data_1DN # _chem_comp.id 1DN _chem_comp.name "7-[5,6-dimethoxy-2-(1,3-thiazol-2-yl)-1H-benzimidazol-1-yl]quinazoline-2,4-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H17 N7 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-30 _chem_comp.pdbx_modified_date 2014-02-14 _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 419.460 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1DN _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 4LEK _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 1DN N12 N12 N 0 1 N N N -6.913 26.732 -4.577 5.712 -1.204 -2.312 N12 1DN 1 1DN C3 C3 C 0 1 Y N N -6.059 27.787 -4.542 4.751 -1.294 -1.321 C3 1DN 2 1DN N2 N2 N 0 1 Y N N -4.881 27.650 -3.874 5.021 -2.010 -0.234 N2 1DN 3 1DN N4 N4 N 0 1 Y N N -6.424 28.944 -5.165 3.606 -0.660 -1.491 N4 1DN 4 1DN C5 C5 C 0 1 Y N N -5.626 30.041 -5.159 2.649 -0.722 -0.552 C5 1DN 5 1DN C10 C10 C 0 1 Y N N -5.973 31.241 -5.786 1.424 -0.062 -0.703 C10 1DN 6 1DN C9 C9 C 0 1 Y N N -5.124 32.365 -5.782 0.474 -0.160 0.294 C9 1DN 7 1DN C8 C8 C 0 1 Y N N -3.911 32.216 -5.093 0.724 -0.910 1.448 C8 1DN 8 1DN C7 C7 C 0 1 Y N N -3.493 31.054 -4.445 1.909 -1.559 1.615 C7 1DN 9 1DN C6 C6 C 0 1 Y N N -4.329 29.948 -4.461 2.892 -1.479 0.621 C6 1DN 10 1DN C1 C1 C 0 1 Y N N -3.985 28.662 -3.801 4.141 -2.133 0.750 C1 1DN 11 1DN N11 N11 N 0 1 N N N -2.812 28.513 -3.149 4.435 -2.879 1.871 N11 1DN 12 1DN N13 N13 N 0 1 Y N N -5.433 33.555 -6.334 -0.751 0.498 0.148 N13 1DN 13 1DN C17 C17 C 0 1 Y N N -4.854 34.187 -7.355 -0.945 1.856 0.086 C17 1DN 14 1DN C22 C22 C 0 1 Y N N -3.730 33.697 -8.197 0.119 2.870 0.169 C22 1DN 15 1DN N26 N26 N 0 1 Y N N -3.253 32.439 -8.212 -0.059 4.161 0.110 N26 1DN 16 1DN C25 C25 C 0 1 Y N N -2.188 32.332 -9.078 1.009 4.915 0.201 C25 1DN 17 1DN C24 C24 C 0 1 Y N N -1.793 33.495 -9.748 2.172 4.265 0.345 C24 1DN 18 1DN S23 S23 S 0 1 Y N N -2.850 34.763 -9.224 1.837 2.535 0.369 S23 1DN 19 1DN N16 N16 N 0 1 Y N N -5.392 35.404 -7.594 -2.224 2.113 -0.058 N16 1DN 20 1DN C15 C15 C 0 1 Y N N -6.360 35.567 -6.658 -2.922 0.953 -0.097 C15 1DN 21 1DN C21 C21 C 0 1 Y N N -7.252 36.609 -6.407 -4.284 0.658 -0.234 C21 1DN 22 1DN C20 C20 C 0 1 Y N N -8.164 36.510 -5.355 -4.704 -0.655 -0.240 C20 1DN 23 1DN O29 O29 O 0 1 N N N -9.051 37.530 -5.094 -6.027 -0.941 -0.373 O29 1DN 24 1DN C30 C30 C 0 1 N N N -8.727 38.892 -5.390 -6.921 0.167 -0.503 C30 1DN 25 1DN C19 C19 C 0 1 Y N N -8.183 35.288 -4.497 -3.779 -1.693 -0.110 C19 1DN 26 1DN C18 C18 C 0 1 Y N N -7.291 34.235 -4.748 -2.432 -1.414 0.026 C18 1DN 27 1DN C14 C14 C 0 1 Y N N -6.379 34.340 -5.800 -1.995 -0.097 0.034 C14 1DN 28 1DN O27 O27 O 0 1 N N N -9.096 35.220 -3.469 -4.206 -2.984 -0.116 O27 1DN 29 1DN C28 C28 C 0 1 N N N -8.917 34.326 -2.369 -3.208 -3.998 0.021 C28 1DN 30 1DN H1 H1 H 0 1 N N N -7.734 26.984 -5.089 6.562 -1.659 -2.205 H1 1DN 31 1DN H2 H2 H 0 1 N N N -6.466 25.957 -5.023 5.534 -0.690 -3.115 H2 1DN 32 1DN H3 H3 H 0 1 N N N -6.925 31.309 -6.291 1.224 0.519 -1.591 H3 1DN 33 1DN H4 H4 H 0 1 N N N -3.249 33.068 -5.062 -0.032 -0.973 2.217 H4 1DN 34 1DN H5 H5 H 0 1 N N N -2.538 31.016 -3.941 2.090 -2.135 2.510 H5 1DN 35 1DN H6 H6 H 0 1 N N N -2.755 27.589 -2.771 5.295 -3.323 1.947 H6 1DN 36 1DN H7 H7 H 