data_BRA # _chem_comp.id BRA _chem_comp.name "9-[4-(n,n-dimethylamino)phenylamino]-3,6-bis(3-pyrrolidinopropionamido) acridine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H43 N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N,N'-(9-{[4-(dimethylamino)phenyl]amino}acridine-3,6-diyl)bis(3-pyrrolidin-1-ylpropanamide)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-03-18 _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 593.762 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BRA _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 3CE5 _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 BRA C40 C40 C 0 1 N N N 24.075 10.220 10.224 5.423 7.121 1.067 C40 BRA 1 BRA C41 C41 C 0 1 N N N 25.331 9.703 10.878 6.796 7.812 1.259 C41 BRA 2 BRA C42 C42 C 0 1 N N N 26.329 10.765 10.525 7.778 6.620 1.321 C42 BRA 3 BRA C43 C43 C 0 1 N N N 25.482 12.015 10.364 7.045 5.459 0.624 C43 BRA 4 BRA N39 N39 N 0 1 N N N 24.079 11.607 10.638 5.739 5.981 0.169 N39 BRA 5 BRA C38 C38 C 0 1 N N N 23.137 12.350 9.795 4.701 4.945 0.248 C38 BRA 6 BRA C37 C37 C 0 1 N N N 23.418 13.828 9.990 4.923 3.914 -0.861 C37 BRA 7 BRA C36 C36 C 0 1 N N N 22.121 14.504 9.853 3.859 2.851 -0.779 C36 BRA 8 BRA O52 O52 O 0 1 N N N 21.121 13.809 9.883 3.005 2.911 0.081 O52 BRA 9 BRA N17 N17 N 0 1 N N N 22.178 15.841 9.693 3.854 1.832 -1.662 N17 BRA 10 BRA C3 C3 C 0 1 Y N N 21.193 16.760 9.641 2.922 0.800 -1.533 C3 BRA 11 BRA C4 C4 C 0 1 Y N N 19.833 16.421 9.532 1.653 1.091 -1.087 C4 BRA 12 BRA C2 C2 C 0 1 Y N N 21.551 18.086 9.778 3.297 -0.507 -1.865 C2 BRA 13 BRA C1 C1 C 0 1 Y N N 20.581 19.078 9.753 2.426 -1.543 -1.756 C1 BRA 14 BRA C6 C6 C 0 1 Y N N 19.237 18.765 9.610 1.116 -1.309 -1.301 C6 BRA 15 BRA C10 C10 C 0 1 Y N N 18.265 19.779 9.607 0.189 -2.361 -1.177 C10 BRA 16 BRA N19 N19 N 0 1 N N N 18.586 21.108 9.766 0.534 -3.657 -1.497 N19 BRA 17 BRA C28 C28 C 0 1 Y N N 19.649 21.918 9.583 1.437 -4.360 -0.691 C28 BRA 18 BRA C29 C29 C 0 1 Y N N 20.290 21.794 8.373 1.499 -4.102 0.672 C29 BRA 19 BRA C24 C24 C 0 1 Y N N 21.352 22.590 8.041 2.389 -4.795 1.467 C24 BRA 20 BRA C25 C25 C 0 1 Y N N 21.809 23.580 8.942 3.224 -5.751 0.903 C25 BRA 21 BRA N15 N15 N 0 1 N N N 22.878 24.336 8.512 4.127 -6.454 1.708 N15 BRA 22 BRA C16 C16 C 0 1 N N N 23.289 25.471 9.335 4.111 -6.268 3.161 C16 BRA 23 BRA C18 C18 C 0 1 N N N 23.587 24.057 7.249 5.089 -7.376 1.098 C18 BRA 24 BRA C26 C26 C 0 1 Y N N 21.151 23.757 10.226 3.163 -6.010 -0.461 C26 BRA 25 BRA C27 C27 C 0 1 Y N N 20.055 22.907 10.520 2.269 -5.320 -1.254 C27 BRA 26 BRA C5 C5 C 0 1 Y N N 18.875 17.424 9.485 0.710 0.054 -0.956 C5 BRA 27 BRA N7 N7 N 0 1 Y N N 17.586 17.081 9.370 -0.525 0.310 -0.526 N7 BRA 28 BRA C8 C8 C 0 1 Y N N 16.596 18.010 9.394 -1.434 -0.656 -0.394 C8 BRA 29 