data_4EQ # _chem_comp.id 4EQ _chem_comp.name "1-(5-chloro-2,4-dihydroxyphenyl)-5-({[dihydroxy(pyridin-3-yl)-lambda~4~-sulfanyl]amino}methyl)-1,3-dihydro-2H-benzimidazol-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H17 Cl N4 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-11 _chem_comp.pdbx_modified_date 2016-03-04 _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 448.880 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4EQ _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 4YKT _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 4EQ O5 O1 O 0 1 N N N -1.680 -41.580 -30.214 -4.454 0.671 -1.841 O5 4EQ 1 4EQ S S1 S 0 1 N N N -1.194 -41.909 -28.909 -4.946 -0.510 -0.783 S 4EQ 2 4EQ O4 O2 O 0 1 N N N -0.269 -42.990 -28.746 -5.438 -1.690 0.276 O4 4EQ 3 4EQ C12 C1 C 0 1 Y N N -2.592 -42.221 -27.881 -6.149 0.636 -0.064 C12 4EQ 4 4EQ C16 C2 C 0 1 Y N N -2.679 -43.314 -27.048 -5.796 1.444 1.000 C16 4EQ 5 4EQ N4 N1 N 0 1 Y N N -3.732 -43.587 -26.270 -6.667 2.281 1.529 N4 4EQ 6 4EQ C15 C3 C 0 1 Y N N -4.751 -42.725 -26.304 -7.898 2.383 1.070 C15 4EQ 7 4EQ C14 C4 C 0 1 Y N N -4.758 -41.594 -27.094 -8.323 1.608 0.007 C14 4EQ 8 4EQ C13 C5 C 0 1 Y N N -3.664 -41.339 -27.905 -7.434 0.719 -0.578 C13 4EQ 9 4EQ N3 N2 N 0 1 N N N -0.467 -40.588 -28.332 -3.325 -0.600 -0.130 N3 4EQ 10 4EQ C11 C6 C 0 1 N N N 0.359 -40.642 -27.111 -2.519 -1.589 -0.858 C11 4EQ 11 4EQ C10 C7 C 0 1 Y N N 0.913 -39.292 -26.722 -1.061 -1.387 -0.531 C10 4EQ 12 4EQ C9 C8 C 0 1 Y N N 1.466 -38.475 -27.703 -0.497 -2.055 0.538 C9 4EQ 13 4EQ C17 C9 C 0 1 Y N N 0.720 -38.772 -25.442 -0.292 -0.538 -1.309 C17 4EQ 14 4EQ C18 C10 C 0 1 Y N N 1.006 -37.446 -25.152 1.044 -0.346 -1.018 C18 4EQ 15 4EQ C19 C11 C 0 1 Y N N 1.505 -36.637 -26.169 1.618 -1.008 0.058 C19 4EQ 16 4EQ C8 C12 C 0 1 Y N N 1.747 -37.139 -27.446 0.844 -1.869 0.838 C8 4EQ 17 4EQ N2 N3 N 0 1 N N N 2.215 -36.095 -28.226 1.683 -2.383 1.824 N2 4EQ 18 4EQ C7 C13 C 0 1 N N N 2.284 -34.949 -27.490 2.911 -1.859 1.651 C7 4EQ 19 4EQ O3 O3 O 0 1 N N N 2.655 -33.843 -27.864 3.881 -2.102 2.345 O3 4EQ 20 4EQ N1 N4 N 0 1 N N N 1.839 -35.283 -26.187 2.904 -1.024 0.595 N1 4EQ 21 4EQ C4 C14 C 0 1 Y N N 1.741 -34.365 -25.087 4.006 -0.301 0.111 C4 4EQ 22 4EQ C5 C15 C 0 1 Y N N 0.470 -34.085 -24.607 4.263 0.975 0.590 C5 4EQ 23 4EQ C6 C16 C 0 1 Y N N 0.338 -33.249 -23.519 5.348 1.688 0.114 C6 4EQ 24 4EQ CL CL1 CL 0 0 N N N -1.257 -32.750 -23.034 5.668 3.284 0.716 CL 4EQ 25 4EQ C3 C17 C 0 1 Y N N 2.871 -33.805 -24.494 4.845 -0.866 -0.846 C3 4EQ 26 4EQ O2 O4 O 0 1 N N N 4.117 -34.122 -24.935 4.598 -2.119 -1.314 O2 4EQ 27 4EQ C2 C18 C 0 1 Y N N 2.718 -32.983 -23.392 5.931 -0.150 -1.321 C2 4EQ 28 4EQ C1 C19 C 0 1 Y N N 1.454 -32.702 -22.881 6.182 1.128 -0.844 C1 4EQ 29 4EQ O1 O5 O 0 1 N N N 1.308 -32.091 -21.681 7.248 1.831 -1.310 O1 4EQ 30 4EQ H16 H1 H 0 1 N N N -2.280 -40.846 -30.153 -3.750 0.391 -2.443 H16 4EQ 31 4EQ H17 H2 H 0 1 N N N -0.045 -43.080 -27.827 -4.968 -2.529 0.176 H17 4EQ 32 4EQ H13 H3 H 0 1 N N N -1.842 -43.996 -27.021 -4.796 1.388 1.404 H13 4EQ 33 4EQ H12 H4 H 0 1 N N N -5.612 -42.923 -25.683 -8.583 3.080 1.529 H12 4EQ 34 4EQ H11 H5 H 0 1 N N N -5.601 -40.919 -27.080 -9.333 1.696 -0.365 H11 4EQ 35 4EQ H10 H6 H 0 1 N N N -3.645 -40.469 -28.545 -7.736 0.104 -1.412 H10 4EQ 36 4EQ H9 H7 