data_NCJ # _chem_comp.id NCJ _chem_comp.name "3,6-Bis{3-[(2R)-2-methylpiperidino)]propionamido}acridine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C31 H41 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N,N'-acridine-3,6-diylbis{3-[(2R)-2-methylpiperidin-1-yl]propanamide}" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-06 _chem_comp.pdbx_modified_date 2021-03-13 _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 515.690 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NCJ _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 3ERU _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 NCJ O39 O39 O 0 1 N N N 12.759 -2.903 -11.234 -5.890 -1.161 0.244 O39 NCJ 1 NCJ C9 C9 C 0 1 N N N 13.956 -3.107 -11.236 -5.881 -0.141 -0.411 C9 NCJ 2 NCJ C10 C10 C 0 1 N N N 14.842 -2.549 -12.343 -7.153 0.645 -0.598 C10 NCJ 3 NCJ C13 C13 C 0 1 N N N 14.016 -2.101 -13.554 -8.299 -0.056 0.134 C13 NCJ 4 NCJ N16 N16 N 0 1 N N N 14.812 -1.446 -14.606 -9.539 0.710 -0.049 N16 NCJ 5 NCJ C18 C18 C 0 1 N N R 15.445 -2.368 -15.572 -10.701 -0.046 0.437 C18 NCJ 6 NCJ C20 C20 C 0 1 N N N 16.068 -3.599 -14.944 -10.732 -1.420 -0.235 C20 NCJ 7 NCJ C27 C27 C 0 1 N N N 16.484 -1.658 -16.437 -11.984 0.716 0.100 C27 NCJ 8 NCJ C30 C30 C 0 1 N N N 15.743 -0.590 -17.212 -11.939 2.098 0.757 C30 NCJ 9 NCJ C33 C33 C 0 1 N N N 15.019 0.337 -16.235 -10.694 2.846 0.271 C33 NCJ 10 NCJ C36 C36 C 0 1 N N N 14.050 -0.439 -15.358 -9.448 2.022 0.604 C36 NCJ 11 NCJ N7 N7 N 0 1 N N N 14.552 -3.833 -10.292 -4.733 0.294 -0.966 N7 NCJ 12 NCJ C6 C6 C 0 1 Y N N 14.004 -4.394 -9.118 -3.535 -0.375 -0.706 C6 NCJ 13 NCJ C40 C40 C 0 1 Y N N 14.866 -5.127 -8.284 -3.542 -1.772 -0.593 C40 NCJ 14 NCJ C42 C42 C 0 1 Y N N 14.423 -5.649 -7.060 -2.405 -2.468 -0.342 C42 NCJ 15 NCJ C4 C4 C 0 1 Y N N 12.691 -4.166 -8.701 -2.380 0.350 -0.574 C4 NCJ 16 NCJ C3 C3 C 0 1 Y N N 12.242 -4.693 -7.491 -1.167 -0.317 -0.312 C3 NCJ 17 NCJ N1 N1 N 0 1 Y N N 10.950 -4.489 -7.109 -0.031 0.362 -0.179 N1 NCJ 18 NCJ C44 C44 C 0 1 Y N N 13.115 -5.425 -6.661 -1.184 -1.778 -0.189 C44 NCJ 19 NCJ C45 C45 C 0 1 Y N N 12.654 -5.953 -5.442 0.005 -2.463 0.071 C45 NCJ 20 NCJ C2 C2 C 0 1 Y N N 11.330 -5.713 -5.071 1.175 -1.713 0.210 C2 NCJ 21 NCJ C47 C47 C 0 1 Y N N 10.857 -6.217 -3.867 2.414 -2.333 0.474 C47 NCJ 22 NCJ C49 C49 C 0 1 Y N N 9.544 -5.946 -3.490 3.530 -1.574 0.604 C49 NCJ 23 NCJ C51 C51 C 0 1 Y N N 8.675 -5.245 -4.344 3.486 -0.179 0.481 C51 NCJ 24 NCJ C85 C85 C 0 1 Y N N 9.149 -4.719 -5.558 2.313 0.481 0.225 C85 NCJ 25 NCJ C87 C87 C 0 1 Y N N 10.479 -4.965 -5.924 1.121 -0.254 0.069 C87 NCJ 