data_89F # _chem_comp.id 89F _chem_comp.name "1-methyl-4-[(5~{S})-3-methylsulfanyl-5,6-dihydrobenzo[b][1]benzothiepin-5-yl]piperazine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 N2 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Methiothepin; Metitepine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-19 _chem_comp.pdbx_modified_date 2020-05-26 _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 356.548 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 89F _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 5V54 _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 89F C7 C1 C 0 1 Y N N -11.101 1.674 22.127 -3.159 0.405 0.400 C7 89F 1 89F C6 C2 C 0 1 N N S -8.231 0.801 22.796 -0.285 -0.713 -0.496 C6 89F 2 89F C10 C3 C 0 1 Y N N -10.428 0.534 21.555 -2.739 -0.781 -0.132 C10 89F 3 89F C9 C4 C 0 1 Y N N -7.620 0.078 25.189 1.298 1.108 -0.580 C9 89F 4 89F C4 C5 C 0 1 Y N N -8.927 0.821 27.103 1.089 3.236 0.482 C4 89F 5 89F C2 C6 C 0 1 Y N N -8.473 0.813 24.301 0.071 0.679 -0.050 C2 89F 6 89F N1 N1 N 0 1 N N N -6.817 0.384 22.541 0.906 -1.559 -0.343 N1 89F 7 89F N2 N2 N 0 1 N N N -4.322 0.260 21.090 2.332 -3.885 0.471 N2 89F 8 89F C1 C7 C 0 1 Y N N -9.546 1.546 24.814 -0.624 1.533 0.766 C1 89F 9 89F C3 C8 C 0 1 Y N N -9.773 1.550 26.227 -0.105 2.819 1.011 C3 89F 10 89F C5 C9 C 0 1 N N N -2.913 -0.170 20.954 3.523 -4.731 0.624 C5 89F 11 89F C8 C10 C 0 1 N N N -7.726 -0.896 29.245 3.565 4.541 -0.383 C8 89F 12 89F C11 C11 C 0 1 N N N -4.475 1.169 22.229 2.036 -3.645 -0.948 C11 89F 13 89F C12 C12 C 0 1 Y N N -7.849 0.078 26.587 1.810 2.362 -0.324 C12 89F 14 89F C13 C13 C 0 1 Y N N -12.198 2.211 21.415 -4.363 0.984 0.019 C13 89F 15 89F C14 C14 C 0 1 N N N -6.677 -0.407 21.330 1.203 -1.799 1.076 C14 89F 16 89F C15 C15 C 0 1 Y N N -12.626 1.671 20.200 -5.161 0.333 -0.905 C15 89F 17 89F C16 C16 C 0 1 Y N N -10.886 0.010 20.322 -3.552 -1.443 -1.045 C16 89F 18 89F C17 C17 C 0 1 N N N -5.943 1.572 22.439 0.747 -2.828 -1.066 C17 89F 19 89F C18 C18 C 0 1 N N N -5.228 -0.916 21.220 2.492 -2.615 1.194 C18 89F 20 89F C19 C19 C 0 1 Y N N -11.974 0.572 19.655 -4.756 -0.881 -1.427 C19 89F 21 89F C20 C20 C 0 1 N N N -9.221 -0.175 22.204 -1.417 -1.371 0.225 C20 89F 22 89F S1 S1 S 0 1 N N N -6.724 -0.866 27.710 3.357 2.852 -1.010 S1 89F 23 89F S2 S2 S 0 1 N N N -10.729 2.526 23.768 -2.132 1.184 1.595 S2 89F 24 89F H1 H1 H 0 1 N N N -8.407 1.806 22.385 -0.535 -0.674 -1.556 H1 89F 25 89F H2 H2 H 0 1 N N N -6.791 -0.484 24.786 1.859 0.433 -1.209 H2 89F 26 89F H3 H3 H 0 1 N N N -9.111 0.837 28.167 1.464 4.228 0.689 H3 89F 27 89F H6 H6 H 0 1 N N N -10.599 2.115 26.632 -0.666 3.499 1.636 H6 89F 28 89F H7 H7 H 0 1 N N N -2.266 0.715 20.860 3.681 -4.948 1.680 H7 89F 29 89F H8 H8 H 0 1 N N N -2.618 -0.746 21.843 3.379 -5.664 0.079 H8 89F 30 89F H9 H9 H 0 1 N N N -2.807 -0.799 20.058 4.394 -4.209 0.226 H9 89F 31 89F H10 H10 H 0 1 N N N -7.178 -1.438 30.030 2.739 5.162 -0.730 H10 89F 32 89F H11 H11 H 0 1 N N N -7.919 0.135 29.577 3.576 4.526 0.707 H11 89F 33 89F H12 H12 H 0 1 N N N -8.682 -1.403 29.049 4.506 4.952 -0.750 H12 89F 34 89F H13 H13 H 0 1 N N N -4.109 0.668 23.137 2.858 -3.094 -1.404 H13 89F 35 89F H14 H14 H 0 1 N N N -3.879 