BRA C11 C11 C 0 1 Y N N 15.267 17.571 9.258 -2.733 -0.362 0.061 C11 BRA 30 BRA C9 C9 C 0 1 Y N N 16.929 19.365 9.502 -1.103 -2.045 -0.714 C9 BRA 31 BRA C14 C14 C 0 1 Y N N 15.918 20.270 9.482 -2.086 -3.039 -0.564 C14 BRA 32 BRA C13 C13 C 0 1 Y N N 14.594 19.847 9.391 -3.326 -2.701 -0.124 C13 BRA 33 BRA C12 C12 C 0 1 Y N N 14.241 18.488 9.270 -3.653 -1.377 0.189 C12 BRA 34 BRA N21 N21 N 0 1 N N N 12.957 18.075 9.211 -4.941 -1.080 0.641 N21 BRA 35 BRA C44 C44 C 0 1 N N N 11.744 18.729 9.205 -5.521 0.088 0.303 C44 BRA 36 BRA O53 O53 O 0 1 N N N 11.536 19.938 9.140 -4.969 0.836 -0.477 O53 BRA 37 BRA C45 C45 C 0 1 N N N 10.534 17.872 9.195 -6.854 0.466 0.894 C45 BRA 38 BRA C46 C46 C 0 1 N N N 9.311 18.768 8.877 -7.285 1.830 0.350 C46 BRA 39 BRA N47 N47 N 0 1 N N N 8.098 17.931 8.651 -8.585 2.198 0.926 N47 BRA 40 BRA C48 C48 C 0 1 N N N 7.054 18.637 7.884 -9.661 1.329 0.405 C48 BRA 41 BRA C49 C49 C 0 1 N N N 5.839 18.364 8.722 -10.910 2.244 0.333 C49 BRA 42 BRA C50 C50 C 0 1 N N N 6.154 17.065 9.435 -10.284 3.592 -0.110 C50 BRA 43 BRA C51 C51 C 0 1 N N N 7.525 17.376 9.894 -8.923 3.600 0.616 C51 BRA 44 BRA H40 H40 H 0 1 N N N 23.177 9.686 10.570 5.036 6.762 2.021 H40 BRA 45 BRA H40A H40A H 0 0 N N N 24.054 10.083 9.133 4.713 7.799 0.594 H40A BRA 46 BRA H41 H41 H 0 1 N N N 25.214 9.593 11.966 7.025 8.457 0.410 H41 BRA 47 BRA H41A H41A H 0 0 N N N 25.621 8.697 10.540 6.815 8.380 2.189 H41A BRA 48 BRA H42 H42 H 0 1 N N N 27.082 10.889 11.317 8.698 6.860 0.790 H42 BRA 49 BRA H42A H42A H 0 0 N N N 26.904 10.523 9.619 7.996 6.363 2.358 H42A BRA 50 BRA H43 H43 H 0 1 N N N 25.803 12.793 11.073 7.626 5.114 -0.232 H43 BRA 51 BRA H43A H43A H 0 0 N N N 25.584 12.437 9.353 6.893 4.640 1.327 H43A BRA 52 BRA H38 H38 H 0 1 N N N 23.275 12.074 8.739 4.753 4.451 1.219 H38 BRA 53 BRA H38A H38A H 0 0 N N N 22.100 12.114 10.074 3.719 5.403 0.126 H38A BRA 54 BRA H37 H37 H 0 1 N N N 23.850 14.014 10.984 4.871 4.407 -1.831 H37 BRA 55 BRA H37A H37A H 0 0 N N N 24.146 14.200 9.254 5.905 3.455 -0.738 H37A BRA 56 BRA HN17 HN17 H 0 0 N N N 23.102 16.212 9.597 4.499 1.816 -2.387 HN17 BRA 57 BRA H4 H4 H 0 1 N N N 19.535 15.384 9.485 1.383 2.107 -0.840 H4 BRA 58 BRA H2 H2 H 0 1 N N N 22.590 18.352 9.905 4.301 -0.695 -2.216 H2 BRA 59 BRA H1 H1 H 0 1 N N N 20.878 20.112 9.847 2.737 -2.543 -2.018 H1 BRA 60 BRA HN19 HN19 H 0 0 N N N 17.805 21.622 10.120 0.151 -4.082 -2.280 HN19 BRA 61 BRA H29 H29 H 0 1 N N N 19.947 21.051 7.668 0.850 -3.358 1.111 H29 BRA 62 BRA H24 H24 H 0 1 N N N 21.843 22.462 7.088 2.437 -4.594 2.527 H24 BRA 63 BRA H16 H16 H 0 1 N N N 23.392 25.148 10.381 3.429 -6.989 3.612 H16 BRA 64 BRA H16A H16A H 0 0 N N N 24.254 25.856 8.973 5.114 -6.420 3.558 H16A BRA 65 BRA H16B H16B H 0 0 N N N 22.530 26.265 9.270 3.777 -5.257 