data_A8B # _chem_comp.id A8B _chem_comp.name "N-QUINOLIN-4-YL-N'-(1,2,3,4-TETRAHYDROACRIDIN-9-YL)OCTANE-1,8-DIAMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H36 N4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "TACRINE(8)-4-AMINOQUINOLINE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-02-15 _chem_comp.pdbx_modified_date 2020-06-17 _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 452.634 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A8B _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 1ODC _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 A8B C1 C1 C 0 1 Y N N 5.861 69.454 65.936 7.777 1.289 0.487 C1 A8B 1 A8B C2 C2 C 0 1 Y N N 4.545 69.130 66.463 6.566 1.254 -0.244 C2 A8B 2 A8B C3 C3 C 0 1 Y N N 4.346 69.446 67.861 5.994 2.450 -0.701 C3 A8B 3 A8B C4 C4 C 0 1 Y N N 5.354 70.023 68.640 6.610 3.636 -0.435 C4 A8B 4 A8B C5 C5 C 0 1 Y N N 6.645 70.325 68.080 7.801 3.674 0.286 C5 A8B 5 A8B C6 C6 C 0 1 Y N N 6.889 70.041 66.741 8.382 2.532 0.744 C6 A8B 6 A8B N7 N7 N 0 1 Y N N 6.135 69.190 64.591 8.325 0.151 0.914 N7 A8B 7 A8B C8 C8 C 0 1 Y N N 5.255 68.623 63.689 7.781 -1.032 0.682 C8 A8B 8 A8B C9 C9 C 0 1 Y N N 3.918 68.256 64.137 6.594 -1.144 -0.020 C9 A8B 9 A8B C10 C10 C 0 1 Y N N 3.543 68.538 65.529 5.963 0.001 -0.495 C10 A8B 10 A8B N11 N11 N 0 1 N N N 2.273 68.248 65.969 4.775 -0.085 -1.205 N11 A8B 11 A8B C14 C14 C 0 1 N N N 2.982 67.603 63.106 5.931 -2.468 -0.294 C14 A8B 12 A8B C15 C15 C 0 1 N N N 3.654 67.076 61.786 6.922 -3.615 -0.106 C15 A8B 13 A8B C16 C16 C 0 1 N N N 4.588 68.155 61.235 7.593 -3.452 1.263 C16 A8B 14 A8B C17 C17 C 0 1 N N N 5.747 68.402 62.264 8.519 -2.239 1.207 C17 A8B 15 A8B C19 C19 C 0 1 N N N 2.754 63.280 68.724 -1.371 0.089 -0.060 C19 A8B 16 A8B C20 C20 C 0 1 N N N 2.428 64.700 69.280 -0.167 -0.126 -0.980 C20 A8B 17 A8B C21 C21 C 0 1 N N N 2.890 65.768 68.294 1.124 0.105 -0.191 C21 A8B 18 A8B C22 C22 C 0 1 N N N 3.027 62.212 69.804 -2.662 -0.142 -0.849 C22 A8B 19 A8B C24 C24 C 0 1 N N N 1.800 66.765 67.919 2.328 -0.110 -1.110 C24 A8B 20 A8B N24 N24 N 0 1 N N N -0.294 61.106 71.379 -6.310 0.048 0.162 N24 A8B 21 A8B C25 C25 C 0 1 N N N 1.774 66.940 66.399 3.619 0.121 -0.322 C25 A8B 22 A8B C26 C26 C 0 1 Y N N -3.532 60.664 69.578 -9.115 -0.602 -2.121 C26 A8B 23 A8B C27 C27 C 0 1 Y N N -2.193 60.981 69.820 -7.816 -0.455 -1.656 C27 A8B 24 A8B C29 C29 C 0 1 N N N 1.888 62.112 70.854 -3.866 0.073 0.070 C29 A8B 25 A8B C30 C30 C 0 1 N N N 0.567 61.621 70.288 -5.157 -0.158 -0.718 C30 A8B 26 A8B N32 N32 N 0 1 Y N N -4.324 60.162 70.574 -10.155 -0.421 -1.341 N32 A8B 27 A8B C33 C33 C 0 1 Y N N -3.851 59.936 71.898 -10.018 -0.083 -0.054 C33 A8B 28 A8B C34 C34 C 0 1 Y N N -2.441 60.257 72.218 -8.726 0.086 0.498 C34 A8B 29 A8B C35 C35 C 0 1 Y N N -1.610 60.789 71.146 -7.596 -0.106 -0.333 C35 A8B 30 A8B C39 C39 C 0 1 Y N N -1.987 60.004 73.569 -8.588 0.441 1.847 C39 A8B 31 A8B C40 C40 C 0 1 Y N N -2.865 59.474 74.514 -9.700 0.619 2.614 C40 A8B 32 A8B C41 C41 C 0 1 Y N N -4.246 59.166 74.178 -10.973 0.452 