data_R14 # _chem_comp.id R14 _chem_comp.name "N,N'-[acridine-3,6-diylbis(1H-1,2,3-triazole-1,4-diylbenzene-3,1-diyl)]bis[3-(diethylamino)propanamide]" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C43 H47 N11 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "triazole-acridine conjugate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-04-19 _chem_comp.pdbx_modified_date 2021-03-01 _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 749.906 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R14 _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 3MIJ _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 R14 CAA CAA C 0 1 N N N 26.351 -24.584 13.891 -11.718 5.875 2.699 CAA R14 1 R14 CAB CAB C 0 1 N N N 27.871 -20.382 13.393 -13.220 6.637 -1.105 CAB R14 2 R14 CAC CAC C 0 1 N N N 31.048 -16.128 -17.788 13.913 6.348 -0.860 CAC R14 3 R14 CAD CAD C 0 1 N N N 30.826 -12.375 -15.954 10.035 6.667 0.629 CAD R14 4 R14 OAE OAE O 0 1 N N N 25.691 -21.513 8.887 -9.817 1.640 0.449 OAE R14 5 R14 OAF OAF O 0 1 N N N 29.242 -14.849 -12.169 9.881 1.625 -0.617 OAF R14 6 R14 CAG CAG C 0 1 Y N N 26.210 -20.972 5.098 -10.326 -3.130 -0.139 CAG R14 7 R14 CAH CAH C 0 1 Y N N 27.387 -16.132 -8.837 10.386 -3.101 0.227 CAH R14 8 R14 CAI CAI C 0 1 Y N N 26.354 -21.450 6.400 -11.098 -1.997 -0.311 CAI R14 9 R14 CAJ CAJ C 0 1 Y N N 27.870 -15.987 -10.147 11.154 -1.958 0.345 CAJ R14 10 R14 CAK CAK C 0 1 Y N N 26.253 -21.858 4.025 -8.949 -3.038 -0.131 CAK R14 11 R14 CAL CAL C 0 1 Y N N 27.167 -17.412 -8.303 9.008 -3.015 0.223 CAL R14 12 R14 CAM CAM C 0 1 Y N N 26.422 -26.513 -0.475 -3.548 -4.323 -0.216 CAM R14 13 R14 CAN CAN C 0 1 Y N N 26.791 -23.928 -7.157 3.615 -4.314 0.161 CAN R14 14 R14 CAO CAO C 0 1 Y N N 26.428 -26.749 -1.841 -2.406 -5.055 -0.174 CAO R14 15 R14 CAP CAP C 0 1 Y N N 26.679 -25.009 -6.305 2.477 -5.049 0.084 CAP R14 16 R14 CAQ CAQ C 0 1 Y N N 26.576 -23.695 5.556 -9.108 -0.659 -0.482 CAQ R14 17 R14 CAR CAR C 0 1 Y N N 27.916 -18.382 -10.382 9.160 -0.621 0.458 CAR R14 18 R14 CAS CAS C 0 1 Y N N 26.630 -24.152 -0.879 -2.350 -2.231 -0.100 CAS R14 19 R14 CAT CAT C 0 1 Y N N 26.882 -22.427 -5.281 2.407 -2.225 0.141 CAT R14 20 R14 CAU CAU C 0 1 Y N N 26.554 -25.906 -4.086 0.036 -5.116 -0.047 CAU R14 21 R14 CAV CAV C 0 1 Y N N 26.422 -23.815 1.923 -5.984 -2.746 -0.223 CAV R14 22 R14 CAW CAW C 0 1 Y N N 27.232 -20.328 -7.377 6.044 -2.727 0.235 CAW R14 23 R14 CAX CAX C 0 1 N N N 27.293 -23.836 12.921 -11.487 6.226 1.228 CAX R14 24 R14 CAY CAY C 0 1 N N N 27.906 -21.533 12.385 -12.124 5.573 -1.014 CAY R14 25 R14 CAZ CAZ C 0 1 N N N 31.938 -15.675 -16.618 12.960 5.200 -1.199 