data_NC5 # _chem_comp.id NC5 _chem_comp.name "3-[(2R)-2-ethylpiperidin-1-yl]-N-[6-({3-[(2S)-2-ethylpiperidin-1-yl]propanoyl}amino)acridin-3-yl]propanamide" _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 ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-13 _chem_comp.pdbx_modified_date 2011-06-04 _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 NC5 _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 3EUI _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 NC5 O39 O39 O 0 1 N N N -4.216 -2.637 2.615 -5.937 -1.069 0.423 O39 NC5 1 NC5 C9 C9 C 0 1 N N N -3.068 -3.007 2.494 -5.911 -0.109 -0.318 C9 NC5 2 NC5 C10 C10 C 0 1 N N N -2.230 -2.516 1.319 -7.179 0.654 -0.607 C10 NC5 3 NC5 C13 C13 C 0 1 N N N -3.093 -2.201 0.097 -8.343 0.016 0.154 C13 NC5 4 NC5 N16 N16 N 0 1 N N N -2.471 -1.193 -0.766 -9.578 0.760 -0.128 N16 NC5 5 NC5 C18 C18 C 0 1 N N R -1.986 -1.793 -2.037 -10.740 0.098 0.479 C18 NC5 6 NC5 C20 C20 C 0 1 N N N -0.710 -2.582 -1.752 -10.793 -1.361 0.020 C20 NC5 7 NC5 C23 C23 C 0 1 N N N 0.227 -2.515 -2.946 -10.819 -1.414 -1.508 C23 NC5 8 NC5 C27 C27 C 0 1 N N N -1.572 -0.729 -3.066 -12.021 0.816 0.046 C27 NC5 9 NC5 C30 C30 C 0 1 N N N -2.688 0.259 -3.296 -11.954 2.280 0.489 C30 NC5 10 NC5 C33 C33 C 0 1 N N N -2.905 0.959 -1.974 -10.709 2.932 -0.117 C33 NC5 11 NC5 C36 C36 C 0 1 N N N -3.372 -0.042 -0.918 -9.467 2.154 0.321 C36 NC5 12 NC5 N7 N7 N 0 1 N N N -2.489 -3.871 3.330 -4.749 0.278 -0.880 N7 NC5 13 NC5 C6 C6 C 0 1 Y N N -3.043 -4.426 4.510 -3.559 -0.366 -0.536 C6 NC5 14 NC5 C40 C40 C 0 1 Y N N -2.211 -5.217 5.302 -3.576 -1.744 -0.282 C40 NC5 15 NC5 C42 C42 C 0 1 Y N N -2.669 -5.777 6.498 -2.447 -2.416 0.056 C42 NC5 16 NC5 C4 C4 C 0 1 Y N N -4.352 -4.178 4.937 -2.401 0.363 -0.461 C4 NC5 17 NC5 C3 C3 C 0 1 Y N N -4.819 -4.735 6.132 -1.196 -0.280 -0.115 C3 NC5 18 NC5 N1 N1 N 0 1 Y N N -6.098 -4.509 6.528 -0.059 0.405 -0.035 N1 NC5 19 NC5 C44 C44 C 0 1 Y N N -3.971 -5.537 6.909 -1.224 -1.721 0.155 C44 NC5 20 NC5 C45 C45 C 0 1 Y N N -4.432 -6.092 8.095 -0.043 -2.381 0.501 C45 NC5 21 NC5 C2 C2 C 0 1 Y N N -5.745 -5.838 8.494 1.129 -1.626 0.579 C2 NC5 22 NC5 C47 C47 C 0 1 Y N N -6.234 -6.379 9.682 2.360 -2.222 0.923 C47 NC5 23 NC5 C49 C49 C 0 1 Y N N -7.550 -6.123 10.080 3.480 -1.459 0.991 C49 NC5 24 NC5 C51 C51 C 0 1 Y N N -8.393 -5.350 9.277 3.445 -0.084 0.727 C51 NC5 25 NC5 C85 C85 C 0 1 Y N N -7.895 -4.786 8.096 2.280 0.553 0.389 C85 NC5 26 NC5 C87 C87 C 0 1 Y N N -6.575 -5.035 7.693 1.086 -0.189 0.290 C87 NC5 27 NC5 N52 N52 N 0 1 N N N -9.689 -5.057 9.753 4.626 0.656 0.811 N52 NC5 28 NC5 C54 C54 C 0 1 N