data_RNR # _chem_comp.id RNR _chem_comp.name "3,6-bis(3-(3'-(R)-fluoropyrrolindino)propionamido)acridine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H31 F2 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N,N'-acridine-3,6-diylbis{3-[(3R)-3-fluoropyrrolidin-1-yl]propanamide}" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-27 _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 495.564 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RNR _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 3NYP _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 RNR N1 N1 N 0 1 Y N N 17.578 17.420 7.408 0.039 0.080 -1.042 N1 RNR 1 RNR C2 C2 C 0 1 Y N N 18.087 16.925 6.183 -1.136 0.550 -0.635 C2 RNR 2 RNR C3 C3 C 0 1 Y N N 19.453 17.167 5.841 -2.338 -0.062 -1.041 C3 RNR 3 RNR C4 C4 C 0 1 Y N N 19.942 16.646 4.600 -3.531 0.439 -0.608 C4 RNR 4 RNR C5 C5 C 0 1 Y N N 19.097 15.928 3.741 -3.597 1.556 0.235 C5 RNR 5 RNR C6 C6 C 0 1 Y N N 17.750 15.687 4.076 -2.475 2.189 0.661 C6 RNR 6 RNR C7 C7 C 0 1 Y N N 17.255 16.210 5.314 -1.211 1.718 0.249 C7 RNR 7 RNR C8 C8 C 0 1 Y N N 15.855 15.977 5.655 -0.034 2.344 0.666 C8 RNR 8 RNR C9 C9 C 0 1 Y N N 15.355 16.511 6.919 1.180 1.821 0.215 C9 RNR 9 RNR C10 C10 C 0 1 Y N N 13.966 16.304 7.284 2.410 2.398 0.594 C10 RNR 10 RNR C11 C11 C 0 1 Y N N 13.509 16.844 8.511 3.570 1.863 0.137 C11 RNR 11 RNR C12 C12 C 0 1 Y N N 14.389 17.577 9.347 3.577 0.744 -0.706 C12 RNR 12 RNR C13 C13 C 0 1 Y N N 15.769 17.774 8.991 2.419 0.142 -1.107 C13 RNR 13 RNR C14 C14 C 0 1 Y N N 16.234 17.221 7.739 1.181 0.649 -0.666 C14 RNR 14 RNR N15 N15 N 0 1 N N N 13.774 18.200 10.523 4.798 0.232 -1.148 N15 RNR 15 RNR C16 C16 C 0 1 N N N 14.416 18.964 11.566 5.874 0.263 -0.337 C16 RNR 16 RNR O17 O17 O 0 1 N N N 15.644 19.094 11.635 5.760 0.646 0.808 O17 RNR 17 RNR C18 C18 C 0 1 N N N 13.507 19.540 12.651 7.220 -0.179 -0.853 C18 RNR 18 RNR C19 C19 C 0 1 N N N 14.178 20.123 13.889 8.262 -0.046 0.260 C19 RNR 19 RNR N20 N20 N 0 1 N N N 13.299 20.571 14.986 9.573 -0.477 -0.244 N20 RNR 20 RNR C21 C21 C 0 1 N N N 12.414 19.614 15.593 10.642 -0.143 0.715 C21 RNR 21 RNR C22 C22 C 0 1 N N R 11.850 20.224 16.833 11.373 -1.457 1.061 C22 RNR 22 RNR F23 F23 F 0 1 N N N 10.569 20.561 16.675 12.752 -1.245 1.161 F23 RNR 23 RNR C24 C24 C 0 1 N N N 12.707 21.395 17.133 11.044 -2.369 -0.150 C24 RNR 24 RNR C25 C25 C 0 1 N N N 13.723 21.474 16.033 9.595 -1.935 -0.485 C25 RNR 25 RNR N26 N26 N 0 1 N N N 21.308 16.969 4.068 -4.716 -0.175 -1.017 N26 RNR 26 RNR C27 C27 C 0 1 N N N 22.371 17.649 4.732 -5.769 -0.236 -0.177 C27 RNR 27 RNR O28 O28 O 0 1 N N N 22.390 17.848 5.948 -5.656 0.157 0.965 O28 RNR 28 RNR C29 C29 C 0 1 N N N 23.563 18.055 3.880 -7.085 -0.791 -0.657 C29 RNR 29 RNR C30 C30 C 0 1 N N N 24.708 18.713 4.618 -8.104 -0.747 0.484 C30 RNR 30 RNR N31 N31 N 0 1 N N N 25.400 19.818 3.975 -9.387 -1.288 0.016 N31 RNR 31 RNR C32 C32 C 0 1 N N N 26.412 20.592 4.627 -10.319 -1.483 1.141 C32 RNR 32 RNR C33 C33 C 0 1 N N R 27.396 