data_NCI # _chem_comp.id NCI _chem_comp.name "3,6-Bis{3-[(2R)-(2-ethylpiperidino)]propionamido}acridine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C33 H45 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N,N'-acridine-3,6-diylbis{3-[(2R)-2-ethylpiperidin-1-yl]propanamide}" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-02 _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 543.743 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NCI _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 3EQW _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 NCI O39 O39 O 0 1 N N N 12.815 -2.855 -11.189 -5.882 -1.106 0.308 O39 NCI 1 NCI C9 C9 C 0 1 N N N 14.002 -3.108 -11.240 -5.879 -0.066 -0.317 C9 NCI 2 NCI C10 C10 C 0 1 N N N 14.858 -2.580 -12.377 -7.155 0.720 -0.476 C10 NCI 3 NCI C13 C13 C 0 1 N N N 14.042 -2.314 -13.638 -8.295 -0.006 0.241 C13 NCI 4 NCI N16 N16 N 0 1 N N N 14.722 -1.404 -14.569 -9.538 0.761 0.086 N16 NCI 5 NCI C18 C18 C 0 1 N N R 15.295 -2.090 -15.751 -10.681 0.030 0.647 C18 NCI 6 NCI C20 C20 C 0 1 N N N 16.313 -3.131 -15.311 -10.748 -1.366 0.024 C20 NCI 7 NCI C23 C23 C 0 1 N N N 17.682 -2.767 -15.862 -10.821 -1.242 -1.499 C23 NCI 8 NCI C27 C27 C 0 1 N N N 16.080 -1.085 -16.601 -11.974 0.788 0.339 C27 NCI 9 NCI C30 C30 C 0 1 N N N 15.243 0.107 -17.022 -11.894 2.191 0.947 C30 NCI 10 NCI C33 C33 C 0 1 N N N 14.634 0.754 -15.789 -10.668 2.914 0.383 C33 NCI 11 NCI C36 C36 C 0 1 N N N 13.866 -0.271 -14.956 -9.413 2.094 0.689 C36 NCI 12 NCI N7 N7 N 0 1 N N N 14.621 -3.863 -10.324 -4.735 0.388 -0.865 N7 NCI 13 NCI C6 C6 C 0 1 Y N N 14.096 -4.414 -9.137 -3.535 -0.289 -0.636 C6 NCI 14 NCI C40 C40 C 0 1 Y N N 14.968 -5.148 -8.318 -3.545 -1.687 -0.544 C40 NCI 15 NCI C42 C42 C 0 1 Y N N 14.539 -5.672 -7.099 -2.406 -2.390 -0.322 C42 NCI 16 NCI C4 C4 C 0 1 Y N N 12.787 -4.181 -8.707 -2.375 0.430 -0.512 C4 NCI 17 NCI C3 C3 C 0 1 Y N N 12.346 -4.704 -7.488 -1.160 -0.244 -0.281 C3 NCI 18 NCI N1 N1 N 0 1 Y N N 11.064 -4.490 -7.084 -0.020 0.430 -0.157 N1 NCI 19 NCI C44 C44 C 0 1 Y N N 13.228 -5.445 -6.680 -1.180 -1.707 -0.180 C44 NCI 20 NCI C45 C45 C 0 1 Y N N 12.787 -5.960 -5.464 0.011 -2.399 0.049 C45 NCI 21 NCI C2 C2 C 0 1 Y N N 11.474 -5.736 -5.069 1.185 -1.655 0.179 C2 NCI 22 NCI C47 C47 C 0 1 Y N N 11.011 -6.251 -3.859 2.426 -2.283 0.413 C47 NCI 23 NCI C49 C49 C 0 1 Y N N 9.688 -5.995 -3.485 3.548 -1.530 0.535 C49 NCI 24 NCI C51 C51 C 0 1 Y N N 8.811 -5.260 -4.307 3.505 -0.133 0.434 C51 NCI 25 NCI C85 C85 C 0 1 Y N N 9.289 -4.743 -5.517 2.330 0.535 0.209 C85 NCI 26 NCI C87 C87 C 0 1 Y N N 10.613 -4.985 -5.905 1.134 -0.194 0.061 C87 NCI 27 NCI N52 N52 N 0 1 N N N 7.497 -4.995 -3.834 4.689 0.596 0.567 N52 NCI 28 NCI C54 C54 C 0 1 N N N 6.510 -4.340 -4.471 5.849 0.088 0.106 C54 NCI 29 NCI O84 O84 O 0 1 N N N 6.575 -3.955 -5.631 5.851 -0.958 -0.507 O84 NCI 30 NCI C55 C55 C 0 1 N N N 5.232 -4.124 -3.679 7.143 0.821 0.352 C55 NCI 31 NCI C58 C58 C 0 1 N N N 4.176 -3.361 -4.498 8.299 0.036 -0.271 C58 NCI 32 NCI N61 N61 N 0 1 N N N 3.628 -2.217 -3.743 9.560 0.750 -0.032 N61 NCI 33 NCI C63 C63 C 0 1 N N R 2.407 -1.666 -4.373 10.714 -0.083 -0.396 C63 NCI 34 NCI C77 C77 C 0 1 N N N 2.704 -1.357 -5.836 10.627 -1.423 0.338 C77 NCI 35 NCI C80 C80 C 0 1 N N N 1.474 -1.451 -6.721 10.529 -1.174 1.844 C80 NCI 36 NCI C66 C66 C 0 1 N N N 2.086 -0.320 -3.720 12.007 0.633 0.002 C66 NCI 37 NCI C69 C69 C 0 1 N N N 1.922 -0.470 -2.215 12.080 1.982 -0.719 C69 NCI 38 NCI C72 C72 C 0 1 N N N 3.228 -0.999 -1.633 10.843 2.810 -0.361 C72 NCI 39 NCI C75 C75 C 0 1 N N N 3.535 -2.348 -2.283 9.584 2.032 -0.748 C75 NCI 40 NCI H10 H10 H 0 1 N N N 15.324 -1.637 -12.056 -7.026 1.712 -0.042 H10 NCI 41 NCI H10A H10A H 0 0 N N N 15.612 -3.344 -12.616 -7.393 0.815 -1.535 H10A NCI 42 NCI H13 H13 H 0 1 N N N 13.871 -3.272 -14.150 -8.423 -0.998 -0.193 H13 NCI 43 NCI H13A H13A H 0 0 N N N 13.099 -1.837 -13.332 -8.056 -0.101 1.300 H13A NCI 44 NCI H18 H18 H 0 1 N N N 14.463 -2.545 -16.308 -10.561 -0.060 1.726 H18 NCI 45 NCI H20 H20 H 0 1 N N N 16.356 -3.160 -14.212 -9.858 -1.931 0.300 H20 NCI 46 NCI H20A H20A H 0 0 N N N 16.015 -4.119 -15.693 -11.635 -1.885 0.389 H20A NCI 47 NCI H23 H23 H 0 1 N N N 17.626 -2.679 -16.957 -10.778 -2.235 -1.947 H23 NCI 48 NCI H23A H23A H 0 0 N N N 18.006 -1.807 -15.433 -11.757 -0.757 -1.780 H23A NCI 49 NCI H23B H23B H 0 0 N N N 18.405 -3.551 -15.594 -9.982 -0.646 -1.856 H23B NCI 50 NCI H27 H27 H 0 1 N N N 16.931 -0.719 -16.008 -12.102 0.866 -0.740 H27 NCI 51 NCI H27A H27A H 0 0 N N N 16.405 -1.604 -17.515 -12.821 0.253 0.769 H27A NCI 52 NCI H30 H30 H 0 1 N N N 15.879 0.837 -17.544 -12.795 2.750 0.694 H30 NCI 53 NCI H30A H30A H 0 0 N N N 14.441 -0.226 -17.697 -11.805 2.114 2.031 H30A NCI 54 NCI H33 H33 H 0 1 N N N 15.440 1.182 -15.175 -10.776 3.026 -0.696 H33 NCI 55 NCI H33A H33A H 0 0 N N N 13.934 1.539 -16.113 -10.582 3.898 0.844 H33A NCI 56 NCI H36 H36 H 0 1 N N N 13.023 -0.651 -15.552 -9.298 1.995 1.769 H36 NCI 57 NCI H36A H36A H 0 0 N N N 13.512 0.224 -14.039 -8.539 2.599 0.276 H36A NCI 58 NCI HN7 HN7 H 0 1 N N N 15.584 -4.063 -10.506 -4.744 1.184 -1.418 HN7 NCI 59 NCI H40 H40 H 0 1 N N N 15.987 -5.309 -8.637 -4.480 -2.216 -0.651 H40 NCI 60 NCI H42 H42 H 0 1 N N N 15.215 -6.248 -6.485 -2.438 -3.467 -0.255 H42 NCI 61 NCI H4 H4 H 0 1 N N N 12.115 -3.596 -9.317 -2.392 1.507 -0.591 H4 NCI 62 NCI H45 H45 H 0 1 N N N 13.458 -6.527 -4.835 0.023 -3.477 0.124 H45 NCI 63 NCI H47 H47 H 0 1 N N N 11.660 -6.835 -3.224 2.483 -3.359 0.494 H47 NCI 64 NCI H49 H49 H 0 1 N N N 9.328 -6.372 -2.539 4.495 -2.018 0.714 H49 NCI 65 NCI H85 H85 H 0 1 N N N 8.638 -4.159 -6.150 2.323 1.612 0.136 H85 NCI 66 NCI HN52 HN52 H 0 0 N N N 7.281 -5.336 -2.919 4.676 1.468 0.992 HN52 NCI 67 NCI H55 H55 H 0 1 N N N 4.820 -5.105 -3.399 7.091 1.811 -0.100 H55 NCI 68 NCI H55A H55A H 0 0 N N N 5.476 -3.525 -2.789 7.306 0.919 1.425 H55A NCI 69 NCI H58 H58 H 0 1 N N N 4.645 -2.985 -5.419 8.351 -0.955 0.181 H58 NCI 70 NCI H58A H58A H 0 0 N N N 3.351 -4.051 -4.727 8.135 -0.062 -1.344 H58A NCI 71 NCI H63 H63 H 0 1 N N N 1.584 -2.388 -4.264 10.711 -0.257 -1.472 H63 NCI 72 NCI H77 H77 H 0 1 N N N 3.099 -0.332 -5.900 9.743 -1.965 0.001 H77 NCI 73 NCI H77A H77A H 0 0 N N N 3.428 -2.104 -6.193 11.518 -2.013 0.124 H77A NCI 74 NCI H80 H80 H 0 1 N N N 0.571 -1.474 -6.093 9.595 -0.659 2.068 H80 NCI 75 NCI H80A H80A H 0 0 N N N 1.435 -0.577 -7.388 10.554 -2.128 2.372 H80A NCI 76 NCI H80B H80B H 0 0 N N N 1.525 -2.370 -7.323 11.370 -0.559 2.166 H80B NCI 77 NCI H66 H66 H 0 1 N N N 2.909 0.381 -3.922 12.017 0.795 1.079 H66 NCI 78 NCI H66A H66A H 0 0 N N N 1.143 0.058 -4.140 12.863 0.021 -0.283 H66A NCI 79 NCI H69 H69 H 0 1 N N N 1.684 0.506 -1.768 12.978 2.514 -0.406 H69 NCI 80 NCI H69A H69A H 0 0 N N N 1.103 -1.170 -1.995 12.109 1.818 -1.796 H69A NCI 81 NCI H72 H72 H 0 1 N N N 4.043 -0.290 -1.841 10.835 3.007 0.711 H72 NCI 82 NCI H72A H72A H 0 0 N N N 3.135 -1.118 -0.543 10.868 3.755 -0.904 H72A NCI 83 NCI H75 H75 H 0 1 N N N 2.729 -3.055 -2.038 9.586 1.848 -1.822 H75 NCI 84 NCI H75A H75A H 0 0 N N N 4.500 -2.712 -1.900 8.701 2.613 -0.481 H75A NCI 85 # # 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 NCI C9 O39 DOUB N N 1 NCI C10 C9 SING N N 2 NCI C9 N7 SING N N 3 NCI C13 C10 SING N N 4 NCI C10 H10 SING N N 5 NCI C10 H10A SING N N 6 NCI N16 C13 SING N N 7 NCI C13 H13 SING N N 8 NCI C13 H13A SING N N 9 NCI C18 N16 SING N N 10 NCI C36 N16 SING N N 11 NCI C27 C18 SING N N 12 NCI C18 C20 SING N N 13 NCI C18 H18 SING N N 14 NCI C23 C20 SING N N 15 NCI C20 H20 SING N N 16 NCI C20 H20A SING N N 17 NCI C23 H23 SING N N 18 NCI C23 H23A SING N N 19 NCI C23 H23B SING N N 20 NCI C30 C27 SING N N 21 NCI C27 H27 SING N N 22 NCI C27 H27A SING N N 23 NCI C30 C33 SING N N 24 NCI C30 H30 SING N N 25 NCI C30 H30A SING N N 26 NCI C33 C36 SING N N 27 NCI C33 H33 SING N N 28 NCI C33 H33A SING N N 29 NCI C36 H36 SING N N 30 NCI C36 H36A SING N N 31 NCI N7 C6 SING N N 32 NCI N7 HN7 SING N N 33 NCI C6 C4 DOUB Y N 34 NCI C6 C40 SING Y N 35 NCI C40 C42 DOUB Y N 36 NCI C40 H40 SING N N 37 NCI C42 C44 SING Y N 38 NCI C42 H42 SING N N 39 NCI C4 C3 SING Y N 40 NCI C4 H4 SING N N 41 NCI C3 N1 DOUB Y N 42 NCI C3 C44 SING Y N 43 NCI N1 C87 SING Y N 44 