data_DB9 # _chem_comp.id DB9 _chem_comp.name "2-{4'-[AMINO(IMINO)METHYL]BIPHENYL-3-YL}-1H-BENZIMIDAZOLE-6-CARBOXIMIDAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-10-23 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 354.408 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DB9 _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 ? _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 DB9 C1 C1 C 0 1 Y N N 9.687 25.874 5.400 2.371 1.967 10.454 C1 DB9 1 DB9 C2 C2 C 0 1 Y N N 10.659 24.908 5.181 3.097 1.660 11.605 C2 DB9 2 DB9 C3 C3 C 0 1 Y N N 10.537 23.661 5.775 3.604 0.373 11.786 C3 DB9 3 DB9 C4 C4 C 0 1 Y N N 9.442 23.377 6.590 3.386 -0.606 10.817 C4 DB9 4 DB9 C5 C5 C 0 1 Y N N 8.465 24.341 6.814 2.660 -0.298 9.667 C5 DB9 5 DB9 C6 C6 C 0 1 Y N N 8.589 25.586 6.219 2.153 0.988 9.485 C6 DB9 6 DB9 C7 C7 C 0 1 Y N N 7.338 24.014 7.665 2.433 -1.315 8.663 C7 DB9 7 DB9 C8 C8 C 0 1 Y N N 6.092 24.584 7.454 2.347 -2.656 9.036 C8 DB9 8 DB9 C9 C9 C 0 1 Y N N 5.018 24.259 8.279 2.128 -3.637 8.069 C9 DB9 9 DB9 C10 C10 C 0 1 Y N N 5.195 23.355 9.322 1.995 -3.277 6.728 C10 DB9 10 DB9 C11 C11 C 0 1 Y N N 6.440 22.773 9.548 2.082 -1.935 6.355 C11 DB9 11 DB9 C12 C12 C 0 1 Y N N 7.502 23.111 8.709 2.301 -0.955 7.322 C12 DB9 12 DB9 C13 C13 C 0 1 N N N 11.804 25.176 4.340 3.326 2.681 12.615 C13 DB9 13 DB9 N14 N14 N 0 1 N N N 11.915 26.349 3.683 4.035 2.476 13.794 N14 DB9 14 DB9 N15 N15 N 0 1 N N N 12.759 24.230 4.207 2.829 3.881 12.403 N15 DB9 15 DB9 C16 C16 C 0 1 Y N N 6.636 21.827 10.634 1.945 -1.563 4.967 C16 DB9 16 DB9 N17 N17 N 0 1 Y N N 7.845 21.343 11.049 1.429 -0.355 4.589 N17 DB9 17 DB9 C18 C18 C 0 1 Y N N 7.617 20.485 12.085 1.431 -0.309 3.219 C18 DB9 18 DB9 C19 C19 C 0 1 Y N N 6.239 20.468 12.277 1.966 -1.535 2.832 C19 DB9 19 DB9 N20 N20 N 0 1 Y N N 5.684 21.305 11.366 2.279 -2.300 3.932 N20 DB9 20 DB9 C21 C21 C 0 1 Y N N 5.690 19.677 13.275 2.110 -1.818 1.464 C21 DB9 21 DB9 C22 C22 C 0 1 Y N N 6.525 18.903 14.077 1.707 -0.851 0.535 C22 DB9 22 DB9 C23 C23 C 0 1 Y N N 7.902 18.922 13.881 1.173 0.370 0.953 C23 DB9 23 DB9 C24 C24 C 0 1 Y N N 8.451 19.717 12.881 1.022 0.669 2.311 C24 DB9 24 DB9 C25 C25 C 0 1 N N N 8.767 18.117 14.719 0.765 1.352 -0.041 C25 DB9 25 DB9 N26 N26 N 0 1 N N N 10.101 18.294 14.643 0.866 1.168 -1.415 N26 DB9 26 DB9 N27 N27 N 0 1 N N N 8.242 17.218 15.578 0.266 2.492 0.389 N27 DB9 27 DB9 H1 H1 H 0 1 N N N 9.778 26.847 4.939 1.971 2.967 10.302 H1 DB9 28 DB9 H3 H3 H 0 1 N N N 11.292 22.908 5.606 4.171 0.123 12.679 H3 DB9 29 DB9 H4 H4 H 0 1 N N N 9.352 22.404 7.050 3.788 -1.604 10.973 H4 DB9 30 DB9 H6 H6 H 0 1 N N N 7.834 26.339 6.388 1.584 1.243 8.594 H6 DB9 31 DB9 H8 H8 H 0 1 N N N 5.953 25.285 6.644 2.449 -2.953 10.078 H8 DB9 32 DB9 H9 H9 H 0 1 N N N 4.050 24.707 8.110 2.060 -4.681 8.360 H9 DB9 33 DB9 H10 H10 H 0 1 N N N 4.361 23.103 9.961 1.824 -4.053 5.986 H10 DB9 34 DB9 H12 H12 H 0 1 N N N 8.470 22.662 8.874 2.368 0.092 7.030 H12 DB9 35 DB9 H141 1H14 H 0 0 N N N 12.756 26.362 3.142 4.170 3.223 14.467 H141 DB9 36 DB9 H142 2H14 H 0 