2.074 C41 A8B 33 A8B C42 C42 C 0 1 Y N N -4.731 59.398 72.887 -11.142 0.108 0.768 C42 A8B 34 A8B H3 H3 H 0 1 N N N 3.391 69.230 68.316 5.071 2.431 -1.261 H3 A8B 35 A8B H4 H4 H 0 1 N N N 5.160 70.246 69.679 6.170 4.556 -0.788 H4 A8B 36 A8B H5 H5 H 0 1 N N N 7.416 70.767 68.693 8.271 4.626 0.485 H5 A8B 37 A8B H6 H6 H 0 1 N N N 7.853 70.263 66.309 9.306 2.579 1.302 H6 A8B 38 A8B HN11 HN11 H 0 0 N N N 2.155 68.830 66.773 4.764 0.568 -1.973 HN11 A8B 39 A8B H14 H14 H 0 1 N N N 2.508 66.740 63.597 5.095 -2.600 0.394 H14 A8B 40 A8B H14A H14A H 0 0 N N N 2.290 68.397 62.789 5.558 -2.479 -1.318 H14A A8B 41 A8B H15 H15 H 0 1 N N N 4.231 66.165 62.004 6.394 -4.567 -0.145 H15 A8B 42 A8B H15A H15A H 0 0 N N N 2.878 66.843 61.042 7.677 -3.579 -0.891 H15A A8B 43 A8B H16 H16 H 0 1 N N N 5.011 67.823 60.275 6.832 -3.298 2.028 H16 A8B 44 A8B H16A H16A H 0 0 N N N 4.026 69.087 61.078 8.174 -4.345 1.495 H16A A8B 45 A8B H17 H17 H 0 1 N N N 6.300 69.299 61.949 9.361 -2.460 0.551 H17 A8B 46 A8B H17A H17A H 0 0 N N N 6.375 67.499 62.272 8.891 -2.025 2.209 H17A A8B 47 A8B H19 H19 H 0 1 N N N 1.890 62.945 68.131 -1.323 -0.613 0.772 H19 A8B 48 A8B H19A H19A H 0 0 N N N 3.680 63.377 68.138 -1.357 1.109 0.324 H19A A8B 49 A8B H20 H20 H 0 1 N N N 1.342 64.790 69.430 -0.181 -1.146 -1.364 H20 A8B 50 A8B H20A H20A H 0 0 N N N 2.953 64.842 70.236 -0.215 0.577 -1.812 H20A A8B 51 A8B H21 H21 H 0 1 N N N 3.718 66.325 68.756 1.138 1.125 0.193 H21 A8B 52 A8B H21A H21A H 0 0 N N N 3.188 65.250 67.370 1.172 -0.597 0.641 H21A A8B 53 A8B H22 H22 H 0 1 N N N 3.128 61.235 69.308 -2.710 0.561 -1.681 H22 A8B 54 A8B H22A H22A H 0 0 N N N 3.945 62.504 70.336 -2.675 -1.161 -1.233 H22A A8B 55 A8B H24 H24 H 0 1 N N N 0.825 66.390 68.262 2.315 -1.130 -1.495 H24 A8B 56 A8B H24A H24A H 0 0 N N N 2.007 67.734 68.397 2.280 0.593 -1.942 H24A A8B 57 A8B HN24 HN24 H 0 0 N N N 0.139 60.261 71.693 -6.174 0.292 1.091 HN24 A8B 58 A8B H25 H25 H 0 1 N N N 0.734 66.836 66.056 3.667 -0.581 0.510 H25 A8B 59 A8B H25A H25A H 0 0 N N N 2.432 66.173 65.965 3.633 1.141 0.062 H25A A8B 60 A8B H26 H26 H 0 1 N N N -3.947 60.817 68.593 -9.275 -0.869 -3.155 H26 A8B 61 A8B H27 H27 H 0 1 N N N -1.583 61.372 69.019 -6.980 -0.611 -2.322 H27 A8B 62 A8B H29 H29 H 0 1 N N N 2.207 61.405 71.635 -3.818 -0.629 0.902 H29 A8B 63 A8B H29A H29A H 0 0 N N N 1.715 63.129 71.237 -3.852 1.093 0.455 H29A A8B 64 A8B H30 H30 H 0 1 N N N 0.759 60.814 69.566 -5.170 -1.178 -1.102 H30 A8B 65 A8B H30A H30A H 0 0 N N N 0.055 62.457 69.789 -5.205 0.545 -1.550 H30A A8B 66 A8B H39 H39 H 0 1 N N N -0.967 60.226 73.846 -7.605 0.572 2.276 H39 A8B 67 A8B H40 H40 H 0 1 N N N -2.512 59.288 75.517 -9.593 0.891 3.653 H40 A8B 68 A8B H41 H41 H 0 1 N N N -4.902 58.755 74.931 -11.839 0.598 2.702 H41 A8B 69 A8B H42 H42 H 0 1 N N N -5.758 59.173 72.640 -12.136 -0.017 0.365 H42 A8B 70 # # 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 A8B C1 C2 DOUB Y N 1 A8B C1 C6 SING Y N 2 A8B C1 N7 SING Y N 3 A8B C2 C3 SING Y N 4 A8B C2 C10 SING Y N 5 A8B C3 C4 DOUB Y N 6 A8B C4 