H 0 1 N N N 0.127 -40.250 -29.062 -2.881 0.306 -0.138 H9 4EQ 37 4EQ H7 H8 H 0 1 N N N -0.260 -41.020 -26.284 -2.822 -2.593 -0.562 H7 4EQ 38 4EQ H8 H9 H 0 1 N N N 1.199 -41.330 -27.285 -2.672 -1.465 -1.930 H8 4EQ 39 4EQ H6 H10 H 0 1 N N N 1.680 -38.885 -28.679 -1.099 -2.720 1.139 H6 4EQ 40 4EQ H14 H11 H 0 1 N N N 0.340 -39.415 -24.661 -0.740 -0.023 -2.146 H14 4EQ 41 4EQ H15 H12 H 0 1 N N N 0.845 -37.050 -24.160 1.641 0.317 -1.626 H15 4EQ 42 4EQ H5 H13 H 0 1 N N N 2.466 -36.171 -29.191 1.426 -3.012 2.516 H5 4EQ 43 4EQ H4 H14 H 0 1 N N N -0.402 -34.515 -25.078 3.615 1.412 1.335 H4 4EQ 44 4EQ H3 H15 H 0 1 N N N 4.764 -33.653 -24.421 4.023 -2.142 -2.091 H3 4EQ 45 4EQ H2 H16 H 0 1 N N N 3.590 -32.554 -22.922 6.584 -0.587 -2.063 H2 4EQ 46 4EQ H1 H17 H 0 1 N N N 2.152 -31.775 -21.381 8.062 1.692 -0.806 H1 4EQ 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 4EQ O5 S SING N N 1 4EQ S O4 SING N N 2 4EQ S C12 SING N N 3 4EQ S N3 SING N N 4 4EQ C12 C16 DOUB Y N 5 4EQ C12 C13 SING Y N 6 4EQ C16 N4 SING Y N 7 4EQ N4 C15 DOUB Y N 8 4EQ C15 C14 SING Y N 9 4EQ C14 C13 DOUB Y N 10 4EQ N3 C11 SING N N 11 4EQ C11 C10 SING N N 12 4EQ C10 C9 DOUB Y N 13 4EQ C10 C17 SING Y N 14 4EQ C9 C8 SING Y N 15 4EQ C17 C18 DOUB Y N 16 4EQ C18 C19 SING Y N 17 4EQ C19 C8 DOUB Y N 18 4EQ C19 N1 SING N N 19 4EQ C8 N2 SING N N 20 4EQ N2 C7 SING N N 21 4EQ C7 O3 DOUB N N 22 4EQ C7 N1 SING N N 23 4EQ N1 C4 SING N N 24 4EQ C4 C5 DOUB Y N 25 4EQ C4 C3 SING Y N 26 4EQ C5 C6 SING Y N 27 4EQ C6 CL SING N N 28 4EQ C6 C1 DOUB Y N 29 4EQ C3 O2 SING N N 30 4EQ C3 C2 DOUB Y N 31 4EQ C2 C1 SING Y N 32 4EQ C1 O1 SING N N 33 4EQ O5 H16 SING N N 34 4EQ O4 H17 SING N N 35 4EQ C16 H13 SING N N 36 4EQ C15 H12 SING N N 37 4EQ C14 H11 SING N N 38 4EQ C13 H10 SING N N 39 4EQ N3 H9 SING N N 40 4EQ C11 H7 SING N N 41 4EQ C11 H8 SING N N 42 4EQ C9 H6 SING N N 43 4EQ C17 H14 SING N N 44 4EQ C18 H15 SING N N 45 4EQ N2 H5 SING N N 46 4EQ C5 H4 SING N N 47 4EQ O2 H3 SING N N 48 4EQ C2 H2 SING N N 49 4EQ O1 H1 SING N N 50 # 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 4EQ SMILES ACDLabs 12.01 "OS(O)(c1cnccc1)NCc2cc3c(cc2)N(C(N3)=O)c4cc(Cl)c(cc4O)O" 4EQ InChI InChI 1.03 "InChI=1S/C19H17ClN4O5S/c20-13-7-16(18(26)8-17(13)25)24-15-4-3-11(6-14(15)23-19(24)27)9-22-30(28,29)12-2-1-5-21-10-12/h1-8,10,22,25-26,28-29H,9H2,(H,23,27)" 4EQ InChIKey InChI 1.03 SQXCHUIGGIEAOA-UHFFFAOYSA-N 4EQ SMILES_CANONICAL CACTVS 3.385 "Oc1cc(O)c(cc1Cl)N2C(=O)Nc3cc(CN[S](O)(O)c4cccnc4)ccc23" 4EQ SMILES CACTVS 3.385 "Oc1cc(O)c(cc1Cl)N2C(=O)Nc3cc(CN[S](O)(O)c4cccnc4)ccc23" 4EQ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cnc1)S(NCc2ccc3c(c2)NC(=O)N3c4cc(c(cc4O)O)Cl)(O)O" 4EQ SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cnc1)S(NCc2ccc3c(c2)NC(=O)N3c4cc(c(cc4O)O)Cl)(O)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 4EQ "SYSTEMATIC NAME" ACDLabs 12.01 "1-(5-chloro-2,4-dihydroxyphenyl)-5-({[dihydroxy(pyridin-3-yl)-lambda~4~-sulfanyl]amino}methyl)-1,3-dihydro-2H-benzimidazol-2-one" 4EQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-[[[bis(oxidanyl)-pyridin-3-yl-$l^{4}-sulfanyl]amino]methyl]-3-[5-chloranyl-2,4-bis(oxidanyl)phenyl]-1H-benzimidazol-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4EQ "Create component" 2015-03-11 RCSB 4EQ "Initial release" 2016-03-09 RCSB #