data_JJN # _chem_comp.id JJN _chem_comp.name "(6~{a}~{R},11~{b}~{S})-6~{a}-(1,4-dimethylpiperidin-4-yl)-7,11~{b}-dihydro-6~{H}-indolo[2,3-c]isoquinolin-5-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-02-28 _chem_comp.pdbx_modified_date 2019-07-26 _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 347.453 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JJN _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 6QUV _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 JJN C4 C1 C 0 1 Y N N -5.141 -16.555 23.676 0.407 3.235 -1.516 C4 JJN 1 JJN C5 C2 C 0 1 Y N N -5.153 -16.728 25.059 0.272 1.958 -0.967 C5 JJN 2 JJN C6 C3 C 0 1 Y N N -6.189 -17.422 25.682 0.970 1.646 0.189 C6 JJN 3 JJN C8 C4 C 0 1 N N R -4.886 -16.279 27.304 -0.318 -0.269 -0.522 C8 JJN 4 JJN C10 C5 C 0 1 N N N -6.758 -14.739 27.967 1.286 -1.992 -1.191 C10 JJN 5 JJN C13 C6 C 0 1 Y N N -7.184 -17.208 28.021 1.979 -0.502 0.690 C13 JJN 6 JJN C15 C7 C 0 1 Y N N -9.023 -18.083 29.318 4.111 -0.774 1.740 C15 JJN 7 JJN C17 C8 C 0 1 Y N N -8.648 -15.712 29.253 3.487 -2.225 -0.062 C17 JJN 8 JJN C20 C9 C 0 1 N N N -4.331 -16.563 29.914 -2.187 0.626 0.876 C20 JJN 9 JJN C21 C10 C 0 1 N N N -3.299 -16.669 31.030 -3.566 0.311 1.461 C21 JJN 10 JJN C24 C11 C 0 1 N N N -2.982 -17.854 28.429 -2.673 -0.973 -0.977 C24 JJN 11 JJN C26 C12 C 0 1 N N N -1.322 -17.882 31.892 -5.858 -0.215 0.884 C26 JJN 12 JJN C1 C13 C 0 1 Y N N -6.152 -17.145 22.926 1.226 4.167 -0.916 C1 JJN 13 JJN C2 C14 C 0 1 Y N N -7.176 -17.855 23.546 1.920 3.845 0.235 C2 JJN 14 JJN C3 C15 C 0 1 Y N N -7.176 -18.031 24.921 1.784 2.586 0.791 C3 JJN 15 JJN N7 N1 N 0 1 N N N -4.245 -16.249 25.990 -0.493 0.880 -1.414 N7 JJN 16 JJN C9 C16 C 0 1 N N S -5.940 -17.424 27.180 0.657 0.217 0.571 C9 JJN 17 JJN N11 N2 N 0 1 N N N -5.511 -14.976 27.521 0.095 -1.402 -1.357 N11 JJN 18 JJN C12 C17 C 0 1 Y N N -7.535 -15.908 28.426 2.260 -1.563 -0.172 C12 JJN 19 JJN C14 C18 C 0 1 Y N N -7.922 -18.287 28.501 2.899 -0.113 1.639 C14 JJN 20 JJN C16 C19 C 0 1 Y N N -9.392 -16.801 29.684 4.402 -1.826 0.889 C16 JJN 21 JJN O18 O1 O 0 1 N N N -7.224 -13.603 27.987 1.577 -2.924 -1.915 O18 JJN 22 JJN C19 C20 C 0 1 N N N -3.753 -16.518 28.485 -1.669 -0.598 0.116 C19 JJN 23 JJN N22 N3 N 0 1 N N N -2.426 -17.888 30.889 -4.491 -0.041 0.375 N22 JJN 24 JJN C23 C21 C 0 1 N N N -1.891 -18.007 29.489 -4.038 -1.241 -0.339 C23 JJN 25 JJN C25 C22 C 0 1 N N N -2.763 -15.349 28.379 -1.505 -1.770 1.085 C25 JJN 26 JJN H1 H1 H 0 1 N N N -4.364 -15.976 23.198 -0.130 3.492 -2.418 H1 JJN 27 JJN H2 H2 H 0 1 N N N -9.595 -18.929 29.670 4.832 -0.467 2.483 H2 JJN 28 JJN H3 H3 H 0 1 N N N -8.927 -14.713 29.555 3.719 -3.047 -0.724 H3 JJN 29 JJN H4 H4 H 0 1 N N N -4.912 -15.643 30.075 -2.266 1.472 0.193 H4 JJN 30 JJN H5 H5 H 0 1 N N N -4.998 -17.435 29.984 -1.498 0.873 1.683 H5 JJN 31 JJN H6 H6 H 0 1 N N N -2.661 -15.773 31.008 -3.484 -0.526 2.154 H6 JJN 32 JJN H7 H7 H 0 1 N N N -3.825 -16.721 31.994 -3.944 1.186 1.990 H7 JJN 33 JJN H8 H8 H 0 1 N N N -3.705 -18.673 28.561 -2.760 -0.152 -1.689 H8 JJN 34 JJN H9 H9 H 0 1 N N N -2.511 -17.937 27.438 -2.331 -1.869 -1.494 H9 JJN 35 JJN H10 H10 H 0 1 N N N -1.745 -17.794 32.903 -6.195 0.714 1.343 H10 JJN 36 JJN H11 H11 H 0 1 N N N -0.751 -18.819 31.814 -6.522 -0.475 0.059 H11 JJN 37 JJN H12 H12 H 0 1 N N N -0.655 -17.029 31.698 -5.871 -1.013 