21.010 3.590 -11.595 -0.676 0.822 C33 RNR 33 RNR F34 F34 F 0 1 N N N 27.254 22.291 3.358 -12.738 -1.383 1.211 F34 RNR 34 RNR C35 C35 C 0 1 N N N 27.074 20.266 2.378 -11.540 -0.529 -0.721 C35 RNR 35 RNR C36 C36 C 0 1 N N N 25.691 19.747 2.576 -10.017 -0.381 -0.967 C36 RNR 36 RNR H3 H3 H 0 1 N N N 20.099 17.728 6.500 -2.315 -0.924 -1.692 H3 RNR 37 RNR H5 H5 H 0 1 N N N 19.486 15.553 2.806 -4.562 1.921 0.554 H5 RNR 38 RNR H6 H6 H 0 1 N N N 17.107 15.123 3.416 -2.549 3.048 1.311 H6 RNR 39 RNR H8 H8 H 0 1 N N N 15.207 15.425 4.991 -0.062 3.206 1.316 H8 RNR 40 RNR H10 H10 H 0 1 N N N 13.299 15.753 6.638 2.428 3.261 1.243 H10 RNR 41 RNR H11 H11 H 0 1 N N N 12.482 16.696 8.812 4.509 2.309 0.430 H11 RNR 42 RNR H13 H13 H 0 1 N N N 16.438 18.319 9.640 2.452 -0.719 -1.758 H13 RNR 43 RNR HN15 HN15 H 0 0 N N N 12.785 18.081 10.614 4.872 -0.146 -2.038 HN15 RNR 44 RNR H18 H18 H 0 1 N N N 12.929 20.353 12.187 7.162 -1.219 -1.175 H18 RNR 45 RNR H18A H18A H 0 0 N N N 12.859 18.720 12.994 7.508 0.447 -1.697 H18A RNR 46 RNR H19 H19 H 0 1 N N N 14.830 19.338 14.300 8.319 0.993 0.581 H19 RNR 47 RNR H19A H19A H 0 0 N N N 14.752 21.001 13.559 7.973 -0.672 1.104 H19A RNR 48 RNR H21 H21 H 0 1 N N N 11.601 19.361 14.897 11.340 0.561 0.262 H21 RNR 49 RNR H21A H21A H 0 0 N N N 12.968 18.698 15.845 10.210 0.290 1.617 H21A RNR 50 RNR H22 H22 H 0 1 N N N 11.855 19.512 17.671 10.982 -1.883 1.985 H22 RNR 51 RNR H24 H24 H 0 1 N N N 12.104 22.314 17.166 11.715 -2.166 -0.985 H24 RNR 52 RNR H24A H24A H 0 0 N N N 13.203 21.269 18.106 11.081 -3.421 0.132 H24A RNR 53 RNR H25 H25 H 0 1 N N N 14.713 21.179 16.410 8.887 -2.439 0.173 H25 RNR 54 RNR H25A H25A H 0 0 N N N 13.783 22.502 15.646 9.366 -2.151 -1.528 H25A RNR 55 RNR HN26 HN26 H 0 0 N N N 21.496 16.670 3.132 -4.782 -0.559 -1.906 HN26 RNR 56 RNR H29 H29 H 0 1 N N N 23.957 17.142 3.409 -7.449 -0.193 -1.493 H29 RNR 57 RNR H29A H29A H 0 0 N N N 23.201 18.772 3.128 -6.948 -1.822 -0.982 H29A RNR 58 RNR H30 H30 H 0 1 N N N 24.292 19.106 5.557 -7.740 -1.345 1.319 H30 RNR 59 RNR H30A H30A H 0 0 N N N 25.461 17.930 4.793 -8.241 0.285 0.808 H30A RNR 60 RNR H32 H32 H 0 1 N N N 25.964 21.477 5.102 -10.565 -2.540 1.240 H32 RNR 61 RNR H32A H32A H 0 0 N N N 26.910 19.989 5.400 -9.870 -1.117 2.063 H32A RNR 62 RNR H33 H33 H 0 1 N N N 28.428 20.815 3.916 -11.565 0.301 1.306 H33 RNR 63 RNR H35 H35 H 0 1 N N N 27.121 20.921 1.495 -11.930 -1.420 -1.212 H35 RNR 64 RNR H35A H35A H 0 0 N N N 27.783 19.438 2.230 -12.076 0.362 -1.048 H35A RNR 65 RNR H36 H36 H 0 1 N N N 25.624 18.706 2.228 -9.703 0.648 -0.790 H36 RNR 66 RNR H36A H36A H 0 0 N N N 24.973 20.357 2.009 -9.766 -0.687 -1.982 H36A RNR 67 # # 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 RNR N1 C2 DOUB Y N 1 RNR N1 C14 SING Y N 2 RNR C2 C3 SING Y N 3 RNR C2 C7 SING Y N 4 RNR C3 C4 DOUB Y N 5 RNR C4 C5 SING Y N 6 RNR C4 N26 SING N N 7 RNR C5 C6 DOUB Y N 8 RNR C6 C7 SING Y N 9 RNR C7 C8 DOUB Y N 10 RNR C8 C9 SING Y N 11 RNR C9 C10 SING Y N 12 RNR C9 C14 DOUB Y N 13 