0 N N N 11.252 27.096 3.730 4.434 1.577 14.034 H142 DB9 37 DB9 HN15 HN15 H 0 0 N N N 12.527 23.427 4.756 2.333 3.895 11.504 HN15 DB9 38 DB9 HN17 HN17 H 0 0 N N N 8.737 21.576 10.662 1.102 0.377 5.206 HN17 DB9 39 DB9 H21 H21 H 0 1 N N N 4.621 19.661 13.429 2.523 -2.764 1.128 H21 DB9 40 DB9 H22 H22 H 0 1 N N N 6.101 18.285 14.855 1.815 -1.065 -0.527 H22 DB9 41 DB9 H24 H24 H 0 1 N N N 9.520 19.736 12.726 0.608 1.614 2.648 H24 DB9 42 DB9 H261 1H26 H 0 0 N N N 10.545 17.665 15.281 0.563 1.882 -2.069 H261 DB9 43 DB9 H262 2H26 H 0 0 N N N 10.569 18.946 14.047 1.253 0.323 -1.819 H262 DB9 44 DB9 HN27 HN27 H 0 0 N N N 7.246 17.239 15.494 0.248 2.495 1.414 HN27 DB9 45 # 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 DB9 C1 C2 DOUB Y N 1 DB9 C1 C6 SING Y N 2 DB9 C1 H1 SING N N 3 DB9 C2 C13 SING N N 4 DB9 C2 C3 SING Y N 5 DB9 C3 C4 DOUB Y N 6 DB9 C3 H3 SING N N 7 DB9 C4 C5 SING Y N 8 DB9 C4 H4 SING N N 9 DB9 C5 C6 DOUB Y N 10 DB9 C5 C7 SING Y N 11 DB9 C6 H6 SING N N 12 DB9 C7 C8 DOUB Y N 13 DB9 C7 C12 SING Y N 14 DB9 C8 C9 SING Y N 15 DB9 C8 H8 SING N N 16 DB9 C9 C10 DOUB Y N 17 DB9 C9 H9 SING N N 18 DB9 C10 C11 SING Y N 19 DB9 C10 H10 SING N N 20 DB9 C11 C12 DOUB Y N 21 DB9 C11 C16 SING Y N 22 DB9 C12 H12 SING N N 23 DB9 C13 N14 SING N N 24 DB9 C13 N15 DOUB N E 25 DB9 N14 H141 SING N N 26 DB9 N14 H142 SING N N 27 DB9 N15 HN15 SING N N 28 DB9 C16 N17 SING Y N 29 DB9 C16 N20 DOUB Y N 30 DB9 N17 C18 SING Y N 31 DB9 N17 HN17 SING N N 32 DB9 C18 C19 DOUB Y N 33 DB9 C18 C24 SING Y N 34 DB9 C19 N20 SING Y N 35 DB9 C19 C21 SING Y N 36 DB9 C21 C22 DOUB Y N 37 DB9 C21 H21 SING N N 38 DB9 C22 C23 SING Y N 39 DB9 C22 H22 SING N N 40 DB9 C23 C24 DOUB Y N 41 DB9 C23 C25 SING N N 42 DB9 C24 H24 SING N N 43 DB9 C25 N26 SING N N 44 DB9 C25 N27 DOUB N E 45 DB9 N26 H261 SING N N 46 DB9 N26 H262 SING N N 47 DB9 N27 HN27 SING N N 48 # 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 DB9 SMILES ACDLabs 10.04 "[N@H]=C(N)c1ccc(cc1)c4cccc(c3nc2ccc(cc2n3)C(=[N@H])N)c4" DB9 SMILES_CANONICAL CACTVS 3.341 "NC(=N)c1ccc(cc1)c2cccc(c2)c3[nH]c4cc(ccc4n3)C(N)=N" DB9 SMILES CACTVS 3.341 "NC(=N)c1ccc(cc1)c2cccc(c2)c3[nH]c4cc(ccc4n3)C(N)=N" DB9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(\c1ccc(cc1)c2cccc(c2)c3[nH]c4cc(ccc4n3)/C(=N\[H])/N)/N" DB9 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(c1ccc(cc1)c2cccc(c2)c3[nH]c4cc(ccc4n3)C(=N[H])N)N" DB9 InChI InChI 1.03 "InChI=1S/C21H18N6/c22-19(23)13-6-4-12(5-7-13)14-2-1-3-16(10-14)21-26-17-9-8-15(20(24)25)11-18(17)27-21/h1-11H,(H3,22,23)(H3,24,25)(H,26,27)" DB9 InChIKey InChI 1.03 LRMPNDUSMWYCMH-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 DB9 "SYSTEMATIC NAME" ACDLabs 10.04 "2-(4'-carbamimidoylbiphenyl-3-yl)-1H-benzimidazole-6-carboximidamide" DB9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-(4-carbamimidoylphenyl)phenyl]-3H-benzimidazole-5-carboximidamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DB9 "Create component" 2006-10-23 RCSB DB9 "Modify aromatic_flag" 2011-06-04 RCSB DB9 "Modify descriptor" 2011-06-04 RCSB #