data_6ET # _chem_comp.id 6ET _chem_comp.name capsazepine _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 Cl N2 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-[2-(4-chlorophenyl)ethyl]-7,8-dihydroxy-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carbothioamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-23 _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 376.900 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6ET _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 5IS0 _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 6ET C10 C1 C 0 1 Y N N 139.629 109.944 104.958 3.312 -0.180 0.654 C10 6ET 1 6ET C17 C2 C 0 1 N N N 136.551 107.031 100.485 -1.302 0.854 0.268 C17 6ET 2 6ET C20 C3 C 0 1 Y N N 137.736 106.557 97.958 -3.779 -1.139 -0.596 C20 6ET 3 6ET C21 C4 C 0 1 Y N N 137.727 106.383 96.617 -5.110 -1.209 -0.959 C21 6ET 4 6ET C22 C5 C 0 1 Y N N 137.324 105.212 96.066 -6.070 -0.572 -0.194 C22 6ET 5 6ET C24 C6 C 0 1 Y N N 136.909 104.189 96.862 -5.697 0.135 0.935 C24 6ET 6 6ET O01 O1 O 0 1 N N N 140.713 110.374 108.933 4.914 -3.482 -1.239 O01 6ET 7 6ET C02 C7 C 0 1 Y N N 140.353 110.234 107.604 4.373 -2.399 -0.619 C02 6ET 8 6ET C03 C8 C 0 1 Y N N 139.114 110.615 107.177 4.672 -1.127 -1.062 C03 6ET 9 6ET C04 C9 C 0 1 Y N N 138.794 110.480 105.838 4.127 -0.003 -0.440 C04 6ET 10 6ET C05 C10 C 0 1 N N N 137.428 110.851 105.354 4.458 1.325 -1.079 C05 6ET 11 6ET C06 C11 C 0 1 N N N 136.717 109.534 105.323 4.477 2.474 -0.076 C06 6ET 12 6ET C07 C12 C 0 1 N N N 136.967 108.657 104.142 3.053 3.042 0.059 C07 6ET 13 6ET N08 N1 N 0 1 N N N 138.028 109.001 103.288 2.186 1.982 0.545 N08 6ET 14 6ET C09 C13 C 0 1 N N N 139.160 109.838 103.508 2.781 0.985 1.440 C09 6ET 15 6ET C11 C14 C 0 1 Y N N 140.904 109.559 105.384 2.992 -1.457 1.094 C11 6ET 16 6ET C12 C15 C 0 1 Y N N 141.248 109.707 106.703 3.517 -2.571 0.465 C12 6ET 17 6ET O13 O2 O 0 1 N N N 142.502 109.319 107.135 3.199 -3.820 0.899 O13 6ET 18 6ET C14 C16 C 0 1 N N N 137.859 108.422 101.986 0.888 1.918 0.188 C14 6ET 19 6ET S15 S1 S 0 1 N N N 138.884 108.652 100.795 0.229 3.101 -0.859 S15 6ET 20 6ET N16 N2 N 0 1 N N N 136.737 107.577 101.777 0.109 0.923 0.656 N16 6ET 21 6ET C18 C17 C 0 1 N N N 137.375 105.843 100.237 -1.955 -0.361 0.932 C18 6ET 22 6ET C19 C18 C 0 1 Y N N 137.328 105.558 98.765 -3.406 -0.432 0.533 C19 6ET 23 6ET CL2 CL1 CL 0 0 N N N 137.324 104.991 94.319 -7.743 -0.659 -0.650 CL2 6ET 24 6ET C25 C19 C 0 1 Y N N 136.906 104.357 98.243 -4.365 0.205 1.298 C25 6ET 25 6ET H172 H1 H 0 0 N N N 136.810 107.798 99.740 -1.813 1.761 0.590 H172 6ET 26 6ET H171 H2 H 0 0 N N N 135.493 106.753 100.372 -1.377 0.760 -0.815 H171 6ET 27 6ET H201 H3 H 0 0 N N N 138.069 107.493 98.381 -3.029 -1.640 -1.191 H201 6ET 28 6ET H211 H4 H 0 0 N N N 138.046 107.190 95.974 -5.401 -1.761 -1.841 H211 6ET 29 6ET H241 H5 H 0 0 N N N 136.585 103.256 96.426 -6.446 0.633 1.533 H241 6ET 30 6ET H011 H6 H 0 0 N N N 139.989 110.750 109.420 5.761 -3.766 -0.868 H011 6ET 31 6ET H031 H7 H 0 0 N N N 138.394 111.016 107.875 5.338 -0.999 -1.902 H031 6ET 32 6ET H051 H8 H 0 0 N N N 137.472 111.301 104.351 5.438 1.254 -1.551 H051 6ET 33 6ET H052 H9 H 0 0 N N N 136.938 111.549 106.048 3.714 1.541 -1.846 H052 6ET 34 6ET H062 H10 H 0 0 N N N 135.637 109.739 105.361 4.817 2.108 0.892 H062 6ET 35 6ET H061 H11 H 0 0 N N N 137.016 108.974 106.221 5.151 3.255 -0.428 H061 6ET 36 6ET H071 H12 H 0 0 N N N 