data_DBN # _chem_comp.id DBN _chem_comp.name "6-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)-2-{5-[4-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)PHENYL]THIEN-2-YL}-1H-BENZIMIDAZOLE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H20 N6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms DB819 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-10-06 _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 412.510 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DBN _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 2B3E _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 DBN C27 C27 C 0 1 N N N 9.754 18.085 15.016 9.693 -1.555 0.375 C27 DBN 1 DBN C28 C28 C 0 1 N N N 8.298 17.606 15.191 9.018 -2.474 -0.663 C28 DBN 2 DBN C29 C29 C 0 1 N N N 13.696 27.623 -0.581 -9.937 -1.065 -0.774 C29 DBN 3 DBN C30 C30 C 0 1 N N N 14.547 26.346 -0.445 -9.825 -1.395 0.728 C30 DBN 4 DBN C1 C1 C 0 1 Y N N 9.604 24.728 5.570 -2.281 0.837 0.058 C1 DBN 5 DBN S2 S2 S 0 1 Y N N 10.025 23.454 6.613 -0.834 -0.207 -0.004 S2 DBN 6 DBN C3 C3 C 0 1 Y N N 8.565 23.549 7.480 0.408 1.074 0.058 C3 DBN 7 DBN C4 C4 C 0 1 Y N N 7.759 24.557 6.984 -0.362 2.224 0.123 C4 DBN 8 DBN C5 C5 C 0 1 Y N N 8.358 25.210 5.875 -1.725 2.103 0.117 C5 DBN 9 DBN C6 C6 C 0 1 Y N N 8.291 22.697 8.639 1.871 0.943 0.044 C6 DBN 10 DBN N7 N7 N 0 1 Y N N 7.090 22.591 9.150 2.722 1.944 0.088 N7 DBN 11 DBN C8 C8 C 0 1 Y N N 7.248 21.748 10.214 3.984 1.473 0.063 C8 DBN 12 DBN C9 C9 C 0 1 Y N N 8.567 21.339 10.356 3.905 0.069 -0.012 C9 DBN 13 DBN N10 N10 N 0 1 Y N N 9.236 21.991 9.329 2.557 -0.243 -0.022 N10 DBN 14 DBN C11 C11 C 0 1 Y N N 6.293 21.268 11.112 5.239 2.095 0.091 C11 DBN 15 DBN C12 C12 C 0 1 Y N N 6.654 20.403 12.129 6.375 1.344 0.045 C12 DBN 16 DBN C13 C13 C 0 1 Y N N 7.980 19.976 12.293 6.302 -0.052 -0.030 C13 DBN 17 DBN C14 C14 C 0 1 Y N N 8.942 20.478 11.381 5.063 -0.688 -0.058 C14 DBN 18 DBN C15 C15 C 0 1 Y N N 10.464 25.176 4.459 -3.705 0.449 0.045 C15 DBN 19 DBN C16 C16 C 0 1 Y N N 11.502 24.333 4.025 -4.627 1.200 -0.690 C16 DBN 20 DBN C17 C17 C 0 1 Y N N 12.322 24.728 2.958 -5.949 0.836 -0.705 C17 DBN 21 DBN C18 C18 C 0 1 Y N N 12.111 25.956 2.318 -6.376 -0.279 0.020 C18 DBN 22 DBN C19 C19 C 0 1 Y N N 11.052 26.776 2.743 -5.455 -1.030 0.753 C19 DBN 23 DBN C20 C20 C 0 1 Y N N 10.232 26.389 3.812 -4.132 -0.670 0.766 C20 DBN 24 DBN C21 C21 C 0 1 N N N 8.388 19.093 13.411 7.544 -0.854 -0.079 C21 DBN 25 DBN N22 N22 N 0 1 N N N 9.622 19.018 13.873 8.654 -0.554 0.668 N22 DBN 26 DBN N23 N23 N 0 1 N N N 7.595 18.345 14.121 7.678 -1.895 -0.834 N23 DBN 27 DBN C24 C24 C 0 1 N N N 12.942 26.374 1.197 -7.803 -0.667 0.006 C24 DBN 28 DBN N25 N25 N 0 1 N N N 12.732 27.474 0.512 -8.580 -0.609 -1.122 N25 DBN 29 DBN N26 N26 N 0 1 N N N 13.928 25.671 0.697 -8.425 -1.091 1.057 N26 DBN 30 DBN H271 1H27 H 0 0 N N N 10.226 18.515 15.929 9.956 -2.117 1.272 H271 DBN 31 DBN H272 2H27 H 0 0 N N N 10.508 17.275 14.884 10.575 -1.076 -0.052 H272 DBN 32 DBN H281 1H28 H 0 0 N N N 8.160 16.499 15.167 8.948 -3.493 -0.283 H281 DBN 33 DBN H282 2H28 H 0 0 N N N 7.876 17.744 16.214 9.566 -2.454 -1.605 H282 DBN 34 DBN H291 1H29 H 0 0 N N N 14.274 28.576 -0.571 -10.202 -1.954 -1.345 H291 DBN 35 DBN H292 2H29 H 0 0 N N N 13.244 27.781 -1.587 -10.664 -0.270 -0.939 H292 DBN 36 DBN H301 1H30 H 0 0 N N N 14.617 25.729 -1.371 -10.499 -0.766 1.309 H301 DBN 37 DBN H302 2H30 H 0 0 N N N 15.643 26.522 -0.346 -10.038 -2.450 0.904 H302 DBN 38 DBN H4 H4 H 0 1 N N N 6.774 24.805 7.413 0.104 3.197 0.173 H4 DBN 39 DBN H5 H5 H 0 1 N N N 7.892 26.026 5.296 -2.356 