3.394 H16B BRA 66 BRA H18 H18 H 0 1 N N N 22.859 23.988 6.427 5.016 -7.310 0.012 H18 BRA 67 BRA H18A H18A H 0 0 N N N 24.299 24.870 7.041 6.098 -7.108 1.412 H18A BRA 68 BRA H18B H18B H 0 0 N N N 24.132 23.106 7.337 4.867 -8.395 1.416 H18B BRA 69 BRA H26 H26 H 0 1 N N N 21.484 24.507 10.929 3.812 -6.753 -0.899 H26 BRA 70 BRA H27 H27 H 0 1 N N N 19.528 23.011 11.457 2.218 -5.523 -2.314 H27 BRA 71 BRA H11 H11 H 0 1 N N N 15.052 16.519 9.145 -3.006 0.653 0.309 H11 BRA 72 BRA H14 H14 H 0 1 N N N 16.141 21.325 9.537 -1.855 -4.069 -0.797 H14 BRA 73 BRA H13 H13 H 0 1 N N N 13.809 20.588 9.414 -4.075 -3.472 -0.012 H13 BRA 74 BRA HN21 HN21 H 0 0 N N N 12.867 17.080 9.161 -5.418 -1.715 1.198 HN21 BRA 75 BRA H45 H45 H 0 1 N N N 10.635 17.090 8.428 -7.597 -0.284 0.624 H45 BRA 76 BRA H45A H45A H 0 0 N N N 10.405 17.386 10.173 -6.769 0.519 1.980 H45A BRA 77 BRA H46 H46 H 0 1 N N N 9.130 19.445 9.725 -6.542 2.580 0.620 H46 BRA 78 BRA H46A H46A H 0 0 N N N 9.520 19.347 7.966 -7.371 1.778 -0.735 H46A BRA 79 BRA H48 H48 H 0 1 N N N 7.262 19.713 7.788 -9.404 0.960 -0.588 H48 BRA 80 BRA H48A H48A H 0 0 N N N 6.962 18.302 6.840 -9.840 0.496 1.086 H48A BRA 81 BRA H49 H49 H 0 1 N N N 5.661 19.178 9.440 -11.619 1.879 -0.410 H49 BRA 82 BRA H49A H49A H 0 0 N N N 4.923 18.295 8.117 -11.383 2.335 1.311 H49A BRA 83 BRA H50 H50 H 0 1 N N N 5.461 16.848 10.262 -10.145 3.616 -1.191 H50 BRA 84 BRA H50A H50A H 0 0 N N N 6.061 16.158 8.819 -10.901 4.429 0.218 H50A BRA 85 BRA H51 H51 H 0 1 N N N 8.065 16.486 10.250 -8.997 4.176 1.538 H51 BRA 86 BRA H51A H51A H 0 0 N N N 7.575 18.050 10.762 -8.159 4.030 -0.032 H51A BRA 87 # # 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 BRA C40 N39 SING N N 1 BRA C40 C41 SING N N 2 BRA C40 H40 SING N N 3 BRA C40 H40A SING N N 4 BRA C42 C41 SING N N 5 BRA C41 H41 SING N N 6 BRA C41 H41A SING N N 7 BRA C43 C42 SING N N 8 BRA C42 H42 SING N N 9 BRA C42 H42A SING N N 10 BRA C43 N39 SING N N 11 BRA C43 H43 SING N N 12 BRA C43 H43A SING N N 13 BRA C38 N39 SING N N 14 BRA C38 C37 SING N N 15 BRA C38 H38 SING N N 16 BRA C38 H38A SING N N 17 BRA C36 C37 SING N N 18 BRA C37 H37 SING N N 19 BRA C37 H37A SING N N 20 BRA N17 C36 SING N N 21 BRA C36 O52 DOUB N N 22 BRA C3 N17 SING N N 23 BRA N17 HN17 SING N N 24 BRA C4 C3 DOUB Y N 25 BRA C3 C2 SING Y N 26 BRA C5 C4 SING Y N 27 BRA C4 H4 SING N N 28 BRA C1 C2 DOUB Y N 29 BRA C2 H2 SING N N 30 BRA C6 C1 SING Y N 31 BRA C1 H1 SING N N 32 BRA C5 C6 SING Y N 33 BRA C10 C6 DOUB Y N 34 BRA C9 C10 SING Y N 35 BRA C10 N19 SING N N 36 BRA C28 N19 SING N N 37 BRA N19 HN19 SING N N 38 BRA C29 C28 DOUB Y N 39 BRA C28 C27 SING Y N 40 BRA C24 C29 SING Y N 41 BRA C29 H29 SING N N 42 BRA C24 C25 DOUB Y N 43 BRA C24 H24 SING N N 44 BRA N15 C25 SING N N 45 BRA C25 C26 SING