136.048 108.649 103.538 3.053 3.870 0.767 H071 6ET 37 6ET H072 H13 H 0 0 N N N 137.165 107.644 104.521 2.701 3.388 -0.913 H072 6ET 38 6ET H091 H14 H 0 0 N N N 139.995 109.443 102.910 2.022 0.632 2.139 H091 6ET 39 6ET H092 H15 H 0 0 N N N 138.906 110.850 103.159 3.597 1.445 1.998 H092 6ET 40 6ET H111 H16 H 0 0 N N N 141.612 109.148 104.680 2.327 -1.582 1.936 H111 6ET 41 6ET H131 H17 H 0 0 N N N 142.582 109.486 108.067 2.416 -4.196 0.475 H131 6ET 42 6ET H161 H18 H 0 0 N N N 136.099 107.374 102.519 0.482 0.253 1.250 H161 6ET 43 6ET H181 H19 H 0 0 N N N 136.975 104.985 100.798 -1.444 -1.269 0.610 H181 6ET 44 6ET H182 H20 H 0 0 N N N 138.412 106.034 100.549 -1.880 -0.267 2.015 H182 6ET 45 6ET H251 H21 H 0 0 N N N 136.578 103.559 98.893 -4.074 0.757 2.179 H251 6ET 46 # # 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 6ET CL2 C22 SING N N 1 6ET C22 C21 DOUB Y N 2 6ET C22 C24 SING Y N 3 6ET C21 C20 SING Y N 4 6ET C24 C25 DOUB Y N 5 6ET C20 C19 DOUB Y N 6 6ET C25 C19 SING Y N 7 6ET C19 C18 SING N N 8 6ET C18 C17 SING N N 9 6ET C17 N16 SING N N 10 6ET S15 C14 DOUB N N 11 6ET N16 C14 SING N N 12 6ET C14 N08 SING N N 13 6ET N08 C09 SING N N 14 6ET N08 C07 SING N N 15 6ET C09 C10 SING N N 16 6ET C07 C06 SING N N 17 6ET C10 C11 DOUB Y N 18 6ET C10 C04 SING Y N 19 6ET C06 C05 SING N N 20 6ET C05 C04 SING N N 21 6ET C11 C12 SING Y N 22 6ET C04 C03 DOUB Y N 23 6ET C12 O13 SING N N 24 6ET C12 C02 DOUB Y N 25 6ET C03 C02 SING Y N 26 6ET C02 O01 SING N N 27 6ET C17 H172 SING N N 28 6ET C17 H171 SING N N 29 6ET C20 H201 SING N N 30 6ET C21 H211 SING N N 31 6ET C24 H241 SING N N 32 6ET O01 H011 SING N N 33 6ET C03 H031 SING N N 34 6ET C05 H051 SING N N 35 6ET C05 H052 SING N N 36 6ET C06 H062 SING N N 37 6ET C06 H061 SING N N 38 6ET C07 H071 SING N N 39 6ET C07 H072 SING N N 40 6ET C09 H091 SING N N 41 6ET C09 H092 SING N N 42 6ET C11 H111 SING N N 43 6ET O13 H131 SING N N 44 6ET N16 H161 SING N N 45 6ET C18 H181 SING N N 46 6ET C18 H182 SING N N 47 6ET C25 H251 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 6ET SMILES ACDLabs 12.01 "c12cc(c(O)cc1CCCN(C2)C(=S)NCCc3ccc(cc3)Cl)O" 6ET InChI InChI 1.03 "InChI=1S/C19H21ClN2O2S/c20-16-5-3-13(4-6-16)7-8-21-19(25)22-9-1-2-14-10-17(23)18(24)11-15(14)12-22/h3-6,10-11,23-24H,1-2,7-9,12H2,(H,21,25)" 6ET InChIKey InChI 1.03 DRCMAZOSEIMCHM-UHFFFAOYSA-N 6ET SMILES_CANONICAL CACTVS 3.385 "Oc1cc2CCCN(Cc2cc1O)C(=S)NCCc3ccc(Cl)cc3" 6ET SMILES CACTVS 3.385 "Oc1cc2CCCN(Cc2cc1O)C(=S)NCCc3ccc(Cl)cc3" 6ET SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1CCNC(=S)N2CCCc3cc(c(cc3C2)O)O)Cl" 6ET SMILES "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1CCNC(=S)N2CCCc3cc(c(cc3C2)O)O)Cl" # # 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 6ET "SYSTEMATIC NAME" ACDLabs 12.01 "N-[2-(4-chlorophenyl)ethyl]-7,8-dihydroxy-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carbothioamide" 6ET "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-[2-(4-chlorophenyl)ethyl]-7,8-bis(oxidanyl)-1,3,4,5-tetrahydro-2-benzazepine-2-carbothioamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6ET "Create component" 2016-03-23 RCSB 6ET "Initial release" 2016-05-25 RCSB 6ET "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 6ET _pdbx_chem_comp_synonyms.name "N-[2-(4-chlorophenyl)ethyl]-7,8-dihydroxy-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carbothioamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##