1.626 H12 JJN 38 JJN H13 H13 H 0 1 N N N -6.143 -17.051 21.850 1.333 5.149 -1.352 H13 JJN 39 JJN H14 H14 H 0 1 N N N -7.976 -18.272 22.952 2.561 4.577 0.704 H14 JJN 40 JJN H15 H15 H 0 1 N N N -7.936 -18.635 25.394 2.326 2.332 1.690 H15 JJN 41 JJN H16 H16 H 0 1 N N N -3.429 -16.827 25.997 -1.060 0.890 -2.201 H16 JJN 42 JJN H17 H17 H 0 1 N N N -5.466 -18.374 27.469 0.144 0.212 1.533 H17 JJN 43 JJN H18 H18 H 0 1 N N N -4.951 -14.173 27.316 -0.507 -1.731 -2.043 H18 JJN 44 JJN H19 H19 H 0 1 N N N -7.634 -19.293 28.234 2.675 0.708 2.304 H19 JJN 45 JJN H20 H20 H 0 1 N N N -10.261 -16.647 30.307 5.349 -2.338 0.971 H20 JJN 46 JJN H22 H22 H 0 1 N N N -1.423 -18.996 29.373 -4.759 -1.495 -1.116 H22 JJN 47 JJN H23 H23 H 0 1 N N N -1.135 -17.223 29.333 -3.954 -2.071 0.362 H23 JJN 48 JJN H24 H24 H 0 1 N N N -1.983 -15.458 29.147 -0.792 -1.500 1.864 H24 JJN 49 JJN H25 H25 H 0 1 N N N -2.299 -15.351 27.382 -2.468 -2.004 1.539 H25 JJN 50 JJN H26 H26 H 0 1 N N N -3.298 -14.400 28.533 -1.138 -2.642 0.543 H26 JJN 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 JJN C1 C2 DOUB Y N 1 JJN C1 C4 SING Y N 2 JJN C2 C3 SING Y N 3 JJN C4 C5 DOUB Y N 4 JJN C3 C6 DOUB Y N 5 JJN C5 C6 SING Y N 6 JJN C5 N7 SING N N 7 JJN C6 C9 SING N N 8 JJN N7 C8 SING N N 9 JJN C9 C8 SING N N 10 JJN C9 C13 SING N N 11 JJN C8 N11 SING N N 12 JJN C8 C19 SING N N 13 JJN N11 C10 SING N N 14 JJN C10 O18 DOUB N N 15 JJN C10 C12 SING N N 16 JJN C13 C12 DOUB Y N 17 JJN C13 C14 SING Y N 18 JJN C25 C19 SING N N 19 JJN C12 C17 SING Y N 20 JJN C24 C19 SING N N 21 JJN C24 C23 SING N N 22 JJN C19 C20 SING N N 23 JJN C14 C15 DOUB Y N 24 JJN C17 C16 DOUB Y N 25 JJN C15 C16 SING Y N 26 JJN C23 N22 SING N N 27 JJN C20 C21 SING N N 28 JJN N22 C21 SING N N 29 JJN N22 C26 SING N N 30 JJN C4 H1 SING N N 31 JJN C15 H2 SING N N 32 JJN C17 H3 SING N N 33 JJN C20 H4 SING N N 34 JJN C20 H5 SING N N 35 JJN C21 H6 SING N N 36 JJN C21 H7 SING N N 37 JJN C24 H8 SING N N 38 JJN C24 H9 SING N N 39 JJN C26 H10 SING N N 40 JJN C26 H11 SING N N 41 JJN C26 H12 SING N N 42 JJN C1 H13 SING N N 43 JJN C2 H14 SING N N 44 JJN C3 H15 SING N N 45 JJN N7 H16 SING N N 46 JJN C9 H17 SING N N 47 JJN N11 H18 SING N N 48 JJN C14 H19 SING N N 49 JJN C16 H20 SING N N 50 JJN C23 H22 SING N N 51 JJN C23 H23 SING N N 52 JJN C25 H24 SING N N 53 JJN C25 H25 SING N N 54 JJN C25 H26 SING N N 55 # # 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 JJN InChI InChI 1.03 "InChI=1S/C22H25N3O/c1-21(11-13-25(2)14-12-21)22-19(17-9-5-6-10-18(17)23-22)15-7-3-4-8-16(15)20(26)24-22/h3-10,19,23H,11-14H2,1-2H3,(H,24,26)/t19-,22+/m0/s1" JJN InChIKey InChI 1.03 WUVGOCFGNZMOJI-SIKLNZKXSA-N JJN SMILES_CANONICAL CACTVS 3.385 "CN1CCC(C)(CC1)[C@]23NC(=O)c4ccccc4[C@H]2c5ccccc5N3" JJN SMILES CACTVS 3.385 "CN1CCC(C)(CC1)[C]23NC(=O)c4ccccc4[CH]2c5ccccc5N3" JJN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1(CCN(CC1)C)[C@@]23[C@@H](c4ccccc4C(=O)N2)c5ccccc5N3" JJN SMILES "OpenEye OEToolkits" 2.0.7 "CC1(CCN(CC1)C)C23C(c4ccccc4C(=O)N2)c5ccccc5N3" # _pdbx_chem_comp_identifier.comp_id JJN _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(6~{a}~{R},11~{b}~{S})-6~{a}-(1,4-dimethylpiperidin-4-yl)-7,11~{b}-dihydro-6~{H}-indolo[2,3-c]isoquinolin-5-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 JJN "Create component" 2019-02-28 RCSB JJN "Initial release" 2019-07-31 RCSB ##