data_NCL # _chem_comp.id NCL _chem_comp.name "3,6-Bis{3-(3-[(3R)-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-[(3R)-3-methylpiperidin-1-yl]propanamide}" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-08 _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 515.690 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NCL _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 3ET8 _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 NCL O39 O39 O 0 1 N N N 14.861 18.534 11.243 5.718 -0.506 1.122 O39 NCL 1 NCL C9 C9 C 0 1 N N N 13.698 18.206 11.325 5.840 -0.051 0.004 C9 NCL 2 NCL C10 C10 C 0 1 N N N 12.838 18.616 12.506 7.172 0.490 -0.448 C10 NCL 3 NCL C13 C13 C 0 1 N N N 13.586 19.495 13.497 8.191 0.349 0.685 C13 NCL 4 NCL N16 N16 N 0 1 N N N 12.800 19.743 14.717 9.489 0.877 0.245 N16 NCL 5 NCL C18 C18 C 0 1 N N N 12.323 18.560 15.445 10.425 0.978 1.372 C18 NCL 6 NCL C27 C27 C 0 1 N N R 11.382 18.938 16.589 11.712 1.665 0.907 C27 NCL 7 NCL C20 C20 C 0 1 N N N 9.935 19.085 16.158 11.387 3.074 0.408 C20 NCL 8 NCL C30 C30 C 0 1 N N N 11.919 20.073 17.444 12.337 0.851 -0.229 C30 NCL 9 NCL C33 C33 C 0 1 N N N 12.363 21.262 16.614 11.324 0.720 -1.370 C33 NCL 10 NCL C36 C36 C 0 1 N N N 13.310 20.888 15.485 10.049 0.060 -0.839 C36 NCL 11 NCL N7 N7 N 0 1 N N N 13.131 17.427 10.407 4.787 -0.036 -0.836 N7 NCL 12 NCL C6 C6 C 0 1 Y N N 13.704 16.979 9.254 3.585 -0.638 -0.460 C6 NCL 13 NCL C4 C4 C 0 1 Y N N 15.015 17.256 8.860 2.402 -0.089 -0.879 C4 NCL 14 NCL C3 C3 C 0 1 Y N N 15.491 16.798 7.628 1.184 -0.690 -0.504 C3 NCL 15 NCL N1 N1 N 0 1 Y N N 16.772 17.040 7.223 0.022 -0.177 -0.898 N1 NCL 16 NCL C40 C40 C 0 1 Y N N 12.878 16.262 8.405 3.617 -1.792 0.335 C40 NCL 17 NCL C42 C42 C 0 1 Y N N 13.339 15.796 7.190 2.477 -2.414 0.726 C42 NCL 18 NCL C44 C44 C 0 1 Y N N 14.641 16.066 6.802 1.227 -1.895 0.332 C44 NCL 19 NCL C45 C45 C 0 1 Y N N 15.081 15.591 5.573 0.033 -2.509 0.718 C45 NCL 20 NCL C2 C2 C 0 1 Y N N 16.380 15.859 5.163 -1.166 -1.939 0.283 C2 NCL 21 NCL C47 C47 C 0 1 Y N N 16.824 15.380 3.932 -2.411 -2.502 0.632 C47 NCL 22 NCL C49 C49 C 0 1 Y N N 18.132 15.647 3.535 -3.556 -1.923 0.193 C49 NCL 23 NCL C87 C87 C 0 1 Y N N 17.229 16.594 6.012 -1.135 -0.734 -0.551 C87 NCL 24 NCL C85 C85 C 0 1 Y N N 18.538 16.854 5.600 -2.357 -0.178 -0.976 C85 NCL 25 NCL C51 C51 C 0 1 Y N N 19.002 16.364 4.368 -3.535 -0.771 -0.604 C51 NCL 26 NCL N52 N52 N 0 1 N N N 20.245 16.655 3.882 -4.743 -0.214 -1.030 N52 NCL 27 NCL C54 C54 C 0 1 N N N 21.318 17.163 4.498 -5.814 -0.222 -0.212 C54 NCL 28 NCL O84 O84 O 0 1 N N N 21.400 17.348 5.696 -5.754 -0.785 0.860 O84 NCL 29 NCL C55 C55 C 0 1 N N N 22.495 17.465 3.597 -7.085 0.471 -0.629 C55 NCL 30 NCL C58 C58 C 0 1 N N N 23.691 17.952 4.411 -8.137 0.313 0.471 C58 NCL 31 NCL N61 N61 N 0 1 N N N 24.108 19.314 4.094 -9.377 0.988 0.064 N61 NCL 32 NCL C63 C63 C 0 1 N N N 24.672 19.530 2.760 -10.323 1.070 1.184 C63 NCL 33 NCL C66 C66 C 0 1 N N R 24.704 21.035 2.525 -11.537 1.903 0.767 C66 NCL 34 NCL C77 C77 C 0 1 N N N 25.268 21.412 1.163 -12.533 1.969 1.927 C77 NCL 35 NCL C69 C69 C 0 1 N N N 25.500 21.710 3.639 -12.207 1.249 -0.445 C69 NCL 36 NCL C72 C72 C 0 1 N N N 24.794 21.472 4.966 -11.186 1.132 -1.580 C72 NCL 37 NCL C75 C75 C 0 1 N N N 24.755 19.975 5.224 -9.982 0.321 -1.095 C75 NCL 38 NCL H10 H10 H 0 1 N N N 11.972 19.178 12.127 7.516 -0.069 -1.317 H10 NCL 39 NCL H10A H10A H 0 0 N N N 12.535 17.700 13.034 7.066 1.543 -0.711 H10A NCL 40 NCL H13 H13 H 0 1 N N N 14.522 18.990 13.778 7.847 0.909 1.555 H13 NCL 41 NCL H13A H13A H 0 0 N N N 13.781 20.464 13.014 8.297 -0.703 0.949 H13A NCL 42 NCL H18 H18 H 0 1 N N N 11.781 17.909 14.743 9.970 1.563 2.171 H18 NCL 43 NCL H18A H18A H 0 0 N N N 13.196 18.046 15.874 10.659 -0.021 1.740 H18A NCL 44 NCL H27 H27 H 0 1 N N N 11.360 18.074 17.269 12.413 1.725 1.740 H27 NCL 45 NCL H20 H20 H 0 1 N N N 9.289 19.121 17.047 10.939 3.652 1.216 H20 NCL 46 NCL H20A H20A H 0 0 N N N 9.817 20.014 15.582 12.304 3.562 0.077 H20A NCL 47 NCL H20B H20B H 0 0 N N N 9.650 18.226 15.532 10.688 3.012 -0.426 H20B NCL 48 NCL H30 H30 H 0 1 N N N 11.122 20.402 18.127 13.231 1.359 -0.592 H30 NCL 49 NCL H30A H30A H 0 0 N N N 12.796 19.697 17.991 12.606 -0.140 0.137 H30A NCL 50 NCL H33 H33 H 0 1 N N N 11.469 21.726 16.173 11.087 1.709 -1.761 H33 NCL 51 NCL H33A H33A H 0 0 N N N 12.906 21.945 17.284 11.749 0.106 -2.164 H33A NCL 52 NCL H36 H36 H 0 1 N N N 14.287 20.622 15.914 10.285 -0.934 -0.460 H36 NCL 53 NCL H36A H36A H 0 0 N N N 13.401 21.749 14.807 9.320 -0.022 -1.646 H36A NCL 54 NCL HN7 HN7 H 0 1 N N N 12.189 17.141 10.581 4.864 0.393 -1.703 HN7 NCL 55 NCL H4 H4 H 0 1 N N N 15.663 17.826 9.509 2.402 0.799 -1.494 H4 NCL 56 NCL H40 H40 H 0 1 N N N 11.857 16.064 8.698 4.570 -2.195 0.641 H40 NCL 57 NCL H42 H42 H 0 1 N N N 12.688 15.224 6.545 2.526 -3.303 1.338 H42 NCL 58 NCL H45 H45 H 0 1 N N N 14.418 15.018 4.942 0.037 -3.397 1.332 H45 NCL 59 NCL H47 H47 H 0 1 N N N 16.164 14.810 3.295 -2.452 -3.390 1.245 H47 NCL 60 NCL H49 H49 H 0 1 N N N 18.480 15.298 2.574 -4.506 -2.360 