C5 SING Y N 7 A8B C5 C6 DOUB Y N 8 A8B N7 C8 DOUB Y N 9 A8B C8 C9 SING Y N 10 A8B C8 C17 SING N N 11 A8B C9 C10 DOUB Y N 12 A8B C9 C14 SING N N 13 A8B C10 N11 SING N N 14 A8B N11 C25 SING N N 15 A8B C14 C15 SING N N 16 A8B C15 C16 SING N N 17 A8B C16 C17 SING N N 18 A8B C19 C20 SING N N 19 A8B C19 C22 SING N N 20 A8B C20 C21 SING N N 21 A8B C21 C24 SING N N 22 A8B C22 C29 SING N N 23 A8B C24 C25 SING N N 24 A8B N24 C30 SING N N 25 A8B N24 C35 SING N N 26 A8B C26 C27 DOUB Y N 27 A8B C26 N32 SING Y N 28 A8B C27 C35 SING Y N 29 A8B C29 C30 SING N N 30 A8B N32 C33 DOUB Y N 31 A8B C33 C34 SING Y N 32 A8B C33 C42 SING Y N 33 A8B C34 C35 DOUB Y N 34 A8B C34 C39 SING Y N 35 A8B C39 C40 DOUB Y N 36 A8B C40 C41 SING Y N 37 A8B C41 C42 DOUB Y N 38 A8B C3 H3 SING N N 39 A8B C4 H4 SING N N 40 A8B C5 H5 SING N N 41 A8B C6 H6 SING N N 42 A8B N11 HN11 SING N N 43 A8B C14 H14 SING N N 44 A8B C14 H14A SING N N 45 A8B C15 H15 SING N N 46 A8B C15 H15A SING N N 47 A8B C16 H16 SING N N 48 A8B C16 H16A SING N N 49 A8B C17 H17 SING N N 50 A8B C17 H17A SING N N 51 A8B C19 H19 SING N N 52 A8B C19 H19A SING N N 53 A8B C20 H20 SING N N 54 A8B C20 H20A SING N N 55 A8B C21 H21 SING N N 56 A8B C21 H21A SING N N 57 A8B C22 H22 SING N N 58 A8B C22 H22A SING N N 59 A8B C24 H24 SING N N 60 A8B C24 H24A SING N N 61 A8B N24 HN24 SING N N 62 A8B C25 H25 SING N N 63 A8B C25 H25A SING N N 64 A8B C26 H26 SING N N 65 A8B C27 H27 SING N N 66 A8B C29 H29 SING N N 67 A8B C29 H29A SING N N 68 A8B C30 H30 SING N N 69 A8B C30 H30A SING N N 70 A8B C39 H39 SING N N 71 A8B C40 H40 SING N N 72 A8B C41 H41 SING N N 73 A8B C42 H42 SING N N 74 # # 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 A8B SMILES ACDLabs 10.04 "n2c1c(cccc1)c(cc2)NCCCCCCCCNc3c5c(nc4c3CCCC4)cccc5" A8B SMILES_CANONICAL CACTVS 3.352 "C(CCCCNc1c2CCCCc2nc3ccccc13)CCCNc4ccnc5ccccc45" A8B SMILES CACTVS 3.352 "C(CCCCNc1c2CCCCc2nc3ccccc13)CCCNc4ccnc5ccccc45" A8B SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1ccc2c(c1)c(ccn2)NCCCCCCCCNc3c4ccccc4nc5c3CCCC5" A8B SMILES "OpenEye OEToolkits" 1.6.1 "c1ccc2c(c1)c(ccn2)NCCCCCCCCNc3c4ccccc4nc5c3CCCC5" A8B InChI InChI 1.03 "InChI=1S/C30H36N4/c1(3-11-20-31-27-19-22-32-26-16-8-5-13-23(26)27)2-4-12-21-33-30-24-14-6-9-17-28(24)34-29-18-10-7-15-25(29)30/h5-6,8-9,13-14,16-17,19,22H,1-4,7,10-12,15,18,20-21H2,(H,31,32)(H,33,34)" A8B InChIKey InChI 1.03 UNVOAAWEEGAXTN-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 A8B "SYSTEMATIC NAME" ACDLabs 10.04 "N-quinolin-4-yl-N'-(1,2,3,4-tetrahydroacridin-9-yl)octane-1,8-diamine" A8B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "N'-quinolin-4-yl-N-(1,2,3,4-tetrahydroacridin-9-yl)octane-1,8-diamine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A8B "Create component" 2003-02-15 EBI A8B "Modify aromatic_flag" 2011-06-04 RCSB A8B "Modify descriptor" 2011-06-04 RCSB A8B "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id A8B _pdbx_chem_comp_synonyms.name "TACRINE(8)-4-AMINOQUINOLINE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##