26 NCJ N52 N52 N 0 1 N N N 7.389 -4.990 -3.860 4.664 0.556 0.623 N52 NCJ 27 NCJ C54 C54 C 0 1 N N N 6.407 -4.369 -4.486 5.836 0.037 0.207 C54 NCJ 28 NCJ O84 O84 O 0 1 N N N 6.443 -4.064 -5.667 5.856 -1.027 -0.375 O84 NCJ 29 NCJ C55 C55 C 0 1 N N N 5.193 -4.144 -3.611 7.122 0.779 0.464 C55 NCJ 30 NCJ C58 C58 C 0 1 N N N 4.104 -3.383 -4.360 8.295 -0.021 -0.106 C58 NCJ 31 NCJ N61 N61 N 0 1 N N N 3.644 -2.235 -3.574 9.549 0.702 0.144 N61 NCJ 32 NCJ C63 C63 C 0 1 N N R 2.401 -1.751 -4.184 10.713 -0.153 -0.124 C63 NCJ 33 NCJ C77 C77 C 0 1 N N N 2.642 -1.552 -5.675 10.590 -1.449 0.679 C77 NCJ 34 NCJ C66 C66 C 0 1 N N N 2.053 -0.393 -3.579 11.992 0.581 0.284 C66 NCJ 35 NCJ C69 C69 C 0 1 N N N 1.922 -0.477 -2.060 12.100 1.887 -0.508 C69 NCJ 36 NCJ C72 C72 C 0 1 N N N 3.205 -1.045 -1.473 10.854 2.738 -0.248 C72 NCJ 37 NCJ C75 C75 C 0 1 N N N 3.533 -2.387 -2.119 9.608 1.941 -0.641 C75 NCJ 38 NCJ H10 H10 H 0 1 N N N 15.395 -1.682 -11.951 -7.024 1.649 -0.193 H10 NCJ 39 NCJ H10A H10A H 0 0 N N N 15.530 -3.343 -12.669 -7.387 0.710 -1.661 H10A NCJ 40 NCJ H13 H13 H 0 1 N N N 13.540 -2.992 -13.991 -8.429 -1.060 -0.271 H13 NCJ 41 NCJ H13A H13A H 0 0 N N N 13.287 -1.361 -13.192 -8.065 -0.121 1.197 H13A NCJ 42 NCJ H18 H18 H 0 1 N N N 14.613 -2.715 -16.202 -10.626 -0.171 1.517 H18 NCJ 43 NCJ H20 H20 H 0 1 N N N 16.219 -4.368 -15.716 -9.889 -2.015 0.115 H20 NCJ 44 NCJ H20A H20A H 0 0 N N N 17.037 -3.332 -14.498 -11.664 -1.927 0.018 H20A NCJ 45 NCJ H20B H20B H 0 0 N N N 15.400 -3.990 -14.163 -10.667 -1.298 -1.316 H20B NCJ 46 NCJ H27 H27 H 0 1 N N N 17.264 -1.205 -15.807 -12.066 0.830 -0.981 H27 NCJ 47 NCJ H27A H27A H 0 0 N N N 16.983 -2.365 -17.116 -12.845 0.162 0.474 H27A NCJ 48 NCJ H30 H30 H 0 1 N N N 16.459 -0.007 -17.809 -12.832 2.661 0.484 H30 NCJ 49 NCJ H30A H30A H 0 0 N N N 15.009 -1.064 -17.881 -11.896 1.985 1.840 H30A NCJ 50 NCJ H33 H33 H 0 1 N N N 15.764 0.830 -15.593 -10.756 2.993 -0.807 H33 NCJ 51 NCJ H33A H33A H 0 0 N N N 14.449 1.079 -16.814 -10.634 3.814 0.769 H33A NCJ 52 NCJ H36 H36 H 0 1 N N N 13.293 -0.934 -15.985 -9.380 1.887 1.683 H36 NCJ 53 NCJ H36A H36A H 0 0 N N N 13.538 0.244 -14.664 -8.561 2.545 0.247 H36A NCJ 54 NCJ HN7 HN7 H 0 1 N N N 15.527 -4.005 -10.435 -4.738 1.071 -1.547 HN7 NCJ 55 NCJ H40 H40 H 0 1 N N N 15.888 -5.291 -8.591 -4.473 -2.306 -0.709 H40 NCJ 56 NCJ H42 H42 H 0 1 N N N 15.094 -6.219 -6.435 -2.435 -3.544 -0.258 H42 NCJ 57 NCJ H4 H4 H 0 1 N N N 12.023 -3.581 -9.316 -2.399 1.425 -0.669 H4 NCJ 58 NCJ H45 H45 H 0 1 N N N 13.309 -6.531 -4.807 0.020 -3.539 0.162 H45 NCJ 59 NCJ H47 H47 H 0 1 N N N 11.498 -6.811 -3.232 