data_8O8 # _chem_comp.id 8O8 _chem_comp.name "~{N}-(isoquinolin-5-ylmethyl)-~{N}-methyl-2-[(3~{R})-pyrrolidin-3-yl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-14 _chem_comp.pdbx_modified_date 2018-03-02 _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 345.438 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8O8 _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 5N5M _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 8O8 C1 C1 C 0 1 N N N -91.566 83.931 -1.282 1.224 2.388 -0.963 C1 8O8 1 8O8 C2 C2 C 0 1 Y N N -91.425 83.695 -2.770 2.211 1.644 -0.101 C2 8O8 2 8O8 C4 C3 C 0 1 Y N N -90.086 83.217 -4.719 3.737 1.598 1.750 C4 8O8 3 8O8 C5 C4 C 0 1 Y N N -91.164 83.364 -5.543 4.050 0.293 1.520 C5 8O8 4 8O8 C6 C5 C 0 1 Y N N -92.436 83.679 -5.006 3.446 -0.385 0.449 C6 8O8 5 8O8 C7 C6 C 0 1 Y N N -93.604 83.817 -5.794 3.729 -1.730 0.164 C7 8O8 6 8O8 C8 C7 C 0 1 Y N N -94.906 84.262 -3.974 2.269 -1.702 -1.635 C8 8O8 7 8O8 C9 C8 C 0 1 Y N N -93.861 84.151 -3.104 1.923 -0.400 -1.438 C9 8O8 8 8O8 C11 C9 C 0 1 N N N -90.198 82.624 0.219 -0.936 1.261 -0.966 C11 8O8 9 8O8 C12 C10 C 0 1 Y N N -89.128 82.548 1.278 -2.260 0.995 -0.363 C12 8O8 10 8O8 C13 C11 C 0 1 Y N N -89.265 83.335 2.424 -3.233 1.996 -0.338 C13 8O8 11 8O8 C14 C12 C 0 1 Y N N -88.353 83.223 3.460 -4.465 1.741 0.225 C14 8O8 12 8O8 C15 C13 C 0 1 Y N N -87.306 82.337 3.367 -4.739 0.497 0.766 C15 8O8 13 8O8 C17 C14 C 0 1 Y N N -88.058 81.648 1.180 -2.543 -0.259 0.179 C17 8O8 14 8O8 C18 C15 C 0 1 N N R -87.904 80.779 -0.056 -1.501 -1.347 0.152 C18 8O8 15 8O8 C19 C16 C 0 1 N N N -87.249 81.483 -1.267 -1.331 -1.979 1.559 C19 8O8 16 8O8 C21 C17 C 0 1 N N N -86.934 79.590 0.250 -1.975 -2.536 -0.708 C21 8O8 17 8O8 O O1 O 0 1 N N N -90.887 81.643 0.011 -0.577 0.635 -1.944 O 8O8 18 8O8 N2 N1 N 0 1 N N N -85.857 79.592 -0.751 -1.549 -3.770 -0.022 N2 8O8 19 8O8 C20 C18 C 0 1 N N N -86.286 80.436 -1.880 -0.814 -3.396 1.205 C20 8O8 20 8O8 C16 C19 C 0 1 Y N N -87.155 81.555 2.236 -3.779 -0.499 0.745 C16 8O8 21 8O8 N N2 N 0 1 N N N -90.348 83.765 -0.475 -0.128 2.198 -0.432 N 8O8 22 8O8 C C20 C 0 1 N N N -89.466 84.925 -0.395 -0.602 3.026 0.680 C 8O8 23 8O8 C10 C21 C 0 1 Y N N -92.571 83.848 -3.604 2.514 0.302 -0.372 C10 8O8 24 8O8 N1 N3 N 0 1 Y N N -94.804 84.097 -5.303 3.139 -2.322 -0.848 N1 8O8 25 8O8 C3 C22 C 0 1 Y N N -90.220 83.376 -3.348 2.821 2.271 0.943 C3 8O8 26 8O8 H1 H1 H 0 1 N N N -91.924 84.961 -1.139 1.469 3.451 -0.961 H1 8O8 27 8O8 H2 H2 H 0 1 N N N -92.319 83.225 -0.901 1.271 2.007 -1.982 H2 8O8 28 8O8 H3 H3 H 0 1 N N N -89.121 82.975 -5.138 4.205 2.120 2.571 H3 8O8 29 8O8 H4 H4 H 0 1 N N N -91.046 83.240 -6.609 4.761 -0.215 2.153 H4 8O8 30 8O8 H5 H5 H 0 1 N N N -93.512 83.686 -6.862 4.431 -2.277 0.775 H5 8O8 31 8O8 H6 H6 H 0 1 N N N -95.878 84.498 -3.568 1.822 -2.246 -2.454 H6 8O8 32 8O8 H7 H7 H 0 1 N N N -94.016 84.293 -2.045 1.212 0.085 -2.091 H7 8O8 33 8O8 H8 H8 H 0 1 N N N -90.085 84.033 2.502 -3.020 2.967 -0.760 H8 8O8 34 8O8 H9 H9 H 0 1 N N N -88.465 83.834 4.344 -5.219 2.514 0.245 H9 8O8 35 8O8 H10 H10 H 0 1 N N N -86.599 82.251 4.179 -5.705 0.303 1.206 H10 8O8 36 8O8 H11 H11 H 0 1 N N