N N -10.670 -4.460 9.080 5.798 0.098 0.448 C54 NC5 29 NC5 O84 O84 O 0 1 N N N -10.624 -4.178 7.888 5.817 -1.013 -0.036 O84 NC5 30 NC5 C55 C55 C 0 1 N N N -11.907 -4.197 9.911 7.086 0.856 0.645 C55 NC5 31 NC5 C58 C58 C 0 1 N N N -12.888 -3.316 9.138 8.259 0.004 0.154 C58 NC5 32 NC5 N61 N61 N 0 1 N N N -13.426 -2.251 9.987 9.514 0.743 0.346 N61 NC5 33 NC5 C63 C63 C 0 1 N N S -14.004 -1.162 9.180 10.676 -0.130 0.132 C63 NC5 34 NC5 C77 C77 C 0 1 N N N -15.293 -1.584 8.481 10.724 -0.565 -1.334 C77 NC5 35 NC5 C80 C80 C 0 1 N N N -15.210 -1.295 6.994 11.869 -1.559 -1.534 C80 NC5 36 NC5 C66 C66 C 0 1 N N N -14.159 0.109 10.011 11.957 0.630 0.481 C66 NC5 37 NC5 C69 C69 C 0 1 N N N -14.932 -0.176 11.293 12.062 1.877 -0.403 C69 NC5 38 NC5 C72 C72 C 0 1 N N N -14.170 -1.231 12.089 10.817 2.744 -0.197 C72 NC5 39 NC5 C75 C75 C 0 1 N N N -14.033 -2.533 11.292 9.569 1.923 -0.526 C75 NC5 40 NC5 H10 H10 H 0 1 N N N -1.700 -1.601 1.622 -7.060 1.689 -0.288 H10 NC5 41 NC5 H10A H10A H 0 0 N N N -1.525 -3.314 1.044 -7.385 0.625 -1.677 H10A NC5 42 NC5 H13 H13 H 0 1 N N N -3.232 -3.125 -0.484 -8.461 -1.020 -0.165 H13 NC5 43 NC5 H13A H13A H 0 0 N N N -4.055 -1.802 0.451 -8.137 0.045 1.224 H13A NC5 44 NC5 H18 H18 H 0 1 N N N -2.810 -2.406 -2.431 -10.653 0.135 1.565 H18 NC5 45 NC5 H20 H20 H 0 1 N N N -0.207 -2.152 -0.873 -9.913 -1.889 0.388 H20 NC5 46 NC5 H20A H20A H 0 0 N N N -0.973 -3.633 -1.561 -11.692 -1.833 0.416 H20A NC5 47 NC5 H23 H23 H 0 1 N N N -0.362 -2.499 -3.875 -10.766 -2.452 -1.837 H23 NC5 48 NC5 H23A H23A H 0 0 N N N 0.837 -1.602 -2.883 -11.743 -0.965 -1.872 H23A NC5 49 NC5 H23B H23B H 0 0 N N N 0.885 -3.396 -2.945 -9.967 -0.863 -1.906 H23B NC5 50 NC5 H27 H27 H 0 1 N N N -0.689 -0.191 -2.690 -12.115 0.768 -1.039 H27 NC5 51 NC5 H27A H27A H 0 0 N N N -1.343 -1.230 -4.018 -12.882 0.333 0.508 H27A NC5 52 NC5 H30 H30 H 0 1 N N N -2.410 0.982 -4.077 -12.845 2.805 0.144 H30 NC5 53 NC5 H30A H30A H 0 0 N N N -3.604 -0.244 -3.639 -11.899 2.329 1.576 H30A NC5 54 NC5 H33 H33 H 0 1 N N N -1.960 1.417 -1.647 -10.783 2.918 -1.205 H33 NC5 55 NC5 H33A H33A H 0 0 N N N -3.675 1.734 -2.100 -10.633 3.963 0.229 H33A NC5 56 NC5 H36 H36 H 0 1 N N N -4.362 -0.418 -1.216 -9.385 2.180 1.407 H36 NC5 57 NC5 H36A H36A H 0 0 N N N -3.393 0.486 0.047 -8.579 2.607 -0.121 H36A NC5 58 NC5 HN7 HN7 H 0 1 N N N -1.560 -4.159 3.098 -4.739 1.005 -1.522 HN7 NC5 59 NC5 H40 H40 H 0 1 N N N -1.195 -5.400 4.986 -4.509 -2.283 -0.356 H40 NC5 60 NC5 H42 H42 H 0 1 N N N -2.014 -6.392 7.097 -2.485 -3.478 0.248 H42 NC5 61 NC5 H4 H4 H 0 1 N N N -5.004 -3.555 4.342 -2.413 1.423 -0.666 H4 NC5 