CAZ R14 26 R14 CBA CBA C 0 1 N N N 31.813 -13.490 -15.575 10.993 6.450 -0.544 CBA R14 27 R14 CBB CBB C 0 1 N N N 26.471 -23.303 10.296 -11.782 2.767 -0.214 CBB R14 28 R14 CBC CBC C 0 1 N N N 29.699 -16.132 -14.170 11.678 2.868 0.275 CBC R14 29 R14 CBD CBD C 0 1 N N N 25.867 -22.480 11.457 -11.110 3.956 0.475 CBD R14 30 R14 CBE CBE C 0 1 N N N 31.076 -15.456 -14.359 10.982 4.032 -0.435 CBE R14 31 R14 NBF NBF N 0 1 Y N N 26.650 -25.414 3.280 -6.145 -0.560 -0.343 NBF R14 32 R14 NBG NBG N 0 1 Y N N 27.002 -20.872 -9.419 6.194 -0.547 0.440 NBG R14 33 R14 NBH NBH N 0 1 Y N N 26.661 -25.883 2.132 -4.885 -0.825 -0.308 NBH R14 34 R14 NBI NBI N 0 1 Y N N 26.873 -21.893 -8.743 4.936 -0.817 0.401 NBI R14 35 R14 NBJ NBJ N 0 1 Y N N 26.752 -23.338 -3.089 0.029 -2.280 0.018 NBJ R14 36 R14 NBK NBK N 0 1 N N N 26.683 -23.284 7.884 -11.276 0.387 -0.658 NBK R14 37 R14 NBL NBL N 0 1 N N N 28.617 -17.050 -12.192 11.323 0.440 0.582 NBL R14 38 R14 CBM CBM C 0 1 N N N 26.238 -22.612 8.947 -10.887 1.559 -0.117 CBM R14 39 R14 CBN CBN C 0 1 N N N 29.168 -15.946 -12.732 10.896 1.601 0.047 CBN R14 40 R14 CBO CBO C 0 1 Y N N 26.538 -22.810 6.634 -10.491 -0.759 -0.483 CBO R14 41 R14 CBP CBP C 0 1 Y N N 28.138 -17.124 -10.925 10.543 -0.716 0.461 CBP R14 42 R14 CBQ CBQ C 0 1 Y N N 26.430 -23.221 4.258 -8.332 -1.799 -0.297 CBQ R14 43 R14 CBR CBR C 0 1 Y N N 27.441 -18.539 -9.080 8.387 -1.773 0.344 CBR R14 44 R14 CBS CBS C 0 1 Y N N 26.516 -25.214 0.003 -3.522 -2.924 -0.182 CBS R14 45 R14 CBT CBT C 0 1 Y N N 26.892 -22.637 -6.656 3.583 -2.914 0.188 CBT R14 46 R14 CBU CBU C 0 1 Y N N 26.488 -24.104 3.199 -6.851 -1.699 -0.288 CBU R14 47 R14 CBV CBV C 0 1 Y N N 27.230 -19.843 -8.620 6.906 -1.679 0.340 CBV R14 48 R14 CBW CBW C 0 1 Y N N 26.541 -25.684 -2.723 -1.161 -4.398 -0.093 CBW R14 49 R14 CBX CBX C 0 1 Y N N 26.661 -24.813 -4.937 1.229 -4.394 0.034 CBX R14 50 R14 CBY CBY C 0 1 Y N N 26.642 -24.381 -2.242 -1.128 -2.932 -0.057 CBY R14 51 R14 CBZ CBZ C 0 1 Y N N 26.762 -23.525 -4.418 1.188 -2.929 0.063 CBZ R14 52 R14 NCA NCA N 0 1 N N N 26.776 -22.464 12.631 -11.983 5.134 0.380 NCA R14 53 R14 NCB NCB N 0 1 N N N 31.156 -14.815 -15.696 11.798 5.246 -0.302 NCB R14 54 R14 NCC NCC N 0 1 Y N N 26.520 -24.978 1.304 -4.730 -2.217 -0.235 NCC R14 55 R14 NCD NCD N 0 1 Y N N 26.996 -21.639 -7.539 4.787 -2.205 0.268 NCD R14 56 R14 HAA HAA H 0 1 N N N 26.751 -25.589 14.089 -11.283 6.650 3.331 HAA R14 57 R14 HAAA HAAA H 0 0 N N N 26.279 -24.025 14.836 -12.789 5.808 2.893 HAAA R14 58 R14 HAAB HAAB H 0 0 N N N 25.352 -24.670 13.439 -11.248 4.918 2.923 HAAB R14 59 R14 HAB HAB H 0 1 N N N 28.712 -19.700 13.201 -13.405 