2.075 22.045 1.910 -4.599 -1.460 H14 89F 36 89F H15 H15 H 0 1 N N N -12.720 3.064 21.823 -4.672 1.930 0.438 H15 89F 37 89F H16 H16 H 0 1 N N N -6.915 0.215 20.455 1.329 -0.844 1.587 H16 89F 38 89F H17 H17 H 0 1 N N N -7.366 -1.264 21.369 0.380 -2.349 1.532 H17 89F 39 89F H18 H18 H 0 1 N N N -13.467 2.109 19.683 -6.098 0.771 -1.216 H18 89F 40 89F H19 H19 H 0 1 N N N -10.383 -0.842 19.889 -3.244 -2.394 -1.455 H19 89F 41 89F H20 H20 H 0 1 N N N -6.025 2.158 23.367 -0.081 -3.391 -0.635 H20 89F 42 89F H21 H21 H 0 1 N N N -6.271 2.186 21.588 0.540 -2.625 -2.117 H21 89F 43 89F H22 H22 H 0 1 N N N -5.128 -1.561 20.335 2.698 -2.819 2.245 H22 89F 44 89F H23 H23 H 0 1 N N N -4.966 -1.488 22.122 3.320 -2.053 0.763 H23 89F 45 89F H24 H24 H 0 1 N N N -12.309 0.154 18.717 -5.385 -1.395 -2.138 H24 89F 46 89F H25 H25 H 0 1 N N N -9.587 -0.836 23.004 -1.424 -2.432 -0.025 H25 89F 47 89F H26 H26 H 0 1 N N N -8.710 -0.776 21.437 -1.261 -1.264 1.298 H26 89F 48 # 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 89F C19 C15 DOUB Y N 1 89F C19 C16 SING Y N 2 89F C15 C13 SING Y N 3 89F C16 C10 DOUB Y N 4 89F C5 N2 SING N N 5 89F N2 C18 SING N N 6 89F N2 C11 SING N N 7 89F C18 C14 SING N N 8 89F C14 N1 SING N N 9 89F C13 C7 DOUB Y N 10 89F C10 C7 SING Y N 11 89F C10 C20 SING N N 12 89F C7 S2 SING N N 13 89F C20 C6 SING N N 14 89F C11 C17 SING N N 15 89F C17 N1 SING N N 16 89F N1 C6 SING N N 17 89F C6 C2 SING N N 18 89F S2 C1 SING N N 19 89F C2 C1 DOUB Y N 20 89F C2 C9 SING Y N 21 89F C1 C3 SING Y N 22 89F C9 C12 DOUB Y N 23 89F C3 C4 DOUB Y N 24 89F C12 C4 SING Y N 25 89F C12 S1 SING N N 26 89F S1 C8 SING N N 27 89F C6 H1 SING N N 28 89F C9 H2 SING N N 29 89F C4 H3 SING N N 30 89F C3 H6 SING N N 31 89F C5 H7 SING N N 32 89F C5 H8 SING N N 33 89F C5 H9 SING N N 34 89F C8 H10 SING N N 35 89F C8 H11 SING N N 36 89F C8 H12 SING N N 37 89F C11 H13 SING N N 38 89F C11 H14 SING N N 39 89F C13 H15 SING N N 40 89F C14 H16 SING N N 41 89F C14 H17 SING N N 42 89F C15 H18 SING N N 43 89F C16 H19 SING N N 44 89F C17 H20 SING N N 45 89F C17 H21 SING N N 46 89F C18 H22 SING N N 47 89F C18 H23 SING N N 48 89F C19 H24 SING N N 49 89F C20 H25 SING N N 50 89F C20 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 89F InChI InChI 1.03 "InChI=1S/C20H24N2S2/c1-21-9-11-22(12-10-21)18-13-15-5-3-4-6-19(15)24-20-8-7-16(23-2)14-17(18)20/h3-8,14,18H,9-13H2,1-2H3/t18-/m0/s1" 89F InChIKey InChI 1.03 RLJFTICUTYVZDG-SFHVURJKSA-N 89F SMILES_CANONICAL CACTVS 3.385 "CSc1ccc2Sc3ccccc3C[C@H](N4CCN(C)CC4)c2c1" 89F SMILES CACTVS 3.385 "CSc1ccc2Sc3ccccc3C[CH](N4CCN(C)CC4)c2c1" 89F SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN1CCN(CC1)[C@H]2Cc3ccccc3Sc4c2cc(cc4)SC" 89F SMILES "OpenEye OEToolkits" 2.0.6 "CN1CCN(CC1)C2Cc3ccccc3Sc4c2cc(cc4)SC" # _pdbx_chem_comp_identifier.comp_id 89F _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "1-methyl-4-[(5~{S})-3-methylsulfanyl-5,6-dihydrobenzo[b][1]benzothiepin-5-yl]piperazine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 89F "Create component" 2017-05-19 RCSB 89F "Initial release" 2018-02-07 RCSB 89F "Modify synonyms" 2020-05-26 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 89F Methiothepin ? ? 2 89F Metitepine ? ? #