2.979 0.167 H5 DBN 40 DBN H10 H10 H 0 1 N N N 10.233 21.957 9.120 2.170 -1.131 -0.068 H10 DBN 41 DBN H11 H11 H 0 1 N N N 5.238 21.576 11.016 5.307 3.172 0.149 H11 DBN 42 DBN H12 H12 H 0 1 N N N 5.871 20.047 12.820 7.340 1.830 0.067 H12 DBN 43 DBN H14 H14 H 0 1 N N N 10.003 20.192 11.470 5.006 -1.765 -0.115 H14 DBN 44 DBN H16 H16 H 0 1 N N N 11.672 23.362 4.521 -4.298 2.064 -1.247 H16 DBN 45 DBN H17 H17 H 0 1 N N N 13.138 24.068 2.619 -6.662 1.416 -1.273 H17 DBN 46 DBN H19 H19 H 0 1 N N N 10.862 27.734 2.231 -5.785 -1.894 1.311 H19 DBN 47 DBN H20 H20 H 0 1 N N N 9.404 27.038 4.143 -3.419 -1.251 1.334 H20 DBN 48 DBN H22 H22 H 0 1 N N N 10.276 18.777 13.128 8.739 0.187 1.288 H22 DBN 49 DBN H25 H25 H 0 1 N N N 11.772 27.522 0.170 -8.287 -0.318 -1.999 H25 DBN 50 # # 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 DBN C27 C28 SING N N 1 DBN C27 N22 SING N N 2 DBN C27 H271 SING N N 3 DBN C27 H272 SING N N 4 DBN C28 N23 SING N N 5 DBN C28 H281 SING N N 6 DBN C28 H282 SING N N 7 DBN C29 C30 SING N N 8 DBN C29 N25 SING N N 9 DBN C29 H291 SING N N 10 DBN C29 H292 SING N N 11 DBN C30 N26 SING N N 12 DBN C30 H301 SING N N 13 DBN C30 H302 SING N N 14 DBN C1 S2 SING Y N 15 DBN C1 C5 DOUB Y N 16 DBN C1 C15 SING Y N 17 DBN S2 C3 SING Y N 18 DBN C3 C4 DOUB Y N 19 DBN C3 C6 SING Y N 20 DBN C4 C5 SING Y N 21 DBN C4 H4 SING N N 22 DBN C5 H5 SING N N 23 DBN C6 N7 DOUB Y N 24 DBN C6 N10 SING Y N 25 DBN N7 C8 SING Y N 26 DBN C8 C9 DOUB Y N 27 DBN C8 C11 SING Y N 28 DBN C9 N10 SING Y N 29 DBN C9 C14 SING Y N 30 DBN N10 H10 SING N N 31 DBN C11 C12 DOUB Y N 32 DBN C11 H11 SING N N 33 DBN C12 C13 SING Y N 34 DBN C12 H12 SING N N 35 DBN C13 C14 DOUB Y N 36 DBN C13 C21 SING N N 37 DBN C14 H14 SING N N 38 DBN C15 C16 SING Y N 39 DBN C15 C20 DOUB Y N 40 DBN C16 C17 DOUB Y N 41 DBN C16 H16 SING N N 42 DBN C17 C18 SING Y N 43 DBN C17 H17 SING N N 44 DBN C18 C19 DOUB Y N 45 DBN C18 C24 SING N N 46 DBN C19 C20 SING Y N 47 DBN C19 H19 SING N N 48 DBN C20 H20 SING N N 49 DBN C21 N22 SING N N 50 DBN C21 N23 DOUB N N 51 DBN N22 H22 SING N N 52 DBN C24 N25 SING N N 53 DBN C24 N26 DOUB N N 54 DBN N25 H25 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 DBN SMILES ACDLabs 10.04 "n3c2c(cc(C1=NCCN1)cc2)nc3c4sc(cc4)c6ccc(C5=NCCN5)cc6" DBN SMILES_CANONICAL CACTVS 3.341 "C1CN=C(N1)c2ccc(cc2)c3sc(cc3)c4[nH]c5cc(ccc5n4)C6=NCCN6" DBN SMILES CACTVS 3.341 "C1CN=C(N1)c2ccc(cc2)c3sc(cc3)c4[nH]c5cc(ccc5n4)C6=NCCN6" DBN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2ccc(s2)c3[nH]c4cc(ccc4n3)C5=NCCN5)C6=NCCN6" DBN SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2ccc(s2)c3[nH]c4cc(ccc4n3)C5=NCCN5)C6=NCCN6" DBN InChI InChI 1.03 "InChI=1S/C23H20N6S/c1-3-15(21-24-9-10-25-21)4-2-14(1)19-7-8-20(30-19)23-28-17-6-5-16(13-18(17)29-23)22-26-11-12-27-22/h1-8,13H,9-12H2,(H,24,25)(H,26,27)(H,28,29)" DBN InChIKey InChI 1.03 KPAUDMFCLSTUBG-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 DBN "SYSTEMATIC NAME" ACDLabs 10.04 "6-(4,5-dihydro-1H-imidazol-2-yl)-2-{5-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]thiophen-2-yl}-1H-benzimidazole" DBN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-(4,5-dihydro-1H-imidazol-2-yl)-2-[5-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]thiophen-2-yl]-1H-benzimidazole" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DBN "Create component" 2005-10-06 RCSB DBN "Modify aromatic_flag" 2011-06-04 RCSB DBN "Modify descriptor" 2011-06-04 RCSB DBN "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id DBN _pdbx_chem_comp_synonyms.name DB819 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##