data_QHM # _chem_comp.id QHM _chem_comp.name hycanthone _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 N2 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "1-{[2-(diethylamino)ethyl]amino}-4-(hydroxymethyl)-9H-thioxanthen-9-one" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-11-04 _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 356.482 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QHM _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 6UUX _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 QHM N1 N1 N 0 1 N N N 108.628 9.758 14.810 -1.451 0.164 -0.044 N1 QHM 1 QHM C4 C1 C 0 1 Y N N 112.177 7.687 13.607 1.742 -2.504 0.173 C4 QHM 2 QHM C5 C2 C 0 1 Y N N 110.919 9.047 8.583 4.816 1.715 0.171 C5 QHM 3 QHM C6 C3 C 0 1 Y N N 110.002 9.657 7.756 4.829 3.071 0.394 C6 QHM 4 QHM C7 C4 C 0 1 Y N N 108.888 10.270 8.282 3.654 3.806 0.329 C7 QHM 5 QHM C8 C5 C 0 1 Y N N 108.678 10.264 9.652 2.464 3.180 0.045 C8 QHM 6 QHM C10 C6 C 0 1 Y N N 110.214 9.008 13.028 0.933 -0.263 -0.189 C10 QHM 7 QHM C13 C7 C 0 1 Y N N 109.591 9.658 10.508 2.434 1.796 -0.182 C13 QHM 8 QHM C15 C8 C 0 1 N N N 108.311 9.906 16.251 -2.825 -0.336 0.036 C15 QHM 9 QHM C17 C9 C 0 1 N N N 107.738 9.531 18.948 -5.606 -0.417 -1.099 C17 QHM 10 QHM C20 C10 C 0 1 N N N 104.826 8.625 19.414 -5.887 1.950 1.789 C20 QHM 11 QHM C9 C11 C 0 1 N N N 109.310 9.692 12.025 1.147 1.155 -0.472 C9 QHM 12 QHM C3 C12 C 0 1 Y N N 111.802 7.736 14.919 0.455 -2.938 0.395 C3 QHM 13 QHM C2 C13 C 0 1 Y N N 110.661 8.386 15.335 -0.610 -2.055 0.323 C2 QHM 14 QHM C12 C14 C 0 1 Y N N 110.703 9.046 9.960 3.618 1.054 -0.125 C12 QHM 15 QHM C11 C15 C 0 1 Y N N 111.385 8.314 12.678 2.003 -1.163 -0.127 C11 QHM 16 QHM C1 C16 C 0 1 Y N N 109.856 9.036 14.403 -0.383 -0.722 0.031 C1 QHM 17 QHM N2 N2 N 0 1 N N N 106.717 9.145 17.975 -5.177 0.345 0.082 N2 QHM 18 QHM C14 C17 C 0 1 N N N 113.435 6.959 13.150 2.884 -3.484 0.261 C14 QHM 19 QHM O1 O1 O 0 1 N N N 108.159 10.291 12.507 0.244 1.814 -0.957 O1 QHM 20 QHM C16 C18 C 0 1 N N N 107.331 8.785 16.672 -3.802 0.836 -0.079 C16 QHM 21 QHM C18 C19 C 0 1 N N N 108.548 8.312 19.416 -6.933 -1.118 -0.799 C18 QHM 22 QHM C19 C20 C 0 1 N N N 105.908 8.050 18.492 -6.102 1.452 0.359 C19 QHM 23 QHM O2 O2 O 0 1 N N N 113.972 6.205 14.203 2.376 -4.780 0.582 O2 QHM 24 QHM S1 S1 S 0 1 N N N 111.954 8.231 10.969 3.663 -0.675 -0.417 S1 QHM 25 QHM H1 H1 H 0 1 N N N 108.694 10.681 14.431 -1.286 1.114 -0.154 H1 QHM 26 QHM H2 H2 H 0 1 N N N 111.797 8.574 8.169 5.738 1.155 0.224 H2 QHM 27 QHM H3 H3 H 0 1 N N N 110.158 9.654 6.687 5.761 3.568 0.620 H3 QHM 28 QHM H4 H4 H 0 1 N N N 108.178 10.755 7.628 3.674 4.872 0.503 H4 QHM 29 QHM H5 H5 H 0 1 N N N 107.796 10.735 10.059 1.551 3.754 -0.003 H5 QHM 30 QHM H6 H6 H 0 1 N N N 109.236 9.828 16.841 -3.004 -1.039 -0.777 H6 QHM 31 QHM H7 H7 H 0 1 N N N 107.846 10.887 16.427 -2.973 -0.840 0.991 H7 QHM 32 QHM H8 H8 H 0 1 N N N 108.420 10.258 18.483 -5.736 0.262 -1.942 H8 QHM 33 QHM H9 H9 H 0 1 N N N 107.248 9.992 19.818 -4.849 -1.162 -1.345 H9 QHM 34 QHM H10 H10 H 0 1 N N N 104.208 7.806 19.811 -5.965 1.112 2.482 H10 QHM 35 QHM H11 H11 H 0 1 N N N 105.302 9.162 20.248 -4.898 2.400 1.872 H11 QHM 36 QHM H12 H12 H 0 1 N N N 104.191 9.320 18.845 -6.646 2.694 2.032 H12 QHM 37 QHM H13 H13 H 0 1 N N N 112.422 7.248 15.657 0.273 -3.977 0.626 H13 QHM 38 QHM