6.879 -2.152 HAB R14 60 R14 HABA HABA H 0 0 N N N 26.923 -19.833 13.290 -14.136 6.255 -0.654 HABA R14 61 R14 HABB HABB H 0 0 N N N 27.952 -20.786 14.413 -12.900 7.535 -0.576 HABB R14 62 R14 HAC HAC H 0 1 N N N 31.632 -16.765 -18.468 14.775 6.314 -1.526 HAC R14 63 R14 HACA HACA H 0 0 N N N 30.191 -16.697 -17.398 13.394 7.299 -0.985 HACA R14 64 R14 HACB HACB H 0 0 N N N 30.684 -15.246 -18.334 14.247 6.249 0.173 HACB R14 65 R14 HAD HAD H 0 1 N N N 31.323 -11.398 -15.861 9.429 5.773 0.773 HAD R14 66 R14 HADA HADA H 0 0 N N N 30.492 -12.519 -16.992 10.608 6.868 1.534 HADA R14 67 R14 HADB HADB H 0 0 N N N 29.957 -12.410 -15.280 9.385 7.516 0.415 HADB R14 68 R14 HAG HAG H 0 1 N N N 26.065 -19.916 4.922 -10.802 -4.090 -0.005 HAG R14 69 R14 HAH HAH H 0 1 N N N 27.184 -15.257 -8.238 10.866 -4.064 0.132 HAH R14 70 R14 HAI HAI H 0 1 N N N 26.323 -20.761 7.231 -12.175 -2.074 -0.312 HAI R14 71 R14 HAJ HAJ H 0 1 N N N 28.035 -15.001 -10.556 12.231 -2.031 0.348 HAJ R14 72 R14 HAK HAK H 0 1 N N N 26.150 -21.490 3.015 -8.349 -3.926 0.004 HAK R14 73 R14 HAL HAL H 0 1 N N N 26.788 -17.524 -7.298 8.412 -3.910 0.126 HAL R14 74 R14 HAM HAM H 0 1 N N N 26.344 -27.339 0.216 -4.499 -4.832 -0.283 HAM R14 75 R14 HAN HAN H 0 1 N N N 26.800 -24.089 -8.225 4.569 -4.821 0.199 HAN R14 76 R14 HAO HAO H 0 1 N N N 26.345 -27.758 -2.217 -2.450 -6.134 -0.201 HAO R14 77 R14 HAP HAP H 0 1 N N N 26.605 -26.008 -6.708 2.526 -6.127 0.061 HAP R14 78 R14 HAQ HAQ H 0 1 N N N 26.719 -24.751 5.731 -8.634 0.303 -0.616 HAQ R14 79 R14 HAR HAR H 0 1 N N N 28.115 -19.258 -10.981 8.682 0.344 0.552 HAR R14 80 R14 HAS HAS H 0 1 N N N 26.710 -23.143 -0.501 -2.358 -1.151 -0.075 HAS R14 81 R14 HAT HAT H 0 1 N N N 26.966 -21.427 -4.882 2.409 -1.145 0.165 HAT R14 82 R14 HAU HAU H 0 1 N N N 26.482 -26.908 -4.482 0.038 -6.196 -0.071 HAU R14 83 R14 HAV HAV H 0 1 N N N 26.312 -22.839 1.475 -6.242 -3.794 -0.168 HAV R14 84 R14 HAW HAW H 0 1 N N N 27.388 -19.790 -6.454 6.306 -3.771 0.139 HAW R14 85 R14 HAX HAX H 0 1 N N N 28.289 -23.754 13.380 -12.020 7.146 0.986 HAX R14 86 R14 HAXA HAXA H 0 0 N N N 27.360 -24.401 11.979 -10.420 6.368 1.052 HAXA R14 87 R14 HAY HAY H 0 1 N N N 27.825 -21.125 11.367 -12.392 4.721 -1.638 HAY R14 88 R14 HAYA HAYA H 0 0 N N N 28.855 -22.079 12.491 -11.180 5.994 -1.360 HAYA R14 89 R14 HAZ HAZ H 0 1 N N N 32.301 -16.559 -16.073 12.625 5.298 -2.232 HAZ R14 90 R14 HAZA HAZA H 0 0 N N N 32.794 -15.106 -17.010 13.478 4.249 -1.075 HAZA R14 91 R14 HBA HBA H 0 1 N N N 32.680 -13.452 -16.250 10.421 6.326 -1.463 HBA R14 92 R14 HBAA HBAA H 0 0 N N N 32.145 -13.343 -14.537 11.651 7.314 -0.640 HBAA R14 93 R14 HBB HBB H 0 