data_AR1 # _chem_comp.id AR1 _chem_comp.name ;(2-{[4-({4-[(4-FORMYLAMINO-1-METHYL-1H-IMIDAZOLE-2-CARBONYL)-AMINO]-1-METHYL-1H-IMIDAZOLE-2-CARBONYL}-AMINO)-1-METHYL-1 H-IMIDAZOLE-2-CARBONYL]-AMINO}-ETHYL)-DIMETHYL-AMMONIUM ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H28 N11 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "TRI-IMIDAZOLE DNA MINOR GROOVE BINDER; AR-1-144" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 1999-07-16 _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 486.508 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AR1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1CYZ _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 AR1 CA CA C 0 1 N N N 9.700 3.529 9.439 8.427 -4.340 0.040 CA AR1 1 AR1 OA OA O 0 1 N N N 10.202 3.923 8.388 9.394 -3.608 0.012 OA AR1 2 AR1 N1 N1 N 0 1 N N N 10.277 2.692 10.306 7.185 -3.817 0.043 N1 AR1 3 AR1 C11 C11 C 0 1 Y N N 11.598 2.149 10.179 7.010 -2.425 0.014 C11 AR1 4 AR1 N21 N21 N 0 1 Y N N 12.198 1.413 11.128 5.841 -1.784 0.014 N21 AR1 5 AR1 C31 C31 C 0 1 Y N N 13.471 1.164 10.763 6.059 -0.485 -0.012 C31 AR1 6 AR1 N41 N41 N 0 1 Y N N 13.669 1.761 9.549 7.408 -0.273 -0.038 N41 AR1 7 AR1 CN1 CN1 C 0 1 N N N 14.923 1.786 8.777 8.085 1.026 -0.074 CN1 AR1 8 AR1 C51 C51 C 0 1 Y N N 12.489 2.354 9.188 8.006 -1.496 -0.018 C51 AR1 9 AR1 C1 C1 C 0 1 N N N 14.460 0.428 11.575 5.022 0.562 -0.021 C1 AR1 10 AR1 O1 O1 O 0 1 N N N 15.634 0.365 11.223 5.343 1.735 -0.045 O1 AR1 11 AR1 N2 N2 N 0 1 N N N 13.942 -0.284 12.595 3.719 0.220 -0.002 N2 AR1 12 AR1 C12 C12 C 0 1 Y N N 14.649 -1.198 13.439 2.732 1.216 -0.011 C12 AR1 13 AR1 N22 N22 N 0 1 Y N N 14.061 -2.003 14.349 1.415 1.011 -0.001 N22 AR1 14 AR1 C32 C32 C 0 1 Y N N 14.996 -2.661 15.046 0.795 2.174 -0.010 C32 AR1 15 AR1 N42 N42 N 0 1 Y N N 16.208 -2.260 14.541 1.735 3.165 -0.036 N42 AR1 16 AR1 CN2 CN2 C 0 1 N N N 17.527 -2.737 14.962 1.479 4.607 -0.060 CN2 AR1 17 AR1 C52 C52 C 0 1 Y N N 15.976 -1.355 13.545 2.955 2.560 -0.037 C52 AR1 18 AR1 C2 C2 C 0 1 N N N 14.739 -3.460 16.258 -0.664 2.372 0.001 C2 AR1 19 AR1 O2 O2 O 0 1 N N N 15.681 -3.760 16.983 -1.126 3.498 -0.015 O2 AR1 20 AR1 N3 N3 N 0 1 N N N 13.490 -3.935 16.444 -1.489 1.306 0.027 N3 AR1 21 AR1 C13 C13 C 0 1 Y N N 13.100 -4.807 17.523 -2.878 1.495 0.037 C13 AR1 22 AR1 N23 N23 N 0 1 Y N N 11.905 -5.435 17.637 -3.798 0.529 0.058 N23 AR1 23 AR1 C33 C33 C 0 1 Y N N 11.843 -6.074 18.812 -4.998 1.073 0.064 C33 AR1 24 AR1 N43 N43 N 0 1 Y N N 13.016 -5.831 19.469 -4.857 2.432 0.039 N43 AR1 25 AR1 CN3 CN3 C 0 1 N N N 13.374 -6.266 20.828 -5.939 3.419 0.031 CN3 AR1 26 AR1 C53 C53 C 0 1 Y N N 13.786 -5.063 18.654 -3.521 2.696 0.023 C53 AR1 27 AR1 C3 C3 C 0 1 N N N 10.778 -6.968 19.271 -6.275 0.341 0.089 C3 AR1 28 AR1 O3 O3 O 0 1 N N N 10.919 -7.534 20.351 -7.327 0.952 0.088 O3 AR1 29 AR1 NT NT N 0 1 N N N 9.760 -7.236 18.433 -6.279 -1.007 0.112 