0.464 H49 NCL 61 NCL H85 H85 H 0 1 N N N 19.196 17.434 6.231 -2.366 0.710 -1.590 H85 NCL 62 NCL HN52 HN52 H 0 0 N N N 20.373 16.456 2.910 -4.811 0.178 -1.914 HN52 NCL 63 NCL H55 H55 H 0 1 N N N 22.778 16.549 3.057 -6.886 1.530 -0.792 H55 NCL 64 NCL H55A H55A H 0 0 N N N 22.204 18.256 2.890 -7.456 0.024 -1.552 H55A NCL 65 NCL H58 H58 H 0 1 N N N 23.414 17.920 5.475 -8.336 -0.746 0.634 H58 NCL 66 NCL H58A H58A H 0 0 N N N 24.536 17.292 4.167 -7.766 0.759 1.394 H58A NCL 67 NCL H63 H63 H 0 1 N N N 25.689 19.114 2.704 -10.648 0.066 1.459 H63 NCL 68 NCL H63A H63A H 0 0 N N N 24.064 19.028 1.993 -9.836 1.540 2.038 H63A NCL 69 NCL H66 H66 H 0 1 N N N 23.663 21.391 2.538 -11.215 2.911 0.506 H66 NCL 70 NCL H77 H77 H 0 1 N N N 24.446 21.503 0.438 -12.055 2.431 2.790 H77 NCL 71 NCL H77A H77A H 0 0 N N N 25.798 22.373 1.239 -13.398 2.563 1.630 H77A NCL 72 NCL H77B H77B H 0 0 N N N 25.968 20.632 0.828 -12.856 0.961 2.187 H77B NCL 73 NCL H69 H69 H 0 1 N N N 26.514 21.285 3.678 -12.564 0.256 -0.172 H69 NCL 74 NCL H69A H69A H 0 0 N N N 25.570 22.790 3.444 -13.047 1.862 -0.772 H69A NCL 75 NCL H72 H72 H 0 1 N N N 25.341 21.977 5.776 -11.645 0.629 -2.431 H72 NCL 76 NCL H72A H72A H 0 0 N N N 23.772 21.876 4.929 -10.858 2.128 -1.879 H72A NCL 77 NCL H75 H75 H 0 1 N N N 24.187 19.773 6.144 -9.247 0.248 -1.897 H75 NCL 78 NCL H75A H75A H 0 0 N N N 25.779 19.592 5.341 -10.309 -0.679 -0.810 H75A NCL 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 NCL O39 C9 DOUB N N 1 NCL N7 C9 SING N N 2 NCL C9 C10 SING N N 3 NCL C10 C13 SING N N 4 NCL C10 H10 SING N N 5 NCL C10 H10A SING N N 6 NCL C13 N16 SING N N 7 NCL C13 H13 SING N N 8 NCL C13 H13A SING N N 9 NCL N16 C18 SING N N 10 NCL N16 C36 SING N N 11 NCL C18 C27 SING N N 12 NCL C18 H18 SING N N 13 NCL C18 H18A SING N N 14 NCL C20 C27 SING N N 15 NCL C27 C30 SING N N 16 NCL C27 H27 SING N N 17 NCL C20 H20 SING N N 18 NCL C20 H20A SING N N 19 NCL C20 H20B SING N N 20 NCL C33 C30 SING N N 21 NCL C30 H30 SING N N 22 NCL C30 H30A SING N N 23 NCL C36 C33 SING N N 24 NCL C33 H33 SING N N 25 NCL C33 H33A SING N N 26 NCL C36 H36 SING N N 27 NCL C36 H36A SING N N 28 NCL C6 N7 SING N N 29 NCL N7 HN7 SING N N 30 NCL C40 C6 DOUB Y N 31 NCL C4 C6 SING Y N 32 NCL C3 C4 DOUB Y N 33 NCL C4 H4 SING N N 34 NCL C44 C3 SING Y N 35 NCL N1 C3 SING Y N 36 NCL C87 N1 DOUB Y N 37 NCL C42 C40 SING Y N 38 NCL C40 H40 SING N N 39 NCL C44 C42 DOUB Y N 40 NCL C42 H42 SING N N 41 NCL C45 C44 SING Y N 42 NCL C2 C45 DOUB Y N 43 NCL C45 H45 SING N N 44 NCL C47 C2 SING