data_BPF # _chem_comp.id BPF _chem_comp.name "N,N'-(furan-2,5-diylbis{benzene-4,1-diyl[(Z)-aminomethylylidene]})diethanaminium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "DB185; FURAMIDINE DERIVATIVE" _chem_comp.pdbx_formal_charge 2 _chem_comp.pdbx_initial_date 1999-07-08 _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 362.468 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BPF _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 360D _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 BPF C1 C1 C 0 1 Y N N 8.366 23.646 7.244 2.492 0.508 -0.103 C1 BPF 1 BPF C2 C2 C 0 1 Y N N 7.803 24.480 6.285 2.763 -0.863 -0.112 C2 BPF 2 BPF C3 C3 C 0 1 Y N N 8.583 24.968 5.244 4.059 -1.306 -0.172 C3 BPF 3 BPF C4 C4 C 0 1 Y N N 9.927 24.622 5.161 5.109 -0.386 -0.225 C4 BPF 4 BPF C5 C5 C 0 1 Y N N 10.490 23.788 6.120 4.840 0.984 -0.216 C5 BPF 5 BPF C6 C6 C 0 1 Y N N 9.710 23.300 7.162 3.544 1.428 -0.155 C6 BPF 6 BPF O1 O1 O 0 1 Y N N 8.220 22.237 9.287 -0.000 0.206 0.005 O1 BPF 7 BPF CA CA C 0 1 Y N N 7.631 23.078 8.307 1.098 0.985 -0.044 CA BPF 8 BPF CB CB C 0 1 Y N N 6.254 23.222 8.621 0.700 2.290 -0.029 CB BPF 9 BPF "CB'" "CB'" C 0 1 Y N N 5.992 22.470 9.797 -0.700 2.290 0.032 "CB'" BPF 10 BPF "CA'" "CA'" C 0 1 Y N N 7.207 21.860 10.208 -1.098 0.986 0.052 "CA'" BPF 11 BPF C7 C7 C 0 1 N N N 10.815 25.029 4.137 6.507 -0.864 -0.289 C7 BPF 12 BPF N1 N1 N 0 1 N N N 11.650 24.139 3.563 6.797 -2.067 -0.897 N1 BPF 13 BPF N2 N2 N 1 1 N N N 10.863 26.312 3.704 7.465 -0.148 0.229 N2 BPF 14 BPF C8 C8 C 0 1 N N N 11.633 26.844 2.791 8.850 -0.622 0.165 C8 BPF 15 BPF C9 C9 C 0 1 N N N 10.961 27.963 1.973 9.770 0.398 0.840 C9 BPF 16 BPF "C1'" "C1'" C 0 1 Y N N 7.448 20.995 11.295 -2.492 0.509 0.113 "C1'" BPF 17 BPF "C2'" "C2'" C 0 1 Y N N 6.530 20.575 12.250 -2.763 -0.863 0.127 "C2'" BPF 18 BPF "C3'" "C3'" C 0 1 Y N N 6.933 19.732 13.279 -4.060 -1.305 0.184 "C3'" BPF 19 BPF "C4'" "C4'" C 0 1 Y N N 8.255 19.308 13.352 -5.110 -0.385 0.226 "C4'" BPF 20 BPF "C5'" "C5'" C 0 1 Y N N 9.173 19.728 12.397 -4.841 0.985 0.212 "C5'" BPF 21 BPF "C6'" "C6'" C 0 1 Y N N 8.770 20.572 11.369 -3.544 1.429 0.162 "C6'" BPF 22 BPF "C7'" "C7'" C 0 1 N N N 8.798 18.491 14.369 -6.508 -0.863 0.287 "C7'" BPF 23 BPF "N1'" "N1'" N 0 1 N N N 10.102 18.595 14.683 -6.801 -2.063 0.899 "N1'" BPF 24 BPF "N2'" "N2'" N 1 1 N N N 8.047 17.614 15.077 -7.464 -0.149 -0.239 "N2'" BPF 25 BPF "C8'" "C8'" C 0 1 N N N 8.418 16.847 16.075 -8.849 -0.623 -0.180 "C8'" BPF 26 BPF "C9'" "C9'" C 0 1 N N N 7.409 16.831 17.242 -9.765 0.394 -0.865 "C9'" BPF 27 BPF H2 H2 H 0 1 N N N 6.759 24.749 6.349 1.951 -1.574 -0.071 H2 BPF 28 BPF H3 H3 H 0 1 N N N 8.145 25.616 4.499 4.268 -2.365 -0.179 H3 BPF 29 BPF H5 H5 H 0 1 N N N 11.534 23.519 6.056 5.653 1.694 -0.256 H5 BPF 30 BPF H6 H6 H 0 1 N N N 10.148 22.653 7.907 3.336 2.488 -0.149 H6 BPF 31 BPF HB HB H 0 1 N N N 5.533 23.801 8.064 1.342 3.158 -0.058 HB BPF 32 BPF "HB'" "HB'" H 0 1 N N N 5.036 22.378 10.292 -1.342 3.158 0.058 "HB'" BPF 33 BPF HN1 HN1 H 0 1 N N N 12.277 24.435 2.843 6.084 -2.600 -1.282 HN1 BPF 34 BPF H8 H8 H 0 1 N N N 12.519 27.265 3.289 8.931 -1.580 0.678 H8 BPF 35 BPF H91 H91 H 0 1 N N N 11.673 28.354 1.231 9.474 0.518 1.883 H91 BPF 36 BPF H92 H92 H 0 1 N N N 10.078 27.559 1.456 10.800 0.045 0.793 H92 BPF 37 BPF H93 H93 H 0 1 N N N 10.651 28.775 2.648 9.689 1.356 0.327 H93 BPF 38 BPF "H2'" "H2'" H 0 1 N N N 5.503 20.904 12.193 -1.951 -1.574 0.093 "H2'" BPF 39 BPF "H3'" "H3'" H 0 1 N N N 6.219 19.406 14.022 -4.269 -2.364 0.195 "H3'" BPF 40 BPF "H5'" "H5'" H 0 1 N N N 10.200 19.398 12.454 -5.654 1.696 0.245 "H5'" BPF 41 BPF "H6'" "H6'" H 0 1 N N N 9.484 20.899 10.628 -3.336 2.489 0.155 "H6'" BPF 42 BPF HN11 HN11 H 0 0 N N N 10.486 18.035 15.418 -6.090 -2.594 1.290 HN11 BPF 43 BPF HN12 HN12 H 0 0 N N N 10.688 19.232 14.182 -7.718 -2.376 0.938 HN12 BPF 44 BPF "H8'1" "H8'1" H 0 0 N N N 8.535 15.819 15.701 -8.927 -1.583 -0.689 "H8'1" BPF 45 BPF "H8'2" "H8'2" H 0 0 N N N 9.384 17.211 16.454 -9.149 -0.738 0.862 "H8'2" BPF 46 BPF "H9'1" "H9'1" H 0 0 N N N 7.781 16.172 18.040 -9.687 1.354 -0.355 "H9'1" BPF 47 BPF "H9'2" "H9'2" H 0 0 N N N 7.288 17.851 17.636 -9.465 0.509 -1.906 "H9'2" BPF 48 BPF "H9'3" "H9'3" H 0 0 N N N 6.438 16.459 16.882 -10.796 0.041 -0.820 "H9'3" BPF 49 BPF H23 H23 H 0 1 N N N 11.642 23.183 3.858 7.714 -2.381 -0.939 ? ? 50 BPF H24 H24 H 0 1 N N N 10.220 26.939 4.144 7.262 0.698 0.656 ? ? 51 BPF H25 H25 H 0 1 N N N 11.945 26.049 2.097 9.146 -0.743 -0.878 ? ? 52 BPF H26 H26 H 0 1 N N N 7.088 17.542 14.804 -7.258 0.695 -0.670 ? ? 53 # # 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 BPF C1 C2 DOUB Y N 1 BPF C1 C6 SING Y N 2 BPF C1 CA SING N N 3 BPF C2 C3 SING Y N 4 BPF C2 H2 SING N N 5 BPF C3 C4 DOUB Y N 6 BPF C3 H3 SING N N 7 BPF C4 C5 SING Y N 8 BPF C4 C7 SING N N 9 BPF C5 C6 DOUB Y N 10 BPF C5 H5 SING N N 11 BPF C6 H6 SING N N 12 BPF O1 CA SING Y N 13 BPF O1 "CA'" SING Y N 14 BPF CA CB DOUB