NT AR1 30 AR1 C1T C1T C 0 1 N N N 8.752 -8.236 18.772 -7.550 -1.736 0.137 C1T AR1 31 AR1 C2T C2T C 0 1 N N N 7.675 -7.648 19.742 -7.274 -3.241 0.160 C2T AR1 32 AR1 N3T N3T N 1 1 N N N 8.026 -8.006 21.150 -8.548 -3.971 0.185 N3T AR1 33 AR1 CNT CNT C 0 1 N N N 7.636 -7.023 22.175 -9.276 -3.729 -1.068 CNT AR1 34 AR1 CMT CMT C 0 1 N N N 7.653 -9.376 21.552 -8.285 -5.409 0.328 CMT AR1 35 AR1 HA HA H 0 1 N N N 8.732 3.908 9.756 8.562 -5.412 0.062 HA AR1 36 AR1 HN1 HN1 H 0 1 N N N 9.757 2.488 11.140 6.412 -4.402 0.065 HN1 AR1 37 AR1 HN11 1HN1 H 0 0 N N N 15.662 2.388 9.308 8.240 1.326 -1.110 HN11 AR1 38 AR1 HN12 2HN1 H 0 0 N N N 14.746 2.222 7.793 7.469 1.770 0.431 HN12 AR1 39 AR1 HN13 3HN1 H 0 0 N N N 15.303 0.771 8.659 9.048 0.948 0.430 HN13 AR1 40 AR1 H51 H51 H 0 1 N N N 12.277 2.802 8.229 9.068 -1.693 -0.026 H51 AR1 41 AR1 HN2 HN2 H 0 1 N N N 12.953 -0.255 12.728 3.463 -0.716 0.017 HN2 AR1 42 AR1 HN21 1HN2 H 0 0 N N N 17.540 -3.826 14.920 1.407 4.946 -1.093 HN21 AR1 43 AR1 HN22 2HN2 H 0 0 N N N 17.722 -2.403 15.980 0.544 4.819 0.459 HN22 AR1 44 AR1 HN23 3HN2 H 0 0 N N N 18.289 -2.339 14.291 2.297 5.129 0.437 HN23 AR1 45 AR1 H52 H52 H 0 1 N N N 16.724 -0.884 12.925 3.916 3.051 -0.054 H52 AR1 46 AR1 HN3 HN3 H 0 1 N N N 12.790 -3.756 15.748 -1.121 0.409 0.040 HN3 AR1 47 AR1 HN31 1HN3 H 0 0 N N N 12.624 -5.893 21.530 -6.216 3.646 -0.998 HN31 AR1 48 AR1 HN32 2HN3 H 0 0 N N N 14.350 -5.866 21.098 -6.803 3.016 0.560 HN32 AR1 49 AR1 HN33 3HN3 H 0 0 N N N 13.399 -7.354 20.870 -5.603 4.330 0.527 HN33 AR1 50 AR1 H53 H53 H 0 1 N N N 14.793 -4.758 18.872 -3.059 3.672 0.002 H53 AR1 51 AR1 HT HT H 0 1 N N N 9.723 -6.820 17.513 -5.440 -1.494 0.113 HT AR1 52 AR1 H1T1 1H1T H 0 0 N N N 9.283 -9.027 19.322 -8.112 -1.455 1.027 H1T1 AR1 53 AR1 H1T2 2H1T H 0 0 N N N 8.363 -8.627 17.802 -8.129 -1.486 -0.752 H1T2 AR1 54 AR1 H2T1 1H2T H 0 0 N N N 6.659 -8.034 19.466 -6.712 -3.521 -0.731 H2T1 AR1 55 AR1 H2T2 2H2T H 0 0 N N N 7.730 -6.542 19.604 -6.695 -3.490 1.049 H2T2 AR1 56 AR1 HNT HNT H 0 1 N N N 9.025 -7.988 21.183 -9.104 -3.652 0.964 HNT AR1 57 AR1 HNT1 1HNT H 0 0 N N N 7.961 -6.018 21.897 -10.222 -4.271 -1.050 HNT1 AR1 58 AR1 HNT2 2HNT H 0 0 N N N 8.126 -7.277 23.123 -9.471 -2.662 -1.174 HNT2 AR1 59 AR1 HNT3 3HNT H 0 0 N N N 6.559 -7.019 22.340 -8.676 -4.074 -1.910 HNT3 AR1 60 AR1 HMT1 1HMT H 0 0 N N N 6.613 -9.595 21.309 -7.745 -5.589 1.257 HMT1 AR1 61 AR1 HMT2 2HMT H 0 0 N N N 7.792 -9.509 22.631 -9.231 -5.952 0.346 HMT2 AR1 62 AR1 HMT3 3HMT H 0 0 N N N 8.292 -10.107 21.048 -7.685 -5.754 -0.514 HMT3 AR1 63 # # 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 AR1 CA OA DOUB N N 1 AR1 CA N1 SING N N 2 AR1 CA HA SING N N 3 AR1 N1 C11 SING N N 4 AR1 N1 HN1 SING N N 5 AR1 C11 N21 SING Y N 6 AR1 C11 C51 DOUB Y N 7 AR1 N21 C31 DOUB Y N 8 AR1 C31 N41 SING Y N 9 AR1 C31 C1 SING N N 10 AR1 N41 CN1 SING N N 11 AR1 N41 C51 SING Y N 12 AR1 