCC6)CNC5=O)OCO2" 05B InChI InChI 1.03 "InChI=1S/C22H21N5O3/c28-21-14-10-16(26-19(14)22(11-25-21)4-7-23-8-5-22)15-3-6-24-20(27-15)13-1-2-17-18(9-13)30-12-29-17/h1-3,6,9-10,23,26H,4-5,7-8,11-12H2,(H,25,28)" 05B InChIKey InChI 1.03 QSDGMDKMSSYMKU-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 05B "SYSTEMATIC NAME" ACDLabs 12.01 "2'-[2-(1,3-benzodioxol-5-yl)pyrimidin-4-yl]-5',6'-dihydrospiro[piperidine-4,7'-pyrrolo[3,2-c]pyridin]-4'(1'H)-one" 05B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-[2-(1,3-benzodioxol-5-yl)pyrimidin-4-yl]spiro[5,6-dihydro-1H-pyrrolo[3,2-c]pyridine-7,4'-piperidine]-4-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 05B "Create component" 2011-03-17 RCSB 05B "Modify aromatic_flag" 2011-06-04 RCSB 05B "Modify descriptor" 2011-06-04 RCSB #