2.472 -3.407 0.573 H47 NCJ 60 NCJ H49 H49 H 0 1 N N N 9.188 -6.280 -2.527 4.476 -2.056 0.806 H49 NCJ 61 NCJ H85 H85 H 0 1 N N N 8.501 -4.137 -6.196 2.303 1.557 0.136 H85 NCJ 62 NCJ HN52 HN52 H 0 0 N N N 7.191 -5.315 -2.935 4.639 1.440 1.022 HN52 NCJ 63 NCJ H55 H55 H 0 1 N N N 4.794 -5.120 -3.298 7.081 1.756 -0.018 H55 NCJ 64 NCJ H55A H55A H 0 0 N N N 5.498 -3.547 -2.739 7.259 0.909 1.537 H55A NCJ 65 NCJ H58 H58 H 0 1 N N N 4.509 -3.024 -5.318 8.337 -0.998 0.376 H58 NCJ 66 NCJ H58A H58A H 0 0 N N N 3.253 -4.059 -4.534 8.159 -0.152 -1.180 H58A NCJ 67 NCJ H63 H63 H 0 1 N N N 1.589 -2.472 -4.010 10.753 -0.387 -1.188 H63 NCJ 68 NCJ H77 H77 H 0 1 N N N 1.676 -1.504 -6.200 9.760 -2.040 0.291 H77 NCJ 69 NCJ H77A H77A H 0 0 N N N 3.193 -0.614 -5.835 11.515 -2.019 0.593 H77A NCJ 70 NCJ H77B H77B H 0 0 N N N 3.230 -2.395 -6.067 10.407 -1.210 1.727 H77B NCJ 71 NCJ H66 H66 H 0 1 N N N 2.851 0.322 -3.828 11.959 0.804 1.351 H66 NCJ 72 NCJ H66A H66A H 0 0 N N N 1.088 -0.065 -3.993 12.856 -0.047 0.070 H66A NCJ 73 NCJ H69 H69 H 0 1 N N N 1.745 0.528 -1.651 12.988 2.434 -0.189 H69 NCJ 74 NCJ H69A H69A H 0 0 N N N 1.077 -1.132 -1.800 12.173 1.663 -1.572 H69A NCJ 75 NCJ H72 H72 H 0 1 N N N 4.030 -0.342 -1.660 10.803 2.995 0.810 H72 NCJ 76 NCJ H72A H72A H 0 0 N N N 3.070 -1.191 -0.391 10.906 3.650 -0.842 H72A NCJ 77 NCJ H75 H75 H 0 1 N N N 2.732 -3.105 -1.890 9.653 1.696 -1.703 H75 NCJ 78 NCJ H75A H75A H 0 0 N N N 4.491 -2.752 -1.722 8.718 2.539 -0.444 H75A NCJ 79 # # 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 NCJ C9 O39 DOUB N N 1 NCJ C10 C9 SING N N 2 NCJ C9 N7 SING N N 3 NCJ C13 C10 SING N N 4 NCJ C10 H10 SING N N 5 NCJ C10 H10A SING N N 6 NCJ N16 C13 SING N N 7 NCJ C13 H13 SING N N 8 NCJ C13 H13A SING N N 9 NCJ C18 N16 SING N N 10 NCJ C36 N16 SING N N 11 NCJ C27 C18 SING N N 12 NCJ C18 C20 SING N N 13 NCJ C18 H18 SING N N 14 NCJ C20 H20 SING N N 15 NCJ C20 H20A SING N N 16 NCJ C20 H20B SING N N 17 NCJ C30 C27 SING N N 18 NCJ C27 H27 SING N N 19 NCJ C27 H27A SING N N 20 NCJ C30 C33 SING N N 21 NCJ C30 H30 SING N N 22 NCJ C30 H30A SING N N 23 NCJ C33 C36 SING N N 24 NCJ C33 H33 SING N N 25 NCJ C33 H33A SING N N 26 NCJ C36 H36 SING N N 27 NCJ C36 H36A SING N N 28 NCJ N7 C6 SING N N 29 NCJ N7 HN7 SING N N 30 NCJ C6 C4 DOUB Y N 31 NCJ C6 C40 SING Y N 32 NCJ C40 C42 DOUB Y N 33 NCJ C40 H40 SING N N 34 NCJ C42 C44 SING Y N 35 NCJ C42 H42 SING N N 36 NCJ C4 C3 SING Y N 37 NCJ C4 H4 SING N N 38 NCJ C3 N1 DOUB Y N 39 NCJ C3 C44 SING Y N 40 NCJ N1 C87 SING Y N 41 NCJ C44 C45 DOUB Y N 42 NCJ C45 C2 SING Y N 43 NCJ C45 H45 SING N N 44 NCJ C87 