1 N N N 25.994 -24.294 10.276 -12.734 2.555 0.273 HBB R14 94 R14 HBBA HBBA H 0 0 N N N 27.554 -23.409 10.460 -11.956 3.006 -1.263 HBBA R14 95 R14 HBC HBC H 0 1 N N N 28.983 -15.680 -14.873 12.685 2.750 -0.124 HBC R14 96 R14 HBCA HBCA H 0 0 N N N 29.802 -17.208 -14.373 11.732 3.075 1.344 HBCA R14 97 R14 HBD HBD H 0 1 N N N 25.706 -21.447 11.116 -10.936 3.717 1.524 HBD R14 98 R14 HBDA HBDA H 0 0 N N N 24.909 -22.932 11.754 -10.159 4.169 -0.012 HBDA R14 99 R14 HBE HBE H 0 1 N N N 31.212 -14.690 -13.582 10.858 3.791 -1.491 HBE R14 100 R14 HBEA HBEA H 0 0 N N N 31.867 -16.216 -14.274 10.004 4.200 0.017 HBEA R14 101 R14 HNBK HNBK H 0 0 N N N 27.137 -24.165 8.020 -12.099 0.338 -1.168 HNBK R14 102 R14 HNBL HNBL H 0 0 N N N 28.557 -17.869 -12.763 12.172 0.405 1.050 HNBL R14 103 # # 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 R14 CAX CAA SING N N 1 R14 CAA HAA SING N N 2 R14 CAA HAAA SING N N 3 R14 CAA HAAB SING N N 4 R14 CAY CAB SING N N 5 R14 CAB HAB SING N N 6 R14 CAB HABA SING N N 7 R14 CAB HABB SING N N 8 R14 CAC CAZ SING N N 9 R14 CAC HAC SING N N 10 R14 CAC HACA SING N N 11 R14 CAC HACB SING N N 12 R14 CAD CBA SING N N 13 R14 CAD HAD SING N N 14 R14 CAD HADA SING N N 15 R14 CAD HADB SING N N 16 R14 OAE CBM DOUB N N 17 R14 CBN OAF DOUB N N 18 R14 CAK CAG DOUB Y N 19 R14 CAG CAI SING Y N 20 R14 CAG HAG SING N N 21 R14 CAJ CAH DOUB Y N 22 R14 CAH CAL SING Y N 23 R14 CAH HAH SING N N 24 R14 CAI CBO DOUB Y N 25 R14 CAI HAI SING N N 26 R14 CBP CAJ SING Y N 27 R14 CAJ HAJ SING N N 28 R14 CAK CBQ SING Y N 29 R14 CAK HAK SING N N 30 R14 CBR CAL DOUB Y N 31 R14 CAL HAL SING N N 32 R14 CAO CAM DOUB Y N 33 R14 CAM CBS SING Y N 34 R14 CAM HAM SING N N 35 R14 CAN CBT DOUB Y N 36 R14 CAN CAP SING Y N 37 R14 CAN HAN SING N N 38 R14 CBW CAO SING Y N 39 R14 CAO HAO SING N N 40 R14 CAP CBX DOUB Y N 41 R14 CAP HAP SING N N 42 R14 CBQ CAQ DOUB Y N 43 R14 CAQ CBO SING Y N 44 R14 CAQ HAQ SING N N 45 R14 CBP CAR DOUB Y N 46 R14 CAR CBR SING Y N 47 R14 CAR HAR SING N N 48 R14 CBY CAS SING Y N 49 R14 CAS CBS DOUB Y N 50 R14 CAS HAS SING N N 51 R14 CBT CAT SING Y N 52 R14 CAT CBZ DOUB Y N 53 R14 CAT HAT SING N N 54 R14 CBX CAU SING Y N 55 R14 CAU CBW DOUB Y N 56 R14 CAU HAU SING N N 57 R14 NCC CAV SING Y N 58 R14 CAV CBU DOUB Y N 59 R14 CAV HAV SING N N 60 R14 CBV CAW DOUB Y N 61 R14 NCD CAW SING Y N 62 R14 CAW HAW SING N N 63 R14 NCA CAX SING N N 64 R14 CAX HAX SING N N 65 R14 CAX HAXA SING N N 66 R14 CAY NCA SING N N 67 R14 CAY HAY SING N N 68 R14 CAY HAYA SING N N 69 R14 CAZ NCB SING N N 70 R14 CAZ HAZ SING N N 71 R14 CAZ HAZA SING N N 72 R14 NCB CBA SING N N 73 R14 CBA HBA SING N N 