Y N 46 BRA C18 N15 SING N N 47 BRA N15 C16 SING N N 48 BRA C16 H16 SING N N 49 BRA C16 H16A SING N N 50 BRA C16 H16B SING N N 51 BRA C18 H18 SING N N 52 BRA C18 H18A SING N N 53 BRA C18 H18B SING N N 54 BRA C26 C27 DOUB Y N 55 BRA C26 H26 SING N N 56 BRA C27 H27 SING N N 57 BRA N7 C5 DOUB Y N 58 BRA N7 C8 SING Y N 59 BRA C11 C8 DOUB Y N 60 BRA C8 C9 SING Y N 61 BRA C11 C12 SING Y N 62 BRA C11 H11 SING N N 63 BRA C14 C9 DOUB Y N 64 BRA C13 C14 SING Y N 65 BRA C14 H14 SING N N 66 BRA C12 C13 DOUB Y N 67 BRA C13 H13 SING N N 68 BRA N21 C12 SING N N 69 BRA C44 N21 SING N N 70 BRA N21 HN21 SING N N 71 BRA O53 C44 DOUB N N 72 BRA C45 C44 SING N N 73 BRA C46 C45 SING N N 74 BRA C45 H45 SING N N 75 BRA C45 H45A SING N N 76 BRA N47 C46 SING N N 77 BRA C46 H46 SING N N 78 BRA C46 H46A SING N N 79 BRA C48 N47 SING N N 80 BRA N47 C51 SING N N 81 BRA C48 C49 SING N N 82 BRA C48 H48 SING N N 83 BRA C48 H48A SING N N 84 BRA C49 C50 SING N N 85 BRA C49 H49 SING N N 86 BRA C49 H49A SING N N 87 BRA C50 C51 SING N N 88 BRA C50 H50 SING N N 89 BRA C50 H50A SING N N 90 BRA C51 H51 SING N N 91 BRA C51 H51A SING N N 92 # # 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 BRA SMILES ACDLabs 10.04 "O=C(Nc5cc4nc2cc(NC(=O)CCN1CCCC1)ccc2c(Nc3ccc(N(C)C)cc3)c4cc5)CCN6CCCC6" BRA SMILES_CANONICAL CACTVS 3.341 "CN(C)c1ccc(Nc2c3ccc(NC(=O)CCN4CCCC4)cc3nc5cc(NC(=O)CCN6CCCC6)ccc25)cc1" BRA SMILES CACTVS 3.341 "CN(C)c1ccc(Nc2c3ccc(NC(=O)CCN4CCCC4)cc3nc5cc(NC(=O)CCN6CCCC6)ccc25)cc1" BRA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)c1ccc(cc1)Nc2c3ccc(cc3nc4c2ccc(c4)NC(=O)CCN5CCCC5)NC(=O)CCN6CCCC6" BRA SMILES "OpenEye OEToolkits" 1.5.0 "CN(C)c1ccc(cc1)Nc2c3ccc(cc3nc4c2ccc(c4)NC(=O)CCN5CCCC5)NC(=O)CCN6CCCC6" BRA InChI InChI 1.03 "InChI=1S/C35H43N7O2/c1-40(2)28-11-7-25(8-12-28)38-35-29-13-9-26(36-33(43)15-21-41-17-3-4-18-41)23-31(29)39-32-24-27(10-14-30(32)35)37-34(44)16-22-42-19-5-6-20-42/h7-14,23-24H,3-6,15-22H2,1-2H3,(H,36,43)(H,37,44)(H,38,39)" BRA InChIKey InChI 1.03 RKPYSYRMIXRZJT-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 BRA "SYSTEMATIC NAME" ACDLabs 10.04 "N,N'-(9-{[4-(dimethylamino)phenyl]amino}acridine-3,6-diyl)bis(3-pyrrolidin-1-ylpropanamide)" BRA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[9-[(4-dimethylaminophenyl)amino]-6-(3-pyrrolidin-1-ylpropanoylamino)acridin-3-yl]-3-pyrrolidin-1-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 BRA "Create component" 2008-03-18 RCSB BRA "Modify aromatic_flag" 2011-06-04 RCSB BRA "Modify descriptor" 2011-06-04 RCSB BRA "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BRA _pdbx_chem_comp_synonyms.name "N,N'-(9-{[4-(dimethylamino)phenyl]amino}acridine-3,6-diyl)bis(3-pyrrolidin-1-ylpropanamide)" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##