C2 SING Y N 45 NCJ C2 C47 DOUB Y N 46 NCJ C47 C49 SING Y N 47 NCJ C47 H47 SING N N 48 NCJ C51 C49 DOUB Y N 49 NCJ C49 H49 SING N N 50 NCJ C85 C51 SING Y N 51 NCJ C51 N52 SING N N 52 NCJ C87 C85 DOUB Y N 53 NCJ C85 H85 SING N N 54 NCJ C54 N52 SING N N 55 NCJ N52 HN52 SING N N 56 NCJ O84 C54 DOUB N N 57 NCJ C54 C55 SING N N 58 NCJ C58 C55 SING N N 59 NCJ C55 H55 SING N N 60 NCJ C55 H55A SING N N 61 NCJ C58 N61 SING N N 62 NCJ C58 H58 SING N N 63 NCJ C58 H58A SING N N 64 NCJ C63 N61 SING N N 65 NCJ N61 C75 SING N N 66 NCJ C77 C63 SING N N 67 NCJ C63 C66 SING N N 68 NCJ C63 H63 SING N N 69 NCJ C77 H77 SING N N 70 NCJ C77 H77A SING N N 71 NCJ C77 H77B SING N N 72 NCJ C66 C69 SING N N 73 NCJ C66 H66 SING N N 74 NCJ C66 H66A SING N N 75 NCJ C69 C72 SING N N 76 NCJ C69 H69 SING N N 77 NCJ C69 H69A SING N N 78 NCJ C75 C72 SING N N 79 NCJ C72 H72 SING N N 80 NCJ C72 H72A SING N N 81 NCJ C75 H75 SING N N 82 NCJ C75 H75A SING N N 83 # # 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 NCJ SMILES ACDLabs 10.04 "O=C(Nc3cc2nc1cc(ccc1cc2cc3)NC(=O)CCN4C(CCCC4)C)CCN5C(C)CCCC5" NCJ SMILES_CANONICAL CACTVS 3.341 "C[C@@H]1CCCCN1CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCCC[C@H]5C)cc4nc3c2" NCJ SMILES CACTVS 3.341 "C[CH]1CCCCN1CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCCC[CH]5C)cc4nc3c2" NCJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1CCCC[N@]1CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CC[N@@]5CCCC[C@H]5C" NCJ SMILES "OpenEye OEToolkits" 1.5.0 "CC1CCCCN1CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CCN5CCCCC5C" NCJ InChI InChI 1.03 "InChI=1S/C31H41N5O2/c1-22-7-3-5-15-35(22)17-13-30(37)32-26-11-9-24-19-25-10-12-27(21-29(25)34-28(24)20-26)33-31(38)14-18-36-16-6-4-8-23(36)2/h9-12,19-23H,3-8,13-18H2,1-2H3,(H,32,37)(H,33,38)/t22-,23-/m1/s1" NCJ InChIKey InChI 1.03 AFTOIBDEHJTNKF-DHIUTWEWSA-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 NCJ "SYSTEMATIC NAME" ACDLabs 10.04 "N,N'-acridine-3,6-diylbis{3-[(2R)-2-methylpiperidin-1-yl]propanamide}" NCJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[(1S,2R)-2-methylpiperidin-1-yl]-N-[6-[3-[(1S,2R)-2-methylpiperidin-1-yl]propanoylamino]acridin-3-yl]propanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NCJ "Create component" 2008-10-06 RCSB NCJ "Modify aromatic_flag" 2011-06-04 RCSB NCJ "Modify descriptor" 2011-06-04 RCSB NCJ "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id NCJ _pdbx_chem_comp_synonyms.name "N,N'-acridine-3,6-diylbis{3-[(2R)-2-methylpiperidin-1-yl]propanamide}" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##