H14 H14 H 0 1 N N N 110.392 8.391 16.381 -1.616 -2.407 0.495 H14 QHM 39 QHM H16 H16 H 0 1 N N N 113.183 6.288 12.315 3.402 -3.524 -0.697 H16 QHM 40 QHM H17 H17 H 0 1 N N N 114.179 7.696 12.816 3.579 -3.163 1.036 H17 QHM 41 QHM H19 H19 H 0 1 N N N 106.544 8.677 15.911 -3.584 1.568 0.698 H19 QHM 42 QHM H20 H20 H 0 1 N N N 107.877 7.835 16.771 -3.696 1.303 -1.059 H20 QHM 43 QHM H21 H21 H 0 1 N N N 109.306 8.633 20.145 -6.803 -1.796 0.044 H21 QHM 44 QHM H22 H22 H 0 1 N N N 107.873 7.582 19.886 -7.690 -0.373 -0.553 H22 QHM 45 QHM H23 H23 H 0 1 N N N 109.045 7.848 18.551 -7.251 -1.683 -1.675 H23 QHM 46 QHM H24 H24 H 0 1 N N N 105.434 7.514 17.656 -7.129 1.104 0.245 H24 QHM 47 QHM H25 H25 H 0 1 N N N 106.545 7.355 19.059 -5.915 2.266 -0.342 H25 QHM 48 QHM H26 H26 H 0 1 N N N 114.755 5.757 13.905 3.057 -5.462 0.655 H26 QHM 49 # # 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 QHM C6 C7 DOUB Y N 1 QHM C6 C5 SING Y N 2 QHM C7 C8 SING Y N 3 QHM C5 C12 DOUB Y N 4 QHM C8 C13 DOUB Y N 5 QHM C12 C13 SING Y N 6 QHM C12 S1 SING N N 7 QHM C13 C9 SING N N 8 QHM S1 C11 SING N N 9 QHM C9 O1 DOUB N N 10 QHM C9 C10 SING N N 11 QHM C11 C10 DOUB Y N 12 QHM C11 C4 SING Y N 13 QHM C10 C1 SING Y N 14 QHM C14 C4 SING N N 15 QHM C14 O2 SING N N 16 QHM C4 C3 DOUB Y N 17 QHM C1 N1 SING N N 18 QHM C1 C2 DOUB Y N 19 QHM N1 C15 SING N N 20 QHM C3 C2 SING Y N 21 QHM C15 C16 SING N N 22 QHM C16 N2 SING N N 23 QHM N2 C19 SING N N 24 QHM N2 C17 SING N N 25 QHM C19 C20 SING N N 26 QHM C17 C18 SING N N 27 QHM N1 H1 SING N N 28 QHM C5 H2 SING N N 29 QHM C6 H3 SING N N 30 QHM C7 H4 SING N N 31 QHM C8 H5 SING N N 32 QHM C15 H6 SING N N 33 QHM C15 H7 SING N N 34 QHM C17 H8 SING N N 35 QHM C17 H9 SING N N 36 QHM C20 H10 SING N N 37 QHM C20 H11 SING N N 38 QHM C20 H12 SING N N 39 QHM C3 H13 SING N N 40 QHM C2 H14 SING N N 41 QHM C14 H16 SING N N 42 QHM C14 H17 SING N N 43 QHM C16 H19 SING N N 44 QHM C16 H20 SING N N 45 QHM C18 H21 SING N N 46 QHM C18 H22 SING N N 47 QHM C18 H23 SING N N 48 QHM C19 H24 SING N N 49 QHM C19 H25 SING N N 50 QHM O2 H26 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 QHM SMILES ACDLabs 12.01 "N(CCN(CC)CC)c2c3C(c1ccccc1Sc3c(cc2)CO)=O" QHM InChI InChI 1.03 "InChI=1S/C20H24N2O2S/c1-3-22(4-2)12-11-21-16-10-9-14(13-23)20-18(16)19(24)15-7-5-6-8-17(15)25-20/h5-10,21,23H,3-4,11-13H2,1-2H3" QHM InChIKey InChI 1.03 MFZWMTSUNYWVBU-UHFFFAOYSA-N QHM SMILES_CANONICAL CACTVS 3.385 "CCN(CC)CCNc1ccc(CO)c2Sc3ccccc3C(=O)c12" QHM SMILES CACTVS 3.385 "CCN(CC)CCNc1ccc(CO)c2Sc3ccccc3C(=O)c12" QHM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCN(CC)CCNc1ccc(c2c1C(=O)c3ccccc3S2)CO" QHM SMILES "OpenEye OEToolkits" 2.0.7 "CCN(CC)CCNc1ccc(c2c1C(=O)c3ccccc3S2)CO" # # 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 QHM "SYSTEMATIC NAME" ACDLabs 12.01 "1-{[2-(diethylamino)ethyl]amino}-4-(hydroxymethyl)-9H-thioxanthen-9-one" QHM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-[2-(diethylamino)ethylamino]-4-(hydroxymethyl)thioxanthen-9-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 QHM "Create component" 2019-11-04 RCSB QHM "Initial release" 2020-02-19 RCSB QHM "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id QHM _pdbx_chem_comp_synonyms.name "1-{[2-(diethylamino)ethyl]amino}-4-(hydroxymethyl)-9H-thioxanthen-9-one" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##