RNR C10 C11 DOUB Y N 14 RNR C11 C12 SING Y N 15 RNR C12 C13 DOUB Y N 16 RNR C12 N15 SING N N 17 RNR C13 C14 SING Y N 18 RNR N15 C16 SING N N 19 RNR C16 O17 DOUB N N 20 RNR C16 C18 SING N N 21 RNR C18 C19 SING N N 22 RNR C19 N20 SING N N 23 RNR N20 C21 SING N N 24 RNR N20 C25 SING N N 25 RNR C21 C22 SING N N 26 RNR C22 F23 SING N N 27 RNR C22 C24 SING N N 28 RNR C24 C25 SING N N 29 RNR N26 C27 SING N N 30 RNR C27 O28 DOUB N N 31 RNR C27 C29 SING N N 32 RNR C29 C30 SING N N 33 RNR C30 N31 SING N N 34 RNR N31 C32 SING N N 35 RNR N31 C36 SING N N 36 RNR C32 C33 SING N N 37 RNR C33 F34 SING N N 38 RNR C33 C35 SING N N 39 RNR C35 C36 SING N N 40 RNR C3 H3 SING N N 41 RNR C5 H5 SING N N 42 RNR C6 H6 SING N N 43 RNR C8 H8 SING N N 44 RNR C10 H10 SING N N 45 RNR C11 H11 SING N N 46 RNR C13 H13 SING N N 47 RNR N15 HN15 SING N N 48 RNR C18 H18 SING N N 49 RNR C18 H18A SING N N 50 RNR C19 H19 SING N N 51 RNR C19 H19A SING N N 52 RNR C21 H21 SING N N 53 RNR C21 H21A SING N N 54 RNR C22 H22 SING N N 55 RNR C24 H24 SING N N 56 RNR C24 H24A SING N N 57 RNR C25 H25 SING N N 58 RNR C25 H25A SING N N 59 RNR N26 HN26 SING N N 60 RNR C29 H29 SING N N 61 RNR C29 H29A SING N N 62 RNR C30 H30 SING N N 63 RNR C30 H30A SING N N 64 RNR C32 H32 SING N N 65 RNR C32 H32A SING N N 66 RNR C33 H33 SING N N 67 RNR C35 H35 SING N N 68 RNR C35 H35A SING N N 69 RNR C36 H36 SING N N 70 RNR C36 H36A SING N N 71 # # 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 RNR SMILES ACDLabs 12.01 "O=C(Nc4cc3nc2cc(NC(=O)CCN1CCC(F)C1)ccc2cc3cc4)CCN5CCC(F)C5" RNR SMILES_CANONICAL CACTVS 3.370 "F[C@@H]1CCN(CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CC[C@@H](F)C5)cc4nc3c2)C1" RNR SMILES CACTVS 3.370 "F[CH]1CCN(CCC(=O)Nc2ccc3cc4ccc(NC(=O)CCN5CC[CH](F)C5)cc4nc3c2)C1" RNR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(cc2c1cc3ccc(cc3n2)NC(=O)CC[N@@]4CC[C@H](C4)F)NC(=O)CC[N@@]5CC[C@H](C5)F" RNR SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(cc2c1cc3ccc(cc3n2)NC(=O)CCN4CCC(C4)F)NC(=O)CCN5CCC(C5)F" RNR InChI InChI 1.03 "InChI=1S/C27H31F2N5O2/c28-20-5-9-33(16-20)11-7-26(35)30-22-3-1-18-13-19-2-4-23(15-25(19)32-24(18)14-22)31-27(36)8-12-34-10-6-21(29)17-34/h1-4,13-15,20-21H,5-12,16-17H2,(H,30,35)(H,31,36)/t20-,21-/m1/s1" RNR InChIKey InChI 1.03 LWWRDCOEZPEHNJ-NHCUHLMSSA-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 RNR "SYSTEMATIC NAME" ACDLabs 12.01 "N,N'-acridine-3,6-diylbis{3-[(3R)-3-fluoropyrrolidin-1-yl]propanamide}" RNR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "3-[(1R,3R)-3-fluoropyrrolidin-1-yl]-N-[6-[3-[(1R,3R)-3-fluoropyrrolidin-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 RNR "Create component" 2010-07-27 RCSB RNR "Modify aromatic_flag" 2011-06-04 RCSB RNR "Modify descriptor" 2011-06-04 RCSB RNR "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id RNR _pdbx_chem_comp_synonyms.name "N,N'-acridine-3,6-diylbis{3-[(3R)-3-fluoropyrrolidin-1-yl]propanamide}" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##