Y N 45 NCL C2 C87 SING Y N 46 NCL C49 C47 DOUB Y N 47 NCL C47 H47 SING N N 48 NCL C49 C51 SING Y N 49 NCL C49 H49 SING N N 50 NCL C85 C87 SING Y N 51 NCL C51 C85 DOUB Y N 52 NCL C85 H85 SING N N 53 NCL N52 C51 SING N N 54 NCL N52 C54 SING N N 55 NCL N52 HN52 SING N N 56 NCL C55 C54 SING N N 57 NCL C54 O84 DOUB N N 58 NCL C55 C58 SING N N 59 NCL C55 H55 SING N N 60 NCL C55 H55A SING N N 61 NCL N61 C58 SING N N 62 NCL C58 H58 SING N N 63 NCL C58 H58A SING N N 64 NCL C63 N61 SING N N 65 NCL N61 C75 SING N N 66 NCL C66 C63 SING N N 67 NCL C63 H63 SING N N 68 NCL C63 H63A SING N N 69 NCL C77 C66 SING N N 70 NCL C66 C69 SING N N 71 NCL C66 H66 SING N N 72 NCL C77 H77 SING N N 73 NCL C77 H77A SING N N 74 NCL C77 H77B SING N N 75 NCL C69 C72 SING N N 76 NCL C69 H69 SING N N 77 NCL C69 H69A SING N N 78 NCL C72 C75 SING N N 79 NCL C72 H72 SING N N 80 NCL C72 H72A SING N N 81 NCL C75 H75 SING N N 82 NCL 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 NCL SMILES ACDLabs 10.04 "O=C(Nc3cc2nc1cc(ccc1cc2cc3)NC(=O)CCN4CCCC(C4)C)CCN5CCCC(C)C5" NCL SMILES_CANONICAL CACTVS 3.341 "C[C@@H]1CCCN(CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCC[C@@H](C)C5)cc4nc3c2)C1" NCL SMILES CACTVS 3.341 "C[CH]1CCCN(CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCC[CH](C)C5)cc4nc3c2)C1" NCL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1CCC[N@](C1)CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CC[N@]5CCC[C@H](C5)C" NCL SMILES "OpenEye OEToolkits" 1.5.0 "CC1CCCN(C1)CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CCN5CCCC(C5)C" NCL InChI InChI 1.03 "InChI=1S/C31H41N5O2/c1-22-5-3-13-35(20-22)15-11-30(37)32-26-9-7-24-17-25-8-10-27(19-29(25)34-28(24)18-26)33-31(38)12-16-36-14-4-6-23(2)21-36/h7-10,17-19,22-23H,3-6,11-16,20-21H2,1-2H3,(H,32,37)(H,33,38)/t22-,23-/m1/s1" NCL InChIKey InChI 1.03 JGEGKUSUCAFTEW-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 NCL "SYSTEMATIC NAME" ACDLabs 10.04 "N,N'-acridine-3,6-diylbis{3-[(3R)-3-methylpiperidin-1-yl]propanamide}" NCL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[(1R,3R)-3-methylpiperidin-1-yl]-N-[6-[3-[(1R,3R)-3-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 NCL "Create component" 2008-10-08 RCSB NCL "Modify aromatic_flag" 2011-06-04 RCSB NCL "Modify descriptor" 2011-06-04 RCSB NCL "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id NCL _pdbx_chem_comp_synonyms.name "N,N'-acridine-3,6-diylbis{3-[(3R)-3-methylpiperidin-1-yl]propanamide}" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##