74 R14 CBA HBAA SING N N 75 R14 CBM CBB SING N N 76 R14 CBB CBD SING N N 77 R14 CBB HBB SING N N 78 R14 CBB HBBA SING N N 79 R14 CBE CBC SING N N 80 R14 CBC CBN SING N N 81 R14 CBC HBC SING N N 82 R14 CBC HBCA SING N N 83 R14 CBD NCA SING N N 84 R14 CBD HBD SING N N 85 R14 CBD HBDA SING N N 86 R14 NCB CBE SING N N 87 R14 CBE HBE SING N N 88 R14 CBE HBEA SING N N 89 R14 NBH NBF DOUB Y N 90 R14 CBU NBF SING Y N 91 R14 NBG NBI DOUB Y N 92 R14 NBG CBV SING Y N 93 R14 NCC NBH SING Y N 94 R14 NBI NCD SING Y N 95 R14 CBZ NBJ SING Y N 96 R14 NBJ CBY DOUB Y N 97 R14 CBO NBK SING N N 98 R14 NBK CBM SING N N 99 R14 NBK HNBK SING N N 100 R14 CBN NBL SING N N 101 R14 NBL CBP SING N N 102 R14 NBL HNBL SING N N 103 R14 CBU CBQ SING Y N 104 R14 CBR CBV SING Y N 105 R14 CBS NCC SING Y N 106 R14 NCD CBT SING Y N 107 R14 CBW CBY SING Y N 108 R14 CBX CBZ SING Y N 109 # # 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 R14 SMILES ACDLabs 12.01 "O=C(Nc1cccc(c1)c2nnn(c2)c7cc6nc3c(ccc(c3)n4nnc(c4)c5cccc(NC(=O)CCN(CC)CC)c5)cc6cc7)CCN(CC)CC" R14 SMILES_CANONICAL CACTVS 3.370 "CCN(CC)CCC(=O)Nc1cccc(c1)c2cn(nn2)c3ccc4cc5ccc(cc5nc4c3)n6cc(nn6)c7cccc(NC(=O)CCN(CC)CC)c7" R14 SMILES CACTVS 3.370 "CCN(CC)CCC(=O)Nc1cccc(c1)c2cn(nn2)c3ccc4cc5ccc(cc5nc4c3)n6cc(nn6)c7cccc(NC(=O)CCN(CC)CC)c7" R14 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCN(CC)CCC(=O)Nc1cccc(c1)c2cn(nn2)c3ccc4cc5ccc(cc5nc4c3)n6cc(nn6)c7cccc(c7)NC(=O)CCN(CC)CC" R14 SMILES "OpenEye OEToolkits" 1.7.0 "CCN(CC)CCC(=O)Nc1cccc(c1)c2cn(nn2)c3ccc4cc5ccc(cc5nc4c3)n6cc(nn6)c7cccc(c7)NC(=O)CCN(CC)CC" R14 InChI InChI 1.03 "InChI=1S/C43H47N11O2/c1-5-51(6-2)21-19-42(55)44-34-13-9-11-30(24-34)40-28-53(49-47-40)36-17-15-32-23-33-16-18-37(27-39(33)46-38(32)26-36)54-29-41(48-50-54)31-12-10-14-35(25-31)45-43(56)20-22-52(7-3)8-4/h9-18,23-29H,5-8,19-22H2,1-4H3,(H,44,55)(H,45,56)" R14 InChIKey InChI 1.03 HZKPUBMHIBOFRM-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 R14 "SYSTEMATIC NAME" ACDLabs 12.01 "N,N'-[acridine-3,6-diylbis(1H-1,2,3-triazole-1,4-diylbenzene-3,1-diyl)]bis[3-(diethylamino)propanamide]" R14 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "3-(diethylamino)-N-[3-[1-[6-[4-[3-[3-(diethylamino)propanoylamino]phenyl]-1,2,3-triazol-1-yl]acridin-3-yl]-1,2,3-triazol-4-yl]phenyl]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 R14 "Create component" 2010-04-19 RCSB R14 "Modify aromatic_flag" 2011-06-04 RCSB R14 "Modify descriptor" 2011-06-04 RCSB R14 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id R14 _pdbx_chem_comp_synonyms.name "triazole-acridine conjugate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##