Y N 15 BPF CB "CB'" SING Y N 16 BPF CB HB SING N N 17 BPF "CB'" "CA'" DOUB Y N 18 BPF "CB'" "HB'" SING N N 19 BPF "CA'" "C1'" SING N N 20 BPF C7 N1 SING N N 21 BPF C7 N2 DOUB N N 22 BPF N1 HN1 SING N N 23 BPF N2 C8 SING N N 24 BPF C8 C9 SING N N 25 BPF C8 H8 SING N N 26 BPF C9 H91 SING N N 27 BPF C9 H92 SING N N 28 BPF C9 H93 SING N N 29 BPF "C1'" "C2'" DOUB Y N 30 BPF "C1'" "C6'" SING Y N 31 BPF "C2'" "C3'" SING Y N 32 BPF "C2'" "H2'" SING N N 33 BPF "C3'" "C4'" DOUB Y N 34 BPF "C3'" "H3'" SING N N 35 BPF "C4'" "C5'" SING Y N 36 BPF "C4'" "C7'" SING N N 37 BPF "C5'" "C6'" DOUB Y N 38 BPF "C5'" "H5'" SING N N 39 BPF "C6'" "H6'" SING N N 40 BPF "C7'" "N1'" SING N N 41 BPF "C7'" "N2'" DOUB N N 42 BPF "N1'" HN11 SING N N 43 BPF "N1'" HN12 SING N N 44 BPF "N2'" "C8'" SING N N 45 BPF "C8'" "C9'" SING N N 46 BPF "C8'" "H8'1" SING N N 47 BPF "C8'" "H8'2" SING N N 48 BPF "C9'" "H9'1" SING N N 49 BPF "C9'" "H9'2" SING N N 50 BPF "C9'" "H9'3" SING N N 51 BPF N1 H23 SING N N 52 BPF N2 H24 SING N N 53 BPF C8 H25 SING N N 54 BPF "N2'" H26 SING N N 55 # # 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 BPF SMILES ACDLabs 12.01 "o1c(ccc1c2ccc(/C(=[NH+]/CC)N)cc2)c3ccc(C(=[NH+]/CC)/N)cc3" BPF InChI InChI 1.03 "InChI=1S/C22H24N4O/c1-3-25-21(23)17-9-5-15(6-10-17)19-13-14-20(27-19)16-7-11-18(12-8-16)22(24)26-4-2/h5-14H,3-4H2,1-2H3,(H2,23,25)(H2,24,26)/p+2" BPF InChIKey InChI 1.03 UDRBFQQQLONWPG-UHFFFAOYSA-P BPF SMILES_CANONICAL CACTVS 3.370 "CC[NH+]=C(N)c1ccc(cc1)c2oc(cc2)c3ccc(cc3)C(N)=[NH+]CC" BPF SMILES CACTVS 3.370 "CC[NH+]=C(N)c1ccc(cc1)c2oc(cc2)c3ccc(cc3)C(N)=[NH+]CC" BPF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC/[NH+]=C(\N)/c1ccc(cc1)c2oc(cc2)c3ccc(cc3)/C(=[NH+]/CC)/N" BPF SMILES "OpenEye OEToolkits" 1.7.6 "CC[NH+]=C(c1ccc(cc1)c2ccc(o2)c3ccc(cc3)C(=[NH+]CC)N)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 BPF "SYSTEMATIC NAME" ACDLabs 12.01 "N,N'-(furan-2,5-diylbis{benzene-4,1-diyl[(Z)-aminomethylylidene]})diethanaminium" BPF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(Z)-[azanyl-[4-[5-[4-[(Z)-azanyl(ethylazaniumylidene)methyl]phenyl]furan-2-yl]phenyl]methylidene]-ethyl-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 BPF "Create component" 1999-07-08 RCSB BPF "Modify aromatic_flag" 2011-06-04 RCSB BPF "Modify descriptor" 2011-06-04 RCSB BPF "Other modification" 2012-04-16 RCSB BPF "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 BPF DB185 ? ? 2 BPF "FURAMIDINE DERIVATIVE" ? ? ##