NCI C44 C45 DOUB Y N 45 NCI C45 C2 SING Y N 46 NCI C45 H45 SING N N 47 NCI C87 C2 SING Y N 48 NCI C2 C47 DOUB Y N 49 NCI C47 C49 SING Y N 50 NCI C47 H47 SING N N 51 NCI C51 C49 DOUB Y N 52 NCI C49 H49 SING N N 53 NCI C85 C51 SING Y N 54 NCI C51 N52 SING N N 55 NCI C87 C85 DOUB Y N 56 NCI C85 H85 SING N N 57 NCI C54 N52 SING N N 58 NCI N52 HN52 SING N N 59 NCI O84 C54 DOUB N N 60 NCI C54 C55 SING N N 61 NCI C58 C55 SING N N 62 NCI C55 H55 SING N N 63 NCI C55 H55A SING N N 64 NCI C58 N61 SING N N 65 NCI C58 H58 SING N N 66 NCI C58 H58A SING N N 67 NCI C63 N61 SING N N 68 NCI N61 C75 SING N N 69 NCI C77 C63 SING N N 70 NCI C63 C66 SING N N 71 NCI C63 H63 SING N N 72 NCI C80 C77 SING N N 73 NCI C77 H77 SING N N 74 NCI C77 H77A SING N N 75 NCI C80 H80 SING N N 76 NCI C80 H80A SING N N 77 NCI C80 H80B SING N N 78 NCI C66 C69 SING N N 79 NCI C66 H66 SING N N 80 NCI C66 H66A SING N N 81 NCI C69 C72 SING N N 82 NCI C69 H69 SING N N 83 NCI C69 H69A SING N N 84 NCI C75 C72 SING N N 85 NCI C72 H72 SING N N 86 NCI C72 H72A SING N N 87 NCI C75 H75 SING N N 88 NCI C75 H75A SING N N 89 # # 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 NCI SMILES ACDLabs 10.04 "O=C(Nc3cc2nc1cc(ccc1cc2cc3)NC(=O)CCN4C(CCCC4)CC)CCN5C(CC)CCCC5" NCI SMILES_CANONICAL CACTVS 3.341 "CC[C@@H]1CCCCN1CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCCC[C@H]5CC)cc4nc3c2" NCI SMILES CACTVS 3.341 "CC[CH]1CCCCN1CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCCC[CH]5CC)cc4nc3c2" NCI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@@H]1CCCC[N@]1CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CC[N@@]5CCCC[C@H]5CC" NCI SMILES "OpenEye OEToolkits" 1.5.0 "CCC1CCCCN1CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CCN5CCCCC5CC" NCI InChI InChI 1.03 "InChI=1S/C33H45N5O2/c1-3-28-9-5-7-17-37(28)19-15-32(39)34-26-13-11-24-21-25-12-14-27(23-31(25)36-30(24)22-26)35-33(40)16-20-38-18-8-6-10-29(38)4-2/h11-14,21-23,28-29H,3-10,15-20H2,1-2H3,(H,34,39)(H,35,40)/t28-,29-/m1/s1" NCI InChIKey InChI 1.03 ZWPUGYBFVBXUSX-FQLXRVMXSA-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 NCI "SYSTEMATIC NAME" ACDLabs 10.04 "N,N'-acridine-3,6-diylbis{3-[(2R)-2-ethylpiperidin-1-yl]propanamide}" NCI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[(1S,2R)-2-ethylpiperidin-1-yl]-N-[6-[3-[(1S,2R)-2-ethylpiperidin-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 NCI "Create component" 2008-10-02 RCSB NCI "Modify aromatic_flag" 2011-06-04 RCSB NCI "Modify descriptor" 2011-06-04 RCSB NCI "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id NCI _pdbx_chem_comp_synonyms.name "N,N'-acridine-3,6-diylbis{3-[(2R)-2-ethylpiperidin-1-yl]propanamide}" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##