0 1 N N N -2.056 28.660 -3.786 3.783 -2.961 2.584 H7 1DN 37 1DN H8 H8 H 0 1 N N N -1.680 31.392 -9.233 0.955 5.993 0.163 H8 1DN 38 1DN H9 H9 H 0 1 N N N -0.983 33.585 -10.457 3.146 4.723 0.436 H9 1DN 39 1DN H10 H10 H 0 1 N N N -7.237 37.493 -7.027 -5.003 1.457 -0.335 H10 1DN 40 1DN H11 H11 H 0 1 N N N -9.569 39.540 -5.105 -6.846 0.799 0.382 H11 1DN 41 1DN H12 H12 H 0 1 N N N -7.830 39.187 -4.825 -6.655 0.746 -1.387 H12 1DN 42 1DN H13 H13 H 0 1 N N N -8.532 38.997 -6.468 -7.942 -0.200 -0.601 H13 1DN 43 1DN H14 H14 H 0 1 N N N -7.310 33.349 -4.131 -1.720 -2.220 0.127 H14 1DN 44 1DN H15 H15 H 0 1 N N N -9.757 34.434 -1.668 -2.496 -3.921 -0.801 H15 1DN 45 1DN H16 H16 H 0 1 N N N -8.880 33.291 -2.740 -2.685 -3.867 0.968 H16 1DN 46 1DN H17 H17 H 0 1 N N N -7.975 34.564 -1.853 -3.681 -4.979 -0.000 H17 1DN 47 # 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 1DN C24 S23 SING Y N 1 1DN C24 C25 DOUB Y N 2 1DN S23 C22 SING Y N 3 1DN C25 N26 SING Y N 4 1DN N26 C22 DOUB Y N 5 1DN C22 C17 SING N N 6 1DN N16 C17 DOUB Y N 7 1DN N16 C15 SING Y N 8 1DN C17 N13 SING Y N 9 1DN C15 C21 DOUB Y N 10 1DN C15 C14 SING Y N 11 1DN C21 C20 SING Y N 12 1DN N13 C14 SING Y N 13 1DN N13 C9 SING N N 14 1DN C14 C18 DOUB Y N 15 1DN C10 C9 DOUB Y N 16 1DN C10 C5 SING Y N 17 1DN C9 C8 SING Y N 18 1DN C30 O29 SING N N 19 1DN C20 O29 SING N N 20 1DN C20 C19 DOUB Y N 21 1DN N4 C5 DOUB Y N 22 1DN N4 C3 SING Y N 23 1DN C5 C6 SING Y N 24 1DN C8 C7 DOUB Y N 25 1DN C18 C19 SING Y N 26 1DN N12 C3 SING N N 27 1DN C3 N2 DOUB Y N 28 1DN C19 O27 SING N N 29 1DN C6 C7 SING Y N 30 1DN C6 C1 DOUB Y N 31 1DN N2 C1 SING Y N 32 1DN C1 N11 SING N N 33 1DN O27 C28 SING N N 34 1DN N12 H1 SING N N 35 1DN N12 H2 SING N N 36 1DN C10 H3 SING N N 37 1DN C8 H4 SING N N 38 1DN C7 H5 SING N N 39 1DN N11 H6 SING N N 40 1DN N11 H7 SING N N 41 1DN C25 H8 SING N N 42 1DN C24 H9 SING N N 43 1DN C21 H10 SING N N 44 1DN C30 H11 SING N N 45 1DN C30 H12 SING N N 46 1DN C30 H13 SING N N 47 1DN C18 H14 SING N N 48 1DN C28 H15 SING N N 49 1DN C28 H16 SING N N 50 1DN C28 H17 SING N N 51 # 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 1DN SMILES ACDLabs 12.01 "n1ccsc1c2nc5c(n2c4cc3nc(nc(N)c3cc4)N)cc(OC)c(OC)c5" 1DN InChI InChI 1.03 "InChI=1S/C20H17N7O2S/c1-28-15-8-13-14(9-16(15)29-2)27(18(24-13)19-23-5-6-30-19)10-3-4-11-12(7-10)25-20(22)26-17(11)21/h3-9H,1-2H3,(H4,21,22,25,26)" 1DN InChIKey InChI 1.03 WHHHBZDVDZWFFO-UHFFFAOYSA-N 1DN SMILES_CANONICAL CACTVS 3.370 "COc1cc2nc(n(c3ccc4c(N)nc(N)nc4c3)c2cc1OC)c5sccn5" 1DN SMILES CACTVS 3.370 "COc1cc2nc(n(c3ccc4c(N)nc(N)nc4c3)c2cc1OC)c5sccn5" 1DN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cc2c(cc1OC)n(c(n2)c3nccs3)c4ccc5c(c4)nc(nc5N)N" 1DN SMILES "OpenEye OEToolkits" 1.7.6 "COc1cc2c(cc1OC)n(c(n2)c3nccs3)c4ccc5c(c4)nc(nc5N)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 1DN "SYSTEMATIC NAME" ACDLabs 12.01 "7-[5,6-dimethoxy-2-(1,3-thiazol-2-yl)-1H-benzimidazol-1-yl]quinazoline-2,4-diamine" 1DN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "7-[5,6-dimethoxy-2-(1,3-thiazol-2-yl)benzimidazol-1-yl]quinazoline-2,4-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1DN "Create component" 2013-07-30 RCSB 1DN "Initial release" 2014-02-19 RCSB #