62 NC5 H45 H45 H 0 1 N N N -3.785 -6.710 8.699 -0.036 -3.442 0.701 H45 NC5 63 NC5 H47 H47 H 0 1 N N N -5.596 -6.997 10.296 2.411 -3.281 1.131 H47 NC5 64 NC5 H49 H49 H 0 1 N N N -7.917 -6.525 11.013 4.419 -1.923 1.255 H49 NC5 65 NC5 H85 H85 H 0 1 N N N -8.531 -4.156 7.492 2.278 1.614 0.190 H85 NC5 66 NC5 HN52 HN52 H 0 0 N N N -9.891 -5.326 10.695 4.603 1.572 1.130 HN52 NC5 67 NC5 H55 H55 H 0 1 N N N -12.392 -5.155 10.150 7.051 1.786 0.078 H55 NC5 68 NC5 H55A H55A H 0 0 N N N -11.614 -3.680 10.836 7.218 1.081 1.703 H55A NC5 69 NC5 H58 H58 H 0 1 N N N -12.363 -2.861 8.286 8.294 -0.926 0.722 H58 NC5 70 NC5 H58A H58A H 0 0 N N N -13.723 -3.943 8.793 8.127 -0.220 -0.904 H58A NC5 71 NC5 H63 H63 H 0 1 N N N -13.297 -0.928 8.371 10.591 -1.010 0.769 H63 NC5 72 NC5 H77 H77 H 0 1 N N N -15.448 -2.663 8.631 9.780 -1.038 -1.604 H77 NC5 73 NC5 H77A H77A H 0 0 N N N -16.132 -1.016 8.908 10.886 0.308 -1.967 H77A NC5 74 NC5 H80 H80 H 0 1 N N N -15.190 -0.207 6.832 11.664 -2.468 -0.968 H80 NC5 75 NC5 H80A H80A H 0 0 N N N -14.293 -1.744 6.584 11.958 -1.803 -2.593 H80A NC5 76 NC5 H80B H80B H 0 0 N N N -16.087 -1.725 6.488 12.801 -1.115 -1.184 H80B NC5 77 NC5 H66 H66 H 0 1 N N N -13.161 0.492 10.271 11.930 0.928 1.529 H66 NC5 78 NC5 H66A H66A H 0 0 N N N -14.714 0.853 9.421 12.821 -0.012 0.307 H66A NC5 79 NC5 H69 H69 H 0 1 N N N -15.024 0.746 11.887 12.951 2.444 -0.128 H69 NC5 80 NC5 H69A H69A H 0 0 N N N -15.942 -0.540 11.052 12.129 1.577 -1.449 H69A NC5 81 NC5 H72 H72 H 0 1 N N N -13.165 -0.847 12.320 10.772 3.076 0.840 H72 NC5 82 NC5 H72A H72A H 0 0 N N N -14.729 -1.443 13.013 10.866 3.612 -0.854 H72A NC5 83 NC5 H75 H75 H 0 1 N N N -15.028 -2.977 11.144 9.608 1.604 -1.567 H75 NC5 84 NC5 H75A H75A H 0 0 N N N -13.394 -3.235 11.847 8.680 2.533 -0.367 H75A NC5 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 NC5 C9 O39 DOUB N N 1 NC5 C10 C9 SING N N 2 NC5 C9 N7 SING N N 3 NC5 C13 C10 SING N N 4 NC5 C10 H10 SING N N 5 NC5 C10 H10A SING N N 6 NC5 N16 C13 SING N N 7 NC5 C13 H13 SING N N 8 NC5 C13 H13A SING N N 9 NC5 C18 N16 SING N N 10 NC5 C36 N16 SING N N 11 NC5 C27 C18 SING N N 12 NC5 C18 C20 SING N N 13 NC5 C18 H18 SING N N 14 NC5 C23 C20 SING N N 15 NC5 C20 H20 SING N N 16 NC5 C20 H20A SING N N 17 NC5 C23 H23 SING N N 18 NC5 C23 H23A SING N N 19 NC5 C23 H23B SING N N 20 NC5 C30 C27 SING N N 21 NC5 C27 H27 SING N N 22 NC5 C27 H27A SING N N 23 NC5 C30 C33 SING N N 24 NC5 C30 H30 SING N N 25 NC5 C30 H30A SING N N 26 NC5 C33 C36 SING N N 27 NC5 C33 H33 SING N N 28 NC5 C33 H33A SING N N 29 NC5 C36 H36 SING N N 30 NC5 C36 H36A SING N N 31 NC5 N7 C6 