CN1 HN11 SING N N 13 AR1 CN1 HN12 SING N N 14 AR1 CN1 HN13 SING N N 15 AR1 C51 H51 SING N N 16 AR1 C1 O1 DOUB N N 17 AR1 C1 N2 SING N N 18 AR1 N2 C12 SING N N 19 AR1 N2 HN2 SING N N 20 AR1 C12 N22 SING Y N 21 AR1 C12 C52 DOUB Y N 22 AR1 N22 C32 DOUB Y N 23 AR1 C32 N42 SING Y N 24 AR1 C32 C2 SING N N 25 AR1 N42 CN2 SING N N 26 AR1 N42 C52 SING Y N 27 AR1 CN2 HN21 SING N N 28 AR1 CN2 HN22 SING N N 29 AR1 CN2 HN23 SING N N 30 AR1 C52 H52 SING N N 31 AR1 C2 O2 DOUB N N 32 AR1 C2 N3 SING N N 33 AR1 N3 C13 SING N N 34 AR1 N3 HN3 SING N N 35 AR1 C13 N23 SING Y N 36 AR1 C13 C53 DOUB Y N 37 AR1 N23 C33 DOUB Y N 38 AR1 C33 N43 SING Y N 39 AR1 C33 C3 SING N N 40 AR1 N43 CN3 SING N N 41 AR1 N43 C53 SING Y N 42 AR1 CN3 HN31 SING N N 43 AR1 CN3 HN32 SING N N 44 AR1 CN3 HN33 SING N N 45 AR1 C53 H53 SING N N 46 AR1 C3 O3 DOUB N N 47 AR1 C3 NT SING N N 48 AR1 NT C1T SING N N 49 AR1 NT HT SING N N 50 AR1 C1T C2T SING N N 51 AR1 C1T H1T1 SING N N 52 AR1 C1T H1T2 SING N N 53 AR1 C2T N3T SING N N 54 AR1 C2T H2T1 SING N N 55 AR1 C2T H2T2 SING N N 56 AR1 N3T CNT SING N N 57 AR1 N3T CMT SING N N 58 AR1 N3T HNT SING N N 59 AR1 CNT HNT1 SING N N 60 AR1 CNT HNT2 SING N N 61 AR1 CNT HNT3 SING N N 62 AR1 CMT HMT1 SING N N 63 AR1 CMT HMT2 SING N N 64 AR1 CMT HMT3 SING N N 65 # # 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 AR1 SMILES ACDLabs 10.04 "O=C(c1nc(NC=O)cn1C)Nc3nc(C(=O)Nc2nc(C(=O)NCC[NH+](C)C)n(c2)C)n(c3)C" AR1 SMILES_CANONICAL CACTVS 3.341 "Cn1cc(NC=O)nc1C(=O)Nc2cn(C)c(n2)C(=O)Nc3cn(C)c(n3)C(=O)NCC[NH+](C)C" AR1 SMILES CACTVS 3.341 "Cn1cc(NC=O)nc1C(=O)Nc2cn(C)c(n2)C(=O)Nc3cn(C)c(n3)C(=O)NCC[NH+](C)C" AR1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cn1cc(nc1C(=O)Nc2cn(c(n2)C(=O)Nc3cn(c(n3)C(=O)NCC[NH+](C)C)C)C)NC=O" AR1 SMILES "OpenEye OEToolkits" 1.5.0 "Cn1cc(nc1C(=O)Nc2cn(c(n2)C(=O)Nc3cn(c(n3)C(=O)NCC[NH+](C)C)C)C)NC=O" AR1 InChI InChI 1.03 "InChI=1S/C20H27N11O4/c1-28(2)7-6-21-18(33)15-24-13(9-30(15)4)26-20(35)17-25-14(10-31(17)5)27-19(34)16-23-12(22-11-32)8-29(16)3/h8-11H,6-7H2,1-5H3,(H,21,33)(H,22,32)(H,26,35)(H,27,34)/p+1" AR1 InChIKey InChI 1.03 PFRKDKQPQSBYQX-UHFFFAOYSA-O # # 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 AR1 "SYSTEMATIC NAME" ACDLabs 10.04 "2-({[4-({[4-({[4-(formylamino)-1-methyl-1H-imidazol-2-yl]carbonyl}amino)-1-methyl-1H-imidazol-2-yl]carbonyl}amino)-1-methyl-1H-imidazol-2-yl]carbonyl}amino)-N,N-dimethylethanaminium" AR1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[4-[[4-[(4-formamido-1-methyl-imidazol-2-yl)carbonylamino]-1-methyl-imidazol-2-yl]carbonylamino]-1-methyl-imidazol-2-yl]carbonylamino]ethyl-dimethyl-azanium" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AR1 "Create component" 1999-07-16 RCSB AR1 "Modify descriptor" 2011-06-04 RCSB AR1 "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 AR1 "TRI-IMIDAZOLE DNA MINOR GROOVE BINDER" ? ? 2 AR1 AR-1-144 ? ? ##