N -88.884 80.378 -0.353 -0.551 -0.960 -0.216 H11 8O8 37 8O8 H12 H12 H 0 1 N N N -86.692 82.373 -0.940 -0.596 -1.431 2.147 H12 8O8 38 8O8 H13 H13 H 0 1 N N N -88.014 81.778 -2.000 -2.286 -2.030 2.082 H13 8O8 39 8O8 H14 H14 H 0 1 N N N -87.485 78.640 0.199 -3.062 -2.519 -0.798 H14 8O8 40 8O8 H15 H15 H 0 1 N N N -86.505 79.711 1.256 -1.521 -2.483 -1.698 H15 8O8 41 8O8 H16 H16 H 0 1 N N N -85.688 78.659 -1.070 -0.976 -4.340 -0.627 H16 8O8 42 8O8 H18 H18 H 0 1 N N N -86.806 79.831 -2.637 0.258 -3.372 1.013 H18 8O8 43 8O8 H19 H19 H 0 1 N N N -85.419 80.933 -2.340 -1.041 -4.095 2.010 H19 8O8 44 8O8 H20 H20 H 0 1 N N N -86.327 80.864 2.171 -4.000 -1.469 1.165 H20 8O8 45 8O8 H21 H21 H 0 1 N N N -88.595 84.682 0.231 -1.159 3.877 0.287 H21 8O8 46 8O8 H22 H22 H 0 1 N N N -89.126 85.198 -1.405 -1.251 2.433 1.324 H22 8O8 47 8O8 H23 H23 H 0 1 N N N -90.012 85.771 0.049 0.252 3.385 1.255 H23 8O8 48 8O8 H24 H24 H 0 1 N N N -89.353 83.245 -2.717 2.591 3.306 1.149 H24 8O8 49 # 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 8O8 C7 N1 DOUB Y N 1 8O8 C7 C6 SING Y N 2 8O8 C5 C6 DOUB Y N 3 8O8 C5 C4 SING Y N 4 8O8 N1 C8 SING Y N 5 8O8 C6 C10 SING Y N 6 8O8 C4 C3 DOUB Y N 7 8O8 C8 C9 DOUB Y N 8 8O8 C10 C9 SING Y N 9 8O8 C10 C2 DOUB Y N 10 8O8 C3 C2 SING Y N 11 8O8 C2 C1 SING N N 12 8O8 C20 C19 SING N N 13 8O8 C20 N2 SING N N 14 8O8 C1 N SING N N 15 8O8 C19 C18 SING N N 16 8O8 N2 C21 SING N N 17 8O8 N C SING N N 18 8O8 N C11 SING N N 19 8O8 C18 C21 SING N N 20 8O8 C18 C17 SING N N 21 8O8 O C11 DOUB N N 22 8O8 C11 C12 SING N N 23 8O8 C17 C12 DOUB Y N 24 8O8 C17 C16 SING Y N 25 8O8 C12 C13 SING Y N 26 8O8 C16 C15 DOUB Y N 27 8O8 C13 C14 DOUB Y N 28 8O8 C15 C14 SING Y N 29 8O8 C1 H1 SING N N 30 8O8 C1 H2 SING N N 31 8O8 C4 H3 SING N N 32 8O8 C5 H4 SING N N 33 8O8 C7 H5 SING N N 34 8O8 C8 H6 SING N N 35 8O8 C9 H7 SING N N 36 8O8 C13 H8 SING N N 37 8O8 C14 H9 SING N N 38 8O8 C15 H10 SING N N 39 8O8 C18 H11 SING N N 40 8O8 C19 H12 SING N N 41 8O8 C19 H13 SING N N 42 8O8 C21 H14 SING N N 43 8O8 C21 H15 SING N N 44 8O8 N2 H16 SING N N 45 8O8 C20 H18 SING N N 46 8O8 C20 H19 SING N N 47 8O8 C16 H20 SING N N 48 8O8 C H21 SING N N 49 8O8 C H22 SING N N 50 8O8 C H23 SING N N 51 8O8 C3 H24 SING N N 52 # 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 8O8 InChI InChI 1.03 "InChI=1S/C22H23N3O/c1-25(15-18-6-4-5-16-13-24-12-10-19(16)18)22(26)21-8-3-2-7-20(21)17-9-11-23-14-17/h2-8,10,12-13,17,23H,9,11,14-15H2,1H3/t17-/m0/s1" 8O8 InChIKey InChI 1.03 PLZFYNSGOVXYDD-KRWDZBQOSA-N 8O8 SMILES_CANONICAL CACTVS 3.385 "CN(Cc1cccc2cnccc12)C(=O)c3ccccc3[C@H]4CCNC4" 8O8 SMILES CACTVS 3.385 "CN(Cc1cccc2cnccc12)C(=O)c3ccccc3[CH]4CCNC4" 8O8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN(Cc1cccc2c1ccnc2)C(=O)c3ccccc3[C@H]4CCNC4" 8O8 SMILES "OpenEye OEToolkits" 2.0.6 "CN(Cc1cccc2c1ccnc2)C(=O)c3ccccc3C4CCNC4" # 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 8O8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-(isoquinolin-5-ylmethyl)-~{N}-methyl-2-[(3~{R})-pyrrolidin-3-yl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8O8 "Create component" 2017-02-14 EBI 8O8 "Initial release" 2018-03-07 RCSB #