SING N N 32 NC5 N7 HN7 SING N N 33 NC5 C6 C4 DOUB Y N 34 NC5 C6 C40 SING Y N 35 NC5 C40 C42 DOUB Y N 36 NC5 C40 H40 SING N N 37 NC5 C42 C44 SING Y N 38 NC5 C42 H42 SING N N 39 NC5 C4 C3 SING Y N 40 NC5 C4 H4 SING N N 41 NC5 C3 N1 DOUB Y N 42 NC5 C3 C44 SING Y N 43 NC5 N1 C87 SING Y N 44 NC5 C44 C45 DOUB Y N 45 NC5 C45 C2 SING Y N 46 NC5 C45 H45 SING N N 47 NC5 C87 C2 SING Y N 48 NC5 C2 C47 DOUB Y N 49 NC5 C47 C49 SING Y N 50 NC5 C47 H47 SING N N 51 NC5 C51 C49 DOUB Y N 52 NC5 C49 H49 SING N N 53 NC5 C85 C51 SING Y N 54 NC5 C51 N52 SING N N 55 NC5 C87 C85 DOUB Y N 56 NC5 C85 H85 SING N N 57 NC5 C54 N52 SING N N 58 NC5 N52 HN52 SING N N 59 NC5 O84 C54 DOUB N N 60 NC5 C54 C55 SING N N 61 NC5 C58 C55 SING N N 62 NC5 C55 H55 SING N N 63 NC5 C55 H55A SING N N 64 NC5 C58 N61 SING N N 65 NC5 C58 H58 SING N N 66 NC5 C58 H58A SING N N 67 NC5 C63 N61 SING N N 68 NC5 N61 C75 SING N N 69 NC5 C77 C63 SING N N 70 NC5 C63 C66 SING N N 71 NC5 C63 H63 SING N N 72 NC5 C80 C77 SING N N 73 NC5 C77 H77 SING N N 74 NC5 C77 H77A SING N N 75 NC5 C80 H80 SING N N 76 NC5 C80 H80A SING N N 77 NC5 C80 H80B SING N N 78 NC5 C66 C69 SING N N 79 NC5 C66 H66 SING N N 80 NC5 C66 H66A SING N N 81 NC5 C69 C72 SING N N 82 NC5 C69 H69 SING N N 83 NC5 C69 H69A SING N N 84 NC5 C75 C72 SING N N 85 NC5 C72 H72 SING N N 86 NC5 C72 H72A SING N N 87 NC5 C75 H75 SING N N 88 NC5 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 NC5 SMILES ACDLabs 10.04 "O=C(Nc3cc2nc1cc(ccc1cc2cc3)NC(=O)CCN4C(CCCC4)CC)CCN5C(CC)CCCC5" NC5 SMILES_CANONICAL CACTVS 3.341 "CC[C@@H]1CCCCN1CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCCC[C@@H]5CC)cc4nc3c2" NC5 SMILES CACTVS 3.341 "CC[CH]1CCCCN1CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CCCC[CH]5CC)cc4nc3c2" NC5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@@H]1CCCC[N@]1CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CC[N@@]5CCCC[C@@H]5CC" NC5 SMILES "OpenEye OEToolkits" 1.5.0 "CCC1CCCCN1CCC(=O)Nc2ccc3cc4ccc(cc4nc3c2)NC(=O)CCN5CCCCC5CC" NC5 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+" NC5 InChIKey InChI 1.03 ZWPUGYBFVBXUSX-ISILISOKSA-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 NC5 "SYSTEMATIC NAME" ACDLabs 10.04 "3-[(2R)-2-ethylpiperidin-1-yl]-N-[6-({3-[(2S)-2-ethylpiperidin-1-yl]propanoyl}amino)acridin-3-yl]propanamide" NC5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[(1S,2S)-2-ethylpiperidin-1-yl]-N-[6-[3-[(1S,2S)-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 NC5 "Create component" 2008-10-13 RCSB NC5 "Modify aromatic_flag" 2011-06-04 RCSB NC5 "Modify descriptor" 2011-06-04 RCSB #